Windward Passage Real Estate

Windward Passage Real Estate

Welcome to Windward Passage, a hidden gem nestled in the heart of Sarasota, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a slice of paradise.

Windward Passage is known for its picturesque surroundings, featuring lush landscapes and serene waterways that create a peaceful ambiance. The community is thoughtfully designed with a variety of homes that cater to diverse lifestyles, from cozy single-family residences to spacious modern estates. Each property is set against a backdrop of swaying palms and vibrant gardens, ensuring that every day feels like a vacation.

One of the standout features of Windward Passage is its proximity to some of the best amenities Sarasota has to offer. Residents enjoy easy access to pristine beaches, world-class dining, and boutique shopping. The area is also home to a wealth of recreational opportunities, including parks, golf courses, and nature trails, perfect for outdoor enthusiasts and families alike.

For those who appreciate a strong sense of community, Windward Passage hosts regular events and gatherings, fostering friendships and connections among neighbors. The welcoming atmosphere is complemented by top-rated schools and convenient access to healthcare facilities, ensuring that every need is met.

Whether you’re looking to settle down in a peaceful enclave or seeking a vibrant community to call home, Windward Passage is the perfect destination. Discover the beauty and charm of this Sarasota subdivision, where your dream lifestyle awaits!

Newest Listings in Windward Passage

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
2669 Star Apple Way, Sarasota
$469,000
3 Beds ⋅ 2 Baths ⋅ Windward Passage SubDv. ⋅ 34240 Zip Code
PRICE IMPROVEMENT! Discover exceptional value in this beautifully upgraded 3-bedroom, 2-bath residence located in the highly desirable gated community of Windward at Lakewood Ranch. Built in 2021 and meticulously maintained, this move-in-ready home combines contemporary style, thoughtful upgrades, and comfortable everyday living. Situated on one of the largest homesites in Windward, this property offers an expansive outdoor setting that is rarely available within the community. Even more impressive, it features one of the few fully fenced backyards, a highly sought-after feature since new backyard fencing is no longer permitted, providing added privacy, security, and space for families and pets. Inside, you'll find a bright, open-concept floor plan enhanced by elegant crown molding throughout the main living areas, dining room, and kitchen, along with a stunning coffered ceiling that adds a touch of sophistication. Raised electrical outlets have been strategically installed in the living room, bedrooms, and lanai, allowing for clean, wire-free wall-mounted television installations. The chef-inspired kitchen is both beautiful and functional, showcasing quartz countertops, stainless steel appliances, under-cabinet lighting, abundant cabinetry, and generous prep space that's perfect for entertaining or everyday living. The spacious primary suite serves as a relaxing retreat, offering two oversized walk-in closets and a well-appointed en-suite bathroom featuring dual vanities and a large walk-in shower. Step outside and experience the best of Florida living. The extended screened lanai overlooks the oversized fenced backyard, framed by mature privacy landscaping and complemented by a custom travertine patio that's perfect for a fire pit, outdoor dining, or simply unwinding in your own private backyard oasis. Additional features include an extended two-car garage with a utility sink, pull-down attic stairs leading to floored storage space, overhead garage storage racks, and recently cleaned, sanded, and sealed paver driveway and walkways. White wood blinds are installed throughout the home, while vertical blinds on the sliding glass doors provide additional privacy and comfort. Most furnishings are negotiable, offering a fantastic opportunity for buyers seeking a move-in-ready or partially furnished home. Garage cabinetry and the workbench may also be included. Residents of Windward enjoy an outstanding array of resort-style amenities, including gated entrances, sparkling community pools, a modern fitness center, clubhouse, tennis and pickleball courts, and scenic walking trails. Ideally located just minutes from Lakewood Ranch Main Street, Waterside Place, UTC's premier shopping and dining destinations, I-75, and Florida's renowned Gulf Coast beaches. With one of the community's largest lots, one of its few grandfathered fully fenced backyards, premium upgrades throughout, and an unbeatable Lakewood Ranch location, this exceptional home presents a rare opportunity that's becoming increasingly difficult to find. Schedule your private showing today.

2669 Star Apple Way, 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
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