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

$3,500,000
Siesta Beach House SubDv. 34242 Zip Code
Investors, Developers, Vacation Rental Operators, Event Venue Owners, Family Compound Seekers… unlock the potential of this rarely available beachside opportunity on world-renowned Siesta Key! With significant high-end development in progress on Windsong Lane, we welcome you to what is well on its way to becoming one of the most coveted streets on Siesta. Existing quadplex with private gated & deeded beach access, currently a short term rental, has generated over $350K gross revenue in the past 12 months. Surrounded by luxury new builds (pictured in photos), current RMF-3 zoning has no rental minimums and allows for construction of 3 new units... OR utilize/ improve the existing 4 units for multigenerational living, a family compound, wedding venue, corporate retreat, event space – so many possibilities. Currently sleeps 30 people. Beautifully landscaped lot with heated + cooled pool, abundant pavered parking, outdoor meeting space, al fresco dining areas, multiple patios and balconies. Priced below recent appraisal, as first floor is currently demo’d and ready for renovation. Located on a secluded street with trolley stop convenience, offering easy access to both ends of the key. With redevelopment potential and luxurious living, embrace the opportunity to own a piece of paradise and make your mark on this exceptional property. Please call owner directly for more info and your private showing.

1135 Windsong Lane, Sarasota

$3,500,000
Siesta Beach House SubDv. 34242 Zip Code
Investors, Developers, Vacation Rental Operators, Event Venue Owners, Family Compound Seekers… unlock the potential of this rarely available beachside opportunity on world-renowned Siesta Key! With significant high-end development in progress on Windsong Lane, we welcome you to what is well on its way to becoming one of the most coveted streets on Siesta. Existing quadplex with private gated & deeded beach access, currently a short term rental, has generated over $350K gross revenue in the past 12 months. Surrounded by luxury new builds (pictured in photos), current RMF-3 zoning has no rental minimums and allows for construction of 3 new units... OR utilize/ improve the existing 4 units for multigenerational living, a family compound, wedding venue, corporate retreat, event space – so many possibilities. Currently sleeps 30 people. Beautifully landscaped lot with heated + cooled pool, abundant pavered parking, outdoor meeting space, al fresco dining areas, multiple patios and balconies. Priced below recent appraisal, as first floor is currently demo’d and ready for renovation. Located on a secluded street with trolley stop convenience, offering easy access to both ends of the key. With redevelopment potential and luxurious living, embrace the opportunity to own a piece of paradise and make your mark on this exceptional property. Please call owner directly for more info and your private showing.

1135 Windsong Lane, Sarasota

$3,500,000
9 Beds 7 Baths Siesta Beach House SubDv. 34242 Zip Code
Investors, Developers, Vacation Rental Operators, Event Venue Owners, Family Compound Seekers… unlock the potential of this rarely available beachside opportunity on world-renowned Siesta Key! With significant high-end development in progress on Windsong Lane, we welcome you to what is well on its way to becoming one of the most coveted streets on Siesta. Existing quadplex with private gated & deeded beach access, currently a short term rental, has generated over $350K gross revenue in the past 12 months. Surrounded by luxury new builds (pictured in photos), current RMF-3 zoning has no rental minimums and allows for construction of 3 new units... OR utilize/ improve the existing 4 units for multigenerational living, a family compound, wedding venue, corporate retreat, event space – so many possibilities. Currently sleeps 30 people. Beautifully landscaped lot with heated + cooled pool, abundant pavered parking, outdoor meeting space, al fresco dining areas, multiple patios and balconies. Priced below recent appraisal, as first floor is currently demo’d and ready for renovation. Located on a secluded street with trolley stop convenience, offering easy access to both ends of the key. With redevelopment potential and luxurious living, embrace the opportunity to own a piece of paradise and make your mark on this exceptional property. Please call owner directly for more info and your private showing.

1135 Windsong Lane, Sarasota

$685,000
2 Beds 1.5 Baths Polynesian Gardens SubDv. 34242 Zip Code
Welcome to your dream retreat! This delightful 2-bedroom, 1.5-bathroom furnished villa is nestled in the sought-after Polynesian Gardens community on beautiful Siesta Key. Just a 12-minute walk to the pristine sands of Crescent Beach, this home offers the perfect blend of relaxation and convenience. Step inside and be greeted by an open and airy living space, complemented by modern updates throughout. The kitchen boasts sleek stainless steel appliances, making meal preparation a pleasure. The spacious master bedroom features private access to a stunning outdoor patio that spans the length of the home—ideal for morning coffee or evening cocktails. The second bedroom provides ample space for guests or a home office. The updated full bathroom adds a touch of luxury with a soaking tub and rain shower, as well as dual sinks. Enjoy dinner al fresco on the patio with a table for 4 and BBQ grill. Outside, the Polynesian Gardens community offers a wealth of amenities, including a heated swimming pool for year-round enjoyment, a vibrant community clubhouse with regular social events, and a fishing pier perfect for a relaxing afternoon by the water. World famous Siesta Key beach & Village are just a short ride away, either by bike or the complimentary Frog Hop trolley. Whether you're seeking a full-time residence, a seasonal getaway, or a rental to add to your portfolio, this villa is a true gem. Don't miss your chance to own a piece of paradise in Polynesian Gardens, Siesta Key!

1125 N Moonmist Court Unit L5, Sarasota

$6,995,000
4 Beds 4.5 Baths Bay Island SubDv. 34242 Zip Code
Welcome to Casa Bianca, a spectacular Siesta Key bayfront estate offering breathtaking views and deepwater boating minutes to the Gulf of Mexico and Sarasota Bay. This is a rare opportunity to own one of the most iconic properties in Sarasota with dockage on Big Pass. Nestled behind a privacy wall and surrounded by spectacular, colorful gardens, this waterfront oasis offers a serene retreat. By day and night, savor the stunning skyline views of the Ringling Bridge, Bird Key, Lido Key, and downtown Sarasota across the bay. This 18,250-square-foot property is located on Bay Island, the gateway to Siesta Key, on one of Sarasota's most coveted streets. The first living level is elevated nearly 18 feet; the residence boasts panoramic water views from nearly every room. The spacious, open floor plan features soaring ceilings, seamlessly flowing from the bayfront gathering area to the kitchen, dining room, and family room. Entertain guests in style with a full custom bar. The private office is equipped with a desk and built-ins, perfect for the busy executive working from home. Large, covered terraces on two levels provide ideal spaces for entertaining, dining al fresco, or relaxing. Marble floors and custom railings enhance the luxurious ambiance of this special residence. Access the upper level via a gracious staircase or the three-stop elevator to the expansive primary suite, offering breathtaking views, a dressing room, and a sumptuous bath. Three additional bedroom suites with full baths ensure privacy for overnight guests. The expansive pool area epitomizes outdoor living. With one of the area's largest deepwater docks (rebuilt in 2024), a boat lift, and a jet-ski lift, there is ample space for water toys and quick access to the Gulf and Sarasota Bay. The 1,100-square-foot garage provides abundant space for vehicles and storage. The property offers endless opportunities for connecting with nature through boating, paddle boarding, snorkeling, windsurfing, and fishing, all from your private oasis. Discover dolphins, manatees, and an array of fish and waterfowl. In the evening, savor colorful sunsets and sparkling views of downtown Sarasota, Lido Key, and Bird Key. Arguably one of the best locations on the island and in all of Sarasota, this highly desirable North Siesta Key location is minutes away from the world-famous powdery white sands of Siesta Key Beach and the crystal azure waters of Siesta Key. The quaint shops and alfresco dining spots of Siesta Village are just minutes away, while the vibrant allure of downtown Sarasota is just across the north bridge. Considered the cultural gem of Florida’s west coast, Sarasota offers abundant urban, cultural, and social activities, including fine dining, a world-renowned art museum, galleries, ballet, symphony, opera, theater, and numerous charitable events. Convenient to Sarasota Bradenton International Airport, private aviation, and multiple golf courses, with easy access to Tampa, Naples, and Miami, Casa Bianca represents the epitome of luxury waterfront living.

931 Norsota Way, Sarasota

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