Winderwood Real Estate

Winderwood Real Estate

Welcome to Winderwood, a hidden gem nestled in the vibrant heart of Orlando, Florida. This charming subdivision is located in Orange County, where the lush landscapes and friendly community make it an ideal place to call home. Winderwood is renowned for its picturesque tree-lined streets, offering a serene atmosphere that contrasts beautifully with the hustle and bustle of nearby urban life.

As you stroll through Winderwood, you’ll notice the delightful blend of classic and contemporary homes, each showcasing unique architectural styles that reflect the character of the community. The well-maintained properties are surrounded by manicured lawns and vibrant gardens, creating an inviting ambiance that welcomes families and individuals alike.

Winderwood is not just about beautiful homes; it’s also about community. Residents enjoy easy access to a variety of local parks, recreational facilities, and walking trails, perfect for outdoor enthusiasts and families looking to spend quality time together. The subdivision is conveniently located near shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a stone's throw away.

Education is a priority in Winderwood, with reputable schools nearby providing excellent learning opportunities for children of all ages. Whether you’re a first-time homebuyer, looking to downsize, or seeking an investment opportunity, Winderwood offers a lifestyle that balances tranquility with accessibility, making it one of Orlando's most desirable neighborhoods.

Discover the charm of Winderwood, where community, convenience, and comfort come together to create the perfect place to live and thrive in sunny Orlando, Florida!

Newest Listings in Winderwood

$649,900
3 Beds 2 Baths Winderwood SubDv. 32835 Zip Code
Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this pool home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2017(Dec) roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.

4507 Winderwood Circle, Orlando

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