Hannibal Square Heritage Center

Hannibal Square Library was a library established to serve the Black community in Winter Park, Florida that operated from 1937 to 1979. In 1881, the Hannibal Square neighborhood was built to house to Black families who worked for white residents and visitors and in the railroad or service industry. In 1936, Mertie Graham Grover, a former teacher, was hit by a car and killed in Winter Park. Her husband, Rollins College professor Dr. Edwin O. Grover, started a fund to build a library in her memory in the Hannibal Square neighborhood that would serve the Black residents who were barred by segregation laws from using the county library. The Hannibal Square Public Library-Mertie Graham Grover Memorial was built on the north side of West New England Avenue near Pennsylvania Avenue, next to the Black elementary school. It opened on July 1, 1937. In the 1950s, the library began to receive some funding from the city, although less than the public library received. In 1955, a children's room was added, funded with donations of time, labor and money. In 1962 and 1963, the Winter Park Public Library changed its policies to allow all residents, regardless of race, to access its library services. In 1968, Hannibal Square Library became a branch of the Winter Park Public Library. In 1979, the Hannibal Square library closed when the 460 East New England Avenue library opened. The Hannibal Square building was moved to a place behind the Winter Park Community Center.

Mount Moriah Missionary Baptist Church was founded in 1886 and was the first black Baptist church organized in Winter Park, Florida, United States. Originally, the church began at the home of Reverend Charles and Mrs. Missouri Ambrose on Pennsylvania Avenue in the town's predominantly African American Westside. The church presented the community with a safe place to form close friendships, and offered a number of wholesome activities for children and adults. Clyde W. Hall, a member of the church, recalls that “the church also provided a place where African-Americans could dress in their best attire on Sundays and enjoy equality without encountering the racial deprivations of everyday living in the South at that time.” The first minister to lead the congregation was Reverend Charles Johnson Smith, who came to Mount Moriah in 1887. Reverend Smith's position as a moderator of the First Florida Missionary Baptist Association helped allow the developing church to be granted membership in the organization in 1910. Reverend Smith continued to serve Mount Moriah until 1911.

Soseki is a Michelin-starred Japanese restaurant in Orlando, Florida, in the United States. The restaurant has 10 seats.

Alfond Stadium at Harper-Shepherd Field is a multi-purpose stadium in Winter Park, Florida. It is home to the Rollins Tars baseball and softball teams. The stadium was home to the Winter Park Diamond Dawgs wood bat collegiate summer baseball league team from 2004 to 2015.The stadium is named for Harold Alfond, a longtime Rollins College booster. The land was donated it to the City of Winter Park in 1926 by local merchants James E. Harper and F.W. Shepherd. Rollins obtained the property in 1933.Past renovations included the clubhouse in 1983 and in 2002; a new scoreboard in 2004; and updated lighting in 2012. 2018 improvements include a FieldTurf infield; safety netting; covered batting cages; a JV locker room; and a newly paved parking lot with new lighting. 2019 renovations will include improvements to the stadium and clubhouse.In 2014 the site was considered for a new ballpark to host the Brevard County Manatees (Class A-Advanced; Florida State League) but the financial details didn't work out.

Winter Park History Museum, also known as the Winter Park Historical Museum, is a local history museum in Winter Park, Orange County, Florida. It is operated by the Winter Park Historical Association and located in a former railroad freight depot.The museum's collections of historic artifacts include area schools, medical and military items, vintage postcards and photographs, Boy Scout items, and items of local businesses and industries. Exhibitions have included local area history subjects such as area railroads, the history and culture of the turpentine industry, Winter Park High School history, and the city's Colony Theatre (Winter Park, Florida).

Downtown Winter Park Historic District is a national historic district in Winter Park, Florida, Orange County. Including buildings constructed from 1882 through 1965, runs along Park Avenue from Canton to Comstock avenues.It was added to the National Register of Historic Places in 2011.

Winter Park station is a train station in Winter Park, Florida. It is served by SunRail, the commuter rail system of Greater Orlando, and Amtrak, the national passenger rail system of the United States. The current station was built in 2014, replacing earlier stations going back to 1882.

Winter Park Village is an outdoor shopping center in Winter Park, Florida, United States featuring many shops, restaurants, and a 20-screen Regal Cinemas. The center opened in 1999 on the site of the former Winter Park Mall.

The Tiffany Chapel is a chapel interior designed by Louis Comfort Tiffany and created by the Tiffany Glass and Decorating Company. First installed for the 1893 World's Columbian Exposition in Chicago, the chapel was later moved to the Cathedral of St. John the Divine in New York City, then re-acquired by Tiffany in 1916 and displayed in his own home. After the chapel was dismantled in 1949, parts were sold and the remaining portions were put on display at the Charles Hosmer Morse Museum of American Art in Winter Park, Florida in April 1999.

The Woman's Club of Winter Park is a historic woman's club in Winter Park, Florida. It is located at 419 Interlachen Avenue. On May 4, 1995, it was added to the U.S. National Register of Historic Places.

All Saints Episcopal Church is a historic church in Winter Park, Florida, United States. It is located at 338 E Lyman Avenue. On January 7, 2000, it was added to the U.S. National Register of Historic Places. It includes Late Gothic Revival architecture designed by Ralph Adams Cram and by H.C. Cone.

The Winter Park Country Club and Golf Course is a historic site in Winter Park, Florida, United States. It is located at 761 Old England Avenue. On September 17, 1999, it was added to the U.S. National Register of Historic Places. The golf course is a 9-hole, par 35 walking course that is 2470 yards long.