J L Dillard Sub 3 Homes with Sidewalk Exterior Features

J L Dillard Sub 3 Homes with Sidewalk Exterior Features

Welcome to J L Dillard Sub 3, a charming subdivision nestled in the heart of Winter Garden, Florida, in the picturesque Orange County. This delightful community is perfect for families, retirees, and anyone in search of a serene environment with easy access to the vibrant lifestyle that Winter Garden has to offer.

J L Dillard Sub 3 boasts beautifully designed homes that reflect both modern aesthetics and classic charm. Each residence features inviting sidewalks, creating a friendly atmosphere where neighbors can stroll, chat, and enjoy the beautiful Florida weather. The well-maintained sidewalks not only enhance the visual appeal of the community but also promote an active lifestyle, making it easy for residents to take leisurely walks or bike rides in their neighborhood.

Located just a short drive from downtown Winter Garden, residents of J L Dillard Sub 3 can easily access a variety of shops, restaurants, and entertainment options. Whether you’re exploring the local farmer's market, indulging in a delightful meal at a nearby café, or enjoying the scenic West Orange Trail, there’s always something to do just around the corner.

The community is also conveniently situated near top-rated schools, parks, and recreational facilities, making it an ideal location for families. With its friendly ambiance, beautiful homes, and convenient location, J L Dillard Sub 3 is more than just a place to live; it’s a place to thrive. Discover the charm and warmth of this wonderful subdivision today, and let your dream home become a reality in Winter Garden!

Newest J L Dillard Sub 3 Homes with Sidewalk Exterior Features

$1,499,999
4 Beds 3 Baths J L Dillard Sub 3 SubDv. 34787 Zip Code
Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

241 N Dillard Street, Winter Garden

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