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  • $1,599,000

    251 Oakland Dr, Highland Park, IL 60035

    5beds
    4,491sqft
    : 
    $11,057/mo
    Get pre-qualified
    Single Family Residence
    Built in 1929
    0.25 Acres Lot
    $1,559,000 Zestimate®
    $356/sqft
    $-- HOA

    What's special

    Three brick fireplacesClassic panelingFamily roomStunning conservatoryLaundry with kitchenetteFlexible floor planRich millwork
    Exceptional location between Braeside and Ravinia! Don't be fooled from the outside-this meticulously maintained home offers nearly 4,500 square feet of beautifully designed living space filled with timeless character. A major 2001 renovation reconfigured the first floor while updating the electrical and plumbing, installing Marvin windows, attaching the 2-car garage, and adding a stunning conservatory. Rich millwork, classic paneling, and three brick fireplaces add warmth and charm throughout. The spacious living room, family room, and conservatory provide outstanding spaces for entertaining and everyday living. The flexible floor plan features 5 bedrooms, including one in the finished basement. The second floor offers a spacious primary suite, two additional bedrooms, and a full bath, while the third floor includes another bedroom, bonus room, and full bath. The finished basement boasts a large recreation room, bedroom/office or exercise room, full bath, laundry with kitchenette, and abundant storage. New roof installed last year. and exterior painted this year. Enjoy the beautiful yard with mature trees and two inviting patios. Ideally located near Rosewood Beach, Ravinia Festival, the Ravinia Business District, North Shore Trail, Braeside School, and the Metra station.
    20 hours
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    328
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    13
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    Zillow last checked:

    Listing updated:

    Listed by:

    Ted Pickus 847-432-0700,

    @properties Christie's International Real Estate,

    Lisa Schulkin,

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12735318MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bedroom 5, Breakfast Room, Foyer, Mud Room, Office, Recreation Room, Storage, Walk In Closet
      Primary bedroom
      • Features: Flooring (Hardwood), Bathroom (Full)
      • Level: Second
      • Area: 300 Square Feet
      • Dimensions: 20X15
      Bedroom 2
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 165 Square Feet
      • Dimensions: 15X11
      Bedroom 3
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 165 Square Feet
      • Dimensions: 15X11
      Bedroom 4
      • Features: Flooring (Carpet)
      • Level: Third
      • Area: 240 Square Feet
      • Dimensions: 16X15
      Bedroom 5
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 228 Square Feet
      • Dimensions: 19X12
      Breakfast room
      • Features: Flooring (Stone)
      • Level: Main
      • Area: 270 Square Feet
      • Dimensions: 18X15
      Dining room
      • Features: Flooring (Wood Laminate)
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 15X13
      Family room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 396 Square Feet
      • Dimensions: 22X18
      Foyer
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 136 Square Feet
      • Dimensions: 17X8
      Kitchen
      • Features: Kitchen (Island), Flooring (Hardwood)
      • Level: Main
      • Area: 224 Square Feet
      • Dimensions: 16X14
      Laundry
      • Features: Flooring (Ceramic Tile)
      • Level: Basement
      • Area: 88 Square Feet
      • Dimensions: 11X8
      Living room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 400 Square Feet
      • Dimensions: 25X16
      Mud room
      • Features: Flooring (Stone)
      • Level: Main
      • Area: 40 Square Feet
      • Dimensions: 8X5
      Office
      • Features: Flooring (Carpet)
      • Level: Third
      • Area: 437 Square Feet
      • Dimensions: 23X19
      Recreation room
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 575 Square Feet
      • Dimensions: 25X23
      Storage
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 238 Square Feet
      • Dimensions: 17X14
      Walk in closet
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 66 Square Feet
      • Dimensions: 11X6
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Range Hood, Gas Oven, Humidifier, Gas Water Heater
      • Laundry: Gas Dryer Hookup, Sink
      Features
      • Vaulted Ceiling(s), Walk-In Closet(s), Beamed Ceilings, Separate Dining Room
      • Flooring: Hardwood
      • Windows: Skylight(s)
      • Basement: Finished,Full
      • Attic: Finished,Interior Stair
      • Number of fireplaces: 2
      • Fireplace features: Wood Burning, Gas Log, Family Room, Living Room
      Interior area
      • Total structure area: 4,491
      • Total interior livable area: 4,491 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 3
      • Patio & porch: Patio
      Lot
      • Size: 0.25 Acres
      • Dimensions: 112x100
      • Features: Corner Lot, Mature Trees
      Details
      • Additional structures: None
      • Parcel number: 16362090040000
      • Special conditions: None
      • Other equipment: Ceiling Fan(s), Sump Pump, Sprinkler-Lawn

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Brick, Cedar
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1929
      • Major remodel year: 2001

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      Community
      • Features: Street Lights, Street Paved
      • Security: Security System, Carbon Monoxide Detector(s)
      HOA
      • Services included: None
      Location
      • Region: Highland Park

      Financial & listing details

      • Price per square foot: $356/sqft
      • Tax assessed value: $714,500
      • Annual tax amount: $19,746
      • Date on market: 8/25/2026
      • Ownership: Fee Simple

        Estimated market value

        $1,559,000

        $1.48M - $1.64M

        $6,608/mo

        Price history

        DateEventPrice
        8/25/2026Listed for sale$1,599,000$356/sqft
        Source: MRED as distributed by MLS GRID #12735318 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$18,692 +7.3%$252,599 +6.1%
        2023$17,427 -8.4%$238,143 +10.9%
        2022$19,019 +8.6%$214,659 -3.4%
        2021$17,516 +0.9%$222,202 +3.4%
        2020$17,365 +3.5%$214,792 +0.5%
        2019$16,780 -8.9%$213,787 -15.1%
        2018$18,425 $251,679 +0.6%
        2017$18,425 +19.7%$250,228 +17.1%
        2016$15,398 +2.6%$213,752 +7.6%
        2015$15,005 +1.6%$198,599 +6.6%
        2014$14,764 +2.8%$186,283 -0.6%
        2012$14,362 -9.9%$187,370 -14.7%
        2011$15,945 +1.4%$219,578 -10.4%
        2010$15,728 +2.6%$245,159 -5.6%
        2009$15,325 +2.9%$259,812 -1%
        2008$14,890 +20.4%$262,437 +4.7%
        2006$12,366 -3%$250,537
        2005$12,745 +7.1%--
        2004$11,902 +1.1%--
        2003$11,774 +4%--
        2002$11,327 -0.1%--
        2001$11,335 -2.3%$167,941 +3.7%
        2000$11,599 $161,912
        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.
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        Climate risks

        Neighborhood: 60035

        Getting around

        44 / 100
        Car-Dependent
        29 / 100
        Some Transit
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Braeside Elementary School
        • Middle: Edgewood Middle 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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