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$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
$6,100,000
Lido Shores SubDv. ⋅ 34236 Zip Code
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .69-acre Gulf-facing parcel (with direct access to Lido Beach) offers the ideal canvas to create a custom coastal retreat in one of Sarasota’s most coveted locations. 1003 Westway Drive is perfectly positioned at the end of a quiet street and bordered by a nature preserve on one sidet. The setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1003 Westway Drive, Sarasota
$6,999,000
Lido Shores SubDv. ⋅ 34236 Zip Code
Gulf-Front Opportunity in Lido Shores — 127 Feet on the Open Water! A rare offering in Sarasota’s coveted Lido Shores, this Gulf-front property presents an exceptional opportunity to build a signature coastal estate on one of the region’s most desirable stretches of shoreline. Positioned on nearly half an acre (0.41 acres) with 127 feet of direct frontage on the Gulf of Mexico, this homesite is perfectly placed at the dynamic junction of New Pass, where turquoise waters meet the open Gulf—an unmatched setting for boating enthusiasts, beach lovers, and architectural visionaries. With sweeping full Gulf-to-bay views, the property’s orientation captures dramatic sunsets and ever-changing waterfront scenery. Deep-water access and immediate proximity to the channel create effortless passage for boating, sailing, kayaking, or fishing. A concrete seawall is already in place, providing a strong foundation for future waterfront design and dock possibilities. Set among some of Sarasota’s most notable modern and luxury residences, this lot sits within the prestigious Lido Shores—an enclave known for its privacy, walkability, and architectural pedigree. Owners have the option to join the Lido Shores Association, which offers access to a private, gated beach park just moments from the property, complete with Gulf access, picnic zones, and a secluded stretch of sand exclusive to community members. With 97 feet of frontage on Westway Drive, a generous building envelope, and its privileged water position, the site allows for a substantial custom residence, pool, outdoor living areas, and multi-car garage. Whether envisioned as a modernist showpiece or timeless coastal retreat, the location elevates every possibility. Lido Shores offers the ideal blend of tranquility and access. A short stroll brings you to North Lido Beach—one of Sarasota’s most natural and peaceful shorelines. Just over the bridge is St. Armands Circle, home to luxury boutiques, fine dining, and year-round entertainment. Nearby New Pass Grill & Bait Shop, Mote Marine Laboratory & Aquarium, Sarasota Sailing Squadron, and Ken Thompson Park highlight the area’s coastal charm and outdoor experiences. A quick drive connects you to the cultural heartbeat of downtown Sarasota, including the Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, the Ringling Museum, theaters, galleries, and the city’s bayfront promenade. Marinas, world-class golf and tennis clubs, and resort amenities further enhance the unparalleled lifestyle available at this address. With its magnitude, water frontage, and premier location, 1199 Westway Drive stands as one of the most compelling Gulf-front building opportunities in Southwest Florida—a place where your future dream home can rise above the waves and capture Sarasota’s most extraordinary vistas.

1199 Westway Drive, Sarasota