Multi Family homes for sale & real estate in Southwest Side, IL

168 homes

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ABOUT THIS HOME
Multi Family Home for sale in Southwest Side, IL:
Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert , great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new sewer plumbing, space for laundry , easy access to transportation and shopping , live rent free , additional unit in basement neither seller or owner confirm the legality

$450,000

12 beds6 baths— sq ft

5718 S Green St, Chicago, IL 60621

Back yard parking • New sewer plumbing • Tall full basement

ABOUT THIS HOME
Multi Family Home for sale in Southwest Side, IL:
GREAT OPPORTUNITY FOR OWNER OCCUPANT OR INVESTOR. THE PROPERTY IS BEING SOLD IN ITS AS IS CONDITION. A LETTER OF PRE-QUALIFICATION OR PROOF OF FUNDS IS REQUIRED WITH ALL OFFERS.

$280,000

4 beds2 baths— sq ft

6,250 sq ft lot • Built 1908 • Listed 27 days

ABOUT THIS HOME
Multi Family Home for sale in Southwest Side, IL:
Fully Rehabbed 4-Unit - Freshly renovated 4-unit building ready for a new owner. All major systems done in 2025: roof, plumbing, electrical, furnaces, and water heaters. Each unit has 2 beds/1 bath, stainless steel appliances, laundry hookup, and separate utilities. Asking $539,900. Showings by appointment only. Serious inquiries must have pre-approval or proof of funds. Set to be 100% complete November 1st

$539,900

8 beds4 baths— sq ft

4332 S Hermitage Ave, Chicago, IL 60609

Fully rehabbed • Separate utilities • Major systems done

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Multi Family Home for sale in Southwest Side, IL:
Investor opportunity! Two adjacent properties at 418 & 420 W 65th Place being sold together. Both properties require a full gut rehab and are priced accordingly. Ideal for investors, rehabbers, or developers looking for a project with strong ARV potential and low property taxes to support a high ROI. Multiple exit strategies possible: renovate and resell, hold as rentals, or redevelop (buyer to verify zoning and use). Located near transportation, schools, and area developments, this is a great opportunity to add value in a transitioning neighborhood. Sold AS-IS. Cash or renovation loans only.

$199,999

4 beds2 baths— sq ft

420 W 65th Pl, Chicago, IL 60621

Built 1895 • Listed 60 days

ABOUT THIS HOME
Multi Family Home for sale in Southwest Side, IL:
Fantastic Investment Opportunity in Chicago Lawn! This fully remodeled brick 2-flat features spacious 3-bedroom, 2-bath units with formal dining rooms, updated kitchens with granite countertops, and modernized baths. Each unit is equipped with forced-air heat, central air, and thermal-pane windows. Additional highlights include a finished basement, cement patio, and parking for up to 4 cars. Currently fully rented with tenants paying on time, this property offers immediate income potential. Conveniently located near parks, schools, shopping, and public transportation. Don't miss your chance to own a beautifully updated multi-unit in an excellent location! * BUYER RESPONSIBLE FOR CITY VIOLA

$320,000

8 beds6 baths— sq ft

6155 S Whipple Ave, Chicago, IL 60629

Updated kitchens • Cement patio • Separately metered

Property at 5224 S Morgan St, Chicago, IL 60609, 5 beds, 2 baths

$260,000

5 beds2 baths— sq ft

5224 S Morgan St, Chicago, IL 60609

Property at 5042 S Laflin St, Chicago, IL 60609, 4 beds, 2 baths

$165,000

4 beds2 baths— sq ft

5042 S Laflin St, Chicago, IL 60609

Property at 4944 S Honore St, Chicago, IL 60609, 7 beds, 3 baths

$380,000

7 beds3 baths— sq ft

4944 S Honore St, Chicago, IL 60609

Property at 5545 S Throop St, Chicago, IL 60636, 7 beds, 2 baths

$209,000

7 beds2 baths— sq ft

5545 S Throop St, Chicago, IL 60636

Property at 6058 S Massasoit Ave, Chicago, IL 60638, 11 beds, 6 baths

$650,000

11 beds6 baths4,943 sq ft

6058 S Massasoit Ave, Chicago, IL 60638

Property at 5658 S Hermitage Ave, Chicago, IL 60636, 6 beds, 2 baths

$125,000

6 beds2 baths— sq ft

5658 S Hermitage Ave, Chicago, IL 60636

Property at 5749 W 64th Pl, Chicago, IL 60638, 4 beds, 3 baths

$460,000

4 beds3 baths— sq ft

5749 W 64th Pl, Chicago, IL 60638

Property at 3624 S Paulina St, Chicago, IL 60609, 4 beds, 2 baths

$250,000

4 beds2 baths— sq ft

3624 S Paulina St, Chicago, IL 60609

Property at 6432 S Kilpatrick Ave, Chicago, IL 60629, 5 beds, 2 baths

$394,995

5 beds2 baths— sq ft

6432 S Kilpatrick Ave, Chicago, IL 60629

Property at 3142 W 40th Pl, Chicago, IL 60632, 4 beds, 2 baths

$330,000

4 beds2 baths— sq ft

3142 W 40th Pl, Chicago, IL 60632

Property at 6144 S Bishop St, Chicago, IL 60636, 6 beds, 3 baths

$347,000

6 beds3 baths— sq ft

6144 S Bishop St, Chicago, IL 60636

Property at 712 W Marquette Rd, Chicago, IL 60621, 5 beds, 2 baths

$189,900

5 beds2 baths— sq ft

712 W Marquette Rd, Chicago, IL 60621

Property at 7049 S Damen Ave, Chicago, IL 60636, 7 beds, 3 baths

$299,999

7 beds3 baths— sq ft

7049 S Damen Ave, Chicago, IL 60636

Property at 3529 W 63rd Pl, Chicago, IL 60629, 6 beds, 3 baths

$495,000

6 beds3 baths— sq ft

3529 W 63rd Pl, Chicago, IL 60629

Property at 5107 S Luna Ave, Chicago, IL 60638, 6 beds, 3 baths

$479,900

6 beds3 baths— sq ft

5107 S Luna Ave, Chicago, IL 60638

Property at 949 W 51st St, Chicago, IL 60609, 11 beds, 7 baths

$549,900

11 beds7 baths— sq ft

949 W 51st St, Chicago, IL 60609

Property at 708 W 61st Pl, Chicago, IL 60621, 5 beds, 2 baths

$285,000

5 beds2 baths— sq ft

708 W 61st Pl, Chicago, IL 60621

Property at 6437 S Marshfield Ave, Chicago, IL 60636, 7 beds, 3 baths

$329,900

7 beds3 baths— sq ft

6437 S Marshfield Ave, Chicago, IL 60636

Property at 636 W 62nd St, Chicago, IL 60621, 6 beds, 2 baths

$59,900

6 beds2 baths— sq ft

636 W 62nd St, Chicago, IL 60621

Property at 6045 S Peoria St, Chicago, IL 60621, 6 beds, 3 baths

$255,000

6 beds3 baths— sq ft

6045 S Peoria St, Chicago, IL 60621

Property at 2434 W Pershing Rd, Chicago, IL 60632, 8 beds, 3 baths

$635,000

8 beds3 baths— sq ft

2434 W Pershing Rd, Chicago, IL 60632

Property at 5549 S Shields Ave, Chicago, IL 60621, 4 beds, 2 baths

$245,000

4 beds2 baths— sq ft

5549 S Shields Ave, Chicago, IL 60621

Property at 6933 S Washtenaw Ave, Chicago, IL 60629, 4 beds, 2 baths

$450,000

4 beds2 baths— sq ft

6933 S Washtenaw Ave, Chicago, IL 60629

Property at 6807 S Paulina St, Chicago, IL 60636, 9 beds, 6 baths

$600,000

9 beds6 baths— sq ft

6807 S Paulina St, Chicago, IL 60636

Property at 6317 S Morgan St, Chicago, IL 60621, 6 beds, 2 baths

$104,000

6 beds2 baths— sq ft

6317 S Morgan St, Chicago, IL 60621

Property at 5758 S Honore St, Chicago, IL 60636, 5 beds, 4 baths

$349,900

5 beds4 baths— sq ft

5758 S Honore St, Chicago, IL 60636

Property at 6522 S Peoria St, Chicago, IL 60621, 9 beds, 3 baths

$244,900

9 beds3 baths— sq ft

6522 S Peoria St, Chicago, IL 60621

Property at 6243 S Wood St, Chicago, IL 60636, 8 beds, 4 baths

$515,000

8 beds4 baths— sq ft

6243 S Wood St, Chicago, IL 60636

Property at 6543 S Washtenaw Ave, Chicago, IL 60629, 6 beds, 3 baths

$399,000

6 beds3 baths— sq ft

6543 S Washtenaw Ave, Chicago, IL 60629

Property at 6843 S Racine Ave, Chicago, IL 60636, 3 beds, 3.5 baths

$330,000

3 beds3.5 baths— sq ft

6843 S Racine Ave, Chicago, IL 60636

Property at 5119 S Washtenaw Ave, Chicago, IL 60632, 6 beds, 3 baths

$364,900

6 beds3 baths— sq ft

5119 S Washtenaw Ave, Chicago, IL 60632

Property at 2020 W 69th Pl, Chicago, IL 60636, 8 beds, 3 baths

$185,000

8 beds3 baths— sq ft

2020 W 69th Pl, Chicago, IL 60636

Property at 537 W 61st Pl, Chicago, IL 60621, 6 beds, 2 baths

$179,000

6 beds2 baths— sq ft

537 W 61st Pl, Chicago, IL 60621

Property at 6442 S Paulina St, Chicago, IL 60636, 7 beds, 3 baths

$377,900

7 beds3 baths— sq ft

6442 S Paulina St, Chicago, IL 60636

Property at 648 W 60th St, Chicago, IL 60621, 7 beds, 3 baths

$215,000

7 beds3 baths— sq ft

648 W 60th St, Chicago, IL 60621

Property at 5350 S Winchester Ave, Chicago, IL 60609, 4 beds, 3 baths

$175,999

4 beds3 baths— sq ft

5350 S Winchester Ave, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Sat Dec 06 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.

Multi Family Homes for Sale in Southwest Side

There are currently 168 multi family homes for sale in Southwest Side at a median listing price of $313K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southwest Side stay on the market for 65 days and receive 1 offers. Popular neighborhoods include Beverly, Bronzeville, South Loop, Kenwood, Humboldt Park, Garfield Ridge, Pilsen Historic District, Bridgeport, McKinley Park, and Hyde Park. This map is refreshed with the newest listings in Southwest Side every 15 minutes.

In the past month, 132 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 38 condos, 14 townhouses, and 245 multi-family units for sale in Southwest Side last month. Find your dream home in 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 Southwest Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southwest Side. If you're looking to sell your home in the Southwest Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 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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