luxury houses with terrace for sale Longboat Key, United States

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey's Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home's open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico-a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level-one currently used as a study-share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey's Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club's championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota's renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach-bringing together boating, beach access, and the best of Sarasota's coastal lifestyle.

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don't miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

Welcome to an extraordinary waterfront retreat in the exclusive gated enclave of Harbour Landings Estates, where timeless elegance meets effortless coastal living. Perfectly positioned on deep sailboat water, this exceptional John Cannon custom residence offers a rare opportunity to enjoy direct access to Palma Sola Bay, the Gulf of Mexico, and the pristine beaches of Florida's Gulf Coast. Designed to embrace the ultimate waterfront lifestyle, the outdoor living spaces are nothing short of spectacular. Relax beside the sparkling saltwater pool surrounded by an expansive travertine deck, or unwind while taking in serene open-water views overlooking your private dock, complete with a 10,000-pound boat lift, all nestled within a protected basin just steps from your back door. The covered lanai is equally well-appointed, featuring a convenient propane outlet for your outdoor grill, making alfresco dining and entertaining effortless year-round. Built with exceptional craftsmanship and lasting peace of mind, this residence features PGT impact-rated windows, a whole-house generator powered by a 500-gallon propane tank, and an oversized three-car garage offering abundant space for vehicles, storage, and recreational equipment. Having sustained no damage from the recent storms, this home delivers both luxury and confidence in equal measure. Inside, sophisticated design and impeccable attention to detail are showcased throughout. Soaring ceilings, custom built-ins, and refined architectural details create an atmosphere of understated elegance. The thoughtfully designed floor plan offers three spacious bedrooms, a private executive office, and a versatile bonus room, providing flexibility for both everyday living and entertaining. A stylish dry bar with a wine refrigerator elevates the entertaining experience, while the well-appointed laundry room includes a convenient fold-away ironing station that maximizes functionality without sacrificing space. Premium finishes throughout reflect the exceptional quality expected of a luxury residence. As a resident of Harbour Landings Estates, you'll enjoy the convenience of maintenance-free living with lawn care included in the HOA, allowing you to spend more time boating, relaxing, and enjoying the exceptional waterfront lifestyle. Ideally located just minutes from world-renowned Gulf beaches, waterfront dining, shopping, and all the finest amenities the Gulf Coast has to offer, this remarkable residence embodies the very best of luxury coastal living.

Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef's kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness studio, while a private elevator provides effortless access to all levels. Outdoor living is elevated to perfection with expansive Gulf-front balconies, a large entertaining deck, and a private heated pool and spa-all designed to capture the breathtaking panoramic water views. Additional features include an outdoor shower and an oversized 4-car garage. Built with both luxury and performance in mind, this property is projected to generate over $800,000 annually in rental income, making it a true monster investment opportunity. Owners will also have access to full-service home care and rental management through Vunique Vacations, offering a seamless, turnkey ownership experience. Enjoy the ultimate island lifestyle-use it when you want, and let it produce exceptional income while you're away. This is more than a home-it's a Gulf-front legacy property with forever views.

Your slice of waterfront paradise awaits in the exclusive gated boating community of Hawks Harbor in Bradenton. This rare deep-water enclave of just 54 custom-built homes is one of the area's best-kept secrets, offering direct access to Sarasota Bay and the Gulf of Mexico with no fixed bridges-an exceptional opportunity for avid boaters and waterfront enthusiasts. Perfectly positioned on a tranquil canal, this stunning three-bedroom, three-bath residence offers 2,978 square feet of thoughtfully designed living space, complemented by an extraordinary 1,900+ square feet of garage space. With room for up to six vehicles, plus boats, golf carts, paddleboards, fishing gear, and other recreational toys, this oversized garage is a dream for collectors, hobbyists, and outdoor adventurers alike. Built for lasting beauty and peace of mind with three levels of concrete block construction and a heavy-gauge metal roof, the home seamlessly blends timeless coastal architecture with modern functionality. A lighted pathway leads to your private dock, featuring water and electric service, a 10,000-pound boat lift with newer motors, and a custom fish-cleaning station designed for three anglers-perfect for preparing the day's catch after exploring the pristine waters of the Bay and Gulf. Inside, soaring ceilings, expansive windows, Travertine flooring, and elegant stone surfaces create a light-filled atmosphere that celebrates the waterfront setting. The chef-designed kitchen offers exceptional workspace, storage, and flow, making it equally suited for entertaining guests or preparing intimate meals at home. French doors throughout the residence open to multiple outdoor living areas, creating a seamless connection between indoor comfort and the natural beauty beyond. Outdoor spaces span three levels and include two covered terraces on the main living floor, a heated pool and sun deck below, and a private third-floor balcony overlooking the water. The primary suite serves as a true retreat, offering a romantic sanctuary elevated among lush tropical landscaping. Wake each morning to serene views of swaying palms and vibrant greenery, then step onto your private balcony to enjoy breathtaking sunrises, gentle coastal breezes, and panoramic water vistas. This peaceful haven perfectly captures the essence of luxury waterfront living. A spacious loft with a Murphy bed provides flexible accommodations for guests, a home office, or an additional lounge area. The great room features a ventless natural gas fireplace, adding warmth and ambiance to gatherings year-round. Additional conveniences include a chair lift from the ground level to the main living area, ideal for transporting groceries, luggage, heavy items, or assisting guests. Recent updates include soffits, gutters, and air conditioning for added peace of mind. Ideally situated between downtown Sarasota and downtown Bradenton, Hawks Harbor offers convenient access to Sarasota-Bradenton International Airport, IMG Academy, St. Armands Circle, acclaimed dining and shopping destinations, renowned arts and entertainment venues, and the world-famous beaches of Siesta Key, Lido Key, and Anna Maria Island-many of which can even be reached by boat. Experience the very best of Southwest Florida waterfront living and discover the unmatched lifestyle that awaits at this exceptional Hawks Harbor residence.

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of scale, location, and boating capability, crafted for those seeking a refined Gulf Coast lifestyle at the highest level. Set on an expansive 18,043-square-foot corner homesite, the property features an impressive 135 feet of deep-water canal frontage, with the ability to accommodate multiple lifts (up to three) and a substantial vessel. This level of frontage and flexibility is increasingly rare, even among premier waterfront estates. Spanning 5,689 square feet under air, the residence is thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. The home includes 5 bedrooms, a bonus room or office, 5.5 bathrooms, and a 4-car garage. Soaring ceilings and expansive glass openings create a bright, open environment with seamless indoor-outdoor transitions, complemented by refined, designer-level finishes and a private elevator servicing all levels. The chef's kitchen is executed with top-tier appliances, clean architectural lines, and a level of detail rarely seen in spec construction. A full-scale butler's pantry, complete with its own stove, provides exceptional functionality and allows for seamless entertaining while keeping the main kitchen pristine. The primary suite is designed as a true retreat, featuring separate his-and-her bathrooms and a fully integrated wellness experience, including a sauna and steam room, bringing a spa-level environment into daily living. Every element has been carefully curated to deliver comfort, functionality, and a sense of understated luxury throughout. Outdoor living is equally compelling, with a resort-style pool and spa, along with a fully equipped outdoor kitchen, covered dining, and lounge areas. These spaces are perfectly positioned to capture the tranquility of the waterfront setting while embracing Florida's year-round coastal climate. Opportunities of this caliber, combining substantial frontage, strong boating capability, a wellness-driven design, and a premier Harbor Section address are increasingly limited. 1600 Harbor Sound Drive presents a compelling offering for the discerning buyer seeking a newly built waterfront estate in one of Sarasota's most prestigious enclaves.

On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home's inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

Welcome to 2175 Avenue A, Bradenton Beach, Florida A Luxury Island Estate Designed for Generational Memories & Investment Returns Step into the pinnacle of coastal elegance with this magnificent 10-bedroom, 12-bath luxury estate, nestled just steps from Bradenton Beach on coveted Anna Maria Island. Built in 2022, this turnkey coastal compound offers the perfect blend of refined relaxation and high-end amenities, making it ideal for luxury vacation rentals, multi-family getaways, or premium short-term rental investment. With sleeping space for 23 guests, new designer furnishings, and resort-style features, this stunning property checks every box for the discerning investor seeking both lifestyle and ROI. An established rental estate with a return clientele and a healthy ROI for any seasoned investor, this is a proven performer in one of Florida's most desirable coastal markets. Investor Highlights: 3-minute walk to Bradenton Beach - Prime proximity to one of Florida's most beloved beaches 10 spacious bedrooms | 12 modern bathrooms Sleeps up to 23 guests - Ideal for large family reunions or group rentals 8 king suites, 2 twin beds, and a full/full bunk - All with ensuite bathrooms Heated private pool & spa + outdoor bar, grill, and patio dining Rooftop deck with panoramic Gulf & Bay views - Ideal for sunsets and evening gatherings Game-ready backyard with putting green, ping pong, and foosball Steps to Bridge Street, dining, shopping, and marina - all walkable or bikeable Property Features: Every detail in this estate has been thoughtfully curated for upscale beach living: Bright, multi-level layout with expansive balconies and water views Open-concept great room, oversized TV, and seating for groups Gourmet kitchen with quartz island, premium appliances, and plenty of space for entertaining 11 spa-inspired bathrooms with sleek finishes, walk-in showers, and designer details Private suites throughout ensure comfort and privacy for every guest Outdoor Living at Its Finest: The tropical backyard is a private oasis: Heated pool with spillover spa Outdoor dining, grill, and lounge area Custom putting green and games for all ages Rooftop deck with 360 views of Gulf waters and the island skyline Why Investors Love 2175 Avenue A: High rental income potential in a top-tier vacation rental market Established rental estate with proven performance and return clientele New construction = minimal maintenance Ideal for 1031 exchange buyers, portfolio diversification, or luxury Airbnb investor Located in one of Florida's strongest coastal markets, with year-round demand Zoned and designed for maximum occupancy and revenue optimization 2175 Avenue A isn't just a home-it's a rare investment opportunity on Anna Maria Island, combining luxurious design, unbeatable location, and outstanding rental appeal. Whether you're looking to expand your luxury rental portfolio, secure a premium vacation home with income potential, or enter Florida's elite coastal market, this estate delivers on all fronts.

The Jewel of Flamingo Cay. Experience over 3,000 square feet of refined waterfront living, perfectly positioned to capture breathtaking sunset views. This exceptional residence offers 4 bedrooms, 2 bathrooms, a private den/office, and a versatile bonus room, providing flexible space for both everyday living and entertaining. Designed for the boating enthusiast, this saltwater canal property offers direct access to open water with no fixed bridges, a 150-foot private seawall, and a 12,000-lb boat lift-allowing you to be on plane just moments after leaving your dock. The home has been tastefully updated with high-end finishes, including Italian Lube cabinetry, Miele appliances, Hunter Douglas window treatments, and premium countertops and flooring, creating a sophisticated yet comfortable coastal atmosphere. Multiple outdoor living spaces, including open and covered decks and a private balcony off the primary suite, overlook the heated pool and tranquil bayou, offering the perfect setting for relaxation or entertaining. The outdoor experience is enhanced with a fireplace, travertine patios, and lush tropical landscaping, all fully fenced for privacy. Nature lovers will appreciate the ability to kayak or paddleboard directly to the 600+ acre Robinson Preserve in minutes, while dolphins and manatees frequently visit the waters just beyond your backyard. Ideally located, Flamingo Cay offers quick access by boat or car to waterfront dining, marinas, and the world-renowned beaches of Anna Maria Island. Additional highlights include a 2021 roof and both AC systems, along with the rare benefit of over 3,000 square feet within one of the area's most sought-after canal communities. Flamingo Cay features a voluntary HOA. This is a rare opportunity to own a spacious waterfront retreat in one of West Bradenton's most desirable boating communities. Come experience the lifestyle that makes Flamingo Cay such a special place to call home.

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space. Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views-an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living. Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike. Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences. Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico. Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota. Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.

Just completed and ready for immediate occupancy! Discover refined island living in this newly built coastal contemporary residence by Modus Builders, recognized as the 2025 Home of the Year. Nestled in the heart of Holmes Beach, this exceptional four-bedroom, 3.5-bath home showcases modern architecture, superior craftsmanship and an unbeatable setting only three blocks to the beach and five blocks to dining and shopping. Constructed with exceptional attention to detail, the home features an elevator, impact-rated glass, a durable metal roof and upscale finishes throughout, offering both elegance and lasting durability. Outside, enjoy your own secluded tropical oasis complete with a heated pool and spa, expansive covered lounge area and a fully equipped summer kitchen designed for effortless year-round enjoyment. The rooftop deck and upper level provide breathtaking sunrise views over the mangrove preserve along with glowing sunsets across the Gulf. Conveniently located near IMG Academy, pristine Gulf beaches, Publix and beloved local destinations including Toasted Mango Café, Duffys Tavern, Bridge Street and The Beach House, this home offers the perfect balance of luxury and accessibility. Situated within a monthly rental zone, the property provides enhanced tranquility and privacy without the frequent turnover associated with weekly rental areas. This newly completed coastal sanctuary presents a rare opportunity to own in one of Holmes Beach's most sought-after locations and enjoy the island lifestyle. Further reinforcing the home's value, the property recently appraised at $3.1 million in connection with the seller's bank financing and is currently offered at $2.85 million. This newly completed coastal sanctuary presents a rare opportunity to own in one of Holmes Beach's most sought-after locations and enjoy the island lifestyle.

Imagine owning one of Sarasota Bay's most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

Built in 2022 by SRQ Builders, this Sarasota waterfront home in Sapphire Shores offers 117 feet of waterfront along a protected yacht basin with views of Sarasota Bay. Set on 0.52 acres, the residence provides 5,636 square feet of air-conditioned living space and 9,065 square feet under roof, combining substantial boating infrastructure with indoor-outdoor living. The two-level home features three bedrooms and three-and-a-half baths on the main floor, along with two air-conditioned lower-level bonus rooms and a spacious game room, living area and flex space on the lower level. A private elevator connects the levels, while covered lanais overlook the pool and waterfront. The main living level features ceilings ranging from 10 to 18 feet, 8-foot solid doors, driftwood-look tile flooring, surround sound and a stone feature wall with a 60-inch Amantii electric fireplace. The kitchen centers on two curved islands with sinks, granite waterfall-edge countertops and seating for eight. A Thermador appliance package includes separate refrigerator and freezer columns, wine cooler, 48-inch six-burner dual-fuel gas range with induction module, steam and convection ovens, warming drawer, dishwasher, built-in microwave and built-in coffee machine. Custom soft-close cabinetry, Waterstone fixtures and a walk-in pantry complete the kitchen. The open dining area includes a built-in dry bar. The primary suite captures Sarasota Bay views and includes California Closets and an en-suite bath with a 70-inch freestanding soaking tub and separate shower with multiple showerheads. Guest bedrooms feature en-suite baths and custom walk-in closets, while the office includes floor-to-ceiling built-ins. Outdoor living extends across two covered lanais, two outdoor kitchens, a tiki hut with bar and grill station, fire pit and approximately 2,200 square feet of travertine pool decking. The gas-heated pool and raised spa feature a sun shelf, swim-up bar, water and fire elements, in-floor cleaning and automation. For boating access to Sarasota Bay, the property features a seawall and gated Trex dock with water and electricity, a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. A small shoreline area provides kayak and paddleboard access at low tide. Additional features include impact windows, smart-home technology, spray-foam insulation, whole-house water filtration, two tankless water heaters, three air-conditioning systems, extensive storage and a four-car tandem garage, plus a deep one-car garage. The fenced grounds incorporate professional landscaping, irrigation supported by a 50-foot well and a buried 500-gallon gas tank serving multiple outdoor features. The property is in Flood Zone AE. At 387 South Shore Drive in Sarasota's Sapphire Shores, this Sarasota Bay waterfront residence combines private boating amenities, substantial outdoor living areas, 2022 construction and water views with proximity to many of Sarasota's key destinations. Sarasota-Bradenton International Airport and The Ringling are nearby, while downtown Sarasota provides access to dining, shopping, arts and cultural venues. St. Armands Circle adds another destination for shopping and dining, connecting the property's waterfront setting with convenient access to Sarasota's cultural and lifestyle offerings.

Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it's been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It's an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota's north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At the end of the road is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential footprints for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca' d Zan. John Ringling's gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

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 end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota's most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies-inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner's retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota's most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence-it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.