Refine Search
Sort by
$1,250,000
3 Beds 2 Baths Somerset Cay SubDv. 34242 Zip Code
Experience the pinnacle of Siesta Key living. Relish spectacular mango sunsets and colorful sunrises from east and west-facing balconies in this fabulous three-bedroom, two-bath, 2,237-square-foot luxury waterfront condominium on south Siesta Key. With breathtaking gulf views, this rarely available residence is in one of the island’s most desirable buildings, offering privacy of single-family living with convenience of a condominium lifestyle. This stunning residence features an extended waterfront lanai accessible from the living room and bedrooms, where you can enjoy tranquil water vistas. The secure lobby elevator with restricted access leads you to your private foyer on the third floor. Inside, the home offers high ceilings, crown molding, custom wood cabinetry and oversized walk-in closets. The thoughtfully designed layout includes a gourmet kitchen, two luxurious baths and a full laundry room, ensuring every detail is tailored for comfort and convenience. Additionally, the property includes a private oversized two-car garage, providing ample space for your storage needs. The exclusive Somerset Cay community offers a resort lifestyle with amenities that include a sparkling pool and spa, a fitness center and a barbecue area for entertaining. Water enthusiasts will appreciate the kayak launch and new kayak lift, indoor kayak storage, and sailboat water access leading directly to the bay and Intracoastal Waterway with no bridges to navigate. Enjoy easy access to the Gulf of Mexico through the recently reopened Midnight Pass. With only 17 units in the building, Somerset Cay provides unparalleled privacy and tranquility. At the southern end of Siesta Key, this third-floor retreat is ideally positioned near Turtle Beach, the renowned Ophelia’s Restaurant, Turtles Bar & Grill and South Key Marina. On the key shop at South Village or Siesta Village, offering a variety of boutiques, eateries and entertainment. The free Breeze Trolley runs daily from Turtle Beach to Siesta Key Beach and Village, making stops along the way. Mainland Sarasota's vibrant cultural and dining scene, shopping and medical facilities are just minutes away. This is a rare opportunity to own a slice of paradise in one of Siesta Key’s desired communities. Whether you’re seeking a tranquil island retreat or a luxurious waterfront lifestyle, this residence offers the best of coastal living.

9122 Midnight Pass Road Unit 33, Sarasota

$950,000
3 Beds 3 Baths Paradise Island SubDv. 34242 Zip Code
This solid three-bedroom three bath pool/canal front home is located on a quiet cul-de-sac just behind Siesta Key village, and a mere 5-minute stroll to its eclectic shops, cafes, and fabulous restaurants, not to mention the world-renowned powder-white sands of Siesta Beach! Two of the bedrooms are en-suite. The living room, family room and one bedroom have access to the lanai and caged pool. Additionally, the family room features a working fireplace. There is a docking area with davits for your boat, with easy access to the intercoastal waterway and ultimately the Gulf of Mexico. In short, this is a perfect opportunity for a savvy investor or someone looking to settle down in one of Florida’s most beautiful and beloved coastal communities! The home had water intrusion from Hurricane Helene and was immediately and professionally remediated and sanitized. Renovations began but health issues forced a halt; Meet me at the property to review what changes can be made to the existing floor plan to maximize your income potential or to finish restoration to make this property your own! Typical rental income on a monthly rental in this neighborhood is $85 to 125k annually depending on whether you want to block out time for yourself. Don’t miss out on this incredible waterfront home priced near land value! Schedule your showing today!

322 Avenida De Paradisio, Sarasota

$1,115,000
4 Beds 5 Baths Siesta Properties Inc SubDv. 34242 Zip Code
Discover the potential of this property in the iconic Sanderling Club community, nestled on the desirable south end of Siesta Key. Whether you're dreaming of a new build or a restoration, this expansive lot offers endless possibilities in a prime waterfront location. The existing four-bedroom, four-and-a-half-bath residence features a two-car garage, solid block construction, durable roof, paver driveway and a pool. The interior has been stripped and is ready for your vision. While the property was affected by flooding during the hurricanes, it now presents a clean slate for creating your dream home. Located just minutes from the world-famous Siesta Key Beach and the charming village, this property is perfectly positioned to embrace island living. As part of the Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, you’ll enjoy unparalleled privacy, luxury, and access to exclusive amenities, including private beach access, a historic clubhouse, tennis and pickleball courts and a marina. Whether you choose to refurbish or start fresh with a modern coastal retreat or a luxurious family estate, this is your chance to own a piece of paradise in one of Florida's most sought-after Gulf-front communities. Don't miss this remarkable opportunity to transform this property into your personal haven! The Sanderling Club has released renderings that envision a new era for its historic clubhouse and private waterfront setting. Potential assessments are being discussed.

7618 Midnight Pass Road, Sarasota

$1,249,000
2 Beds 2 Baths Siesta Gulf View SubDv. 34242 Zip Code
Under contract-accepting backup offers. Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can enjoy both the beauty of the shoreline and the natural dune vegetation that makes this second-floor perspective feel close and connected to the beach. This floor level offers an ideal balance of easy access and elevated views: take the stairs for quick trips to the beach, pool, or parking garage, or use the elevator if preferred. No long waits, no hassle, just effortless access to every amenity. The TURNKEY FURNISHED layout includes a light-filled open kitchen with eat-in nook (perfect as a dinette or office), two spacious walk-in closets, separate laundry room, and generous storage throughout. Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping nearing completion, with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Pet lovers will appreciate that up to two small pets are welcome. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate island lifestyle. Don’t miss this opportunity to claim your piece of paradise.

420 Beach Road Unit 203, Sarasota

$925,000
3 Beds 3 Baths Sanderling Club SubDv. 34242 Zip Code
An incredible opportunity to build your dream home in the prestigious and exclusive community of Sanderling Club! Nestled on the barrier island of Siesta Key, this 3/4-acre corner lot offers enhanced privacy and is surrounded by lush tropical landscaping with serene views of Heron Lagoon. The existing 3,000 sq ft home was not remediated after Hurricane Helene and is being sold "As-Is" at land value. This private lot is zoned at RE2, and spans 31,221 sq ft, providing ample space to create your ideal luxurious estate. Sanderling Club is a true gem- this highly sought-after beachfront community is the only guard-gated, single-family neighborhood on Siesta Key, offering unparalleled privacy and luxury. Whether you envision a modern coastal retreat or a luxurious family estate, this is a rare chance to secure a piece of paradise in one of Florida's most desirable beachfront communities. Seize this remarkable opportunity and transform this piece of land into your own personal haven!

7263 Plovers Way, Sarasota

$3,270,000
2 Beds 3 Baths Sandy Hook SubDv. 34242 Zip Code
Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic restaurants, shops and wine bar. The home is situated on .52 acres with 3 ensuite bedrooms plus an office which could serve as an additional bedroom. The first floor has a 3 car garage, bonus room and a guest suite with a full bath and kitchenette. The three hole mini golf course in the backyard and large swimming pool make this a perfect house for entertaining. There is also an exterior elevator.

77 Sandy Hook Road N, Sarasota

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

749 Tropical Circle, Sarasota

$3,850,000
4 Beds 4 Baths Hidden Harbor SubDv. 34242 Zip Code
IMAGINE owning nearly 3/4 of an acre on the exquisite Sarasota Bayfront! Your imagination can become reality on the northern end of world-renowned Siesta Key! This incredible property is perfect for living the true island life that you imagine! This dream property is located in Hidden Harbor only minutes from the famous Siesta Key Village as well as the #1 Beach in the United States and is conveniently situated to enjoy all the amenities beautiful Sarasota has to offer! Spanning almost 150 feet of direct Bayfront, this estate lot provides the perfect canvas for your custom waterfront dream home! This property's generous dimensions allow for an expansive main residence, extensive landscaping and multiple outdoor living spaces. This property represents one of the rare opportunities to build a custom Bayfront estate on Siesta Key. It’s prime location, size and views make it an exceptional choice for those seeking to create their ideal Florida home. Enjoy unobstructed breathtaking views over tranquil Robert’s Bay year-round from your private beach area. You can design this precious gem to make it your own with a custom-built home designed to your specific taste or remodel the existing home to your choice of finishes and personal touches and create your ultimate island lifestyle! Don't let this piece of island paradise slip away!

1290 Hidden Harbor Way, Sarasota

$2,400,000
3 Beds 3 Baths Bay Island Shores SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concrete block home boasts a new tile roof in 2016 and offers unparalleled access to deep water and sailboat-friendly waters, making it the perfect haven for boating enthusiasts. The property, set on over a .35-acre lot, is nestled in a protected basin and features a newer dock with composite decking, complete with two boat lifts (12,000 and 4,500 pounds), installed in 2018—truly a boater’s paradise.The home’s elevated design places all living spaces on the second floor, ensuring captivating water views and privacy. A secure, walled gated entrance leads to a spacious garage area of nearly 3,000 square feet, offering abundant storage for vehicles, watercraft, outdoor equipment, just off the pool and spa. With room for multiple cars, golf carts, motorcycles, and kayaks, this area can also be transformed into a game room, home theater, fitness space, or sauna—catering to a variety of lifestyles and interests.Perfectly suited for both relaxation and entertaining, the home features high ceilings, crown molding, an elevator, and expansive living areas that flow effortlessly into the outdoors. A wraparound balcony, accessible from nearly every room, allows you to enjoy the island breeze and scenic surroundings, while multiple indoor and outdoor spaces provide plenty of room to host family and friends.Located on the desirable north end of Siesta Key, this property is just moments from the renowned Siesta Key Beach and the vibrant downtown Sarasota area. Additionally, being within the city of Sarasota, the property offers the flexibility of weekly rentals, making it an excellent investment opportunity. This exceptional home combines the best of island living with modern amenities—your coastal dream awaits.

508 Siesta Drive, Sarasota

$1,650,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
This Move-in Ready waterfront property is the epitome of tropical luxury living in the heart of Siesta Key, Florida. Just a 5-minute drive from the world-renowned Siesta Key Beach, this home offers the best of both worlds: a serene retreat tucked behind private gates and a vibrant coastal lifestyle. The grand property welcomes you with a circular driveway and lush natural surroundings. Inside, this beautifully maintained 4-bedroom, 3-bathroom, home with an office /bonus room; a canal-front home effortlessly combines comfort and coastal charm. The open-concept layout is bathed in natural light, with high ceilings enhancing the sense of space and warmth throughout. The expansive primary suite serves as your personal sanctuary, complete with a private balcony perfect for sipping morning coffee or dining al fresco as you soak in tranquil waterfront sunsets. Step into the backyard oasis, where a sparkling pool and private boat dock invite you to embrace Florida’s year-round sunshine and endless blue skies. The expansive patio and outdoor seating area provide ample space for entertaining guests or simply unwinding in this peaceful retreat. Car enthusiasts will delight in the additional detached garage, offering plenty of room for storage and prized vehicles. Located within walking distance of Out-of-Door Academy and a short drive from Sarasota’s mainland, downtown Sarasota, Sarasota Memorial Hospital, and more, this home is ideally positioned for convenience and lifestyle. Don’t miss the chance to own your slice of paradise in one of Sarasota’s most coveted neighborhoods. Life by the water has never looked better!

4820 Higel Avenue, Sarasota

$4,650,000
5 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Sarasota

$4,325,000
4 Beds 7 Baths Sarasota Beach SubDv. 34242 Zip Code
Sophisticated and sleek, this dazzling masterpiece is located along the grand canal in the heart of Siesta Key. A modern exterior will impress neighbors and onlookers with sharp lines and a refined combination of materials that blend style and durability for island living. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing chandelier. An adjacent study featuring custom metal French doors is the perfect spot to accomplish business endeavors or organize your complex family calendar. The kitchen is truly the heart of the home with attractive cabinetry, handsome hardware, paneled appliances and pristine quartz countertops that shimmer under fashionable light fixtures. Display gorgeous glassware and invent an impressive aperitif from your convenient bar area with glass-front cabinetry, floating shelves with accent lighting and a bar sink. The captivating details continue to astonish in the great room featuring soaring ceilings, innovative design details and a chandelier that radiates elegance. The best of the Florida lifestyle can be yours with seamless indoor/outdoor integration through disappearing sliders leading to your outdoor entertainment space. Grill and dine in comfort on your covered patio while enjoying the shimmering pool and generous, surrounding sun deck.  Rinse the day’s adventures away in your outdoor shower before heading inside to relax and recharge. This home offers two principal suites with equally impressive en-suite bathrooms – one on the first level with private access to the patio and the second is on the upper level. The second floor boasts a flexible loft area and two additional bedrooms each with a private bath. Ascend the circular staircase to your rooftop terrace, where you can sunbathe or star gaze from sunrise to sunset. A glass railing system around the multiple patios grants an unobstructed view of the grand canal, a 10-mile long network of shallow canals that are the playground for wading birds, manatees and dolphins. Anticipate gliding in your watercraft to Roberts Bay as this property includes a boat dock and lift, currently in permitting. Take a short walk and lounge on the world-renowned sands of Crescent beach, shop or dine at Siesta Key village, or venture a bit further to find culture, adventure and recreation along Florida’s many gulf coast cities and barrier islands. State of the art design and excellence in construction, TDI Coastal Homes constructs luxury spaces that exceed expectations and completes your lifestyle with a home that feels extravagant yet effortless.

5300 Avenida Del Mare, Sarasota

$2,200,000
5 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Prime Investment Opportunity! This exceptional property is an investor’s dream! Ideally situated just one block from Siesta Beach and two blocks from local dining, shopping, and entertainment in Siesta Village. Perfectly positioned for short and long-term rentals, this spacious home offers an incredible opportunity to host large gatherings, family reunions, or celebratory get-togethers in one of Florida’s most desirable destinations and the #1 ranked Siesta Key Beach. 452 Canal Road presents a rare opportunity to capitalize on the extra-high demand for vacation rentals. Property boasts a private pool, yard, elevator, garage and parking. With generous living space, 5 bedrooms, 3.5 bathrooms, and ample outdoor areas, this home is designed to comfortably accommodate very large groups. The expansive floor plan provides plenty of room for guests to relax and enjoy time together. The living areas flow seamlessly into the beautiful outdoor spaces, offering ideal setup for entertaining. Built with durability & long-term value in mind, the home offers an incredibly strong foundation and quality construction throughout. The property is ready for immediate use, has guaranteed bookings in 2024 and 2025, allowing flexibility for any homeowner or investor. The home at 452 Canal Road has a solid rental history with potential for even higher returns. Here is an opportunity you won’t want to miss. Whether you’re looking to generate immediate rental income or create your own personal coastal retreat…this property is a true gem. Time to make your mark on Siesta Key! Call to schedule a private showing.

452 Canal Road, Sarasota

$2,750,000
4 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Set on 110+ feet of waterfront with an impressive 11’ elevation, this exceptional 4BR/3BA, 2-story home is in beautiful condition and is perfectly located in the highly sought-after Siesta Cove neighborhood. Offering peace of mind and luxury living directly on the Intracoastal Waterway in a quiet no-wake zone, the setting is idyllic, with abundant wildlife and frequent dolphin sightings providing a daily waterfront spectacle. Upon entering, you are greeted with a grand, lofty foyer, enhancing the sense of space, with wood and travertine marble floors complementing walls of sliders that showcase breathtaking 180-degree water views and open out to the expansive outdoor entertainment area. The backyard is a true oasis, boasting a large, elevated pool, a spacious pool deck and a recently inspected seawall ready for a potential deep-water boat dock and lift—ideal for any water enthusiast. The kitchen is beautifully appointed with stone countertops, ample storage, and a built-in desk. Upstairs, the primary suite is a private sanctuary, with sliders opening to a second-story terrace that overlooks the Intracoastal Waterway with views of downtown Sarasota, custom built-in furniture and a travertine marble en-suite bath featuring dual vanities, a spa tub, and a glass walk-in shower. The additional oversized guest bedrooms are equally inviting, offering terrace access, plenty of privacy and water views. Recent updates include a new roof (2020), impact glass skylights, a hurricane-impact garage door and storm shutters. Less than one mile from the world-famous Siesta Beach, #1 in the country and moments from the vibrant shopping and dining of Siesta Key Village. The Sarasota County public school district is “A” rated! This home epitomizes refined waterfront living.

5412 Siesta Cove Drive, Sarasota

$1,100,000
2 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Your island escape awaits! Nestled on the serene Palm Island in the heart of Siesta Key and just two blocks from the iconic Siesta Key Beach, this charming pool home invites you to embrace the ultimate coastal lifestyle. Built with sturdy block construction and elevated over 10 feet, this home has withstood recent hurricanes unscathed, offering peace of mind for years to come. Sitting on nearly a quarter-acre lot, the 2-bedroom, 2-bathroom home, complete with an office or potential guest space, radiates island charm from the moment you arrive. Step through the tiled entryway and into the thoughtfully updated galley kitchen, featuring marble countertops and a convenient passthrough to the dining and living areas, making entertaining a breeze. Bamboo wood floors grace the living and dining rooms, as well as the spacious owner’s suite, while crown molding adds an elegant touch throughout. The owner’s suite is a true retreat, with double doors leading to the deck overlooking the pool, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. A split floorplan ensures privacy, with the second bedroom and nearby guest bath ideally situated for family or visitors. Outside, the tropical oasis continues with a newly installed heated pool surrounded by a pavered deck, perfect for soaking up the sun or hosting gatherings. Adding to the tranquility, a picturesque saltwater pond winds behind the home, offering a serene backdrop and a true connection to nature. A durable metal roof, hurricane impact windows replaced in 2019 and a two-year-old AC system leave you worry-free for years to come. Just a 3 minute stroll away, you’ll be able to dip your toes in the crystal-clear waters and sugar-white sands of Siesta Key Beach, America’s #1 rated beach. Just moments away, is Siesta Key Village featuring vibrant shops, boutiques and cafes, and a bustling nightlife offering something for everyone. Zoned for top-rated A schools and near Downtown Sarasota’s cultural attractions, this is the Florida lifestyle you’ve been dreaming of. Don’t miss your chance—schedule a showing today!

421 Island Circle, Sarasota

$2,600,000
4 Beds 6 Baths North Harbor Sub SubDv. 34242 Zip Code
This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay from nearly every room thanks to expansive sliding glass doors that allow for seamless indoor-outdoor living. Upon entry, the grand foyer opens to a spacious great room overlooking the heated pool and marble-tiled deck. The first floor includes a large family room with a wet bar, a pool bath, and a versatile office space that could easily serve as a fourth bedroom with an en-suite bath. A convenient full bath and laundry room near the pool add practicality to the thoughtful design. The second-floor primary suite is a tranquil retreat, complete with an en-suite bath featuring a jetted soaking tub, a separate sitting room and access to a private deck. Enjoy sunrise views, coastal breezes and serene moments while overlooking the water. A split bedroom plan ensures privacy for guests, with two additional en-suite bedrooms on the second level. The upper living room, featuring a marble-surround wood-burning fireplace, and the formal dining room add elegance and comfort to the home. The eat-in kitchen opens to an upper deck, ideal for alfresco dining with picturesque water views. Outdoor living is a highlight, with a private dock on a protected lagoon with direct access to Roberts Bay, the Intracoastal Waterway and Gulf of Mexico. The fenced yard, heated pool and spacious pool deck are ideal for entertaining or simply enjoying the serene surroundings. Close to Siesta Beach and the Village, this home also offers convenient access to downtown Sarasota's fine dining, shopping, art galleries and cultural venues. This is coastal living at its finest, luxury, convenience and charm all in one exceptional property.

1358 Roberts Bay Lane, Sarasota

$2,350,000
3 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Discover the ultimate coastal lifestyle in this elegant 3 Bed/2 Bath condo, perfectly situated on the top floor of the beachfront F building at Gulf & Bay Club with breathtaking views of Siesta Key Beach. Spanning over 2000 square feet, this corner unit has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Step inside to find sleek porcelain tile floors, recessed ceiling lighting, and an open floor plan that seamlessly blends elegance with functionality. The chef's kitchen is a showstopper, featuring stainless steel appliances, quartz countertops, solid wood cabinets with soft-close doors and drawers, a breakfast bar, a spacious island, and a dry bar with a 2-drawer beverage fridge. The beach facing windows are all impact glass, and there are remote-controlled shades on every window to complement the natural light. The spacious master suite is a private oasis with a spa-like bathroom boasting dual sinks and a stunning blue granite walk-in shower. There is plenty of storage with a linen closet and a walk-in closet with built-ins. Two additional bedrooms provide ample comfort for your guests. Additional highlights include a foyer with a coat closet and a bench seat with additional storage. You will appreciate the convenience of your own laundry room. This exceptional condo offers the perfect combination of luxury, comfort, and unbeatable coastal living. Nestled on 32 lushly landscaped acres, Gulf & Bay Club offers the ultimate resort-style living. With 800 feet of private beach, you’ll enjoy breathtaking views, serene sunsets, and direct access to your own slice of paradise. This vibrant gated complex is designed for relaxation and recreation. Amenities include 3 sparkling swimming pools, a rejuvenating indoor hot tub, several dry saunas, pickleball, tennis, basketball, racquetball, and shuffleboard courts. There are two clubhouses, a well-appointed fitness center, multiple BBQ areas, Electric Vehicle charging stations, and a car wash area. A guest suite, available exclusively for owners can be reserved for visiting family and friends. Just a short stroll or free shuttle ride to the Siesta Key Village restaurants and shops or a short drive to downtown Sarasota, this community combines tranquil coastal living with easy access to urban conveniences. Whether you’re relaxing on the beach or staying active on the courts, Gulf & Bay Club truly has something for everyone. It is more than just a home—it’s a lifestyle.

5740 Midnight Pass Road Unit 506F, Sarasota

$1,075,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the cozy breakfast nook in the kitchen. The primary bedroom has access to the lanai. The ensuite bath has dual sinks and a walk-in closet. The second bedroom could easily accommodate two full-size beds. You will appreciate the convenience of your own laundry room. I challenge you to find another property on Siesta Key with all the amenities that gated Gulf & Bay Club offers. Whether you are into pickleball, tennis, shuffleboard, basketball, racquetball, billiards, or working out in the commercial-grade fitness center, you will find it all here. Maybe a day of relaxation is called for…why not hang out by one of the three swimming pools, relax in the indoor spa, or one of the three dry saunas? There are several BBQs and picnic areas, and Wi-Fi is available throughout the complex. When you add to that a car wash area, electric car charging stations, 2 clubhouses, a guest suite, which owners can rent for up to two weeks, and 24-hour security, what more could you ask for? Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the US by TripAdvisor, with its powdery white quartz sand. This condo is being offered Turnkey Furnished. Some artwork does not convey.

5770 Midnight Pass Road Unit 705C, Sarasota

$1,125,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
INCREDIBLE OPPORTUNITY for (3) Bedroom (3) Bath Well Appointed Residence in Premier "Boutique" Community---Dolphin Bay on Siesta Key.....Multiple Outdoor Spaces; 2200 Square Feet Interior Living Spaces; Hurricane Impact Sliding Doors; Plantation Shutters; Updated Kitchen; Tile Throughout & Your Own PRIVATE GARAGE!...Enjoy Morning Coffees, Evening Cocktails, Watching Boats on the Intracoastal, or Listening to your Favorite Podcast in one of many "cozy spots" on the Extensive 45' Wrap-Around Screened Lanai. The Multiple Front Porches are Perfect for Sunset Viewing and Entertaining with Neighbors & Friends.....As an "Added Bonus" this Unit also has a Ground Floor Patio--Perfect for Grilling or Lounging after a Day of Collecting Seashells along the Powdery Quartz Sands of Top Rated Siesta Key Beach!....Dolphin Bay is a PET FRIENDLY Gated Resort Style Waterfront Community regarded for it's Serene and Private Setting---where residents have access to Har-Tru Clay Tennis Courts; Heated Pool & Spa; Fitness Center; Updated Community Clubhouse as well as the Benefits of a Pier/Dock along the Intracoastal--including a Kayak and Paddle Board Launch! ABUNDANT STORAGE THROUGHOUT. Take the Siesta Key Trolley to the Main Village for Dining, Shopping and all the Joys of Island Living!

1240 Dolphin Bay Way Unit 204, Sarasota

$4,000,000
Oyster Cove SubDv. 34242 Zip Code
Two-acre+/- lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes two contiguous buildable parcels (ID#s 0127030017 & 0127030018) which are only offered together. This unique lot with mature trees and lush landscaping includes a secluded bay offering protection of your lot and future dock from the elements as well as prying eyes. This visually stunning property has unique topography that culminates in a substantially elevated waterfront pad (be sure to watch our video). Build the mansion of your dreams with room for a pond, tennis courts, guest house(s) and caretaker’s quarters. The main residence can easily sit 500 feet from Midnight Pass Road and over 1,000 feet from the high-speed channel of Little Sarasota Bay, providing a tranquil environment to enjoy your castle. County approvals for mangrove trimming and future dock have been obtained. Include a roof-top deck to enjoy Gulf of Mexico (ocean) views and spectacular daily sunsets! Only 3 miles to world famous Siesta Key Beach with its crystal-white sands: 2 miles to Turtle Beach; and under 4 miles to the Village in North Siesta Key, all of which are accessible by the free Siesta Key Breeze Trolley which will pick you up at your driveway Sunday-Thursday 8 am to 10 pm and Friday-Saturday 8 am until midnight.

7707 Midnight Pass Road, Sarasota

$1,275,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
Just in time for the lucrative winter and spring season on Siesta Key, this stunning two bed, two bath beach condo presents an enticing opportunity to own at the incomparable Sarasota Surf & Racquet while earning income. Located in the highly sought after building Y, this spacious retreat blends coastal living and modern comfort. Located just steps from the sandy shore, life is (literally) a breeze with attractive and durable LVP flooring throughout. Inside, the open floor plan creates a bright and airy space. The kitchen is adorned with whimsy and features bright white cabinets and appliances topped with neutral stone countertops that gleam under the updated recessed lighting and crown molding detail. Whether you are cooking for two or a few, you can serve your creative cuisine at the convenient counter seating, or the dining space equipped for four. Plush furnishings create a snug sanctuary to kick up your feet and recharge. The show stopping moment is on the enclosed lanai, where the pub table and four chairs provide a perch to drink in the view swaying palms and warm waves lapping on the white sand. Neutral and calming, the owner’s suite is a peaceful retreat with an updated bath and ample storage. Host family and friends in the comfortable and generous guest quarters with an additional full bath. Sarasota Surf & Racquet offers the best of the Florida lifestyle on 13 acres of beachfront property with amenities that include two large, heated swimming pools; three tennis courts and two pickleball courts; a well-equipped fitness center; beachside and poolside barbecue grills. A top notch onsite rental service is available for your convenience!

5924 Midnight Pass Road Unit 209, Sarasota

$1,400,000
3 Beds 3 Baths Sandy Hook SubDv. 34242 Zip Code
Welcome to PARADISE on Siesta Key! Build your majestic dream home on this expansive .42 acre corner lot amidst the multi-million dollar luxury homes in this coveted Sandy Hook 42 home beach community. A 3 minute walk to your own deeded private alluring beach on the Gulf of Mexico & also a very quick stroll through the canopied streets of Sandy Hook to Siesta Key Village. Home was flooded and fully Remediated after Helene. Tear down. Value is in the land. AS-IS. The spacious fenced in lovely fresh water pool and deck area aligned with mature beautiful palms was hardly effected by the storms. The private beach with tiki hut can be reserved for owners exclusive to hold weddings, receptions and entertain for private parties. Fishing, kayaking, paddle boarding, swimming, sunbathing and watching the dolphins and manatees play are just a few of the wonderful and memory filled activities one could partake in on this astoundingly beautiful powdery quartz Siesta Beach sand on the Gulf of Mexico. Come and check out this fantastic opportunity today to be able to reside in the prominent 34242.

44 Rockwell Lane, Sarasota

$1,650,000
4 Beds 4 Baths Harmony Sub SubDv. 34242 Zip Code
THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on the canal, and solar panels that have been paid off by the owner, on over a 1/2 acre of lushiously landscaped property offers incredible upside potential for those looking to step into instant equity, with the right vision and updates. The property was renovated in 2008. This property presents a fantastic opportunity for a cash buyer ready to capitalize on the current market conditions. This CORNER LOT, POOL and CANAL home experienced flooding during hurricane Helene, but ALL REMEDIATION has been completed, providing a solid, clean slate for you to customize to your liking. The owner was able to salvage all the solid wood doors and the granite kitchen countertops and island countertop including the master dual floating vanities, which will help speed up your renovation efforts. The layout remains in tact and the metal roof is still in great condition. With it's excellent location near the village and high demand for Florida beach living this property presents a fantastic opportunity for investors or buyers looking to build equity quickly. Whether you are planning a flip, personalized renovation or to rebuild a new home, this is the perfect property for you. Don't miss out on this rare opportunity to secure a CASH-ONLY property with endless potential. Being sold AS-IS. There is also a mother in law on the property that has been remidiated as well. 1 bedroom and 1 bath.

4933 Featherbed Lane, Sarasota

$1,400,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way. While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a national treasure with visitors from all over the globe. Living on Siesta Key with THE beach just outside the front door, and a backyard pool plus dock on the canal, within comfortable proximity to the charming artsy Village scene of this enchanting island is worth serious consideration. Home was flooded during Helene. Owners had drywall taken out right away and A/C has been running. Being sold "As Is". Nothing warranted by sellers. Fabulous location only 2 blocks from Siesta Key public beach. Pool is salt water with no cage. Large dock with 20,000 lift ( also as is) overlooking Grand Canal. One bridge to bay. Rebuild or tear down and build new home. Terrific opportunity to own a piece of Siesta Key paradise. Close to the Village. Tremendous value. Previous owner replaced roof in 2015 among other improvements.

5537 Cape Leyte Drive, Sarasota

$1,425,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space, where warm Florida sunshine floods in through the wall of sliding glass doors, reflecting around the room off the mirrored wall creating a spacious feel. No detail has been overlooked in this space from the low-maintenance, oversized ceramic tile floors to the elegant crown molding. The stately kitchen, a perfect place to create your coastal inspired cuisine, has a modified footprint to permit a sizable walk-in pantry which could double as a mess kitchen or appliance pantry. As you entertain, guests will admire the handsome wood cabinets, stainless appliances, and whimsical tile backsplash. The open concept space flows through the dining area, which accommodates 6, through the comfortable living area drawing you toward the unique wall to wall glass sliders to the main attraction: the sweeping, mesmerizing views of the Gulf of Mexico. This 6th floor perch offers unobstructed sunset views and is the perfect vantage point to set your daily intentions over your morning coffee or count your blessing after a long day of Siesta Key adventures. Sneak away to your owner’s suite with more breathtaking views and a private, spa-inspired bath where self-care feels indulgent. Guest quarters have also been expanded to allow maximum comfort with two queen beds and a nicely updated four piece bath with abundant storage. In unit laundry is a convenient perk, as well as a locked owner’s cabinet nested within the primary suite closet for security while renting. Crystal Sands has undergone recent, extensive renovation and updates including reinforced balconies with raised lanai railings, a contemporary glass lift, updates to comfortable common areas, as well as refreshed landscaping and parking lot paver work. While onsite, bask on the powdered sugar beach sand with complementary beach chairs and two heated swimming pools. With an onsite management team for year round rentals, this is an exciting opportunity for the owner investor!

6300 Midnight Pass Road Unit 606, Sarasota

$2,200,000
Grand Siesta SubDv. 34242 Zip Code
Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The home is being sold furnished. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnificent views. This truly extraordinary property boasts: 10 ft. ceilings, custom window treatments, Thermador appliances, porcelain tile, hardwood flooring, granite countertops, custom cabinetry, elevator service to all floors, as well as other high-end finishes. Enjoy sweeping views of the Grand Canal & fabulous sunrises from your living area & covered porches as well as the exquisite, primary suite. A boater’s dream house…water fun is guaranteed with a private, heated, saltwater pool, dock with power & water, and a 10,000 lb. boat lift. View playful manatees, jumping fish, and colorful sea birds from the covered porches. A two-car garage is a rare feature for a beach retreat. Enjoy an early morning walk or bike ride on the beach, take a quiet kayak ride or paddle board in the canals or on the beach, watch the beautiful sunrises on your covered porch, or just relax in your private pool. Perfectly located on the Grand Canal, while just one block to the powdery, crystal sands & turquoise waters of Siesta Key Beach. You’ll love strolling to the Iconic, Siesta Village where you’ll enjoy a variety of restaurants, live music, dancing, shopping or just sipping margaritas at happy hour. It’s the perfect trifecta for location. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal sanctuary offers an unsurpassed lifestyle for anyone looking for their own piece of Island Paradise! Considered the cultural gem of Florida’s West Coast, you’ll be only 5 miles from wonderful cultural and social activities in Downtown Sarasota. You’ll fall in love with this exquisite , tranquil, Canal Front Property on Siesta Key whether it’s your winter escape, family getaway, or permanent residence. Embrace Your Beach Life! What are you waiting for?

447 Canal Road Unit 447, Sarasota

$2,100,000
3 Beds 3 Baths Terrace SubDv. 34242 Zip Code
Enjoy the beautiful expansive views of the Gulf and beach from this 3BR/2.5 bath condo that has been in the same family for 43 years. Located on the 10th floor in one of the best designed and built condos on Siesta Key. The modernist building was designed by architect Frank Folsom Smith, and was ahead of its time. Built with poured concrete and with walls of sliding glass doors in every room to take advantage of the breathtaking views and sunsets of its ideal location on the Southern end of Siesta Village. This unit was remodeled in 2023 with luxury vinyl flooring throughout. Kitchen was opened up to the living/dining areas for a free-flowing floor plan perfect for casual living and entertaining at the beach. The upper kitchen cabinets and breakfast bar are made of monkey pod, an exotic hardwood suitable for tropical climates. Counters are half inch thick porcelain. Soft closing drawers, a pantry, black Kohler sink and wine cooler make entertaining in this sun filled kitchen more enjoyable. The large living space has two walls of glass sliders leading out to open porches with incredible views of the Gulf and beach. The Primary bedroom is off the living area and has views of the Gulf, beach, Siesta Village, Lido, and downtown Sarasota. Monkey pod wood was used in all three bathrooms along with quartz counters. The other two bedrooms are in another wing with windowed walls of sliders with just as impressive of views so no overnight guest gets left out. This 17 story structure weathered the recent storms well and is a testament to how well it was designed and built, and the care of the owners over the years. The Terrace is located at the South end of Siesta Village for easy walkability to Morton's Market, shopping and restaurants. Outside rentals are limited to 2 month minimum, but the Terrace owners may rent other units in the Terrace through the owners with no restrictions on the time period. This is perfect for an overflow of family during the busy holiday season.

5400 Ocean Boulevard Unit 10-3, Sarasota