IL
Cook
Chicago
60640
5227 N Glenwood Avenue
5227 N Glenwood Avenue, Chicago, IL 60640
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Listing Type
Multi Family
Listing Status
Active
41
$1,100,000

Home Details for 5227 N Glenwood Avenue

Price
$1,100,000
Type
Residential Income
Bedrooms
5
Total Bathrooms
3
Year built
1909
County
Cook
Total rooms
24
Garage
2
Basement
Unfinished, Full
Days on site
1
MLS Listing#
12657840
Property Description

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 Features
  • Heating Information
    • Hot Water
    • Natural Gas
    • Forced Air
    • Steam
  • Parking
    • Garage Door Opener
    • Detached
    • Garage
  • Basement
    • Unfinished
    • Full
  • Cooling Information
    • Ceiling Fan(s)
  • Water Features
    • Public
  • House Interior
    • Entrance Foyer
Listing Courtesy: Jameson Sotheby's Intl Realty - 312-751-0300
Midwest Real Estate Data logo Based on information submitted to the MLS GRID as of 2026-05-29 02:50:25. 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.
Last Updated: 2026-05-29 02:50:25
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EXIT STRATEGY REALTY
2935 N. Clark St., Chicago, IL 60657
Office
312 554 5478
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