Windward Passage Homes with Buyer Approval Required Community Features

Welcome to Windward Passage, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision offers a unique blend of serene coastal living and vibrant community spirit, making it the perfect place to call home.

Windward Passage boasts an array of beautifully designed homes, each reflecting the charm and elegance of the Florida lifestyle. With lush landscaping and stunning architecture, this community is not only visually appealing but also promotes a sense of belonging among its residents. The buyer approval process ensures that the community remains exclusive and well-maintained, allowing homeowners to enjoy a peaceful environment that prioritizes quality of life.

As a resident of Windward Passage, you’ll have access to a variety of community features that enhance your living experience. From well-kept walking paths to scenic views of the surrounding natural beauty, every corner of this subdivision invites you to explore and embrace the outdoors. The community is also conveniently located near Siesta Key's renowned beaches, where you can soak up the sun or enjoy a leisurely stroll along the shore.

In addition to its picturesque surroundings, Windward Passage fosters a strong sense of community. Neighbors come together for social events and gatherings, creating lasting friendships and memories. Whether you’re looking for a peaceful retreat or an active lifestyle, Windward Passage offers the best of both worlds.

Discover the magic of Windward Passage and make your dream of coastal living a reality. With its buyer approval requirement, you can be assured that you are joining a community that values quality and camaraderie. Welcome home!

Newest Windward Passage Homes with Buyer Approval Required Community Features

$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

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,