Skip main navigation
New
$399,900

5458 W Windsor Ave, Chicago, IL 60630

3beds
1,513sqft
: 
Loading
Get pre-qualified
Single Family Residence
Built in 1906
5,306 Square Feet Lot
$558,300 Zestimate®
$264/sqft
$-- HOA

What's special

High ceilingsGenerously sized bedroomsGenerous lotLarge room sizesAmple storage throughoutWelcoming front porchFull basement
Estate Sale - Incredible Opportunity in Jefferson Park! This spacious 3-bedroom, 2-bath home offers timeless character, solid bones, and endless potential for the right buyer. Situated on a generous lot with a detached 2-car garage, the property features a welcoming front porch, large room sizes, high ceilings, a full basement, and ample storage throughout. The second floor offers generously sized bedrooms and a full bath, while the unfinished basement provides additional space for future expansion or customization. Lovingly maintained over the years, this home is ready for its next chapter. Whether you're a savvy investor, rehabber, or owner-occupant looking to build equity, this is a rare opportunity to renovate and create your dream home in a highly desirable Chicago neighborhood. Conveniently located near parks, schools, shopping, dining, public transportation, and major expressways. Estate sale. Property is being sold strictly AS-IS. Buyer to assume responsibility for any city requirements, if applicable. Bring your vision and unlock the tremendous potential this property has to offer! Multiple offers received. Highest and best due by Tuesday (06/09/26) at 6 PM
4 days
|
1,548
|
103
|

Likely to sell faster than

Zillow last checked:

Listing updated:

Listed by:

Marcin Krempa, ABR,E-PRO,GRI,PSA (773)719-0584,

RE/MAX Premier Luxury Collection

Source: MRED as distributed by MLS GRID,MLS#: 12669441MLS Logo

Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Office, Workshop, Utility Room-Lower Level
    Primary bedroom
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 14X13
    Bedroom 2
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 156 Square Feet
    • Dimensions: 13X12
    Bedroom 3
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 120 Square Feet
    • Dimensions: 12X10
    Dining room
    • Level: Main
    • Dimensions: COMBO
    Kitchen
    • Features: Kitchen (Eating Area-Table Space), Flooring (Vinyl)
    • Level: Main
    • Area: 210 Square Feet
    • Dimensions: 21X10
    Laundry
    • Features: Flooring (Other)
    • Level: Basement
    • Area: 264 Square Feet
    • Dimensions: 22X12
    Living room
    • Features: Flooring (Carpet)
    • Level: Main
    • Area: 312 Square Feet
    • Dimensions: 24X13
    Office
    • Features: Flooring (Other)
    • Level: Basement
    • Area: 187 Square Feet
    • Dimensions: 17X11
    Other
    • Features: Flooring (Other)
    • Level: Basement
    • Area: 270 Square Feet
    • Dimensions: 30X09
    Other
    • Features: Flooring (Other)
    • Level: Basement
    • Area: 80 Square Feet
    • Dimensions: 10X08
    Heating
    • Natural Gas
    Cooling
    • Wall Unit(s)
    Appliances
    • Included: Range, Refrigerator
    Features
    • Basement: Partially Finished,Full
    Interior area
    • Total structure area: 0
    • Total interior livable area: 1,513 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Concrete, Garage Door Opener, Yes, Detached, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 2
    Lot
    • Size: 5,306 Square Feet
    • Dimensions: 37.5x141.5
    Details
    • Parcel number: 13161150210000
    • Special conditions: Court Approval Required

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1906

    Utilities & green energy

    • Electric: Circuit Breakers, 100 Amp Service
    • Sewer: Public Sewer
    • Water: Lake Michigan

    Community & HOA

    HOA
    • Services included: None
    Location
    • Region: Chicago

    Financial & listing details

    • Price per square foot: $264/sqft
    • Tax assessed value: $440,010
    • Annual tax amount: $6,099
    • Date on market: 6/5/2026
    • Ownership: Fee Simple
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

      Estimated market value

      $558,300

      $502,000 - $614,000

      $2,567/mo

      Price history

      DateEventPrice
      6/5/2026Listed for sale$399,900$264/sqft
      Source: MRED as distributed by MLS GRID #12669441 Report a problem

      Public tax history

      YearProperty taxesTax assessment
      2024-- $44,001 +2.3%
      2023$6,448 -0.6%$42,999
      2022$6,485 +5%$42,999
      2021$6,173 -0.9%$42,999 +25.9%
      2020$6,232 -0.3%$34,164 -10%
      2019$6,252 -8.4%$37,961
      2018$6,824 +22.2%$37,961 +29.5%
      2017$5,586 +4%$29,310
      2016$5,373 +9.8%$29,310
      2015$4,893 +5.1%$29,310 +6%
      2014$4,657 +2.3%$27,650
      2013$4,554 +8.5%$27,650
      2012$4,197 -18.8%$27,650 -18.5%
      2011$5,172 -6.4%$33,912
      2010$5,523 +4.3%$33,912
      2009$5,293 -3.8%$33,912 -11.5%
      2008$5,500 +401.9%$38,311
      2007$1,096 -5.8%$38,311
      2006$1,163 -13.3%$38,311 +34%
      2005$1,342 -4.8%$28,596
      2004$1,410 -68.9%$28,596
      2003$4,529 +33.3%$28,596 +51.3%
      2002$3,399 +24.4%$18,898
      2001$2,733 +13.8%$18,898
      2000$2,402 +0%$18,898 +21.2%
      1999$2,402 $15,588

      Find assessor info on the county website

      Monthly payment

      Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Jefferson Park

        Getting around

        86 / 100
        Very Walkable
        75 / 100
        Excellent Transit
        75 / 100
        Very Bikeable

        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.

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel