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 charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This delightful community is perfect for those seeking a serene yet engaging lifestyle, combining the warmth of suburban living with the convenience of nearby urban amenities.

J L Dillard Sub 3 features an array of beautifully designed homes, each showcasing exquisite courtyard exterior features that invite you to enjoy the outdoors from the comfort of your own property. These courtyards serve as private retreats, perfect for relaxing with a good book, hosting intimate gatherings, or enjoying a morning coffee while basking in the Florida sunshine.

The homes in this subdivision are thoughtfully crafted, offering modern layouts that cater to a variety of lifestyles. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, J L Dillard Sub 3 has something to offer everyone. The community boasts lush landscaping and well-maintained streets, creating a picturesque environment that enhances the overall appeal of the neighborhood.

Located just minutes from the bustling downtown area of Winter Garden, residents can easily access an array of shopping, dining, and entertainment options. Additionally, the proximity to major highways ensures that commuting to nearby cities and attractions is a breeze.

Experience the charm and tranquility of J L Dillard Sub 3 in Winter Garden, where your dream home awaits. Embrace a lifestyle that balances comfort, community, and convenience in one of Florida's most desirable locations.

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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