luxury waterfront houses for sale Longboat Key, United States

Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock-exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota's most sought-after enclaves.

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.

Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota's luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area's renowned beaches, this is a home designed for those who expect the very best.

Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities-from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite-it is the foundation for a legacy.

Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes.A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline.Located within an intimate enclave of only 13 homes along Heron Lagoon with shared neighborhood access to your private beach. This hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village. Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind.With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner.The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use.Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design.Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key.Private tours, lot walks, and builder consultations available upon request. Photos show a completed home in Indian Rocks Beach for illustration purposes only. Actual home, finishes, selections, and features may vary.

Located within the gated waterfront community of Hawk Island, 3803 Hawk Island Drive offers direct boating access, updated waterfront infrastructure, and a private canal-front setting with no fixed bridges to the Manatee River, Tampa Bay, and the Gulf of Mexico. Recent improvements include a new roof, updated boat and jet ski lifts, brand-new Monogram appliances, and a fully renovated primary bath, creating a move-in-ready waterfront property in one of Bradenton's premier boating communities. Designed around the water, the home features expansive living spaces, high ceilings, and large windows that keep the canal views connected to everyday living. The floor plan provides the scale expected in a luxury waterfront residence while maintaining a comfortable flow between gathering areas, private spaces, and outdoor living. The kitchen anchors the home and opens naturally to the surrounding living and dining areas, creating a layout that works equally well for entertaining and daily life. Throughout the residence, generous room sizes and flexible living spaces allow for a variety of uses, including dedicated office space, fitness areas, media rooms, or additional guest accommodations. Outdoor living plays a central role in the property. Multiple covered lanais, open-air terraces, a pool and spa, dedicated pool bath, and private dockage create a setting built around Florida's year-round waterfront lifestyle. Updated boat and jet ski lifts provide immediate access to the water, while the protected canal location offers convenient boating access without sacrificing privacy. The primary suite serves as a private retreat overlooking the water and is complemented by a fully renovated bath designed with clean finishes and modern functionality. Additional guest suites are thoughtfully separated throughout the home, providing comfort and privacy for family and visitors alike. Mature tropical landscaping, substantial garage space, and an expansive driveway approach contribute to the property's sense of privacy and arrival. The setting offers the security of a gated community while remaining close to the destinations that define Gulf Coast living. Located minutes from Anna Maria Island, downtown Sarasota, Lakewood Ranch, private clubs, championship golf, waterfront dining, and Gulf beaches, 3803 Hawk Island Drive combines deep-water boating access, meaningful recent improvements, and estate-scale waterfront living within one of the region's most established luxury boating communities.

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.

Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef's kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you're setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island's world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages-one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home's expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home's architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property's significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key's most exclusive homes. Positioned on one of Florida's most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida's most coveted coastal enclaves.

A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota's most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access-all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel's generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping-all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast's most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota's cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite-it is an opportunity to create a legacy property on one of Southwest Florida's most treasured barrier islands, with the Gulf at one door and the bay at the other.

Golf in the morning, take the boat out in the afternoon, and enjoy dinner at the club. That's the Waterlefe lifestyle. Waterlefe Golf & River Club is one of the few communities in the Sarasota-Manatee area where you can truly have both golf and boating, all behind the gates and just minutes from Lakewood Ranch. This home puts you right in the middle of it, with a brand-new private boat dock and lift, beautiful golf course views and a cul-de-sac location. The great room floor plan offers an open layout with plenty of space for everyday living and entertaining. Upstairs, the bonus room adds even more flexibility with a large additional bedroom, full bath and private balcony overlooking the golf course. It's a great space for guests, family or simply having extra room to spread out. The home has also had some significant recent improvements, including a brand-new roof, hurricane-rated impact windows and doors, impact hurricane screens for the lanai, updated landscaping and irrigation, a whole-house water purification system, an oversized 3-car garage, a new outdoor kitchen and an upgraded saltwater pool with a new pump and filter. The outdoor living is where this home really stands out. Enjoy the pool and outdoor kitchen overlooking the golf course, then head down to your private dock and take the boat out on the Manatee River. Having both golf and boating right outside your door is what makes Waterlefe so unique. The recently updated championship golf course offers memberships, or residents can play at discounted rates. The course was also recently named one of the Top 10 public courses in Florida. The resident-owned River Club adds another part of the Waterlefe lifestyle, with a restaurant and bar open from 7 AM to 7 PM, along with dining and social events, a heated community pool and tiki bar. Residents also have access to a kayak launch, while boat slips at the marina on the Manatee River are available for purchase. And the location is hard to beat. Waterlefe is just minutes from Lakewood Ranch, putting you close to shopping, restaurants, medical facilities and everyday conveniences, while still giving you the established feel and waterfront lifestyle of a gated community. If you're looking for golf, boating, a great location and a Florida lifestyle that is hard to duplicate, this is Waterlefe.