Windward Passage Homes with Buyer Approval Required Community Features

Welcome to Windward Passage, an enchanting subdivision nestled in the heart of Siesta Key, Florida. This idyllic community offers a serene retreat where the beauty of nature meets the charm of coastal living. Windward Passage is a hidden gem within Sarasota County, known for its picturesque landscapes, vibrant local culture, and proximity to the stunning beaches that Siesta Key is famous for.

Windward Passage boasts a collection of beautifully designed homes that reflect the quintessential Floridian lifestyle. Each residence showcases unique architectural styles, blending seamlessly with the lush surroundings. The community is thoughtfully planned, ensuring that every homeowner enjoys the tranquility and privacy they desire. With buyer approval required, Windward Passage fosters a close-knit atmosphere where residents share a commitment to maintaining the integrity and aesthetic of the neighborhood.

As you explore the community, you’ll discover an array of features that make Windward Passage truly special. Lush greenery and well-maintained landscaping create a welcoming ambiance, while the nearby waterways offer residents opportunities for boating, fishing, and other water activities. The community is also conveniently located near local shops, fine dining, and recreational facilities, allowing residents to enjoy the best of Siesta Key living.

Whether you’re seeking a permanent residence, a vacation home, or an investment property, Windward Passage is an exceptional choice. Embrace the laid-back lifestyle of Siesta Key while enjoying the comfort and charm of this remarkable community. Come and experience the magic of Windward Passage—your coastal paradise awaits!

Newest Windward Passage Homes with Buyer Approval Required Community Features

$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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