Windward Passage Homes with Beach Front Water Frontage

Welcome to Windward Passage, a picturesque subdivision nestled in the heart of Siesta Key, Florida, where the sun-soaked beaches and tranquil waters beckon you to embrace the coastal lifestyle. Known for its stunning beachfront properties, Windward Passage offers an unparalleled living experience, combining luxury with the natural beauty of the Gulf Coast.

This charming community is characterized by its exquisite homes, many of which boast direct waterfront access, allowing residents to enjoy the soothing sounds of the waves and breathtaking sunsets right from their backyards. Imagine waking up to the gentle breeze and the scent of salt in the air, stepping outside to your private beach oasis where you can unwind, swim, or simply soak in the sun.

Windward Passage is not just about beautiful homes; it’s about a lifestyle. The subdivision is conveniently located near the vibrant Siesta Key Village, where you can indulge in delightful dining, boutique shopping, and exciting nightlife. Whether you’re seeking adventure on the water, a peaceful day on the beach, or a vibrant community to call home, Windward Passage has it all.

With its prime location in Sarasota County, residents also enjoy easy access to the cultural and recreational offerings of the surrounding area, including world-class golf courses, art galleries, and nature preserves. Come discover the charm of Windward Passage, where your dream of beachfront living becomes a reality. Embrace the coastal elegance and make this idyllic community your forever home!

Newest Windward Passage Homes with Beach Front Water Frontage

$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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