Windward Passage Homes with Beach Access Water Frontage

Windward Passage Homes with Beach Access Water Frontage

Welcome to Windward Passage, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision is the epitome of coastal living, where tranquil waters meet luxurious homes, creating an idyllic retreat for those seeking the perfect blend of relaxation and adventure.

Windward Passage boasts an impressive array of homes, each designed to embrace the stunning natural beauty of the area. With direct beach access and waterfront properties, residents enjoy the luxury of stepping out their front doors to pristine sands and the gentle lapping of the Gulf of Mexico. Imagine waking up to the sound of waves and sipping your morning coffee while watching the sun rise over the horizon—this is the everyday magic that Windward Passage offers.

The homes in this picturesque community are thoughtfully designed, featuring modern amenities and spacious layouts that cater to both comfort and style. Many properties include private docks, allowing for easy access to boating, fishing, and other water activities that Siesta Key is renowned for. Whether you’re looking for a cozy beach bungalow or a grand estate, Windward Passage has something to suit every taste.

Beyond the beautiful homes and breathtaking views, Windward Passage is ideally located near the vibrant culture and entertainment that Siesta Key has to offer. From world-class dining options to boutique shopping and lively local events, you’ll find that every day presents a new opportunity for adventure.

If you’re ready to experience the ultimate in beachside living, Windward Passage awaits—where your dream home and paradise converge. Discover the beauty of coastal life and make Windward Passage your new sanctuary.

Newest Windward Passage Homes with Beach Access Water Frontage

4708 Ocean Boulevard Unit E4, Sarasota
$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
4712 Ocean Boulevard Unit W10, 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

How much is your home worth?

Get instant property value now!