Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.
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Likely to sell faster than
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Listing updated:
Listed by:
Philip Skowron312-612-0303,
Compass
Source: MRED as distributed by MLS GRID,MLS#: 12711377
Features: Curbs, Sidewalks, Street Lights, Street Paved
Location
Region: Chicago
Financial & listing details
Annual tax amount: $12,800
Date on market: 7/24/2026
Ownership: Fee Simple
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/21/2026
Listing removed
$1,390,000
Source: MRED as distributed by MLS GRID #12706004Report a problem
7/16/2026
Listed for sale
$1,390,000+107.5%
Source: MRED as distributed by MLS GRID #12706004Report a problem
8/19/2024
Sold
$670,000
Source: MRED as distributed by MLS GRID #12129980Report a problem
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.