Searching for single-family homes in Chicago? We pull live data directly from the MRED (Midwest Real Estate Data), offering you the most current listings of detached houses across the city. Chicago boasts a rich variety of single-family residences, from classic Bungalows and historic Greystones to modern new constructions.
Expect details on lot size, bedroom count, garage type, plus neighborhood facts that matter—school ratings, nearby parks, and transit options—helping you zero in on the single-family home that fits your plans..
Listings are subject to the Fair Housing Act and MRED rules.
$339,000
4 Beds 2.5 Baths 1,800 SqFt
8432 S Yates BLVD, Chicago, IL 60617
Listed by LaShaun Brown-Glenn of EXIT Strategy Realty
$440,000
3 Beds 2 Baths 1,912 SqFt
5857 N Central AVE N, Chicago, IL 60646
Listed by Marlene Rubenstein of Baird & Warner
$330,000
2 Beds 1 Baths 2,513 SqFt
2150 W COULTER ST, Chicago, IL 60608
Listed by Renato Sanchez of @properties Christie's International Real Estate
$289,999
3 Beds 1 Baths 2,552 SqFt
8510 S Blackstone AVE, Chicago, IL 60619
Listed by Rosemary Maya of Realty of America, LLC
$240,500
4 Beds 2 Baths 1,544 SqFt
8836 S Carpenter ST, Chicago, IL 60620
Listed by Leslie Roman of Realty of America, LLC
$229,777
2 Beds 1 Baths 1,260 SqFt
6203 N Oakley ST #3, Chicago, IL 60659
Listed by Meldina Dervisevic of Century 21 Dream Homes
$225,000
3 Beds 1.5 Baths 1,142 SqFt
6016 S Winchester AVE, Chicago, IL 60636
Listed by Jose Aguilar of Realty of America, LLC
$99,500
2 Beds 1 Baths 952 SqFt
255 W 71st ST, Chicago, IL 60621
Listed by Kellye Jackson of Redfin Corporation
$1,475,000
5 Beds 3.5 Baths 3,900 SqFt
2607 W Carmen AVE, Chicago, IL 60625
Listed by Boris Lehtman of Fulton Grace Realty
$1,375,000
5 Beds 3.5 Baths 3,851 SqFt
2611 W Carmen AVE, Chicago, IL 60625
Listed by Boris Lehtman of Fulton Grace Realty
$865,000
4 Beds 3.5 Baths 3,000 SqFt
6233 S Greenwood AVE, Chicago, IL 60637
Listed by Elizabeth Licata of Compass
$595,000
4 Beds 3.5 Baths 2,800 SqFt
4914 S Washington Park CT, Chicago, IL 60615
Listed by Stefanie D'Agostino of Redfin Corporation
$475,000
3 Beds 2 Baths 1,463 SqFt
3923 W 101st PL, Chicago, IL 60655
Listed by Migdalia Cajigas of Re/Max Cityview
$419,900
4 Beds 2 Baths 1,382 SqFt
5200 S Newcastle AVE, Chicago, IL 60638
Listed by Tom Pubins of Crosstown Realtors, Inc.
$399,900
5 Beds 2 Baths 2,000 SqFt
1418 N Mayfield AVE, Chicago, IL 60651
Listed by Rachel Clark of RE/MAX LOYALTY
$324,900
7 Beds 3 Baths 1,200 SqFt
8430 S Manistee AVE, Chicago, IL 60617
Listed by Hugo Sandoval of Realty of America, LLC
$309,500
3 Beds 1 Baths 1,125 SqFt
3942 W 85th ST, Chicago, IL 60652
Listed by Javier Alday of Realty of America, LLC
$297,999
6 Beds 3 Baths 1,800 SqFt
10617 S Wentworth AVE, Chicago, IL 60628
Listed by Rafay Qamar of Real Broker LLC
$2,100,000
7 Beds 5 Baths 4,600 SqFt
4845 N Leavitt ST, Chicago, IL 60625
Listed by Connie Engel of @properties Christie's International Real Estate
$539,000
3 Beds 2 Baths 1,200 SqFt
5943 N Talman AVE, Chicago, IL 60659
Listed by Susan Duffey of @properties Christie's International Real Estate
$525,000
7 Beds 3 Baths 1,169 SqFt
4617 W Montana ST, Chicago, IL 60639
Listed by Maria Jerusalimiec of Inter-City Realty, Inc.
$499,900
4 Beds 3 Baths 1,896 SqFt
5247 N California AVE, Chicago, IL 60625
Listed by Deborah Hess of Compass
$265,000
4 Beds 1.5 Baths 1,800 SqFt
850 N Lorel AVE, Chicago, IL 60651
Listed by Toccara Hill of Keller Williams ONEChicago
$219,000
3 Beds 1 Baths 1,200 SqFt
17 E 100th PL, Chicago, IL 60628
Listed by Regina Ortega of Crosstown Realtors, Inc.
Interested in buying a home in Chicago but need professional help to find the best deals in the market? We can help!
A single-family home delivers three core benefits you won’t get in a condo or townhouse: a private yard, no shared walls, and full control over upgrades.
Kids and pets get room to roam, gardeners can plant freely, and weekend projects stay in your own workshop.Â
Iconic Chicago housing stock adds extra perks—brick Bungalows with full basements for storage or finished rec rooms, limestone Greystones that pair historic detail with generous floor plans, and new construction offering open layouts and energy efficiency.
A detached home also usually comes with an alley-access garage, a prized feature when winter snow hits.
For buyers who want space, quiet, and autonomy inside city limits, this property type checks every box.
Here’s a snapshot of the Chicago single-family home market with the latest data:
Prices are climbing and listings move fast; a well-priced house in a top school zone often fields multiple offers the first week. However, the significant drop in available inventory compared to last year means that buyers are facing a more competitive landscape.
The city’s “Bungalow Belt” is packed with classic brick Bungalows.You’ll also find Greystones, Victorians, American Foursquares, and modern builds. Each with its own layout, ceiling height, and curb appeal.
Taxes follow assessed value. A house may assess higher, but condo owners cover shared costs through HOA fees, so compare the full monthly outlay.
A garage adds secure parking, winter protection, and storage—making homes with garages more attractive and easier to resell.
With older homes, common in many Chicago neighborhoods, pay close attention to the condition of the roof, foundation, plumbing, electrical systems, and windows. A thorough home inspection is crucial to identify any potential deferred maintenance or upcoming major expenses.
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