Sarasota Homes with Gulf/Ocean to Bay Frontage

Sarasota Homes with Gulf/Ocean to Bay Frontage

Welcome to Sarasota, Florida – a shimmering gem on the Gulf Coast that perfectly blends natural beauty with vibrant culture. Known for its stunning beaches, world-class dining, and an array of outdoor activities, Sarasota is a haven for those seeking a coastal lifestyle. With its warm, sunny climate and an inviting atmosphere, it’s no wonder that this region has become a sought-after destination for homebuyers.

One of the most alluring features of Sarasota is its homes with Gulf and Ocean to Bay frontage. Imagine waking up to the gentle sounds of waves lapping against the shore, with panoramic views of the sparkling waters right outside your window. These properties offer a unique blend of tranquility and luxury, providing direct access to both the Gulf of Mexico and serene bay waters. Whether you’re an avid boater, a fishing enthusiast, or simply someone who enjoys lounging on the beach, these homes cater to your every desire.

Sarasota’s diverse neighborhoods boast a variety of architectural styles, from charming coastal cottages to modern waterfront estates, ensuring there’s something for everyone. Additionally, the vibrant arts scene, renowned cultural institutions, and abundant recreational opportunities make this area not just a place to live, but a lifestyle to embrace.

Explore the alluring properties with Gulf and Ocean to Bay frontage in Sarasota, and discover your dream home where every day feels like a vacation. With its perfect blend of natural beauty and cultural richness, Sarasota invites you to experience the ultimate coastal living. Come and make your home in this enchanting paradise!

Newest Sarasota Homes with Gulf/Ocean to Bay Frontage

$11,900,000
5 Beds 8 Baths Lido Shores SubDv. 34236 Zip Code
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.

1435 Westway Drive, Sarasota

$1,700,000
Whitfield Estates SubDv. 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

$1,700,000
3 Beds 2 Baths Whitfield Estates SubDv. 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

$11,400,000
5 Beds 8 Baths Bird Key Sub SubDv. 34236 Zip Code
Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style waterfront estate, built in 2021, offers the ultimate in luxury coastal living. The location is perfect, between Downtown Sarasota, St. Armands Circle, and Lido Key Beach, this amazing residence sits on 135 feet of premier Sarasota Bay frontage with breathtaking wide-open water views and stunning city skyline vistas. This home features an abundance of natural light in every room. Designed for both elegance and functionality, this home offers 5 spacious en-suite bedrooms, including a luxurious first-floor primary suite with a spa-inspired bath. Deep boating waters with no bridges to the Gulf make this property a dream for boating enthusiasts, complete with a private dock and a 24,000-pound boat lift. Outdoor living is elevated with a large, heated saltwater pool featuring a tanning deck, umbrella holder, spa, and expansive entertaining areas. Multiple oversized patios on each floor, a rooftop deck/crow’s nest, and a fully equipped outdoor kitchen with a poolside half bath accessible from both inside and outside create the ideal setting for entertaining and enjoying spectacular sunsets over Sarasota Bay. Inside, sophistication continues with a formal dining room, private office, expansive game / entertainment room with guest bath, and a beautifully finished elevator with rich wood paneling and tile flooring and a kitchen that is every chef’s dream, Wolf appliances, Subzero fridge, 2 dishwashers, granite countertops and breakfast nook. Additional luxury features include hurricane-rated 8 foot windows and doors, generator, 3-car garage with Tesla EV charging station, and high-end finishes throughout. Residents of Bird Key enjoy an exclusive private island lifestyle with deep-water canals, bayfront estates, the renowned Bird Key Yacht Club, and quick access to world-class dining, shopping, arts, golf, tennis, and the renowned The John and Mable Ringling Museum of Art, and award winning white sandy beaches. Bird Key and Sarasota have long attracted high-profile residents including Brian Johnson, Jerry Springer, Martina Navratilova, Lucille Ball, Stephen King, Joe Perry, Dick Vitale Bird Key is more than an address—it is a statement of prestige, privacy, and paradise. Call today for your private showing.

487 Meadow Lark Dr, Sarasota

$2,990,000
3 Beds 3 Baths The Tower Residences SubDv. 34236 Zip Code
Set high on the 14th floor of the private, luxurious Ritz-Carlton Tower Residences, this elegant three-bedroom, three-bath residence captures breathtaking views of the blue-green waters of the Gulf and Sarasota Bay. Every room with Floor-to-ceiling windows fill the home with natural light, framing ever-changing skies, sparkling water, and glowing sunsets that feel like they were made just for you. Step outside to the nearly 600-square-foot terrace—perfect for morning coffee, sunset cocktails, and effortless entertaining. Inside, the professionally designed interior features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment center with televisions and surround sound—creating a space that is both elevated and comfortable. Every detail is designed to feel refined, inviting, and easy to live in. Living at The Ritz-Carlton is more than just owning a beautiful residence—it’s a world-class lifestyle with legendary service. Owner amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with sauna and steam baths, a massage room, and a resort-style outdoor heated pool and hot tub. Enjoy concierge service, 24-hour in-residence dining, valet, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, you’re just moments from the area’s finest beaches, shopping, dining, fishing, golf, theater, and art galleries. Membership opportunities are also available for The Members Golf, Beach and Spa Clubs, offering an additional layer of private, resort-style experiences.

35 Watergate Drive Unit 1403, Sarasota

$6,945,000
5 Beds 6 Baths Saint Armands Division John Ringling Estates SubDv. 34236 Zip Code
A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.

290 N Washington Drive, Sarasota

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