A Hyde Park resident for more than 50 years, Deone Jackman, 80, a retired psychotherapist, has seen the neighborhood undergo significant changes. What excites her most is the rise of the arts on the South Side—something she helped facilitate through her support of organizations such as the Hyde Park Art Center, which recently celebrated its 75th anniversary. In the early 2000s, when the center was facing financial trouble, Jackman led the charge to get things back on track. “The center evokes commitment and love,” she says. The same commitment to artists is apparent in Jackman’s prewar 1916 condo, where the Toronto native showcases an impressive collection of contemporary work. Here are some of her favorite items.

Cutler and Gross Glasses (on Jackman)
($495, cutlerandgross.com)
“I love the shape.”

Jacob Hashimoto Sculpture
“One of the first pieces I commissioned.”

Return of a King by William Dalrymple
($14, Barnes & Noble, 1130 N. State St.)
“The author writes with so much compassion.”

Vintage Bakelite Bracelets
“I found one in New York and one in Paris, yet they work as a pair.”

Embroidered Silk Jacket
“I bought this on my most recent trip to India.”

Jet Mous Necklace
($62, jetmous.com)
“I get so many comments on this—and it’s made of deodorant balls!”

Christina Ramberg Cotton Quilt
(Carl Hammer Gallery, 740 N. Wells St.)
“Ramberg was one of the best artists out of the Hairy Who [artist collective].”

Robert Clergerie Leather and Lurex Oxfords
($378 for similar style, thedreslyn.com)
“These look great with black.”

Nars Lip Pencil in Dragon Girl
($25, Sephora, 520 N. Michigan Ave.)
“My favorite shade of red.”

Nespresso Espresso Maker
($225, Williams-Sonoma, 1550 N. Fremont St.)
“Consistently good-quality drinks.”