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  • $525,000

    5042 W Winnemac Ave, Chicago, IL 60630

    3beds
    --sqft
    Multi Family
    Built in 1928
    -- sqft lot
    $527,400 Zestimate®
    $--/sqft
    $2,135 Estimated rent

    Home value

    $527,400

    $480,000 - $580,000

    $2,135/mo

    Zestimate® history
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    What's special

    Sleek contemporary aestheticSpacious family roomIn-unit laundryGourmet kitchenGleaming hardwood floorsEat-in kitchenFreshly painted walls
    Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic character and modern convenience. First-Floor Duplex-Down (Unit 1) The main level and fully reimagined lower level of Unit 1 provide a sophisticated sanctuary with 2 bedrooms and 2 baths. The living room, featuring custom built-ins and freshly painted walls, exudes warmth and charm. Gleaming hardwood floors flow throughout the first floor, which also includes a versatile exercise room that can double as a private office. The gourmet kitchen is a chef's dream, complete with granite countertops, stainless steel appliances, and crisp white cabinetry that enhances the bright and airy feel of the space. The first-floor bathroom features a tub and shower combo, an updated vanity, and a modernized design. The fully renovated basement bathroom offers a luxurious glass-enclosed shower with subway tile and a sleek, contemporary aesthetic. The fully renovated lower level also boasts new laminate vinyl plank flooring and features a spacious family room and additional living space. Step outside to your private yard oasis, perfect for entertaining or relaxing, and enjoy the convenience of in-unit laundry. Attic Penthouse (Unit 2) Unit 2 is a light-filled 1-bedroom, 1-bath penthouse that combines charm and functionality. The eat-in kitchen features white cabinetry, butcher block countertops, and a stainless steel stove, creating a clean and modern aesthetic. While hardwood floors are found in several rooms, the hallway and kitchen feature alternate flooring for added practicality. The bathroom is a serene retreat, complete with a soaker tub, elegant millwork, and white cabinetry. The convenience of a washer/dryer combo enhances everyday living, making this unit as versatile as it is beautiful. Located in the prestigious Jefferson Park neighborhood, this property offers unparalleled convenience for commuters and city explorers alike. The home is just a short walk to the Jefferson Park Transit Center, providing access to the Blue Line train, Metra rail, and multiple bus routes, making travel to downtown Chicago and beyond a breeze. For drivers, the property is ideally situated near the Kennedy Expressway (I-90) and the Edens Expressway (I-94), offering quick and easy access to major highways. Whether you're heading to O'Hare International Airport, downtown Chicago, or the suburbs, this location ensures seamless connectivity. The 2-car garage is a standout feature, with its very tall ceilings that can easily accommodate a work van or truck, making it ideal for professionals or those with larger vehicles. The property is equipped with dual furnaces (2018/2005) and a 2015 water heater, ensuring comfort and efficiency year-round. This property is a true masterpiece, offering a unique opportunity to own a home that combines historic charm, modern updates, and exceptional functionality. Whether you're seeking a luxurious multi-generational home or a prime investment property, 5042 W Winnemac Ave delivers on every level. Don't miss your chance to experience the pinnacle of refined living, schedule your private showing today.

    Zillow last checked:

    Listing updated:

    Listed by:

    Elias Masud 773-466-7150,

    Compass,

    Jarret Jarvis 224-801-2160,

    Compass

    Bought with:

    Sam Shaffer

    Chicago Properties Firm

    Source: MRED as distributed by MLS GRID,MLS#: 12628249MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Bathroom
    • Features: Soaking Tub
    Heating
    • Natural Gas
    Features
    • Basement: Finished,Full

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Lot
    • Size: 3,125 Square Feet
    • Dimensions: 25X125
    Details
    • Parcel number: 13094090260000
    • Special conditions: None

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: Multi Family
    Materials
    • Brick
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1928

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Lake Michigan, Public

    Community & HOA

    Location
    • Region: Chicago

    Financial & listing details

    • Tax assessed value: $382,200
    • Annual tax amount: $7,681
    • Date on market: 4/29/2026
    • Listing terms: Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    6/3/2026Sold$525,000+5.2%
    Source: MRED as distributed by MLS GRID #12628249 Report a problem
    5/20/2026Listing removed$499,000
    Source: MRED as distributed by MLS GRID #12628249 Report a problem
    5/7/2026Contingent$499,000
    Source: MRED as distributed by MLS GRID #12628249 Report a problem
    4/29/2026Listed for sale$499,000+28.8%
    Source: MRED as distributed by MLS GRID #12628249 Report a problem
    5/1/2023Sold$387,500-5.5%
    Source: MRED as distributed by MLS GRID #11615332 Report a problem
    12/28/2022Contingent$410,000
    Source: MRED as distributed by MLS GRID #11615332 Report a problem
    8/27/2022Listed for sale$410,000-3.5%
    Source: MRED as distributed by MLS GRID #11615332 Report a problem
    7/29/2022Listing removed--
    Source: MRED as distributed by MLS GRID #11361069 Report a problem
    4/9/2022Contingent$425,000
    Source: MRED as distributed by MLS GRID #11361069 Report a problem
    3/30/2022Listed for sale$425,000
    Source: MRED as distributed by MLS GRID #11361069 Report a problem
    12/7/2021Listing removed--
    Source: MRED as distributed by MLS GRID #11241522 Report a problem
    10/8/2021Listed for sale$425,000+9.3%
    Source: MRED as distributed by MLS GRID #11241522 Report a problem
    2/18/2020Listing removed$1,895
    Source: 606 Realty LLC Report a problem
    1/25/2020Price change$1,895-5%
    Source: 606 Realty LLC Report a problem
    10/11/2019Listed for rent$1,995+90%
    Source: 606 Realty LLC Report a problem
    8/26/2018Listing removed$1,050
    Source: 606 Realty LLC Report a problem
    8/9/2018Price change$1,050-4.1%
    Source: 606 Realty LLC Report a problem
    7/15/2018Listed for rent$1,095
    Source: 606 Realty LLC Report a problem
    11/28/2005Sold$389,000
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$7,682 +13.7%$38,220 +19.4%
    2023$6,757 +2.6%$32,006
    2022$6,587 +2.3%$32,006
    2021$6,440 +31.5%$32,006 +45.7%
    2020$4,896 -2.4%$21,965 -12%
    2019$5,018 -4.3%$24,961 -6%
    2018$5,246 +0.9%$26,542 +10%
    2017$5,198 -0.7%$24,134 -7.6%
    2016$5,235 -0.4%$26,121 -8.8%
    2015$5,253 +2.5%$28,652 +3.8%
    2014$5,123 +2%$27,591
    2013$5,022 +1.3%$27,591
    2012$4,955 -16.6%$27,591 -24.7%
    2011$5,942 -0.4%$36,643
    2010$5,968 +4.3%$36,643
    2009$5,719 +5.6%$36,643 -2.9%
    2008$5,416 +1%$37,724
    2007$5,362 -4.1%$37,724 -3%
    2006$5,589 +27.7%$38,900 +45.3%
    2005$4,377 +35.6%$26,763
    2004$3,228 +4.4%$26,763
    2003$3,090 -5.4%$26,763 +33.9%
    2002$3,267 +4.8%$19,990
    2001$3,117 +12.8%$19,990
    2000$2,763 -0.2%$19,990 +22.2%
    1999$2,769 $16,355
    Find assessor info on the county website

    Neighborhood: Jefferson Park

    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.

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    Estimated market value
    $527,400
    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
    $527,400