J L Dillard Sub 3 Homes for Sale

J L Dillard Sub 3 Homes for Sale

Welcome to J L Dillard Sub 3, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and anyone looking to embrace the vibrant Florida lifestyle.

J L Dillard Sub 3 is characterized by its picturesque streets lined with lush greenery and well-maintained homes. The neighborhood boasts a friendly atmosphere, where neighbors greet each other with smiles and community gatherings foster a sense of belonging. With a variety of architectural styles, each home in this subdivision has its own unique charm, providing prospective buyers with an array of options to choose from.

As you explore the homes for sale in J L Dillard Sub 3, you'll discover spacious layouts, modern amenities, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars. Many of these homes feature updated kitchens, expansive living areas, and generous backyards, ideal for family gatherings or simply unwinding after a long day.

Located just minutes from downtown Winter Garden, residents enjoy easy access to a vibrant selection of shops, restaurants, and recreational activities. The nearby West Orange Trail offers miles of scenic paths for walking, biking, and jogging, while the historic downtown area is filled with charming boutiques and local eateries.

If you're searching for a welcoming community with beautiful homes and an enviable location, look no further than J L Dillard Sub 3. Your dream home awaits in this delightful Winter Garden neighborhood!

Newest J L Dillard Sub 3 Homes for Sale

$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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