J L Dillard Sub 3 Homes for Sale

J L Dillard Sub 3 Homes for Sale

Welcome to J L Dillard Sub 3, a delightful subdivision nestled in the charming city of Winter Garden, Florida. This vibrant community is part of Orange County, renowned for its picturesque landscapes and friendly atmosphere. With a rich history and a strong sense of community, Winter Garden offers the perfect backdrop for those seeking a serene yet active lifestyle.

J L Dillard Sub 3 is characterized by its beautifully designed homes that seamlessly blend modern amenities with classic Florida charm. Whether you’re a first-time homebuyer or looking to upgrade, this subdivision features a variety of homes for sale that cater to diverse tastes and budgets. Many of these residences boast spacious layouts, lush gardens, and inviting outdoor spaces, ideal for family gatherings and entertaining friends.

Living in J L Dillard Sub 3 means you’re just a short drive away from Winter Garden’s vibrant downtown area, where you can explore local shops, dine at delightful restaurants, and enjoy the weekly farmers' market. The community is also conveniently located near major highways, making commuting to nearby cities a breeze.

Outdoor enthusiasts will appreciate the proximity to beautiful parks, scenic trails, and recreational facilities, ensuring there’s always something to do. With its friendly neighbors and welcoming spirit, J L Dillard Sub 3 is not just a place to live; it’s a place to call home. Explore the homes for sale in this enchanting subdivision today and discover the joys of living in Winter Garden!

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

Start Your Search