J L Dillard Sub 3 Real Estate

J L Dillard Sub 3 Real Estate

Welcome to J L Dillard Subdivision 3, a hidden gem nestled in the heart of Winter Garden, Florida. This charming community embodies the essence of suburban living while being just a stone's throw away from the vibrant culture and amenities of the Orlando metropolitan area.

J L Dillard Sub 3 offers a perfect blend of tranquility and convenience, making it an ideal location for families, retirees, and everyone in between. The subdivision features beautifully maintained homes, each with unique architectural styles that reflect the warmth and character of the neighborhood. Lush landscaping and tree-lined streets create an inviting atmosphere, perfect for evening strolls or morning jogs.

Residents of J L Dillard Sub 3 enjoy easy access to a variety of shopping, dining, and entertainment options. The historic downtown Winter Garden, with its quaint shops and delightful eateries, is just a short drive away. Outdoor enthusiasts will appreciate the nearby parks and recreational facilities, including the scenic West Orange Trail, which offers miles of biking and walking paths through picturesque landscapes.

Families will also benefit from the highly-rated schools in the area, ensuring quality education for children of all ages. With its friendly community vibe and proximity to major highways, J L Dillard Sub 3 is not just a place to live—it's a lifestyle.

Discover the charm of this lovely subdivision and envision your future in one of Winter Garden's most sought-after neighborhoods. Welcome home to J L Dillard Subdivision 3!

Newest Listings in J L Dillard Sub 3

$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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