The first terrain in this site, Target, opened in October 1994. The Rouse Company built the Oviedo Marketplace, which opened for business on March 4, 1998. Initial tenants at opening included Gayfers and Dillard's department stores, plus a 22-screen theater owned by Regal Cinemas Oviedo Mall 22. At opening, the mall was 80-percent leased. Other major tenants at the mall included Barnes & Noble, a Foot Locker superstore, f.y.e., and Bed Bath & Beyond. In September 1998, after only seven months in operation, the Gayfers store was sold to Parisian. This was done because Dillard's had acquired Gayfers parent company, Mercantile Stores Company, Inc., and had agreed to sell certain Gayfers stores in malls already anchored by Dillard's to Parisian's then-parent company, Proffitt's. Sears joined the mall as a third anchor in November 2000. Parisian closed the Oviedo Marketplace location in 2000 due to poor sales, and sold it to Burdines, which opened that November. The store rebranded to Burdines-Macy's in 2003, then just Macy's in 2005. Macy's closed in 2017. The space is now vacant. The mall struggled with low occupancy for most of its history, due to many factors such as poor location, a smaller footprint than other malls, competition from nearby Waterford Lakes Town Center, and exterior accesses for certain larger stores such as f.y.e. and Foot Locker, which discourage foot traffic within the mall proper. General Growth Properties bought the Rouse Company in 2004 and assumed ownership of the mall as a result. Bed Bath & Beyond, f.y.e. & Foot Locker moved outside the mall in 2009, due to the original location being too large. In 2010, General Growth sold the mall to CW Capital, who renamed it Oviedo Mall a year later. John Paul Mitchell Systems opened a beauty school at the mall in 2012, taking a space originally intended for a restaurant. CW Capital sold the center to 3D Investments in 2013. In 2014, the vacated Bed Bath & Beyond space became a gym called Zoo Health Club and a children's fitness facility called O2B Kids. On August 31, 2019, it was announced that Sears would be closing this location a part of a plan to close 92 stores nationwide. The store closed in December 2019. On January 7th, 2020, the Oviedo City Council voted to redevelop portions of the mall into a 55+ community, as well as a hotel.