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For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

5 Beds ⋅ 2 Baths ⋅ A4709691 MLS

For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

7535 Midnight Pass Road, Siesta Key

5740 Midnight Pass Road Unit 403, Siesta Key

$1,950,000

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

2 Beds ⋅ 2 Baths ⋅ A4686166 MLS ⋅ Building F BLDG.

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Siesta Key

6300 Midnight Pass Road Unit 809, Siesta Key

$1,795,000

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

2 Beds ⋅ 2 Baths ⋅ A4703664 MLS ⋅ Crystal Sands BLDG.

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

6300 Midnight Pass Road Unit 809, Siesta Key

5880 Midnight Pass Road Unit 907, Siesta Key

$1,790,000

PRICE REDUCTION!!!!! This Siesta Key BEACHFRONT condo checks ALL the hard to find boxes — THREE bedrooms. TOP Floor. PRIVATE Beach. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

3 Beds ⋅ 2 Baths ⋅ A4694262 MLS ⋅ 5880 BLDG.

PRICE REDUCTION!!!!! This Siesta Key BEACHFRONT condo checks ALL the hard to find boxes — THREE bedrooms. TOP Floor. PRIVATE Beach. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

5880 Midnight Pass Road Unit 907, Siesta Key

$1,695,000

Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

2 Beds ⋅ 2 Baths ⋅ A4709206 MLS ⋅ Siesta Gulf View BLDG.

Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Siesta Key

6512 Midnight Pass Road Unit 206, Siesta Key

$1,690,000

Experience Luxury Living on South Siesta Key! Welcome to your dream condo, perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, 1600 sw. ft., 2-bedroom, 2-bathroom residence presents an expansive floor plan highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft close cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill, and private access to the resistance heated lap pool with child safety fence/doors. The terrazzo wall continues through both bedrooms adding a sophisticated beach ambiance. Master bath featuring dual sinks, a private toilet with automatic bidet amenities, deep soaking tub, and large walk-in shower. The additional bedroom for your guests includes an ensuite bath which offers ample space. Wifi and remote controlled thermostat, door lock, gate, building, and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience and closed circuit camera/surveillance system for security. Residents can enjoy a beachfront heated pool, spa, and resistance lap pool right outside your door. A fitness center ensures residents stay active. Dive into one of two pools or spa overlooking the beach, walk the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst beautifully landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury, and seaside serenity with all amenities conveniently at your disposal.

2 Beds ⋅ 2 Baths ⋅ A4711273 MLS ⋅ Na BLDG.

Experience Luxury Living on South Siesta Key! Welcome to your dream condo, perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, 1600 sw. ft., 2-bedroom, 2-bathroom residence presents an expansive floor plan highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft close cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill, and private access to the resistance heated lap pool with child safety fence/doors. The terrazzo wall continues through both bedrooms adding a sophisticated beach ambiance. Master bath featuring dual sinks, a private toilet with automatic bidet amenities, deep soaking tub, and large walk-in shower. The additional bedroom for your guests includes an ensuite bath which offers ample space. Wifi and remote controlled thermostat, door lock, gate, building, and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience and closed circuit camera/surveillance system for security. Residents can enjoy a beachfront heated pool, spa, and resistance lap pool right outside your door. A fitness center ensures residents stay active. Dive into one of two pools or spa overlooking the beach, walk the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst beautifully landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury, and seaside serenity with all amenities conveniently at your disposal.

6512 Midnight Pass Road Unit 206, Siesta Key

6144 Midnight Pass Road Unit 2N, Siesta Key

$1,649,000

It's all about THE VIEW and the DIRECT SIESTA KEY BEACH ACCESS!!! This first floor condominium has a FULL GULF VIEW from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You'll walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion or water damage to this unit in past storms, as several steps up from the level of the beach sand make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind/impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances were updated last year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (approximately $80,000 annual income after paying rental mgmt expenses). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games. Beach chairs and lounges are provided, as well as shade under the condo's cabanas on the beach. Grills, shuffleboard, and corn-hole games await you in the center greenway. The community Pool is Heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-shares. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush & swim suit and ENJOY IT ALL!

2 Beds ⋅ 2 Baths ⋅ A4668144 MLS ⋅ North Building BLDG.

It's all about THE VIEW and the DIRECT SIESTA KEY BEACH ACCESS!!! This first floor condominium has a FULL GULF VIEW from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You'll walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion or water damage to this unit in past storms, as several steps up from the level of the beach sand make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind/impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances were updated last year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (approximately $80,000 annual income after paying rental mgmt expenses). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games. Beach chairs and lounges are provided, as well as shade under the condo's cabanas on the beach. Grills, shuffleboard, and corn-hole games await you in the center greenway. The community Pool is Heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-shares. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush & swim suit and ENJOY IT ALL!

6144 Midnight Pass Road Unit 2N, Siesta Key

1280 Dolphin Bay Way Unit 402, Siesta Key

$1,589,000

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities.

2 Beds ⋅ 2 Baths ⋅ A4700379 MLS ⋅ 1280 BLDG.

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities.

1280 Dolphin Bay Way Unit 402, Siesta Key

5400 Ocean Boulevard Unit 17-04, Siesta Key

$1,559,000

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

2 Beds ⋅ 2 Baths ⋅ A4698764 MLS ⋅ The Terrace BLDG.

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Siesta Key

1280 Dolphin Bay Way Unit 504, Siesta Key

$1,500,000

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

2 Beds ⋅ 2 Baths ⋅ A4686981 MLS ⋅ 1280 BLDG.

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

1280 Dolphin Bay Way Unit 504, Siesta Key

6146 Midnight Pass Road Unit 12S, Siesta Key

$1,500,000

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

2 Beds ⋅ 2 Baths ⋅ A4680754 MLS ⋅ Bldg Se BLDG.

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

6146 Midnight Pass Road Unit 12S, Siesta Key

6144 Midnight Pass Road Unit 4N, Siesta Key

$1,495,000

Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life.

2 Beds ⋅ 2 Baths ⋅ A4703277 MLS ⋅ 6144 BLDG.

Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life.

6144 Midnight Pass Road Unit 4N, Siesta Key

$1,490,000

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

2 Beds ⋅ 2 Baths ⋅ TB8497342 MLS

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Siesta Key

$1,400,000

WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

4 Beds ⋅ 2 Baths ⋅ A4707555 MLS

WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

8302 Midnight Pass Road, Siesta Key

5880 Midnight Pass Road Unit 307, Siesta Key

$1,400,000

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

3 Beds ⋅ 2 Baths ⋅ A4704429 MLS ⋅ Casarina BLDG.

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

5880 Midnight Pass Road Unit 307, Siesta Key

5880 Midnight Pass Road Unit 704, Siesta Key

$1,400,000

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

2 Beds ⋅ 2 Baths ⋅ A4685065 MLS ⋅ 5880 BLDG.

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

5880 Midnight Pass Road Unit 704, Siesta Key

$1,399,000

Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-acre (21,977 SF) parcel, offering a rare blend of space, privacy, high-end craftsmanship, and indoor-outdoor living on Siesta Key. Inside, wide-plank flooring, designer lighting, and warm natural textures anchor a bright, open layout. The centerpiece is a chef’s kitchen equipped with premium Café series appliances, custom cabinetry, an oversized waterfall island with seating, expansive counter space, and elegant brass accents. The kitchen flows seamlessly into the main dining and living areas, creating an ideal setting for entertaining. A separate family room with a wood-burning fireplace offers a second gathering space, framed by large glass doors that open to the outdoor oasis. The primary suite features direct access to the lanai and a redesigned spa-inspired bathroom with dual vanities, an oversized glass-enclosed shower, warm wood detailing, and custom tilework. Two additional bedrooms and a refined guest bath provide high-end accommodations for visitors. Outside, the brand-new heated pool and expansive screened lanai create a resort-style environment for swimming and alfresco dining. Beyond the lanai, mature trees and a sprawling yard provide a level of privacy and green space rarely found with island living. Located minutes from world-famous beaches, dining, shopping, and boating in Sarasota. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ C7529628 MLS

Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-acre (21,977 SF) parcel, offering a rare blend of space, privacy, high-end craftsmanship, and indoor-outdoor living on Siesta Key. Inside, wide-plank flooring, designer lighting, and warm natural textures anchor a bright, open layout. The centerpiece is a chef’s kitchen equipped with premium Café series appliances, custom cabinetry, an oversized waterfall island with seating, expansive counter space, and elegant brass accents. The kitchen flows seamlessly into the main dining and living areas, creating an ideal setting for entertaining. A separate family room with a wood-burning fireplace offers a second gathering space, framed by large glass doors that open to the outdoor oasis. The primary suite features direct access to the lanai and a redesigned spa-inspired bathroom with dual vanities, an oversized glass-enclosed shower, warm wood detailing, and custom tilework. Two additional bedrooms and a refined guest bath provide high-end accommodations for visitors. Outside, the brand-new heated pool and expansive screened lanai create a resort-style environment for swimming and alfresco dining. Beyond the lanai, mature trees and a sprawling yard provide a level of privacy and green space rarely found with island living. Located minutes from world-famous beaches, dining, shopping, and boating in Sarasota. Schedule your private showing today.

670 Venice Lane, Siesta Key

4712 Ocean Boulevard Unit W5, Siesta Key

$1,359,000

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

2 Beds ⋅ 2 Baths ⋅ A4710615 MLS ⋅ Windward Passage BLDG.

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Siesta Key

$1,340,000

Your search is over! Located in a quiet neighborhood on the North end of Siesta Key, just 1 mile to the #1 beach in America, this 3-bed, 2-bath home with saltwater pool offers the perfect mix of contemporary chic & coastal charm. The open concept living area invites you to unwind, with natural light that glistens through the French doors that overlook your private lanai and heated saltwater pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The kitchen and dining area provide the perfect ambiance for intimate gatherings & lively entertainment. Take a dip in the pool, lounge on the deck and soak up the sun, and after a day at the beach rinse off in the outdoor shower. Retreat to the owner’s suite, your personal sanctuary, with private en-suite bath. The tranquil glass enclosed sunroom is perfect as an office or meditation room. The split plan layout provides versatility and privacy for your guests with 2 additional bedrooms. There is a laundry room and a separate entrance from the covered carport. Surrounded by lush foliage, the property is fully fenced for privacy, with mature landscaping & a circular driveway. This oversized corner lot offers plenty of room for your RV, golf carts and a boat. Xeriscaped means never having to mow! A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. With 1,750 square feet, the home is offered turnkey has over $100,000 in upgrades and all new designer furnishings. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. This distinctive property presently earns $70K in rental income annually.

3 Beds ⋅ 2 Baths ⋅ A4703164 MLS

Your search is over! Located in a quiet neighborhood on the North end of Siesta Key, just 1 mile to the #1 beach in America, this 3-bed, 2-bath home with saltwater pool offers the perfect mix of contemporary chic & coastal charm. The open concept living area invites you to unwind, with natural light that glistens through the French doors that overlook your private lanai and heated saltwater pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The kitchen and dining area provide the perfect ambiance for intimate gatherings & lively entertainment. Take a dip in the pool, lounge on the deck and soak up the sun, and after a day at the beach rinse off in the outdoor shower. Retreat to the owner’s suite, your personal sanctuary, with private en-suite bath. The tranquil glass enclosed sunroom is perfect as an office or meditation room. The split plan layout provides versatility and privacy for your guests with 2 additional bedrooms. There is a laundry room and a separate entrance from the covered carport. Surrounded by lush foliage, the property is fully fenced for privacy, with mature landscaping & a circular driveway. This oversized corner lot offers plenty of room for your RV, golf carts and a boat. Xeriscaped means never having to mow! A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. With 1,750 square feet, the home is offered turnkey has over $100,000 in upgrades and all new designer furnishings. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. This distinctive property presently earns $70K in rental income annually.

445 Reid Street, Siesta Key

6480 Midnight Pass Road Unit 612, Siesta Key

$1,325,000

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ A4705155 MLS ⋅ South Tower BLDG.

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

6480 Midnight Pass Road Unit 612, Siesta Key

1260 Dolphin Bay Way Unit 403, Siesta Key

$1,299,900

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

2 Beds ⋅ 2 Baths ⋅ A4680107 MLS ⋅ Sec B BLDG.

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

1260 Dolphin Bay Way Unit 403, Siesta Key

$1,299,000

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. The private beach cabana has been beautifully restored and is fully functioning, offering a unique amenity just steps from the private beach area. It is conveniently accessed directly from the footpath leading from the small private bridge, creating a seamless and secluded connection to the beach. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

2 Beds ⋅ 2 Baths ⋅ A4687653 MLS

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. The private beach cabana has been beautifully restored and is fully functioning, offering a unique amenity just steps from the private beach area. It is conveniently accessed directly from the footpath leading from the small private bridge, creating a seamless and secluded connection to the beach. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

8534 Heron Lagoon Circle, Siesta Key

$1,280,000

Thoughtfully renovated and meticulously maintained, this exceptional Siesta Key home offers a private tropical setting, a heated screened pool, and 2,216 square feet of beautifully designed living space. Featuring three bedrooms, a private studio with the flexibility to serve as a fourth bedroom, and two full bathrooms, the residence is tucked along a quiet street in the heart of Siesta Key, blending modern comfort with timeless coastal appeal. From the moment you step through the front door, you're welcomed by a captivating view of the sparkling pool, setting the tone for a home designed to embrace effortless indoor-outdoor living. A desirable split-bedroom floor plan offers privacy and functionality, while porcelain tile flooring and impact-resistant windows and sliding glass doors enhance both comfort and peace of mind. The beautifully appointed kitchen features Cambria quartz countertops, a farmhouse sink, gas cooktop, and spacious island with additional storage, flowing seamlessly into the home's inviting living spaces. A charming shiplap-accented living room overlooks the tropical backyard, creating a warm and welcoming setting for everyday living and entertaining. Privately tucked away, the primary suite offers vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bath with a cast-iron clawfoot soaking tub. Outside, the heated screened pool is surrounded by Shell-Lock pool decking and coping, an outdoor shower, landscape lighting, a mature oak tree, Christmas palm, and multiple Areca palms. Lush landscaping and a hammock complete the private backyard retreat, creating an inviting place to relax and enjoy the coastal breeze. Adding to the home's versatility, the private studio with its own exterior entrance offers endless possibilities as a home office, creative studio, fitness room, guest space, or fourth bedroom. Additional highlights include a tankless water heater, high-efficiency HVAC system with infrared filtration, recessed LED lighting throughout, and exceptional attention to detail. Perfectly positioned in the heart of Siesta Key in Sarasota, Florida, this remarkable home offers convenient access to world-renowned Siesta Beach, Siesta Village, and downtown Sarasota, combining the relaxed island lifestyle with easy access to some of the area's most sought-after beaches, dining, shopping, and entertainment.

3 Beds ⋅ 2 Baths ⋅ A4701734 MLS

Thoughtfully renovated and meticulously maintained, this exceptional Siesta Key home offers a private tropical setting, a heated screened pool, and 2,216 square feet of beautifully designed living space. Featuring three bedrooms, a private studio with the flexibility to serve as a fourth bedroom, and two full bathrooms, the residence is tucked along a quiet street in the heart of Siesta Key, blending modern comfort with timeless coastal appeal. From the moment you step through the front door, you're welcomed by a captivating view of the sparkling pool, setting the tone for a home designed to embrace effortless indoor-outdoor living. A desirable split-bedroom floor plan offers privacy and functionality, while porcelain tile flooring and impact-resistant windows and sliding glass doors enhance both comfort and peace of mind. The beautifully appointed kitchen features Cambria quartz countertops, a farmhouse sink, gas cooktop, and spacious island with additional storage, flowing seamlessly into the home's inviting living spaces. A charming shiplap-accented living room overlooks the tropical backyard, creating a warm and welcoming setting for everyday living and entertaining. Privately tucked away, the primary suite offers vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bath with a cast-iron clawfoot soaking tub. Outside, the heated screened pool is surrounded by Shell-Lock pool decking and coping, an outdoor shower, landscape lighting, a mature oak tree, Christmas palm, and multiple Areca palms. Lush landscaping and a hammock complete the private backyard retreat, creating an inviting place to relax and enjoy the coastal breeze. Adding to the home's versatility, the private studio with its own exterior entrance offers endless possibilities as a home office, creative studio, fitness room, guest space, or fourth bedroom. Additional highlights include a tankless water heater, high-efficiency HVAC system with infrared filtration, recessed LED lighting throughout, and exceptional attention to detail. Perfectly positioned in the heart of Siesta Key in Sarasota, Florida, this remarkable home offers convenient access to world-renowned Siesta Beach, Siesta Village, and downtown Sarasota, combining the relaxed island lifestyle with easy access to some of the area's most sought-after beaches, dining, shopping, and entertainment.

5125 Sandy Beach Avenue, Siesta Key

$1,250,000

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESIDENTAL AND BUSINESS FLEXABILITY WITH PRIME LOCATION IN SIESTA KEY VILLAGE! ZONED OPI/OFFICE PROFESSIONAL AND INSTITUTIONAL-the property is among a limited number of village locations where certain businesses may legally operate. As a professional office, boutique, spa, investments property or creative combo of both. As it is, it has a large open space/great roomful kitchen, fireplace e, sliding doors to a deck with awning private yard, steps down to office or bedroom 2 with French doors to yard, then to 3rd room with french doors to side patio.The main area has 2 other large rooms, all bamboo floors, 2 full baths, two new air conditioners..It is offered with some furnishings, or make it your own! One of the most outstanding features is the circular gravel driveway.with Royal Palms boasting it! Completely fenced in yard as well..The On site Parking as we know so valuable is fabulous ..at least 8 cars fit easily. location within a block of the village, circle K, bank, trolley, and our world famous Siesta Key Beach!No HOA! Enjoy Siesta and owning a property with parking with flexible usage to accommodate your plans. Opportunities like this are Rare, call Judy for a private showing!

4 Beds ⋅ 2 Baths ⋅ A4705728 MLS

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESIDENTAL AND BUSINESS FLEXABILITY WITH PRIME LOCATION IN SIESTA KEY VILLAGE! ZONED OPI/OFFICE PROFESSIONAL AND INSTITUTIONAL-the property is among a limited number of village locations where certain businesses may legally operate. As a professional office, boutique, spa, investments property or creative combo of both. As it is, it has a large open space/great roomful kitchen, fireplace e, sliding doors to a deck with awning private yard, steps down to office or bedroom 2 with French doors to yard, then to 3rd room with french doors to side patio.The main area has 2 other large rooms, all bamboo floors, 2 full baths, two new air conditioners..It is offered with some furnishings, or make it your own! One of the most outstanding features is the circular gravel driveway.with Royal Palms boasting it! Completely fenced in yard as well..The On site Parking as we know so valuable is fabulous ..at least 8 cars fit easily. location within a block of the village, circle K, bank, trolley, and our world famous Siesta Key Beach!No HOA! Enjoy Siesta and owning a property with parking with flexible usage to accommodate your plans. Opportunities like this are Rare, call Judy for a private showing!

5032 Calle Minorga, Siesta Key

$1,250,000

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to life. This 3-bedroom, 2-bathroom home is surrounded by lush, mature landscaping featuring majestic palms, beautiful banyan trees, and tropical foliage that creates a private backyard oasis. Step outside and enjoy your own resort-style retreat, complete with a large swimming pool accessible from multiple areas of the home, making indoor-outdoor living and entertaining effortless. Meandering outdoor walkways lined with coconuts lead you through the tropical landscape to a spacious pavered outdoor area perfect for grilling, entertaining, and making memories with family and friends. Inside, the home offers a desirable split-bedroom floor plan, providing privacy and flexibility for family and guests. Additional features include a separate laundry room, spacious 2-car garage, and an electric vehicle charging station. Location is everything, and this one is hard to beat! Nestled in the one-of-a-kind Siesta Isles community, you can walk or ride your bike to the world-renowned Siesta Key Beach and Siesta Key Village without ever having to get on a main road. Enjoy the best of Siesta Key with beautiful beaches, dining, shopping, entertainment, and the laid-back island lifestyle all just moments from home. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property offers the perfect combination of location, privacy, tropical surroundings, poolside living, and true Siesta Key charm. Come experience the paradise waiting for you in the backyard!

3 Beds ⋅ 2 Baths ⋅ A4704963 MLS

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to life. This 3-bedroom, 2-bathroom home is surrounded by lush, mature landscaping featuring majestic palms, beautiful banyan trees, and tropical foliage that creates a private backyard oasis. Step outside and enjoy your own resort-style retreat, complete with a large swimming pool accessible from multiple areas of the home, making indoor-outdoor living and entertaining effortless. Meandering outdoor walkways lined with coconuts lead you through the tropical landscape to a spacious pavered outdoor area perfect for grilling, entertaining, and making memories with family and friends. Inside, the home offers a desirable split-bedroom floor plan, providing privacy and flexibility for family and guests. Additional features include a separate laundry room, spacious 2-car garage, and an electric vehicle charging station. Location is everything, and this one is hard to beat! Nestled in the one-of-a-kind Siesta Isles community, you can walk or ride your bike to the world-renowned Siesta Key Beach and Siesta Key Village without ever having to get on a main road. Enjoy the best of Siesta Key with beautiful beaches, dining, shopping, entertainment, and the laid-back island lifestyle all just moments from home. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property offers the perfect combination of location, privacy, tropical surroundings, poolside living, and true Siesta Key charm. Come experience the paradise waiting for you in the backyard!

5541 Cape Aqua Drive, Siesta Key

$1,250,000

This beautifully updated Siesta Key retreat lives far larger than its bedroom count suggests! Offering nearly 1,900 sq. ft. of single-level living on an oversized private lot, the home features expansive gathering spaces plus a light-filled sunroom/flex space currently enjoyed as a second living area and additional guest accommodations—ideal for hosting family and friends. Enjoy a private heated screened pool, 2-car garage, beautifully renovated interiors, new roof, impact-rated windows and NO HOA. Professionally decorated with an effortless coastal style, this home offers the space, privacy and flexibility that's increasingly hard to find on Siesta Key. Whether you're searching for a full-time residence or your own island retreat, there's room here to truly settle in and entertain. All just minutes from Siesta Village and the powder-white sands of Siesta Beach. Not a condo. Not a project. Your own private piece of Siesta Key. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale.

2 Beds ⋅ 2 Baths ⋅ A4697056 MLS

This beautifully updated Siesta Key retreat lives far larger than its bedroom count suggests! Offering nearly 1,900 sq. ft. of single-level living on an oversized private lot, the home features expansive gathering spaces plus a light-filled sunroom/flex space currently enjoyed as a second living area and additional guest accommodations—ideal for hosting family and friends. Enjoy a private heated screened pool, 2-car garage, beautifully renovated interiors, new roof, impact-rated windows and NO HOA. Professionally decorated with an effortless coastal style, this home offers the space, privacy and flexibility that's increasingly hard to find on Siesta Key. Whether you're searching for a full-time residence or your own island retreat, there's room here to truly settle in and entertain. All just minutes from Siesta Village and the powder-white sands of Siesta Beach. Not a condo. Not a project. Your own private piece of Siesta Key. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale.

5128 Oxford Drive, Siesta Key

5780 Midnight Pass Road Unit 110, Siesta Key

$1,250,000

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

3 Beds ⋅ 2 Baths ⋅ A4683108 MLS ⋅ B110 BLDG.

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

5780 Midnight Pass Road Unit 110, Siesta Key

1320 Moonmist Drive Unit B-11, Siesta Key

$1,200,000

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

2 Beds ⋅ 2 Baths ⋅ A4679270 MLS ⋅ B-11 BLDG.

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

1320 Moonmist Drive Unit B-11, Siesta Key

5740 Midnight Pass Road Unit 307, Siesta Key

$1,199,000

This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

2 Beds ⋅ 2 Baths ⋅ A4680695 MLS ⋅ Building F BLDG.

This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

5740 Midnight Pass Road Unit 307, Siesta Key

5300 Ocean Boulevard Unit 301, Siesta Key

$1,195,000

RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

2 Beds ⋅ 2 Baths ⋅ A4709961 MLS ⋅ Terrace East BLDG.

RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

5300 Ocean Boulevard Unit 301, Siesta Key

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