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$499,000
22 Days On Site

10188 S Winston Avenue
Chicago, IL 60643

For Sale|Multi Family|Active Under Contract
6
Beds
3
Total Baths
1886
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of George Flannick
Call Now: 312-767-7744
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312-767-7744
10188 S Winston Avenue10188 S Winston Avenue10188 S Winston Avenue10188 S Winston Avenue
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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!

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Listing Snapshot
Price 
$499,000
Days On Site 
22 Days
Bedrooms 
6
Inside Area (SqFt) 
N/A
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1886
MLS® Number 
12412967
Status 
Active Under Contract
Property Tax 
$2,749.34
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoStatus changed to Active Under Contract
3 weeks agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Parking 
On SiteDetachedGarage
Parking Spaces 
5
Property Sub Type 
Multi Family
Sewer 
Public Sewer
Water Source 
Public
Interior Features
Basement 
Partially FinishedFull
Heating 
Natural Gas
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Exterior Features
Construction Details 
Vinyl Siding
Community Features
MLS Area 
CHI - Washington Heights
School District 
299
Township 
Hyde Park
Schools
School District
299
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of George Flannick



Based on information submitted to the MLS GRID as of 2025-07-31 04:00 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2025-07-31 04:00 AM UTC
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Neighborhood & Commute
Source: Walkscore
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