Windward Passage Homes with Boatable Water Water Frontage

Windward Passage Homes with Boatable Water Water Frontage

Welcome to Windward Passage, a hidden gem nestled within the picturesque Siesta Key, Florida. This charming subdivision offers an idyllic blend of luxury living and natural beauty, making it the perfect retreat for those seeking a vibrant coastal lifestyle.

Windward Passage is renowned for its stunning homes that boast boatable water frontage, allowing residents to embrace the ultimate Florida lifestyle. Imagine waking up to the gentle sounds of lapping waves and the sight of boats gliding by, with direct access to the serene waters of the Gulf of Mexico. Whether you’re a seasoned sailor or a weekend enthusiast, the convenience of having your own private dock is a dream come true.

The homes in Windward Passage are designed with elegance and comfort in mind, featuring open floor plans, modern amenities, and expansive outdoor spaces perfect for entertaining or simply soaking in the sun. Many properties come with lush landscaping, private pools, and panoramic views that showcase the stunning sunsets Siesta Key is famous for.

Living in Windward Passage means you’re just moments away from the pristine beaches, vibrant dining options, and boutique shopping that Siesta Key has to offer. Enjoy a leisurely stroll along the powdery sands or indulge in fresh seafood at local eateries, all while being part of a friendly community that values both relaxation and recreation.

Discover the charm of Windward Passage, where waterfront living meets the allure of Siesta Key. Your dream home awaits in this coastal paradise!

Newest Windward Passage Homes with Boatable Water Water Frontage

4708 Ocean Boulevard Unit E4, Sarasota
$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

4712 Ocean Boulevard Unit W10, 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

Start Your Search

How much is your home worth?

Get instant property value now!