Vintage homes for sale & real estate in West Side, IL

499 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
ATTENTION INVESTORS! Looking for a great investment opportunity? Here it is! Whether you're planning to live in one unit or rent out both, this property is full of potential. The building features a first-floor unit with 2 bedrooms and a second-floor unit with 3 bedrooms - each with 1 bathroom. Don't miss your chance to own this versatile income-producing property!

$315,000

5 beds2 baths— sq ft

3907 W Monroe St, Chicago, IL 60624

2,613 sq ft lot • Built 1912 • Listed 28 days

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
2 Unit Framed Property. First floor unit has 3 BR/1 bath. Second floor unit has 3 BR/1 bath. Unfinished basement. Two exterior parking spaces. Additional street parking available.

$132,000

6 beds2 baths— sq ft

4844 W Ferdinand St, Chicago, IL 60644

3,049 sq ft lot • 2 parking spots • Built 1888

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
1437 W Superior is a fantastic opportunity to acquire fully renovated 6 unit multi-family building in Chicago's West Town neighborhood. The property is ideally located just east of Ashland and tucked into the neighborhood just south of Chicago Ave. Its close to the highway, and easy walking distance to the commercial corridor along Chicago Ave. The existing building has under gone a significant renovation that include: Renovation of all kitchens with quartz counter tops and stainless steel appliance packages, all new bathrooms, gas forced air heat and central air conditioning, in-unit washer/dryer, newer windows, and hardwood flooring. The top floor units have been nicely duplexed up. The b

$2,015,000

10 beds8 baths— sq ft

1437 W Superior St, Chicago, IL 60642

Fully renovated • New bathrooms • Quartz counter tops

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
This Beautiful Greystone 2 flat has many updates including beautiful hardwood floors, granite kitchens, stainless steel appliances. Nice size bedrooms and alot of little knooks and crannies. We have space for 2 cars in the rear first come first serve. Section 8 welcome.

$540,000

6 beds3 baths— sq ft

1661 S Homan Ave, Chicago, IL 60623

Space for 2 cars • Granite kitchens • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
Rare, Updated Coach House in Ukrainian Village - A Peaceful Urban Retreat Tucked away from the street, 918 N. Winchester Ave. is a rarely available freestanding coach house offering privacy, quiet, and charm in the heart of Ukrainian Village. This beautifully updated 1890 Workman's Cottage blends historic character with thoughtful modern upgrades across approximately 2,400 sq ft of living space. Set off the street, this standalone home is remarkably quiet, providing a true urban oasis just steps from the best of East Village and Wicker Park-restaurants, shops, and public transit all within easy reach. This home is part of a professionally managed condo association with just four owners, en

$675,000

3 beds3 baths— sq ft

918 N Winchester Ave #4, Chicago, IL 60622

Multiple skylights • Gas fireplace • Updated kitchen

Property at 4432 W Maypole Ave, Chicago, IL 60624, 6 beds, 2.5 baths

$340,000

6 beds2.5 baths— sq ft

4432 W Maypole Ave, Chicago, IL 60624

Property at 1839 S Springfield Ave, Chicago, IL 60623, 42 beds, 21 baths

$169,999

42 beds21 baths— sq ft

1839 S Springfield Ave, Chicago, IL 60623

Property at 4324 W Division St, Chicago, IL 60651, 4 beds, 3 baths

$185,000

4 beds3 baths— sq ft

4324 W Division St, Chicago, IL 60651

Property at 2104 S California Ave, Chicago, IL 60608

$339,000

— beds— baths1,320 sq ft

2104 S California Ave, Chicago, IL 60608

Property at 524 N Ashland Ave, Chicago, IL 60622, 4 beds, 2 baths

$649,900

4 beds2 baths— sq ft

524 N Ashland Ave, Chicago, IL 60622

Property at 3235 W Flournoy St, Chicago, IL 60624, 9 beds, 4 baths

$665,000

9 beds4 baths— sq ft

3235 W Flournoy St, Chicago, IL 60624

Property at 1070 W 15th St #306, Chicago, IL 60608, 2 beds, 1 bath

$299,500

2 beds1 bath825 sq ft

1070 W 15th St #306, Chicago, IL 60608

Property at 1001 W 15th St #241, Chicago, IL 60608, 2 beds, 2 baths

$300,000

2 beds2 baths996 sq ft

1001 W 15th St #241, Chicago, IL 60608

Property at 1346 N Lawndale Ave, Chicago, IL 60651, 5 beds, 3 baths

$625,000

5 beds3 baths— sq ft

1346 N Lawndale Ave, Chicago, IL 60651

Property at 130 S Canal St Unit 9B, Chicago, IL 60606, 2 beds, 2.5 baths

$1,195,000

2 beds2.5 baths2,200 sq ft

130 S Canal St Unit 9B, Chicago, IL 60606

Property at 1651 N Mayfield Ave, Chicago, IL 60639, 5 beds, 3 baths

$460,000

5 beds3 baths— sq ft

1651 N Mayfield Ave, Chicago, IL 60639

Property at 2334 S Trumbull Ave, Chicago, IL 60623, 5 beds, 2 baths

$199,000

5 beds2 baths— sq ft

2334 S Trumbull Ave, Chicago, IL 60623

Property at 1702 N Campbell Ave, Chicago, IL 60647, 7 beds, 4 baths

$1,200,000

7 beds4 baths— sq ft

1702 N Campbell Ave, Chicago, IL 60647

Property at 1314 W 18th Pl, Chicago, IL 60608, 30 beds, 22 baths

$850,000

30 beds22 baths4,320 sq ft

1314 W 18th Pl, Chicago, IL 60608

Property at 625 W Jackson Blvd #206, Chicago, IL 60661, 1 bed, 1 bath

$275,000

1 bed1 bath800 sq ft

625 W Jackson Blvd #206, Chicago, IL 60661

Property at 5256 W Chicago Ave, Chicago, IL 60651, 16 beds, 7 baths

$324,900

16 beds7 baths5,280 sq ft

5256 W Chicago Ave, Chicago, IL 60651

Property at 1918 S Kedzie Ave, Chicago, IL 60623, 6 beds, 4 baths

$485,000

6 beds4 baths— sq ft

1918 S Kedzie Ave, Chicago, IL 60623

Property at 3306 W Le Moyne St, Chicago, IL 60651, 6 beds, 3 baths

$650,000

6 beds3 baths2,800 sq ft

3306 W Le Moyne St, Chicago, IL 60651

Property at 4149 W Cermak Rd, Chicago, IL 60623, 8 beds, 3 baths

$237,500

8 beds3 baths— sq ft

4149 W Cermak Rd, Chicago, IL 60623

Property at 3012 W Warren Blvd, Chicago, IL 60612, 9 beds, 7 baths

$1,250,000

9 beds7 baths5,200 sq ft

3012 W Warren Blvd, Chicago, IL 60612

Property at 1659 S Pulaski Rd, Chicago, IL 60623

$149,997

— beds— baths— sq ft

1659 S Pulaski Rd, Chicago, IL 60623

Property at 1921 W Chicago Ave, Chicago, IL 60622, 5 beds, 2 baths

$525,000

5 beds2 baths— sq ft

1921 W Chicago Ave, Chicago, IL 60622

Property at 3950 W Polk St, Chicago, IL 60624, 6 beds, 2 baths

$530,000

6 beds2 baths— sq ft

3950 W Polk St, Chicago, IL 60624

Property at 2346 W Augusta Blvd Unit 3F, Chicago, IL 60622, 2 beds, 1 bath

$289,000

2 beds1 bath800 sq ft

2346 W Augusta Blvd Unit 3F, Chicago, IL 60622

Property at 1704 S Racine Ave, Chicago, IL 60608, 6 beds, 3 baths

$329,900

6 beds3 baths— sq ft

1704 S Racine Ave, Chicago, IL 60608

Property at 1151 W 14th Pl #238, Chicago, IL 60608, 2 beds, 2 baths

$399,000

2 beds2 baths1,295 sq ft

1151 W 14th Pl #238, Chicago, IL 60608

Property at 130 S Canal St Unit 9M, Chicago, IL 60606, 3 beds, 2.5 baths

$619,900

3 beds2.5 baths2,150 sq ft

130 S Canal St Unit 9M, Chicago, IL 60606

Property at 3040 S Homan Ave, Chicago, IL 60623, 4 beds, 2 baths

$179,000

4 beds2 baths1,344 sq ft

3040 S Homan Ave, Chicago, IL 60623

Property at 4107 W 16th St, Chicago, IL 60623, 8 beds, 2 baths

$300,000

8 beds2 baths— sq ft

4107 W 16th St, Chicago, IL 60623

Property at 711 N Milwaukee Ave #2, Chicago, IL 60642, 3 beds, 2.5 baths

$1,124,500

3 beds2.5 baths4,800 sq ft

711 N Milwaukee Ave #2, Chicago, IL 60642

Property at 1019 N Wolcott Ave, Chicago, IL 60622, 6 beds, 7 baths

$5,750,000

6 beds7 baths9,740 sq ft

1019 N Wolcott Ave, Chicago, IL 60622

Property at 2345 S Lawndale Ave, Chicago, IL 60623, 5 beds, 2 baths

$290,000

5 beds2 baths— sq ft

2345 S Lawndale Ave, Chicago, IL 60623

Property at 1905 N Nordica Ave, Chicago, IL 60707, 4 beds, 4 baths

$879,500

4 beds4 baths3,076 sq ft

1905 N Nordica Ave, Chicago, IL 60707

Property at 900 N Springfield Ave, Chicago, IL 60651, 4 beds, 2.5 baths

$339,000

4 beds2.5 baths3,125 sq ft

900 N Springfield Ave, Chicago, IL 60651

Property at 1455 N Paulina St, Chicago, IL 60622, 5 beds, 3 baths

$899,000

5 beds3 baths2,352 sq ft

1455 N Paulina St, Chicago, IL 60622

Property at 3739 W Division St, Chicago, IL 60651, 7 beds, 3 baths

$399,900

7 beds3 baths— sq ft

3739 W Division St, Chicago, IL 60651

Viewing page 5 of 9

Based on information submitted to the MLS GRID as of Sat Nov 29 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in West Side

There are currently 499 vintage homes for sale in West Side at a median listing price of $460K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in West Side stay on the market for 52 days and receive 2 offers. Popular neighborhoods include Lincoln Park, Lake View, Bucktown, Logan Square, and West Loop. This map is refreshed with the newest listings in West Side every 15 minutes.

In the past month, 298 homes have been sold in West Side. In addition to houses in West Side, there were also 682 condos, 43 townhouses, and 486 multi-family units for sale in West Side last month. Find your dream home in West Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in West Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in West Side. If you're looking to sell your home in the West Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in West Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for West Side, IL

Cities

Nearby Neighborhoods

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in West Side, IL

How to buy a house in West Side, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$349,000
Naperville homes for sale
$649,500
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$435,000
Glenview homes for sale
$787,000
Oak Park homes for sale
$358,950
Evanston homes for sale
$435,000
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,000
Downers Grove homes for sale
$504,500
Mount Prospect homes for sale
$435,000
St. Charles homes for sale
$460,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$618,950

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.