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$480,000
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Property Description
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!
Full Property Details
Full Property Details for 10188 S Winston Ave
General
- Sold For: $480,000
- Taxes: $2,749 (2023)
- Status: Closed
- Type: Multi-Family
- Source: MRED
- MLS ID: 12412967
- Added to Site: 226 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 3
Bedrooms
- Total Bedrooms: 6
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 5
- Parking Features: On Site, Garage Owned, Detached, Garage
- Parking On-Site: Yes
Location
- Area: CHI - Washington Heights
- County: Cook
- Driving Directions: South to 101st street left on Winston Ave
School Information
- School District: 299
- Midd School District: 299
Heating & Cooling
- Heating Type: Natural Gas
Utilities
- Water: Public
Structural Information
- Construction: Vinyl Siding
- Exterior Const.: Vinyl Siding
- Basement Desc.: Partially Finished, Full
- Year Built: 1886
- Built Before 1978: Yes
- Remodeled/Updated: 2025
Unit Information
- Units in Building: 3
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 50 x 167
Financial Considerations
- Assessment Year: 1886
- Tax Amount: $2,749.34
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 25083080760000
Listed by George Flannick
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Schools
Schools serving 10188 S Winston Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Garvey M Elementary School 10309 South Morgan Street, Chicago, IL 60643 | K-8 | 0.5 mi |
Julian High School 10330 South Elizabeth Street, Chicago, IL 60643 | 9-12 | 0.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 10188 S Winston Ave
Date
Details
Price
Change
Source
9/16/2025
Sold
$480,000
-3.81%
MLS
7/07/2025
Listed
$499,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
10188 S Winston Avenue, Chicago, IL 60643 (MLS# 12412967) is a Multi-Family property that was sold at $480,000 on September 16, 2025. Want to learn more about 10188 S Winston Avenue? Do you have questions about finding other Multi-Family real estate for sale in Washington Heights? You can browse all Washington Heights real estate or contact a Coldwell Banker agent to request more information.


