J L Dillard Sub 3 Real Estate

J L Dillard Sub 3 Real Estate

Welcome to J L Dillard Sub 3, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, appealing to families, retirees, and everyone in between.

J L Dillard Sub 3 is characterized by its picturesque tree-lined streets and well-maintained homes, creating an inviting atmosphere that fosters a strong sense of community. Residents here enjoy a variety of spacious properties, many featuring beautiful gardens and outdoor spaces perfect for enjoying Florida’s sunny climate. The subdivision's layout promotes a friendly neighborhood vibe, making it easy to connect with neighbors and create lasting friendships.

Located just minutes away from the bustling downtown Winter Garden, residents have access to a wealth of shopping, dining, and entertainment options. The historic downtown area boasts charming boutiques, delicious eateries, and vibrant farmers' markets, ensuring there's always something to explore. For those who enjoy the outdoors, the nearby West Orange Trail offers miles of scenic paths for walking, biking, and jogging, while the stunning lakes and parks in the area provide ample opportunities for recreation and relaxation.

Families will appreciate the highly-rated schools in the vicinity, which are known for their commitment to academic excellence and community involvement. With easy access to major highways, commuting to nearby cities like Orlando is a breeze.

If you're looking for a welcoming neighborhood with a strong sense of community, J L Dillard Sub 3 in Winter Garden is the perfect place to call home. Come and discover the charm and convenience that this wonderful subdivision has to offer!

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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