A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.
Contingent
$1,200,000
2040 W Charleston St, Chicago, IL 60647
8beds
--sqft
Multi Family
Built in 1887
-- sqft lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Gated entryIn-unit laundryFour full-floor unitsTwo bedroomsOne bathShared deckHardwood floors throughout
- 82 days
- 267
- 24
Zillow last checked:
Listing updated:
Listed by:
Grigory Pekarsky 773-645-4455,
Vesta Preferred LLC,
Brad Robbins,
Vesta Preferred LLC
Source: MRED as distributed by MLS GRID,MLS#: 12688343
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Den
Heating
- Forced Air
Features
- Basement: None
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Yes, Owned
- Has uncovered spaces: Yes
Lot
- Size: 2,178 Square Feet
- Dimensions: 24X100
Details
- Parcel number: 14311270270000
- Zoning: MULTI
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1887
- Major remodel year: 2018
Utilities & green energy
- Sewer: Public Sewer
- Water: Lake Michigan
Community & HOA
Location
- Region: Chicago
Financial & listing details
- Annual tax amount: $15,038
- Date on market: 7/22/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/5/2026 | Contingent | $1,200,000 |
Source: | ||
| 7/22/2026 | Listed for sale | $1,200,000+57.9% |
Source: | ||
| 8/20/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 8/1/2021 | Listed for rent | $1,550 |
Source: Zillow Rental Manager Report a problem | ||
| 9/30/2019 | Sold | $760,000+77.3% |
Source: | ||
| 6/30/2011 | Sold | $428,750 |
Source: | ||
Public tax history
Tax history is unavailable.
Find assessor info on the county website
Monthly payment
Est. payment




