1739 W Gregory Avenue
Chicago, IL, 60640
$2,300,000
2 Beds
1 Baths
0 SqFt
0 Acres
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$2,300,000
1739 W Gregory Avenue
Chicago, IL, 60640
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Andersonville 6-Unit Investment Opportunity – Rarely available in the heart of Andersonville, this well-maintained 6-unit building presents an exceptional opportunity for savvy investors looking to secure a stable, income-generating asset in one of Chicago’s most desirable neighborhoods. Each of the six units features a spacious 1200 sq. ft., 2-bedroom, 1-bathroom layout, with in an enclosed, insulated, back porch that adds an extra room for an office or storage. The property has been carefully maintained over the years. A standout feature is the availability of 5 garage parking spaces-an increasingly valuable amenity in this area-along with 7 separate storage rooms in the basement. Major updates include an upgraded electrical system installed within the last 5-7 years and a roof in good condition, updated approximately 10-15 years ago, which provides added peace of mind and reduces the likelihood of near-term capital expenses. Located in a high-demand rental corridor, this property benefits from Andersonville’s vibrant mix of dining, shopping, accessible transportation, and community charm, making it highly attractive to long-term tenants. Whether you’re expanding your portfolio or entering a sought-after market, this is a rare opportunity to acquire a solid, income-producing building in a tightly held neighborhood.

Property Details

Price:
$2,300,000
MLS #:
MRD12596092
Status:
Active Under Contract
Beds:
2
Baths:
1
Type:
Commercial
Neighborhood:
chiedgewater
Listed Date:
Aug 7, 2026
Total Sq Ft:
7,506
Year Built:
1924
Chi – EdgewaterChiedgewater

Schools

Interior

Cooling
None
Fireplaces Total
6

Exterior

Construction Materials
Brick, Concrete
Roof
Membrane, Reflective Coating
Stories
3

Financial

HOA Includes
Heat, Water, Electricity, Parking, Exterior Maintenance, Lawn Care, Snow Removal
Maintenance Fee
$2,000
Net Operating Income
$153,548
Tax Year
2024
Taxes
$29,936
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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 Commercial in Chicago as of Aug 17, 2026
936
Commercial Listed
184
Avg DOM
$1,009,949
Avg List Price

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Property Summary

    1739 W Gregory Avenue Chicago IL is a Commercial for sale in Chicago, IL, 60640. It is listed for $2,300,000 To schedule a showing of MLS#mrd12596092 at 1739 W Gregory Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
1739 W Gregory Avenue
Chicago, IL