Windward Square Sec 3 Real Estate

Welcome to Windward Square Sec 3, a charming subdivision nestled in the heart of Winter Park, Florida. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Windward Square Sec 3 is known for its picturesque tree-lined streets and beautifully maintained homes, many of which showcase stunning architectural designs and lush landscaping. Residents take pride in their properties, creating a warm and inviting atmosphere that fosters a sense of community. With a variety of home styles available, from cozy single-family residences to spacious modern designs, there’s something to suit everyone’s taste.

The subdivision is conveniently located just minutes away from Winter Park’s vibrant downtown area, where you can explore an array of boutique shops, delectable dining options, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art. Nature enthusiasts will appreciate the proximity to scenic parks and lakes, offering ample opportunities for outdoor activities such as walking, biking, and picnicking.

Families will also benefit from the highly-rated Seminole County schools nearby, ensuring an excellent education for children of all ages. With a strong sense of community and a prime location, Windward Square Sec 3 is more than just a place to live; it’s a place to thrive. Come experience the charm and convenience of this hidden gem in Winter Park, where your dream home awaits!

Newest Listings in Windward Square Sec 3

$295,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.

2302 Barbados Drive, Winter Park

$299,990

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! 10K seller contribution for the floor. The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living. Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts. Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!

2275 Island Run, Winter Park

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