Windward Passage Homes with Buyer Approval Required Community Features

Welcome to Windward Passage, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision is a delightful blend of tropical paradise and modern living, offering an idyllic lifestyle for those seeking a serene escape. With its lush landscapes and picturesque surroundings, Windward Passage is more than just a place to live; it's a community where neighbors become friends and every day feels like a vacation.

The homes in Windward Passage are designed with elegance and comfort in mind, featuring spacious layouts and beautiful finishes that cater to a variety of tastes. Each residence reflects the coastal charm of Siesta Key, with many properties boasting stunning water views, private docks, and easy access to the sparkling Gulf of Mexico. Whether you're looking for a cozy retreat or a luxurious family home, Windward Passage has something for everyone.

As a community that requires buyer approval, Windward Passage fosters a close-knit atmosphere where residents share a commitment to maintaining the neighborhood's beauty and integrity. This ensures that the community remains a peaceful haven for all its inhabitants.

Residents enjoy exclusive access to a range of amenities, including a sparkling community pool, well-maintained walking paths, and direct access to the area's pristine beaches. With nearby shopping, dining, and entertainment options, everything you need is just a stone's throw away.

If you're ready to embrace the Siesta Key lifestyle, Windward Passage awaits you. Discover your dream home in this enchanting community, where every day is a step closer to paradise.

Newest Windward Passage Homes with Buyer Approval Required Community Features

$2,199,000

3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.

4708 Ocean Boulevard Unit E4, Sarasota

$2,450,000

4 Beds ⋅ 4 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Sarasota

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