Siesta Key Real Estate

Siesta Key Real Estate

Located in Sarasota County, Florida, Siesta Key is a vibrant and picturesque city known for its stunning beaches, lively atmosphere, and endless recreational opportunities. With a population of around 6,500 residents, Siesta Key offers a perfect blend of a small-town feel and a thriving community.

One of the main attractions of Siesta Key is its world-famous beach, which has been consistently ranked as one of the best in the United States. The powdery white sand, warm turquoise waters, and breathtaking sunsets make it a paradise for beach lovers. Whether you're looking to relax under the shade of an umbrella, take a dip in the sea, or indulge in water sports like paddleboarding and snorkeling, Siesta Key Beach has it all.

Beyond its beautiful coastline, Siesta Key offers a range of activities for residents and visitors alike. Explore the Siesta Key Village, a charming area filled with boutique shops, art galleries, and delicious dining options. From fresh seafood to international cuisine, there's something for every palate. The village also hosts regular events and festivals, adding to the vibrant atmosphere.

For nature enthusiasts, Siesta Key is home to several parks and nature preserves. Take a stroll through the serene Marie Selby Botanical Gardens or embark on a kayaking adventure in the mangrove tunnels of South Lido Nature Park. The opportunities for outdoor exploration are endless.

With its prime location near Sarasota, Siesta Key provides easy access to a wide range of cultural attractions, including museums, theaters, and art galleries. Whether you're interested in history, performing arts, or contemporary art, Sarasota has something to offer.

Whether you're looking to relocate or simply planning a vacation, Siesta Key is a city that offers a laid-back coastal lifestyle, natural beauty, and a vibrant community. Experience the charm and allure of this Florida gem for yourself.

Newest Listings in Siesta Key

$519,000
1 Beds 1 Baths Bay Oaks Estates SubDv. 34242 Zip Code
RENOVATED, MODERN AND FRESH ** LOCATED ON THE 3RD FLOOR ** ENJOY SUBSTANTIAL CASH FLOW with SHORT TERM RENTAL PROGRAM ALREADY IN PLACE, 1 WEEK RENTALS ALLOWED ** Look no further than this open and bright 1 bedroom, 1 bath condo in sought-after Bay Oaks. This unit underwent many updates just 1 year and now boasts luxury vinyl flooring, coastal paint colors throughout, modern fans, contemporary furnishings/décor, new smart TVs with top-of-the-line technologies, gorgeous stone countertops in the kitchen and stainless appliances. The AC and water heater are newer, and you will love the stackable washer/dryer (many condos on Siesta Key are not equipped with private washer/dryers). The family room provides access to a screen patio/porch with a serene setting among the cascading oaks and peek-a-boo views of the community pool. Bay Oaks is located on the intercoastal side of Siesta Key with a variety of amenities that owners and guest love including- immediate access to a heated pool, tennis courts, 2 sets of convenient elevators in Building E, walkout pier/dock into the intercoastal, an abundance of visitor parking along with a private covered parking spot. Siesta Key is world-renowned for its sugar-powdered sand, recreational amenities directly off the public beach, refreshments and soaring palms with miles of “Caribbean-esque Gulf Waters”. Watch the sunrise over the intercoastal and step across midnight pass onto the public beach for sunset… This is the life :)

6157 Midnight Pass Road Unit E23, Sarasota

$2,150,000
3 Beds 2.5 Baths Sara Sands SubDv. 34242 Zip Code
Welcome to your private, gated garden oasis nestled on boating water in the heart of Siesta Key. This luxurious residence epitomizes the quintessential Florida lifestyle, offering unparalleled tranquility and opulence. Boasting a seamless blend of indoor-outdoor living spaces, this three-bedroom, two-and-a-half-bath residence is meticulously renovated to exude elegance and comfort. Step inside to discover a haven where every detail has been carefully curated. The open-concept design effortlessly guides you from room to room, with easy-care tile flooring enhancing the sense of spaciousness. The kitchen is a culinary enthusiast's dream, featuring granite counters, custom wood cabinets, and stainless steel appliances. Picture-perfect views of the sparkling pool and lush gardens await as you prepare meals or gather with loved ones in the adjoining eating area. Entertaining is a delight in this home, with the expansive screened pool and spa serving as the focal point of outdoor gatherings. Bask in the Florida sunshine on the paver deck or seek shade under the covered lanai area—the choice is yours. Beyond the pool lies a sprawling, meticulously landscaped tropical yard that gently slopes towards the waterfront, offering a serene backdrop for relaxation or outdoor activities. Boating enthusiasts will relish the convenience of the 7,000-pound lift, providing easy access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Whether you prefer kayaking, paddle boarding, or fishing, your waterfront haven provides endless opportunities for aquatic adventures. When it's time to unwind, retreat to the primary bedroom suite, complete with a luxurious bath for ultimate relaxation. Two additional guest bedrooms, one of which doubles as an office, offer ample space for family or visitors. Indulge in the Bali-inspired guest bath with its indoor-outdoor shower, adding a touch of tropical paradise to your daily routine. Beyond the confines of your oasis, explore the world-renowned Siesta Beach, just moments away, where powder-white sands and breathtaking sunsets await. Discover the vibrant culture of Siesta Village, with its eclectic boutiques and restaurants, or venture to downtown Sarasota for a taste of urban sophistication and cultural richness. With its unparalleled location and laid-back elegance, this home offers the perfect sanctuary to embrace the carefree beach lifestyle you've always dreamed of. Don't miss your chance to make this exquisite retreat your own - and embark on a journey to waterfront luxury living on Siesta Key.

5140 Windward Avenue, Sarasota

$4,495,000
4 Beds 5 Baths Harmony Sub SubDv. 34242 Zip Code
Experience the epitome of Siesta Key living in this exquisitely crafted residence, perfectly located near Siesta Village and the renowned pristine beaches, with every conceivable amenity nearby. Nestled on a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is woven throughout the home, allowing seamless remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system throughout the home, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system for your culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own ensuite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room, and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend into the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being just steps away from the vibrant Village and the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day is a testament to the beauty of island living.

4940 Peaceable Way, Sarasota

$735,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Professional Photography Coming on Tuesday! Experience coastal luxury at its finest with this turn-key furnished, well maintained 2-bedroom, 2-bathroom condo in the prestigious Turtle Bay community on Siesta Key. Offering coveted beach access, a community pool with serene water views, convenient boat slips alongside a charming fishing dock and private garages with storage, this residence epitomizes waterfront living at its best. Step inside to discover a spacious and luminous interior, accentuated by tasteful finishes and breathtaking views of the Intercoastal Waterway. The open layout seamlessly integrates the living, dining, and kitchen areas, fostering an inviting ambiance ideal for relaxation and entertaining alike. Retreat to the master suite, boasting a walk-in closet, dual sinks, a vanity, and a generously-sized walk-in shower. The second bedroom provides ample space for guests or family members, ensuring everyone's comfort and privacy. Outside, indulge in resort-style amenities including the waterfront pool, private beach access, and available boat slips perfect for boating enthusiasts. With Siesta Key Beach just a short stroll away, enjoy endless opportunities for swimming, sunbathing, and water sports right at your doorstep. Conveniently located near the trolley stop, exploring Siesta Key's vibrant villages and their plethora of restaurants and shops is a breeze. Whether you seek a permanent residence, a vacation getaway, or an investment opportunity, this condo in Turtle Bay promises to exceed your expectations. Don't miss out on the ultimate coastal living experience – schedule your private showing today!

8735 Midnight Pass Road Unit 502B, Sarasota

$849,900
2 Beds 2 Baths La Siesta SubDv. 34242 Zip Code
Endless vacations await you in this highly desirable first floor tastefully updated condominium residence at La Siesta, across the street from world-famous Siesta Beach. This two-bedroom, two-bath corner unit features tile throughout and plenty of space for you and your guests to enjoy. From your private screened lanai, just head outdoors for a short stroll to the main entrance to Siesta Beach, which was ranked the #1 beach in the U.S. by TripAdvisor in 2020. In addition to enjoying La Siesta’s laid-back lifestyle and resort-like amenities, including lounging poolside, working out at the fitness center, and relaxing in the clubhouse, you’ll delight in Siesta Beach and its many amenities, including dining and drinks at Siesta Beach Eats, volleyball and tennis courts, playground, grilling at picnic stations and a viewing deck showcasing stunning sunsets over the Gulf of Mexico. For added convenience, La Siesta offers an on-site laundry facility and grills as well as a designated covered parking space. The community’s minimal rental restrictions attract rental prospects throughout the year, providing healthy income with bookings in place well into 2025. This unit has a rental minimum of seven days and includes a full-time on-site management team. The rental program has a great staff ready to serve your everyday needs. This lovely community is perfectly situated near restaurants and shops in Siesta Key Village and is close to Stickney Point Road for easy access on/off the island. This unit is offered turnkey furnished.

925 Beach Road Unit 112, Siesta Key

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