Windward Square Sec 2 Homes with Playground Community Features

Windward Square Sec 2 Homes with Playground Community Features

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

Windward Square Sec 2 is characterized by its picturesque streets lined with well-maintained homes, each boasting unique architectural designs and lush landscaping. As you stroll through the neighborhood, you’ll find a warm sense of community and friendly neighbors who take pride in their homes. The subdivision is designed with family living in mind, featuring a fantastic playground that provides a safe and fun environment for children to play and explore. This community feature encourages outdoor activities and fosters social interactions among residents, making it easy to form lasting friendships.

Situated just minutes away from Winter Park’s vibrant downtown area, residents of Windward Square have easy access to a variety of shopping, dining, and entertainment options. The area is also known for its excellent schools and parks, ensuring that families have everything they need within reach.

Whether you’re seeking a cozy family home or a peaceful retreat, Windward Square Sec 2 offers a welcoming atmosphere that feels like home. Discover the charm of this beautiful subdivision, where community spirit and modern living come together in perfect harmony. Come and experience the lifestyle that Windward Square Sec 2 has to offer—your dream home awaits!

Newest Windward Square Sec 2 Homes with Playground Community Features

2535 Leeward Way, Winter Park
$325,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code
A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence.

2535 Leeward Way, Winter Park
2657 Exuma Way, Winter Park
$285,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code
Freshly remodeled and move-in ready, this 3-bedroom, 2-bath townhome offers comfortable living in a highly desirable Winter Park location. The open-concept living and dining areas create a welcoming space for everyday living and entertaining, while the convenient pass-through window connects the kitchen and dining room for added functionality. The brand-new kitchen remodel features granite countertops and all-new stainless steel appliances. The spacious primary suite includes a walk-in closet and private en suite bath with a walk-in shower. Two additional bedrooms and a full bath offer ample room for everyone. Tile flooring throughout provides easy maintenance and durability. Enjoy time relaxing outdoors on the covered patio in the privacy of the fenced backyard. Additional recent updates include a new roof, all-new Low-E energy-efficient windows, and a new vanity, toilet, and faucets in the guest bath. Residents enjoy access to the community pool and clubhouse, along with a prime location close to shopping, dining, entertainment, and major roadways. EV parking with outlet for your charger. With its combination of recent upgrades, community amenities, and sought-after Winter Park address, this is the perfect place to call home.

2657 Exuma Way, Winter Park
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