Siesta Key FL 500+ Sq. Ft. Real Estate, Homes, Condos for Sale - Ed Grabowski

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key living in this beautifully updated 2 bedroom, 2 bath condo on the 3rd floor of Sunrise Cove. Offered turnkey furnished, this inviting residence is ready for you to move right in and start enjoying the island lifestyle. Take in stunning back bay views and enjoy the unbeatable location directly across from Turtle Beach and Park, where you’ll find boat, kayak, and canoe launches, a playground, and a convenient trolley stop. Sunrise Cove offers an exceptional lineup of amenities, including two community pools, a fitness center, tennis and pickleball courts, kayak and bike storage, bayside BBQ grills, and picnic areas overlooking the water. Boat lovers will appreciate the boat slips available for rent with water and electric hookups. The community also features a full-time onsite facility manager and maintenance manager for added peace of mind. Step outside and enjoy the convenience of Turtles Pub & Café, Turtles Restaurant, and a nearby marina, all just next door. Just down the road, indulge in waterfront dining at Ophelia’s on the Bay, one of Sarasota’s most beloved dining destinations. And of course, you’re moments away from world-famous Siesta Key Beach, celebrated for its powdery quartz sand, sparkling water, and unforgettable sunsets.

9011 Midnight Pass Road Unit 329, Sarasota

$5,750,000

5 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

$800,000

4 Beds ⋅ 4 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Prime waterfront rebuild opportunity on Siesta Key. Tear-down structure on property. Selling for land value only. AS IS situation. Investor or builder's dream! High-equity potential in a neighborhood of multi-million dollar luxury estates. The existing home is heavily storm-damaged and is being sold strictly for lot value. While the existing structure has sustained significant damage from two recent hurricanes, the true value lies in the land, the location, and the limitless potential for a custom waterfront estate. AS IS seawall. Bring your architect, your builder, and your vision. Embrace the ultimate coastal lifestyle with this rare blank canvas on world-renowned Siesta Key. Nestled on a highly coveted bayside lot, this property offers breathtaking water views and access. All this just minutes from one of the best beaches in the world. Walk or drive to dinner and shopping. Half a mile south to the Stickney Point Bridge. Twenty minutes from beautiful downtown Sarasota.

7425 Midnight Pass Road, Sarasota

$1,300,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest.

801 Edgemere Lane, Sarasota

$4,000,000

2 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit #15 1-4, Sarasota

$509,000

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Sarasota

$799,900

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

Welcome to your Siesta Key beach retreat! Perfectly positioned directly across from world-famous Siesta Key Beach, this immaculate, beautifully renovated 2-bedroom, 2-bath condominium offers the ideal combination of coastal luxury and exceptional investment potential. Completely renovated in 2019, this turnkey residence features recently installed hurricane-impact windows and sliding glass doors, a beautifully updated kitchen with stone countertops and stainless-steel appliances, a remodeled master suite, updated bathrooms, all-new PVC plumbing throughout, in-unit laundry, and a bright, open floor plan designed for easy beach living. Relax on your private lanai overlooking the tranquil lake or take a short walk to the powder-soft sands and crystal-clear waters of Siesta Key Beach. A rare attached private garage with epoxy floors provides additional convenience and storage. Residents and guests enjoy outstanding community amenities, including a pavilion with grills, an outdoor shower, a heated pool, tennis and pickleball courts, and beautifully maintained tropical grounds. Investors will appreciate the short-term rental flexibility, with both on-site professional property management and self-management options available, allowing owners to maximize rental income while maintaining complete flexibility. Whether you’re searching for a full-time residence, vacation getaway, or income-producing property, this condominium checks every box. Most furnishings are negotiable, offering the opportunity to purchase a fully furnished, turnkey property and begin enjoying or renting it immediately. Located just minutes from Siesta Key Village’s popular restaurants, boutique shopping, and entertainment, this is a rare opportunity to own a move-in-ready property in one of Florida’s most sought-after beach communities.

1135 Lake House Circle Unit C115, Sarasota

$5,690,000

5 Beds ⋅ 5 Baths ⋅ Archibald Resub SubDv. ⋅ 34242 Zip Code

Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!

539 Avenida Del Norte, Sarasota

$939,000

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

The best Gulf views currently available at House of the Sun! This rarely available third-floor residence is ideally positioned on the south side of the building, offering sweeping Gulf views and an exceptional beachfront lifestyle on Siesta Key. Enjoy breathtaking sunsets from the living room and private lanai, with world-famous Siesta Beach just steps from your door. House of the Sun features 100 feet of direct beachfront and an unbeatable location just 500 feet south of the Stickney Point Bridge, providing convenient access to the mainland while remaining within very short distance of restaurants, entertainment, coffee shops, gourmet markets, boutiques, salons, postal services, and beach, sport, and boat rentals. Local favorites including Captain Curt's and Daiquiri Deck are just around the corner. The residence has been thoughtfully updated with hurricane-impact windows, a newer A/C system, fresh interior paint, and beautiful stone-look porcelain tile flooring throughout the living areas, kitchen, and bedrooms. The kitchen features stainless steel appliances, granite countertops, and a stylish backsplash. Both bathrooms have been completely renovated with marble flooring, granite vanities, new sinks, and updated finishes. Additional highlights include a newer in-unit washer and dryer, owner's storage closet, and under-building assigned parking. House of the Sun has recently completed extensive property enhancements (2024-2025), including new elevators, a new roof, renovated pool and tennis court, an updated poolside clubhouse with new fitness equipment, new gas grilling stations, refreshed outdoor seating areas, upgraded landscaping, newly painted hallways, new carpeting and lighting, and enhanced building-wide Wi-Fi. Pet-friendly for owners, House of the Sun is also recognized for one of Siesta Key's premier on-site rental programs, featuring a three-night minimum rental policy. This residence has a strong rental history, making it an outstanding opportunity for both personal enjoyment and income potential. Sale is subject to existing future rental bookings.

6518 Midnight Pass Road Unit 309, Siesta Key

$649,900

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned in the desirable "A" Building, this beautifully maintained and furnished second-floor end unit offers breathtaking panoramic views of the Gulf of Mexico from the moment you walk through the door. Natural light pours into the residence, while expansive water views create a peaceful backdrop that defines true coastal living. Offering over 1,200 square feet, this two-bedroom, two-bath residence features a desirable split-bedroom floor plan that provides comfort and privacy for both owners and guests. Thoughtfully updated over the years and offered turnkey furnished, the condo is ready to enjoy immediately while still providing the opportunity to personalize over time. Whether you're preparing dinner with the Gulf as your backdrop, enjoying your morning coffee on the lanai, or ending the day with one of Siesta Key's unforgettable sunsets, every space is designed to embrace the waterfront lifestyle. Life at Island Reef extends well beyond your front door. Begin your mornings with a walk along the private beach at Turtle Beach, spend afternoons kayaking or paddleboarding through Little Sarasota Bay, or watch dolphins play in the Gulf from the community's beachfront pool. Boating enthusiasts will appreciate the community's bayside docks with lift capability and direct access to Sarasota Bay and the Intracoastal Waterway. Residents enjoy an impressive collection of resort-style amenities, including two heated pools, private beach access, tennis and pickleball courts, shuffleboard, a fitness center, clubhouse, library, fishing pier, kayak and bike storage, beautifully landscaped walking paths, on-site management, and covered parking. Ideally located on the quieter southern end of Siesta Key, Island Reef offers a relaxed coastal atmosphere while remaining just minutes from Siesta Key Village's dining, shopping, and entertainment. Don't forget to check out the complimentary trolley that goes directly to the village!! Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this is a Rare Opportunity to own a beautifully furnished & spacious Gulf-front Condominium in Island Reef one of Siesta Key's premier Gulf-to-Bay communities, where lush tropical landscaping, resort-style amenities, private beach access and unmatched Coastal lifestyle come together harmoniously to create the perfect place to feel at Home. Call today to Book a Private Showing - these opportunities don't last long!

8764 Midnight Pass Road Unit A201, Sarasota

$5,250,000

3 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code

Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive boutique beachfront community. One of only 11 private residences, this beautifully appointed home offers an exceptional blend of spacious interiors, elevated finishes, and timeless modern elegance. Designed to maximize comfort and functionality, the open-concept floor plan is filled with natural light through floor-to-ceiling hurricane-impact glass that seamlessly connects the living spaces to expansive outdoor terraces. The chef's kitchen is thoughtfully crafted with custom cabinetry, premium Wolf and Sub-Zero appliances, and designer finishes, while the spacious great room creates the perfect setting for entertaining or simply unwinding after a day on the beach. Luxurious bedroom suites provide a private retreat, each designed with comfort and sophistication in mind. Situated on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach offers an unmatched collection of resort-style amenities, including a beachfront pool and spa, private cabanas, a fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk from Siesta Key Village, you'll enjoy boutique shopping, acclaimed restaurants, coffee shops, and live entertainment while returning home to the privacy and exclusivity of one of the island's most coveted new communities. Residence #304 offers the perfect combination of luxury, location, and exceptional design, making it an extraordinary opportunity to own at Siesta Key's newest luxury address.

70 Avenida Veneccia Unit 304, Sarasota

$6,750,000

4 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code

Introducing Residence #201 at Sunset Beach—the corner model residence at Siesta Key's newest luxury address. This professionally designed showcase home offers breathtaking Gulf views, abundant natural light, and an exceptional blend of modern coastal elegance, all within an exclusive collection of just 11 beachfront residences. Designed for both everyday living and effortless entertaining, the residence features an open-concept floor plan with floor-to-ceiling hurricane-impact glass that seamlessly connects the interior to expansive Gulf-front terraces. Every detail has been thoughtfully curated with high-end designer finishes, a custom chef's kitchen featuring Wolf and Sub-Zero appliances, and a private bar in the living area—perfect for hosting family and friends. Situated on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Ideally located, you'll enjoy the privacy of a boutique beachfront community while being just a short walk to Siesta Key Village, where charming boutiques, waterfront dining, coffee shops, and live entertainment await. Experience refined beachfront living at one of Siesta Key's most exclusive new communities. Contact us today to schedule your private tour of Residence #201.

70 Avenida Veneccia Unit 201, Sarasota

$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

$5,000

4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership interest allows you to enjoy the benefits of owning a professionally managed luxury residence without the expense, maintenance, or responsibilities associated with full-time ownership. In addition to your guaranteed fixed summer weeks on Siesta Key, the floating week offers added flexibility for another annual stay. Owners may also have opportunities to use their Hyatt Vacation Club ownership to explore other participating Hyatt Vacation Club properties, subject to Hyatt Vacation Club’s applicable exchange program, reservation procedures, point values, and availability. Set directly on the Gulf of Mexico, this expansive Siesta Key beachfront residence offers the space, comfort, and privacy of a luxury condominium combined with the services and amenities of a premier resort. The thoughtfully designed floor plan includes a spacious primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa, providing comfortable accommodations for family and guests. The residence is beautifully appointed with custom furnishings originally valued at more than $150,000, imported linens, and a fully equipped gourmet kitchen featuring premium appliances by Wolf, Sub-Zero, and Fisher & Paykel. Every detail has been carefully considered, allowing owners to arrive, settle in, and immediately begin enjoying their Siesta Key vacation. Ownership also includes access to Hyatt Vacation Club’s renowned hospitality services, including attentive front-desk and recreation staff, assistance with local activities and reservations, valet parking, and 24-hour security. Owners enjoy the lifestyle of a luxury Gulf-front condominium with resort-style services and amenities—at a fraction of the cost of purchasing and maintaining a full-time beachfront residence. This is a rare opportunity to own a summer fractional package on Siesta Key Beach, enjoy two consecutive fixed weeks each year, benefit from an additional floating week, and potentially experience other Hyatt Vacation Club destinations through the ownership program.

915 Seaside Drive Unit 613, Weeks 32-33, Sarasota

$419,000

1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Virtually Staged. COASTAL RESORT LIVING JUST MINUTES FROM SIESTA KEY BEACH! Enjoy the best of Siesta Key living in this beautifully updated and move-in-ready condominium at Harbor Towers, one of the island's most sought-after waterfront communities. Located just a short distance from the world-renowned Siesta Key Beach, this large one-bedroom, one-bath residence offers beautiful bay and intracoastal water views, exceptional amenities, and outstanding ownership value. **Recent Upgrades & Improvements:** New vinyl flooring going in week 0f 6/22/26 • NEW luxury vinyl flooring throughout • NEW air conditioning system (2026) • NEW hot water heater (2026) • Fresh interior paint • NEW window • NEW bathroom plumbing, sink and toilet • NEW main electrical panel • NEW screened lanai door • Keypad entry system • All special assessments paid • HOA fees paid through 2026 • No outstanding assessments or fees The spacious floor plan features an oversized bedroom with room for multiple sleeping arrangements, generous closet space, a full-size kitchen with refrigerator and dishwasher, keypad entry, and abundant natural light. Harbor Towers offers an impressive collection of resort-style amenities, including a heated pool and spa, fitness center, marina, fishing pier, boat slips available for lease, tennis courts, clubhouse, walking paths, grilling areas, and secured gated access. A deeded covered parking space is conveniently located near the building entrance. Ideal as a primary residence, vacation getaway, or investment opportunity. Historical rental activity reflects gross rental income of approximately $34,000 annually; future rental income may vary. Ideally situated near Siesta Key Village, residents enjoy convenient access to restaurants, shopping, entertainment, and beach access, with trolley and transportation options nearby. Experience the convenience, amenities, and coastal lifestyle that make Harbor Towers one of Siesta Key's most desirable waterfront communities. With elevator access, a practical layout, convenient amenities, and low-maintenance living, this residence offers comfort and ease of ownership. Some photos virtually staged

5855 Midnight Pass Road Unit 514, Sarasota

$849,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LOFT. A structural beam has been expertly installed to support the loft, and all ceilings have been RAISED, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood cabinetry, elegant crown molding, and solid core doors. BRAND NEW carpet installed throughout bedrooms, loft and staircase. Enjoy year-round comfort with a Newer HVAC system (2023). Looking out from your front door, take in the breathtaking Gulf views, perfect for watching gorgeous sunsets. The Gulf to Bay community offers private deeded beach access and a wealth of amenities, including two large heated swimming pools with poolside restrooms and hot water showers, shuffleboard, two heated whirlpools, two lighted tennis courts, and two pickleball courts. For fitness enthusiasts, a well-equipped fitness center awaits, along with a spacious Gulf side sun deck, beach loungers and chairs, and outdoor barbecues and picnic areas. 2 Week rental minimums for those seeking to generate some income. Additionally, enjoy the intercoastal fishing pier with a shaded viewing area, a welcoming community room, and engaging monthly community events. Don’t miss your opportunity to own this exceptional property with unparalleled amenities!

6263 Midnight Pass Road Unit 403, Sarasota

$679,000

2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!

5830 Midnight Pass Road Unit 93, Sarasota

$799,000

1 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code

Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

9000 Blind Pass Road Unit 303, Sarasota

$999,000

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to Unit 604 in the highly desirable North Tower of Whispering Sands. Perched perfectly to capture breathtaking, unobstructed direct views of the Gulf of Mexico, this spotless unit is the ultimate coastal canvas. Maintained with immaculate care, it is entirely ready for you to bring your design dreams to life with a custom remodel. Living here means embracing a premium resort lifestyle with exclusive access to a private beach featuring Siesta Key's famous powdery white sand, two heated community pools, and a clubhouse. Best of all, you can leave the car behind this prime location is just a short, leisurely stroll from the vibrant Siesta Key Village, putting all the best boutique shops, lively entertainment, and top-tier restaurants right at your fingertips.

19 Whispering Sands Drive Unit 604, Sarasota

$399,000

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless island living in this beautifully updated, TURNKEY FURNISHED , maintenance-free villa on Siesta Key. Offering two bedrooms and two full baths plus its OWN CARPORT, this renovated residence is ideally located just a very short distance from the world-famous sugary sands of Crescent Beach on beautiful Siesta Key. The stylish kitchen has been refreshed with brand new appliances, and contemporary designed cabinets that is both functional and inviting. Recent upgrades also include a new HVAC system and water heater, providing year-round comfort and peace of mind. Luxury vinyl plank flooring in all bedrooms and tile throughout the unit for that extra "Clean feel", creating a cohesive look while offering lasting durability and easy maintenance. Storm windows and energy efficient throughout ( except the sliders). WASHER AND DRYER INCLUDED! Unwind in the private screened lanai, ideal setting to enjoy the gentle Gulf breezes any time of day, enhanced with an extra storage closet for all the beach toys, not to mention a laundry closet with brand new washer and dryer to boot . Both bathrooms have been tastefully remodeled with modern finishes, completing the home's move-in-ready appeal. HOA also includes water and internet service and flood insurance. The villa is conveniently situated just steps from the community clubhouse, swimming pool, outdoor grilling area. Enjoy the convenience of nearby boutiques, restaurants, and local entertainment, all within very short distance. The complimentary Siesta Key trolley provides easy transportation to Siesta Key Village, where you'll find additional shopping, dining, and vibrant island attractions. Whether you're searching for a seasonal getaway, an income-producing investment property, or a full-time coastal residence, this exceptional villa offers the perfect opportunity to experience the relaxed Siesta Key lifestyle. Schedule your private showing today and discover everything this island paradise has in store for you.

159 Vista Hermosa Circle Unit 27B, Sarasota

$7,675,000

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, Sarasota

$859,000

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parking lot of world-famous Siesta Beach, you can easily stroll to the powdery white sands that make this area America's number one beach. Enjoy a short, breezy bike ride to the charming shops and incredible dining of Siesta Village, all without ever having to step foot on the main roads. This three-bedroom, two-and-a-half-bathroom single-family home presents an incredible opportunity to design your ideal coastal retreat. Serving as a true artist's blank canvas, the residence invites you to bring your creative vision and reimagine every room into a custom masterpiece. You will have piece of mind knowing the roof and AC are only 2 years old! The newer kitchen and updated appliances shine. The exterior boasts lush, mature landscaping with a gorgeous canopy of trees and gardens, providing a beautifully serene and shaded oasis for outdoor living. For boating enthusiasts, you are merely fifteen minutes by water to the spectacular Sarasota Bay, featuring direct Gulf access with just a single bridge. When you are ready for a change of pace, a quick fifteen-minute drive transports you to the vibrant heart of downtown Sarasota, rich with cultural and urban amenities. This is a one-of-a-kind opportunity to craft a dream home in an absolutely unbeatable location.

5451 Shadow Lawn Drive, Sarasota

$999,900

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

783 Birdsong Lane, Sarasota

$349,000

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

5683 Midnight Pass Road Unit 105, Sarasota

$480,000

3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Sarasota

$1,699,000

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. 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, Sarasota

$2,185,000

4 Beds ⋅ 4 Baths ⋅ Somerset Cove SubDv. ⋅ 34242 Zip Code

No bridges to the Intracoastal Waterway and the Gulf, a private deeded boat slip with a 10,000-pound lift, and an exceptional 720-square-foot bonus game room with a private spa make this Somerset Cove residence a rare opportunity for the discerning waterfront buyer. Located in one of Siesta Key's most sought-after gated communities, this beautifully maintained home offers the perfect blend of luxury, comfort, and effortless coastal living. Designed with both elegance and peace of mind in mind, the home has been extensively upgraded with a new roof (2024), hurricane impact windows (2020), and a new air conditioning system (2020), along with numerous additional high-end improvements throughout. Abundant storage—including ideal space for seasonal owners and northerners. Whether you're entertaining after a day on the water, unwinding in your private spa, or enjoying quick access to Sarasota Bay and the Gulf, this move-in-ready residence offers an unparalleled boating lifestyle with the quality, security, and convenience today's luxury buyers demand.

3915 Somerset Drive Unit 9, Sarasota

$695,000

2 Beds ⋅ 2 Baths ⋅ Moorings SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic views of Blind Pass, a deeded boat slip, and Turtle Beach just across the street, this is the ideal retreat for anyone who loves life on the water. Inside, the open-concept floor plan is designed to maximize the stunning views, featuring a beautifully updated kitchen with granite countertops, custom wood cabinetry, stainless steel appliances, and seamless flow into the living and dining areas. The spacious primary suite offers its own water views and direct access to the private lanai, creating the perfect spot to enjoy your morning coffee or unwind as the sun sets over the water. The guest bedroom and updated bathrooms provide comfortable accommodations for family and friends, while tile flooring throughout and an in-unit laundry room add everyday convenience. This well-maintained waterfront community offers a heated pool, covered parking, and a private storage locker. Spend your days boating, fishing, kayaking, or relaxing on the sugar-sand shores of Turtle Beach or hop on the Siesta Key trolley to explore the island's shops, restaurants, and world-famous beaches. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional waterfront property offers the true Siesta Key lifestyle.

9050 Midnight Pass Road Unit 1, Sarasota

$2,100,000

3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.

471 Island Circle, Sarasota

$1,450,000

3 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.

521 Cummings Street, Sarasota

$3,699,000

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance that defines Florida's Gulf Coast lifestyle. Offering approximately 2,341± square feet, this beautifully designed 4-bedroom, 4-bathroom residence is thoughtfully crafted to maximize natural light, indoor-outdoor living, and tranquil water views. Expansive gathering spaces flow effortlessly to the resort-style outdoor living areas, creating an inviting atmosphere for entertaining, relaxing, and enjoying the beauty of the waterfront. The heart of the home is a well-appointed kitchen that opens to spacious living and dining areas, while large windows and sliding glass doors embrace the surrounding tropical landscape and peaceful canal setting. Every room has been designed to celebrate the home's exceptional waterfront location while providing comfort, privacy, and effortless everyday living. Step outside to your own private coastal retreat featuring a screen-enclosed resort-style pool, expansive lanai, lush tropical landscaping, and a private dock with convenient boating access to Sarasota Bay and the Gulf of Mexico. Spend your mornings kayaking or paddleboarding, enjoy afternoons on the water, and end each evening poolside as spectacular Florida sunsets reflect across the canal. Located just minutes from the world-renowned white quartz sands of Siesta Key Beach, Siesta Village's award-winning restaurants, boutiques, marinas, and entertainment, as well as the acclaimed arts, shopping, dining, and cultural attractions of downtown Sarasota, this residence offers an exceptional combination of luxury, privacy, convenience, and the coveted waterfront lifestyle. Whether you are searching for a Siesta Key waterfront home, luxury waterfront real estate in Sarasota, a private dock home, Florida Gulf Coast boating property, or an elegant seasonal retreat, 412 Treasure Boat Way presents an exceptional opportunity to own in one of the nation's most desirable coastal communities. More than a residence, this is a lifestyle defined by boating, sunshine, waterfront living, and unforgettable sunsets. Welcome home. Property Highlights • Luxury waterfront residence on Siesta Key • Approximately 2,341± square feet • 4 Bedrooms | 4 Bathrooms • Private dock with boating access to Sarasota Bay and the Gulf of Mexico* • Screen-enclosed resort-style pool • Open-concept living and entertaining spaces • Tropical landscaping • Minutes to Siesta Key Beach, Siesta Village, and downtown Sarasota • Ideal for boating, fishing, paddleboarding, kayaking, and year-round coastal living Buyer should independently verify all measurements, water access, boating capabilities, dock specifications, and any restrictions to their satisfaction.

412 Treasure Boat Way, Sarasota

$625,000

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Welcome to your island retreat just steps from world-famous Siesta Key Beach. This beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, investment potential, and resort-style amenities. Whether you're searching for a seasonal getaway, full-time residence, or income-producing property, this exceptional opportunity checks every box. Thoughtfully updated, the home features a newer metal roof (2020), impact-rated windows and front door, upgraded 200-amp electrical service, a 2023 water heater, and an updated kitchen with modern cabinetry, quality countertops, and newer appliances. Offered turn-key furnished, it's ready for immediate enjoyment or rental. The first floor experienced water intrusion during Hurricane Milton. Following the storm, the owners completed professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available, providing confidence in the quality of the restoration. Nestled within the lush, tropical grounds of Aloha Kai, residents enjoy private deeded beach access to Siesta Key Beach, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, beautifully maintained landscaping, and on-site management. The community permits short-term rentals, making this an attractive opportunity for both personal enjoyment and investment income. Ideally located near Siesta Key Village, waterfront dining, shopping, boating, and all that Sarasota has to offer, this is your opportunity to own a move-in-ready beach villa in one of Florida's most desirable coastal communities. Buyer should verify all room dimensions, rental policies, and community regulations with the co-op association and management.

6020 Midnight Pass Road Unit 49, Sarasota

$2,750,000

4 Beds ⋅ 5 Baths ⋅ La Linda Terrace SubDv. ⋅ 34242 Zip Code

Experience island living at its finest in this exceptional residence within the private, gated community of La Linda on Siesta Key. Just moments from the Gulf's turquoise waters, this stunning custom home combines refined design, impressive craftsmanship, and the relaxed elegance that makes Siesta Key one of Florida's most sought-after destinations. Spanning nearly 3,800 square feet across three thoughtfully designed levels, this four-bedroom, four-and-a-half-bath home offers the perfect blend of luxury and functionality. A private elevator provides convenient access to every floor, while the oversized four-car garage offers a rare and valuable feature for island living. Furnishings are negotiable. Built to excellent standards with solid concrete block construction and impact-resistant windows and doors, this residence delivers exceptional peace of mind. Its outstanding structural design has proven its resilience through recent weather events, showcasing the quality and durability behind every detail. The interior is rich with upscale finishes and custom touches throughout. An expansive open-floor plan creates an inviting atmosphere for entertaining and everyday living, while the chef-inspired kitchen features premium appliances, quartz surfaces, custom cabinetry, and a generous island that naturally becomes the gathering place for family and guests. Walls of glass invite natural light inside and connect seamlessly to multiple outdoor living spaces, creating a true indoor-outdoor lifestyle. Each guest suite enjoys its own private bath, while the luxurious primary retreat offers spa-like amenities, spacious custom designed walk-in closets, and a private balcony perfect for enjoying gentle coastal breezes. Outside, your own private resort awaits. Relax in the fully fenced backyard by the heated pool and spa, enjoy cocktails or a cookout at the tiki bar, or challenge friends and family on the private putting green. Surrounded by lush tropical landscaping, the backyard offers an atmosphere of privacy, tranquility, and year-round enjoyment. Located just minutes from Siesta Key Village, renowned dining, boutique shopping, and the powder-soft sands of Siesta Key Beach, this remarkable home places the very best of Sarasota's coastal lifestyle at your doorstep. Whether you're seeking a full-time residence, luxury retreat, or entertainer's dream home, this property delivers an unmatched combination of location, quality, and island elegance.

6925 Bochi Circle, Sarasota

$1,559,000

2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

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

5400 Ocean Boulevard Unit 17-04, Sarasota

$1,895,000

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside East Rep Lts 18 & 19 SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin provides a peaceful, private setting for both boating and everyday waterfront living. Designed for easy indoor-outdoor living, the three-bedroom, two-bath home opens seamlessly to a private backyard retreat where a heated pool, fire pit and spacious screened lanai invite long afternoons in the Florida sunshine and evenings spent under the palms. The broad canal views create an unexpected sense of space, offering peaceful water vistas without feeling confined by neighboring homes. Whether entertaining friends or enjoying a quiet morning overlooking the water, every space feels relaxed, comfortable and unmistakably coastal. Inside, tray ceilings, plantation shutters and an abundance of natural light create a warm, welcoming atmosphere. The thoughtfully updated kitchen features solid maple cabinetry, granite countertops, premium appliances, abundant storage and a convenient pass-through window for effortless entertaining. The spacious primary suite overlooks the pool and canal, complete with a generous walk-in closet and an updated ensuite bath with dual vanities, soaking tub and separate shower. A split-bedroom floor plan offers privacy for owners and guests alike. Boaters will appreciate the Trex dock, expanded waterside paver patio, 10,000-pound lift, fish cleaning station and protected canal setting, while the fully fenced yard, hurricane shutters, oversized laundry room, paver driveway and two-car garage add everyday convenience. The home remained dry during the 2024 storms, offering valuable peace of mind. Perhaps what makes this property so special isn't simply its long list of amenities, but the life it invites. It's the kind of home where grandchildren cannonball into the pool, dogs race across the backyard, friends linger around the fire pit long after sunset, and an evening boat ride becomes part of the daily routine. For those ready to trade elevators and HOA hallways for a private dock, a backyard made for gathering and a different sense of home, this is a rare opportunity. Just minutes from our famous Siesta Beach, the lively Siesta Key Village and the vibrancy downtown Sarasota, it offers waterfront living that feels both peaceful and connected.

565 Commonwealth Place, Sarasota

$665,000

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Sarasota

$499,000

2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Sarasota

$1,450,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonderful blend of style, comfort and low-maintenance living. Set on an oversized lot in a peaceful neighborhood near the world-famous white quartz sands of Siesta Beach and the charm of Siesta Village, this move-in-ready home feels private, inviting and easy to enjoy. A handsome approach with tropical landscaping, a large circular driveway and a Brazilian wood pergola creates a welcoming first impression. Contemporary wood-and-glass entry doors open to a light-filled interior where hand-scraped wood floors, clean architectural lines and warm designer details give the home a fresh, sophisticated feel. The open great room, dining area and custom kitchen flow beautifully together for everyday living and effortless entertaining, with illuminated tray ceilings, striking wood beam accents and a stunning kitchen featuring custom cabinetry, Calcutta quartz countertops, a herringbone backsplash, stainless Viking appliances, pendant lighting and an oversized waterfall-edge island with shiplap detail and generous seating. Recent enhancements include a new built-in pantry, and a family room with a new electric fireplace and custom built-ins, creating a comfortable gathering space for quiet evenings or casual entertaining. The thoughtful floor plan includes three spacious bedrooms and two beautifully appointed baths with custom tilework and carefully selected finishes. Outdoors, lush tropical landscaping creates a private, Zen-like setting around the screened lanai and freeform pool. 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. The backyard has also been updated with no-maintenance faux grass for an attractive, easy-care outdoor space in this high and dry lot. Additional features include impact windows and sliding doors, a metal roof and generous parking. Ideally located near Siesta Key’s renowned beaches, the boutiques and dining of Siesta Village and vibrant downtown Sarasota’s cultural amenities just 15 minutes away, this stylish island residence is ready to be enjoyed.

622 Tropical Circle, Sarasota

$1,100,000

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfect Florida lifestyle. Enjoy breathtaking scenery of the Gulf from the comfort of your home while embracing the ultimate waterfront living. Gulf side has storage cabanas for your beach umbrella, chairs and bikes with secure restroom facilities just off the beachside path. For BOATING ENTHUSIASTS, this property is a RARE FIND! Easy access to the newly reopened Midnight Pass! Boat slips are just steps from your door on the Bay side. Year round moorings to the TREX dock at no charge. Convenient access to the Gulf along with free electricity and water. A floating dock or lift can also be added. Whether you're heading out for a day on the bay, enjoying sunset cruises, or simply appreciating the waterfront setting, this condo offers the perfect combination of comfort, convenience, and coastal living. Complex has two heated pools to provide the perfect spot for sunning or doing your laps. This condo was renovated to provide an open plan with IMPACT WINDOWS, UPDATED BATHS, TANKLESS HOTWATER HEATER, and IN UNIT LAUNDRY. In addition to the in unit laundry there is a laundry on all levels, elevator, full-time maintenance and onsite manager. The kitchen flows seamlessly into the dining/living combination. But the real living takes place from morning till sunset in the enclosed 14' X 8' loggia that can accommodate for cocktails, bridge, or just relaxing as the sun sets over the gulf horizon. Contiguous ceramic tile floors throughout, set diagonally add to the open feeling. Many cabinets and drawers in this kitchen with a breakfast island. Plenty of counter space covered in classic black granite. The guest room has its own ensuite bath and a Murphy Bed hidden behind a moving bookshelf should an office be needed. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach. The Siesta Key Trolley travels right by the front door 7 days a week from 10-10 and until midnight on weekends to make a trip to the Siesta Key Village easy and convenient. Unit comes furnished!

8630 Midnight Pass Road Unit 502A, Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1142 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit B, Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit A, Sarasota

$8,500,000

4 Beds ⋅ 5 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.

1280 Hidden Harbor Way, Sarasota

$1,350,000

3 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Rare Grand Canal redevelopment opportunity on Siesta Key, offered at land value. This estate-sale homesite delivers approximately 168 feet of water frontage, among the most generous on the Grand Canal, along one of the canal's widest, most open stretches, with long water views and exceptional ease of egress. Boaters enjoy quick passage to the Intracoastal Waterway and on to the Gulf, with the bridge just minutes away. On a peaceful cul-de-sac, the site pairs privacy with proximity, with a short bike ride to the powdery white sand of top-rated Siesta Key Beach. Build anew and capture full water views or renovate to your vision. While the primary value is the exceptional lot, according to the seller, water has not intruded the interior of the existing home. Sold at land value, buyer to perform all due diligence. Opportunities of this width, frontage and location on the Grand Canal are exceedingly rare.

522 Commonwealth Lane, Sarasota

$6,990,000

5 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.

4634 Higel Avenue, Sarasota

$569,000

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom, 2-bathroom villa condominium (furnishings included). Step inside to find stunning beach-oriented finishes, brand-new ceramic plank flooring, new appliances, and modern cabinets and countertops. Perfectly positioned within easy walking distance of both Crescent Beach and the world-famous Siesta Key Beach, this home lets you spend your days playing in the sand and surf and your evenings soaking in dramatic, world-class sunsets. After a long day in the sun, relax in the sparkling Vista Hermosa community pool. This villa offers premium convenience with an attached carport and a well-sized private laundry room that doubles as excellent storage for your beach chairs, toys, and fishing gear. Step outside for a brief walk to shopping and popular beach-themed restaurants, including the Daiquiri Deck and Captain Curt's. Want to explore further? Hop on the free Siesta Islander trolley for an easy ride up to Siesta Village to enjoy its endless souvenir shops and diverse breakfast, lunch, and dinner dining options. Whether you are seeking a permanent tropical retreat or a lucrative island getaway, this gorgeous villa offers the absolute best of Siesta Key living!

161 Vista Hermosa Circle Unit 26A, Sarasota

$1,600,000

2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta Village and the iconic white Quartz sands of Siesta Beach. The interior design embraces a bright, open floor plan defined by a sophisticated coastal color palette and seamless indoor-outdoor integration. At the heart of the home is the gourmet kitchen, featuring premium Cambria quartz countertops, classic farmhouse sink, and luxurious Wolf and Sub-Zero appliances. Thoughtful details include subway tile backsplash, a wine refrigerator, convenient pot filler, and custom soft-close cabinetry. Retreat to the primary bedroom suite, featuring a custom walk-in closet and an elegantly appointed en-suite bath with a granite-topped double-sink vanity and a beautifully tiled walk-in shower. Guests will enjoy total privacy in the secondary bedroom and guest bath with shower over tub. Outside, the screened lanai functions as an outdoor living room, offering views of the heated saltwater pool, integrated spa, and manicured tropical grounds, lovely in the evenings with custom outdoor lighting. Every detail has been upgraded for maximum comfort and durability, from the impact-glass windows and doors to plank tile flooring throughout, new laundry room with front-load Samsung washer & dryer and a high-efficiency tankless water heater. Boasting a proven location with income potential exceeding $100,000 per year, this property represents a rare opportunity as an excellent investment or your ideal seasonal or permanent home. No HOA! Schedule your showing today!

810 Plymouth Street, Sarasota

$525,000

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Sarasota

$699,000

2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code

Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

5600 Beach Way Dr Unit 213, Sarasota

$4,490,000

5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.

604 Norsota Way, Sarasota

$879,900

2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.

782 Birdsong Lane, Sarasota

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