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Maitland is a suburban city in Orange County, Florida, United States, part of the Greater Orlando area. The population was 19,543 at the 2020 census. The area's history is exhibited at the Maitland Historical Museum; the city also hosts the Maitland Art Center, as well as notable examples of Mayan Revival architecture and Fantasy architecture, the Maitland Telephone Museum, and the William H. Waterhouse House Museum (all museums and the Maitland Art Center are now managed by Art & History Museums of Maitland). A SunRail station is located in Maitland on Highway 17-92. The city is named for Fort Maitland.

The Maitland Art Center (formerly known as The Research Studio) is a historic site in Maitland, Florida. It was founded and designed by architect and artist J. Andre Smith (1880-1959) in 1937 as an artist colony, dedicated to experimental art. Funded by philanthropist Mary Curtis Bok, the colony hosted artists such as Ralston Crawford, Milton Avery, and Consuelo Kanaga. It is located at 231 West Packwood Avenue. On November 17, 1982, it was added to the U.S. National Register of Historic Places. The Maitland Art Center is one of the five museums encompassed by the Art & History Museums - Maitland (A&H). The A&H's Maitland Art Center offers artist residency programs, a variety of art classes for adults and children, professional development for artists, and dynamic programming for art appreciation. The A&H is a non-profit organization funded by earned income and contributions by the City of Maitland, the State of Florida, United Arts of Central Florida, grants, and individual donations. The A&H's Maitland Art Center is one of the few examples of Mayan Revival architecture, also known as Fantasy Architecture in the southeast. The grounds are a common location for outdoor weddings. The art center offers three areas for weddings: the Main Garden, the Chapel, and the Mayan Courtyard. The Center (as The Research Studio (Maitland Art Center)) was designated a National Historic Landmark in August 2014. It was given this designation primarily for its distinctive architecture, a Mayan-influenced interpretation of Art Deco, sometimes referred to as Mayan Revival.

Maitland Telephone Museum is a museum in Maitland, Orange County, Florida. It is operated by the Maitland Historical Society. The museum covers the history and development of the Winter Park Telephone Company. It is located at 221 West Packwood Avenue.

Maitland Historical Museum is a local history museum in Maitland, Florida, Orange County, Florida. It is operated by the Maitland Historical Society.

The William H. Waterhouse House is a historic residence in Maitland, Florida, United States, that is listed on the National Register of Historic Places.

Moseley House Museum is a house museum located in Eatonville, Florida. The house is the second oldest structure in the town, constructed in 1888. The house was owned by Jim and Matilda Clark Moseley, Matilda was the niece of Eatonville's founder and first mayor. Author Zora Neale Hurston was a friend of Matilda and often visited the house. The house was restored and opened as a museum in 2000. It currently exhibits early Eatonville memorabilia.

Maitland station is a train station in Maitland, Florida, served by SunRail, the commuter rail service of Central Florida. The station opened May 1, 2014, and marks the return of passenger rail service in Maitland since the days of the Atlantic Coast Line Railroad. It is the northernmost SunRail station in Orange County, Florida. Maitland is typical of most SunRail stations featuring canopies consisting of white aluminum poles supporting sloped green roofs and includes ticket vending machines, ticket validators, emergency call boxes, drinking fountains, and separate platforms designed for passengers in wheelchairs. The station is located along the former CSX A-Line (originally constructed by the South Florida Railroad) along the west side of US 17/92 just south of the SR 414 interchange. A transit-oriented development called The Parker at Maitland Station is located adjacent to the station and features a five-story, 293-unit luxury apartment community.Because the station currently averages the lowest ridership on the entire SunRail system with only 200 passengers a day, the City of Maitland constructed a pedestrian boardwalk that connects the station to the Greenwood Gardens neighborhood, which is located directly behind the station, in an effort to help boost ridership. Additionally, the city plans for the construction of a parking garage to be built at the station. Despite the current low ridership numbers in and out of the station, city officials believe there will be a need for the garage in the future. Plans call for the garage to be built sometime during the 2019 fiscal year. The city is not looking to pay for the construction of the garage, but rather, fund it using federal or state grant money.

The Church of the Good Shepherd built in 1880 is an historic Episcopal church located at 331 Lake Avenue in Maitland, Orange County, Florida. Designed by renowned New York architect Charles C. Haight in the Carpenter Gothic style of architecture, it was built largely through the efforts of the Right Reverend Henry Benjamin Whipple, the first bishop of Minnesota, who began wintering in Maitland in the 1870s. Its board and batten exterior walls and lancet windows are typical of Carpenter Gothic architecture, but its belfry centered over the altar area is unusual. The church was consecrated on March 17, 1883, and Bishop Whipple conducted regular services there each winter for the rest of his life. In 1967, a new modern church designed by Nils M. Schweizer was built to complement the original structure, which since then has served as a chapel. On March 28, 2011, the 1880 church was added to the National Register of Historic Places.

The Zora Neale Hurston National Museum of Fine Arts, also known as The Hurston, is an art museum in Eatonville, Florida. The Hurston is named after Zora Neale Hurston, an African-American writer, folklorist, and anthropologist who moved to Eatonville at a young age and whose father became mayor of Eatonville in 1897. The museum's exhibits are centered on individuals of African descent, from the diaspora and the United States. The Hurston features exhibitions quarterly to highlight emerging artists.The museum supports the art involved within the museum and the Zora Neale Hurston Trail, which contains 16 historic artists and 10 markers written by Hurston. The museum is also featured in the Zora Festival, which is held every year to celebrate the history, culture, and arts of Eatonville. In January 2022, the Southern Poverty Law Center gave a $50,000 grant to the museum.

Eatonville is a town in Orange County, Florida, United States, six miles north of Orlando. It is part of the Orlando–Kissimmee metropolitan statistical area. Incorporated on August 15, 1887, it was one of the first self-governing all-black municipalities in the United States. The Eatonville Historic District and Moseley House Museum are in Eatonville. Author Zora Neale Hurston grew up in Eatonville and the area features in many of her stories. In 1990 the town founded the Zora Neale Hurston Museum of Fine Arts. Every winter the town stages the Zora Neale Hurston Festival of the Arts and Humanities. A library named for her opened in January 2004. The population was 2,159 at the 2010 census. The majority are African American.Artist Jules Andre Smith has done a series of paintings depicting life in Eatonville during the 1930s and 1940s. Twelve of these works are at the Maitland Art Center in the adjacent town of Maitland. Eatonville is home to WESH and WKCF, two television stations serving the Orlando television market.

Fort Maitland was a military fort built by the United States Army at what is now Maitland, Florida. It was built in November 1838 as a supply depot during the Second Seminole War. The fort was named after Captain W. S. Maitland, who was injured during the Battle of Wahoo Swamp and later killed himself after 9 months of trying to recover from his injuries.

Tijuana Flats Tex-Mex is a privately-held American restaurant chain serving Tex-Mex cuisine. It has over 135 locations (117 company owned and 18 franchised) throughout Florida, Georgia, North Carolina, Virginia, and Indiana. Tijuana Flats restaurants are fast-casual hybrids with fresh food, hot sauce bars, art murals and off-beat culture. Customers order at the front counter and are served after taking a seat. The restaurant was founded in Winter Park, Florida, in 1995 by University of Central Florida graduate Brian Wheeler with US$20,000 in loans. The company had 18 locations before expanding out-of-state in 2004.