1244 W Oakdale Avenue
Chicago, IL, 60657
$1,595,000
8 Beds
4 Baths
0 SqFt
0 Acres
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$1,595,000
1244 W Oakdale Avenue
Chicago, IL, 60657
MLS #MRD12790591 image #0MLS #MRD12790591 image #1MLS #MRD12790591 image #2MLS #MRD12790591 image #3MLS #MRD12790591 image #4MLS #MRD12790591 image #5MLS #MRD12790591 image #6MLS #MRD12790591 image #7MLS #MRD12790591 image #8MLS #MRD12790591 image #9MLS #MRD12790591 image #10MLS #MRD12790591 image #11MLS #MRD12790591 image #12MLS #MRD12790591 image #13MLS #MRD12790591 image #14MLS #MRD12790591 image #15MLS #MRD12790591 image #16MLS #MRD12790591 image #17MLS #MRD12790591 image #18MLS #MRD12790591 image #19MLS #MRD12790591 image #20MLS #MRD12790591 image #21MLS #MRD12790591 image #22MLS #MRD12790591 image #23MLS #MRD12790591 image #24MLS #MRD12790591 image #25MLS #MRD12790591 image #26MLS #MRD12790591 image #27MLS #MRD12790591 image #28MLS #MRD12790591 image #29MLS #MRD12790591 image #30MLS #MRD12790591 image #31MLS #MRD12790591 image #32MLS #MRD12790591 image #33MLS #MRD12790591 image #34MLS #MRD12790591 image #35MLS #MRD12790591 image #36MLS #MRD12790591 image #37MLS #MRD12790591 image #38MLS #MRD12790591 image #39MLS #MRD12790591 image #40MLS #MRD12790591 image #41MLS #MRD12790591 image #42MLS #MRD12790591 image #43MLS #MRD12790591 image #44MLS #MRD12790591 image #45MLS #MRD12790591 image #46MLS #MRD12790591 image #47MLS #MRD12790591 image #48MLS #MRD12790591 image #49MLS #MRD12790591 image #50MLS #MRD12790591 image #51MLS #MRD12790591 image #52MLS #MRD12790591 image #53MLS #MRD12790591 image #54MLS #MRD12790591 image #55MLS #MRD12790591 image #56MLS #MRD12790591 image #57MLS #MRD12790591 image #58MLS #MRD12790591 image #59MLS #MRD12790591 image #60MLS #MRD12790591 image #61MLS #MRD12790591 image #62MLS #MRD12790591 image #63MLS #MRD12790591 image #64MLS #MRD12790591 image #65MLS #MRD12790591 image #66MLS #MRD12790591 image #67MLS #MRD12790591 image #68MLS #MRD12790591 image #69MLS #MRD12790591 image #70MLS #MRD12790591 image #71MLS #MRD12790591 image #72MLS #MRD12790591 image #73MLS #MRD12790591 image #74
Showings will begin November 8th – Prime Lakeview 2-Flat with additional non-conforming garden unit in the Heart of Southport Corridor. Rare opportunity to own a beautifully maintained and updated multi-family building offering approximately 2,502 square feet of living space with a total of 8 bedrooms and 4 bathrooms, two car detached garage and rooftop deck. Second floor unit can be converted into a duplex-up (plumbing in place), offering room for equity gain. Central Heat & AC in units, 1 & 2. Garden unit has central heat. Whether you’re an investor seeking strong rental potential or an owner-occupant looking to supplement expenses with rental income, this property offers exceptional flexibility in one of Chicago’s most desirable neighborhoods. The units blend classic Chicago charm with modern updates, featuring hardwood floors throughout, generous room sizes, high ceilings, and abundant natural light in all units. Kitchens in units 1 & 2 showcase rich custom cabinetry, granite countertops , backsplashes, and ample storage. Spacious living and dining areas provide comfortable everyday living and entertaining. Ground floor common area has a full bath, private sauna, as well as laundry. On a picturesque tree-lined street, this prime Lakeview location places you just steps from the Southport Corridor’s renowned restaurants, boutiques, coffee shops, grocery stores, and entertainment. Enjoy easy access to Wrigley Field, parks, Lake Michigan, and CTA Brown, Purple, and Red Line trains, providing a convenient commute throughout the city. Combining timeless character, updated interiors, and an unbeatable location, this property presents a rare opportunity to own a classic Chicago multi-unit with strong income potential and long-term value in the heart of Lakeview.

Property Details

Price:
$1,595,000
MLS #:
MRD12790591
Status:
Active
Beds:
8
Baths:
4
Type:
Multi Family
Neighborhood:
chilakeview
Listed Date:
Nov 1, 2026
Year Built:
1886
Chi – Lake ViewChilakeviewOak Lawn Comm High School

Schools

School District:
229
High School:
Oak Lawn Comm High School

Interior

Heating
Gas

Exterior

Construction Materials
Brick
Garage Spaces
2
Parking Features
Yes, Detached, Garage
Parking Spots
2
Parking Total
2

Financial

Tax Year
2024
Taxes
$17,077
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Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.

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Current real estate data for Multi Family in Chicago as of Nov 02, 2026
1,384
Multi Family Listed
76
Avg DOM
$529,332
Avg List Price

Community

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Property Summary

    1244 W Oakdale Avenue Chicago IL is a Multi Family for sale in Chicago, IL, 60657. It is listed for $1,595,000 To schedule a showing of MLS#mrd12790591 at 1244 W Oakdale Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
1244 W Oakdale Avenue
Chicago, IL