Siesta Key Real Estate

Luxury Homes for Sale in Siesta Key, FL

Welcome to your dedicated resource for luxury homes for sale in Siesta Key, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Siesta Key, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the luxury properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Luxury Homes for Sale in Siesta Key, FL

$3,990,000
6 Beds ⋅ 6 Baths ⋅ A4702434 MLS
Six fully renovated, individually rentable units come together in this turnkey Siesta Key investment property, currently operating as an established vacation rental just steps from the world-famous shores of Siesta Key Beach. Offered fully furnished, the property presents a unique opportunity to acquire an established income-producing property with six private one-bedroom, one-bath units in one of the island’s most desirable locations. Each unit features a full kitchen, open-concept living and dining area, spacious king bedroom, and stylish coastal finishes. Completely renovated throughout, the property offers bright, inviting interiors with beautifully appointed kitchens and baths and a cohesive design across all six units. At the heart of the property, a beautifully landscaped brick-paver courtyard provides an inviting shared outdoor space with lounge areas, outdoor dining, gas grills, and lush tropical landscaping. Onsite laundry and designated parking add further convenience for owners and visitors alike. The location further enhances the property’s rental appeal, with Siesta Key Beach just steps away and Siesta Key Village within walking distance. Visitors can easily enjoy award-winning beaches, locally owned restaurants, boutique shopping, live entertainment, and everything that makes Siesta Key one of the Gulf Coast’s premier destinations. Combining six renovated and furnished units, an established vacation rental operation, and an exceptional location near both the beach and Village, this property offers a compelling opportunity for investors seeking a turnkey income-producing property on Siesta Key. Rental performance history, income, and rental data are available.

104 Avenida Veneccia Unit 171, Siesta Key
$3,950,000
4 Beds ⋅ 5 Baths ⋅ A4690268 MLS
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Siesta Key
$3,800,000
4 Beds ⋅ 5 Baths ⋅ TB8540940 MLS
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

5531 Calle Del Verano, Siesta Key
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