5227 N Glenwood Avenue
Chicago, IL, 60640
$1,100,000
5 Beds
3 Baths
0 SqFt
0 Acres
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$1,100,000
5227 N Glenwood Avenue
Chicago, IL, 60640
MLS #MRD12657840 image #0MLS #MRD12657840 image #1MLS #MRD12657840 image #2MLS #MRD12657840 image #3MLS #MRD12657840 image #4MLS #MRD12657840 image #5MLS #MRD12657840 image #6MLS #MRD12657840 image #7MLS #MRD12657840 image #8MLS #MRD12657840 image #9MLS #MRD12657840 image #10MLS #MRD12657840 image #11MLS #MRD12657840 image #12MLS #MRD12657840 image #13MLS #MRD12657840 image #14MLS #MRD12657840 image #15MLS #MRD12657840 image #16MLS #MRD12657840 image #17MLS #MRD12657840 image #18MLS #MRD12657840 image #19MLS #MRD12657840 image #20MLS #MRD12657840 image #21MLS #MRD12657840 image #22MLS #MRD12657840 image #23MLS #MRD12657840 image #24MLS #MRD12657840 image #25MLS #MRD12657840 image #26MLS #MRD12657840 image #27MLS #MRD12657840 image #28MLS #MRD12657840 image #29MLS #MRD12657840 image #30MLS #MRD12657840 image #31MLS #MRD12657840 image #32MLS #MRD12657840 image #33MLS #MRD12657840 image #34MLS #MRD12657840 image #35MLS #MRD12657840 image #36MLS #MRD12657840 image #37MLS #MRD12657840 image #38MLS #MRD12657840 image #39MLS #MRD12657840 image #40
Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and thoughtful upkeep help highlight the beautiful original details and classic vintage accents that are found throughout, including stunning built-in cabinetry, rich woodwork, and warm, inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner’s unit..this is that rare move-in ready opportunity that blends charm and functionality. The property also includes private balconies, a 2-car garage and outdoor space. There is also a tall basement with laundry room, utility room and endless storage. All situated on a quiet tree-lined street just moments from Lake Michigan and Andersonville’s renowned restaurants, cafes, shopping, nightlife, parks, and public transportation. Whether you’re looking to generate rental income, owner-occupy with supplemental income, or invest in one of Chicago’s most sought-after neighborhoods, this exceptional 2-flat offers endless potential and enduring Chicago character.

Property Details

Price:
$1,100,000
MLS #:
MRD12657840
Status:
Active
Beds:
5
Baths:
3
Type:
Multi Family
Neighborhood:
chiedgewater
Listed Date:
May 26, 2026
Year Built:
1909
Chi – EdgewaterChiedgewater

Schools

School District:
299

Interior

Heating
Natural Gas, Forced Air, Steam, Radiator(s)

Exterior

Construction Materials
Brick
Exterior Features
Balcony
Garage Spaces
2
Other Structures
Garage(s)
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2

Financial

Tax Year
2023
Taxes
$12,269
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Multi Family in Chicago as of Jun 01, 2026
1,360
Multi Family Listed
82
Avg DOM
$521,205
Avg List Price

Community

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Property Summary

    5227 N Glenwood Avenue Chicago IL is a Multi Family for sale in Chicago, IL, 60640. It is listed for $1,100,000 To schedule a showing of MLS#mrd12657840 at 5227 N Glenwood Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
5227 N Glenwood Avenue
Chicago, IL