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Contingent
  • Price cut: $35K (10/8)
    $640,000

    27 Pleasant Ave, Highwood, IL 60040

    4beds
    --sqft
    : 
    $4,849/mo
    Get pre-qualified
    Multi Family
    Built in 1953
    -- sqft lot
    $631,300 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Lannon stone ranchFull hall bathAttached two-car garageAdditional detached two-car garageDesirable oversize corner lotTwo bedroomsHardwood floors throughout
    Welcome to Highwood on the North Shore! Quality Built, One Owner, Lannon Stone ranch offers flexible living space, hardwood floors throughout, and two fireplaces that add warmth and character. The spacious, and light filled living room overlooks a beautiful park, while the separate dining room with rich slate flooring opens to the patio and connects to the kitchen. The house has generous closet space throughout with an attic running the length of the house for additional storage. The home features two bedrooms, a full hall bath, and a versatile paneled den that can alternatively serve as a home office, family room, or additional bedroom. A private three-room legal non conforming apartment/in-law suite provides excellent flexibility for extended family, guests, or integration into the main living space. Outside, enjoy a large, private fenced backyard ideal for entertaining, gardening, or relaxing. The attached two-car garage plus an additional detached two-car garage provide abundant parking and storage. Situated on a desirable oversize corner lot this home is just minutes from downtown Highwood, Metra service, popular restaurants, and Lake Michigan. Being sold "AS-IS" as part of an Estate. UNIQUE OPPORTUNITY to either update both units and rent out. Live on one side and rent the other. Or, personalize it making this home your own in the most sought after area of Highwood.
    7 days
    267
    17

    Zillow last checked:

    Listing updated:

    Listed by:

    Carol DeGrazia Santi, ABR,CRS (847)668-8449,

    Coldwell Banker Realty,

    Brendan Santi,

    Coldwell Banker Realty

    Source: MRED as distributed by MLS GRID,MLS#: 12780913MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Natural Gas, Forced Air
      Features
      • Basement: Unfinished,Full

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Lot
      • Dimensions: 115x38x53x68x42x135
      Details
      • Parcel number: 16154280070000
      • Special conditions: None

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Ranch
      • Property subtype: Multi Family
      Materials
      • Stone
      Condition
      • New construction: No
      • Year built: 1953

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      Community
      • Features: Park, Curbs, Street Paved
      Location
      • Region: Highwood

      Financial & listing details

      • Tax assessed value: $365,038
      • Annual tax amount: $9,102
      • Date on market: 10/8/2026
      • Ownership: Fee Simple

        Estimated market value

        $631,300

        $600,000 - $663,000

        $3,215/mo

        Price history

        DateEventPrice
        10/12/2026Contingent$640,000
        Source: MRED as distributed by MLS GRID #12780913 Report a problem
        10/8/2026Price change$640,000-5.2%
        Source: MRED as distributed by MLS GRID #12780913 Report a problem
        9/28/2026Price change$675,000-3.4%
        Source: MRED as distributed by MLS GRID #12747205 Report a problem
        9/3/2026Listed for sale$699,000
        Source: MRED as distributed by MLS GRID #12747205 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$8,598 +8.3%$129,052 +6.1%
        2023$7,938 -22%$121,667 +10.9%
        2022$10,178 +22.4%$109,669 -14.2%
        2021$8,313 +2.3%$127,876 +3.5%
        2020$8,123 +4%$123,611 +0.5%
        2019$7,814 +4.2%$123,033 +11.2%
        2018$7,499 $110,625 -10.3%
        2017$7,499 +16.2%$123,332 +5%
        2016$6,452 -1.8%$117,415 +7.6%
        2015$6,568 +2.8%$109,091 +3.6%
        2014$6,387 +5.2%$105,307 -0.6%
        2012$6,071 +5.7%$105,921 -15.4%
        2011$5,745 +12.9%$125,182 -14.5%
        2010$5,088 +7.5%$146,423 -5.6%
        2009$4,732 -42.4%$155,175 -1%
        2008$8,221 +78.6%$156,742 +4.8%
        2006$4,603 -3.3%$149,634
        2005$4,761 -4.5%--
        2004$4,984 -6%--
        2003$5,304 -3.7%--
        2002$5,507 +0.8%--
        2001$5,464 +7.5%$90,191 +12.5%
        2000$5,081 $80,203
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 60040

        Getting around

        61 / 100
        Somewhat Walkable
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Oak Terrace Elementary School
        • Middle: Northwood Junior High School
        • High: Highland Park High School
        • District: 112

        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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