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Chicago Single-Family Homes For Sale

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.

8432 S Yates BLVD, Chicago, IL 60617
Open Sat 12PM-2PM
18

$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

5857 N Central AVE N, Chicago, IL 60646
Open Sun 12PM-2PM
23

$440,000

3 Beds 2 Baths 1,912 SqFt

5857 N Central AVE N, Chicago, IL 60646

Listed by Marlene Rubenstein of Baird & Warner

2150 W COULTER ST, Chicago, IL 60608
Open Sat 11AM-1PM
31

$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

8510 S Blackstone AVE, Chicago, IL 60619
Open Sat 12PM-2PM
34

$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

8836 S Carpenter ST, Chicago, IL 60620
Open Sat 12PM-3PM
27

$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

6203 N Oakley ST #3, Chicago, IL 60659
Open Sun 12PM-1:30PM
33

$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

6016 S Winchester AVE, Chicago, IL 60636
Open Sat 12PM-2PM
23

$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

255 W 71st ST, Chicago, IL 60621
Open Sun 12PM-2PM
21

$99,500

2 Beds 1 Baths 952 SqFt

255 W 71st ST, Chicago, IL 60621

Listed by Kellye Jackson of Redfin Corporation

2607 W Carmen AVE, Chicago, IL 60625
Open Sat 11AM-1PM
45

$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

2611 W Carmen AVE, Chicago, IL 60625
Open Sat 11AM-1PM
40

$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

6233 S Greenwood AVE, Chicago, IL 60637
Open Sun 12PM-2PM
41

$865,000

4 Beds 3.5 Baths 3,000 SqFt

6233 S Greenwood AVE, Chicago, IL 60637

Listed by Elizabeth Licata of Compass

4914 S Washington Park CT, Chicago, IL 60615
Open Sun 1PM-3PM
42

$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

3923 W 101st PL, Chicago, IL 60655
Open Sat 1PM-3PM
22

$475,000

3 Beds 2 Baths 1,463 SqFt

3923 W 101st PL, Chicago, IL 60655

Listed by Migdalia Cajigas of Re/Max Cityview

5200 S Newcastle AVE, Chicago, IL 60638
Open Sun 12PM-2PM
29

$419,900

4 Beds 2 Baths 1,382 SqFt

5200 S Newcastle AVE, Chicago, IL 60638

Listed by Tom Pubins of Crosstown Realtors, Inc.

1418 N Mayfield AVE, Chicago, IL 60651
Open Sat 12PM-2PM
28

$399,900

5 Beds 2 Baths 2,000 SqFt

1418 N Mayfield AVE, Chicago, IL 60651

Listed by Rachel Clark of RE/MAX LOYALTY

8430 S Manistee AVE, Chicago, IL 60617
Open Sat 12PM-3PM
25

$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

3942 W 85th ST, Chicago, IL 60652
Open Sat 12PM-3PM
41

$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

10617 S Wentworth AVE, Chicago, IL 60628
Open Sun 12PM-2PM
40

$297,999

6 Beds 3 Baths 1,800 SqFt

10617 S Wentworth AVE, Chicago, IL 60628

Listed by Rafay Qamar of Real Broker LLC

4845 N Leavitt ST, Chicago, IL 60625
Open Sun 12PM-2PM
41

$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

5943 N Talman AVE, Chicago, IL 60659
Open Sun 12PM-2PM
20

$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

4617 W Montana ST, Chicago, IL 60639
Open Sat 1PM-1:30PM
39

$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.

5247 N California AVE, Chicago, IL 60625
Open Sun 1PM-3PM
27

$499,900

4 Beds 3 Baths 1,896 SqFt

5247 N California AVE, Chicago, IL 60625

Listed by Deborah Hess of Compass

850 N Lorel AVE, Chicago, IL 60651
Open Sat 12AM-2PM
27

$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

17 E 100th PL, Chicago, IL 60628
Open Sun 11AM-1:30PM
32

$219,000

3 Beds 1 Baths 1,200 SqFt

17 E 100th PL, Chicago, IL 60628

Listed by Regina Ortega of Crosstown Realtors, Inc.

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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 Single-Family Home in Chicago?

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. 

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.

Chicago Single-Family Home Market

Here’s a snapshot of the Chicago single-family home market with the latest data:

  • Median sale price (detached): $365,000 

  • Time to contract (Chicagoland): 8–12 days 

  • City inventory: –15.6 % YoY 

  • Price appreciation (detached, city): +7.4 % YoY 

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.

Popular Home Types in Chicago

Chicago Single-Family Home Buyer FAQs

Which architectural styles dominate for single homes?

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.

Are property taxes for single-family homes in Chicago higher than for condos?

Taxes follow assessed value. A house may assess higher, but condo owners cover shared costs through HOA fees, so compare the full monthly outlay.

How important is having a garage with a single-family home in Chicago?

A garage adds secure parking, winter protection, and storage—making homes with garages more attractive and easier to resell.

What should I look out for when buying an older single-family home in Chicago?

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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