Windward Square Sec 2 Real Estate

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 convenience, making it an ideal choice for families, retirees, and everyone in between. With its beautifully landscaped streets and friendly neighbors, Windward Square Sec 2 is more than just a place to live; it’s a community where memories are made.

The homes in Windward Square Sec 2 reflect a variety of architectural styles, showcasing the unique character of the neighborhood. Many residences feature spacious layouts, modern amenities, and lush outdoor spaces that invite you to enjoy the beautiful Florida weather. Whether you’re looking for a cozy single-family home or a more expansive property, you’ll find options that suit your lifestyle.

Located in Seminole County, Winter Park is renowned for its picturesque parks, vibrant arts scene, and top-rated schools. Residents of Windward Square Sec 2 enjoy easy access to an array of shopping, dining, and recreational opportunities. Just a short drive away, you’ll discover the enchanting Park Avenue, lined with boutique shops, gourmet restaurants, and delightful cafes.

For outdoor enthusiasts, the nearby lakes and parks offer endless opportunities for hiking, biking, and water activities. Whether you prefer a leisurely stroll through the scenic surroundings or an adventurous day out, Windward Square Sec 2 provides the perfect backdrop for an active lifestyle.

Come experience the charm and warmth of Windward Square Sec 2, where community spirit and Florida living come together in perfect harmony. Your dream home awaits!

Newest Listings in Windward Square Sec 2

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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