luxury waterfront properties for sale Siesta Key, United States

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.

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.

Turnkey furnished and completely remodeled, this three-bedroom, two-bath pool home rests along a quiet cul-de-sac in Sarasota's established Beneva Park, with a deep lawn running back to the pond behind the property. The interior has been reworked with intent. Luxury vinyl plank and tile flooring run throughout, recessed lighting has been added room to room, and a custom navy slat accent wall anchors the living room. The kitchen runs the length of the home with soft gray cabinetry, bright quartz countertops, black stainless steel appliances, a deep single-basin sink beneath a garden window, and a built-in coffee and wine bar with a beverage cooler at the far end. The dining room opens through a wall of sliders to the lanai, with a navy brick fireplace and wood mantel as its focal point. Privacy defines the split plan. The primary suite sits on its own wing with a private bath and walk-in closet, while two guest bedrooms and a full bath occupy the opposite side of the home. Enter through the glass doors and the property opens up. An expansive screened lanai and pool enclosure spans approximately 1,500 square feet, with a custom pool at its center. Beyond it, the yard keeps going, running past mature shade trees and a paver fire pit area all the way to the water's edge. A covered carport with custom wood screening handles day-to-day parking, while the enclosed former garage now serves as climate-controlled flex space well suited to a home gym, media room, or private studio, with laundry adjacent. With no HOA, the property offers room to keep a boat, RV, or trailer on site, subject to Sarasota County code. Gulf Gate Village and the Legacy Trail are minutes away, Siesta Key Beach is a short drive, and downtown Sarasota's restaurants and galleries are close enough for a spontaneous evening out. New finishes throughout. Roof 2019, AC 2020. Offered turnkey furnished.

Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.

Direct Gulf boating access defines this contemporary waterfront residence in Sarasota's Lido Shores. Positioned at the mouth of New Pass with 143 feet of waterfront, the four-bedroom, four-bath residence spans 3,936 square feet and provides unobstructed access to the Gulf of Mexico with no bridges between the private dock and open water. Expansive living spaces, walls of sliding glass and walnut architectural details create a strong connection between the interiors and waterfront setting. The great room centers on a marble-clad linear gas fireplace, while a dedicated entertaining room features a wet bar with quartzite surfaces, illuminated shelving, an ice maker and wine refrigerator. Water views extend through the main living areas, including the formal dining room and curved-glass breakfast area overlooking the pool and New Pass. The kitchen features quartz waterfall-edge countertops, gloss white and walnut cabinetry, a five-burner Wolf gas cooktop, a Wolf steam oven, Sub-Zero refrigerator, dual paneled dishwashers and an oversized island with seating. A walk-in pantry and fully equipped butler's pantry provide additional storage, refrigeration, an oven and preparation space. Positioned along the waterfront, the first-floor primary suite opens through sliding glass doors to the outdoor living areas. The suite includes a custom walk-in closet, dressing area and spacious bath with dual vanities, a freestanding soaking tub, a private water closet and a walk-in shower with water views. An additional first-floor bedroom provides flexibility for guests or use as a private office. Upstairs, two en suite bedrooms are separated by a 414-square-foot game room with a fireplace, built-in cabinetry and beverage station. Sliding glass doors lead to a 40-foot waterfront balcony overlooking the pool and New Pass. Outdoor amenities include a covered lanai, silver travertine terrace, heated saltwater pool with raised spa, outdoor kitchen, shaded bar seating, outdoor shower and tropical hardwood waterfront deck. The private dock is equipped with a 20,000-pound boat lift, a 7,000-pound personal watercraft lift, shore power, water service, above- and below-water lighting, filet station and storage. According to the seller, significant improvements include a first-floor renovation completed in 2022, impact-rated windows and doors installed in 2021, a roof system installed in 2021 and replacement of all three air-conditioning systems in 2023 and 2024. The main living level and mechanical equipment are above the base flood elevation. Lido Shores is a waterfront community recognized for its connection to the Sarasota School of Architecture. Optional association membership provides private access to North Lido Beach. St. Armands Circle, Mote Marine Laboratory and Aquarium, Longboat Key Club and downtown Sarasota are minutes away, providing convenient access to dining, shopping, recreation and Sarasota's cultural attractions.

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler's pantry, and wet bar—an entertainer's dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area's rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate's greatest luxury is its sense of place. North Casey Key remains one of Sarasota County's most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

At the water's edge of Sandspur Lane sits one of Casey Key's best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home's structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel's expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida's most exclusive islands.

PRIVATE TROPICAL PARADISE! ELIGIBLE VETERAN BUYERS: Secure a 3.125 fixed interest rate via VA loan assumption with full substitution of entitlement. This beautifully maintained 3-bedroom, 2-bath home offers a true Florida lifestyle with exceptional outdoor living space. The panoramic nature-filled waterfront view, spectacular sunsets, oversized yard, and a true lap pool make this home anything but ordinary. The heart of the home opens directly to a backyard tropical haven. Step outside and discover your private retreat featuring beautiful resort-style landscaping, a pristine, oversized heated saltwater pool, expansive paved lanai enclosed by a premium screened cage perfect for swimming laps, entertaining friends or simply relaxing in the Florida sunshine. Inside offers a split floor plan, new interior blind lanai sliders, granite countertops, oversized island, white subway-tile backsplash, Whirlpool stainless steel appliances, and a new washer and dryer. The primary suite refreshed with an extended quartz countertop vanity, and new carpeting in the primary and guest bedroom. A 40-inch mounted TV in the guest room conveys. Additional improvements include a whole-house Culligan water softener and 3-gallon reverse-osmosis system, whole-house exterior security cameras, gutter system, upgraded digital Rain Bird irrigation system, including new, large oscillating heads and an irrigation filtration system. The curb appeal continues with a paved driveway and elegant landscaping. The two-car garage offers additional storage and convenience. A refrigerator and Gladiator storage rack in the garage convey with the home. This highly coveted boutique community features a dual dog park with benches and waste stations maintained by the HOA. The quarterly HOA fee includes Wi-Fi and Direct TV. No current assessments. Rental restrictions include a seven-month minimum rental period per year. LOCATION, LOCATION, LOCATION! Prime location to everything that makes the area desirable. Shopping, dining, entertainment, culture: University Town Center (UTC), Mote Science Education Aquarium, beautiful beaches of Lido Key, Siesta Key, and Anna Maria Island, St. Armands Circle, downtown Sarasota, Ringling Museum, Van Wezel Center for Performing Arts, Myakka River State Park and kayaking/paddleboarding at the Mangrove Tunnels. Whether you are starting the morning with a swim in your own lap pool, spending the afternoon shopping and dining at UTC, or ending the day watching the sunset, this home puts the absolute best of Sarasota at your fingertips. This is not simply a home—it's the Sarasota lifestyle you've been waiting for!

Virtually Staged. Launch your kayak! Get your fishing rod ready! Grab your lounge chair and watch the boats go by! Direct access to open water! If you love the water, this home is for you! Views, views, views! A must see. Experience coastal elegance and stunning water views in this beautifully renovated two-bedroom, two-bath villa in the active Spanish Main Yacht Club waterfront community on Longboat Key. Porcelain tile flooring flows seamlessly throughout the home, highlighting a kitchen equipped with quartz countertops, stainless steel appliances, an undermount sink, custom tile herringbone backsplash and generous cabinet space. Crown molding elevates the open living room, which leads into a large lanai framed by hurricane-grade windows and blinds that showcase views of the Bay. The primary bedroom features a walk-in closet, while both baths display custom tile tastefully outfitted that completes this custom renovation. Outside, a large patio running along back of the home offers privacy provided by natural wetlands, with Bay access nearby to launch your kayak. Community amenities include private deeded beach access directly across the street, open water access with boat slips available for a nominal lease, a community heated swimming pool and a newly refreshed clubhouse. Enjoy beautifully landscaped grounds in a convenient location just minutes from St. Armands Circle and downtown Sarasota.

Private island home for sale on Jewfish Key, Longboat Key, Florida. This 4-bedroom, 4-bath waterfront residence sits on a 1.24-acre titled lot with approximately 300 feet of water frontage and a private deep-water dock, and it is reached only by boat. It is one of just eight homes on this roughly 38-acre island at Longboat Pass. 7143 La Lenaire Drive is offered turnkey and furnished, and it is on the market for the first time in more than two decades. Reached only by boat, this private island home offers something rare on Florida's coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it's a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget. The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests. Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private. Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island. Schedule your private boat tour today.

Seeing is believing! Come see this stunning home in the gated community of Harbour Walk and you will never want to leave. Live in this model-like home and enjoy all that upscale, waterfront living offers. Harbour Walk is known for its timeless beauty and easy water access. For boating enthusiasts, this property offers exceptional access to Florida's renowned waterways. The home includes a private boat dock with a 14,000 pound boat lift up to a 35 Ft boat capacity, electric and water. On a freshwater canal and lift capabilities to the Manatee River, this residence provides a gateway to the Gulf, Terra Ceia Bay, and Tampa Bay. Whether you're setting out for a day of sport fishing, cruising to waterfront dining, or exploring the area's scenic coastlines, the navigable waters surrounding Harbour Walk make it all possible. An entertainer's dream with updated gourmet kitchen, open living space with kitchen, dining and living areas all flowing together, high ceilings and split bedroom floorplan. The home is equipped with a fully integrated whole-house 22K kw gas Generac generator, providing seamless backup power and peace of mind year-round. This spacious home provides three bedrooms, two baths, office/den which could be a fourth bedroom, dining room and breakfast nook overlooking the pool area. Other great features include Ring doorbell and cameras, whole-house water filtration system, tankless water heater with recirculation line, plantation shutters throughout, living room electric fireplace with stone surround and built-in shelves, living room tray ceiling with lighting and floor electrical outlet, and crown molding. Open the pocket door disappearing sliders to your giant screened lanai, designed with LED lighting, plus a heated saltwater pool and spa (pre-plumbed to connect to gas) with self cleaning pool sweep, no-see-um pool cage screens, plus the covered lanai provides built-in ceiling speakers, a remote controlled motorized hurricane screen and is pre-plumbed with gas connected for an outdoor kitchen. The gourmet kitchen is outfitted for culinary enthusiast with quartz countertops, wood cabinets, new GE Profile stainless steel appliances with natural gas cooktop, subway tile backsplash, island with sink and pendant lighting, and walk-in pantry with custom built shelving. The kitchen is completely open to the family room for gatherings with family and friends. The beautiful primary suite overlooks and provides a door to the pool area, and includes dual custom-built closets, ensuite bathroom with tiled roman shower, luxurious garden tub, dual sinks, private toilet room and access to the office/den. The guest bedrooms, located on the other side of the home, offers your family and friends a shared bathroom and a pocket door for privacy. The laundry room provides plenty of storage cabinets with a gas or electric dryer hookup and leads into the 2 car garage, designed with epoxy flooring and multiple ceiling storage shelves. Harbour Walk amenities include a guard gated community, tennis court, fishing dock, playground, kayak launch, walking trails and no CDD fees. Plus your internet and cable are included with your HOA fees. Perfectly located close to I-75, just 5 minutes to downtown Bradenton restaurants, shopping, Sarasota, Tampa and St. Pete. Wake up each day knowing you are living your dream in this true Florida waterfront paradise. Schedule a private showing. CLICK ON THE TOUR TO VIRTUALLY WALK THROUGH THE HOUSE.