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 Subdivision 3, a hidden gem nestled in the heart of Winter Garden, Florida. This charming community, located in the vibrant Orange County, offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

J L Dillard Sub 3 is characterized by its picturesque streets and beautifully designed homes, each featuring stunning courtyard exterior designs that invite you to enjoy the Florida sunshine. These courtyard homes create an enchanting atmosphere, perfect for outdoor gatherings, morning coffee, or simply soaking up the warm rays of the sun. The thoughtful architecture not only enhances curb appeal but also fosters a sense of community among neighbors, encouraging friendly interactions and a welcoming environment.

Living in Winter Garden means you are just moments away from a plethora of amenities. The area boasts excellent schools, lush parks, and vibrant shopping districts, ensuring that everything you need is within reach. The historic downtown area is a delightful blend of quaint shops, delicious eateries, and cultural experiences, all set against a backdrop of beautiful landscapes.

For those who appreciate outdoor activities, Winter Garden offers numerous recreational opportunities, including scenic trails and nearby lakes, perfect for hiking, biking, and family outings.

Whether you’re looking to settle down or invest, J L Dillard Sub 3 presents an incredible opportunity to embrace the Florida lifestyle in a community that feels like home. Come explore the possibilities and discover why this subdivision is the perfect place to create lasting memories!

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

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