Jamie Roth

Broker License ID: 471.000868

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$ 1,311,000

$ 1,100,000 19.2%

Est. payment -/mo

Sold on 07/09/2026

5227 N Glenwood AVE Chicago, IL 60640

5 Beds

3 Baths

UPDATED:

Key Details

Sold Price $1,311,000

Property Type Multi-Family

Sub Type Two to Four Units

Listing Status Sold

Purchase Type For Sale

MLS Listing ID 12657840

Sold Date 07/09/26

Bedrooms 5

Year Built 1909

Annual Tax Amount $12,269

Tax Year 2023

Lot Dimensions 30x121

Property Sub-Type Two to Four Units

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.

Location

State IL

County Cook

Area Chi - Edgewater

Rooms

Basement Unfinished, Full

Interior

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

Equipment CO Detectors, Ceiling Fan(s), Water Heater-Gas

Fireplace N

Exterior

Exterior Feature Balcony

Garage Spaces 2.0

Building

Building Description Brick, No

Sewer Public Sewer

Water Public

Structure Type Brick

New Construction false

Schools

School District 299 , 299, 299

Others

Ownership Fee Simple

Special Listing Condition List Broker Must Accompany

Listed by Michael Donnelly of Jameson Sotheby's Intl Realty
Bought with Amanda McMillan of @properties Christie's International Real Estate

Jamie Roth

Broker License ID: 471.000868

+1(847) 219-6400

GET MORE INFORMATION