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[title]A former Masonic temple
Constructed in 1903, the Masonic temple in Roscoe Village was converted into the Byron Lofts in 1993, but the building’s original facade remains. Thirty-seven one- and two-bedroom lofts boast soaring windows that let in plenty of light. 3900 N Damen Ave. One-bedrooms $975–$995/month; contact the Enterprise Companies, 773-348-6900.
A historic office building
After 15 months of construction, the 1929 office building known as Randolph Tower just opened its doors as the 42-story Randolph Tower City Apartments, melding historical architecture—original terrazzo floors, a dramatic restored skylight—with modern amenities. On the 38th and 39th floors, a pool, lounge and game rooms fill the former site of the Steuben Club, one of the toniest private clubs of the ’20s. 188 W Randolph St. Studios, one-bedrooms and two-bedrooms $1,480–$2,375/month; contact Village Green, 888-472-8639.
A former shoe factory
Eleven-foot ceilings and 9-foot-tall windows are two major pulls to units in the Shoemaker Lofts, the site of the Florsheim Shoe Factory from the ’20s to the ’80s. The Avondale building was converted to condos and rental apartments in 2005. 3963 W Belmont Ave. Two-bedrooms $1,400–$1,600/month; contact Dubin Residential, 773-427-2400.
Buyers-only high-rise
The John Hancock Center doesn’t rent its units, but a broker in the building assists most condo owners who decide to lease their unit. With residences going up to floor 90, expect views to be amazing. Residents also have access to a post office and grocery store—meaning, come winter, there’s little reason to leave the building, ever. 175 E Delaware Pl, contact Earl Reid, 312-893-3532. From $1,290/month for a studio to $3,400/month for a two-bedroom, two-bathroom.
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