Chicago Multi-Family Homes For sale
Looking for a multi-family home in Chicago? Spot can help! Our search pulls live data from the MRED (Midwest Real Estate Data) to showcase a wide array of multi-family properties across the city.
Our listings give you real-time access to Chicago’s inventory of 2-flats, 3-flats, courtyard buildings, and larger multi-unit properties. Listings include unit layouts, current rents, and neighborhood details, so you see the numbers that drive cash flow
Listings are subject to the Fair Housing Act and MRED rules.
$900,000
5 Beds 3 Baths
3621 N Ravenswood AVE, Chicago, IL 60613
Listed by Sarah Ahmed of @properties Christie's International Real Estate
$699,000
6 Beds 4 Baths
5000 W Grace ST, Chicago, IL 60641
Listed by Katherine Paris of Compass
$1,199,000
9 Beds 6 Baths
4625 S Michigan AVE, Chicago, IL 60653
Listed by Karen Biazar of North Clybourn Group, Inc.
$859,900
7 Beds 3 Baths
4624 N Springfield AVE, Chicago, IL 60625
Listed by Maria DelBoccio of @properties Christie's International Real Estate
$729,900
6 Beds 4 Baths
3853 N Spaulding AVE, Chicago, IL 60618
Listed by Jenny Choe of Baird & Warner
$719,000
8 Beds 3 Baths
6712 N Maplewood AVE, Chicago, IL 60645
Listed by David Johnson of City and Field Real Estate
$699,000
4 Beds 2 Baths
6532 N Ashland AVE, Chicago, IL 60626
Listed by Alcides Rodriguez of RE/MAX City
$525,000
6 Beds 4 Baths
2436 W Fillmore ST, Chicago, IL 60612
Listed by David Johnson of City and Field Real Estate
$419,900
9 Beds 3 Baths
4936 S Loomis ST, Chicago, IL 60609
Listed by Jaime Birks of eXp Realty
$375,000
4 Beds 2 Baths
917 W 34th PL, Chicago, IL 60608
Listed by Mehdi Chekkouri of Real 1 Realty
$295,000
6 Beds 2 Baths
8329 S Burnham AVE, Chicago, IL 60617
Listed by Chequita Dobson of Coldwell Banker Realty
$1,250,000
5 Beds 4 Baths
6129 N Ravenswood AVE, Chicago, IL 60660
Listed by Gerardo Tapia-Quiroz of Baird & Warner
$1,049,000
8 Beds 3 Baths
1108 N Wolcott AVE, Chicago, IL 60622
Listed by Karen Biazar of North Clybourn Group, Inc.
$915,000
4 Beds 2 Baths
3619 N Claremont AVE, Chicago, IL 60618
Listed by Chris Sears of @properties Christie's International Real Estate
$675,000
6 Beds 3 Baths
3234 S Princeton AVE, Chicago, IL 60616
Listed by Miguel Lopez of Redfin Corporation
$429,900
6 Beds 2 Baths
3738 S HERMITAGE AVE, Chicago, IL 60609
Listed by Ryan Grober of Jameson Sotheby's Intl Realty
$399,900
5 Beds 2 Baths
4910 W Gladys AVE, Chicago, IL 60644
Listed by Roberto Wilczynski of Luna Realty Group
$279,900
4 Beds 2 Baths
8424 S essex AVE, Chicago, IL 60617
Listed by Xiomara Maldonado of North Clybourn Group, Inc.
$775,000
11 Beds 3 Baths
2836 N Lawndale AVE, Chicago, IL 60618
Listed by Jeremiah Fisher of Compass
$619,900
5 Beds 3 Baths
6444 N Oketo AVE, Chicago, IL 60631
Listed by Meghan O'Keefe of Baird & Warner
$1,199,900
6 Beds 5 Baths
1720 N Ashland AVE, Chicago, IL 60622
Listed by Philip Leigh of Essex 312, LLC
$799,999
12 Beds 5 Baths
5330 S Wabash AVE, Chicago, IL 60615
Listed by David Mishel of Compass
$659,900
5 Beds 4 Baths
6515 S Langley AVE, Chicago, IL 60637
Listed by Jennifer Bell of Fulton Grace Realty
$269,000
6 Beds 2 Baths
1721 W Steuben ST, Chicago, IL 60643
Listed by Dona Crane of EXIT Strategy Realty
Let's Find Your Perfect Home In Chicago!
Interested in buying a home in Chicago but need professional help to find the best deals in the market? We can help!
Why Choose a Multi-Family Home in Chicago?
Buying a Chicago multi-family puts rental income and equity growth on the same balance sheet. Live in one unit and use the others to offset your mortgage, or lease the entire building for straight cash flow.
Demand is steady in Logan Square, Wicker Park, Lakeview, and other transit-rich areas, making tenant turnover manageable.
Most properties are classic 2-flats and 3-flats—iconic brick or greystone—with separate entrances and strong neighborhood identities.
Compared with a single-family home or condo, you gain extra square footage, flexible space for extended family or offices, and the chance to own a piece of the city’s architectural stock. Tenant management and maintenance are part of the deal, but the upside in rent and long-term appreciation keeps multi-family homes on savvy buyers’ short lists.
Chicago Multi-Family Home Market
Here’s a look at key metrics for the Chicago multi-family real estate market:
- Median listing price: $430,000
- Average days on market (all types): 54 days
- Active inventory: 953 multi-family units
- Overall price appreciation (all types): +9.1 % Yo
The Chicago multi-family market in 2025 continues to attract interest due to its potential for rental income and long-term investment. While the overall housing inventory in the area remains somewhat constrained, current listings indicate available opportunities.
The general market’s price appreciation suggests underlying strength, which can also benefit multi-family property values
Popular Home Types in Chicago
Chicago Multi-Family Home Buyer FAQs
What kinds of multi-family homes are common in Chicago?
Chicago is well-known for its “flats,” which are typically 2-flat, 3-flat, or sometimes 4-flat buildings. These often feature individual apartment units stacked vertically, each with its own entrance. You’ll also find courtyard buildings and other smaller apartment structures that fall under the multi-family category.
What should I consider regarding rental income potential when buying a Chicago multi-family property?
Compare local market rents, factor vacancy, taxes, repairs, and management fees. Neighborhood demand in Logan Square or West Town drives rates; run the math before you bid.
Are there specific financing considerations for multi-family homes in Chicago?
Properties up to four units qualify for residential loans, but down payments and underwriting are stricter. Five units or more shift to commercial terms. Use a lender versed in multi-family deals.
What are some popular Chicago neighborhoods for finding multi-family investment properties?
Logan Square, Wicker Park, Pilsen, Avondale, and Lakeview lead for tenant demand, transit, and appreciation potential.
How will taxes and insurance compare to a single-family home?
Property taxes may be higher than for a single-family home due to the property’s value and income potential. Landlord insurance, which is different from standard homeowner’s insurance, will be necessary and will typically cost more due to covering multiple units and liability risks.