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$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

$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

$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

$624,900
2 Beds 2 Baths Sea Village SubDv. 34242 Zip Code
BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.

4660 Ocean Boulevard Unit Q2, Sarasota

$478,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Luxury waterfront living on Little Sarasota Bay in the highly sought-after Sunrise Cove, located on the peaceful southern end of Siesta Key. This direct bayfront, ground-floor condo offers 2 bedrooms, 2 bathrooms, in-unit laundry, and 1,233 square feet of thoughtfully designed living space with pool and expansive water views. Residents enjoy resort-style amenities including two heated pools, boat docks, tennis and pickleball courts, kayak and bike storage, and a community center featuring a fitness facility, billiards, and ping pong. Conveniently located just minutes from Turtle Beach, local dining, and the trolley stop for easy access to Siesta Beach and Siesta Village—providing the ultimate island lifestyle with boating, shopping, and dining nearby. (No flooding from the 2024 storms.)

8897 Midnight Pass Road Unit 105, Sarasota

$2,700,000
3 Beds 4 Baths Beach Residences SubDv. 34242 Zip Code
Experience luxury living at the highly-regarded Hyatt Beach Residence Club of Siesta Key! This stunning 4th-floor condominium boasts 3 bedrooms and 3.5 baths, offering incredible Gulf Views for breathtaking sunsets from your private balcony. From the moment you enter through the elegant foyer, you’ll be transported to a tropical paradise. Every detail in this home has been meticulously designed to create a sense of comfort and sophistication. The master suite is a true sanctuary, featuring a spa-like bath and private access to an outdoor terrace that overlooks the powdery quartz sand beaches of Siesta Key. The deluxe chef’s kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances, including a wine refrigerator, making it perfect for entertaining guests. Unwind at the beachfront pool, complete with private cabanas, a hot tub, and a cozy fire pit. Indulge in food and drinks at the Tiki Bar, or head straight to the beach and take advantage of the resort’s paddleboard and beach chair services. The waterfront terrace features a Ping Pong and billiards table, ensuring fun-filled days. Hyatt hospitality is renowned for its legendary concierge services, offering a front desk staff, valet parking, and 24-hour security. Electric charging stations are conveniently located on-site. NIGHTLY RENTALS are permitted, providing an excellent investment opportunity. An onsite program director is available to offer recommendations for recreational activities, and residents have access to an indulgent spa facility and fitness center featuring a steam room. The condo fee covers ALL YOUR MONTHLY EXPENSES, including cable, electric, gas, and water. Plus, enjoy complimentary breakfast each morning! Located just a short distance from Siesta Key Village, you'll find a vibrant array of shopping and dining options, making it the entertainment hub of the island. Proximity to the cultural arts of downtown Sarasota and St. Armand's Circle means even more fantastic dining and shopping experiences right at your fingertips. Don’t miss out on this extraordinary opportunity to own a piece of paradise!

915 Seaside Drive Unit 407, Sarasota

$512,500
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Welcome to Your Slice of Paradise at Sunrise Cove. It starts with the light. From the moment you step into this rarely available second-floor end unit, you're greeted by an abundance of natural sunlight and sweeping views of the bay. With almost 1,400 square feet, this is one of the largest floorplans in the entire community. Inside, you'll find tile and luxury vinyl flooring throughout, an in-unit washer and dryer, and a layout that lives large, whether you’re relaxing or entertaining. Offered turnkey furnished, it’s ready for you to drop your bags and begin enjoying the laid-back luxury of life on Siesta Key. Start your morning with coffee overlooking the bay, then head across the street to Turtle Beach for a walk in the sand or a swim in the Gulf. If you're a boater, take advantage of available dock slips just steps from your door—ideal for quick access to Sarasota Bay and beyond. Prefer a paddle? There’s also a kayak launch ready for your next adventure. Back at Sunrise Cove, the recently renovated clubhouse offers a stylish space to gather, complete with fitness center and social areas. Take a dip in one of two heated pools, meet friends for a match on the tennis or pickleball courts, and end the day with dinner at nearby favorites like Ophelia’s on the Bay or Turtle’s Restaurant, both within walking distance. With a one-month minimum rental policy, Sunrise Cove provides a rare balance of income potential and residential charm. This is the kind of place that feels like vacation but lives like home.

8977 Midnight Pass Road Unit 224, Sarasota

$650,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the highly sought-after bayside community of Turtle Bay on Siesta Key. Tucked away on the serene south end of the island, this spacious unit offers views of Little Sarasota Bay and a truly effortless coastal lifestyle. The interior features thoughtful upgrades including travertine flooring, solid-surface countertops, GE appliances, new cabinetry, a reverse osmosis system, and plantation shutters that fill the home with natural light. You’ll love the oversized hurricane-impact sliding windows in the living area and lanai, designed to frame water views and invite in those island breezes. A full-size stackable washer and dryer is conveniently located in a separate in-unit laundry/storage room—something rarely found in Siesta condos! Turtle Bay offers a host of top-tier amenities, including a heated pool, hot tub, clubhouse, grill and picnic area, lighted tennis and pickleball courts, a newly updated fishing pier, and a boat dock with slips available for just $300/year. Deeded beach access is located just across the street via the neighboring Tortuga community, allowing you to dip your toes in Siesta’s world-famous powdery white sand and take in nightly sunsets on the Gulf. Additional highlights include a private detached garage and plenty of guest parking. The community recently passed its Milestone Inspection, and the grounds are impeccably maintained. Located just minutes from Siesta Key Village, shopping, dining, and entertainment, with convenient access to the free Siesta Key trolley. Whether you’re searching for a full-time island residence, seasonal escape, or an investment opportunity, this condo is ready for its next chapter. The only reason it’s available is because the seller’s mother, who recently purchased the unit, now needs to transition into assisted living offering you a rare opportunity to enjoy all the benefits of an updated, move-in ready home in one of Siesta Key’s most cherished communities.

8735 Midnight Pass Road Unit 306B, Sarasota

$965,000
3 Beds 2 Baths Harbour Towne SubDv. 34242 Zip Code
Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures. This turnkey-furnished condo is meticulously designed for both relaxation and entertainment. The modern kitchen features stainless steel appliances, spacious panty all seamlessly connecting to the dining and living areas, where vaulted ceilings and expansive sliding doors open to the screened lanai offering stunning water views. The spacious master bedroom boasts a private ensuite bathroom with a double vanity, updated to reflect ease of use with access to the large walk-in closet. The second bedroom and bath is conveniently located on the first floor along with the washer and dryer. The lofted third bedroom includes an expansive additional living area. An adjoining oversized storage space presents an ideal opportunity for a creative studio, or additional living area. The property includes a one-car garage and an additional assigned parking space, accommodating guests or a second vehicle. The deeded boat slip/lift can accommodate a 25-foot boat with no bridges to the bay, making it a haven for boating enthusiasts. Harbour Towne is a gated community of just 50 waterfront units, featuring exceptional amenities such as a heated pool, hot tub, tennis/pickleball courts, clubhouse, and a covered picnic area with grills. With the vibrant Siesta Key Village nearby and downtown Sarasota’s restaurants, theaters, and cultural attractions just 15 minutes away, this condo offers both a tranquil retreat and a gateway to local excitement. Don’t miss the chance to make this Siesta Key paradise your own.

1271 Dockside Place Unit 215, Sarasota

$687,500
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Discover the ultimate beach getaway and investment opportunity! This 2 bedroom 2 bath condo located across from Siesta Key beach offers a generous split-bedroom and bi-level layout. Featuring high ceilings, a large light-filled eat-in kitchen, separate dining and living room areas and a spacious balcony overlooking the serene lake. The master bedroom suite also opens onto a balcony and includes an en-suite bathroom with ample closets and a dressing area. This unit boasts great bones and is ready for someone to make it their own. Located in one of the few communities that allow weekly rentals, it makes for fantastic investment potential, or a perfect place to call home. The central location on Siesta Key is unbeatable, and with your own garage, beach parking will never be a concern again. Simply load your beach cart and enjoy the breathtaking sunsets. Our House at the Beach is a well-maintained complex with a heated swimming pool, two tennis courts, pavilion, grilling area, and on-site rental management. Just minutes from Siesta Key Village where you can explore a variety of restaurants and shops. This unit is not only a perfect beach escape but also a smart investment opportunity.

1077 Lake House Circle Unit C201, Sarasota