South Side, IL rental listings

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NEW 2 HRS AGOPOPULAR

ABOUT THIS HOME
South Side, IL Rental Listings
Regents Park Management is dedicated to providing an exemplary living experience, the highest possible quality of service and a superior value for our residents. We offer studio, one-bedroom, two-bedr

Studio: $1,755

1 bd: $1,860 • 2 bd: $2,280

Regents Park

| 5035 S East End Ave, Chicago, IL 60615

81 units available • Pets welcome •

$1,686/mo

2 beds1 bath— sq ft

7748 S. Essex Ave

| 7748 S Essex Ave, Chicago, IL 60649

5 units available • A/C • Very walkable

POPULAR

ABOUT THIS HOME
South Side, IL Rental Listings
Rehabbed apartments, Clean and well-maintained exteriors, Upgraded common areas, Laundry on-site, On-Site super

Studio: $1,100

1 bd: $1,250

348 74TH ST

| 348 W 74th St, Chicago, IL 60621

3 units available • Very walkable • Good transit

POPULAR

ABOUT THIS HOME
South Side, IL Rental Listings
Looking for an affordable and updated apartment in Chatham & Greater Grand Crossing? If so, look no further! Our spacious, recently updated, and meticulously maintained apartments offer ample and rela

Contact for Price

0-2 beds1 bath— sq ft

7505 Calumet Apartments

| 7505 S Calumet Ave, Chicago, IL 60619

Pets welcome • Parking • Very walkable

POPULAR

1 bd: $1,795

2 bd: $1,995

4611 South Drexel Blvd

| 4611 S Drexel Blvd, Chicago, IL 60653

19 units available • Very walkable • Good transit

POPULAR

2 bd: $1,686

3 bd: $1,860

7640 S Stewart Ave, Chicago, IL 60620

8 units available • Very walkable • Excellent transit

Property at 4742-48 S. Woodlawn Ave - 4742 S Woodlawn Ave, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,495/mo

1 bed1 bath— sq ft

4742-48 S. Woodlawn Ave

| 4742 S Woodlawn Ave, Chicago, IL 60615

Contact for Price

0-1 beds1 bath280-435 sq ft

Ivy Dickens

| 5330 S Blackstone Ave, Chicago, IL 60615

Property at 6700 S. Constance - 6700 S Constance Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,686/mo

1 bed1 bath500 sq ft

6700 S. Constance

| 6700 S Constance Ave, Chicago, IL 60649

Property at Vue 53 - 1330 E 53rd St, Chicago, IL, 60615, 0-2 beds, 1-2 bath, [object Object]

$2,375+/mo

0-2 beds1-2 bath427-502 sq ft

| 1330 E 53rd St, Chicago, IL 60615

Property at East Park Tower - 5242 S Hyde Park Blvd, Chicago, IL, 60615, 0-2 beds, 1-2 bath, [object Object]

$1,485+/mo

0-2 beds1-2 bath488-1,192 sq ft

East Park Tower

| 5242 S Hyde Park Blvd, Chicago, IL 60615

Contact for Price

2-3 beds1 bath— sq ft

7511 S Yale Ave, Chicago, IL 60620

Property at 1440 E. 52nd Street - 1450 E 52nd St, Chicago, IL, 60615, 0-1 beds, 1 bath, [object Object]

$1,585/mo

0-1 beds1 bath571 sq ft

1440 E. 52nd Street

| 1450 E 52nd St, Chicago, IL 60615

Property at City Hyde Park - 5105 S Harper Ave, Chicago, IL, 60615, 0-3 beds, 1-3 bath, [object Object]

$2,995+/mo

0-3 beds1-3 bath771-1,668 sq ft

City Hyde Park

| 5105 S Harper Ave, Chicago, IL 60615

Property at Solstice on the Park - 1616 E 56th St, Chicago, IL, 60637, 1-3 bed, 1-2 bath, [object Object]

$2,895+/mo

1-3 bed1-2 bath718-1,872 sq ft

Solstice on the Park

| 1616 E 56th St, Chicago, IL 60637

Contact for Price

1-3 bed1 bath— sq ft

Drexel Terrace

| 5043 S Drexel Blvd, Chicago, IL 60615

Property at Paramour - 4850 S Drexel Blvd, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,800+/mo

1-2 bed1 bath628-1,425 sq ft

Paramour

| 4850 S Drexel Blvd, Chicago, IL 60615

Property at The Del Prado - 5307 S Hyde Park Blvd, Chicago, IL, 60615, 0-3 beds, 1-3 bath, [object Object]

$1,775+/mo

0-3 beds1-3 bath429-1,823 sq ft

The Del Prado

| 5307 S Hyde Park Blvd, Chicago, IL 60615

Property at Shorewind Apartments Tower - 2373 E 70th St, Chicago, IL, 60649, 0 beds, 1 bath, [object Object]

$1,250/mo

0 beds1 bath370-600 sq ft

Shorewind Apartments Tower

| 2373 E 70th St, Chicago, IL 60649

Contact for Price

1-4 bed1-2 bath— sq ft

5300-5308 S. Greenwood Avenue

| 5308 S Greenwood Ave, Chicago, IL 60615

Property at 5326-5336 S. Greenwood Avenue - 5336 S Greenwood Ave, Chicago, IL, 60615, 1-4 bed, 1-2 bath, [object Object]

$2,675/mo

1-4 bed1-2 bath881 sq ft

5326-5336 S. Greenwood Avenue

| 5336 S Greenwood Ave, Chicago, IL 60615

Property at 5501 S. Cornell - 5501 S Cornell Ave, Chicago, IL, 60637, 0-1 beds, 1 bath, [object Object]

$1,370/mo

0-1 beds1 bath450 sq ft

5501 S. Cornell

| 5501 S Cornell Ave, Chicago, IL 60637

Property at 7816 S Cornell Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,686/mo

2 beds1 bath— sq ft

7816 S Cornell Ave, Chicago, IL 60649

Property at 5339-5345 S. Woodlawn Avenue - 5339 S Woodlawn Ave, Chicago, IL, 60615, 2-4 beds, 1-2 bath, [object Object]

$2,465+/mo

2-4 beds1-2 bath977-1,298 sq ft

5339-5345 S. Woodlawn Avenue

| 5339 S Woodlawn Ave, Chicago, IL 60615

Property at 5257 S Prairie Ave - 5253 S Prairie Ave, Chicago, IL, 60615, 3 beds, 1.5 baths, [object Object]

$2,249/mo

3 beds1.5 baths— sq ft

5257 S Prairie Ave

| 5253 S Prairie Ave, Chicago, IL 60615

Property at Cloisters - 5801 S Dorchester Ave, Chicago, IL, 60637, 1-6 bed, 1-4 bath, [object Object]

$2,175+/mo

1-6 bed1-4 bath1,040-2,360 sq ft

Cloisters

| 5801 S Dorchester Ave, Chicago, IL 60637

Property at 5457-5459 S. Blackstone Avenue - 5459 S Blackstone Ave, Chicago, IL, 60615, 0-4 beds, 1 bath, [object Object]

$1,210+/mo

0-4 beds1 bath260-515 sq ft

5457-5459 S. Blackstone Avenue

| 5459 S Blackstone Ave, Chicago, IL 60615

Property at Ivy at Piccadilly - 5107 S Blackstone Ave, Chicago, IL, 60615, 2 beds, 2 baths, [object Object]

$2,030+/mo

2 beds2 baths1,192-1,502 sq ft

Ivy at Piccadilly

| 5107 S Blackstone Ave, Chicago, IL 60615

Property at Woodland Park by the Lake - 3423 S Cottage Grove Ave, Chicago, IL, 60616, 2 beds, 2 baths, [object Object]

$2,385+/mo

2 beds2 baths1,039 sq ft

Woodland Park by the Lake

| 3423 S Cottage Grove Ave, Chicago, IL 60616

Property at 5452 S. Ellis Avenue - 5452 S Ellis Ave, Chicago, IL, 60615, 1-4 bed, 1-2 bath, [object Object]

$2,475+/mo

1-4 bed1-2 bath1,203-1,205 sq ft

5452 S. Ellis Avenue

| 5452 S Ellis Ave, Chicago, IL 60615

Property at University Manor Apartments - 5111 S University Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,495/mo

0 beds1 bath400 sq ft

University Manor Apartments

| 5111 S University Ave, Chicago, IL 60615

Property at Shoreland - 5454 S Shore Dr, Chicago, IL, 60615, 0-3 beds, 1-3 bath, [object Object]

$2,225+/mo

0-3 beds1-3 bath602-1,091 sq ft

Shoreland

| 5454 S Shore Dr, Chicago, IL 60615

Property at Necedah at 4740-4748 South Greenwood - 4740 S Greenwood Ave, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$2,125/mo

2 beds1 bath890 sq ft

Necedah at 4740-4748 South Greenwood

| 4740 S Greenwood Ave, Chicago, IL 60615

Property at Ivy at Ridgewood - 5410 S Ridgewood Ct, Chicago, IL, 60615, 2-3 beds, 1 bath, [object Object]

$1,850+/mo

2-3 beds1 bath911-1,204 sq ft

Ivy at Ridgewood

| 5410 S Ridgewood Ct, Chicago, IL 60615

Property at 6600 S Ingleside Ave, Chicago, IL, 60637, 2 beds, 1 bath, [object Object]

$1,750/mo

2 beds1 bath— sq ft

6600 S Ingleside Ave, Chicago, IL 60637

Property at 5222-38 S. Drexel Avenue - 5222 S Drexel Ave, Chicago, IL, 60615, 1-3 bed, 1-2 bath, [object Object]

$1,675+/mo

1-3 bed1-2 bath846-1,410 sq ft

5222-38 S. Drexel Avenue

| 5222 S Drexel Ave, Chicago, IL 60615

Property at Blackstone Castle - 5135 S Blackstone - 5135 S Blackstone Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,450/mo

0 beds1 bath310 sq ft

Blackstone Castle - 5135 S Blackstone

| 5135 S Blackstone Ave, Chicago, IL 60615

Property at 7635 S East End Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,686/mo

2 beds1 bath— sq ft

7635 S East End Ave, Chicago, IL 60649

Property at 5300-5308 S. Hyde Park Boulevard - 5308 S Hyde Park Blvd, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,850+/mo

0-2 beds1 bath925-940 sq ft

5300-5308 S. Hyde Park Boulevard

| 5308 S Hyde Park Blvd, Chicago, IL 60615

Property at The Blackwood - 5200 S Blackstone Ave, Chicago, IL, 60615, 1-2 bed, 1-2 bath, [object Object]

$1,650+/mo

1-2 bed1-2 bath450-900 sq ft

The Blackwood

| 5200 S Blackstone Ave, Chicago, IL 60615

Property at 5415 S. Woodlawn Avenue - 5415 S Woodlawn Ave, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,795/mo

0-2 beds1 bath719 sq ft

5415 S. Woodlawn Avenue

| 5415 S Woodlawn Ave, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Sat Jan 03 2026. 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.

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