Windward Square Sec 2 Real Estate

Welcome to Windward Square Sec 2, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision is a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its beautifully landscaped streets and a friendly neighborhood atmosphere, Windward Square Sec 2 offers a welcoming environment that feels like home from the moment you arrive.

Residents here enjoy a variety of amenities, including nearby parks and recreational facilities, perfect for outdoor enthusiasts and families looking to spend quality time together. The community is also conveniently located close to Winter Park's vibrant downtown area, where you can explore boutique shops, delightful cafes, and exquisite dining options. The renowned Rollins College and the picturesque Lake Virginia are just a stone's throw away, providing opportunities for both education and leisure.

In Windward Square Sec 2, you’ll find a diverse range of well-maintained homes, each with its unique charm and character. The neighborhood is known for its friendly neighbors and strong sense of community, making it easy to meet new friends and create lasting memories.

With its prime location in Seminole County, residents benefit from excellent schools and easy access to major highways, ensuring that commuting to nearby cities is a breeze. Whether you’re looking for a peaceful retreat or an active lifestyle, Windward Square Sec 2 has something for everyone. Come discover the allure of this enchanting neighborhood, and make it your new home sweet home!

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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