Homes for Sale in Woodlawn

Chicago skyline at dusk beyond a riverfront park and steel bridge.

Property Listings

Price

Living Area

City street with a low-rise motel, evergreen trees, and parked cars.

MLS #: 12571609

$3,100,000

6535 S King Drive, Chicago, IL 60637

Broker

Corner stone-and-brick building with storefronts and sidewalk scaffolding, backed by a tall office tower.

Active Under Contract

MLS #: 12452087

$2,150,000

6450-6458 S Stony Island Avenue, Chicago, IL 60637

Broker

Red-brick apartment building with a projecting bay behind a construction fence on a residential street.

MLS #: 12741726

$1,225,000

6418 S VERNON Avenue, Chicago, IL 60637

14 Beds 8 Baths

Broker

Stone house with an arched front window, blue-gray door, and flower-filled garden.

MLS #: 12749117

$1,198,988

6109 S Greenwood Avenue, Chicago, IL 60637

Broker

Red-brick multi-story home with broad windows, a white entry door, and front steps.

Active Under Contract

MLS #: 12773057

$1,100,000

6016 S Saint Lawrence Avenue, Chicago, IL 60637

16 Beds 8 Baths

Broker

Red-brick apartment building with a rounded bay facade, ornate entrance, and iron fence along the sidewalk.

MLS #: 12726785

$1,100,000

6638 S Woodlawn Avenue, Chicago, IL 60637

11 Beds 7 Baths

Broker

6221 S Kimbark Avenue

Active Under Contract

MLS #: 12785457

$1,000,000

6221 S Kimbark Avenue, Chicago, IL 60637

Broker

Modern blue-brick apartment building with a black metal fence and gated entrance.

MLS #: 12770959

$959,900

6621 S Drexel Avenue, Chicago, IL 60637

Broker

Brick residential buildings with balconies, gated entrances, and landscaped front yards.

MLS #: 12765356

$899,900

6508 S Ingleside Avenue, Chicago, IL 60637

Broker

Modern dark-brick residential buildings with recessed balconies, iron fencing, and a landscaped front lawn.

MLS #: 12765362

$899,900

6506 S Ingleside Avenue, Chicago, IL 60637

Broker

6500 S Drexel Avenue

MLS #: 12766326

$899,555

6500 S Drexel Avenue, Chicago, IL 60637

Broker

6312 S Champlain Avenue

MLS #: 12781460

$899,000

6312 S Champlain Avenue, Chicago, IL 60637

Broker

Multi-story brick residence with a projecting bay, stone-trimmed entrance, and front lawn.

MLS #: 12723988

$885,000

1527 E 66th Place, Chicago, IL 60637

Broker

Red brick residential building with a fenced entrance and concrete walkway.

MLS #: 12668848

$875,000

6223 S Vernon Avenue, Chicago, IL 60637

Broker

Adjoining three-story brick buildings with storefront-style windows along a tree-lined Woodlawn street.

MLS #: 12775307

$850,000

548 E 61st Street, Chicago, IL 60637

Broker

Red brick apartment building with projecting bays, recessed balconies, and a black metal fence.

MLS #: 12634033

$850,000

6140 S Eberhart Avenue, Chicago, IL 60637

Broker

Two-story stone house with a projecting upper floor, dark porch, and iron fence.

MLS #: 12755888

$849,000

6627 S Maryland Avenue, Chicago, IL 60637

Broker

Modern three-story attached homes with large windows behind a black metal fence.

MLS #: 12774302

$799,000

6316 S Evans Avenue, Chicago, IL 60637

Broker

Modern three-story white and charcoal home with small balconies and a black metal front fence.

MLS #: 12578786

$799,000

6325 S Langley Avenue, Chicago, IL 60637

Broker

Modern gray two-story home with vertical siding, dark-trimmed windows, and a black metal front fence.

MLS #: 12650101

$779,000

6418 S Champlain Avenue, Chicago, IL 60637

Broker

Modern gray-and-cream multi-story home with tall windows and a wooden privacy fence.

MLS #: 12696280

$779,000

6402 S Vernon Avenue, Chicago, IL 60637

Broker

Modern attached townhomes line a paved walkway, with tan brick, dark siding, and black railings.

MLS #: 12751241

$759,000

6216 S Woodlawn Avenue Unit: B, Chicago, IL 60637

3 Beds 2.5 Baths 2,250 Sq.Ft.

Broker

Modern attached townhomes line a fenced walkway with small lawns on both sides.

MLS #: 12725508

$735,000

6218 S Woodlawn Avenue, Chicago, IL 60637

3 Beds 2.5 Baths 2,250 Sq.Ft.

Broker

6227 S Ellis Avenue Unit D

MLS #: 12786075

$709,500

6227 S Ellis Avenue Unit: D, Chicago, IL 60637

4 Beds 3.5 Baths 3,200 Sq.Ft.

Broker

6209 S Ellis Avenue

MLS #: 12791673

$709,500

6209 S Ellis Avenue, Chicago, IL 60637

4 Beds 3.5 Baths 2,800 Sq.Ft.

Broker

Multi-story red-brick apartment building with balconies, front steps, and leafy branches overhead.

Active Under Contract

MLS #: 12719659

$700,000

6527 S Drexel Avenue, Chicago, IL 60637

Broker

Modern gray home with wood accents and a black metal staircase leading to the upper entrance.

Active Under Contract

MLS #: 12677666

$689,900

6637 S Evans Avenue, Chicago, IL 60637

Broker

Modern narrow home with dark panel siding, a bright green door, and scaffolding beside it.

MLS #: 12774359

$689,900

6519 S Langley Avenue, Chicago, IL 60637

Broker

White two-story house with black trim, front steps, and a fenced yard beside a brick home.

Active Under Contract

MLS #: 12721912

$679,000

Call for Address

Broker

Modern dark-sided home with orange doors and awnings, viewed from outside beside its long staircase.

MLS #: 12673209

$659,000

1221 E Marquette Road, Chicago, IL 60637

Broker

Two-story white and charcoal home behind a black metal fence, with upper and lower entrances.

MLS #: 12755646

$650,000

6547 S Evans Avenue, Chicago, IL 60637

Broker

6415 S Evans Avenue

MLS #: 12497447

$650,000

6415 S Evans Avenue, Chicago, IL 60637

Broker

967 E 62nd Street Unit 2

MLS #: 12783757

$639,000

967 E 62nd Street Unit: 2, Chicago, IL 60637

3 Beds 2.5 Baths

Broker

Two-story gray-sided home with white trim and a fenced front yard between neighboring houses.

Active Under Contract

MLS #: 12776774

$630,000

6552 S Evans Avenue, Chicago, IL 60637

Broker

Brick residential building with a white-sided upper section and recessed entrance behind a black metal fence.

MLS #: 12774032

$625,000

1526 E 65th Place, Chicago, IL 60637

Broker

Modern brick and stone residential building with balconies, a fenced lawn, and a car at the curb.

MLS #: 12367021

$599,000

965 E 62nd Street Unit: 1, Chicago, IL 60637

3 Beds 2.5 Baths

Broker

Woodlawn Listings & Sales

For Sale

Under Contract

Active Under Contract

Coming Soon

View More Homes for Sale

Neighborhood Guides

Beverly

Beverly

South Loop

South Loop

South Shore

South Shore

Found Your Woodlawn Dream Home?

Work With Us

Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Contact Taylor Dixon Group today to start your home searching journey!