N/A Homes with West Orange High High school

Welcome to the enchanting city of Winter Garden, Florida, where vibrant living meets suburban charm! Nestled in the heart of Orange County, this delightful community is not just known for its picturesque landscapes but also for its exceptional educational opportunities, particularly for families seeking a top-notch schooling experience.

One of the standout features of Winter Garden is its close proximity to West Orange High School, a highly regarded institution that consistently ranks among the best in the area. This makes Winter Garden an ideal choice for families looking to provide their children with an excellent education while enjoying the comforts of home. The school’s commitment to academic excellence is matched by its robust extracurricular programs, ensuring that students receive a well-rounded education that prepares them for future success.

The real estate scene in Winter Garden is as diverse as its community. From charming single-family homes to modern townhouses, there’s something for everyone. Many properties boast spacious yards, perfect for family gatherings and outdoor activities, while others offer contemporary designs with all the modern amenities. The sense of community is palpable, with friendly neighbors and local events that foster connections and create lasting memories.

Beyond the homes, Winter Garden is a treasure trove of parks, recreational facilities, and a thriving downtown area filled with shops and restaurants. Whether you're strolling through the historic district or enjoying a weekend at the local farmers' market, you'll find that Winter Garden is not just a place to live—it's a place to thrive. Come discover your dream home in this beautiful, family-friendly city!

Newest N/A Homes with West Orange High High school

144 Tildenville School Road, Winter Garden

$899,900

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

$585,000

2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code

**Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operated as a short-term rental and offered turn-key with furnishings and accessories included, with existing reservations extending through March 2027. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle.

325 W Newell Street, Winter Garden

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