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.
New
$2,495,000
1509 N Sedgwick St, Chicago, IL 60610
19beds
--sqft
Est.:
Multi Family
Built in 1874
-- sqft lot
$1,378,900 Zestimate®
$--/sqft
$-- HOA
What's special
Expansive apartmentsExceptionally large units
- 3 days
- on Zillow |
- 399 |
- 18 |
Zillow last checked: 7 hours ago
Listing updated: July 30, 2025 at 07:36am
Listing courtesy of:
Tyler Weekes 708-400-0171,
Star Realty & Management
Source: MRED as distributed by MLS GRID,MLS#: 12427423

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 19
- Bathrooms: 11
- Full bathrooms: 11
Heating
- Natural Gas
Features
- Basement: Partially Finished,Partial
Property
Lot
- Size: 2,550 Square Feet
Details
- Parcel number: 17042000130000
- Zoning: MULTI
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Masonite
- Foundation: Concrete Perimeter
Condition
- New construction: No
- Year built: 1874
- Major remodel year: 2018
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Chicago
Financial & listing details
- Tax assessed value: $990,000
- Annual tax amount: $21,515
- Date on market: 7/30/2025
- Ownership: Fee Simple
- Loading
- Loading