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$1,575,000

Stunning Waterfront Property Near Siesta Key Beach! Discover an incredible opportunity with this waterfront property, just a short stroll from Siesta Key Beach and Siesta Village! Nestled in a tranquil cul-de-sac, this beautiful single-family home offers the quintessential Florida lifestyle. Enjoy direct canal access to the Intracoastal Waterway—perfect for boating enthusiasts. This charming residence boasts a spacious open floor plan with 3 bedrooms, 2 baths, and a two-car garage. As you enter, you’ll be greeted by an abundance of natural light and generous living spaces. The kitchen is a cook’s delight, featuring wood cabinets, stainless steel appliances, high ceilings, and a breakfast bar that overlooks the living and dining areas. Step through the oversized sliding doors to your private oasis, complete with a sparkling swimming pool, spa, and canal access—ideal for hosting gatherings with family and friends. The spacious master bedroom features elegant vinyl floors and a fully updated ensuite bathroom with new tile, vanity, and a luxurious walk-in shower. The two additional bedrooms also feature vinyl floors, and the guest bathroom has been completely renovated. This exceptional canal-front property is perfect as a private residence or as a lucrative investment opportunity, offering phenomenal rental income potential. With its prime location, you’ll be a short walk to the beach, restaurants, bars, and shops. Don’t miss out on this must-see home that perfectly encapsulates the Florida lifestyle.

3 Beds ⋅ 2 Baths ⋅ A4616058 MLS

Stunning Waterfront Property Near Siesta Key Beach! Discover an incredible opportunity with this waterfront property, just a short stroll from Siesta Key Beach and Siesta Village! Nestled in a tranquil cul-de-sac, this beautiful single-family home offers the quintessential Florida lifestyle. Enjoy direct canal access to the Intracoastal Waterway—perfect for boating enthusiasts. This charming residence boasts a spacious open floor plan with 3 bedrooms, 2 baths, and a two-car garage. As you enter, you’ll be greeted by an abundance of natural light and generous living spaces. The kitchen is a cook’s delight, featuring wood cabinets, stainless steel appliances, high ceilings, and a breakfast bar that overlooks the living and dining areas. Step through the oversized sliding doors to your private oasis, complete with a sparkling swimming pool, spa, and canal access—ideal for hosting gatherings with family and friends. The spacious master bedroom features elegant vinyl floors and a fully updated ensuite bathroom with new tile, vanity, and a luxurious walk-in shower. The two additional bedrooms also feature vinyl floors, and the guest bathroom has been completely renovated. This exceptional canal-front property is perfect as a private residence or as a lucrative investment opportunity, offering phenomenal rental income potential. With its prime location, you’ll be a short walk to the beach, restaurants, bars, and shops. Don’t miss out on this must-see home that perfectly encapsulates the Florida lifestyle.

339 Avenida De Paradisio, Siesta Key

$1,575,000

PARADISE FOUND! An extremely rare opportunity in a peaceful gated community just ONE block to Siesta Key Beach! Featuring an open floor plan with high ceilings and a plethora of sliding glass doors to access and enjoy the beautiful pool, lanai and private yard beyond, this stunning 4 bed/3 bath home exudes the attention to detail that legendary John Cannon built homes are known for. Details which are evident from the moment you enter: beautiful cabinetry, granite counter tops, crown molding, plantation shutters, an outdoor kitchen, a skylight in the kitchen providing abundant natural light, and other design features that come together to create a sublime living experience. The quality is not only skin deep: a new tile roof in 2017 and all glazed openings protected with a full complement of impact rated storm shutters, together with the first floor living space above 11 feet, bring peace of mind AND insurance savings. As testament to its build quality, it has withstood recent weather events without any damage whatsoever! The exceptionally designed split bedroom plan features a very large master suite with dual walk-in closets, a lovely master bath with dual sinks, a garden tub and a separate shower stall. The master bedroom has new carpet, and features sliding doors that fully pocket providing a full unfettered view of the spacious pool area and lush tropical foliage beyond. As an added bonus, the 4th bedroom can be closed off for privacy, creating a guest suite with its own bath. This amazing home occupies the most secluded lot of the 16 custom-built homes in the exclusive gated community of Siesta Estates, which also has the convenience of natural gas (a rarity on Siesta Key). To ensure your tropical paradise remains pristine, the fee structure includes lawn/landscape maintenance and irrigation. This home is also fully furnished so, just pack your suitcase and a toothbrush, and you can begin living in the paradise you have always dreamed of! **SEE THE IMMERSIVE 3D VIRTUAL TOUR TO FULLY APPRECIATE THIS BEAUTIFUL HOME**

4 Beds ⋅ 3 Baths ⋅ A4611181 MLS

PARADISE FOUND! An extremely rare opportunity in a peaceful gated community just ONE block to Siesta Key Beach! Featuring an open floor plan with high ceilings and a plethora of sliding glass doors to access and enjoy the beautiful pool, lanai and private yard beyond, this stunning 4 bed/3 bath home exudes the attention to detail that legendary John Cannon built homes are known for. Details which are evident from the moment you enter: beautiful cabinetry, granite counter tops, crown molding, plantation shutters, an outdoor kitchen, a skylight in the kitchen providing abundant natural light, and other design features that come together to create a sublime living experience. The quality is not only skin deep: a new tile roof in 2017 and all glazed openings protected with a full complement of impact rated storm shutters, together with the first floor living space above 11 feet, bring peace of mind AND insurance savings. As testament to its build quality, it has withstood recent weather events without any damage whatsoever! The exceptionally designed split bedroom plan features a very large master suite with dual walk-in closets, a lovely master bath with dual sinks, a garden tub and a separate shower stall. The master bedroom has new carpet, and features sliding doors that fully pocket providing a full unfettered view of the spacious pool area and lush tropical foliage beyond. As an added bonus, the 4th bedroom can be closed off for privacy, creating a guest suite with its own bath. This amazing home occupies the most secluded lot of the 16 custom-built homes in the exclusive gated community of Siesta Estates, which also has the convenience of natural gas (a rarity on Siesta Key). To ensure your tropical paradise remains pristine, the fee structure includes lawn/landscape maintenance and irrigation. This home is also fully furnished so, just pack your suitcase and a toothbrush, and you can begin living in the paradise you have always dreamed of! **SEE THE IMMERSIVE 3D VIRTUAL TOUR TO FULLY APPRECIATE THIS BEAUTIFUL HOME**

5566 Siesta Estates Court, Siesta Key

$1,575,000

Savor the relaxed Siesta Key lifestyle in this Gulf-front retreat at Windward Passage, with spectacular views of the turquoise waters on the Gulf of Mexico and Big Pass, with Lido Key and downtown Sarasota in the distance. Situated just North of Siesta Key Village, enjoy full sunset views, gaze upon dolphins and manatees playing in the surf, or watch boats darting across the horizon from your private residence. Move right in and start living the island life in this spacious 2,277 SF, three bedroom, three-bathroom condo, with some of the most captivating views Siesta Key has to offer, or elevate the residence and transform the existing living space, tailored to your personal style. The open floorplan with its oversized footprint, all on one floor, makes this luxurious condo feel more like a single-family home, and provides sweeping unobstructed Gulf of Mexico views from most rooms. Enjoy maintenance-free living with newly installed luxury vinyl plank flooring throughout, and brand-new appliances that include a fridge, range, and microwave. The residence has been freshly painted throughout, including the oversized PRIVATE TWO-CAR GARAGE, which is a rarity in most Siesta Key condos, as it has plenty of room to store your kayak and other toys, with convenient access to the Gulf waters. Windward Passage is an upscale waterfront boutique community with only 22-units, located a half-mile from the Village, one mile to award-winning Siesta Key Beach, with easy access to the mainland and all that downtown Sarasota has to offer. The luxury complex features a Gulf-side heated pool, is pet friendly and allows 6-month rentals, twice per year. Siesta Key’s stunning quartz-sand beaches boasts an array of outdoor recreation opportunities, from kayaking, to fishing, to parasailing and more, and the Villages offer plentiful shopping, eclectic dining, and live entertainment all accessible within minutes. Electric hurricane shutters are included on all seaside windows and doors.

3 Beds ⋅ 3 Baths ⋅ A4600259 MLS ⋅ 4708 BLDG.

Savor the relaxed Siesta Key lifestyle in this Gulf-front retreat at Windward Passage, with spectacular views of the turquoise waters on the Gulf of Mexico and Big Pass, with Lido Key and downtown Sarasota in the distance. Situated just North of Siesta Key Village, enjoy full sunset views, gaze upon dolphins and manatees playing in the surf, or watch boats darting across the horizon from your private residence. Move right in and start living the island life in this spacious 2,277 SF, three bedroom, three-bathroom condo, with some of the most captivating views Siesta Key has to offer, or elevate the residence and transform the existing living space, tailored to your personal style. The open floorplan with its oversized footprint, all on one floor, makes this luxurious condo feel more like a single-family home, and provides sweeping unobstructed Gulf of Mexico views from most rooms. Enjoy maintenance-free living with newly installed luxury vinyl plank flooring throughout, and brand-new appliances that include a fridge, range, and microwave. The residence has been freshly painted throughout, including the oversized PRIVATE TWO-CAR GARAGE, which is a rarity in most Siesta Key condos, as it has plenty of room to store your kayak and other toys, with convenient access to the Gulf waters. Windward Passage is an upscale waterfront boutique community with only 22-units, located a half-mile from the Village, one mile to award-winning Siesta Key Beach, with easy access to the mainland and all that downtown Sarasota has to offer. The luxury complex features a Gulf-side heated pool, is pet friendly and allows 6-month rentals, twice per year. Siesta Key’s stunning quartz-sand beaches boasts an array of outdoor recreation opportunities, from kayaking, to fishing, to parasailing and more, and the Villages offer plentiful shopping, eclectic dining, and live entertainment all accessible within minutes. Electric hurricane shutters are included on all seaside windows and doors.

4708 Ocean Boulevard Unit E1, Siesta Key

$1,575,000

Welcome to this unique and charming property, situated just one block (160 steps) away from the world-renowned Siesta Key Beach. This extraordinary opportunity presents not one, but two separate dwellings on a single private and fully fenced lot, enveloped by lush tropical landscaping, pavered driveways, and walkways. A unique property being offered fully furnished, making it instantly ready to enjoy or use as a lovely rental property. The main house, a single-story residence, is located at the back of the property for optimal privacy. Inside, you are greeted by a spacious living area, complemented by timeless hardwood flooring throughout. The eat-in kitchen is steps away with its breakfast bar, granite countertops, stainless-steel appliances, and French door access to the outdoor entertaining area. The vaulted ceiling adds an airy and open feel to the space, and there's plenty of extra storage available. Three bedrooms occupy the main residence, including the primary suite with its own patio access. Across the courtyard, you'll discover the guest cottage, a remodeled gem that boasts 733 square feet of living space. This one-bedroom townhouse-style dwelling is a delightful space filled with charm and tasteful touches including Parquet wood floors that grace the living areas, creating a warm and inviting atmosphere. Upstairs, a spiral staircase leads to a cozy bedroom, while an expansive balcony/sundeck provides a private retreat with tranquil surroundings. Two walk-in closets offer ample storage. Both residences received new roofs in 2009. Outside, a saltwater pool takes center stage, surrounded by a pavered deck and enclosed by a screened lanai. This delightful oasis is perfect for soaking up the Florida sun, and the separate covered dining area offers an ideal spot for al fresco meals. Whether you're seeking a primary residence, vacation retreat, or an investment property, this Siesta Key gem offers a versatile and rare prospect. The combination of a historic main house and a beautifully updated guest cottage, all within steps of the world-famous Siesta Key beach, creates an exceptional and inviting living experience. Siesta Key is an abundant community with its own Village offering shopping, parks, and wonderful activities for the entire family to enjoy. Just minutes away are the renowned shores of Siesta Key beach, most well-known for its quartz-filled sand and azure waves. The prefect finishing touch is taking a short drive to the bustling life of downtown Sarasota to enjoy an array of activities, fine dining and shopping.

4 Beds ⋅ 4 Baths ⋅ A4594948 MLS

Welcome to this unique and charming property, situated just one block (160 steps) away from the world-renowned Siesta Key Beach. This extraordinary opportunity presents not one, but two separate dwellings on a single private and fully fenced lot, enveloped by lush tropical landscaping, pavered driveways, and walkways. A unique property being offered fully furnished, making it instantly ready to enjoy or use as a lovely rental property. The main house, a single-story residence, is located at the back of the property for optimal privacy. Inside, you are greeted by a spacious living area, complemented by timeless hardwood flooring throughout. The eat-in kitchen is steps away with its breakfast bar, granite countertops, stainless-steel appliances, and French door access to the outdoor entertaining area. The vaulted ceiling adds an airy and open feel to the space, and there's plenty of extra storage available. Three bedrooms occupy the main residence, including the primary suite with its own patio access. Across the courtyard, you'll discover the guest cottage, a remodeled gem that boasts 733 square feet of living space. This one-bedroom townhouse-style dwelling is a delightful space filled with charm and tasteful touches including Parquet wood floors that grace the living areas, creating a warm and inviting atmosphere. Upstairs, a spiral staircase leads to a cozy bedroom, while an expansive balcony/sundeck provides a private retreat with tranquil surroundings. Two walk-in closets offer ample storage. Both residences received new roofs in 2009. Outside, a saltwater pool takes center stage, surrounded by a pavered deck and enclosed by a screened lanai. This delightful oasis is perfect for soaking up the Florida sun, and the separate covered dining area offers an ideal spot for al fresco meals. Whether you're seeking a primary residence, vacation retreat, or an investment property, this Siesta Key gem offers a versatile and rare prospect. The combination of a historic main house and a beautifully updated guest cottage, all within steps of the world-famous Siesta Key beach, creates an exceptional and inviting living experience. Siesta Key is an abundant community with its own Village offering shopping, parks, and wonderful activities for the entire family to enjoy. Just minutes away are the renowned shores of Siesta Key beach, most well-known for its quartz-filled sand and azure waves. The prefect finishing touch is taking a short drive to the bustling life of downtown Sarasota to enjoy an array of activities, fine dining and shopping.

606 Calle Del Otono, Siesta Key

$1,568,000

Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

3 Beds ⋅ 4 Baths ⋅ A4643350 MLS

Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

288 Island Circle, Siesta Key

$1,552,000

Siesta Key Sarasota Modern School of Architecture 1949 Beach House Bungalow with 35 X 9 lap pool. Just a few steps from the world renown Siesta Key Beach with its glistening white quartz sand beach. Walk to all the super restaurants, bars and shops of the Siesta Key Village.

2 Beds ⋅ 2 Baths ⋅ A4593323 MLS

Siesta Key Sarasota Modern School of Architecture 1949 Beach House Bungalow with 35 X 9 lap pool. Just a few steps from the world renown Siesta Key Beach with its glistening white quartz sand beach. Walk to all the super restaurants, bars and shops of the Siesta Key Village.

5528 Avenida Del Mare, Siesta Key

$1,550,000

Set along the Grand Canal on the North End of Siesta Key, 557 Venice Lane presents a rare opportunity to own a waterfront residence that balances architectural character, boating access, and an unmistakable sense of place. Distinguished by one of the few remaining historic boathouses on Siesta Key, the property reflects a legacy of island living that is increasingly difficult to find. Designed for those who value both water and proximity to shore, the home offers direct, protected canal access. From the private dock, boaters follow the Grand Canal into Sarasota Bay, with seamless connectivity to the Intracoastal Waterway and Gulf access beyond. The route is calm, navigable, and ideal for daily use—whether launching a boat, paddleboard, kayak, or jet ski. For beach enthusiasts, Siesta Key’s renowned shoreline is only minutes away, allowing owners to move effortlessly between open water and sand. Interiors are thoughtfully composed, with generous scale and abundant natural light. The main living level is anchored by a refined family room with a marble fireplace, opening into a flexible dining and gathering space suitable for both entertaining and daily living. The expansive eat-in kitchen is complemented by an adjoining lounge area, creating a cohesive environment that feels open yet intentional. The residence includes four well-proportioned bedrooms, each featuring custom closet systems. A junior ensuite primary bedroom on the main living level offers convenience and privacy, while the third-level primary suite is positioned as a true retreat, complete with a sitting area, ensuite bath, and French doors leading to rooftop views over the surrounding neighborhood and waterways. The first floor features a bonus room, ideal for a media space, private office, fitness studio, or guest retreat—adding versatility without compromising the home’s flow. Outdoor living is discreetly private, with a screened pool and lanai framed by mature tropical landscaping. The setting encourages quiet relaxation as well as casual waterfront entertaining, with the dock and boathouse extending the living experience directly onto the canal. With immediate access to Sarasota Bay, nearby beaches, dining, and shopping, the location supports an effortless island lifestyle. The absence of deed restrictions or a neighborhood association further enhances flexibility, making the property suitable as a primary residence, second home, or investment opportunity. 557 Venice Lane stands as a refined waterfront offering, defined by heritage, access, and understated elegance—on one of Siesta Key’s most desirable canals.

5 Beds ⋅ 4 Baths ⋅ TB8471905 MLS

Set along the Grand Canal on the North End of Siesta Key, 557 Venice Lane presents a rare opportunity to own a waterfront residence that balances architectural character, boating access, and an unmistakable sense of place. Distinguished by one of the few remaining historic boathouses on Siesta Key, the property reflects a legacy of island living that is increasingly difficult to find. Designed for those who value both water and proximity to shore, the home offers direct, protected canal access. From the private dock, boaters follow the Grand Canal into Sarasota Bay, with seamless connectivity to the Intracoastal Waterway and Gulf access beyond. The route is calm, navigable, and ideal for daily use—whether launching a boat, paddleboard, kayak, or jet ski. For beach enthusiasts, Siesta Key’s renowned shoreline is only minutes away, allowing owners to move effortlessly between open water and sand. Interiors are thoughtfully composed, with generous scale and abundant natural light. The main living level is anchored by a refined family room with a marble fireplace, opening into a flexible dining and gathering space suitable for both entertaining and daily living. The expansive eat-in kitchen is complemented by an adjoining lounge area, creating a cohesive environment that feels open yet intentional. The residence includes four well-proportioned bedrooms, each featuring custom closet systems. A junior ensuite primary bedroom on the main living level offers convenience and privacy, while the third-level primary suite is positioned as a true retreat, complete with a sitting area, ensuite bath, and French doors leading to rooftop views over the surrounding neighborhood and waterways. The first floor features a bonus room, ideal for a media space, private office, fitness studio, or guest retreat—adding versatility without compromising the home’s flow. Outdoor living is discreetly private, with a screened pool and lanai framed by mature tropical landscaping. The setting encourages quiet relaxation as well as casual waterfront entertaining, with the dock and boathouse extending the living experience directly onto the canal. With immediate access to Sarasota Bay, nearby beaches, dining, and shopping, the location supports an effortless island lifestyle. The absence of deed restrictions or a neighborhood association further enhances flexibility, making the property suitable as a primary residence, second home, or investment opportunity. 557 Venice Lane stands as a refined waterfront offering, defined by heritage, access, and understated elegance—on one of Siesta Key’s most desirable canals.

557 Venice Lane, Siesta Key

$1,550,000

Exceptional Investment Opportunity on Siesta Key – Turnkey 5-Bedroom Home with Strong Rental Income Potential Unlock the full potential of coastal luxury with this expansive 5-bedroom, 4-bathroom residence offering over 3,700 square feet of casually refined living space. Perfectly situated on an oversized, private lot just minutes from the world-famous Siesta Key Beach, this property is a rare find for savvy investors or those seeking a dual-purpose personal retreat and income-generating asset. Designed with both comfort and functionality in mind, the home features flexible living spaces, an abundance of natural light, a home office, and luxuriously updated kitchen and bathrooms. The kitchen is equipped with high-end stainless steel appliances, custom cabinetry, and ample prep space—ideal for entertaining guests or catering to vacationing families. Step outside to your own tropical oasis: a heated pool and spa, expansive patio, and lush, mature landscaping provide the perfect backdrop for relaxation and outdoor gatherings. The detached 3-car garage offers generous storage for vehicles, beach equipment, and water sports gear—an essential amenity for short-term rental guests. With a 7-night minimum rental policy, this property is perfectly positioned to generate premium vacation rental income year-round. The home's size, layout, and resort-style features make it an ideal choice for large families or groups, significantly increasing its desirability and earning potential in Siesta Key’s thriving short-term rental market.

5 Beds ⋅ 4 Baths ⋅ A4666075 MLS

Exceptional Investment Opportunity on Siesta Key – Turnkey 5-Bedroom Home with Strong Rental Income Potential Unlock the full potential of coastal luxury with this expansive 5-bedroom, 4-bathroom residence offering over 3,700 square feet of casually refined living space. Perfectly situated on an oversized, private lot just minutes from the world-famous Siesta Key Beach, this property is a rare find for savvy investors or those seeking a dual-purpose personal retreat and income-generating asset. Designed with both comfort and functionality in mind, the home features flexible living spaces, an abundance of natural light, a home office, and luxuriously updated kitchen and bathrooms. The kitchen is equipped with high-end stainless steel appliances, custom cabinetry, and ample prep space—ideal for entertaining guests or catering to vacationing families. Step outside to your own tropical oasis: a heated pool and spa, expansive patio, and lush, mature landscaping provide the perfect backdrop for relaxation and outdoor gatherings. The detached 3-car garage offers generous storage for vehicles, beach equipment, and water sports gear—an essential amenity for short-term rental guests. With a 7-night minimum rental policy, this property is perfectly positioned to generate premium vacation rental income year-round. The home's size, layout, and resort-style features make it an ideal choice for large families or groups, significantly increasing its desirability and earning potential in Siesta Key’s thriving short-term rental market.

185 Faubel Street, Siesta Key

$1,550,000

SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in downtown Sarasota. Opportunity of a lifetime to build your NEW DREAM HOME on protected Sailboat Water, with no fixed bridges to the Gulf and only three minutes sail to the open waters of Sarasota Bay. PRICED BELOW LOT VALUE!

3 Beds ⋅ 2 Baths ⋅ A4644864 MLS

SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in downtown Sarasota. Opportunity of a lifetime to build your NEW DREAM HOME on protected Sailboat Water, with no fixed bridges to the Gulf and only three minutes sail to the open waters of Sarasota Bay. PRICED BELOW LOT VALUE!

5179 Hidden Harbor Road, Siesta Key

$1,550,000

What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today!

5 Beds ⋅ 4 Baths ⋅ A4636962 MLS

What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today!

7429 Sanderling Road, Siesta Key

$1,550,000

***Taking Back Up offers***Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that feels fresh and airy. The living room features a charming wood burning fireplace that adds warmth and charm, perfect for cool beach evenings. The kitchen, heart of the home, features solid wood cabinets, stainless steel appliances, Cambria quartz counter tops and a reverse osmosis water filter system. Imagine entertaining family and friends in the great room where the kitchen seamlessly integrates into. There is a formal dining room plus and additional breakfast nook as well. Upstairs you will find three spacious bedrooms that offer respite after sun soaked days at the beach. The primary bedroom has a large walk in closet with built in cabinets. All three bathrooms have been remodeled. The two bathrooms upstairs have rain fall shower heads, extra large showers, dual sinks and all new tile in the showers. Just gorgeous. You're going to love the loft space upstairs that over looks the family room that can be used as a office, workout room or reading room. Outside you will find ample space for entertaining around the pool, lush mature landscaping throughout the property, a wonderful heated pool and a pool shower to rinse off with after a long day at the beach. The two car garage is extra deep for ample storage. And the convenience? Unbeatable! Just a 6 minute walk to the main area of Siesta Key Beach, 1.5 miles to the popping Siesta Key Village and a quick 12 mile straight drive to I-75. Don't miss this opportunity to live the Siesta Key dream! Schedule your showing with us today to see this amazing home before it is gone.

3 Beds ⋅ 3 Baths ⋅ A4614535 MLS

***Taking Back Up offers***Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that feels fresh and airy. The living room features a charming wood burning fireplace that adds warmth and charm, perfect for cool beach evenings. The kitchen, heart of the home, features solid wood cabinets, stainless steel appliances, Cambria quartz counter tops and a reverse osmosis water filter system. Imagine entertaining family and friends in the great room where the kitchen seamlessly integrates into. There is a formal dining room plus and additional breakfast nook as well. Upstairs you will find three spacious bedrooms that offer respite after sun soaked days at the beach. The primary bedroom has a large walk in closet with built in cabinets. All three bathrooms have been remodeled. The two bathrooms upstairs have rain fall shower heads, extra large showers, dual sinks and all new tile in the showers. Just gorgeous. You're going to love the loft space upstairs that over looks the family room that can be used as a office, workout room or reading room. Outside you will find ample space for entertaining around the pool, lush mature landscaping throughout the property, a wonderful heated pool and a pool shower to rinse off with after a long day at the beach. The two car garage is extra deep for ample storage. And the convenience? Unbeatable! Just a 6 minute walk to the main area of Siesta Key Beach, 1.5 miles to the popping Siesta Key Village and a quick 12 mile straight drive to I-75. Don't miss this opportunity to live the Siesta Key dream! Schedule your showing with us today to see this amazing home before it is gone.

5357 Siesta Court, Siesta Key

$1,550,000

Sunny days and stunning sunsets will be yours to cherish from this 6th floor lookout in building A above the award-winning grounds and lush landscaping of the exclusive Gulf & Bay Club. Step across the threshold into a world where sophisticated style and high-end finishes are accented with whimsical warmth. Glance around the kitchen at the driftwood inspired tile floor setting the perfect foundation for updated white cabinets, gleaming granite counters, a brilliant backsplash surrounding the unique glossy black vent hood, the distinctive beveled mirror glass pantry doors, and the show stopping designer appliances that will make cooking your coastal cuisine a chef’s dream. A sunny corner off the kitchen offers an equally attractive office alcove to keep your busy calendar well-coordinated. Continue past the convenient counter height seating, past the dining nook with additional storage and seating for 4, into the comfortable living area toward the main attraction…the breathtaking view of the Gulf of Mexico. The stunning views continue in the principal suite, the perfect place to relax and indulge in luxury materials and elegant finishes. Hosting is effortless with a second suite, affording your family and close friends a charming, private respite between days filled with Siesta Key adventures. Peace of mind is built in with hurricane rated windows throughout the dwelling while enhanced features such as automatic blinds in the northwest facing windows and double ultraviolet bulbs in the air conditioner for air purification provide essential comfort. This modern dwelling offers conveniences like newly constructed covered assigned parking, a fully renovated in-unit laundry center, and the opportunity to rent monthly. The highly coveted, gated & guarded Gulf & Bay Club boasts 800 feet of water frontage along the white sands of the world-renowned Crescent Beach. This vibrant community offers six tennis courts, three heated swimming pools, a fitness center, dry saunas, a hot tub, electric vehicle charging stations, two clubhouses and an engaging community calendar. Whether you seek beach combing, saltwater adventures, inviting eateries or a vibrant arts & cultural scene you will find what you are looking for on Siesta Key, Florida’s premier vacation destination!

2 Beds ⋅ 2 Baths ⋅ A4600582 MLS ⋅ A BLDG.

Sunny days and stunning sunsets will be yours to cherish from this 6th floor lookout in building A above the award-winning grounds and lush landscaping of the exclusive Gulf & Bay Club. Step across the threshold into a world where sophisticated style and high-end finishes are accented with whimsical warmth. Glance around the kitchen at the driftwood inspired tile floor setting the perfect foundation for updated white cabinets, gleaming granite counters, a brilliant backsplash surrounding the unique glossy black vent hood, the distinctive beveled mirror glass pantry doors, and the show stopping designer appliances that will make cooking your coastal cuisine a chef’s dream. A sunny corner off the kitchen offers an equally attractive office alcove to keep your busy calendar well-coordinated. Continue past the convenient counter height seating, past the dining nook with additional storage and seating for 4, into the comfortable living area toward the main attraction…the breathtaking view of the Gulf of Mexico. The stunning views continue in the principal suite, the perfect place to relax and indulge in luxury materials and elegant finishes. Hosting is effortless with a second suite, affording your family and close friends a charming, private respite between days filled with Siesta Key adventures. Peace of mind is built in with hurricane rated windows throughout the dwelling while enhanced features such as automatic blinds in the northwest facing windows and double ultraviolet bulbs in the air conditioner for air purification provide essential comfort. This modern dwelling offers conveniences like newly constructed covered assigned parking, a fully renovated in-unit laundry center, and the opportunity to rent monthly. The highly coveted, gated & guarded Gulf & Bay Club boasts 800 feet of water frontage along the white sands of the world-renowned Crescent Beach. This vibrant community offers six tennis courts, three heated swimming pools, a fitness center, dry saunas, a hot tub, electric vehicle charging stations, two clubhouses and an engaging community calendar. Whether you seek beach combing, saltwater adventures, inviting eateries or a vibrant arts & cultural scene you will find what you are looking for on Siesta Key, Florida’s premier vacation destination!

5790 Midnight Pass Road Unit 608, Siesta Key

$1,527,000

TWO BUILDABLE LOTS! Motivated Seller! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, demolition estimate are on attachment. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll through charming boutiques, restaurants that offer fresh seafood, sip cocktails at lively beach bars, and soak up the island’s carefree, tropical spirit. Nestled amid lush tropical vegetation, this waterfront property invites you to embrace a luxurious island lifestyle. Enjoy boating, kayaking, paddleboarding, and fishing right from your backyard, surrounded by the natural beauty of one of Florida’s most sought-after coastal communities. While offering peaceful island serenity, the property is also just moments from downtown Sarasota, where world-class cultural attractions, gourmet dining, and vibrant entertainment await. It’s the ideal blend of relaxed coastal living and city convenience.

3 Beds ⋅ 3 Baths ⋅ A4649611 MLS

TWO BUILDABLE LOTS! Motivated Seller! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, demolition estimate are on attachment. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll through charming boutiques, restaurants that offer fresh seafood, sip cocktails at lively beach bars, and soak up the island’s carefree, tropical spirit. Nestled amid lush tropical vegetation, this waterfront property invites you to embrace a luxurious island lifestyle. Enjoy boating, kayaking, paddleboarding, and fishing right from your backyard, surrounded by the natural beauty of one of Florida’s most sought-after coastal communities. While offering peaceful island serenity, the property is also just moments from downtown Sarasota, where world-class cultural attractions, gourmet dining, and vibrant entertainment await. It’s the ideal blend of relaxed coastal living and city convenience.

5033 Oxford Drive, Siesta Key

$1,525,000

Income-producing duplex in one of Siesta Key’s most desirable locations, just 0.1 miles to Siesta Key Village and a short 0.3 mile walk to Siesta Key Beach. The property is configured as two separate residences, each offering 2 bedrooms and 1.5 bathrooms, private entrances, full kitchens, in-unit laundry, and spacious living areas. Ideal for investors or buyers looking for a flexible setup with strong income potential. Both units feature bright interiors, updated kitchens with modern appliances, and dedicated dining areas. Comfortable living spaces flow easily throughout, creating a functional and inviting layout. Smart TVs are included throughout, and bedroom layouts offer flexibility for guests or extended use. Upstairs includes two bedrooms with a shared full bathroom, while the additional half bath downstairs add convenience. The outdoor space is designed for the Florida lifestyle, featuring a private heated pool, spa, outdoor dining areas, and multiple lounge spaces. Each unit also includes its own grill and outdoor setup, ideal for entertaining or relaxing. Located in the heart of the Siesta Key Village, you’re within walking distance to dining, shopping, and nightlife, with close proximity to Siesta Key Marina and a short drive to Downtown Sarasota. A rare opportunity to own a high-demand property in one of the Gulf Coast’s most sought-after beach markets.

4 Beds ⋅ 4 Baths ⋅ A4688233 MLS

Income-producing duplex in one of Siesta Key’s most desirable locations, just 0.1 miles to Siesta Key Village and a short 0.3 mile walk to Siesta Key Beach. The property is configured as two separate residences, each offering 2 bedrooms and 1.5 bathrooms, private entrances, full kitchens, in-unit laundry, and spacious living areas. Ideal for investors or buyers looking for a flexible setup with strong income potential. Both units feature bright interiors, updated kitchens with modern appliances, and dedicated dining areas. Comfortable living spaces flow easily throughout, creating a functional and inviting layout. Smart TVs are included throughout, and bedroom layouts offer flexibility for guests or extended use. Upstairs includes two bedrooms with a shared full bathroom, while the additional half bath downstairs add convenience. The outdoor space is designed for the Florida lifestyle, featuring a private heated pool, spa, outdoor dining areas, and multiple lounge spaces. Each unit also includes its own grill and outdoor setup, ideal for entertaining or relaxing. Located in the heart of the Siesta Key Village, you’re within walking distance to dining, shopping, and nightlife, with close proximity to Siesta Key Marina and a short drive to Downtown Sarasota. A rare opportunity to own a high-demand property in one of the Gulf Coast’s most sought-after beach markets.

312 Canal Road, Siesta Key

$1,525,000

Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and boat/jet ski lift. The existing 3BR/2BA 1960s home features a split-bedroom layout, water views from the main living areas and primary suite, a two-car garage, interior laundry, Italian tile flooring, and a spacious screened lanai overlooking the expansive backyard—providing excellent space for a future pool. Mature tropical landscaping and a canopied street enhance the property’s appeal. Important: The home experienced water intrusion during Hurricane Helene (Sept 2024) and is being sold AS-IS. This is a prime opportunity for renovators, investors, or anyone looking to build a custom waterfront estate in one of Siesta Key’s canal-front locations. Ideally located minutes from Siesta Key Village’s dining and shopping, and the world-famous powder-white sands of Siesta Beach. Downtown Sarasota is only a 15-minute drive. No HOA A rare oversized waterfront parcel on the Grand Canal—renovate, rebuild, and create your ideal Siesta Key retreat.

3 Beds ⋅ 2 Baths ⋅ W7883717 MLS

Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and boat/jet ski lift. The existing 3BR/2BA 1960s home features a split-bedroom layout, water views from the main living areas and primary suite, a two-car garage, interior laundry, Italian tile flooring, and a spacious screened lanai overlooking the expansive backyard—providing excellent space for a future pool. Mature tropical landscaping and a canopied street enhance the property’s appeal. Important: The home experienced water intrusion during Hurricane Helene (Sept 2024) and is being sold AS-IS. This is a prime opportunity for renovators, investors, or anyone looking to build a custom waterfront estate in one of Siesta Key’s canal-front locations. Ideally located minutes from Siesta Key Village’s dining and shopping, and the world-famous powder-white sands of Siesta Beach. Downtown Sarasota is only a 15-minute drive. No HOA A rare oversized waterfront parcel on the Grand Canal—renovate, rebuild, and create your ideal Siesta Key retreat.

742 Edgemere, Siesta Key

$1,525,000

This is your opportunity to own at the exclusive Palm Bay Club on Siesta Key. This two bedroom two bathroom unit boasts sweeping views of the sparkling Gulf of Mexico waters from its seventh floor vantage point and sits high enough to see over the neighboring complex to the northern end of Crescent Beach. When you can take a moment to step away from your breathtaking view, you will find yourself beyond comfortable in this modern 1,164 square foot space that has a contemporary flair. The bright, white kitchen features attractive stainless appliances and contrasting granite, as well as counter height bar seating and modern light fixtures. The open concept space allows for effortless entertaining while the tile throughout provides low maintenance living and easy clean up from your sandy, Siesta Beach adventures. The enclosed lanai offers the ideal sunset gazing view, where you can open the windows to savor the saltwater breeze. Rest and recharge in the generous owners’ quarters tucked away behind double French doors with privacy glass and featuring a beautiful en suite bath boasting double vanities and neutral, floor to ceiling tile. The Palm Bay Club remains in high demand as smart owners will recognize the investment potential with a rare 3-day minimum rental policy and a well-run onsite rental office reducing your management responsibilities. The amenities of the community attract owners and visitors alike and include beach to bay, resort style living from the two heated swimming pools, lighted tennis courts with pickleball, BBQ grills, fishing pier, complimentary fitness center, a custom luxury hot tub overlooking the intracoastal waterway and daily boat dock rentals. A must see, step inside and check out the unbelievable view while you consider this enticing ownership opportunity!

2 Beds ⋅ 2 Baths ⋅ A4603902 MLS ⋅ Palm Bay Club BLDG.

This is your opportunity to own at the exclusive Palm Bay Club on Siesta Key. This two bedroom two bathroom unit boasts sweeping views of the sparkling Gulf of Mexico waters from its seventh floor vantage point and sits high enough to see over the neighboring complex to the northern end of Crescent Beach. When you can take a moment to step away from your breathtaking view, you will find yourself beyond comfortable in this modern 1,164 square foot space that has a contemporary flair. The bright, white kitchen features attractive stainless appliances and contrasting granite, as well as counter height bar seating and modern light fixtures. The open concept space allows for effortless entertaining while the tile throughout provides low maintenance living and easy clean up from your sandy, Siesta Beach adventures. The enclosed lanai offers the ideal sunset gazing view, where you can open the windows to savor the saltwater breeze. Rest and recharge in the generous owners’ quarters tucked away behind double French doors with privacy glass and featuring a beautiful en suite bath boasting double vanities and neutral, floor to ceiling tile. The Palm Bay Club remains in high demand as smart owners will recognize the investment potential with a rare 3-day minimum rental policy and a well-run onsite rental office reducing your management responsibilities. The amenities of the community attract owners and visitors alike and include beach to bay, resort style living from the two heated swimming pools, lighted tennis courts with pickleball, BBQ grills, fishing pier, complimentary fitness center, a custom luxury hot tub overlooking the intracoastal waterway and daily boat dock rentals. A must see, step inside and check out the unbelievable view while you consider this enticing ownership opportunity!

5966 Midnight Pass Road Unit G-73, Siesta Key

$1,525,000

Paradise found! Here is your opportunity to own your own private oasis on Siesta Key. Believed to be originally designed/built by the historic icon, Ruth Richmond, this beautiful waterfront home is situated on the Grand Canal and is just one bridge away from the open waters of the intracoastal waterway. Enjoy almost half acre of land that is adorned with an assortment of mature tropical landscaping. With a 10-foot privacy fence on both sides, you will feel transported to your own quiet and peaceful escape from the rest of the world. This well-maintained home has been updated both inside and out. It boasts a new roof (2022), new attic insulation 7 inches thick (2023), hurricane impact windows and doors (2022), new electrical panel (2023), new pool, paver patio and pool cage (2018), and new 16,000 lb boat lift and boat dock (2021). Relax knowing not a thing needs to be done inside as it has been completely updated including the kitchen with Cambria countertops, wood cabinets, and a breathtaking dining island. Additionally, both bathrooms have been updated, and luxury vinyl flooring has been floated throughout the entire house (underneath which is the original terrazzo floor).The oversized 2 car garage has room for storage, a workshop or golf cart. There are no mandatory HOA’s or association fees here. With the Siesta Key Village and Beaches only moments away and to be in the heart of the one of the best places to live by US News & World Report, what else could you ask for? Don’t wait. Carpe Diem!

3 Beds ⋅ 2 Baths ⋅ A4573857 MLS

Paradise found! Here is your opportunity to own your own private oasis on Siesta Key. Believed to be originally designed/built by the historic icon, Ruth Richmond, this beautiful waterfront home is situated on the Grand Canal and is just one bridge away from the open waters of the intracoastal waterway. Enjoy almost half acre of land that is adorned with an assortment of mature tropical landscaping. With a 10-foot privacy fence on both sides, you will feel transported to your own quiet and peaceful escape from the rest of the world. This well-maintained home has been updated both inside and out. It boasts a new roof (2022), new attic insulation 7 inches thick (2023), hurricane impact windows and doors (2022), new electrical panel (2023), new pool, paver patio and pool cage (2018), and new 16,000 lb boat lift and boat dock (2021). Relax knowing not a thing needs to be done inside as it has been completely updated including the kitchen with Cambria countertops, wood cabinets, and a breathtaking dining island. Additionally, both bathrooms have been updated, and luxury vinyl flooring has been floated throughout the entire house (underneath which is the original terrazzo floor).The oversized 2 car garage has room for storage, a workshop or golf cart. There are no mandatory HOA’s or association fees here. With the Siesta Key Village and Beaches only moments away and to be in the heart of the one of the best places to live by US News & World Report, what else could you ask for? Don’t wait. Carpe Diem!

730 Edgemere Lane, Siesta Key

$1,520,000

BACK ON THE MARKET!! IMPROVED PRICING FOR SUMMER SALE! SELLER REDUCED 100k! Truly an escape from the ordinary! This incredible property has 2 (TWO) completely independent homes on an estate sized lot with over half an acre. Property is being sold fully furnished and ready to go! The home is also one of the 54 homes eligible for the coveted Cocoanut Bayou Association on Siesta Key which is a very short walk to a gated and Private Gulf side beach access for you as an owner! Link is below in description for details. Located in North Siesta Key among several prestigious estate size residences this is a rare opportunity. Major remodel to this county recognized classic Mid-Century modern home with thoughtful major improvements in 2020 including Waterfall Pool, Carport, Roof, Privacy wall, all 3 A/C's replaced 2023. Two Bedrooms, 2.5 Baths in Main house overlooks a 30’ lap pool w/ waterfall placed inside a modern courtyard visible to all first level interior entertainment areas. Guesthouse features 2 beds, 1 full bath, full kitchen, fireplace, laundry and screen porch overlooking a private courtyard. This unique property, a very rare find has its own Zen Garden and adjacent to Sarasota County's newest nature preserve for a beautiful greenspace border to the estate. Copy & Paste link for Private beach information: https://www.cocoanutbayou.com/

4 Beds ⋅ 4 Baths ⋅ A4646783 MLS

BACK ON THE MARKET!! IMPROVED PRICING FOR SUMMER SALE! SELLER REDUCED 100k! Truly an escape from the ordinary! This incredible property has 2 (TWO) completely independent homes on an estate sized lot with over half an acre. Property is being sold fully furnished and ready to go! The home is also one of the 54 homes eligible for the coveted Cocoanut Bayou Association on Siesta Key which is a very short walk to a gated and Private Gulf side beach access for you as an owner! Link is below in description for details. Located in North Siesta Key among several prestigious estate size residences this is a rare opportunity. Major remodel to this county recognized classic Mid-Century modern home with thoughtful major improvements in 2020 including Waterfall Pool, Carport, Roof, Privacy wall, all 3 A/C's replaced 2023. Two Bedrooms, 2.5 Baths in Main house overlooks a 30’ lap pool w/ waterfall placed inside a modern courtyard visible to all first level interior entertainment areas. Guesthouse features 2 beds, 1 full bath, full kitchen, fireplace, laundry and screen porch overlooking a private courtyard. This unique property, a very rare find has its own Zen Garden and adjacent to Sarasota County's newest nature preserve for a beautiful greenspace border to the estate. Copy & Paste link for Private beach information: https://www.cocoanutbayou.com/

4408 Midnight Pass Road, Siesta Key

$1,512,500

PANORAMIC VIEWS of the Gulf of Mexico, Sarasota Bay and the Intercoastal Waterway! Imagine endless SUNSETS and SUNRISES from your 2 large covered terraces in this most desirable END UNIT condominium. Located on the quiet, south end of Siesta Key, Somerset Cay is an exclusive building with only 17 units. With gorgeous water views from every window, this 4th floor split plan offers the privacy and comforts of single-family living along with the benefits of a condominium. Boat lovers will love the ASSIGNED PRIVATE BOAT DOCK with 10,000 lb lift, water & electricity. The RESTRICTED ACCESS ELEVATOR opens to your private foyer. As you step into this FULLY FURNISHED, 3 bed 3 full bath 2558 sq ft condo your eyes are drawn to the peaceful water views. Luxurious finishes include custom wood floors ~ custom tile ~ plantation shutters throughout ~ crown molding ~ high ceilings ~ wine cooler ~ laundry room ~ custom maple kitchen cabinets ~ granite countertops ~ Sonos Multi Room Sound System ~ AC unit 2019 ~ new water heater 2023. You’ll enjoy the formal dining area as well as breakfast nook both with spectacular water views. These views can also be enjoyed from your spacious kitchen. Double door entry into the primary suite with en suite bath offers sliding door to 2nd lanai with water views. Retreat to your primary bath suite with 2 walk in closets with built in cabinetry, makeup vanity, dual sinks, garden tub with whirlpools, huge walk in shower with multiple shower heads. The 2nd bedroom also has an en suite bath, walk in closet with built in cabinetry. The 3rd bedroom/office/den has sliding door access to 2nd terrace and features built in cabinetry and MURPHY BED. Also included are an oversized 2 car private garage with epoxy floors, storage & workshop areas. Enjoy outdoor living in your PRIVATE POOLSIDE CABANA with built in cabinetry, granite, bar storage and fridge. Kayak access, covered kayak storage & courtesy dock. Storage closet with cabinets on 4th floor. NEW ROOF being installed October 2023. Located on the quiet south end of Siesta Key, just a short walk to Turtle Beach & free Trolley takes you up and down the key every 15-20 minutes. Famous Ophelia’s on the Bay is literally steps away. The SOMERSET CAY community amenities include a resort style pool, spa, fitness center, barbecue area, and kayak storage area and launch, Cabana and boat dock. This condominium offers peace and tranquility. Truly the best way to enjoy the Siesta Key lifestyle.

3 Beds ⋅ 3 Baths ⋅ A4575151 MLS ⋅ 9122 BLDG.

PANORAMIC VIEWS of the Gulf of Mexico, Sarasota Bay and the Intercoastal Waterway! Imagine endless SUNSETS and SUNRISES from your 2 large covered terraces in this most desirable END UNIT condominium. Located on the quiet, south end of Siesta Key, Somerset Cay is an exclusive building with only 17 units. With gorgeous water views from every window, this 4th floor split plan offers the privacy and comforts of single-family living along with the benefits of a condominium. Boat lovers will love the ASSIGNED PRIVATE BOAT DOCK with 10,000 lb lift, water & electricity. The RESTRICTED ACCESS ELEVATOR opens to your private foyer. As you step into this FULLY FURNISHED, 3 bed 3 full bath 2558 sq ft condo your eyes are drawn to the peaceful water views. Luxurious finishes include custom wood floors ~ custom tile ~ plantation shutters throughout ~ crown molding ~ high ceilings ~ wine cooler ~ laundry room ~ custom maple kitchen cabinets ~ granite countertops ~ Sonos Multi Room Sound System ~ AC unit 2019 ~ new water heater 2023. You’ll enjoy the formal dining area as well as breakfast nook both with spectacular water views. These views can also be enjoyed from your spacious kitchen. Double door entry into the primary suite with en suite bath offers sliding door to 2nd lanai with water views. Retreat to your primary bath suite with 2 walk in closets with built in cabinetry, makeup vanity, dual sinks, garden tub with whirlpools, huge walk in shower with multiple shower heads. The 2nd bedroom also has an en suite bath, walk in closet with built in cabinetry. The 3rd bedroom/office/den has sliding door access to 2nd terrace and features built in cabinetry and MURPHY BED. Also included are an oversized 2 car private garage with epoxy floors, storage & workshop areas. Enjoy outdoor living in your PRIVATE POOLSIDE CABANA with built in cabinetry, granite, bar storage and fridge. Kayak access, covered kayak storage & courtesy dock. Storage closet with cabinets on 4th floor. NEW ROOF being installed October 2023. Located on the quiet south end of Siesta Key, just a short walk to Turtle Beach & free Trolley takes you up and down the key every 15-20 minutes. Famous Ophelia’s on the Bay is literally steps away. The SOMERSET CAY community amenities include a resort style pool, spa, fitness center, barbecue area, and kayak storage area and launch, Cabana and boat dock. This condominium offers peace and tranquility. Truly the best way to enjoy the Siesta Key lifestyle.

9122 Midnight Pass Road Unit 44, Siesta Key

$1,510,000

A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.

4 Beds ⋅ 3 Baths ⋅ A4673529 MLS

A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.

749 Tropical Circle, Siesta Key

$1,505,000

Welcome to Gulf & Bay Club Bayside, your slice of paradise on Siesta Key! Nestled in one of the most desirable communities on the island, this three-bedroom, two-bath, fully bayfront gem is just moments away from the world-renowned white quartz sands and azure Gulf waters of Siesta Beach, boasting deeded beach access. Prepare to be enchanted by this beautifully renovated end-unit townhouse that's a true delight inside and out. The moment you step inside, the natural light and delightful finishes envelop you in a comforting embrace, making this the perfect beach house and home away from home. Embracing one of the largest floor plans in the community, it features a captivating great room with a fireplace and stylish updates throughout. The unique townhouse layout offers a haven of tranquility on the second level, where the spacious primary bedroom, bath and walk-in closet await. Enjoy lazy afternoons on the private screened lanai, soaking in the gentle bay breezes and breathtaking views that paint an ever-changing picture of serenity. The main floor showcases a chef's dream kitchen, revamped and renewed with ample storage in rich wood cabinetry and top-tier appliances, including a wine cooler. With bay views gracing every main room, the bayfront bonus room is an inviting space to entertain or unwind while admiring the many passing boats or watching dolphins at play. Security meets sophistication with impact-glass windows and sliding doors, ensuring peace of mind. Two inviting guest bedrooms on the main level share a well-appointed bath, perfect for accommodating friends and family. The convenience of a full-sized washer and dryer within the unit adds ease to your lifestyle. Your one-car garage awaits, ready to house your vehicle, bikes and beach gear. Recent exterior upgrades, including new metal roofing and fresh paint, showcase the community's commitment to quality and longevity. At Gulf & Bay Club Bayside, enjoy exclusive deeded access to Siesta Beach's famed white quartz sands and experience the nightly famed sunsets featuring mango and cotton-candy skies. Indulge in the community's offerings, including two pools, two tennis/pickleball courts and a convenient fishing dock, where dolphins, boats, birds and manatees often put on a show. A fitness room and community barbecue grills await your enjoyment. For those looking at investment opportunities, the liberal weekly rentals managed by an on-site company make this condominium an exceptional option. Minutes to Siesta Key Village's unique boutiques and eateries, and 15 minutes by car to Sarasota’s vibrant cultural downtown, entertainment, restaurants and shopping.

3 Beds ⋅ 2 Baths ⋅ A4594816 MLS ⋅ Gulf & Bay Bayside BLDG.

Welcome to Gulf & Bay Club Bayside, your slice of paradise on Siesta Key! Nestled in one of the most desirable communities on the island, this three-bedroom, two-bath, fully bayfront gem is just moments away from the world-renowned white quartz sands and azure Gulf waters of Siesta Beach, boasting deeded beach access. Prepare to be enchanted by this beautifully renovated end-unit townhouse that's a true delight inside and out. The moment you step inside, the natural light and delightful finishes envelop you in a comforting embrace, making this the perfect beach house and home away from home. Embracing one of the largest floor plans in the community, it features a captivating great room with a fireplace and stylish updates throughout. The unique townhouse layout offers a haven of tranquility on the second level, where the spacious primary bedroom, bath and walk-in closet await. Enjoy lazy afternoons on the private screened lanai, soaking in the gentle bay breezes and breathtaking views that paint an ever-changing picture of serenity. The main floor showcases a chef's dream kitchen, revamped and renewed with ample storage in rich wood cabinetry and top-tier appliances, including a wine cooler. With bay views gracing every main room, the bayfront bonus room is an inviting space to entertain or unwind while admiring the many passing boats or watching dolphins at play. Security meets sophistication with impact-glass windows and sliding doors, ensuring peace of mind. Two inviting guest bedrooms on the main level share a well-appointed bath, perfect for accommodating friends and family. The convenience of a full-sized washer and dryer within the unit adds ease to your lifestyle. Your one-car garage awaits, ready to house your vehicle, bikes and beach gear. Recent exterior upgrades, including new metal roofing and fresh paint, showcase the community's commitment to quality and longevity. At Gulf & Bay Club Bayside, enjoy exclusive deeded access to Siesta Beach's famed white quartz sands and experience the nightly famed sunsets featuring mango and cotton-candy skies. Indulge in the community's offerings, including two pools, two tennis/pickleball courts and a convenient fishing dock, where dolphins, boats, birds and manatees often put on a show. A fitness room and community barbecue grills await your enjoyment. For those looking at investment opportunities, the liberal weekly rentals managed by an on-site company make this condominium an exceptional option. Minutes to Siesta Key Village's unique boutiques and eateries, and 15 minutes by car to Sarasota’s vibrant cultural downtown, entertainment, restaurants and shopping.

1377 Siesta Bayside Drive Unit 1377, Siesta Key

$1,500,000

Welcome to the Sanderling Club, one of Siesta Key’s exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island’s only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and includes a combined four bedrooms, four bathrooms and 3,766 square feet of refined living space, including additional non-conforming living areas. Among grand live oaks and overlooking the waters of the Heron Lagoon with a combined nearly 50 acres of tranquil waters — a kayak enthusiast’s dream — the home is designed to embrace natural beauty that surrounds it. The main residence was originally built in 1960 and completely remodeled in 2010, featuring beautiful, polished travertine floors, soaring vaulted ceilings with skylights that illuminate the main living areas, and custom built-ins throughout. A modern chef’s kitchen showcases rich-toned cabinetry, stone countertops, a five-burner gas cooktop, built-in stainless steel ovens and refrigerator, a spacious pantry, and a large laundry room with built-in desk and ample storage. This home also features an open-concept den with built-ins. The dining room, wrapped in a wall of impact glass windows with lanai access, creates an ideal space for casual living and elegant entertaining. The private owner’s/primary suite occupies the entire upper level, offering an en-suite bath, private viewing deck, custom built-in bamboo cabinetry and convenient access to the guest house/in-law suite. The ground level includes a bedroom, bath, flex room with kitchenette, and an air-conditioned one-car garage with new epoxy-coated floors and 13-by-21-foot loft storage space. The guest house, with elevator access, was built in 2008 and features a combined living room and kitchen space, two bedrooms, a full bath, laundry facilities, two-car garage with additional storage and expansive decks overlooking the tropical landscaped backyard and Heron Lagoon waters — the ideal retreat for guests or extended family. The expansive backyard offers space to create your tropical oasis, with room for a pool and spa. Sanderling Club’s premier amenities include new Har-Tru tennis courts, pickleball, playground and a newly remodeled clubhouse (coming soon). Boat slips, when available, offer direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf. All of this is just minutes from Siesta Key’s world-famous crystal quartz sand beaches and the charming shops and restaurants of Siesta Village. Plus, downtown Sarasota’s vibrant arts and culture scene — with its theaters, ballet, opera, museums, galleries and shopping — is just a short drive away. Don’t miss this rare opportunity to experience the best of coastal luxury living on Siesta Key.

4 Beds ⋅ 4 Baths ⋅ A4652512 MLS

Welcome to the Sanderling Club, one of Siesta Key’s exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island’s only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and includes a combined four bedrooms, four bathrooms and 3,766 square feet of refined living space, including additional non-conforming living areas. Among grand live oaks and overlooking the waters of the Heron Lagoon with a combined nearly 50 acres of tranquil waters — a kayak enthusiast’s dream — the home is designed to embrace natural beauty that surrounds it. The main residence was originally built in 1960 and completely remodeled in 2010, featuring beautiful, polished travertine floors, soaring vaulted ceilings with skylights that illuminate the main living areas, and custom built-ins throughout. A modern chef’s kitchen showcases rich-toned cabinetry, stone countertops, a five-burner gas cooktop, built-in stainless steel ovens and refrigerator, a spacious pantry, and a large laundry room with built-in desk and ample storage. This home also features an open-concept den with built-ins. The dining room, wrapped in a wall of impact glass windows with lanai access, creates an ideal space for casual living and elegant entertaining. The private owner’s/primary suite occupies the entire upper level, offering an en-suite bath, private viewing deck, custom built-in bamboo cabinetry and convenient access to the guest house/in-law suite. The ground level includes a bedroom, bath, flex room with kitchenette, and an air-conditioned one-car garage with new epoxy-coated floors and 13-by-21-foot loft storage space. The guest house, with elevator access, was built in 2008 and features a combined living room and kitchen space, two bedrooms, a full bath, laundry facilities, two-car garage with additional storage and expansive decks overlooking the tropical landscaped backyard and Heron Lagoon waters — the ideal retreat for guests or extended family. The expansive backyard offers space to create your tropical oasis, with room for a pool and spa. Sanderling Club’s premier amenities include new Har-Tru tennis courts, pickleball, playground and a newly remodeled clubhouse (coming soon). Boat slips, when available, offer direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf. All of this is just minutes from Siesta Key’s world-famous crystal quartz sand beaches and the charming shops and restaurants of Siesta Village. Plus, downtown Sarasota’s vibrant arts and culture scene — with its theaters, ballet, opera, museums, galleries and shopping — is just a short drive away. Don’t miss this rare opportunity to experience the best of coastal luxury living on Siesta Key.

7320 Melaleuca Way, Siesta Key

$1,500,000

Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

3 Beds ⋅ 2 Baths ⋅ A4650938 MLS

Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Siesta Key

$1,500,000

Don't miss your chance to own this extraordinary Siesta Key residence! This enchanting two-story home, spanning nearly 3,000 sq.ft under air, offers seamless living and is a haven for water enthusiasts. Nestled along the picturesque Heron Lagoon with a private dock, it invites you to embrace island life with your kayaks and paddleboards. Boasting four spacious bedrooms, including a first floor in-law suite and a guest bedroom, formal living and dining spaces, den, and a family room. This home is tailor-made for entertaining and accommodating friends and guests. French doors effortlessly link the living area to the screened-in pool, presenting tranquil views in the secluded backyard adorned with towering trees and a private deck overlooking Heron Lagoon. The kitchen, featuring a convenient walk-in pantry, seamlessly connects to the formal dining room, streamlining your hosting duties. The family room features a gas-burning fireplace and seamlessly connects to the guest powder room, offering added convenience. Ascend to the second floor to discover a spacious Owner's Suite with French doors opening to a balcony showcasing water and pool views. The suite includes a generous walk-in closet and a private bath with a whirlpool tub, two separate vanities, and a walk-in shower. Upstairs, a den captures expansive water views from three windows, providing panoramic vistas of the pool and tranquil lagoon. The main living areas showcase tile flooring, while carpeting is found in the bedrooms and staircase. Abundant windows flood the interior with natural light, creating an inviting ambiance. This residence boasts several recent updates, including a freshly painted exterior, two newer HVAC systems, a new gas water heater, and landscaped surroundings with pebble accents, all cast water pipes were replaced with PVC for added durability and the caged lanai has been updated. The property includes a two-car garage, a circular driveway, and a separate storage shed, perfect for use as an artist's studio or additional storage space. Additional highlights updated screen caged lanai with a pool, storage area, and a built-in dry bar. Ideally located in sought-after Siesta Key, enjoy a short stroll to Turtle Beach to the south and easy access to the renowned Siesta Key Beach, ranked as the Number One Beach in the US. Seize this incredible opportunity for coastal living! Infuse your personal style and innovative remodeling ideas to create a home for a lifetime.

4 Beds ⋅ 4 Baths ⋅ A4588727 MLS

Don't miss your chance to own this extraordinary Siesta Key residence! This enchanting two-story home, spanning nearly 3,000 sq.ft under air, offers seamless living and is a haven for water enthusiasts. Nestled along the picturesque Heron Lagoon with a private dock, it invites you to embrace island life with your kayaks and paddleboards. Boasting four spacious bedrooms, including a first floor in-law suite and a guest bedroom, formal living and dining spaces, den, and a family room. This home is tailor-made for entertaining and accommodating friends and guests. French doors effortlessly link the living area to the screened-in pool, presenting tranquil views in the secluded backyard adorned with towering trees and a private deck overlooking Heron Lagoon. The kitchen, featuring a convenient walk-in pantry, seamlessly connects to the formal dining room, streamlining your hosting duties. The family room features a gas-burning fireplace and seamlessly connects to the guest powder room, offering added convenience. Ascend to the second floor to discover a spacious Owner's Suite with French doors opening to a balcony showcasing water and pool views. The suite includes a generous walk-in closet and a private bath with a whirlpool tub, two separate vanities, and a walk-in shower. Upstairs, a den captures expansive water views from three windows, providing panoramic vistas of the pool and tranquil lagoon. The main living areas showcase tile flooring, while carpeting is found in the bedrooms and staircase. Abundant windows flood the interior with natural light, creating an inviting ambiance. This residence boasts several recent updates, including a freshly painted exterior, two newer HVAC systems, a new gas water heater, and landscaped surroundings with pebble accents, all cast water pipes were replaced with PVC for added durability and the caged lanai has been updated. The property includes a two-car garage, a circular driveway, and a separate storage shed, perfect for use as an artist's studio or additional storage space. Additional highlights updated screen caged lanai with a pool, storage area, and a built-in dry bar. Ideally located in sought-after Siesta Key, enjoy a short stroll to Turtle Beach to the south and easy access to the renowned Siesta Key Beach, ranked as the Number One Beach in the US. Seize this incredible opportunity for coastal living! Infuse your personal style and innovative remodeling ideas to create a home for a lifetime.

8202 Midnight Pass Road, Siesta Key

$1,500,000

Surrounded by lush foliage & stately old growth trees, this enchanting 3 bedroom, 2 bath Siesta Key Island pool home is a feast for the senses. Sitting on over a ¼ acre of tropical landscaping, this gem is tastefully decorated, lovingly tended, & immaculately kept. The spacious sunlit living area has a working fireplace & high ceilings with 4 sets of French doors that lead to an expansive screened-in patio that serves as the perfect vantage point for entertaining guests & regaling in the luxurious foliage & grounds that surround the pool. Bask in the afternoon sun in complete privacy as you lounge by the pool, while marveling at the majestic bamboo groves. Just off the dining area, a magical glass enclosed reading nook overlooks the grounds... where you might expect to find Hemingway whiling away the afternoon. White Oak flooring installed on the bias throughout the main floor adds charm & elegance. The light-filled kitchen has a new fridge & double oven, ample cupboards, & features a picture window that provides the ideal vista to observe the birds & butterflies who frequent this Utopia. The primary bedroom is a sanctuary unto itself, with French doors that lead to the covered patio. Custom-built cabinetry & an oversized walk-in closet add to the comfort of this room, complete with an elegant & well-appointed ensuite bath. As you ascend the stairs to the upper floor, with its light filled windows, you come upon 2 guest bedrooms with hardwood floors - each with their own patio that overlooks the grounds. The bedrooms are separated by a thoughtfully designed bathroom. The home has 2 A/C units; one to cool the upstairs & one to cool the main floor, with insulation under the home for additional cooling. One of the two garages has been reconfigured to accommodate a large utility room/art studio, with custom built cabinets & a workspace. This unique property abounds with exquisite native flora, making it a botanist’s delight. This peaceful, hidden gem stands out among all others. Your search is over. Your tropical oasis awaits. A short 2-minute drive/ 10 minute walk will find you at famed Siesta Key “Village”, with its shops, cafes, restaurants, & outdoor venues with lively local musicians provides the perfect mix of modern-day amenities & old Island charm. Take a stroll to the Sunday Farmer's Market in the heart of the Village or ride your bike to the sparkling sands of Siesta Key Beach. Siesta Key is a natural paradise. The eight-mile barrier island is a sheltering habitat for a host of native water birds, dolphins, manatees & other aquatic wildlife. The world sings the praises of its beaches-five, awe-inspiring miles of pristine sand along the tranquil Gulf of Mexico. A short drive away you will find Downtown Sarasota & St. Armand’s Circle, world-renowned for their arts & cultural offerings, where you will enjoy a plethora of fine dining & shopping options, Lovers of the Arts can take in the world-class Sarasota Orchestra, the Ringling Museum, or a performance at the Opera House, as well as a bevy of award-winning theatrical venues & art galleries. For outdoor enthusiasts, golfers & boat lovers, choices abound. So, come soak up the Florida sunshine & luxuriate in the sparkling blue waters of Siesta Key beach, consistently ranked as the #1 beach in the nation. Recline in a comfortable lounge chair & relax with a good book on the beach. Walk into this living postcard, then swim, collect shells & soak up the sun…

3 Beds ⋅ 2 Baths ⋅ A4581702 MLS

Surrounded by lush foliage & stately old growth trees, this enchanting 3 bedroom, 2 bath Siesta Key Island pool home is a feast for the senses. Sitting on over a ¼ acre of tropical landscaping, this gem is tastefully decorated, lovingly tended, & immaculately kept. The spacious sunlit living area has a working fireplace & high ceilings with 4 sets of French doors that lead to an expansive screened-in patio that serves as the perfect vantage point for entertaining guests & regaling in the luxurious foliage & grounds that surround the pool. Bask in the afternoon sun in complete privacy as you lounge by the pool, while marveling at the majestic bamboo groves. Just off the dining area, a magical glass enclosed reading nook overlooks the grounds... where you might expect to find Hemingway whiling away the afternoon. White Oak flooring installed on the bias throughout the main floor adds charm & elegance. The light-filled kitchen has a new fridge & double oven, ample cupboards, & features a picture window that provides the ideal vista to observe the birds & butterflies who frequent this Utopia. The primary bedroom is a sanctuary unto itself, with French doors that lead to the covered patio. Custom-built cabinetry & an oversized walk-in closet add to the comfort of this room, complete with an elegant & well-appointed ensuite bath. As you ascend the stairs to the upper floor, with its light filled windows, you come upon 2 guest bedrooms with hardwood floors - each with their own patio that overlooks the grounds. The bedrooms are separated by a thoughtfully designed bathroom. The home has 2 A/C units; one to cool the upstairs & one to cool the main floor, with insulation under the home for additional cooling. One of the two garages has been reconfigured to accommodate a large utility room/art studio, with custom built cabinets & a workspace. This unique property abounds with exquisite native flora, making it a botanist’s delight. This peaceful, hidden gem stands out among all others. Your search is over. Your tropical oasis awaits. A short 2-minute drive/ 10 minute walk will find you at famed Siesta Key “Village”, with its shops, cafes, restaurants, & outdoor venues with lively local musicians provides the perfect mix of modern-day amenities & old Island charm. Take a stroll to the Sunday Farmer's Market in the heart of the Village or ride your bike to the sparkling sands of Siesta Key Beach. Siesta Key is a natural paradise. The eight-mile barrier island is a sheltering habitat for a host of native water birds, dolphins, manatees & other aquatic wildlife. The world sings the praises of its beaches-five, awe-inspiring miles of pristine sand along the tranquil Gulf of Mexico. A short drive away you will find Downtown Sarasota & St. Armand’s Circle, world-renowned for their arts & cultural offerings, where you will enjoy a plethora of fine dining & shopping options, Lovers of the Arts can take in the world-class Sarasota Orchestra, the Ringling Museum, or a performance at the Opera House, as well as a bevy of award-winning theatrical venues & art galleries. For outdoor enthusiasts, golfers & boat lovers, choices abound. So, come soak up the Florida sunshine & luxuriate in the sparkling blue waters of Siesta Key beach, consistently ranked as the #1 beach in the nation. Recline in a comfortable lounge chair & relax with a good book on the beach. Walk into this living postcard, then swim, collect shells & soak up the sun…

4812 Featherbed Lane, Siesta Key

$1,495,000

LUXURY LIVING IN THE HEART OF SIESTA KEY - Here’s your chance to own a piece of the finest real estate in the heart of Siesta Key Village. From the moment you arrive, you will be captivated by the charm of this exclusive gated community with a paver courtyard and tropical landscaping. The elegant lobby offers a travertine tiled stairway and private elevator which opens directly into this spacious second-floor villa, filled with natural sunlight. Tile flooring throughout adds coastal charm, durability and easy maintenance. Impact windows and doors provide energy efficiency and security. The kitchen features top-of-the-line appliances, including Wolf and Subzero along with Silestone countertops, custom cabinetry and a large breakfast bar perfect for casual dining. The large living and dining areas round out this open-concept design. Choose from three private balconies to relax while taking in the gentle gulf breezes. Additional features include a laundry room with optimal storage and a central vacuum system for convenience. Each of the three buildings in the complex has a heated saltwater pool and spa for year-round enjoyment, and each condo has an oversized two-car garage. There’s even an additional parking spot for guests; shared only with the penthouse above. This premier location offers enviable proximity to Siesta Key’s most vibrant dining, shopping, entertainment and all the conveniences needed for an island lifestyle. You're also just minutes from Sarasota's cultural attractions such as the Ringling Museum, Selby Botanical Gardens, Florida Studio Theatre, Sarasota Opera, as well as boating, fishing, golf courses and professional sports venues. Whether you're seeking a vacation retreat, investment property, or year-round coastal living, this turn-key furnished condo offers the flexibility of weekly rentals to maximize your investment potential. Contact me today to schedule your private tour and start living the Sarasota lifestyle you've always dreamed of.

2 Beds ⋅ 2 Baths ⋅ A4614264 MLS ⋅ 312 BLDG.

LUXURY LIVING IN THE HEART OF SIESTA KEY - Here’s your chance to own a piece of the finest real estate in the heart of Siesta Key Village. From the moment you arrive, you will be captivated by the charm of this exclusive gated community with a paver courtyard and tropical landscaping. The elegant lobby offers a travertine tiled stairway and private elevator which opens directly into this spacious second-floor villa, filled with natural sunlight. Tile flooring throughout adds coastal charm, durability and easy maintenance. Impact windows and doors provide energy efficiency and security. The kitchen features top-of-the-line appliances, including Wolf and Subzero along with Silestone countertops, custom cabinetry and a large breakfast bar perfect for casual dining. The large living and dining areas round out this open-concept design. Choose from three private balconies to relax while taking in the gentle gulf breezes. Additional features include a laundry room with optimal storage and a central vacuum system for convenience. Each of the three buildings in the complex has a heated saltwater pool and spa for year-round enjoyment, and each condo has an oversized two-car garage. There’s even an additional parking spot for guests; shared only with the penthouse above. This premier location offers enviable proximity to Siesta Key’s most vibrant dining, shopping, entertainment and all the conveniences needed for an island lifestyle. You're also just minutes from Sarasota's cultural attractions such as the Ringling Museum, Selby Botanical Gardens, Florida Studio Theatre, Sarasota Opera, as well as boating, fishing, golf courses and professional sports venues. Whether you're seeking a vacation retreat, investment property, or year-round coastal living, this turn-key furnished condo offers the flexibility of weekly rentals to maximize your investment potential. Contact me today to schedule your private tour and start living the Sarasota lifestyle you've always dreamed of.

312 Calle Miramar Unit S1, Siesta Key

$1,490,000

Rarely available 3 bedroom, 3 bath condominium overlooking the intracoastal waterway at Dolphin Bay. Meticulously remodeled to appeal to today’s modern aesthetic, this home boasts 9-foot ceilings, a stunning and expansive eat-in kitchen, spa-like baths with waterfall countertops and plank tile flooring throughout. There’s even an enchanting built-in electric fireplace in the primary bedroom! This spacious condominium comes in at just over 2500 square feet when considering the enclosed lanai. New HVAC in 2020 and water heater in 2021. A one-car private garage under the building is included. Dolphin Bay offers an updated clubhouse, fitness center, top-of-the-line Hartru/clay tennis courts, a day dock for boating and fishing, pool and spa. There are only 50 owners in this vibrant, friendly community where pets are welcome, too. Catch the trolley to the beach and village to enjoy shopping, live entertainment and a great selection of restaurants. Resort living awaits at Dolphin Bay!

3 Beds ⋅ 3 Baths ⋅ A4604092 MLS ⋅ Dolphin Bay BLDG.

Rarely available 3 bedroom, 3 bath condominium overlooking the intracoastal waterway at Dolphin Bay. Meticulously remodeled to appeal to today’s modern aesthetic, this home boasts 9-foot ceilings, a stunning and expansive eat-in kitchen, spa-like baths with waterfall countertops and plank tile flooring throughout. There’s even an enchanting built-in electric fireplace in the primary bedroom! This spacious condominium comes in at just over 2500 square feet when considering the enclosed lanai. New HVAC in 2020 and water heater in 2021. A one-car private garage under the building is included. Dolphin Bay offers an updated clubhouse, fitness center, top-of-the-line Hartru/clay tennis courts, a day dock for boating and fishing, pool and spa. There are only 50 owners in this vibrant, friendly community where pets are welcome, too. Catch the trolley to the beach and village to enjoy shopping, live entertainment and a great selection of restaurants. Resort living awaits at Dolphin Bay!

1260 Dolphin Bay Way Unit 301, Siesta Key

$1,482,000

Panoramic Siesta Key Views!!!!! This 2 bedroom / 2 bath, 11th floor residence is located in the heart of Siesta Key. The Beach Terrace building has one of the most desirable locations with a direct Gulf of Mexico location. It nestled at the end of The Siesta Key Village and is walking distance to all of the restaurants and shops. This corner residence faces northwest and offers oversized floor to ceiling sliding glass doors to allow for the expansive panoramic views of the beach, the aqua waters of the Gulf of Mexico and downtown Sarasota in the distance. Enjoy 3 balconies to morning coffee with the bustle of the key and after beach siesta for evening sunsets Enter the split floor plan residence through the entry with a custom lighted entry that offers hardwood flooring. The kitchen boasts updated cabinetry, appliances, lighting, beautiful Corian countertops. The spacious living and dining area provide an open air feeling The primary bedroom has a private balcony with views of the gulf and village. The British West Indies style furnishings and custom built cabinetry offer a true tropical oasis. The primary bathroom also has been fully updated with additional custom cabinetry and Corian countertops. The second bedroom boasts amazing beach views and is furnished with two twin size beds. The ensuite bath has been beautifully renovated with tile, cabinetry and glass shower closure. The Beach Terrace onsite amenities include elevated heated saltwater pool, fitness center, community room all steps from their very own. private beach.

2 Beds ⋅ 2 Baths ⋅ A4603317 MLS ⋅ Terrace BLDG.

Panoramic Siesta Key Views!!!!! This 2 bedroom / 2 bath, 11th floor residence is located in the heart of Siesta Key. The Beach Terrace building has one of the most desirable locations with a direct Gulf of Mexico location. It nestled at the end of The Siesta Key Village and is walking distance to all of the restaurants and shops. This corner residence faces northwest and offers oversized floor to ceiling sliding glass doors to allow for the expansive panoramic views of the beach, the aqua waters of the Gulf of Mexico and downtown Sarasota in the distance. Enjoy 3 balconies to morning coffee with the bustle of the key and after beach siesta for evening sunsets Enter the split floor plan residence through the entry with a custom lighted entry that offers hardwood flooring. The kitchen boasts updated cabinetry, appliances, lighting, beautiful Corian countertops. The spacious living and dining area provide an open air feeling The primary bedroom has a private balcony with views of the gulf and village. The British West Indies style furnishings and custom built cabinetry offer a true tropical oasis. The primary bathroom also has been fully updated with additional custom cabinetry and Corian countertops. The second bedroom boasts amazing beach views and is furnished with two twin size beds. The ensuite bath has been beautifully renovated with tile, cabinetry and glass shower closure. The Beach Terrace onsite amenities include elevated heated saltwater pool, fitness center, community room all steps from their very own. private beach.

5400 Ocean Boulevard Unit 11-3, Siesta Key

$1,481,696

Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again.

4 Beds ⋅ 2 Baths ⋅ A4675912 MLS

Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again.

1136 Seaside Drive, Siesta Key

$1,475,000

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

3 Beds ⋅ 3 Baths ⋅ A4663161 MLS ⋅ Siesta Towers BLDG.

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Siesta Key

Dave Jones Realty llc

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