In 1965, WINTER PARK MALL covered around 528,000 leasable square feet and was the Southland's largest fully-enclosed shopping center. It handily beat the nearest contender, the 395,400 square foot EDGEWATER PLAZA SHOPPING CITY, in Biloxi. In its original state, WINTER PARK MALL contained forty-one stores and services and was surrounded by a 3,000 car-capacity parking area.

WINTER PARK MALL TENANTS 1965:

IVEY'S (with Beauty Salon and Ivey Room auditorium) / J.C. PENNEY (with beauty salon, coffee shop, fur salon, bridal registry, photo studio and freestanding Auto Center) / F.W. WOOLWORTH 5 & 10 (with French Cafe restaurant) / Adrienne's ladies' wear / Augie's / Baker's Qualicraft Shoes / Bari Shoes / Barton's Candies & Hall of Cards / Bill Baer of Winter Park TV, Stereo & Records / Cheese Cottage / Claude Wolfe Home Appliances / Corene's lingerie / Creighton's Restaurant / Deluxe Liquors / Doctor C.S. Campbell, Optometrist / Elizabeth's House of Fashion / Flambeau Studio Interior Decorators / Florida's Taylor Carlisle Book Store / Gibson Ties / Goody's Bakery & Coffee Shop / Harper's ladies' wear / Hoffman's Boys' Shop / Imperial Tall Fashions / Keller Music / Kinney Shoes / Lawton's Jewelwers / Lillie Rubin ladies' wear / Matthew's ladies' wear / Robinson's Coin Laundry / Rutland's / Schwobilt Clothes / Shoe Re-Nu Shop / The Town Squire young men's shop / The Vogue Shops ladies' wear / Tom's Pizza / Tower Cleaners / Toy & Hobby Chest / Walgreen Drug (with Grill Room luncheonette) / Winn-Dixie supermarket (outparcel) / Winter Park News 

MALL KIOSKS:

All State Travel Agency / Carol's Shop / Cole National Corporation / Schick Services 

The WINTER PARK property was renovated in the mid-1980s. A small (five-store) area was added to the Main Entrance (in light gray). The entire mall was also given an indoor-outdoor face lift, with some store spaces being reconfigured. 

Unfortunately, the over-malling of Orlando was beginning to take its toll on the city's older shopping hubs. Between 1990 and 1994, WINTER PARK MALL lost twenty-five stores, including J.C. Penney. A second major renovation and repositioning was briefly considered, but was abandoned.

Graphic from Orlando Regional Center Associates