Closed

$1,100,000

5227 Glenwood Avenue, Chicago, IL 60640
5 Beds3 Baths9 days
5227 Glenwood Avenue·Chicago, IL 60640
5Bedrooms
3Bathrooms
1909Year Built
About This Home

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.

MLS# 12657840Listed May 26, 2026Residential Income
Property Details

Beds & Baths

Total Bedrooms5
Total Bathrooms3
Total Rooms24

Size & Structure

Garage Spaces2
Year Built1909
Lot Size30x121

Location

CountyCook
TownshipLake View
Zip Code60640

Financial

List Price$1,100,000
Annual Taxes (2023)$12,269
Monthly Tax Est.$1,022
Parcel #14081250100000
Interior Features

Heating

Natural GasForced AirSteamRadiator(s)

Basement

UnfinishedFull
Exterior & Lot

Construction

Brick

Foundation

Concrete Perimeter

Exterior Features

Balcony
Utilities & Parking

Sewer

Public Sewer

Water Source

Public

Parking

Garage Door OpenerYesGarage OwnedDetachedGarage
Tax & Financial
Annual Taxes
$12,269
Tax Year 2023
Monthly Tax Est.
$1,022
per month
Property Location

5227 Glenwood Avenue, Chicago, IL 60640 — Cook County

$1,100,000
5227 Glenwood Avenue
5 bd3 ba
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
9 days on market
2-car garage
30x121
$12,269/yr taxes
$6,803
estimated monthly payment
Principal & Interest
$5,781/mo
Property Tax
$1,022/mo
$1,100,000
20% — $220,000
3%50%
6.875%
3%12%
Loan Amount
$880,000
Down Payment
$220,000

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Jameson Sotheby's Intl Realty
Agent: Michael Donnelly
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Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

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