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 offers a delightful blend of suburban tranquility and vibrant city life, making it an ideal place for families, retirees, and everyone in between.

Located in Orange County, J L Dillard Sub 3 is conveniently situated just a short drive from the bustling downtown Winter Garden, where you can explore a variety of shops, restaurants, and entertainment options. The picturesque West Orange Trail, perfect for walking, biking, or jogging, winds through the area, providing residents with ample opportunities to enjoy the beautiful Florida weather and stunning natural landscapes.

The homes in J L Dillard Sub 3 are characterized by their unique architectural styles and well-manicured lawns, creating a warm and welcoming atmosphere. Many properties feature spacious layouts, modern amenities, and inviting outdoor spaces, making them perfect for hosting gatherings or simply relaxing after a long day.

Families will appreciate the proximity to top-rated schools and parks, ensuring that children have access to quality education and recreational activities. Additionally, the community’s friendly neighbors foster a sense of belonging, making it easy to forge lasting friendships.

With its prime location, charming homes, and strong sense of community, J L Dillard Sub 3 in Winter Garden is more than just a place to live; it’s a place to thrive. Discover your dream home in this enchanting neighborhood today and experience the best that Florida living 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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