In 1949-1950, she played "Babs Riley" on The Life of Riley, This was the first, less successful, version with Jackie Gleason and Rosemary DeCamp. A second version with an entirely different cast appeared several years later with William Bendix in the title role.
Her signature role was that of "Penny", the niece of the title character on Sky King, played by Kirby Grant. Ron Hagerthy, who is the same age as Winters, appeared in nineteen episodes during 1952 as Sky King's nephew, Clipper King. Sky King was filmed in 1951-1952, 1955-1956, and 1957-1962, as sponsors changed. It ran thereafter in syndication, but the actors received no residuals.
Winters appeared in a number of other television offerings, including Judge Roy Bean (in episode entitled "Four Ladies from Laredo"), The Adventures of Wild Bill Hickok, Sheriff of Cochise, The Lone Ranger, The Roy Rogers Show, The Dick Powell Show, The Jack Benny Show, The Bob Hope Show, The Gene Autry Show and Death Valley Days. In 1954, she appeared as "Little Britches" in an episode of the syndicated western Stories of the Century, starring and narrated by Jim Davis.
In 2002 she won a Golden Boot Award as a Sweetheart of the West.