Windward Square Sec 2 Real Estate

Welcome to Windward Square Sec 2, a hidden gem nestled in the heart of Winter Park, Florida. This vibrant subdivision boasts a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between. With its picturesque tree-lined streets and well-maintained homes, Windward Square Sec 2 offers a welcoming atmosphere that invites you to call it home.

One of the standout features of this community is its proximity to Winter Park’s renowned amenities. Residents enjoy easy access to a variety of shopping, dining, and entertainment options, all within a short drive. The charming downtown area is just moments away, where you can explore boutique shops, savor delicious cuisine, or take a leisurely stroll around the scenic lakes and parks.

For outdoor enthusiasts, Windward Square Sec 2 is conveniently located near several recreational areas, including beautiful parks and nature trails. Whether you enjoy jogging, biking, or simply soaking in the Florida sunshine, there’s something for everyone to enjoy.

Families will appreciate the highly-rated schools in the area, providing quality education and a strong sense of community. Additionally, the subdivision is well-connected to major highways, making commutes to nearby cities a breeze.

With its ideal location, friendly neighborhood vibe, and an array of amenities, Windward Square Sec 2 is more than just a place to live—it’s a place to thrive. Come discover the charm and warmth of this exceptional community in Winter Park, where your dream home awaits!

Newest Listings in Windward Square Sec 2

$255,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Virtually Staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.

2651 Cayman Way, Winter Park

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