Vintage homes for sale & real estate in Chicago, IL

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ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Fabulous cape cod in great location ready for a new family! 3+1 bedrooms and 2 1/2 baths. New tear-off roof, kitchen with quartz counters, soft closure cabinets + SS appliances. Full finished basement. Large back porch that leads to gigantic pool with platform that doesn't take away from large backyard! Seller has estimate to remove pool and will credit buyer that amount if pool not needed. Oversized 2.5 car garage.

$349,500

4 beds2.5 baths1,300 sq ft

8841 S Utica St, Evergreen Park, IL 60805

Quartz counters • New tear-off roof • Ss appliances

NEW 11 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Take advantage of a rare opportunity to assume a 3.125% FHA mortgage on this well-maintained and updated brick 2-flat in the heart of vibrant Pilsen. The first-floor unit offers 2 bedrooms and 1 full bath, while the spacious second unit is a duplex-up featuring 3 bedrooms and 2 full bathrooms across two levels-ideal for maximizing space and flexibility. Both units are move-in ready with modern kitchens, updated flooring, in units washer/dryer and central A/C. A detached garage provides one dedicated parking space per unit. Located just steps from public transit, popular dining, and neighborhood amenities, this property is perfectly situated for long-term value. Whether you're looking to occ

$500,000

5 beds3 baths— sq ft

2649 W 21st Pl, Chicago, IL 60608

Modern kitchens • Updated flooring • Central a c

NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Luxurious Modern Living in a Prime Location Experience elevated living in this beautiful 5-bedroom, 2-bath home featuring soaring cathedral ceilings and a sophisticated open layout. The chef's kitchen impresses with white shaker cabinetry, quartz countertops, and premium stainless steel appliances. A beautifully finished basement adds a spacious family room for relaxation or work. Complete with a large two-car garage and easy access to I-55 and public transit, this home blends luxury, comfort, and unbeatable convenience.

$409,888

5 beds2 baths2,200 sq ft

2733 W 38th St, Chicago, IL 60632

2 garage spots

NEW 13 HRS AGO

$320,000

2 beds2 baths1,250 sq ft

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

Open floor plan • Private bath • Whirlpool tub

NEW 14 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Chicago, IL:
Discover the epitome of city living in this beautiful one-bedroom, one bath condo in Chicago's sought-after Burnham Park Plaza that offers a perfect blend of style, comfort and unbeatable location. Enjoy views of the city/lake from your spacious and bright living room/dining room with hardwood floors, custom colors & woodwork thru-out and room for home office/desk. Nice size bedroom with exposed brick and generous walk-in closet. Full sleek and stylish bathroom with ceramic tile. Lovely, updated kitchen with lots of custom cabinets, quartz countertops, modern backsplash and stainless-steel appliances. In-unit full size washer and dryer. The assessments include water, heat, air conditi

$210,000

1 bed1 bath900 sq ft

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

Custom cabinets • Exposed brick • Views of the city

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

Property at 8900 S Normal Ave, Chicago, IL 60620, 7 beds, 4 baths

$449,900

7 beds4 baths— sq ft

8900 S Normal Ave, Chicago, IL 60620

Property at 10200 S Rhodes Ave, Chicago, IL 60628, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths3,200 sq ft

10200 S Rhodes Ave, Chicago, IL 60628

Property at 9017 S Exchange Ave, Chicago, IL 60617, 12 beds, 6 baths

$575,000

12 beds6 baths— sq ft

9017 S Exchange Ave, Chicago, IL 60617

Property at 5117 S Luna Ave, Chicago, IL 60638, 3 beds, 2 baths

$299,900

3 beds2 baths859 sq ft

5117 S Luna Ave, Chicago, IL 60638

Property at 1910 W George St, Chicago, IL 60657, 4 beds, 3.5 baths

$1,499,900

4 beds3.5 baths3,300 sq ft

1910 W George St, Chicago, IL 60657

Property at 5149 S Marshfield Ave, Chicago, IL 60609, 7 beds, 2 baths

$149,000

7 beds2 baths— sq ft

5149 S Marshfield Ave, Chicago, IL 60609

Property at 4049 S Indiana Ave, Chicago, IL 60653, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths2,188 sq ft

4049 S Indiana Ave, Chicago, IL 60653

Property at 12416 S Carpenter St, Calumet Park, IL 60827, 4 beds, 1 bath

$119,900

4 beds1 bath1,253 sq ft

12416 S Carpenter St, Calumet Park, IL 60827

Property at 8624 S Throop St, Chicago, IL 60620, 2 beds, 4 baths

$289,999

2 beds4 baths1,305 sq ft

8624 S Throop St, Chicago, IL 60620

Property at 6820 W Raven St Unit 1B, Chicago, IL 60631, 2 beds, 2 baths

$249,000

2 beds2 baths1,000 sq ft

6820 W Raven St Unit 1B, Chicago, IL 60631

Property at 4437 N Whipple St, Chicago, IL 60625, 5 beds, 3.5 baths

$1,350,000

5 beds3.5 baths3,830 sq ft

4437 N Whipple St, Chicago, IL 60625

Property at 5239 S Ingleside Ave, Chicago, IL 60615, 9 beds, 3 baths

$499,000

9 beds3 baths— sq ft

5239 S Ingleside Ave, Chicago, IL 60615

Property at 949 N Lockwood Ave, Chicago, IL 60651, 4 beds, 3.5 baths

$429,000

4 beds3.5 baths1,426 sq ft

949 N Lockwood Ave, Chicago, IL 60651

Property at 6520 S Talman Ave, Chicago, IL 60629, 3 beds, 1 bath

$99,900

3 beds1 bath722 sq ft

6520 S Talman Ave, Chicago, IL 60629

Property at 8228 S Clyde Ave, Chicago, IL 60617, 3 beds, 2.5 baths

$295,000

3 beds2.5 baths1,200 sq ft

8228 S Clyde Ave, Chicago, IL 60617

Property at 4310 N Central Park Ave, Chicago, IL 60618, 3 beds, 2.5 baths

$445,000

3 beds2.5 baths3,750 sq ft

4310 N Central Park Ave, Chicago, IL 60618

Property at 4920 W Cortez St, Chicago, IL 60651, 4 beds, 2 baths

$184,700

4 beds2 baths— sq ft

4920 W Cortez St, Chicago, IL 60651

Property at 4143 N Drake Ave, Chicago, IL 60618, 4 beds, 3 baths

$770,000

4 beds3 baths— sq ft

4143 N Drake Ave, Chicago, IL 60618

Property at 4937 S Prairie Ave, Chicago, IL 60615, 4 beds, 2.5 baths

$540,000

4 beds2.5 baths3,200 sq ft

4937 S Prairie Ave, Chicago, IL 60615

Property at 2558 W Haddon Ave #1, Chicago, IL 60622, 2 beds, 2 baths

$439,000

2 beds2 baths1,500 sq ft

2558 W Haddon Ave #1, Chicago, IL 60622

Property at 548 W Oakdale Ave, Chicago, IL 60657, 4 beds, 3 baths

$950,000

4 beds3 baths— sq ft

548 W Oakdale Ave, Chicago, IL 60657

Property at 2943 W 25th Pl, Chicago, IL 60623, 10 beds, 4 baths

$269,900

10 beds4 baths— sq ft

2943 W 25th Pl, Chicago, IL 60623

Property at 55 E Elm St, Chicago, IL 60611, 4 beds, 4 baths

$2,185,000

4 beds4 baths4,222 sq ft

55 E Elm St, Chicago, IL 60611

Property at 5844 W Leland Ave, Chicago, IL 60630, 4 beds, 2 baths

$549,999

4 beds2 baths2,300 sq ft

5844 W Leland Ave, Chicago, IL 60630

Property at 2529 N Lawndale Ave, Chicago, IL 60647, 5 beds, 3.5 baths

$1,150,000

5 beds3.5 baths3,122 sq ft

2529 N Lawndale Ave, Chicago, IL 60647

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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 3009 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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