J L Dillard Sub 3 Homes with Courtyard Exterior Features

J L Dillard Sub 3 Homes with Courtyard Exterior Features

Welcome to J L Dillard Sub 3, a hidden gem nestled in the enchanting city of Winter Garden, Florida, located in the heart of Orange County. This charming subdivision is a perfect blend of modern living and serene surroundings, offering residents a vibrant community atmosphere with the convenience of nearby amenities.

At J L Dillard Sub 3, you'll find an array of beautifully designed homes that boast stunning courtyard exterior features. These inviting courtyards create an idyllic outdoor space, perfect for entertaining guests, enjoying morning coffee, or simply soaking up the Florida sunshine. Each home is thoughtfully crafted to enhance both functionality and aesthetics, ensuring that your living experience is as comfortable as it is stylish.

Winter Garden is renowned for its rich history, picturesque landscapes, and a strong sense of community. Residents of J L Dillard Sub 3 enjoy easy access to local parks, charming shops, and delightful restaurants, making it an ideal place for families and individuals alike. The nearby West Orange Trail offers miles of scenic pathways for walking, biking, and running, allowing you to stay active while appreciating the beauty of Florida's natural surroundings.

With its prime location, exquisite homes featuring courtyard designs, and a warm community spirit, J L Dillard Sub 3 is more than just a place to live—it's a lifestyle waiting to be embraced. Come discover your dream home in this delightful subdivision and experience the best that Winter Garden has to offer!

Newest J L Dillard Sub 3 Homes with Courtyard Exterior Features

$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