South Side, IL rental listings

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ABOUT THIS HOME
South Side, IL Rental Listings
Originally one of Chicago's most luxurious 1920's apartment hotels, Windermere House was designed to be the most sophisticated and elegant residence of its day. Today, it remains a testament to that v

1 bd: $2,050

2 bd: $2,695 • 3 bd: $2,975

Windermere House

| 1642 E 56th St, Chicago, IL 60637

11 units available • Pets welcome • Parking

ABOUT THIS HOME
South Side, IL Rental Listings
Come on home! Newly rehabbed 30 unit building in Chicago's Grand Crossing neighborhood! These apartments offer great amenities. Commute easily via CTA Rail (Red & Green) and Bus(30, 95, 67, 5, 169, 29

$1,080/mo

2 beds1 bath763 sq ft

6705 S Michigan Ave, Chicago, IL 60637

1 unit available • No deposit • Parking

1 bd: $1,475

3 bd: $2,249

6700 S. Constance

| 6700 S Constance Ave, Chicago, IL 60649

3 units available • Somewhat walkable • Excellent transit

3D WALKTHROUGH

$2,249/mo

3-4 beds2 baths— sq ft

7144 S Jeffery Blvd, Chicago, IL 60649

22 units available • Walker's paradise • Good transit

ABOUT THIS HOME
South Side, IL Rental Listings
The best of both worlds, architectural beauty and modern conveniences have come together at Park Apartments. Practically no two apartments are alike. Another important advantage of Park Apartments the

2 bd: $1,460

3 bd: $1,690

Park Apartments

| 220 E Garfield Blvd, Chicago, IL 60615

Dishwasher • Very walkable • Excellent transit

ABOUT THIS HOME
South Side, IL Rental Listings
Come check out 5051 S Forrestville Ave, a newly remodeled community in Chicago's beautiful Washington Park neighborhood!This property is easily accessible via the CTA Green line at 51st and CTA bus li

$1,600/mo

3 beds1 bath960 sq ft

5051 S Forrestville Ave, Chicago, IL 60615

3 units available • Parking • Very walkable

Property at The Trilogy at Hyde Park - 1310 E Hyde Park Blvd, Chicago, IL, 60615, 1-3 bed, 1-2 bath, [object Object]

$1,430+/mo

1-3 bed1-2 bath683-1,313 sq ft

The Trilogy at Hyde Park

| 1310 E Hyde Park Blvd, Chicago, IL 60615

Property at 4344 Ellis MOBILITY ZONE - 4344 S Ellis Ave, Chicago, IL, 60653, 0 beds, 1 bath, [object Object]

$950+/mo

0 beds1 bath300-520 sq ft

4344 Ellis MOBILITY ZONE

| 4344 S Ellis Ave, Chicago, IL 60653

Property at 5500 S. Cornell Avenue - 5493 S Cornell Ave, Chicago, IL, 60615, 0-4 beds, 1 bath, [object Object]

$1,199+/mo

0-4 beds1 bath323-750 sq ft

5500 S. Cornell Avenue

| 5493 S Cornell Ave, Chicago, IL 60615

Property at 5416 S. Woodlawn Avenue - 5416 S Woodlawn Ave, Chicago, IL, 60615, 1-3 bed, 1 bath, [object Object]

$2,000+/mo

1-3 bed1 bath742-1,000 sq ft

5416 S. Woodlawn Avenue

| 5416 S Woodlawn Ave, Chicago, IL 60615

Property at 5300 S Michigan Ave, Chicago, IL, 60615, 3 beds, 1 bath, [object Object]

$1,550/mo

3 beds1 bath1,100 sq ft

5300 S Michigan Ave, 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

Property at 7131 S Bennett Ave, Chicago, IL, 60649, 1-3 bed, 1 bath, [object Object]

$1,300+/mo

1-3 bed1 bath— sq ft

7131 S Bennett Ave, Chicago, IL 60649

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

$1,350/mo

0 beds1 bath300 sq ft

Blackstone Castle - 5135 S Blackstone

| 5135 S Blackstone Ave, Chicago, IL 60615

Property at Ivy at Greenwood - 5237 S Greenwood Ave, Chicago, IL, 60615, 3 beds, 1 bath, [object Object]

$2,730+/mo

3 beds1 bath1,229-1,420 sq ft

Ivy at Greenwood

| 5237 S Greenwood Ave, Chicago, IL 60615

Property at 5300 S. Drexel Avenue - 5300 S Drexel Blvd, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,575/mo

0-2 beds1 bath514 sq ft

5300 S. Drexel Avenue

| 5300 S Drexel Blvd, Chicago, IL 60615

Property at 4611 South Drexel Blvd - 4611 S Drexel Blvd, Chicago, IL, 60653, 1-2 bed, 1 bath, [object Object]

$1,795+/mo

1-2 bed1 bath575-675 sq ft

4611 South Drexel Blvd

| 4611 S Drexel Blvd, Chicago, IL 60653

Property at Ivy Dorchester - 5118 S Dorchester Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,045+/mo

0 beds1 bath337-394 sq ft

Ivy Dorchester

| 5118 S Dorchester Ave, Chicago, IL 60615

Contact for Price

0-2 beds1-2 bath317-780 sq ft

Ivy Kenwood

| 5220 S Kenwood Ave, Chicago, IL 60615

Property at 7100 S South Shore Dr, Chicago, IL, 60649, 0-1 beds, 1 bath, [object Object]

$1,350+/mo

0-1 beds1 bath400-740 sq ft

7100 S South Shore Dr, Chicago, IL 60649

Property at The Sutherland - 4659 S Drexel Blvd, Chicago, IL, 60653, 0-2 beds, 1 bath, [object Object]

$1,650+/mo

0-2 beds1 bath613-645 sq ft

The Sutherland

| 4659 S Drexel Blvd, Chicago, IL 60653

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

$1,475+/mo

0-4 beds1 bath515-632 sq ft

5457-5459 S. Blackstone Avenue

| 5459 S Blackstone Ave, Chicago, IL 60615

Contact for Price

0-4 beds1-2 bath— sq ft

5474-5480 S. Hyde Park Boulevard

| 5480 S Hyde Park Blvd, Chicago, IL 60615

Property at Ivy Hastings - 5125 S Kenwood Ave, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,415+/mo

1 bed1 bath545 sq ft

Ivy Hastings

| 5125 S Kenwood Ave, Chicago, IL 60615

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 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 bath846-1,220 sq ft

5222-38 S. Drexel Avenue

| 5222 S Drexel Ave, Chicago, IL 60615

Property at 2550 Wabash - 2550 S Wabash Ave, Chicago, IL, 60616, 3 beds, 2 baths, [object Object]

$3,495+/mo

3 beds2 baths1,800-2,150 sq ft

2550 Wabash

| 2550 S Wabash Ave, Chicago, IL 60616

Property at Ivy Dickens - 5330 S Blackstone Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,070/mo

0 beds1 bath287 sq ft

Ivy Dickens

| 5330 S Blackstone Ave, Chicago, IL 60615

Property at 2445 E 72nd St, Chicago, IL, 60649, 0-1 beds, 1 bath, [object Object]

$1,050+/mo

0-1 beds1 bath— sq ft

2445 E 72nd St, Chicago, IL 60649

Property at 4721 S. Ellis Avenue - 4729 S Ellis Ave, Chicago, IL, 60615, 0-3 beds, 0-2 baths, [object Object]

$1,075+/mo

0-3 beds0-2 baths325-657 sq ft

4721 S. Ellis Avenue

| 4729 S Ellis Ave, Chicago, IL 60615

Property at Maple Court - 1126 E 47th St, Chicago, IL, 60653, 0-2 beds, 1 bath, [object Object]

$1,400+/mo

0-2 beds1 bath486-493 sq ft

Maple Court

| 1126 E 47th St, Chicago, IL 60653

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

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

$1,400/mo

0 beds1 bath350 sq ft

University Manor Apartments

| 5111 S University Ave, Chicago, IL 60615

Contact for Price

0-2 beds1 bath426-731 sq ft

Ivy Villas

| 5514 S Blackstone Ave, Chicago, IL 60637

Contact for Price

2-3 beds1 bath— sq ft

Woodlawn Court

| 5218 S Woodlawn Ave, Chicago, IL 60615

Property at 5046 S Champlain Ave, Chicago, IL, 60615, 3 beds, 1 bath, [object Object]

$2,000/mo

3 beds1 bath1,482 sq ft

5046 S Champlain Ave, Chicago, IL 60615

Property at Ellis Court - 5309 S Ellis Ave, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,400/mo

0-2 beds1 bath397 sq ft

Ellis Court

| 5309 S Ellis Ave, Chicago, IL 60615

Property at Twin Towers Apartments - 1649 E 50th St, Chicago, IL, 60615, 0-3 beds, 1 bath, [object Object]

$1,437+/mo

0-3 beds1 bath508-1,003 sq ft

Twin Towers Apartments

| 1649 E 50th St, Chicago, IL 60615

Contact for Price

1-4 bed1-2 bath— sq ft

5300-5308 S. Greenwood Avenue

| 5308 S Greenwood Ave, Chicago, IL 60615

Property at 7801 S Cornell Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,085/mo

2 beds1 bath822 sq ft

7801 S Cornell Ave, Chicago, IL 60649

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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.

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