Windward Passage Homes with Maintenance Amenities

Welcome to Windward Passage, an enchanting subdivision nestled in the heart of Siesta Key, Florida. Known for its stunning beaches and vibrant community, Siesta Key is a tropical paradise that offers a unique blend of coastal charm and modern living. Windward Passage stands out as a premier residential enclave, where the allure of island life meets the comfort of well-maintained homes.

This picturesque community features a variety of homes designed to cater to diverse lifestyles, from cozy beach cottages to elegant waterfront estates. Each residence exudes warmth and character, with many showcasing breathtaking views of the sparkling Gulf waters. Residents enjoy the benefits of maintenance amenities, ensuring that the beauty of Windward Passage is preserved for years to come. With professional landscaping, pool maintenance, and community upkeep, homeowners can focus on what truly matters—enjoying the serene surroundings and vibrant local culture.

Windward Passage is not just a place to live; it’s a lifestyle. Residents can take leisurely strolls along pristine beaches, indulge in world-class dining, or explore the unique shops that line Siesta Key’s charming streets. The community is also conveniently located near outdoor recreational activities, including kayaking, paddleboarding, and biking along scenic trails.

Whether you’re looking for a vacation retreat or a permanent residence, Windward Passage offers an idyllic setting that embodies the essence of Florida living. Experience the tranquility of coastal life, and discover why Windward Passage is the perfect place to call home in sunny Sarasota County.

$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

Windward Passage Homes with Maintenance Amenities

Newest Windward Passage Homes with Maintenance Amenities