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

499 homes

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ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
Welcome to this beautifully updated 2-flat featuring an additional in-law suite-perfect for both owner-occupants and savvy investors! Each unit showcases an open-concept layout with two spacious bedrooms, gleaming hardwood floors throughout, and modern kitchens adorned with marble countertops, easy-close cabinetry, and designer finishes. All bathrooms have been tastefully upgraded to match the property's luxury feel. The in-law suite provides added flexibility-ideal for extended family or extra rental income. Two of the units are currently occupied, offering immediate cash flow. Located in a desirable neighborhood with easy access to schools, parks, shopping, and transportation, this proper

$639,999

6 beds3 baths— sq ft

1742 N Mayfield Ave, Chicago, IL 60639

Designer finishes • Modern kitchens • Marble countertops

$499,222

7 beds2 baths— sq ft

209 S Albany Ave, Chicago, IL 60612

Fully rehabbed • Separate gas meters • Washer dryer hookups

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
Introducing a rare redevelopment opportunity in the heart of Chicago's vibrant Pilsen neighborhood at 2222 W 21st Street. This expansive brick building, complemented by a newly constructed rear addition, has undergone significant structural upgrades including full interior gutting, reinforcement, and the initial framing of approved new floor plans. All necessary permits and architectural plans have been secured and approved by the City of Chicago, offering a seamless path for a new owner to take the project across the finish line. Once completed, the property will consist of six thoughtfully designed units: a spacious 4-bedroom, 3-bathroom duplex ideal for an owner-occupant or premium renta

$825,000

11 beds8 baths7,500 sq ft

2222 W 21st St, Chicago, IL 60608

3,000 sq ft lot • Built 1888 • Listed 52 days

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
* * * Attention investors * * * Presenting an opportunity of a lifetime! Own this rarely available 6-unit in the flourishing Lawndale neighborhood! New construction and new rehabs happening all around! This solid brick Building is composed of spacious 2 bed 1 bath apartments along with a 2 full basements that could be reconverted into additional living space! Units have been gutted out and are ready to be completed. Drawings and permits have been processed and can be transferred. Area values have skyrocketed to $600-$700k for newly remodeled buildings of the same stature and continue to increase every year!! No survey. Cash or renovation loans only. See the vision and seize the opportu

$169,999

42 beds21 baths— sq ft

1839 S Springfield Ave, Chicago, IL 60623

2 full basements • New construction • Solid brick building

ABOUT THIS HOME
Vintage Home for sale in West Side, IL:
Explore the charm of this stunning 3-unit building in Lawndale! Each unit boasts a recently remodeled kitchen, featuring updated cabinetry, rejuvenated bathrooms, new laminate flooring, and a fresh coat of paint throughout. Conveniently located just 10 minutes from Whitney Young High School and the University of Illinois Chicago campus, this property offers easy access to I-290 for a quick 10-minute drive to downtown Chicago. Don't miss the chance to make this your next investment opportunity! Property is being sold AS-IS.

$280,000

8 beds3 baths— sq ft

4116 W Arthington St, Chicago, IL 60624

Fresh coat of paint • Remodeled kitchen • Updated cabinetry

Property at 827 N Fairfield Ave, Chicago, IL 60622, 12 beds, 5 baths

$1,199,000

12 beds5 baths— sq ft

827 N Fairfield Ave, Chicago, IL 60622

Property at 844 N Laramie Ave, Chicago, IL 60651, 5 beds, 3.5 baths

$390,000

5 beds3.5 baths2,000 sq ft

844 N Laramie Ave, Chicago, IL 60651

Property at 2526 W Monroe St, Chicago, IL 60612, 7 beds, 3 baths

$619,000

7 beds3 baths— sq ft

2526 W Monroe St, Chicago, IL 60612

Property at 3530 W Van Buren St, Chicago, IL 60624, 3 beds, 3.5 baths

$680,179

3 beds3.5 baths1,952 sq ft

3530 W Van Buren St, Chicago, IL 60624

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 Sign in for address, Chicago, IL 60624, 6 beds, 2.5 baths

$440,000

6 beds2.5 baths— sq ft

Property at 1033 W 14th Pl #241, Chicago, IL 60608, 2 beds, 2 baths

$395,000

2 beds2 baths1,234 sq ft

1033 W 14th Pl #241, Chicago, IL 60608

Property at 1831 S Avers Ave, Chicago, IL 60623, 6 beds, 2 baths

$199,900

6 beds2 baths2,748 sq ft

1831 S Avers Ave, Chicago, IL 60623

Property at 2400 S Troy St, Chicago, IL 60623, 19 beds, 13 baths

$1,150,000

19 beds13 baths7,800 sq ft

2400 S Troy St, Chicago, IL 60623

Property at 5523 W Huron St, Chicago, IL 60644, 5 beds, 2 baths

$420,000

5 beds2 baths— sq ft

5523 W Huron St, Chicago, IL 60644

Property at 1071 W 15th St #352, Chicago, IL 60608, 2 beds, 2 baths

$339,900

2 beds2 baths1,032 sq ft

1071 W 15th St #352, Chicago, IL 60608

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

Property at 1028 N Lavergne Ave, Chicago, IL 60651, 5 beds, 3.5 baths

$399,999

5 beds3.5 baths2,400 sq ft

1028 N Lavergne Ave, Chicago, IL 60651

Property at 1326 W 18th Pl, Chicago, IL 60608, 6 beds, 5 baths

$575,000

6 beds5 baths— sq ft

1326 W 18th Pl, Chicago, IL 60608

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 1549 S Saint Louis Ave, Chicago, IL 60623, 12 beds, 3 baths

$460,000

12 beds3 baths— sq ft

1549 S Saint Louis Ave, Chicago, IL 60623

Property at 4241 W Crystal St, Chicago, IL 60651, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths— sq ft

4241 W Crystal St, Chicago, IL 60651

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 3657 W Ohio St, Chicago, IL 60624, 3 beds, 1 bath

$260,000

3 beds1 bath— sq ft

3657 W Ohio St, Chicago, IL 60624

Property at 452 N Morgan St, Chicago, IL 60642, 2 beds, 6 baths

$5,375,000

2 beds6 baths21,170 sq ft

452 N Morgan St, Chicago, IL 60642

Property at 4954 W Huron St, Chicago, IL 60644, 4 beds, 3 baths

$550,000

4 beds3 baths— sq ft

4954 W Huron St, Chicago, IL 60644

Property at 1225 W Erie St, Chicago, IL 60642, 7 beds, 4 baths

$1,025,000

7 beds4 baths— sq ft

1225 W Erie St, Chicago, IL 60642

Property at 3316 W Maypole Ave, Chicago, IL 60624, 5 beds, 3 baths

$190,000

5 beds3 baths— sq ft

3316 W Maypole Ave, Chicago, IL 60624

Property at 800 S Independence Blvd #3, Chicago, IL 60624, 3 beds, 1 bath

$210,000

3 beds1 bath1,250 sq ft

800 S Independence Blvd #3, Chicago, IL 60624

Property at 1921 S Homan Ave, Chicago, IL 60623, 7 beds, 2 baths

$270,000

7 beds2 baths— sq ft

1921 S Homan Ave, Chicago, IL 60623

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 4459 W Jackson Blvd, Chicago, IL 60624, 15 beds, 9 baths

$700,000

15 beds9 baths— sq ft

4459 W Jackson Blvd, Chicago, IL 60624

Property at 1921 S Saint Louis Ave, Chicago, IL 60623, 6 beds, 3 baths

$475,000

6 beds3 baths— sq ft

1921 S Saint Louis Ave, Chicago, IL 60623

Property at 1640 W Ohio St Unit 1R, Chicago, IL 60622, 2 beds, 2 baths

$399,900

2 beds2 baths1,250 sq ft

1640 W Ohio St Unit 1R, Chicago, IL 60622

Property at 1607 S Sawyer Ave, Chicago, IL 60623, 9 beds, 3 baths

$420,000

9 beds3 baths— sq ft

1607 S Sawyer Ave, Chicago, IL 60623

Property at 2845 W Division St, Chicago, IL 60622, 5 beds, 4.5 baths

$1,900,000

5 beds4.5 baths— sq ft

2845 W Division St, Chicago, IL 60622

Property at 625 W Jackson Blvd #212, Chicago, IL 60661, 2 beds, 1 bath

$379,900

2 beds1 bath1,015 sq ft

625 W Jackson Blvd #212, Chicago, IL 60661

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 913 W Van Buren St Unit 4C, Chicago, IL 60607, 1 bed, 1 bath

$350,000

1 bed1 bath— sq ft

913 W Van Buren St Unit 4C, Chicago, IL 60607

Property at 165 N Canal St #503, Chicago, IL 60606, 1 bed, 1 bath

$334,000

1 bed1 bath1,200 sq ft

165 N Canal St #503, Chicago, IL 60606

Property at 1707 W Chicago Ave, Chicago, IL 60622, 6 beds, 3 baths

$950,000

6 beds3 baths— sq ft

1707 W Chicago Ave, Chicago, IL 60622

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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.

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