J L Dillard Sub 3 Homes with Sidewalk Exterior Features

J L Dillard Sub 3 Homes with Sidewalk Exterior Features

Welcome to J L Dillard Sub 3, a charming subdivision nestled in the heart of Winter Garden, Florida. Located in the vibrant Orange County, this community is a hidden gem that perfectly balances suburban tranquility with the conveniences of urban living.

As you stroll through the tree-lined streets of J L Dillard Sub 3, you'll appreciate the well-maintained sidewalks that invite leisurely walks and friendly neighborhood interactions. The sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, making it easy for residents to enjoy morning jogs or evening strolls with family and friends.

The homes in J L Dillard Sub 3 boast a variety of architectural styles, each exuding warmth and character. With exterior features that prioritize curb appeal and functionality, these residences are designed to cater to modern living while maintaining a welcoming atmosphere. Many homes come equipped with spacious yards, perfect for family gatherings, gardening, or simply soaking up the Florida sun.

Living in Winter Garden means you are just moments away from a wealth of amenities, including shopping, dining, and recreational opportunities. The historic downtown area, with its quaint boutiques and delightful eateries, is a short drive away, offering a perfect blend of small-town charm and modern conveniences.

Whether you're a first-time homebuyer, a growing family, or an investor looking for a sound opportunity, J L Dillard Sub 3 offers an inviting community where you can create lasting memories. Discover your dream home in this delightful subdivision, where every day feels like a vacation in the Sunshine State!

Newest J L Dillard Sub 3 Homes with Sidewalk 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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