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$1,200,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Luxury Coastal Contemporary Home all on the first floor with no stairs anywere...This 3 Bedroom Pool Home on Siesta Key offers an Oversized Primary Bedroom with a ensuite bathroom, large roll in shower, Two custom closests, seperate den/workout room looking over the heated pool. Two additional oversized Bedrooms one with a King bedroom set and the other with a Queen and two twins which sleeps 4 or can be modified to a king bedroom also Custom closets and smart tv's. Beautifully appointed and fully turnkey furnished, this exceptional residence features an open and inviting floor plan with designer finishes, spacious living areas, and a fully equipped kitchen with stainless steel appliances. Step outside to your own private tropical paradise, complete with a sparkling pool, outdoor covered dinnig and a Grill area, lush landscaping, and a beautifully maintained backyard designed for relaxing or entertaining. Whether you're enjoying your morning coffee by the pool or hosting friends for an evening under the stars, this outdoor space is truly spectacular. Additional features include a 2-car garage,outdoor shower, in-home laundry, ample storage,a second french door refrigerator with a cafe ice maker and everything needed for year-round living. Ideally located just minutes from Siesta Key's world-famous beaches, fine dining, shopping, marinas, and downtown Sarasota, this home offers the ultimate Florida lifestyle. Luxury at its best—this exceptional Siesta Key home offers the perfect opportunity to enjoy year-round island living in one of Florida's most desirable locations. A must see!

734 Birdsong Lane, Sarasota
$1,725,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Completely remodeled in 2025, this exceptional end-unit waterfront townhome on the quiet south end of Siesta Key offers spectacular panoramic water views and breathtaking sunrises with direct access to the Intracoastal Waterway and no fixed bridges to the Gulf. Boating enthusiasts will appreciate close Gulf access through the newly reopened Midnight Pass. Located in Siesta Bayside South, an exclusive six-unit waterfront community, this is one of only two residences without a shared common wall, offering enhanced privacy. Three levels provide three distinct water perspectives — from the backyard waterfront setting, to the main living balcony, and from the private primary suite lanai — each capturing beautiful, ever-changing views of the Jim Neville Marine Preserve. The thoughtfully redesigned interior features all-new appliances including washer and dryer, upgraded lighting throughout, a whole-house water purification system, water softener (2023), central vacuum system, and spa-inspired bathrooms with rain shower heads and handheld sprays. The main living area opens to an oversized screened balcony ideal for entertaining, while the primary suite features a private 18’ x 10’ screened lanai. Boaters will appreciate the private dock with 10,000-lb lift, deep water, and new docks currently being installed. Additional amenities include a waterfront community pool and direct access from the ground-level screened lanai — perfect for grilling and relaxed waterfront living. The oversized two-car garage offers generous storage for water toys and beach gear. Most furnishings are available under separate agreement, offering the opportunity for a turnkey transition. Just ½ mile from Turtle Beach, this pet-friendly community allows 3-month minimum rentals, making it ideal as a primary residence, second home, or investment. A rare opportunity to own a fully renovated, private waterfront residence in one of Siesta Key’s most serene locations.

9211 Midnight Pass Road Unit 6, Sarasota
$1,550,000
5 Beds ⋅ 4 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
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, Sarasota
$2,395,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
The Fastest Open-Water Access Available on Siesta Key Under $2.5 Million Less than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75 x 3 of dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key. Why spend 30–45 minutes idling through canals when you can be in Sarasota Bay in under 3 minutes? Positioned on one of Siesta Key’s premier deep-water canals, this exceptional waterfront residence offers the rare combination of protected dockage and near-immediate access to open water. For boaters who value time on the water, this location is difficult to replicate at any price point. Designed with larger vessels in mind, the property features approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, and four 50-amp shore power connections. Whether you’re heading offshore, cruising the Intracoastal, or enjoying a sunset cruise across Sarasota Bay, this home delivers a level of boating convenience that few waterfront properties can match. Boater Highlights?• Less than 3 minutes to Sarasota Bay?• Approximately 95 feet of waterfront?• 75-foot dock?• Four 50-amp shore power connections?• 200-amp dock service?• Deep-water canal location?• Protected dockage with quick open-water access Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking gas appliances, custom cabinetry, and expansive waterfront views. The spacious living areas flow seamlessly into the kitchen and entertaining spaces, creating an ideal environment for both everyday living and hosting guests. The private primary suite serves as a luxurious retreat, complete with an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower, and direct outdoor access. An additional flexible space offers the opportunity to create a fourth bedroom, private guest suite, office, or media room. Outdoor living is centered around the waterfront lifestyle. Enjoy a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower, and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank, and valuable dry storage space. Originally introduced at $2,690,000 and now offered at $2,450,000, this property represents one of the strongest values currently available for buyers seeking deep-water dockage, exceptional boating access, and luxury waterfront living on Siesta Key. Luxury yacht available separately.

4508 Woodside Road, Sarasota
$1,510,000
4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
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, Sarasota
$2,713,000
5 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.

910 Siesta Key Place, Sarasota
$1,680,000
4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

940 Siesta Key Place, Sarasota
$975,000
4 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Virtually Staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.

630 Venice Lane, Sarasota
$762,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

4894 Oxford Drive, Sarasota
$975,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Sarasota
$630,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land purchase with a house on this HUGE 18,000 sq feet lot that can be enjoyed or rented. Easy to see call today.

753 Tropical Circle, Sarasota
$685,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Beautiful Siesta Key location

630 Venice Lane, Sarasota
$815,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters, Bosch dishwasher, Viking cooktop & Frigidaire double wall oven. Hurricane shutters throughout. Solar panels for the pool. This home shows light & bright with 4 skylights. A wall of glass doors leads to wood deck. Huge master suite has separate sitting area. Large screened pool with solar heat. Florida friendly landscaping for low maintenance. Located in the private community of Siesta Bayside Waterside South. This home has been professionally staged. Make this Island Oasis your own!

710 Birdsong Lane, Sarasota
$1,700,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Fantastic location Island-style home with boat lift.

868 Siesta Key Circle, Sarasota
$3,180,000
3 Beds ⋅ 4 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a bonus room, providing plenty of room for both relaxation and entertainment. Step outside and experience true Florida living with a screen-enclosed lanai, a private saltwater pool/spa, stunning views of the saltwater canal with south facing exposure. The chef’s kitchen is equipped with top-of-the-line Wolf, SubZero, and Dove appliances, perfect for culinary enthusiasts. The luxurious master suite offers dual walk-in closets and a spa-like bath, while each guest room features an en suite bath for ultimate privacy and comfort. New Seawall and not too far from world renowned Siesta Key beach. Seamlessly transition between indoor and outdoor living with the great room's pocketing glass sliders that open to the lanai. Additional features include a 3-car garage with an epoxy floor, impact Low-E windows and doors, a tankless water heater, and professional landscaping, enhancing both style and functionality. A paver brick driveway and tongue-and-groove wood ceiling on the lanai further elevate the home's elegance. Located just minutes from Crescent Beach and Siesta Village, this home offers the ultimate in waterfront living and access to the vibrant Siesta Key lifestyle. Don’t miss the opportunity to own this incredible home—where modern design and luxurious living come together in perfect harmony!

616 Mangrove Point Road, Siesta Key
$3,100,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications, including impact windows, sliders, doors, and high elevation. Nestled on an oversized waterfront parcel, this home welcomes you with lush landscaping, a pavered driveway, and a spacious three-car garage equipped with an electrical car charging receptacle. Step inside the nearly 2,600-square-foot interior to discover a sprawling great room layout, with its gourmet kitchen, open dining, and living area all adorned with Italian Argento travertine flooring that extends onto the outdoor terrace, creating a seamless indoor-outdoor living experience. The chef’s kitchen is a culinary dream, featuring quartz countertops, a 10’ island with extra thick quartz countertop, high-end Miele appliances including a built-in coffee station and natural gas cooktop, custom Irpinia cabinetry, designer lighting, and two pantries for ample storage. Pocketing sliding glass doors in the living/dining room bring the outdoor spaces inside, while a gas fireplace adds warmth and ambiance. Convenient electric shades offer effortless control of light and privacy, and the main living space easily converts to a home theater with its hidden, remote-controlled projector and screen. Retreat to the luxurious owners' suite, where Caribbean-inspired styling meets modern comfort. Wood floors, tray ceilings, and disappearing corner sliders create a serene atmosphere, while a walk-in closet spanning 16-feet, with custom built-ins, offers abundant storage. The accompanying spa-like bath features double sinks with LED motion sensor vanity mirrors, a water closet with bidet, and a walk-in shower designed for relaxation. The adjacent office provides a convenient workspace. Two additional bedrooms and inspired quartz bathrooms ensure comfort for guests or family members. Step outside to discover an outdoor paradise, complete with private canal views, a summer kitchen, dining and lounge areas, a heated pool with sun shelf and spa, built-in fire pit, outdoor shower, newer dock with Trex decking, and a 6,000-pound boat lift, ideal for exploring Siesta Key’s sparkling waterways. Located within walking distance to Out of Door Academy and moments away from Siesta Key beach, this home offers luxury, convenience, and island living. Siesta Key's vibrant community boasts its own nearby Village with shopping, parks, and family-friendly activities. Just minutes away, downtown Sarasota beckons with its array of activities, fine dining, and shopping options.

601 Lotus Lane, Sarasota
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
A tropical outdoor oasis. No flood or hurricane damage, according to the owner. Stunningly renovated four-bedroom, 2.5-bath Siesta Key pool home on nearly half an acre in a favorite community on the island. Step inside this beautifully renovated concrete block home, where classic charm meets modern convenience. On almost half an acre, beyond the pivot-door entry, the heart of the home boasts an open, functional layout and fabulous contemporary island kitchen with a gorgeous, reclaimed oak center island, handmade tile backsplash, quartz counters, coordinating reclaimed oak open shelving and abundant storage plus a pantry storage wall. Expansive impact glass windows and generous-sized rooms fill the space with natural light. Enjoy easy transitions from the living areas to the private, tropical outdoor spaces, ideal for relaxing or entertaining. This spacious 2,598 air-conditioned square-foot residence features a fabulous primary bedroom suite and spa-styled bath, three additional bedrooms, 2.5 baths and oversized open-concept living areas designed for seamless indoor-outdoor living. The flexible floor plan allows for one of the bedrooms to be converted to a home office or den. The large, screened lanai leads to a private backyard offering a serene retreat, complemented by a large paver deck and recently renovated pool, ideal for enjoying Florida's year-round balmy weather. This home is a rare find with a full interior laundry room, a two-car garage, ample storage and plenty of outdoor space. This is a special offering as the contractor/owner designed this renovation for his family. You’ll find many other upgrades not listed. For your peace of mind, the 2023 renovation includes new kitchen and appliances, new baths, air conditioning and ductwork, water heater, upgraded water pipes and sewer line, renovated pool, new pool heater, pump and filter, paver driveway and pool deck. Beyond your retreat, the home is ideally near world-renowned white sands of Siesta Beach and charming Siesta Village, offering a low-maintenance coastal lifestyle that must be experienced to be appreciated. Seize the opportunity to make this stunning property yours, where luxury living meets the tranquility of Siesta Key. Minutes by car to downtown Sarasota’s vibrant arts, entertainment and dining venues.

749 Tropical Circle, Sarasota
$601,050
2 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
The epitome of Siesta Key charm. Old Florida oaks provide shade and epitomize Sarasota character on this large 8,869 sqft LOT. Birdsong Lane is a quiet and friendly neighborhood just minutes away from Siesta Key Village and minutes from world-famous Siesta Key Beach. The block construction home with POOL features a fantastic, versatile floorplan with 2 bedrooms PLUS DEN, 2 bathrooms; 2 large dining room options and 2 spacious living/family room options. A third bedroom can easily be added. A gorgeous screened-in pool is nestled amongst tropical foliage in the private fenced-in yard. ** Hurricane Helene caused water intrusion for the first time since the home was built. This resulted in damage to the carpets, lower drywall, appliances and cabinetry. No further damage was caused by hurricane Milton. The property will be sold in AS-IS condition and is priced to reflect its current condition. **

734 Birdsong Lane, Sarasota
$3,025,000
5 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Sarasota
$4,700,000
4 Beds ⋅ 6 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to a brand-new coastal masterpiece that redefines luxury living on world-renowned Siesta Key. Designed with both sophistication and comfort in mind, this waterfront retreat blends timeless architecture with modern amenities, all just moments from Siesta Village and the powdery sands of Siesta Beach. Inside, soaring ceilings and walls of glass bathe the home in natural light, while light wood floors bring warmth and elegance throughout. The heart of the home is a double-island chef’s kitchen, complete with premium appliances, custom cabinetry, and a generous walk-in pantry—perfect for both intimate family meals and grand entertaining. This residence offers four en suite bedrooms, including two primary suites (one upstairs and one downstairs), providing flexibility and privacy for family or guests. An additional private office and 600± SF of unfinished space above the garage present endless possibilities for customization. Seamlessly integrated indoor and outdoor living spaces create a true resort-style atmosphere. Step outside to enjoy multiple balconies, a pool and spa overlooking the water, a fully equipped outdoor kitchen, and a dedicated pool bath. For the boating enthusiast, this property features two boat lifts and quick access—just five minutes by water to the open bay. The location at the end of a quiet dead-end street ensures both serenity and privacy, with the added bonus of no homes directly across the canal, offering wide and peaceful views. This is more than a home; it’s a statement of waterfront luxury and the perfect canvas for your Siesta Key lifestyle. Days on market shows from pre construction. Certificate of occupancy issued September 2025.

4544 Woodside Road, Sarasota
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Awesome opportunity to own on the island. Less than 1 mile to the world famous, Siesta Key Beach. This quiet, friendly, cul de sac neighborhood home is waiting for you to come in and make your own. This 4 bedroom, 3 bath home is perfect for entertaining with its large great room and oversized lanai with tiki bar. Plenty of covered outdoor space and heated pool can be enjoyed year round. Inside features include a newly painted split floor plan, open concept, and interior laundry room. Conveniently close to Siesta Key Village, world famous Siesta Beach & nightlife.

718 Birdsong Lane, Sarasota
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
**New Stainless Steel Kitchen Appliances Installed** Welcome to your oasis at the end of Midnight Pass! Nestled along the shores of Little Sarasota Bay and the Jim Neville marine Preserve, this meticulously maintained 3-bedroom, 2.5-bathroom condo/townhouse offers a waterfront lifestyle beyond compare. One of the standout features of this residence is its proximity to Turtle Beach and Midnight Pass, making it a true gem for beach lovers. Revel in the luxury of walking distance to the sandy shores, where sunsets and sea breezes await. Your own deeded boat dock adds an extra layer of convenience for those seeking the ultimate coastal lifestyle. Step into luxury with a freshly painted interior and an inviting open floor plan that seamlessly connects living spaces. Tray ceilings adorned with crown molding grace the bedrooms, adding a touch of elegance to each private retreat. The central vac system ensures convenience in maintenance, while plantation shutters enhance the ambiance with a touch of coastal charm. Electric hurricane shutters on all sliding doors provide peace of mind, allowing you to effortlessly secure your home. Enjoy the serenity of enclosed lanais on both the main living area and the primary bedroom, offering tranquil spaces to relax and take in the stunning views. This waterfront haven goes above and beyond with its private dock featuring a lift, allowing you to easily access the bay for a day of boating or fishing. An outdoor shower adds a touch of convenience after a day spent on the water. Don't miss the opportunity to make this exquisite waterfront property your own – a retreat where every day feels like a vacation. Welcome home to paradise!

9207 Midnight Pass Road Unit 4, Sarasota
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
LOCATION,Condition, and Setting on North End of Siesta Key- Both driving on/ off the island and a Boaters dream; 13,000 lb lift for your boat, updated dock, protected 110ft ONE HUNDRED and TEN FEET of protected CANAL FRONT north end Siesta Key, easy deep-water access connects to Grand Canal with one 14-foot bridge clearance to intracoastal waterways and beyond in just a few minutes. This captivating Siesta Key waterfront pool home is on a premium lot, nestled on a serene cul-de-sac. Siesta Key Village shopping, dining and entertainment along with world-famous Siesta Key beach just a short stroll away. The split floorplan provides space and privacy between you and guests. The living room, great room and kitchen are in the heart of the house. The kitchen has solid cabinetry and granite countertops, inviting culinary creations. High-top pass-through bar set up for dining, perfect for entertainment. The primary suite has walk in closet and en-suite bathroom with walk-in shower and dual shower heads, soaking tub, unwind and rejuvenate after a day of exploring the waterways. Step out double glass doors to the pool from your primary suite bonus room /flex space/ den/ fitness room -you decide. Venturing outdoors, discover an expansive patio area for alfresco dining under the newly installed electric pergola perfect for entertaining, canal front with occasional marine life sightings, borders the sparkling pool surrounded by mature lush landscape. Entertaining is easy here, offering a seamless blend of indoor and outdoor living, perfect for hosting memorable gatherings. A spacious backyard area, with ample space for sun-soaked relaxation while the updated docks with lifts for boats and kayaks invite leisurely cruises along the Intracoastal Waterways. Some improvements on home, two AC units, updated docks, lighting, irrigation system throughout, new lined sewer lines, new landscaping with down and up lighting, new paver sidewalks surrounding the entire home, hot water tank, new garage and front door, new pool pump and heater pool deck resurfaced, outdoor kitchen, epoxy garage floor, solar heater for pool. The Florida waterfront lifestyle you have been waiting for has arrived. It's time for more Vitamin SEA and enjoy the famous blue crystalline waters bordering the barrier island of Siesta Key. Downtown Sarasota has dining, shopping, galleries, theater, and opera all just 15-minute drive away! You can have it all!

638 Waterside Way, Sarasota
$3,540,000
4 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT! This gorgeous island paradise is sure to be another award-winner from notable home builder Allegra Homes. The coveted sailboat water location allows for quick and easy boating access to the IntraCoastal Waterway and the Gulf of Mexico. This 4 bedroom, 4.5 bath home has been perfectly designed with extraordinary thought and precision. Easily described as elegantly comfortable, the open family room provides a wonderful space for personal relaxation or a great spot for special gatherings with built-in entertainment center, two-story ceiling, linear electric fireplace with stone surround, and wall of sliders opening up to a vast covered outdoor living area. Next to the family room is an incredible chef-styled kitchen with large center island, Cambria quartz countertops, SubZero refrigerator and wine cooler, ASKO quiet series dishwasher, Wolf 36” cooktop and oven, drop-down microwave, and walk-in pantry. The spacious main level owner’s wing is a delightful oasis and set completely on one side of the house for the utmost in privacy. Its spa-influenced bath feels grand with a free-standing tub, stunning walk-in tiled shower with rain head, private water closet and double vanities. The huge bonus room features corner sliders which can open up the room to become part of the covered outdoor living room with a complete cook center. With a backdrop of lush landscaping beautifully lit at night, the rear of the house is all about the tropical lifestyle with lots of covered square footage and a gas heated pool/spa. The media room with wet bar is upstairs as are 3 bedrooms (2 are en suite) and a balcony overlooking the main level below. Additional highlights include 3-car garage, elevator shaft, tankless gas water heater, 240-gallon propane tank, brick paver driveway and entry, 3-zone A/C, 5” cove molding, European oak flooring, covered front entry, Moen and Kohler fixtures, bedroom closets are walk-in and shelved, and irrigation system with well. Just a short distance away is worldrenowned Crescent Beach and quaint Siesta Village with an impressive selection of shops and restaurants. There’s nothing much better than living in an amazing new home on the picturesque Florida waterfront. NO bridges to the open bay.

722 Siesta Key Circle, Sarasota
$1,325,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
SELLER SAYS' "BRING ME AN OFFER". Breathtaking views await from this waterfront paradise on serene South Siesta Key. Your home is located on a deep-water channel that leads directly to the intracoastal waterway. Delight in the spectacular marine views and the Jim Neville Marine Preserve from all levels of this free-standing waterfront home. Watch dolphins and manatees from your living room, bedroom or from one of three screened lanais. Walk out to your private boat dock with a 10,000-pound lift or relax by the waterfront community pool. With full views of the Preserve, see bald eagles, osprey, great blue herons, and plenty of jumping fish. Use the community kayak and paddleboard launch to explore the mangroves and preserve. Welcome to Siesta Bayside South – a six-unit condo complex nestled at the quiet end of Siesta Key. Your townhome has 3 bedrooms and 2 ½ baths. There is an oversized screened balcony off the living room for indoor-outdoor living. Wake up in the main bedroom with your private 18’ x 10’ screened lanai to watch the sun rise over the water. All bedrooms have tray ceilings and ceiling fans. This fantastic property is being sold with most furniture. A 25’ Harris Kayot Legend deck boat is also available. Your home comes with an oversized two car garage with walk-out to a third screened lanai that is perfect for grilling and accessing the pool and dock. The garage has plenty of storage for all your water toys. Turtle Beach is located just ½ mile away. There is 3-month minimum rental period and pets are welcome here. With deep water and no fixed bridges to the Gulf of Mexico, this property is perfect for enjoying Siesta Key’s outdoor life.

9211 Midnight Pass Road Unit 6, Sarasota