Windward Square Sec 2 Real Estate

Welcome to Windward Square Sec 2, a charming subdivision nestled in the heart of Winter Park, Florida, within the scenic Seminole County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

Windward Square Sec 2 is characterized by its beautifully landscaped streets, well-maintained properties, and a welcoming atmosphere that fosters a true sense of community. Residents enjoy the benefits of spacious lots, providing ample room for outdoor activities and family gatherings. The architecture here is a delightful mix of contemporary and traditional styles, ensuring that each home has its own unique charm.

One of the standout features of this subdivision is its proximity to Winter Park's vibrant downtown area, where you can explore an array of boutique shops, gourmet restaurants, and cultural attractions. The renowned Winter Park Chain of Lakes is just a stone's throw away, offering picturesque views and recreational opportunities such as boating, fishing, and picnicking in the lush parks that line the shores.

Families with children will appreciate the highly-rated schools in the area, as well as the numerous parks and playgrounds that dot the landscape, providing safe spaces for kids to play and thrive. With a community spirit that embraces social gatherings and events, Windward Square Sec 2 is not just a neighborhood; it’s a place where lifelong friendships are formed.

If you’re seeking a serene yet vibrant community in Winter Park, Windward Square Sec 2 awaits you. Discover the perfect balance of comfort, convenience, and charm in this delightful subdivision!

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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