Windward Passage Homes with Boatable Water Water Frontage

Windward Passage Homes with Boatable Water Water Frontage

Welcome to Windward Passage, a picturesque subdivision nestled in the heart of Siesta Key, Florida, within the charming Sarasota County. This idyllic community is a hidden gem for those seeking the perfect blend of coastal living and luxurious comfort. With its stunning waterfront properties, Windward Passage offers homeowners the unique opportunity to embrace a lifestyle defined by sun-soaked days, gentle ocean breezes, and breathtaking views.

The homes in Windward Passage are not just residences; they are gateways to an extraordinary lifestyle. Each property boasts boatable water frontage, allowing residents to effortlessly access the shimmering waters of the Gulf of Mexico. Imagine stepping out of your backyard onto your private dock, ready to set sail for a day of fishing, exploring, or simply soaking up the sun on your boat. The tranquil canals and waterways that weave through the community create a serene atmosphere, perfect for unwinding after a long day.

In addition to its stunning homes and prime waterfront access, Windward Passage is conveniently located near the world-renowned Siesta Key Beach, known for its powdery white sands and vibrant sunsets. Residents can indulge in a variety of local dining, shopping, and recreational options, all just a stone's throw away.

Whether you’re looking for a permanent residence, a vacation home, or an investment opportunity, Windward Passage is the ideal choice for those who appreciate the beauty of waterfront living in a community that feels like paradise. Come experience the charm and allure of Windward Passage, where your dream lifestyle awaits!

Newest Windward Passage Homes with Boatable Water Water Frontage

$2,450,000
4 Beds 4 Baths Windward Passage SubDv. 34242 Zip Code A4688159 MLS Active Status Windward Passage BLDG.
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, Siesta Key

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