Windward Square Sec 2 Homes with Tennis Court(s) Community Features

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

Windward Square Sec 2 is renowned for its stunning homes, many of which feature private tennis courts, catering to both avid players and those looking to enjoy the sport recreationally. Imagine stepping outside your door to enjoy a friendly match or a leisurely practice session, all within the comfort of your own backyard. These thoughtfully designed residences showcase a variety of architectural styles, ensuring there’s something to suit every taste.

Community features abound in Windward Square Sec 2, fostering a sense of camaraderie among residents. Whether you’re gathering with neighbors for a weekend barbecue or enjoying a peaceful evening stroll along the tree-lined streets, you’ll find that this community thrives on connection and warmth. The well-maintained common areas and lush landscaping enhance the overall appeal, providing a serene backdrop for your daily life.

Located in Winter Park, you’ll have access to an array of amenities, including top-rated schools, boutique shopping, and exquisite dining options. With nearby parks and recreational facilities, outdoor enthusiasts will delight in the abundance of activities available.

Discover the charm and vibrant lifestyle of Windward Square Sec 2, where your dream home awaits, complete with the luxury of tennis courts and a welcoming community atmosphere. Come and experience the best of Winter Park living!

Newest Windward Square Sec 2 Homes with Tennis Court(s) 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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