Home  VIP sign-in  Search for Homes  Your Home's Value  Contact the Team  Winter Garden, Florida Central Florida's Growing Community Winter Garden is "A Great Place to Live." Stroll down the heart of downtown to see all the new renovations taking place. Plant Street is small-town living at its best, with its quaint stores, restaurants and the West Orange Trail, for hours of family fun and enjoyment. The charm and quality of this West Orange County community is becoming a prime Florida location. Winter Garden is North of SR 50 (W. Colonial Dr.) known as the Historic Winter Garden area, and you have modern Winter Garden, south on 535 from W. Colonial Drive Historic Winter Garden located north of W. Colonial Drive is situated between Oakland, Lake Apopka and on the east of Ocoee has the quaint downtown feeling and a look that would come right out of a Norman Rockwell painting. Heritage Museum Hours: Daily from 1 PM - 5 PM Admission: Free Location: 1 N. Main Street, Winter Garden, FL 34787 Directions: Get a map Phone: 407-656-5544 History Center Hours: Monday-Friday 1 PM - 5 PM Week-end tours by appointment Admission: Free Location: 99 West Plant Street Winter Garden, FL 34787 Directions: Get a map Phone: 407-656-3244 Railroad Museum Hours: Daily from 1 PM - 5 PM Admission: Free Location: 101 S. Boyd Street Winter Garden, FL 34787 Directions: Get a map Phone: 407-656-0559 Garden Theater Hours: Not Open, Under Construction Admission: Varies/Free Location: 160 West Plant Street Winter Garden, FL 34787 Phone: 407-401-8660 SEARCH Homes in Winter Garden Updated daily!