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.Â
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.
$439,900
3 Beds 2 Baths
3632 S Winchester AVE, Chicago, IL 60609
Listed by Joe Tyler Gerber of Compass
$450,000
6 Beds 3 Baths
814 S Tripp AVE, Chicago, IL 60624
Listed by Kanisha Sanders of Coldwell Banker Realty
$249,900
5 Beds 3 Baths
12011 S Stewart AVE, Chicago, IL 60628
Listed by Talia Ramos of Re/Max Properties Northwest
$385,000
7 Beds 2 Baths
7843 S Marquette AVE, Chicago, IL 60649
Listed by Anthony Kirkland of Coldwell Banker Realty
$619,000
7 Beds 3 Baths
6430 S Eberhart AVE, Chicago, IL 60637
Listed by Marc Whitley of Coldwell Banker Realty
$586,000
7 Beds 2 Baths
6607 S Ingleside AVE, Chicago, IL 60637
Listed by Gregory Lee of Coldwell Banker Realty
$339,900
4 Beds 2 Baths
4417 S Campbell AVE, Chicago, IL 60632
Listed by Maricela Cuevas of Realty of America, LLC
$265,000
7 Beds 2 Baths
5424 S WINCHESTER AVE, Chicago, IL 60609
Listed by Liliana Arias Patino of HomeSmart Connect
$1,399,500
9 Beds 6 Baths
1532 N GREENVIEW AVE, Chicago, IL 60642
Listed by Mario Greco of Compass
$1,175,000
6 Beds 4 Baths
2244 W Augusta BLVD, Chicago, IL 60622
Listed by Tericia Ruff of UTR Investments LLC
$874,900
9 Beds 5 Baths
1838 S Laflin ST, Chicago, IL 60608
Listed by Donald Trainor of Tanis Group Realty
$789,000
7 Beds 3 Baths
2614 W Lunt AVE, Chicago, IL 60645
Listed by Elizabeth DiMartino of Park Shore Realty Inc.
$599,000
4 Beds 3 Baths
4424 S University AVE, Chicago, IL 60653
Listed by Derek Morgan of USRealty.com, LLP
$484,900
9 Beds 4 Baths
3031 S Central Park AVE, Chicago, IL 60623
Listed by Xochil Wendy Escobar of Realty of America, LLC
$479,000
5 Beds 3 Baths
1435 N Kolin AVE, Chicago, IL 60651
Listed by Tony Inacay of RE/MAX City
$445,000
9 Beds 2 Baths
4138 W Adams ST, Chicago, IL 60624
Listed by Vanessa Rankins of @properties Christie's International Real Estate
$395,000
6 Beds 3 Baths
4205 S Richmond ST, Chicago, IL 60632
Listed by Marc Kaufman of Baird & Warner
$380,000
5 Beds 3 Baths
3204 S Harding AVE, Chicago, IL 60623
Listed by Anthony Zermeno of iDream Realty Inc
$360,000
6 Beds 3 Baths
108 W 81st ST, Chicago, IL 60620
Listed by John Charleston of RE/MAX 10
$325,000
5 Beds 3 Baths
7250 S Morgan ST, Chicago, IL 60621
Listed by Autoria Morrow of A Morrow Properties
$317,900
8 Beds 3 Baths
6948 S EBERHART AVE, Chicago, IL 60637
Listed by Lisa Foster of @properties Christie's International Real Estate
$275,000
6 Beds 2 Baths
2020 W 53rd PL, Chicago, IL 60609
Listed by Steliana Mladenova of Better Homes & Gardens Real Estate
$249,000
5 Beds 2 Baths
11633 S Parnell AVE, Chicago, IL 60628
Listed by Nicole Blow of Redfin Corporation
$249,000
11 Beds 5 Baths
8822 S Exchange AVE, Chicago, IL 60617
Listed by Frank Montro of Keller Williams Preferred Rlty
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.Â
Demand is steady in Logan Square, Wicker Park, Lakeview, and other transit-rich areas, making tenant turnover manageable.Â
Most properties are classic 2-flats and 3-flats—iconic brick or greystone—with separate entrances and strong neighborhood identities.Â
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.