Windward Passage Homes with Pool View

Welcome to Windward Passage, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision offers a unique blend of coastal living and modern amenities, making it an ideal destination for those seeking a serene retreat or a vibrant community lifestyle.

Windward Passage is renowned for its picturesque surroundings and proximity to the stunning beaches that Siesta Key is famous for. Residents enjoy easy access to the powdery white sands and crystal-clear waters, perfect for sunbathing, swimming, or indulging in various water sports. The community itself is designed with tranquility in mind, featuring beautifully landscaped grounds and a friendly atmosphere that welcomes families, retirees, and everyone in between.

One of the standout features of homes in Windward Passage is the abundance of properties boasting breathtaking pool views. Imagine waking up each morning to the gentle sound of water lapping against the pool's edge, surrounded by lush greenery and vibrant tropical flowers. These homes are designed to maximize outdoor living, offering spacious patios and decks that invite you to relax and entertain while soaking in the Florida sunshine.

In addition to the stunning views, Windward Passage is conveniently located near an array of local shops, restaurants, and recreational activities. From boutique shopping to exquisite dining options, everything you need is just a short drive or bike ride away.

Whether you’re looking to invest in a vacation home or a permanent residence, Windward Passage presents an unparalleled opportunity to enjoy the best of Siesta Key living. Discover your dream home today and experience the enchanting lifestyle that awaits you in this idyllic community!

Newest Windward Passage Homes with Pool View

$2,199,000

3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.

4708 Ocean Boulevard Unit E4, Sarasota

$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

Start Your Search