J L Dillard Sub 3 Homes for Sale

J L Dillard Sub 3 Homes for Sale

Welcome to J L Dillard Subdivision 3, a hidden gem nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community is a perfect blend of suburban tranquility and modern convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful yet connected lifestyle.

J L Dillard Sub 3 is characterized by its well-maintained streets and friendly atmosphere, where neighbors become friends and community spirit thrives. The subdivision features a variety of homes for sale, offering diverse architectural styles and layouts to suit every taste and budget. From cozy single-family residences to spacious properties with beautiful yards, there’s something for everyone in this delightful neighborhood.

One of the standout features of J L Dillard Sub 3 is its proximity to the picturesque downtown Winter Garden, where you can enjoy quaint shops, local eateries, and vibrant farmers' markets. The area is also known for its excellent schools, parks, and recreational facilities, ensuring that families have access to quality education and outdoor activities.

For those who appreciate nature, the nearby West Orange Trail provides miles of scenic pathways for walking, biking, and enjoying the great outdoors. With easy access to major highways, residents can quickly reach the attractions of Orlando, including theme parks, shopping centers, and entertainment venues.

If you’re looking for a welcoming community with homes for sale that cater to a variety of lifestyles, J L Dillard Subdivision 3 is the perfect place to call home. Discover your dream home in this enchanting neighborhood today!

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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