For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Back to Search
    Andersonville Two-Flat with Income Potential Title is generated by Realmo AI

    5227 N Glenwood Avenue, Chicago, IL 60640

    View on Map
    Claim this Listing
    For Sale
    $1,100,000

    MULTI_FAMILY - Chicago, IL

    Added:
    May 26, 2026
    Days on Market:
    8
    Last Refresh:
    Jun 2 at 3:06 pm

    Property Features for 5227 N Glenwood Avenue

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Bedrooms
    5
    Bathrooms
    3
    Rooms
    Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Bedroom 5, Bedroom 2, Basement, Bathroom 3, Bedroom 1
    Parking
    2
    Parking features
    Garage, Open
    Exterior features
    Balcony
    Basement
    Unfinished, Full
    Standard status
    Active
    APN
    14081250100000

    Taxes and HOA fees

    Tax Year
    2023
    Tax Annual Amount
    12269

    Utilities

    Sewer type
    Public Sewer
    Heating system
    Steam, Forced Air, Natural Gas, Other (Heating)
    Water source
    Public

    Building Details

    Year built
    1909
    Building materials
    Brick

    We can help!

    Listing Contact
    Michael Donnelly

    Listing agent Michael Donnelly

    Listing office Jameson Sotheby's Intl Realty 425 W. North Ave. suite 1, Chicago, IL

    Listing date May 26, 2026

    MLS# 12657840 Listing URL

    Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Prime Andersonville location, close to restaurants, cafes, shopping, nightlife, parks, and public transportation.
    • Flexible 2‑flat property suitable for investors, live‑in owners, or multi‑generational living.
    • Well‑maintained property with 5 bedrooms and 3 full bathrooms across two units.
    • Vintage charm with original details like built‑in cabinetry and rich woodwork.
    • Recent kitchen and bath upgrades in the owner's unit.
    • Includes private balconies, a 2‑car garage, and outdoor space.

    Overview

    This owner-occupied 2-flat is located in the heart of Andersonville, offering flexibility for investors, live-in owners, or multi-generational living. The property features 5 bedrooms and 3 full bathrooms across two units and a basement. The building retains vintage charm and character. Generous room sizes and abundant natural light highlight the original details and classic vintage accents, including built-in cabinetry, rich woodwork, and inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner's unit. The property includes private balconies, a 2-car garage, and outdoor space. The tall basement includes a laundry room, utility room, and storage. It is situated on a tree-lined street near Lake Michigan and Andersonville's restaurants, cafes, shopping, nightlife, parks, and public transportation. This 2-flat offers potential and enduring Chicago character, suitable for generating rental income, owner-occupancy with supplemental income, or investment.
    Property Profile Location Intelligence

    Current Use by Public Records

    Duplexes

    Suggested Use

    Law Firm Restaurant Real Estate Agency Spa & Massage Center Dental Office Hair Salon Nail Salon Food Market Grocery & Convenience Store Skin Care Clinic

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Chicago
    County
    Cook
    State
    Illinois
    Longitude
    -87.664427
    Latitude
    41.977132

    FAQs

    What type of property is this?
    Duplex - Well-maintained 2-flat in Andersonville, ideal for investors or owner-occupiers.
    Where is this duplex located?
    The property is located at 5227 N Glenwood Avenue Chicago, IL.
    What is the asking price?
    The asking price for this property is $1,100,000.
    What are key features of this property?
    This property features: Prime Andersonville location, close to restaurants, cafes, shopping, nightlife, parks, and public transportation.; Flexible 2‑flat property suitable for investors, live‑in owners, or multi‑generational living.; Well‑maintained property with 5 bedrooms and 3 full bathrooms across two units.
    More about this property
    Thanks! Your message was sent.
    Error! Your message wasn't sent.
    Please enter your name
    Please enter email
    Please enter the email in the correct format
    Please enter phone
    Please enter the number in the correct format
    Please enter message