J L Dillard Sub 3 Homes for Sale

J L Dillard Sub 3 Homes for Sale

Welcome to J L Dillard Sub 3, a charming subdivision nestled in the heart of Winter Garden, Florida. This delightful community is a hidden gem in Orange County, offering a perfect blend of suburban tranquility and urban convenience. Known for its picturesque streets and friendly atmosphere, J L Dillard Sub 3 is an ideal place for families, retirees, and everyone in between.

The homes for sale in J L Dillard Sub 3 are a testament to quality living. With a variety of architectural styles, from cozy single-family homes to more spacious residences, there's something to suit every taste and budget. Many of these homes feature modern amenities, open floor plans, and lush landscaping, ensuring a comfortable and inviting environment. Imagine sipping your morning coffee on a sunlit patio or hosting weekend barbecues in your backyard—a lifestyle that J L Dillard Sub 3 makes possible.

In addition to its beautiful homes, this subdivision is conveniently located near an array of shopping, dining, and recreational options. The vibrant downtown Winter Garden is just a short drive away, boasting charming boutiques, local restaurants, and outdoor activities. For nature lovers, the nearby West Orange Trail offers miles of scenic pathways perfect for walking, biking, or jogging.

If you're looking for a community that combines the warmth of neighborhood living with easy access to urban amenities, J L Dillard Sub 3 is the perfect place to call home. Explore the homes for sale today and discover the lifestyle that awaits you in this enchanting Winter Garden community!

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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