Windward Passage Homes with Pool Amenities

Welcome to Windward Passage, an exquisite subdivision nestled in the heart of Siesta Key, Florida, a tropical paradise known for its stunning beaches and vibrant lifestyle. This charming community offers a unique blend of coastal living and modern convenience, making it an ideal destination for families, retirees, and anyone seeking a serene escape.

Windward Passage features an array of beautifully designed homes, each thoughtfully crafted to embrace the essence of Florida living. With pool amenities available in many residences, you can indulge in the luxury of your own private oasis right in your backyard. Picture yourself lounging by the sparkling waters, hosting unforgettable summer barbecues, or enjoying peaceful evenings under the stars—all while surrounded by the lush tropical landscape that defines Siesta Key.

The subdivision is conveniently located just a short drive from the world-renowned Siesta Key Beach, where powdery white sands and crystal-clear waters await. Residents can also explore a variety of local shops, restaurants, and recreational activities, ensuring there’s never a dull moment. Whether you prefer kayaking through mangroves, dining at waterfront eateries, or simply soaking up the sun, Windward Passage offers the perfect backdrop for your ideal lifestyle.

In this vibrant community, you’ll find not just a home, but a lifestyle filled with relaxation and adventure. Join us in Windward Passage, where your dream of coastal living can become a reality. Discover the joy of living in a home with pool amenities, and embrace the enchanting charm of Siesta Key today!

Newest Windward Passage Homes with Pool Amenities

$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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