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  • $780,000

    5029 W Windsor Ave, Chicago, IL 60630

    5beds
    2,900sqft
    Single Family Residence
    Built in 1921
    4,410 Square Feet Lot
    $782,600 Zestimate®
    $269/sqft
    $4,335 Estimated rent

    Home value

    $782,600

    $712,000 - $861,000

    $4,335/mo

    Zestimate® history
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    What's special

    Spectacular fully-renovated 5-bedroom, 4-bathroom residence delivering master-class craftsmanship and sophisticated modern design in a highly desirable Jefferson Park location. From the curb, the home makes a bold statement with its striking dark exterior contrasted by crisp white trim. Inside, a complete top-to-bottom transformation unfolds across an expansive, light-filled open-concept main floor, accented by gleaming hardwood flooring and premium finishes throughout. The custom chef's kitchen serves as the home's centerpiece, boasting pristine white cabinetry, high-end appliances, and an oversized entertainment island. Upstairs, the luxurious primary suite offers a serene, spa-inspired retreat, complemented by beautifully appointed bathrooms. The fully finished lower level dramatically expands your living space, ideal for a media room, home gym, or guest quarters. Step outside to a private outdoor oasis featuring a spacious deck, generous backyard, and a brand-new concrete driveway leading to a detached garage. Perfectly positioned for effortless city living, this home offers unbeatable location convenience just minutes from the Kennedy Expressway (I-90) and steps from the Jefferson Park Transit Center for seamless Blue Line and Metra access. True turn-key luxury.

    Zillow last checked:

    Listing updated:

    Listed by:

    Wahbe Askar 847-568-1650,

    Sky High Real Estate Inc.

    Bought with:

    Eric Newman

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12693284MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 4
    Rooms
    • Room types: Bedroom 5
    Primary bedroom
    • Features: Bathroom (Full)
    • Level: Second
    • Area: 231 Square Feet
    • Dimensions: 21X11
    Bedroom 2
    • Level: Second
    • Area: 120 Square Feet
    • Dimensions: 10X12
    Bedroom 3
    • Level: Second
    • Area: 228 Square Feet
    • Dimensions: 19X12
    Bedroom 4
    • Level: Main
    • Area: 140 Square Feet
    • Dimensions: 14X10
    Bedroom 5
    • Level: Basement
    • Area: 140 Square Feet
    • Dimensions: 14X10
    Dining room
    • Level: Main
    • Area: 132 Square Feet
    • Dimensions: 12X11
    Family room
    • Level: Basement
    • Area: 396 Square Feet
    • Dimensions: 36X11
    Kitchen
    • Features: Kitchen (Island)
    • Level: Main
    • Area: 108 Square Feet
    • Dimensions: 9X12
    Laundry
    • Level: Basement
    • Area: 231 Square Feet
    • Dimensions: 21X11
    Living room
    • Level: Main
    • Area: 216 Square Feet
    • Dimensions: 12X18
    Heating
    • Natural Gas, Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: Range, Refrigerator, Washer, Dryer
    Features
    • 1st Floor Bedroom, 1st Floor Full Bath, Separate Dining Room, Pantry
    • Flooring: Hardwood
    • Basement: Finished,Exterior Entry,Full
    Interior area
    • Total structure area: 0
    • Total interior livable area: 2,900 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Concrete, No Garage, Yes, Garage Owned, Detached, Garage
    • Garage spaces: 2
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 2
    Lot
    • Size: 4,410 Square Feet
    • Dimensions: 35 X 126 X 35 X 126
    Details
    • Parcel number: 13162180250000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Brick
    Condition
    • New construction: No
    • Year built: 1921
    • Major remodel year: 2026

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Lake Michigan

    Community & HOA

    HOA
    • Services included: None
    Location
    • Region: Chicago

    Financial & listing details

    • Price per square foot: $269/sqft
    • Tax assessed value: $500,010
    • Annual tax amount: $10,049
    • Date on market: 7/1/2026
    • Listing terms: Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    8/28/2026Sold$780,000-2.4%$269/sqft
    Source: MRED as distributed by MLS GRID #12693284 Report a problem
    7/15/2026Contingent$799,000$276/sqft
    Source: MRED as distributed by MLS GRID #12693284 Report a problem
    7/13/2026Listed for sale$799,000$276/sqft
    Source: MRED as distributed by MLS GRID #12693284 Report a problem
    7/13/2026Contingent$799,000$276/sqft
    Source: MRED as distributed by MLS GRID #12693284 Report a problem
    7/1/2026Listed for sale$799,000+148.1%$276/sqft
    Source: MRED as distributed by MLS GRID #12693284 Report a problem
    5/6/2024Sold$322,000+11%$111/sqft
    Source: MRED as distributed by MLS GRID #12013747 Report a problem
    4/14/2024Contingent$290,000$100/sqft
    Source: MRED as distributed by MLS GRID #12013747 Report a problem
    4/4/2024Listed for sale$290,000$100/sqft
    Source: MRED as distributed by MLS GRID #12013747 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$10,049 +13.3%$50,001 +19.1%
    2023$8,867 +2.6%$42,000
    2022$8,644 +2.3%$42,000
    2021$8,451 +34.1%$42,000 +48.5%
    2020$6,304 +0.9%$28,282 -9%
    2019$6,248 +1.7%$31,080
    2018$6,143 -6%$31,080 +2.5%
    2017$6,532 +7.5%$30,328
    2016$6,078 +9.3%$30,328
    2015$5,561 +22.8%$30,328 +5.3%
    2014$4,530 +2.5%$28,799
    2013$4,421 +0.4%$28,799
    2012$4,404 -7.4%$28,799 -17.1%
    2011$4,758 +1.9%$34,725
    2010$4,668 +8.4%$34,725
    2009$4,308 +4.3%$34,725 -5.7%
    2008$4,129 +9.9%$36,817
    2007$3,759 +26.1%$36,817
    2006$2,981 -3.5%$36,817 +35.1%
    2005$3,091 +2.3%$27,254
    2004$3,021 +3.7%$27,254
    2003$2,912 -5%$27,254 +37.1%
    2002$3,066 +5.6%$19,886
    2001$2,904 +25%$19,886
    2000$2,324 +0.2%$19,886 +31%
    1999$2,320 $15,182
    Find assessor info on the county website

    Neighborhood: Jefferson Park

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Portage Park Elementary School
    • High: Schurz High School
    • 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
    $782,600
    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
    $782,600