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$1,895,000
4 Beds ⋅ 3 Baths ⋅ A4671593 MLS
Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.

4817 Ocean Boulevard, Siesta Key
$1,890,000
4 Beds ⋅ 4 Baths ⋅ A4633107 MLS
Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience.

5125 Oxford Drive, Siesta Key
$1,875,000
3 Beds ⋅ 4 Baths ⋅ A4572354 MLS
PRICE REDUCED - IT'S PRICED TO SELL! * PRICED BELOW FAIR MARKET VALUE, IT'S THE BEST VALUE ON SIESTA KEY * A FABULOUS OPPORTUNITY & AN EXCELLENT VALUE * Location, location, location * DEEP BOATING WATER ON THE GRAND CANAL * SHORT BOAT RIDE TO THE ICW & GULF OF MEXICO * PANORAMIC WIDE WATER GRAND CANAL VIEWS * Private Dock with 10,000lb Boat Lift is PERFECT FOR YOUR BOAT * No expense has been spared with this Quality Built Home * Beautiful curb appeal * THIS HOME IS BUILT WITH THE HIGHEST QUALITY CONSTRUCTION AND HAS BEEN METICULOUSLY MAINTAINED * The interior is open, light & bright -you will live very comfortably in this home * EXQUISITE ARCHITECTURAL DETAILS AT EVERY TURN * AN ABUNDANCE OF NATURAL LIGHT * 3063+/- SQFT A/C * This is a very open & spacious living space * SOLID CORE DOORS * Fabulous Chef's Island Kitchen with wood cabinets, custom concrete and granite counter-tops, upgraded appliances, Sub-Zero Refrigerator and DCS GAS COOK-TOP * The Kitchen overlooks an amazing Great Room with volume ceilings, GAS FIREPLACE, and built-in book & display cabinets with recessed lighting * Great Room is open to the Dining Room * Adjacent is the Covered Lanai & Heated Saltwater Pool * This is a great home for entertaining or simply relaxing in your slice of paradise * UPSTAIRS: Two En-Suites with French Doors leading to a Private Balcony PLUS a Den/Office * Expansive Primary Suite with a Sitting Area and your PRIVATE Walk-out Covered Lanai * Primary Suite also showcases a huge walk-in closet with custom islands & built-ins, a Spa-style Bath, a garden tub & dual vanities * Very Private POOL & Backyard among the lush tropical setting - THIS IS OUTDOOR LIVING AT ITS BEST * Paver Brick Pool Deck and Driveway to your 2 Car Garage * Sellers have just replaced the pool heater, 2 pump motors, filter and salt cell and the dishwasher * Just pack your bags and enjoy the Siesta Key lifestyle and easy access to Siesta Key Beach + Siesta Village * All the luxury features you desire are here * "A" RATED SCHOOL DISTRICT * One look & you'll fall in love! SELLER WILL LEAVE SOME FURNITURE AS AN OPTION.

4960 Commonwealth Drive, Siesta Key
$1,870,000
3 Beds ⋅ 3 Baths ⋅ D6138665 MLS
This stunning waterfront property on Roberts Point Road in Siesta Key is a rare opportunity for avid boaters and waterfront enthusiasts to build their dream home. The existing house is a tear-down, allowing you to start fresh on an expansive lot of over half an acre, with direct access to Sarasota Bay and quick entry to Big Pass and the Gulf of Mexico. Located in one of the most desirable areas for boating, the property offers breathtaking views and ample space to create a custom home with the potential for a pool and outdoor entertainment area. Embrace the ultimate in coastal living and design a private retreat in this idyllic Siesta Key location.

3928 Roberts Point Road, Siesta Key
$1,860,000
4 Beds ⋅ 5 Baths ⋅ A4634690 MLS
BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two primary suites, two additional bedrooms and 4.5 bathrooms. The upstairs primary ensuite bedroom, with balcony overlooking the water, offers a 19x8 walk-in closet that will excite the most discerning buyer. Other notable details include recently installed hurricane impact windows, high-end interior shutters and window treatments, undercabinet lighting in the kitchen, built-ins and upgraded flooring throughout. The office offers a custom built-in desk and hidden murphy bed. The seawall was replaced in 2022 and mooring piles installed for the owner’s 45 ft Sea Ray. A short bike ride to the #1 rated Siesta Key Public Beach. Furnishings are optional. Move in today and start enjoying paradise! Located in beautiful Siesta Isles, a boating community with saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf.

5376 Shadow Lawn Drive, Siesta Key
$1,850,000
3 Beds ⋅ 3 Baths ⋅ G5107159 MLS
Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

5155 Hidden Harbor Road, Siesta Key
$1,850,000
4 Beds ⋅ 3 Baths ⋅ A4678156 MLS
MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

3919 Roberts Point Road, Siesta Key
$1,850,000
3 Beds ⋅ 2 Baths ⋅ A4658495 MLS
Siesta Key Waterfront Canal Home - Experience the best of waterfront living on Siesta Key with this charming canal-front home, just one house from the open bay and offering quick, easy access to the Intracoastal Waterway. Nestled in a tranquil and highly desirable location, the property enjoys a private setting on an expansive lot with a wide canal and stunning views of Sarasota Bay. This well-designed 3-bedroom, 2-bath residence sits high and dry, featuring an open floor plan perfect for entertaining. The spacious living and dining rooms flow seamlessly into the kitchen and family room, all enhanced by high ceilings and natural light. The master suite includes a cozy sitting area—ideal for a home office, den, or hobby room. On cooler evenings, relax by the wood-burning fireplace in the family room while watching boats drift by the bay. Outdoor living is equally inviting, with a sparkling pool and spa that provide the perfect retreat on warm Florida days. For boating enthusiasts, the property includes a dock equipped with a boat lift, water, electricity, swim ladder, and sundeck. Enjoy fishing, swimming, kayaking, or paddle-boarding right from your backyard. Upgrades include Roof (5 years old), A/C (3 years old). All hurricane impact windows & sliders and a 2 Car Garage. This home offers a rare opportunity to own a piece of Siesta Key waterfront—where every day feels like a vacation.

1236 Port Lane, Siesta Key
$1,850,000
3 Beds ⋅ 3 Baths ⋅ A4589985 MLS ⋅ Turtle Bay BLDG.
Step into the realm of unparalleled luxury at this extraordinary builder's PERSONAL CONDO, an immaculately crafted residence that underwent a meticulous redesign, leaving no detail untouched offered fully furnished. Perched on the coveted Top Floor, this 3-bedroom, 3-bathroom end unit reveals sweeping gulf and bay views, offering a rare perspective to relish both sunrise and sunset panoramas. Indulge your culinary senses in the gourmet chef's kitchen, a masterpiece in itself, featuring waterfall quartz countertops and custom flat-paneled cabinetry throughout the home. The kitchen is equipped with a 36” Italian range, exterior venting range hood, designer Grohe faucets, and a comprehensive full home carbon block filtration system. The master suite, adorned with contemporary wood-patterned tile slats, exudes sophistication, with walk-in closet built-ins, ample storage, and a dual vanity connection. The walk-in showers in both ensuite bathrooms are works of art, complete with custom floating benches, high-end finishes, and extensive low-voltage backlighting throughout. Both of these rooms capture breathtaking intercoastal and Gulf water views from adjoining expansive terraces, while the third bedroom, with bay-view windows, offers versatility to welcome guests or serve as an office. Customizations and upgrades during the remodel process have transformed this slice of paradise into a breathtaking haven of functionality and luxury Nestled within Turtle Bay, this residence redefines care-free condo living with amenities such as a heated pool, fishing pier, three lighted tennis courts, two pickleball courts, grill and picnic area, and newly updated fishing pier and boat docks. A large private enclosed garage under the building adds an exclusive touch to your coastal lifestyle. Enjoy easy access to the Gulf of Mexico with deeded private beach access, boat slips available, and a plethora of community amenities, beckoning you to embrace the pinnacle of modern and coastal luxury living on Siesta Key.

8701 Midnight Pass Road Unit 607A, Siesta Key
$1,835,000
3 Beds ⋅ 2 Baths ⋅ A4675557 MLS ⋅ Casarina BLDG.
INCREDIBLE FULL Sunset & Gulf Views!....INCREDIBLE "Everything" UPDATES & FINISHES!....INCREDIBLE Boutique Beachside Community!....Rarely Available, You will be WOWED! by this Stunning (3) Bedroom TOP FLOOR residence with GARAGE PARKING in Sought After Casarina---a Resort Style Pet Friendly "low density" plush 7 acre residential complex with over 200' feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager.....Upon Entrance you will be "greeted" with Full Gulf and Beach Views, to be further enjoyed with Morning Coffee and Evening Cocktails on the Generously Sized Lanai*****Bright & Spacious Open Floorplan with Well-Appointed Interiors were COMPLETELY and THROUGHLY renovated, including: ALL Plumbing & Fixtures; Multi-Speed HVAC along with Ductwork; Electrical; Ceilings, Custom Millwork; Polished Porcelain Tile Throughout, Hurricane Windows/Doors; and Kitchen & Baths: Layout, Solid-Wood Cabinetry; Custom Tile Backsplashes; Countertops and CAFE Appliances*****Deeded Beach Access, perfect for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach...Dining/Shopping and Nightlife of the main village are just minutes away---- Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest......

5880 Midnight Pass Road Unit 910, Siesta Key
$1,825,000
3 Beds ⋅ 3 Baths ⋅ J1004667 MLS
Sold Data Only

6962 Belgrave Drive, Siesta Key
$1,825,000
2 Beds ⋅ 2 Baths ⋅ C7486167 MLS ⋅ 1 BLDG.
Welcome to the paradise of Siesta Key! This fabulous investment beach front condo is a dream come true for those looking for a smart investment opportunity and a luxurious lifestyle. Situated in a prime location, this property is rented year over year with exponential ROI. The condo features two spacious bedrooms and two bathrooms, providing enough space for you and your guests to enjoy. The interior is stylishly decorated with modern finishes and comfortable furnishings that add a touch of elegance to the space. The large windows allow natural light to flow in, providing breathtaking views of the beach and the sparkling Gulf of Mexico. This condo is perfect for those who love the beach and the convenience of nearby shops. The location offers easy access to all the local amenities, including restaurants, cafes, and entertainment venues. Don't miss out on this one-of-a-kind investment opportunity. Contact us today to schedule a viewing and experience the beauty of Siesta Key for yourself!

6148 Midnight Pass Road Unit 1S, Siesta Key
$1,825,000
3 Beds ⋅ 4 Baths ⋅ A4592295 MLS ⋅ 1660 BLDG.
Coastal Luxury on Siesta Key. This three-bedroom, three-and-a-half bath condominium is located in the renowned and distinguished gated community of Summer Cove. This spacious residence lives like a single-family home and includes private beach access across the street to the world-famous white quartz sugar sands of Siesta Key Beach on the beautiful azure waters of the Gulf of Mexico. The nearly 2,500 sq. ft. Arcadia model features an open concept floor plan designed for entertaining, the large living and dining areas flow seamlessly to the updated gourmet Island kitchen which features a pantry, wood cabinetry with custom pull-outs, quartz countertops, built-in Wolf oven, Bosh induction cooktop, hood and dishwasher, stainless steel appliances, LED pendant lighting and a separate service bar. Enjoy stunning panoramic views of the Intracoastal waterway to Downtown Sarasota and the mainland from this 7th floor end unit with expansive terraces and open living areas through sliding impact glass doors and windows on every exterior wall. Watch the Sunrise in the East and the Sunset in the West as there are 180 degree views. The primary bedroom opens to a private terrace with a wall of sliding glass doors, two large walk-in closets with custom built-in’s and a spacious en-suite bath with granite counter top, dual sinks, soaking tub w/jets, a separate shower and LED lights. Two additional guest suites with private baths and walk-in closets are thoughtfully located at the opposite end of the residence for complete privacy with access to a terrace with partial gulf views and sunsets. One of the bedrooms is currently used as a home office. The large laundry room features a LG washer and dryer, large sink with cabinets, additional wall storage cabinets and an iron-away, a door to the private service elevator is located in the laundry room. Additional features include a half bath, 3 private terraces, Hunter Douglas custom window treatments, California closets, tray ceilings, crown molding, fans and water softeners in the building. From the secure lobby entrance, the elevator delivers you to your private foyer entrance. There is also a service elevator to the unit from the lobby. Two assigned premium parking spaces in the secure garage are included, private storage cage and additional storage for bicycles, kayaks available in the garage. Summer Cove is a private gated amenity filled community for an active lifestyle on 3.5 lush acres nestled in a canopy of majestic oaks, mature landscaping and lawn on the Intra-Coastal Waterway. The clubhouse was designed by world-renowned architect Carl Abbott in the Sarasota School of Architect style and was (the original home to the Summerhouse Restaurant). It is listed in the historic registry of Sarasota. Amenities include a fully equipped fitness center, large gathering room, media room, card room, billiard room and kitchen. There is easy access to the bay front resort-style pool and spa with a grilling area and ice machine. On the bay front-ICW there is a pier with hydraulic lift for Kayak, Paddleboard and Canoe launching. A Pet-friendly community, two pets are permitted with no weight limit. Minutes to Siesta Village, a short drive to downtown Sarasota’s cultural and urban amenities, which include world-class museums, opera, ballet, symphony, theatre, shopping and dining. Enjoy the wonderful Siesta Key Lifestyle! Rarely available and first time on the market for this unit.

1660 Summerhouse Lane Unit 701, Siesta Key
$1,825,000
3 Beds ⋅ 3 Baths ⋅ A4588944 MLS
Sailboat Waterfront Property on Siesta Key!! This hidden gem of a sailboat waterfront property on Siesta Key's north end is a boater's paradise, with its expansive 18,367 square-foot lot and over 78 feet of seawall providing unrestricted access to the tranquil waters of Hansen Bayou and Sarasota Bay beyond. Nestled in privacy, it's an ideal location to build your dream home, offering captivating views and the serenity of this unique Siesta Key enclave. Its proximity to Shell Beach public access, as well as Siesta Village and renowned beach Siesta Key Beach along with easy access to shopping, restaurants, excellent schools, the hospital, and the vibrant downtown district of Sarasota, make it a convenient yet secluded retreat for those seeking the quintessential Florida waterfront lifestyle.

3601 White Lane, Siesta Key
$1,820,000
4 Beds ⋅ 4 Baths ⋅ A4568298 MLS
**PRICE REDUCTION, MAKE YOUR OFFER** Welcome to your dream home on Roberts Point, where coastal living meets luxury. This beautifully designed “Kristi” Model by award-winning luxury custom builder, Allegra Homes, located on the north end of Siesta Key and nestled within the coveted enclave of Roberts Point. Highly sought after location on the North end of Siesta Key within minutes of Shell Beach, Siesta Beach, dining, and shopping. This home is ONE of only around 70 homes on this very private and exclusive enclave. This stunning property boasts views of the sparkling turquoise waters and dazzling sunsets that only the coastal areas of Sarasota can offer. As you step into the foyer, you'll be greeted by an open floor plan that seamlessly blends indoor and outdoor living. The expansive living room offers breathtaking vistas and plenty of natural light, creating an airy and inviting ambiance. The gourmet kitchen, equipped with top-of-the-line appliances and sleek countertops, is a chef's delight and perfect for entertaining. The private Owners Suite, on the first floor, has a private exit to the pool and lanai and boasts two walk-in closets, an ample sized bathroom with dual sinks and a large walk-in shower. Up the stairs on the second level you have a private guest suite equipped with it's own private bathroom. Beyond the guest suite, up a few more stairs, you have the upper level which boasts two more guest bedrooms which share a bathroom and a large bonus/flex space. This flex space could have a wide range of uses such as a theatre room, home gym, or play area for the young ones. The outdoor space is an entertainer's dream, featuring a heated pool and spa, summer kitchen, and plenty of seating areas. You'll love hosting barbecues and gatherings while taking in the coastal lifestyle that is unique to this highly coveted neighborhood. There is lots of room for accessories in the oversized, 2 car garage with large, enclosed storage locker. A low maintenance fenced back yard, and landscaping and security cameras, makes this a perfect home for part or full time living. Located in one of the most coveted neighborhoods on Roberts Point, this home is just minutes away from Siesta Key Beach, renowned for its powdery sand and clear waters, as well as fabulous dining and shopping. This is your chance to live the ultimate coastal lifestyle in one of the most sought-after communities on the Gulf Coast.

4193 Roberts Point Circle, Siesta Key
$1,800,000
2 Beds ⋅ 2 Baths ⋅ A4702925 MLS ⋅ N/A BLDG.
Luxury on Siesta Key with impressive square footage offering an elevated experience and more room to live. Encompassing an impressive 1,724 square feet, this rarely available fifth-floor tower residence delivers the spaciousness of a single-family home with the effortless ownership, resort amenities, and income-producing flexibility of a premier Gulf-front condominium. Sweeping, unobstructed Gulf views and beautifully curated interiors complete a residence that's as functional as it is unforgettable. Inside, every detail has been thoughtfully curated to create a warm, sophisticated coastal retreat. Plantation shutters frame the natural light, while bamboo and leather furnishings, woven rattan accents, and a striking chain-link wall mirror in the primary suite lend personality and designer appeal. The updated kitchen and bathrooms feature timeless solid-surface countertops and clean, contemporary finishes that complement the home's relaxed elegance. The spacious primary suite is a true sanctuary, offering room for a dedicated sitting area large enough for a sofa—perfect for enjoying a quiet morning with Gulf views or unwinding after an evening in Siesta Key Village. An enclosed lanai extends the living space and showcases breathtaking, panoramic views of the turquoise water and legendary white sand beaches that have made Siesta Key world-renowned. Beyond your front door, Sarasota Surf & Racquet Club offers an exceptional collection of resort-style amenities, including private beach access, two heated swimming pools, tennis and pickleball courts, a well-equipped fitness center, barbecue areas, and beautifully maintained tropical grounds. This exceptional residence proves you don't have to choose between the space of a home, the ease and earning potential of a condominium, and the lifestyle of Gulf-front living—you can have all three.

5920 Midnight Pass Road Unit 501, Siesta Key
$1,800,000
3 Beds ⋅ 4 Baths ⋅ A4657651 MLS ⋅ Na BLDG.
Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.

546A Beach Road Unit A544, Siesta Key
$1,800,000
4 Beds ⋅ 5 Baths ⋅ A4644708 MLS
Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise!

4941 Commonwealth Drive, Siesta Key
$1,800,000
3 Beds ⋅ 4 Baths ⋅ A4635513 MLS
Exceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this property offers unparalleled views and the chance to witness dolphins and manatees playing right in your own backyard. With direct sailboat access to the bay and Intracoastal Waterway, and no bridge restrictions, this location is a true haven for boaters. The property features a large composite dock with a 16,000-pound boat lift, as well as a floating dock for two jet skis, complete with electrical hookups for added convenience. Though the home has sustained storm damage and is being sold “as-is” for land value only, this is a rare opportunity to either renovate the existing structure or rebuild your dream home in this highly desirable location. Just minutes from the vibrant Siesta Key Village and the world-renowned Siesta Beach, you’ll enjoy the best of both worlds—privacy and tranquility, with easy access to shopping, dining, and entertainment. Survey and Elevation Certificate available upon request.

3532 Flamingo Avenue, Siesta Key
$1,800,000
5 Beds ⋅ 4 Baths ⋅ A4617570 MLS
One or more photo(s) has been virtually staged. This property is priced to sell! Situated on one of the most beautiful boat basins on the island providing exceptional open serene views. Ideally poised on a generous 16,000+ sq ft lot close to the world-renowned Siesta Key Beach, this home offers easy access to powdery white sands and breathtaking sunsets. Enjoy the convenience of Siesta Village which provides nearby shops and restaurants with a variety of dining and shopping options minutes away. This home is perfect for multi-generational families or those wanting separate yet attached guest quarters. The second floor addition was added in 2008 with a separate entrance making the perfect in-law suite or 2 BR guest quarters. The home is equipped with a majority of hurricane rated windows and sliding doors. There's an opportunity for a dock at a designated cut-in on the seawall. A large oak tree with a tree swing adds a touch of nostalgia and provides the perfect spot to reflect on the lovely water views. Inside, the home is bathed in natural light, creating a warm and inviting atmosphere throughout. Five generously sized bedrooms ensure comfort and privacy for family and guests. The living areas are generously sized for entertaining with views of the water. The oversized 3 car garage has expansive storage. Step outside to your private oasis, where the expansive outdoor spaces are perfect for enjoying the Florida sunshine. A stunning pool and outdoor entertaining area offer the ideal setting for al fresco dining, lounging, and hosting gatherings with friends and family. Beautiful mature trees adorn the lot and the circular drive offers convenient access. This stunning Siesta Isles home is a rare find, offering the best of Siesta Key living. Don't miss the opportunity to make this your new waterfront paradise. Storms caused only minor exterior damage with a skim of wind-blown water in garage.

5531 Contento Drive, Siesta Key
$1,800,000
3 Beds ⋅ 3 Baths ⋅ A4611334 MLS
The moment you step into this home it presents itself with a tastefully done interior decor and captivating views of a large basin on the Grand Canal. This Coastal island neighborhood is unique since all the homes are nestled on the water! Take a 3.5 block stroll to the number one beach in the U.S with sand like powdered sugar and turquoise Gulf of Mexico waters. Fun and safe place to raise a family with minimal traffic and four Cul-De-Sac ending roads in this neighborhood for family to walk and bike safetly. East facing rear yard gives your patio some shade in the hot afternoons and yet a nice sunrise to wake up too in the morning. A Screened pool to refresh yourself after a day out on the boat. There is a boat lift which is situated to one side of the lot that allows for you to see more of the relaxing water views. The low maintenance roofing is made of Aluminum, but made to look like barrel tile. There are Lexan hurricane panels for windows and doors. . A nice sized inside laundry room is in a convenient location. There is a cozey side patio to take your morning coffee and a sunning patio next to the pool. The yard has relaxing paths and a calming feeling with the Zen style landscape design. Take a look at the photos, then the videos link, and do a walk through yourself with the matterport link option. I believe you will get a good idea of the quality and style of this home before you make your appointment to get the wonderful feeling that this home will present you the moment you arrive! Make your appointment today!!

5515 Contento Drive, Siesta Key
$1,800,000
3 Beds ⋅ 2 Baths ⋅ A4604180 MLS
This stunning home is located in the heart of Siesta Key.

335 Avenida Milano, Siesta Key
$1,800,000
3 Beds ⋅ 4 Baths ⋅ A4600114 MLS
Welcome to your dream waterfront home in the highly coveted Siesta Isles canal community is a prime location of Siesta Key. Where you will experience the tranquility of this coastal neighborhood which is its own Island within an Island features many dead-end streets providing a peaceful environment for you and your family. This residence is located in the confluence of two canals, with 98 liner feet of waterfront. You'll enjoy wide breathtaking water views and have endless opportunities for water activities and boating adventures. Complete with a boat lift, dock for paddle boarding, kayaking, jet skiing, or fishing right from your backyard. Imagine starting your day with a beautiful sunrise followed by just an 8-minute walk to the main entrance of Siesta Key Beach where you will take a leisurely stroll on the white crystal sands. Spend your evenings fishing for snook, relax by the heated pool and watch the manatees and dolphins playful show or take your boat out for a short 15 minute sunset cruise to Sarasota Bay. On Sundays you can join and experience the traditional Drum Circle on the beach. 5455 Azure Way boasts 3 bedrooms, 4 bathrooms (2 en-suites), in the spacious layout with 2,736 Sq ft of living space which has been freshly painted white, inside and out, adding a modern touch of elegance and class. The open concept with high ceiling and abundance of natural light creates a bright and airy atmosphere. A generous living room-dining room combo can be ideal for entertaining guests. White modern kitchen features stainless steel appliances, double oven, tile backsplash, granite and tall cabinets provide abundance of storage. The original master bedroom is on the ground level, while the current master upstairs offers privacy and stunning views from the front and back balconies. The office/den with a full bathroom offers versatility and functionality, making it ideal for remote work or guest accommodations (with the option to convert it into another en-suite if desired). Open the large sliding glass doors for a seamless blend of indoor comfort with outdoor oasis. The screened-in brick patio offers ample room for living and dining or entertaining. Immerse yourself in the heated pool, for relaxation and rejuvenation. Whether you're enjoying a swim, simply lounging by the water's edge or enjoying a peaceful evening under the stars, everyday will feel like a vacation.Elevate your lifestyle experience and make this aspiration become your reality today!

5455 Azure Way, Siesta Key
$1,800,000
3 Beds ⋅ 3 Baths ⋅ A4586158 MLS
Situated on a nearly 19,000 square foot lot, with over 200 feet of seawall, you will be wowed by this lovely piece of property. This is a teardown, and the value is in the land. This premier lot is located on a 6 home cul-de-sac at the end of the street. By boat, you are approximately 2-3 minutes from the MPR bridge and another 5-10 from the Intercoastal Waterway. Great water depth in front of the lot, too. Just minutes from Siesta Key Village and our world famous Siesta Key Beach. Easy to show.

612 Lotus Lane, Siesta Key
$1,800,000
4 Beds ⋅ 2 Baths ⋅ A4584287 MLS
Coveted Siesta Key Waterfront! This 4-bedroom, 2-bathroom home offers a slice of paradise. With a prime location on a peaceful cul-de-sac, lush tropical landscaping, and the sparkling waters of a canal, pool and hot tub out your backdoor, this residence is a true gem for those seeking the ultimate coastal lifestyle. As you approach, you’ll be immediately captivated by its charming curb appeal with palm trees and a Grande Oak. Step through the front door into a light-filled, open-concept living space that invites you to unwind and relax. The sliding glass doors throughout the home offer an abundance of natural light and scenic views of the pool and canal. The light travertine marble flooring in the main living area enhances the airy feel of the space.The expansive outdoor space includes two dining areas, perfect for al fresco meals, and a sparkling pool and hot tub where you can cool off on warm Siesta Key days. The canal frontage is fenced for little ones. This home is ideally located for boating and beach lovers, as it's just a short boat ride to the Intracoastal Waterway and a stroll or bike ride away from the world-renowned Siesta Key Beach. Known for its powdery white sands and crystal-clear waters, Siesta Key Beach is a true gem of the Gulf Coast. Enjoy sunsets, swimming, and water sports to your heart's content. Additionally, the home's position on a cul-de-sac ensures a quiet and peaceful atmosphere, perfect for those seeking a serene retreat, while still being conveniently close to Siesta Key Village's restaurants, shops, and entertainment options.Don't miss your opportunity to own this slice of paradise, where the best of coastal living meets tropical tranquility. This home offers an incredible canvas for creating a lifetime of cherished memories.

5168 Sandy Shore Avenue, Siesta Key
$1,775,000
3 Beds ⋅ 3 Baths ⋅ A4587025 MLS ⋅ 4708 BLDG.
Breathtaking FULL Gulf of Mexico views! This true three bedroom, three bath condominium is open and expansive, with a 28-foot gulf-front balcony off the living area. Everyone says “Wow” when they walk through the front door and see the view from the wall of windows. Move-in ready, turnkey furnished, with everything in immaculate condition and updated throughout. This is what every buyer dreams of but is so rare to find! The kitchen remodel in 2023 is flawless, with an abundance of new cabinetry with deep drawers for ease of access, stainless appliances including a wine cooler, beautiful counters and light and bright lighting. The spacious living room easily accommodates multiple furniture arrangements. The master bedroom is so serene with 12 feet of unobstructed gulf views and a 12-foot custom closet. The newly remodeled spa-like master bath includes a gorgeous large walk-in shower. A PRIVATE TWO CAR GARAGE, a rare commodity on the key, is also included. Enjoy the amazing gulf views from your private balcony or from the community pool, located on the water’s edge. Enjoy watching boaters, wildlife, dolphins, manatee, Lido Key, Bird Key, Downtown Sarasota, and memorable sunsets every night of the week! Comprised of only 22 units, Windward Passage is pet-friendly (one small pet is welcome) and is located on the north end of the key just moments to The Village. Don’t miss this opportunity to own in Windward Passage, the best kept secret on Siesta Key! A real bonus to this property is that one air-conditioner was replaced in 2022 and the second one was replaced November 30, 2023

4708 Ocean Boulevard Unit E6, Siesta Key
$1,772,000
3 Beds ⋅ 3 Baths ⋅ A4699217 MLS
What if every weekend felt like a vacation, and every vacation felt like home? Perfectly positioned just minutes from the powder-soft sands of Siesta Beach and the restaurants, boutiques, and nightlife of Siesta Key Village, yet tucked away on a quiet, oak-canopied street, 5121 Oxford Drive offers something increasingly rare: the ability to truly have it all. Whether you're searching for the ultimate family retreat, a luxury second home where lifelong memories are made, or a waterfront property with exceptional vacation rental potential, this home delivers the lifestyle buyers dream about without the compromises they dread. Forget spending months managing contractors, unexpected repairs, or costly renovations. Nearly every major component has already been upgraded, including a new deep-water dock with 10,000 lb. boat lift (2025), impact-rated Low-E sliders and doors (2025), new HVAC systems (2025), whole-home dehumidifier (2025), heated saltwater pool (2024), spa-inspired primary bath (2024), designer kitchen (2023), tankless water heater, hurricane-rated garage doors, climate-controlled garage, metal roof, and stunning Cumaru Brazilian teak wraparound balconies. Simply unpack and start living. Spend your mornings watching boats glide down the Grand Canal with coffee in hand, your afternoons cruising Sarasota Bay from your private dock just minutes away, and your evenings taking the golf cart to Siesta Village for dinner, live music, or a sunset walk on America's most celebrated beach. With 50 feet of deep-water frontage, boating isn't an occasional event—it's part of everyday life. For investors, few destinations generate year-round demand like Siesta Key, making this an exceptional opportunity to own a luxury property in one of Florida's most desirable vacation markets. For families, it's a place where children spend their days in the pool, weekends on the beach, and holidays become traditions that last for generations. This isn't simply another waterfront home. It's freedom from projects. Freedom from compromises. Freedom to enjoy the Siesta Key lifestyle the day you close. Homes that combine boating, beach access, golf cart convenience, luxury upgrades, and timeless coastal living in one complete package rarely become available. This is one of them.

5121 Oxford Drive, Siesta Key
$1,769,000
4 Beds ⋅ 4 Baths ⋅ A4583156 MLS
Step into your very own haven, nestled at the peaceful end of a Siesta Key street. This exceptional property embodies the coastal lifestyle, complete with a pool, dock, and boat lift. Just moments away, Siesta Key Village unfolds with its charming boutiques and great dining spots, inviting you to explore and indulge. This three-story residence is wonderful for entertainment, boasting an expansive great room that seamlessly merges with sliding doors onto a sprawling deck, providing captivating views of the serene canal. Upstairs, three bedrooms and three baths offer a sanctuary of comfort. On the lower level, discover a separate bonus living area with its own full bath, perfect for an in-law suite or a delightful poolside bar retreat, accompanied by a full sauna for ultimate relaxation. For boating enthusiasts, the convenience of just one bridge to the open bay is a cherished feature. Your own private paradise is here, inviting you to make it your own.

365 Avenida De Paradisio, Siesta Key
$1,761,000
3 Beds ⋅ 2 Baths ⋅ A4665924 MLS
Welcome to your Siesta Key waterfront retreat—radiant with natural light and perfectly positioned on the Grand Canal. Elevated for peace of mind and crafted for coastal living, this three-story, 3-bedroom home with den/guest room celebrates time on the water from the moment you arrive. The main level opens to a large canal-view balcony and features a bright living room with a 22 ft ceiling, a defined dining area, and a chef’s oasis kitchen anchored by a center island—offering abundant storage, wood cabinetry, stainless-steel appliances, and expansive prep surfaces for effortless entertaining. Upstairs, the private primary suite spans the top floor with an adjacent office, a generous walk-in closet, and a spacious bathroom with dual sinks, soaking tub, and walk-in shower. Sliders open to your own third-floor balcony with beautiful canal views. The ground level offers a 2-car garage plus 700 sq ft of air-conditioned flex space (not included in main living area) with sliders to the pool and boat dock—ideal for a gym, rec lounge, or entertaining space. A private elevator connects all three levels—from the garage to the main living space and top-floor suite. Outside is a boater’s dream: deep-water frontage on the Grand Canal with quick access to Roberts Bay, Sarasota Bay, and the Gulf; composite decking, a 10,000-lb lift, and a seawall with turn-backs (all new as of Nov 2021). A clever two-level dock allows easy tide-height boarding and effortless kayak launches. This elevated Grand Canal home is perfect for boating, kayaking, paddle boarding, and daily dolphin/manatee watching. Lush, mature landscaping (on an irrigation well) wraps the property in privacy. All a short bike ride or walk to Siesta Key Village dining/shopping and world-famous Siesta Beach.

4929 Oxford Drive, Siesta Key
$1,750,000
3 Beds ⋅ 3 Baths ⋅ A4684955 MLS
New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

951 Contento St., Siesta Key

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