Incredible investment opportunity in the heart of Old Town, just steps from the vibrant bars, restaurants, and shops of Wells Street. This oversized 3-flat spans over 7, 000 square feet across five levels, offering exceptionally large units and tremendous income potential. The property features three expansive apartments: an 8-bedroom, 7-bedroom, and 4-bedroom unit-perfect for an Airbnb operator or savvy investor. Currently, two units are leased as long-term rentals, while the 8-bedroom unit operates as a highly successful short-term rental, generating nearly $180K in annual gross revenue. Fully gut-renovated in 2018 with all new systems, finishes, and mechanicals, this turnkey building requires no updates and is ready for continued operation. Whether you're looking to maximize income through short-term rentals or secure long-term tenants, this property offers unmatched flexibility and cash flow in one of Chicago's most desirable neighborhoods.

Property Details

PRICE
$2,350,000
BEDROOMS
19
BATHROOMS
11
SQFT
N/A
YEAR BUILT
1874
PARKING SPOTS
N/A
MLS #
12427423
FULL ADDRESS
1509 1509 Sedgwick Street
CITY
Chicago, IL
ZIP
60610

Listing Details

Listing Office
Star Realty & Management
Listing Agent
Tyler Weekes
Contact
312-371-2564
Last Data Update
2026-02-10T14:30:55Z

Interior

BATHROOMS
11 Full Bathrooms

Schools

School District
299
Elementary School
High School

Buy This Home With a Local Expert

22 years. 600+ Chicago closings. Individual, hands-on representation from first tour through close. Ken can be your buyer's agent on this property. Call 773.398.5585 or drop your details below.

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