Vintage homes for sale & real estate in Far Southwest Side, IL

294 homes

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ABOUT THIS HOME
Vintage Home for sale in Far Southwest Side, IL:
The perfect place to grow, laugh, and make lifelong memories - Welcome to your family's next chapter! This stunning Georgian-style home, beautifully updated and ideally located in one of Chicago's most sought-after neighborhoods. Sit on a 2 city lots you can sell one or build a 2nd home or keep the home and the double lot With 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of refined living space, this residence harmoniously blends classic architectural charm with modern conveniences, making it perfect for contemporary living. Upon entering, you're greeted by a bright and inviting living room, perfect for relaxed evenings or entertaining friends. The recently updated kitchen boasts

$399,999

4 beds2.5 baths1,934 sq ft

2535 W 116th Pl, Chicago, IL 60655

Main-level bedroom • Laundry chute • Updated kitchen

ABOUT THIS HOME
Vintage Home for sale in Far Southwest Side, IL:
Welcome to 9515 S Peoria Avenue - a sophisticated and stylish ranch home perfectly nestled in the heart of Washington Heights. Conveniently located within walking distance to the bus line and just minutes from major highways and the train station, this home offers the ideal balance of accessibility, and everyday comfort. The kitchen is a true centerpiece-featuring soft-close cabinetry, rich soapstone countertops, and stainless steel appliances that blend luxury and functionality. The bathroom is a spa-like retreat with a separate walk-in shower and a stand-alone soaking tub, creating the perfect place to relax and unwind. From the moment you enter, you'll notice the beautiful hardwood floor

$210,000

2 beds1 bath1,250 sq ft

9515 S Peoria St, Chicago, IL 60643

5,075 sq ft lot • 2 garage spots • Built 1955

$131,000

3 beds1.5 baths1,200 sq ft

9606 S Eggleston Ave, Chicago, IL 60628

Ample rear yard • Brick ranch • 4,356 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Far Southwest Side, IL:
Cool Art Deco Colonial in a premium Beverly location. This home has great interior & exterior character. Corner brick house and matching brick garage with slate roof. The house has decorative copper gutters & copper window overlays and nice brick ornamentation. The main floor with curved corners has a large formal living room with a bay window area highlighted by a stone fireplace. There is a generous sized formal dining room with marble ledged window, hardwood floors and oak-lined bookshelves. Dining room has a French door to the yard and also accesses the half circle sunroom overlooking the yard. The kitchen has been updated with granite countertops, stainless steel appliances

$589,000

4 beds2.5 baths2,385 sq ft

10057 S Bell Ave, Chicago, IL 60643

Formal living room • Corner brick house • Slate roof

ABOUT THIS HOME
Vintage Home for sale in Far Southwest Side, IL:
Welcome to 8223 S Sawyer Ave, a beautifully updated 3-bedroom, 2-bathroom home located in the desirable Ashburn neighborhood of Chicago. This charming residence combines modern upgrades with classic comfort, featuring an updated kitchen with contemporary finishes, remodeled bathrooms, and stunning hardwood floors throughout. The full finished basement offers versatile living space, perfect for a family room, entertainment area, or home office. Step outside and enjoy a spacious deck and a nicely sized patio-ideal for summer entertaining and outdoor gatherings. The home is perfectly situated within walking distance to several parks, including Durkin Park, Rainey Park, Hayes Park, and Scottsda

$340,000

3 beds2.5 baths2,835 sq ft

8223 S Sawyer Ave, Chicago, IL 60652

Finished basement • Spacious deck • Nicely sized patio

Property at 3827 W Hayford St, Chicago, IL 60652, 3 beds, 1 bath

$209,900

3 beds1 bath1,042 sq ft

3827 W Hayford St, Chicago, IL 60652

Property at 10100 S Wallace St, Chicago, IL 60628, 4 beds, 2.5 baths

$199,000

4 beds2.5 baths1,896 sq ft

10100 S Wallace St, Chicago, IL 60628

Property at 8851 S Parnell Ave, Chicago, IL 60620, 4 beds, 1 bath

$155,000

4 beds1 bath1,200 sq ft

8851 S Parnell Ave, Chicago, IL 60620

Property at 10905 S Longwood Dr #3, Chicago, IL 60643, 2 beds, 1 bath

$174,500

2 beds1 bath919 sq ft

10905 S Longwood Dr #3, Chicago, IL 60643

Property at 7725 S Wood St, Chicago, IL 60620, 5 beds, 2 baths

$289,000

5 beds2 baths1,168 sq ft

7725 S Wood St, Chicago, IL 60620

Property at 9348 S Green St, Chicago, IL 60620, 3 beds, 2 baths

$299,900

3 beds2 baths1,500 sq ft

9348 S Green St, Chicago, IL 60620

Property at 10628 S Longwood Dr, Chicago, IL 60643, 6 beds, 3 baths

$599,000

6 beds3 baths2,870 sq ft

10628 S Longwood Dr, Chicago, IL 60643

Property at 9400 S Charles St, Chicago, IL 60643, 5 beds, 3 baths

$499,900

5 beds3 baths2,700 sq ft

9400 S Charles St, Chicago, IL 60643

Property at 8109 S Morgan St, Chicago, IL 60620, 3 beds, 1 bath

$149,900

3 beds1 bath1,527 sq ft

8109 S Morgan St, Chicago, IL 60620

Property at 7928 S Hermitage Ave, Chicago, IL 60620, 4 beds, 2 baths

$259,000

4 beds2 baths— sq ft

7928 S Hermitage Ave, Chicago, IL 60620

Property at 1745 W Steuben St, Chicago, IL 60643, 4 beds, 2 baths

$118,999

4 beds2 baths1,590 sq ft

1745 W Steuben St, Chicago, IL 60643

Property at 7529 S Carpenter St, Chicago, IL 60620, 4 beds, 3 baths

$269,999

4 beds3 baths1,016 sq ft

7529 S Carpenter St, Chicago, IL 60620

Property at 9610 S Wallace St, Chicago, IL 60628, 4 beds, 2.5 baths

$310,000

4 beds2.5 baths1,500 sq ft

9610 S Wallace St, Chicago, IL 60628

Property at 10103 S Aberdeen St, Chicago, IL 60643, 2 beds, 1 bath

$69,900

2 beds1 bath756 sq ft

10103 S Aberdeen St, Chicago, IL 60643

Property at 9834 S Throop St, Chicago, IL 60643, 4 beds, 3 baths

$115,000

4 beds3 baths1,800 sq ft

9834 S Throop St, Chicago, IL 60643

Property at 8111 S Throop St, Chicago, IL 60620, 3 beds, 1 bath

$329,900

3 beds1 bath1,200 sq ft

8111 S Throop St, Chicago, IL 60620

Property at 11015 S Morgan St, Chicago, IL 60643, 4 beds, 2 baths

$275,000

4 beds2 baths1,017 sq ft

11015 S Morgan St, Chicago, IL 60643

Property at 7723 S Honore St, Chicago, IL 60620, 3 beds, 1.5 baths

$130,000

3 beds1.5 baths1,230 sq ft

7723 S Honore St, Chicago, IL 60620

Property at 8807 S Lowe Ave, Chicago, IL 60620, 4 beds, 3 baths

$260,000

4 beds3 baths2,000 sq ft

8807 S Lowe Ave, Chicago, IL 60620

Property at 9154 S May St, Chicago, IL 60620, 4 beds, 2 baths

$269,000

4 beds2 baths1,271 sq ft

9154 S May St, Chicago, IL 60620

Property at 9941 S Lowe Ave, Chicago, IL 60628, 4 beds, 2 baths

$178,000

4 beds2 baths806 sq ft

9941 S Lowe Ave, Chicago, IL 60628

Property at 1146 W 88th St, Chicago, IL 60620, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths748 sq ft

1146 W 88th St, Chicago, IL 60620

Property at 8025 S Loomis Blvd, Chicago, IL 60620, 3 beds, 1 bath

$110,000

3 beds1 bath1,125 sq ft

8025 S Loomis Blvd, Chicago, IL 60620

Property at 8118 S Spaulding St, Chicago, IL 60652, 4 beds, 2 baths

$200,000

4 beds2 baths914 sq ft

8118 S Spaulding St, Chicago, IL 60652

Property at 3857 W 107th Pl, Chicago, IL 60655, 4 beds, 2 baths

$468,880

4 beds2 baths1,800 sq ft

3857 W 107th Pl, Chicago, IL 60655

Property at 8252 S Marshfield Ave, Chicago, IL 60620, 4 beds, 2 baths

$112,500

4 beds2 baths1,749 sq ft

8252 S Marshfield Ave, Chicago, IL 60620

Property at 10217 S Wallace St, Chicago, IL 60628, 4 beds, 2 baths

$45,000

4 beds2 baths1,980 sq ft

10217 S Wallace St, Chicago, IL 60628

Property at 2024 W 79th Pl, Chicago, IL 60620, 3 beds, 2 baths

$189,000

3 beds2 baths1,210 sq ft

2024 W 79th Pl, Chicago, IL 60620

Property at 8838 S Wood St, Chicago, IL 60620, 3 beds

$100,000

3 beds— baths898 sq ft

8838 S Wood St, Chicago, IL 60620

Property at 8508 S May St, Chicago, IL 60620, 2 beds, 1 bath

$120,000

2 beds1 bath1,071 sq ft

8508 S May St, Chicago, IL 60620

Property at 9225 S Emerald Ave, Chicago, IL 60620, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,045 sq ft

9225 S Emerald Ave, Chicago, IL 60620

Property at 9101 S Racine Ave, Chicago, IL 60620, 4 beds, 3 baths

$345,000

4 beds3 baths2,800 sq ft

9101 S Racine Ave, Chicago, IL 60620

Property at 1302 W 98th Pl, Chicago, IL 60643, 6 beds, 4 baths

$499,000

6 beds4 baths— sq ft

1302 W 98th Pl, Chicago, IL 60643

Property at 1134 W 104th St, Chicago, IL 60643, 3 beds, 2.5 baths

$279,000

3 beds2.5 baths1,275 sq ft

1134 W 104th St, Chicago, IL 60643

Property at 10144 S Western Ave, Chicago, IL 60643

$700,000

— beds— baths— sq ft

10144 S Western Ave, Chicago, IL 60643

Property at 9332 S Bishop St, Chicago, IL 60620, 4 beds, 2 baths

$349,000

4 beds2 baths2,206 sq ft

9332 S Bishop St, Chicago, IL 60620

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Based on information submitted to the MLS GRID as of Thu Nov 27 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 Far Southwest Side

There are currently 294 vintage homes for sale in Far Southwest Side at a median listing price of $269K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Far Southwest Side stay on the market for 54 days and receive 6 offers. Popular neighborhoods include Chatham, Beverly, Mount Greenwood, Morgan Park, and Englewood. This map is refreshed with the newest listings in Far Southwest Side every 15 minutes.

In the past month, 128 homes have been sold in Far Southwest Side. In addition to houses in Far Southwest Side, there were also 19 condos, 14 townhouses, and 66 multi-family units for sale in Far Southwest Side last month. Find your dream home in Far Southwest 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 Far Southwest Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Far Southwest Side. If you're looking to sell your home in the Far Southwest Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Far Southwest 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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