luxury houses for sale Siesta Key, United States

Perfectly positioned along the water, this exceptional residence offers the coveted Siesta Key waterfront lifestyle-without living on the island. Tucked away on a quiet street, this contemporary home enjoys desirable southern exposure and approximately 100 feet of canal frontage with direct boating access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. Open the sliders to seamlessly extend the living spaces to a covered outdoor lounge, resort-style pool and spa, and fully equipped outdoor kitchen-all overlooking the water and creating the indoor-outdoor lifestyle Sarasota is known for. Privately positioned on the east side of the home, the primary suite is a serene retreat with oversized windows and expansive glass sliders opening directly to the waterfront pool terrace. A custom walk-in closet and spa-inspired en-suite bath complete the luxurious space. On the opposite wing, two sun-filled guest bedrooms feature generous walk-in closets and share a beautifully appointed bath. A versatile bonus or media room offers additional flexibility as a fourth bedroom, complete with its own en-suite bath and walk-in closet-ideal for guests, extended family, or a private retreat. Additional features include a dedicated study or den and a fully air-conditioned split three-car garage, with thoughtfully designed spaces throughout that balance contemporary style with everyday functionality. For those drawn to life on the water, approximately 100 feet of canal frontage provides direct boating access to Sarasota Bay and the Intracoastal, with the opportunity to create a custom dock for your boat and water toys. With no HOA restrictions, the property offers exceptional flexibility to enjoy the waterfront lifestyle on your terms. Spend your days by the pool, head out by boat to explore Sarasota Bay and the Intracoastal, and return home to breathtaking sunsets over the water from your own backyard. From this private waterfront setting, you'll also enjoy front-row views of Siesta Key's Fourth of July fireworks-bringing some of the area's most memorable coastal experiences right to your doorstep. Just minutes from Siesta Key Beach, Downtown Sarasota, and the area's premier dining, shopping, and cultural destinations-including The Bay Park, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Hall-this exceptional residence brings together contemporary design, privacy, boating access, and the best of Sarasota's coastal lifestyle.

Enjoy Sarasota's waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the outdoors. Step outside to your private pool and spacious patio overlooking the peaceful canal, perfect for relaxing, entertaining, or watching the sunset. Boaters will love the private dock and lift leading right out to the Bay with no bridge Gulf access as well. The thoughtfully designed layout blends indoor and outdoor living, making the most of the Florida lifestyle. Whether you're looking for a full-time residence, winter getaway, or investment property, this home offers comfort, convenience, and charm in one package. Located just minutes from Siesta Key Village, award-winning beaches, shopping, and dining, this canal-front retreat has it all

Imagine this, morning bike rides to Siesta Key Beach, afternoons beside your private pool, sunsets from the west-facing deck and dinner under café lights in the screened lanai. Minutes from Siesta Key, The Hollywood House offers a coastal Sarasota lifestyle from a private setting right at the end of the street in Emerald Harbor. Surrounded by tropical landscaping, this renovated four-bedroom, three-bath residence brings together indoor/outdoor living with an expansive swimming pool, fenced backyard, screened-in lanai and outdoor shower. Above the two-car garage, an elevated west-facing rooftop deck provides another place to unwind as the sun sets. Inside, mid-century character meets thoughtful updates, with vaulted ceilings, exposed beams, updated flooring, quartz kitchen with new appliances and renovated baths. The primary suite delivers one of the home's must-see details, a clawfoot bathtub beside a window overlooking the private tropical landscaping. There are so many significant improvements throughout the residence so please ask for our detailed list. Experience a home that puts beaches, outdoor living and Sarasota lifestyle just minutes from your door. Shopping, fine dining, downtown, Sarasota cultural arts, and top-rated schools and medical facilities are a short drive from home.

Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis-peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota's vibrant arts and culture scene.

A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.

One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water's edge. At the heart of the home lies a state-of-the-art culinary haven. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you'll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef's kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops-perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift-ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLSA4660300

Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025-2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

It's All About the View. Some homes are defined by their architecture. Others by their location. This one is defined by what you see the moment you walk through the front door. Tucked away at the end of one of Siesta Key's most private, tree-lined streets, this exceptional bayfront retreat enjoys nearly 180-degree panoramic views across Sarasota Bay, where endless open water, spectacular sunrises, and distant estate homes create a setting that is nothing short of mesmerizing. It is a view that changes by the hour and never gets old. Originally designed by Tollyn Twitchell, son of Sarasota architectural pioneer Ralph Twitchell, this distinctive mid-century residence embraces its architectural heritage with soaring ceilings, expansive walls of glass, and light-filled living spaces designed to celebrate the waterfront. The main residence offers two bedrooms, two baths, plus a spacious office or den, while the detached one-bedroom guest house provides the perfect private retreat for family, friends, or extended stays. With 75 feet of Sarasota Bay frontage, a newly updated dock featuring composite decking and a 13,500-pound boat lift, mornings can begin with coffee overlooking the bay before heading out for a day of boating, fishing, paddleboarding, or simply enjoying the peaceful waterfront surroundings. Tucked behind a natural mangrove shoreline, the property offers both beauty and protection while remaining just minutes from Siesta Beach, Siesta Village, and convenient access on and off the island. Whether you're searching for a peaceful island escape, an architecturally significant waterfront residence, or the perfect site to create a future dream home, opportunities like this rarely become available. Professional photography is coming soon, but the sellers couldn't wait to introduce one of Siesta Key's most captivating bayfront settings.

A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island's distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today's elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota's vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.

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.

Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef's kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner's haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota's sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota's cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key's coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef's kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota's sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key's world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It's the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property offers over 18,500 square feet of beautifully landscaped grounds, creating exceptional privacy and outdoor living that is increasingly difficult to find in this location. Hurricane-rated windows and doors, spray-foam insulation, dual HVAC systems, custom cabinetry, oak-grain flooring, plantation shutters, a chef's kitchen with GE Profile appliances, oversized island, wine cooler, and beautifully designed living spaces combine modern efficiency with timeless character. The flexible floor plan includes three bedrooms, three full baths, and a bonus cabana room overlooking the pool that also serves beautifully as a home office, guest suite, or additional living space. Multiple rooms open directly to the completely renovated resort-style pool and outdoor entertaining areas, creating seamless indoor-outdoor living. Just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach, this is an opportunity to enjoy the charm of Granada with the confidence and peace of mind of a home that has been rebuilt from the ground up.

Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality.A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality.The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience.Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency.Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.