Hyde Park Kenwood Historic District, IL rental listings

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ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
Situated on one of Chicago's historic tree-lined boulevards, Drexel Terrace was designed in the early 20th century as a stately manor combining classical and contemporary architectural styles of its e

Contact for Price

1-3 bed1 bath— sq ft

Drexel Terrace

| 5043 S Drexel Blvd, Chicago, IL 60615

Pets welcome • Parking • Very walkable

3D WALKTHROUGH

ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
Steps to the University of Chicago, 5557 South University offers roommate friendly floor plans with vintage charm. This three story building features an inviting red brick facade and is situated on th

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2-3 beds1-2 bath— sq ft

5557-59 S. University Avenue

| 5559 S University Ave, Chicago, IL 60637

Pets welcome • Parking • Very walkable

ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
Set along a quiet street tucked away from Hyde Parks main thoroughfares, this property pays tribute to classic Greek and Roman architecture with entryways marked by pilasters and windows highlighted w

$1,895/mo

2-3 beds1 bath767 sq ft

5301-5307 S. Maryland Avenue

| 5307 S Maryland Ave, Chicago, IL 60615

1 unit available • Pets welcome • Parking

3D WALKTHROUGH

ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
Beautiful courtyard building on a quiet, tree-lined street in the historic Kenwood/Hyde Park Neighborhood. Walking distance to University of Chicago, Metra, and Lake Michigan. Fully renovated, spaci

1 bd: $1,725

2 bd: $2,125

Necedah at 4740-4748 South Greenwood

| 4740 S Greenwood Ave, Chicago, IL 60615

Pets welcome • Dishwasher • Very walkable

ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
Welcome to Ivy at Piccadilly, one of the most sought-after apartment communities in Hyde Park, Chicago. Once a famous hotel in the 1920s and 30s, the building has been lovingly transformed into renova

1 bd: $1,400

2 bd: $2,000

Ivy at Piccadilly

| 5107 S Blackstone Ave, Chicago, IL 60615

13 units available • Pets welcome • Parking

3D WALKTHROUGH

ABOUT THIS HOME
Hyde Park Kenwood Historic District, IL Rental Listings
In the true spirit of early 20th century Hyde Park architecture, the central focal point of Woodlawn Terrace is its private courtyard garden. The Hyde Park apartments' red Chicago brick facade wraps a

Studio: $1,165

2 bd: $1,800

Woodlawn Terrace

| 4740 S Woodlawn Ave, Chicago, IL 60615

4 units available • Pets welcome •

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0-4 beds1-4 bath— sq ft

5100 S. Ellis Avenue

| 5100-5120 S Ellis Ave, Chicago, IL 60615

Contact for Price

2-4 beds1-2 bath— sq ft

5111 S. Kimbark Avenue

| 5111 S Kimbark Ave, Chicago, IL 60615

Property at 5034-5046 S. Woodlawn Avenue - 5046 S Woodlawn Ave, Chicago, IL, 60615, 1-3 bed, 1 bath, [object Object]

$1,585/mo

1-3 bed1 bath787-804 sq ft

5034-5046 S. Woodlawn Avenue

| 5046 S Woodlawn Ave, Chicago, IL 60615

Property at 5229 S. Drexel Avenue - 5229 S Drexel Ave, Chicago, IL, 60615, 2-3 beds, 1-2 bath, [object Object]

$2,099/mo

2-3 beds1-2 bath1,055 sq ft

5229 S. Drexel Avenue

| 5229 S Drexel Ave, Chicago, IL 60615

Contact for Price

1 bed1 bath— sq ft

918 E. Hyde Park Boulevard

| 918 E Hyde Park Blvd, Chicago, IL 60615

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

$999/mo

0 beds1 bath338 sq ft

Ivy Dorchester

| 5118 S Dorchester Ave, Chicago, IL 60615

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

$1,290/mo

1 bed1 bath410 sq ft

Ivy Dickens

| 5330 S Blackstone Ave, Chicago, IL 60615

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

$1,325+/mo

0 beds1 bath300-310 sq ft

Blackstone Castle - 5135 S Blackstone

| 5135 S Blackstone Ave, Chicago, IL 60615

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

$1,775+/mo

1-2 bed1 bath675-1,425 sq ft

Paramour

| 4850 S Drexel Blvd, Chicago, IL 60615

Contact for Price

2-3 beds1 bath— sq ft

5350-5358 S. Maryland Avenue

| 5350 S Maryland Ave, 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 Ivy at Drexel - 5235 S Drexel Ave, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,664+/mo

1-2 bed1 bath900 sq ft

Ivy at Drexel

| 5235 S Drexel Ave, Chicago, IL 60615

Contact for Price

1-3 bed1-2 bath— sq ft

5053 S. Ellis Avenue

| 5053 S Ellis Ave, Chicago, IL 60615

Property at Drexel Grand - 5220 S Drexel Ave, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,190+/mo

0-2 beds1 bath350-550 sq ft

Drexel Grand

| 5220 S Drexel Ave, Chicago, IL 60615

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

$1,595/mo

0-2 beds1 bath514 sq ft

5300 S. Drexel Avenue

| 5300 S Drexel Blvd, Chicago, IL 60615

Property at 5401-5405 S. Drexel Boulevard - 5405 S Drexel Blvd, Chicago, IL, 60615, 1-3 bed, 1 bath, [object Object]

$1,899/mo

1-3 bed1 bath890 sq ft

5401-5405 S. Drexel Boulevard

| 5405 S Drexel Blvd, Chicago, IL 60615

Property at 5400-5408 S. Ingleside Avenue - 5400 S Ingleside Ave, Chicago, IL, 60615, 1-3 bed, 1 bath, [object Object]

$2,125+/mo

1-3 bed1 bath941-1,095 sq ft

5400-5408 S. Ingleside Avenue

| 5400 S Ingleside Ave, Chicago, IL 60615

Property at 5355-5361 S. Cottage Grove Avenue - 5355 S Cottage Grove Ave, Chicago, IL, 60615, 1-3 bed, 1 bath, [object Object]

$1,850/mo

1-3 bed1 bath715 sq ft

5355-5361 S. Cottage Grove Avenue

| 5355 S Cottage Grove Ave, Chicago, IL 60615

Contact for Price

2-3 beds1 bath— sq ft

5234-5244 S. Ingleside Avenue

| 5244 S Ingleside Ave, Chicago, IL 60615

Property at Ivy at Carlson - 1401 E Hyde Park Blvd, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,850+/mo

2 beds1 bath892-917 sq ft

Ivy at Carlson

| 1401 E Hyde Park Blvd, Chicago, IL 60615

Property at Ivy Gayles - 5316 S Dorchester Ave, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,340+/mo

1 bed1 bath513-820 sq ft

Ivy Gayles

| 5316 S Dorchester Ave, Chicago, IL 60615

Property at Harper Court - 5136 S Harper Ave, Chicago, IL, 60615, 0-2 beds, 1-2 bath, [object Object]

$2,385/mo

0-2 beds1-2 bath1,216 sq ft

Harper Court

| 5136 S Harper Ave, Chicago, IL 60615

Property at Ivy Greens - 5445 S Woodlawn Ave, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,550+/mo

1 bed1 bath530-544 sq ft

Ivy Greens

| 5445 S Woodlawn Ave, Chicago, IL 60615

Property at Woodlawn Court - 5218 S Woodlawn Ave, Chicago, IL, 60615, 2-3 beds, 1 bath, [object Object]

$1,995+/mo

2-3 beds1 bath800-805 sq ft

Woodlawn Court

| 5218 S Woodlawn Ave, Chicago, IL 60615

Contact for Price

4 beds3 baths— sq ft

5118 S. Greenwood

| 5120 S Greenwood Ave, Chicago, IL 60615

Property at 1358 E. 58th Street - 1358 E 58th St, Chicago, IL, 60637, 1-4 bed, 1-2 bath, [object Object]

$4,395/mo

1-4 bed1-2 bath2,030 sq ft

1358 E. 58th Street

| 1358 E 58th St, Chicago, IL 60637

Property at 5335-5345 S. Kimbark Avenue - 5345 S Kimbark Ave, Chicago, IL, 60615, 2-4 beds, 1-2 bath, [object Object]

$2,499+/mo

2-4 beds1-2 bath1,021-1,118 sq ft

5335-5345 S. Kimbark Avenue

| 5345 S Kimbark Ave, Chicago, IL 60615

Contact for Price

0-1 beds1 bath— sq ft

5405-5407 S. Woodlawn Avenue

| 5407 S Woodlawn Ave, Chicago, IL 60615

Property at Greenwood 5201 - 5209 S Greenwood Ave, Chicago, IL, 60615, 1-4 bed, 1-2 bath, [object Object]

$1,840+/mo

1-4 bed1-2 bath1,248-1,257 sq ft

Greenwood 5201

| 5209 S Greenwood Ave, Chicago, IL 60615

Contact for Price

1-2 bed1 bath— sq ft

Kenwood Court

| 1350 E 53rd St, Chicago, IL 60615

Contact for Price

4 beds2 baths— sq ft

5623 S. Dorchester

| 5623 S Dorchester Ave, Chicago, IL 60637

Property at 5400-5406 S. Maryland Avenue - 5406 S Maryland Ave, Chicago, IL, 60615, 2-4 beds, 1 bath, [object Object]

$1,880+/mo

2-4 beds1 bath605-860 sq ft

5400-5406 S. Maryland Avenue

| 5406 S Maryland Ave, Chicago, IL 60615

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

$1,690+/mo

1-2 bed1-2 bath450-900 sq ft

The Blackwood

| 5200 S Blackstone Ave, Chicago, IL 60615

Property at 5401-5409 S. Cottage Grove Avenue - 5401 S Cottage Grove Ave, Chicago, IL, 60615, 2-3 beds, 1 bath, [object Object]

$1,920/mo

2-3 beds1 bath870 sq ft

5401-5409 S. Cottage Grove Avenue

| 5401 S Cottage Grove Ave, Chicago, IL 60615

Contact for Price

0-1 beds1 bath293-670 sq ft

Ivy Tower

| 5455 S Blackstone Ave, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Wed Sep 17 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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Hyde Park Kenwood Historic District, IL rental listings

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