Vintage homes for sale & real estate in Chicago, IL

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NEW 5 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Step into modern comfort with this freshly * * renovated 3-bedroom, 2-bathroom home * * , updated in * * 2024 * * with today's most desirable finishes. Featuring an open-concept living and dining area, the home offers a perfect blend of style and functionality. The * * newly renovated kitchen * * boasts sleek cabinetry, marble countertops, and stainless-steel appliances, making it both elegant and practical for everyday living. Both bathrooms have been tastefully updated with contemporary fixtures and finishes, creating spa-like spaces for relaxation. With three generously sized bedrooms, there's plenty of space for family, guests, or a home office. The renovation also includes u

$285,000

3 beds2 baths1,200 sq ft

8728 S Merrill Ave, Chicago, IL 60617

2 garage spots • Built 1952

NEW 27 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Oversized updated Chicago 3-Flat. First and second floors feature 3BR/1.5BA with enclosed porch. Third floor offers 4BR/1.5BA. Many recent updates throughout. Walking distance to Pulaski Green Line, Garfield Park, and Madison St. shops. Cash or conventional only.

$411,999

10 beds4.5 baths— sq ft

4123 W Washington Blvd, Chicago, IL 60624

3,125 sq ft lot • 3 parking spots • Built 1923

REDFIN OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Welcome to 3057 East 79th, a solid investment opportunity with serious potential. This building has great bones and sits on a wide lot with plenty of room to add value. It needs work, but that is exactly what makes it such a strong play for anyone looking to bring vision and sweat equity to the table. The layout gives you multiple options whether you want to rehab and rent, renovate for resale, or hold long term. High ceilings, generous room sizes, and a classic Chicago structure make it an easy property to reconfigure or update. Investors will appreciate the upside here with improving rental demand in the area and strong numbers once the renovation is complete. This is not a finished produ

$149,900

8 beds4 baths— sq ft

3057 E 79th Pl, Chicago, IL 60617

4,125 sq ft lot • Built 1927

REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Incredible value and opportunity to purchase this cozy 3Br/1.5Ba home in the Belmont Heights section of Dunning. Very well maintained with recently replaced HVAC in 2021, roof/gutters in 2015, fresh carpet newly installed, and aesthetic updates both inside and outside. Main level offers a living room, kitchen with separate dining area, two generous bedrooms, and a full bathroom. Upstairs is a suite with a third, huge bedroom that offers an attached half bath - this second level also has a separate rear entrance making it perfect for an in-law suite or multi-generational living. No basement, no worries - home is on a crawl space. Private driveway leads to a two car garage, as well as a rear

$299,900

3 beds1.5 baths— sq ft

3821 N Ottawa Ave, Chicago, IL 60634

Rear patio area • Private driveway • 5,540 sq ft lot

REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Experience true West Loop living in this stunning 2-bedroom, 3-full-bath triplex timber loft, blending industrial character with luxurious modern finishes. Soaring ceilings, exposed brick, and massive windows set the tone for this dramatic, light-filled home. The main level offers an open-concept layout with a raised living room featuring a striking floor-to-ceiling fireplace, dining area, and a chef's kitchen equipped with walnut cabinetry, stainless steel appliances, granite countertops, and an island with breakfast bar. A spacious family room with a dry bar and a full bath with a tiled walk-in shower complete the first floor. The second level is dedicated to the primary suite, overlookin

$945,000

2 beds3 baths3,550 sq ft

1000 W Washington Blvd #137, Chicago, IL 60607

Triplex timber loft • Walnut cabinetry • Chef's kitchen

Property at 1934 W Race Ave, Chicago, IL 60622, 6 beds, 3 baths

$699,000

6 beds3 baths— sq ft

1934 W Race Ave, Chicago, IL 60622

Property at 4429 N Beacon St Unit 2N, Chicago, IL 60640, 3 beds, 2 baths

$575,000

3 beds2 baths1,800 sq ft

4429 N Beacon St Unit 2N, Chicago, IL 60640

Property at 8025 S Euclid Ave, Chicago, IL 60617, 4 beds, 1.5 baths

$149,900

4 beds1.5 baths1,204 sq ft

8025 S Euclid Ave, Chicago, IL 60617

Property at 4714 S Loomis Blvd, Chicago, IL 60609, 4 beds, 1 bath

$124,900

4 beds1 bath1,080 sq ft

4714 S Loomis Blvd, Chicago, IL 60609

Property at 7449 S Bennett Ave, Chicago, IL 60649, 3 beds, 2 baths

$269,900

3 beds2 baths1,560 sq ft

7449 S Bennett Ave, Chicago, IL 60649

Property at 4540 S Prairie Ave, Chicago, IL 60653, 5 beds, 2.5 baths

$635,900

5 beds2.5 baths4,500 sq ft

4540 S Prairie Ave, Chicago, IL 60653

Property at 12216 S Carpenter St, Chicago, IL 60643, 4 beds, 1 bath

$175,000

4 beds1 bath769 sq ft

12216 S Carpenter St, Chicago, IL 60643

Property at 5240 W Gladys Ave, Chicago, IL 60644, 3 beds, 1 bath

$225,000

3 beds1 bath929 sq ft

5240 W Gladys Ave, Chicago, IL 60644

Property at 8169 S Tripp Ave, Chicago, IL 60652, 4 beds, 2 baths

$389,900

4 beds2 baths2,400 sq ft

8169 S Tripp Ave, Chicago, IL 60652

Property at 8389 S Baltimore Ave, Chicago, IL 60617, 4 beds, 3 baths

$279,999

4 beds3 baths1,650 sq ft

8389 S Baltimore Ave, Chicago, IL 60617

Property at 8011 S Dante Ave, Chicago, IL 60619, 3 beds, 3 baths

$399,990

3 beds3 baths— sq ft

8011 S Dante Ave, Chicago, IL 60619

Property at 4918 W Fulton St, Chicago, IL 60644, 4 beds, 3 baths

$349,000

4 beds3 baths1,864 sq ft

4918 W Fulton St, Chicago, IL 60644

Property at 559 W Aldine Ave #2, Chicago, IL 60657, 2 beds, 2 baths

$560,000

2 beds2 baths1,511 sq ft

559 W Aldine Ave #2, Chicago, IL 60657

Property at 5724 W Leland Ave, Chicago, IL 60630, 4 beds, 2.5 baths

$485,000

4 beds2.5 baths2,149 sq ft

5724 W Leland Ave, Chicago, IL 60630

Property at 6928 S Kimbark Ave, Chicago, IL 60637, 3 beds, 2 baths

$110,000

3 beds2 baths1,454 sq ft

6928 S Kimbark Ave, Chicago, IL 60637

Property at 6554 S Stewart Ave S, Chicago, IL 60621, 5 beds, 3 baths

$110,000

5 beds3 baths— sq ft

6554 S Stewart Ave S, Chicago, IL 60621

Property at 8219 S Muskegon Ave, Chicago, IL 60617, 3 beds, 1 bath

$104,900

3 beds1 bath1,152 sq ft

8219 S Muskegon Ave, Chicago, IL 60617

Property at 2942 W Jackson Blvd, Chicago, IL 60612, 3 beds, 3 baths

$229,000

3 beds3 baths1,800 sq ft

2942 W Jackson Blvd, Chicago, IL 60612

Property at Sign in for address, Chicago, IL 60628, 4 beds, 1 bath

$255,500

4 beds1 bath1,205 sq ft

Property at 733 W Buckingham Pl #13, Chicago, IL 60657, 1 bed, 1 bath

$335,000

1 bed1 bath— sq ft

733 W Buckingham Pl #13, Chicago, IL 60657

Property at 8841 S Utica St, Evergreen Park, IL 60805, 4 beds, 2.5 baths

$349,500

4 beds2.5 baths1,300 sq ft

8841 S Utica St, Evergreen Park, IL 60805

Property at 2649 W 21st Pl, Chicago, IL 60608, 5 beds, 3 baths

$500,000

5 beds3 baths— sq ft

2649 W 21st Pl, Chicago, IL 60608

Property at 2733 W 38th St, Chicago, IL 60632, 5 beds, 2 baths

$409,888

5 beds2 baths2,200 sq ft

2733 W 38th St, Chicago, IL 60632

Property at 1628 W Juneway Ter Unit 2W, Chicago, IL 60626, 2 beds, 2 baths

$320,000

2 beds2 baths1,250 sq ft

1628 W Juneway Ter Unit 2W, Chicago, IL 60626

Property at 40 E 9th St #1103, Chicago, IL 60605, 1 bed, 1 bath

$210,000

1 bed1 bath900 sq ft

40 E 9th St #1103, Chicago, IL 60605

Property at 7826 S Marshfield Ave, Chicago, IL 60620, 7 beds, 3 baths

$119,900

7 beds3 baths— sq ft

7826 S Marshfield Ave, Chicago, IL 60620

Property at 10333 S Millard Ave, Chicago, IL 60655, 2 beds, 1 bath

$249,900

2 beds1 bath852 sq ft

10333 S Millard Ave, Chicago, IL 60655

Property at 7321 S South Shore Dr Unit 7F, Chicago, IL 60649, 1 bed, 1 bath

$115,000

1 bed1 bath1,000 sq ft

7321 S South Shore Dr Unit 7F, Chicago, IL 60649

Property at 5425 W Kamerling Ave, Chicago, IL 60651, 6 beds, 1.5 baths

$260,000

6 beds1.5 baths1,214 sq ft

5425 W Kamerling Ave, Chicago, IL 60651

Property at 8007 S Paulina St, Chicago, IL 60620, 3 beds, 1.5 baths

$109,900

3 beds1.5 baths1,376 sq ft

8007 S Paulina St, Chicago, IL 60620

Property at 10436 S Eberhart Ave, Chicago, IL 60628, 5 beds, 3 baths

$319,900

5 beds3 baths2,239 sq ft

10436 S Eberhart Ave, Chicago, IL 60628

Property at 6116 S Neenah Ave, Chicago, IL 60638, 2 beds, 1 bath

$265,000

2 beds1 bath922 sq ft

6116 S Neenah Ave, Chicago, IL 60638

Property at Sign in for address, Chicago, IL 60615, 2 beds, 1 bath

$175,000

2 beds1 bath1,037 sq ft

Property at 1047 N Saint Louis Ave, Chicago, IL 60651, 4 beds, 2 baths

$498,000

4 beds2 baths2,550 sq ft

1047 N Saint Louis Ave, Chicago, IL 60651

Property at 3116 W 101st Pl, Evergreen Park, IL 60805, 3 beds, 2 baths

$310,000

3 beds2 baths1,258 sq ft

3116 W 101st Pl, Evergreen Park, IL 60805

Property at 8118 S Muskegon Ave, Chicago, IL 60617, 2 beds, 1 bath

$40,000

2 beds1 bath— sq ft

8118 S Muskegon Ave, Chicago, IL 60617

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Based on information submitted to the MLS GRID as of Fri Dec 05 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 Chicago

There are currently 3008 vintage homes for sale in Chicago at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chicago stay on the market for 62 days and receive 3 offers. Popular neighborhoods include Lincoln Park, Lake View, Beverly, Logan Square, and West Loop. This map is refreshed with the newest listings in Chicago every 15 minutes.

In the past month, 1534 homes have been sold in Chicago. In addition to houses in Chicago, there were also 3737 condos, 268 townhouses, and 1482 multi-family units for sale in Chicago last month. Chicago is a fairly walkable city in Cook County with a Walk Score of 77. Chicago is home to approximately 2,691,070 people and 1,261,210 jobs. Find your dream home in Chicago 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 Chicago are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chicago. Our Chicago real estate stats and trends will give you more information about home buying and selling trends in Chicago. If you're looking to sell your home in the Chicago area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chicago with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Popular Markets in Illinois

Chicago homes for sale
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$618,950

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