7744 S Oglesby Avenue, Chicago, IL 60649 - Photo 1

1/1

$268,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1,559 Sq. Ft.
1 Car Garage

1/1

Property Description

Welcome to this South Shore Gem - a Classic Chicago Bungalow with Timeless Appeal! This spacious 3-bedroom, 2-bathroom brick bungalow features brick exterior construction, an asphalt roof, and warm wood flooring throughout. With generously sized rooms and central air conditioning, this home offers a beautiful display of enduring Chicago craftsmanship. The kitchen includes a dishwasher, and the home is equipped with a Whirlpool water heater for year-round efficiency. The full walk-up basement provides exceptional flexibility-ideal for a home gym, guest suite, or entertainment lounge. An unfinished attic offers even more room for expansion, perfectly suited for a home office, additional bedroom, or creative retreat. Outdoors, a private concrete driveway leads to a spacious backyard-a rare and desirable feature for city living, perfect for relaxing or hosting. Situated near parks, public transit, the lakefront, and local amenities-including the Museum of Science and Industry and the upcoming Obama Presidential Center-7744 S Oglesby Avenue presents a refined living experience in a community rich with culture, history, and promising transformation. Timeless character. South Shore sophistication. Schedule your private showing today-this opportunity won't last.

Full Property Details

Full Property Details for 7744 S Oglesby Ave

General

Sold For: $268,000
Taxes: $2,898 (2023)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12368826
Added to Site: 242 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Basement Baths: Yes

Bedrooms

Total Bedrooms: 3

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 1
Parking Features: Concrete, On Site, Detached, Garage
Parking On-Site: Yes

Location

Area: CHI - South Shore
County: Cook
Driving Directions: 7744 S Oglesby Ave is located in Chicago's South Shore neighborhood, just minutes from the lakefront and accessible by car or public transit. From Downtown, take Lake Shore Drive south, exit at 79th Street, and head east to Oglesby Avenue-then go north to the home. It's also a short walk from the South Shore Metra station, making it convenient for commuters and visitors alike.

School Information

School District: 299
Midd School District: 299

Community

Assoc. Fees Include: None

Heating & Cooling

Cooling Type: Central Air Conditioning
Heating Type: Natural Gas

Utilities

Water: Public

Structural Information

Architectural Style: Bungalow
Construction: Brick
Exterior Const.: Brick
Basement Desc.: Partially Finished, Walk-Up Access, Full
Foundation: Concrete Perimeter
Square Feet: 1,559
Sq. Ft. Source: Appraiser
Year Built: 1918
Built Before 1978: Yes

Lot Features

Lot Size Range: Standard Chicago Lot
Lot Dimensions: 30 x 125
Fence: Yes
Fencing (Description): Fenced

Financial Considerations

Parking Included: Yes
Assessment Year: 1918
Tax Amount: $2,898
Tax Year: 2023

Disclosures and Reports

Ownership: Fee Simple
Property ID: 20254220340000

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Meet the listing and selling agents

— 7744 S Oglesby Ave —

Kesha Watson

Email Me

(708) 297-6599 mobile
Terra DuPree

Email Me

(708) 833-0622 mobile
(800) 674-6187 direct

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NMLS#: 1598647

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Schools

Schools serving 7744 S Oglesby Ave

School District:Chicago Public School District 299

Name	Grades	Distance
Mann Elementary School 8050 South Chappel Avenue, Chicago, IL 60617	PK-8	0.5 mi
Chicago Vocational Career Academy High School 2100 East 87th Street, Chicago, IL 60617	9-11	1.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 7744 S Oglesby Ave

Date

Details

Price

Change

Source

7/15/2025

Sold

$268,000

-2.55%

MLS

5/19/2025

Listed

$275,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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3
Beds
2
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Sq. Ft.

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Single Family
Closed

6
Beds
2
Total Baths
1,225
Sq. Ft.

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Sold

$296,375

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Single Family
Closed

5
Beds
2
Total Baths
2,200
Sq. Ft.

7744 S Oglesby Avenue, Chicago, IL 60649 (MLS# 12368826) is a Single Family property that was sold at $268,000 on July 15, 2025. This property was listed by Kesha Watson from our Lincoln Park Office.Want to learn more about 7744 S Oglesby Avenue? Do you have questions about finding other Single Family real estate for sale in South Shore? You can browse all South Shore real estate or contact a Coldwell Banker agent to request more information.

7744 S Oglesby Ave Chicago, IL 60649