506 N Dillard St, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. If you’ve been searching for the perfect Winter Garden home, your search ends here! Nestled in the highly sought-after Golf Cart District, this stunning CUSTOM BUILT home offers the ideal blend of elegance, privacy, and convenience. Set on a beautifully landscaped .31-acre CORNER HOMESITE surrounded by majestic live oaks and thoughtfully designed gardens, this property is truly one-of-a-kind. Check out the 3D tour to take a walk through this special home! Built with quality in mind, this home features concrete block construction and hardie plank siding for durability. Fresh exterior paint in 2023 & a BRAND NEW ROOF was completed in January 2025. Recent updates such as a TANKLESS GAS WATER HEATER, seamless gutters, security system, exterior lighting, and new toilets ensure comfort and peace of mind. Inside, the inviting floor plan includes two spacious bedrooms and 2.5 bathrooms on the 1st floor, plus a private 3rd bedroom/in-law suite above the garage. The main living areas showcase real WHITE OAK HARDWOOD FLOORS, and 9'4" ceilings with CROWN MOLDING. The great room’s NATURAL GAS BRICK FIREPLACE and built-in bookcases sets a cozy ambiance, perfect for relaxing evenings at home. The home’s double pane windows are equipped with WOOD PLANTATION SHUTTERS, allowing for ample natural light. The sunny kitchen is a true delight, featuring timeless white cabinetry, a GAS COOKTOP, electric wall oven, Bosch dishwasher, and a newer GE Profile refrigerator & microwave. A convenient appliance garage keeps your counters clutter-free, while low-maintenance Corian countertops and a breakfast bar add both function & style. The formal dining area, with a large bay window, offers a picturesque view of the front gardens, creating the perfect space for meals and entertaining. The serene owner’s suite is a true retreat, complete with a sitting area, cozy private study with built-in cabinetry, and peaceful views of the backyard garden. The en-suite bathroom boasts a generous walk-in closet, a ZERO-THRESHOLD TILED SHOWER, tile flooring and a built-in ironing board. Designed for accessibility, the first floor features wider hallways and doorways to accommodate those with limited mobility. Upstairs, the spacious 3rd bedroom/bonus room is ideal for guests or multi-generational living, complete with vaulted ceilings, a full bathroom with a tiled shower, built-in bench storage and an included armoire. The attic is accessible for even more storage. The oversized two-car garage has EPOXY COATED FLOORS, a second fridge for beverages, and under-stairs storage closet. Outside, the brick paved screened porch offers a tranquil setting for alfresco dining, while the open brick patio, shaded by a granddaddy live oak, is the perfect spot for enjoying nature. Gardening enthusiasts will appreciate the professionally designed landscape, including raised garden planters, irrigation, and lush gardens with minimal grass to maintain. With abundant parking on this corner lot and space for your golf cart, this home is perfectly positioned for an active lifestyle. Just a short walk to Winter Garden’s vibrant Plant Street, you’ll enjoy dining, shopping, festivals, a farmer’s market, splash pad, and more. Explore the Sobo art gallery, Crooked Can brewery, and the West Orange Trail, all within easy reach. This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods. Don’t miss your chance to make this gem yours today!