Crib Chatter

This 2-bedroom in The Gateway Lofts at 1738 W. Belmont in West Lakeview came on the market in September 2025. Built in 2002, The Gateway Lofts has 14 units and attached garage parking. It’s an elevator building and has some amenities including an exercise room and a recreation room with a ping pong table (why […]

This 2-bedroom at 527 W. Surf in East Lakeview came on the market in August 2025. Built in 1920, this building has 24 units, a laundry room, a bike room and private storage. We last chattered about this unit during the hot pandemic market, in July 2022. Back then, many of you thought it was […]

This 2-bedroom in the historic Brewster Building at 2800 N. Pine Grove in Lakeview came on the market in August 2025. Built in 1893, the Brewster is a landmarked building with 90 units. It was originally built as a luxury apartment building. Not only did Charlie Chaplin live in one of the penthouses in 1915-1916, […]

This 3-bedroom Alta Vista Terrace row house at 3838 N. Alta Vista in Lakeview came on the market in August 2025. The pictures above are of two others on the street, as I didn’t have a picture of this specific row house. These give you a flavor of what the street looks like. You may […]

This 5-bedroom single family home at 3033 N. Seminary in Lakeview came on the market in July 2025. I don’t have a picture of it. Built in 1890, it’s on a standard Chicago lot measuring 25×125 and has a 2-car garage. The listing says it has been “fully rehabbed” and has been “completely updated in […]

This 3-bedroom penthouse at 717 W. Briar Place in East Lakeview came on the market in July 2025. Built in 1894, and converted into condos in 2002, it has 7 units and deeded parking. This is a top floor “loft-style” unit which was gut rehabbed in 2002. It has some loft features, including high ceilings, […]

This top floor 3-bedroom at 814 W. Roscoe in East Lakeview came on the market in July 2025. Built in 1920, this building has 8 units and exterior outdoor parking behind the building. It was converted into condos at the height of the housing bubble, in 2006. This is a penthouse unit with 12 foot […]

This 2-bedroom in 3300 N. Lake Shore Drive in East Lakeview came on the market in July 2025. Built in 1926, 3300 N. Lake Shore Drive has 84 units. I don’t believe there’s any parking or door staff with the building. It has an on-site manager/engineer, a bike room, an exercise room, a laundry room, […]

This top floor 2-bedroom at 606 W. Aldine in East Lakeview came on the market in July 2025. Built in 1917, 606 W. Aldine is a brick walk-up which has 6 units and garage parking. It also has a shared landscaped backyard, with a table and loungers and the units have private storage in the […]

This studio in 539 W. Stratford Place in East Lakeview came on the market in July 2025. 539 W. Stratford was built in 1967. It is an elevator building and has 43 units. From the prior listings, it appears to be mostly 1-bedrooms and studios. It has outdoor parking behind the building, a bike room […]