10188 S Winston Avenue
Chicago, IL 60643
Map
- 6 beds
- 3 baths
- – sqft
- 8,350 sqft lot
- 1886 build
- – on site
Discover Exceptional Living & Investment in This Fully Renovated, Owner-Occupant Gem! Welcome to 10188 S. Winston Ave, Chicago IL in lovely Longwood Manor, steps away from the historic Beverly Neighborhood. 10188 S. Winston is a truly remarkable opportunity to purchase a completely renovated 3 unit building while immediately beginning to generating income. This magnificent building, fully renovated from top to bottom, presents a unique layout featuring two spacious, independent units complemented by an additional private in-law apartment. Every detail has been thoughtfully updated, offering a seamless "move-in ready" experience. The upper unit is a 1,243sf 3 bedroom, one bath unit with washer and dryer in unit. First floor duplex down is a 968sf 2 bedroom and 1 bathroom, and the inlaw is a 675sf 1 bedroom 1 bathroom unit. All have separate entrances and egresses. All units have separate electric and gas meters. The building has one water meter. Step inside to find gleaming new flooring throughout, freshly applied paint in a contemporary palette, and kitchens boasting a full suite of brand-new appliances that elevate both style and functionality. Beyond the aesthetics, enjoy complete peace of mind with all new mechanicals and new roof, ensuring years of worry-free ownership. Beyond the stunning interiors, this property truly shines with its generous outdoor space. A large back and side lot offers ample room for recreation, gardening, or future expansion possibilities. Parking is an absolute breeze with a two-car garage and an additional three-car off-street parking area, providing abundant space for residents and guests alike. This isn't just a house; it's a meticulously crafted home and a smart investment awaiting its new owner. You truly must see it to appreciate the quality and care that has gone into every corner. Don't miss your chance to secure this unparalleled opportunity all with a convenient location in this rapidly gentrifying bedroom community!
Last checked:
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Last updated Jul 8, 2025
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MLS# 12412967 —
The Building
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Year Built:1886
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Rebuilt:No
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New Construction:false
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Construction Materials:Vinyl Siding
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Basement:Partially Finished, Full
Interior
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Rooms Total:15
Location
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Directions:South to 101st street left on Winston Ave
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Location:87617
The Property
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Parcel Number:25083080760000
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Property Type:Residential Income
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Location:A
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Lot Size Dimensions:50X167
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Waterfront:false
Listing Agent
- Contact info:
- Agent phone:
- (773) 372-2055
- Office phone:
- (773) 372-2055
Taxes
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Tax Year:2023
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Tax Annual Amount:2749.34
Beds
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Bedrooms Total:6
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Bedrooms Possible:6
Baths
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Baths:3
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Full Baths:3
The Listing
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Virtual Tour Unbranded:
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Special Listing Conditions:None
Heating & Cooling
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Heating:Natural Gas
Utilities
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Sewer:Public Sewer
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Water Source:Public
Schools
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Elementary School District:299
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Middle Or Junior School District:299
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High School District:299
Parking
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Parking Total:5
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Parking Features:On Site, Garage Owned, Detached, Garage
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Garage Spaces:2
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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7/8/25
Jul 8, 2025
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Listed / Active | MRED | $499,000 | |
|
8/16/23
Aug 16, 2023
|
Relisted | MRED | ||
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7/25/23
Jul 25, 2023
|
Pending | MRED |
