Skip main navigation
Closed
  • $480,000

    10188 S Winston Ave, Chicago, IL 60643

    6beds
    --sqft
    Multi Family
    Built in 1886
    -- sqft lot
    $500,700 Zestimate®
    $--/sqft
    $2,385 Estimated rent

    Home value

    $500,700

    $451,000 - $556,000

    $2,385/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $2,385/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $2,385/mo

    Rent Zestimate®

    Refinance and save

    $3,389/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $3,389/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Freshly applied paintGleaming new flooringThree-car off-street parking areaTwo-car garageGenerous outdoor spaceBrand-new appliances
    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!

    Zillow last checked:

    Listing updated:

    Listing courtesy of:

    George Flannick 773-372-2055,

    George Flannick

    Bought with:

    Janina Farr

    Coldwell Banker Realty

    Source: MRED as distributed by MLS GRID,MLS#: 12412967MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Natural Gas
    Features
    • Basement: Partially Finished,Full

    Property

    Parking
    • Total spaces: 5
    • Parking features: On Site, Garage Owned, Detached, Garage
    • Garage spaces: 2
    Lot
    • Size: 8,350 sqft
    • Dimensions: 50X167
    Details
    • Parcel number: 25083080760000
    • Special conditions: None

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: Multi Family
    Materials
    • Vinyl Siding
    Condition
    • New construction: No
    • Year built: 1886
    • Major remodel year: 2025

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & neighborhood

    Location
    • Region: Chicago

    Other

    Other facts
    • Listing terms: FHA
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    9/16/2025Sold$480,000-3.8%
    Source: MRED as distributed by MLS GRID #12412967 Report a problem
    7/17/2025Contingent$499,000
    Source: MRED as distributed by MLS GRID #12412967 Report a problem
    7/8/2025Listed for sale$499,000+516%
    Source: MRED as distributed by MLS GRID #12412967 Report a problem
    12/11/2024Sold$81,000-19%
    Source: Public Record Report a problem
    9/1/2023Listing removed--
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    8/17/2023Listed for sale$100,000
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    7/25/2023Pending sale$100,000
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    7/18/2023Listed for sale$100,000
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    6/11/2023Listing removed--
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    5/25/2023Contingent$100,000
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    5/21/2023Listed for sale$100,000-4.8%
    Source: MRED as distributed by MLS GRID #11788743 Report a problem
    12/13/2022Listing removed--
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    7/2/2022Contingent$105,000
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    6/3/2022Price change$105,000+5%
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    6/2/2022Listed for sale$100,000
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    5/14/2022Contingent$100,000
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    5/3/2022Listed for sale$100,000+143.9%
    Source: MRED as distributed by MLS GRID #11392168 Report a problem
    3/7/2020Listing removed$41,000
    Source: Kairos Real Estate Co #10509873 Report a problem
    9/6/2019Listed for sale$41,000
    Source: Kairos Real Estate Co #10509873 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $3,919 +26.7%
    2023$654 +2.5%$3,093
    2022$638 +2.3%$3,093
    2021$624 -9.7%$3,093
    2020$691 +10.9%$3,093
    2019$623 +1.7%$3,093
    2018$612 +5.9%$3,093 +15.4%
    2017$578 +7.5%$2,681
    2016$538 +9.3%$2,681
    2015$492 +7%$2,681 +8.3%
    2014$460 +2%$2,475
    2013$451 $2,475

    Find assessor info on the county website

    Neighborhood: Longwood Manor

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • District: 299

    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.

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $500,700
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $500,700