Windward Square Sec 2 Homes with Association Recreation - Owned Community Features

Welcome to Windward Square Sec 2, a delightful subdivision nestled in the heart of Winter Park, Florida, within the charming Seminole County. This vibrant community is perfect for families, professionals, and retirees alike, offering a serene environment while being just moments away from the bustling city life.

Windward Square Sec 2 is renowned for its well-maintained homes, each showcasing unique architectural styles that blend seamlessly with the lush Florida landscape. Residents enjoy spacious layouts, modern amenities, and beautifully landscaped yards that provide the perfect backdrop for outdoor gatherings and relaxation.

One of the standout features of this community is its Association Recreation - Owned amenities, which elevate the living experience for all residents. Enjoy leisurely afternoons at the community pool, where you can soak up the Florida sun or host a fun-filled barbecue with friends and family. The well-equipped playground is perfect for children to explore and make lasting memories, while the walking trails provide a picturesque setting for morning jogs or evening strolls under the stars.

Windward Square Sec 2 is more than just a neighborhood; it’s a community where neighbors become friends and families thrive. With its prime location in Winter Park, residents have easy access to top-rated schools, shopping, dining, and recreational activities, making it an ideal place to call home. Come experience the warmth and charm of Windward Square Sec 2, where your dream home awaits!

Newest Windward Square Sec 2 Homes with Association Recreation - Owned Community Features

$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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