Winter Garden Historic Residential District

The Garden Theatre is a refurbished, historic theatre located at 160 West Plant Street in Winter Garden, Florida. The Garden Theatre, which hosts over 200 events a season, including professional level theatre, music, dance, and films. The Garden Theatre serves as the primary performing arts center for the Winter Garden area.

The Winter Garden Downtown Historic District is a U.S. historic district in Winter Garden, Florida. It is bounded by Woodland, Tremaine, Henderson, and Lakeview Streets, encompasses approximately 100 acres (0.40 km2), and contains 26 historic buildings. Among the 26 buildings are the Winter Garden Heritage Museum, Garden Theatre, Tony's Liquors, the Dillard & Boyd Building, and many more. The oldest confirmed of these are the Dillard & Boyd Building and 36 W. Plant Street, both dating to 1912 (there are some buildings which may be older, however sources cannot confirm their date of construction). On August 1, 1996, it was added to the U.S. National Register of Historic Places.

WXXL (106.7 FM) is a commercial radio station licensed to Tavares, Florida, and serving the Greater Orlando - Central Florida radio market. The station airs a top 40 (CHR) radio format and is owned by iHeartMedia. The studios and offices on Maitland Center Drive in Maitland. WXXL has an effective radiated power (ERP) of 100,000 watts. The transmitter is on Story Road at Veterans Memorial Park in Winter Garden.

Winter Garden is a city in western Orange County, Florida, United States. Located 14 miles (23 km) west of Downtown Orlando, it is part of the Orlando metropolitan area. The population was 46,964 as of the 2020 census.

Meadow Marsh, which has also been known as the Luther F. Tilden House and as the Luther W. Tilden House, is a historic home in Winter Garden, Florida, United States that is listed on the U.S. National Register of Historic Places (NRHP). It is located at 940 Tildenville School Road. The neighborhood it is located in is known as Tildenville, an unincorporated village. The house is a Classical Revival style house that was a work of Frederick H. Trimble. Trimble is also credited with design of NRHP-listed Fellsmere Public School in Fellsmere, Florida and the NRHP-listed Vero Theatre in Vero Beach, Florida.It was listed on the NRHP as Luther F. Tilden House in 1996. The listing included four contributing buildings on 12 acres (4.9 ha).According to a historic site webpage, it was built by Luther Willis Tilden, the son of Luther Fuller Tilden.Luther Tilden was a pioneer in citrus cultivation in Florida.

The West Orange Trail is a 22-mile (35 km) long multi-use rail trail owned by Orange County Parks and Recreation in Orange County, Florida, in the United States. The paved trail passes through downtown Oakland, Winter Garden, and Apopka with most of its length built on old railroad alignments. To the west of the West Orange Trail is the South Lake-Lake Minneola Scenic Trail in Lake County which was connected to the trail in 2007.

Tildenville is a census-designated place (CDP) and an unincorporated area in Orange County, Florida, United States. The population was 511 at the 2010 census, most of them African American. It is part of the Orlando–Kissimmee Metropolitan Statistical Area. Generally speaking, Tildenville is a narrow area alongside Orange County Road 545, south of Florida State Road 50 and north of the Stoneybrook West planned unit development. Residents utilize Winter Garden, Florida for mail delivery. The CDP takes its name from Luther F. Tilden, a prominent pioneer and citrus magnate who greatly contributed to the community. Historically, Tildenville referred to an area larger than the modern CDP. Landmarks such as Tildenville Elementary School, Tildenville Marketplace, and Meadow Marsh are now located within the city limits of Winter Garden.

West Orange High School is a high school located in Winter Garden in southwest Orange County, Florida, United States. West Orange serves Winter Garden, Oakland, Tildenville, and parts of Lake Butler and Ocoee.

Oakland is a town in Orange County, Florida, United States. The population was 3,516 at the 2020 Census, representing a growth of 38.5% over the population of 2,538 recorded during the 2010 census. It is part of the Orlando–Kissimmee Metropolitan Statistical Area.

Winter Garden Village at Fowler Groves is a mixed-used outdoor mall in Winter Garden, Florida. Located within the western Orlando metropolitan area just off the corner of the Daniel Webster Western Beltway and Winter Garden Vineland Road, the mall is located a few miles north of Walt Disney World.

The Ocoee Christian Church is a historic Carpenter Gothic church in Ocoee, Florida. It is located at 15 South Bluford Avenue. On March 28, 1997, it was added to the U.S. National Register of Historic Places. The church is affiliated with the Christian Church (Disciples of Christ) and is believed to be the oldest church of that denomination in continuous use in Florida.

The Withers-Maguire House is a small event venue and historic house museum in Ocoee, Florida. It is located at 16 East Oakland Avenue and is owned by the City of Ocoee. It was added to the U.S. National Register of Historic Places on April 2, 1987. The builder was retired General William Temple Withers, a native Kentuckian, who began wintering in Florida in 1884. He spent much of his time acquiring land in western Orange County and growing citrus. In 1888, he built this house and lived here until his death the following year. Withers’ widow, Martha, sold the house and its furnishings in 1910 to David O. Maguire and his family, whose house had recently burned. Like Withers, Maguire was very involved in citrus growing, and the family became prominent citizens in Ocoee. Maguire's son, Fred, was Ocoee's first mayor, and another son, Raymer, was the first city attorney. David Maguire died in 1913, but members of his family continued to reside in the house until 1979. After a commercial venture to convert the home to offices was abandoned, the City of Ocoee acquired the house in 1984. It was listed on the National Register of Historic Places in 1987. Made from pine cut and milled on this site, it is an example of Stick Victorian style architecture. One of the finest houses in west Orange County, it was one of the first to have concealed electrical wiring and closets. The city restored the house following its acquisition using a combination of city funds and a State of Florida grant. The downstairs rooms is available for rental and is suitable for smaller gatherings or to support an outside event. A modern catering kitchen is available. The upstairs rooms serve as a museum depicting early 1900s life in Ocoee. Current information regarding the City of Ocoee can be found here.