Windward Passage Homes with Buyer Approval Required Community Features

Welcome to Windward Passage, a hidden gem nestled in the picturesque Siesta Key of Sarasota, Florida. This exclusive subdivision offers an idyllic coastal lifestyle, combining the tranquility of island living with the vibrant atmosphere of a close-knit community. Windward Passage is not just a place to live; it’s a lifestyle where neighbors become friends, and every day feels like a vacation.

As you explore this charming enclave, you'll discover beautifully designed homes that reflect the essence of coastal elegance. Each residence is thoughtfully crafted, featuring spacious layouts, modern amenities, and stunning outdoor spaces that invite you to bask in the Florida sun. With buyer approval required for new residents, Windward Passage maintains a sense of community and exclusivity, ensuring that each homeowner shares a commitment to the neighborhood's values and aesthetics.

The community boasts an array of exceptional features that enhance your living experience. Enjoy leisurely strolls along the well-maintained pathways, take a dip in the inviting community pool, or gather with friends and family at the clubhouse for social events and activities. Windward Passage is also conveniently located near the world-renowned Siesta Key Beach, where powdery white sands and crystal-clear waters await.

In addition, residents have easy access to local boutiques, gourmet restaurants, and vibrant nightlife, making it the perfect balance of relaxation and excitement. Whether you’re looking for a permanent residence or a vacation getaway, Windward Passage offers a unique opportunity to embrace the best of Florida living. Discover your dream home in this enchanting community today!

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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