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 offers a perfect blend of tranquility and accessibility, making it an ideal place to call home. With its tree-lined streets and beautifully manicured lawns, Windward Square Sec 2 exudes a warm, inviting atmosphere that is perfect for families, professionals, and retirees alike.

One of the standout features of this community is its prime location in Seminole County, just a stone's throw from the vibrant downtown area of Winter Park. Residents enjoy easy access to an array of shopping, dining, and entertainment options, including the renowned Park Avenue, where boutique shops and gourmet restaurants abound. Nature enthusiasts will appreciate the nearby parks and scenic lakes, perfect for leisurely strolls, picnics, or simply soaking up the Florida sun.

Windward Square Sec 2 boasts a variety of well-maintained homes, each with its own unique charm. The community is known for its friendly neighbors and a strong sense of community spirit, making it a wonderful place to build lasting memories. Families will also benefit from the highly-rated Seminole County school district, ensuring a top-notch education for children of all ages.

Whether you're looking for a cozy family home or a peaceful retreat, Windward Square Sec 2 offers an exceptional quality of life. Experience the perfect blend of suburban serenity and urban convenience in this delightful Winter Park community. Come discover your dream home in Windward Square Sec 2 today!

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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