Vintage homes for sale & real estate in North Lawndale, IL

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NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in North Lawndale, IL:
Huge Value Add Opportunity! Ready to roll up your sleeves? This classic 3unit Greystone is the perfect canvas for investors who see potential where others see problems. Located east of California Avenue near Douglas Park, Mount Sinai Hospital and the Illinois Medical District, it sits in the epicenter of North Lawndale's redevelopment. Millions are pouring into new mixed use projects, condo conversions and hospital expansions along Ogden Avenue and in the nearby Medical District. Buy now while properties here are still affordable and hold on for a huge return as the neighborhood transforms. Bordering the Tri Taylor corridor. Comparable 3 flats (east of California) here are closing at record

$299,000

8 beds3 baths— sq ft

1342 S Fairfield Ave, Chicago, IL 60608

Enclosed rear porch • Easy access to uic • Parking slab

ABOUT THIS HOME
Vintage Home for sale in North Lawndale, IL:
Exceptionally Maintained and Upgraded 6-Unit Multi-Family Investment Property in Homan Square Discover a turnkey investment opportunity in the heart of Homan Square. This well-maintained 6-unit building has been extensively updated to provide long-term stability, reduced maintenance costs, and strong income potential. Major improvements were completed in 2020, including a new roof and porch, along with upgraded plumbing, HVAC systems, and electricals throughout the building. Additional recent upgrades include a newly installed concrete parking pad in the rear, a modern glass front entry door for enhanced security, and fresh tuckpointing completed this year. Each apartment has been refres

$749,000

15 beds6 baths5,900 sq ft

1264 S Saint Louis Ave, Chicago, IL 60623

Extensively updated • Upgraded plumbing • Upgraded electricals

$649,999

15 beds5 baths— sq ft

1142 S Francisco Ave, Chicago, IL 60612

Modern kitchens • Updated greystone • Refreshed baths

ABOUT THIS HOME
Vintage Home for sale in North Lawndale, IL:
Excellent redevelopment opportunity in North Lawndale! This mixed-use building offers tremendous potential. The property features a commercial storefront on the main level and 2 apartment units above that can be reconfigured to suit a variety of layouts. The structure requires a full rehab. Property being sold AS-IS. Bring your plans and unlock the value in this high-traffic location OR Seller's previous architecture plans can be negotiated into the offer!

$199,999

— beds— baths4,625 sq ft

3600 W 16th St, Chicago, IL 60623

Mixed-use building • Apartment units • 2,500 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in North Lawndale, IL:
Well-maintained mixed-use investment opportunity in North Lawndale! This property features a fully operational restaurant on the main level and three residential units above. Two of the three 2-bedroom units are currently occupied, generating income from day one, with the third ready for lease or updates as needed. The building offers solid interior and exterior condition, functional systems, and a layout ideal for long-term rental or portfolio expansion. Conveniently located near neighborhood amenities, transit, and local business corridors. Property is being sold with tenants' rights respected.

$639,999

— beds— baths3,726 sq ft

3602 W 16th St, Chicago, IL 60623

Functional systems • 2,500 sq ft lot • Built 1911

Property at 1239 S Spaulding Ave, Chicago, IL 60623, 17 beds, 6 baths

$749,999

17 beds6 baths— sq ft

1239 S Spaulding Ave, Chicago, IL 60623

Property at 3345 W Douglas Blvd, Chicago, IL 60623, 9 beds, 6 baths

$699,000

9 beds6 baths— sq ft

3345 W Douglas Blvd, Chicago, IL 60623

Property at 4234 W 21st Pl, Chicago, IL 60623, 10 beds, 4 baths

$650,000

10 beds4 baths— sq ft

4234 W 21st Pl, Chicago, IL 60623

Property at 2243 S Kostner Ave, Chicago, IL 60623, 6 beds, 3 baths

$279,900

6 beds3 baths— sq ft

2243 S Kostner Ave, Chicago, IL 60623

Property at 1617 S Central Park Ave, Chicago, IL 60623, 9 beds, 3 baths

$365,000

9 beds3 baths— sq ft

1617 S Central Park Ave, Chicago, IL 60623

Property at 1432 S Harding Ave, Chicago, IL 60623, 6 beds, 2 baths

$200,000

6 beds2 baths— sq ft

1432 S Harding Ave, Chicago, IL 60623

Property at 1600 S Saint Louis Ave, Chicago, IL 60623, 11 beds, 4 baths

$295,000

11 beds4 baths— sq ft

1600 S Saint Louis Ave, Chicago, IL 60623

Property at 4148 W 19th St #0, Chicago, IL 60623, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,300 sq ft

4148 W 19th St #0, Chicago, IL 60623

Property at 1910 S Ridgeway Ave, Chicago, IL 60623, 5 beds, 2 baths

$195,000

5 beds2 baths— sq ft

1910 S Ridgeway Ave, Chicago, IL 60623

Property at 1242 S Tripp Ave, Chicago, IL 60623, 4 beds, 2 baths

$249,900

4 beds2 baths— sq ft

1242 S Tripp Ave, Chicago, IL 60623

Property at 1529 S Homan Ave, Chicago, IL 60623, 9 beds, 3 baths

$449,000

9 beds3 baths— sq ft

1529 S Homan Ave, Chicago, IL 60623

Property at 3902 W Fillmore St, Chicago, IL 60624, 5 beds, 2 baths

$180,000

5 beds2 baths— sq ft

3902 W Fillmore St, Chicago, IL 60624

Property at 1808 S Drake Ave, Chicago, IL 60623, 11 beds, 3 baths

$499,500

11 beds3 baths— sq ft

1808 S Drake Ave, Chicago, IL 60623

Property at 1141 S Saint Louis Ave, Chicago, IL 60624, 7 beds, 2 baths

$209,900

7 beds2 baths— sq ft

1141 S Saint Louis Ave, Chicago, IL 60624

Property at 1934 S Saint Louis Ave, Chicago, IL 60623, 6 beds, 2 baths

$449,999

6 beds2 baths— sq ft

1934 S Saint Louis Ave, Chicago, IL 60623

Property at 1242 S Sawyer Ave, Chicago, IL 60623, 6 beds, 2 baths

$465,000

6 beds2 baths— sq ft

1242 S Sawyer Ave, Chicago, IL 60623

Property at 1613 S Central Park Ave, Chicago, IL 60623, 8 beds, 3 baths

$380,000

8 beds3 baths— sq ft

1613 S Central Park Ave, Chicago, IL 60623

Property at 1371 S California Ave, Chicago, IL 60608, 17 beds, 9 baths

$1,995,000

17 beds9 baths11,584 sq ft

1371 S California Ave, Chicago, IL 60608

Property at 1842 S Drake Ave, Chicago, IL 60623, 10 beds, 3 baths

$380,000

10 beds3 baths— sq ft

1842 S Drake Ave, Chicago, IL 60623

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 1661 S Homan Ave, Chicago, IL 60623, 6 beds, 3 baths

$540,000

6 beds3 baths— sq ft

1661 S Homan Ave, Chicago, IL 60623

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 1659 S Pulaski Rd, Chicago, IL 60623

$149,997

— beds— baths— sq ft

1659 S Pulaski Rd, 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 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 1908 S Sawyer Ave, Chicago, IL 60623, 6 beds, 3 baths

$344,000

6 beds3 baths1,800 sq ft

1908 S Sawyer Ave, Chicago, IL 60623

Property at Sign in for address, Chicago, IL 60624

$799,000

— beds— baths12,009 sq ft

Property at 4022 W Cermak Rd, Chicago, IL 60623, 6 beds, 2.5 baths

$325,000

6 beds2.5 baths— sq ft

4022 W Cermak Rd, Chicago, IL 60623

Property at Sign in for address, Chicago, IL 60623, 4 beds, 2 baths

$275,000

4 beds2 baths— sq ft

Property at 1559 S Homan Ave, Chicago, IL 60623

$180,000

— beds— baths3,800 sq ft

1559 S Homan Ave, Chicago, IL 60623

Property at 3534 W 13th Pl, Chicago, IL 60623, 16 beds, 7 baths

$475,000

16 beds7 baths— sq ft

3534 W 13th Pl, Chicago, IL 60623

Property at 1132 S Sacramento Blvd, Chicago, IL 60612, 6 beds, 2 baths

$340,000

6 beds2 baths— sq ft

1132 S Sacramento Blvd, Chicago, IL 60612

Property at 1931 S St Louis Ave, Chicago, IL 60623, 7 beds, 3 baths

$360,000

7 beds3 baths— sq ft

1931 S St Louis Ave, Chicago, IL 60623

Property at 1421 S Central Park Ave, Chicago, IL 60623, 4 beds, 2 baths

$270,000

4 beds2 baths— sq ft

1421 S Central Park Ave, Chicago, IL 60623

Property at 1301 S Fairfield Ave, Chicago, IL 60608, 11 beds, 3 baths

$699,000

11 beds3 baths— sq ft

1301 S Fairfield Ave, Chicago, IL 60608

Property at 1839 S Drake Ave, Chicago, IL 60623, 9 beds, 3 baths

$479,900

9 beds3 baths— sq ft

1839 S Drake Ave, Chicago, IL 60623

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Based on information submitted to the MLS GRID as of Mon Dec 01 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 North Lawndale

There are currently 56 vintage homes for sale in North Lawndale at a median listing price of $358K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in North Lawndale stay on the market for 40 days and receive 2 offers. Popular neighborhoods include West Town, Humboldt Park, Pilsen Historic District, West Loop, and Bridgeport. This map is refreshed with the newest listings in North Lawndale every 15 minutes.

In the past month, 10 homes have been sold in North Lawndale. In addition to houses in North Lawndale, there were also 2 condos, 2 townhouses, and 83 multi-family units for sale in North Lawndale last month. Find your dream home in North Lawndale 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 North Lawndale are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in North Lawndale. If you're looking to sell your home in the North Lawndale area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in North Lawndale with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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