1951-1994

In 1951, local leaders were frustrated that they always had to go to Orlando, Florida to see a physician, so they purchased 15 acres (6.1 ha) of the defunct Aloma Country Club.^[3] A total of $850,000 was raised by the Winter Park Memorial Hospital Association from the locals. In 1953, there was a groundbreaking for Winter Park Memorial Hospital.^[3] In 1955, it opened with 58 beds, two operating theaters, a fracture and a delivery room. That year it treated 2,000 locals and delivered 200 babies.^[3]

In 1994, Columbia Healthcare Corporation acquired a half interest in the hospital from the Winter Park Health Foundation.^[4][5]

2000-present

In late March 2000, Florida Hospital announced that it planned to purchase Winter Park Memorial Hospital.^[6] In early July, it took over the management of the hospital.^[7] In 2005, the hospital had 275 beds, and later construction began in May due to the number of babies being born.^[8]

In late September 2012, Florida Hospital announced that it would have a building constructed at Winter Park Memorial Hospital for women's health.^[9][10] In early October 2013, the hospital opened Florida Hospital for Women - Winter Park.^[11][12][13]

In early July 2015, Winter Park Memorial Hospital announced that it planned to add a five-story, patient pavilion tower with eighty beds for $90 million, with shell space for an additional 160 beds. It also announced that it planned to renovate and double its emergency department.^[14][15][16] In August, both the Winter Park Planning and Zoning Board, and the city commission government approved the construction plans unanimously.^[17][18][19]

In early November 2016, the cost of the pavilion tower was reduced to $85 million.^[20][21][22] In January 2017, Brasfield & Gorrie began construction of the mediterranean style pavilion tower, it was designed by RLF Architects.^[23] In late March 2018, Winter Park Memorial Hospital changed its mind and decided to open the tower with 140 beds.^[24] When the construction at the hospital is complete the number of beds will increase from 320 to 400, and all of the patient rooms will be private.^[20][22] In early July 2019, the first phase of the Nicholson Pavilion opened,^[25][26] and the second phase opened in early October.^[27] The pavilion was named in honor of the married couple who donated for its construction.^[20][22]

In late February 2020, construction workers found a time capsule labeled 1953-1963, and when it was opened by the hospital CEO it had newspaper clippings of the early years of the medical facility.^[28][29] In late July, construction began on the emergency department to add thirty-two beds, by increasing its size to 27,000 square foot (2,500 m²). On June 8, 2021, the expanded emergency department opened,^[30][31] by it two new metal sculputure's by Jefrë were installed.^[32][33]

On January 1, 2021, all hospitals were required to have their chargemaster on its website by the Centers for Medicare & Medicaid Services.^[34] In early February 2023, almost all of the AdventHealth hospitals had their chargemaster on their website, including AdventHealth Winter Park.^[35]