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  • Price cut: $29.9K (6/12)
    $899,999

    2239 Hillsboro Ln, Naperville, IL 60564

    3beds
    3,614sqft
    : 
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    Single Family Residence
    Built in 1999
    10,454 Square Feet Lot
    $-- Zestimate®
    $249/sqft
    $108/mo HOA

    What's special

    Gas log fireplaceOpen loftRecreation areaDeep-pour finished english basementFull designer bathroomArchitectural columnsAbundant natural light
    Welcome to This Beautiful Stillwater Home! This exceptional custom home, built by renowned Oak Hill Builders, is nestled in the highly sought-after Stillwater subdivision and offers an impressive 3,614 square feet above grade, complemented by a finished English basement and designer touches throughout. From the moment you arrive, you'll be captivated by the quality craftsmanship, abundant natural light, and thoughtful floor plan designed for both comfortable everyday living and elegant entertaining. The heart of the home is the chef's gourmet kitchen, featuring stainless steel appliances, white cabinetry, granite countertops, a large center island, spacious eating area, and a beautiful sunroom-the perfect spot to enjoy your morning coffee or unwind at the end of the day. The adjoining family room is both warm and dramatic, showcasing soaring vaulted ceilings, a gas log fireplace, leaded glass transoms, and custom built-in shelving. Formal living and dining rooms with tray ceilings and architectural columns add timeless sophistication, while the first-floor office or potential in-law suite offers tray ceilings, wainscoting, built-ins, and access to a full designer bathroom. A grand turned staircase leads to the second level, where an open loft provides flexible space for a playroom, craft area, or future fourth bedroom. The luxurious primary suite serves as a private retreat with a walk-in closet and spa-inspired bath. Three additional full bathrooms on the second floor, including a Jack-and-Jill bath, ensure comfort and convenience for family and guests. The deep-pour finished English basement dramatically expands the living space with a recreation area, media room, exercise room, wine cellar, plumbed bar, and abundant storage-creating the ultimate setting for entertaining. Step outside to your private backyard oasis featuring a spacious deck and brick paver patio, ideal for summer barbecues and relaxing evenings under the stars. Additional updates and features include a newer roof (2018), dual HVAC systems (2017), in-ground sprinkler system (as-is), and a 2.5-car garage. Located within award-winning District 204 schools, including Neuqua Valley High School, residents enjoy access to Stillwater's outstanding amenities, including a clubhouse, pool, tennis courts, and scenic walking trails. This remarkable home offers the perfect blend of space, comfort, and community-truly a place you'll be proud to call home.
    44 days
    |
    674
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    31
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    Zillow last checked:

    Listing updated:

    Listed by:

    Jeff Stainer 630-865-8530,

    RE/MAX Action

    Source: MRED as distributed by MLS GRID,MLS#: 12658112MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 5
      • Full bathrooms: 5
      Rooms
      • Room types: Loft, Office, Heated Sun Room, Eating Area, Recreation Room, Exercise Room, Media Room, Other Room
      Primary bedroom
      • Features: Flooring (Carpet), Bathroom (Full)
      • Level: Second
      • Area: 304 Square Feet
      • Dimensions: 16X19
      Bedroom 2
      • Features: Flooring (Carpet)
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 14X12
      Bedroom 3
      • Features: Flooring (Carpet)
      • Level: Second
      • Area: 306 Square Feet
      • Dimensions: 18X17
      Bar entertainment
      • Features: Flooring (Vinyl)
      • Level: Basement
      • Area: 100 Square Feet
      • Dimensions: 10X10
      Dining room
      • Features: Flooring (Carpet), Window Treatments (Blinds)
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 14X13
      Eating area
      • Features: Flooring (Ceramic Tile)
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 13X11
      Exercise room
      • Level: Basement
      • Area: 216 Square Feet
      • Dimensions: 18X12
      Family room
      • Features: Flooring (Carpet), Window Treatments (Blinds)
      • Level: Main
      • Area: 440 Square Feet
      • Dimensions: 22X20
      Other
      • Features: Flooring (Ceramic Tile)
      • Level: Main
      • Area: 99 Square Feet
      • Dimensions: 11X9
      Kitchen
      • Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Pantry-Closet), Flooring (Ceramic Tile)
      • Level: Main
      • Area: 272 Square Feet
      • Dimensions: 16X17
      Laundry
      • Features: Flooring (Ceramic Tile)
      • Level: Main
      • Area: 117 Square Feet
      • Dimensions: 13X9
      Living room
      • Features: Flooring (Carpet), Window Treatments (Blinds)
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 13X12
      Loft
      • Features: Flooring (Carpet)
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15X13
      Media room
      • Features: Flooring (Vinyl)
      • Level: Basement
      • Area: 238 Square Feet
      • Dimensions: 17X14
      Office
      • Features: Flooring (Carpet)
      • Level: Main
      • Area: 168 Square Feet
      • Dimensions: 14X12
      Other
      • Features: Flooring (Vinyl)
      • Level: Basement
      • Area: 70 Square Feet
      • Dimensions: 10X7
      Other
      • Features: Flooring (Vinyl)
      • Level: Basement
      • Area: 294 Square Feet
      • Dimensions: 14X21
      Heating
      • Natural Gas, Forced Air, Sep Heating Systems - 2+
      Cooling
      • Central Air
      Appliances
      • Included: Double Oven, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Humidifier
      • Laundry: Main Level, Gas Dryer Hookup, In Unit, Sink
      Features
      • Cathedral Ceiling(s), 1st Floor Full Bath
      • Windows: Skylight(s)
      • Basement: Unfinished,Full,Daylight
      • Number of fireplaces: 1
      • Fireplace features: Gas Log, Family Room
      Interior area
      • Total structure area: 0
      • Total interior livable area: 3,614 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2.5
      • Parking features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
      • Attached garage spaces: 2.5
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 2
      • Patio & porch: Deck, Patio
      Lot
      • Size: 10,454 Square Feet
      • Dimensions: 79X133
      • Features: Landscaped
      Details
      • Parcel number: 0701032070230000
      • Special conditions: None
      • Other equipment: Ceiling Fan(s), Sump Pump, Sprinkler-Lawn

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Synthetic Stucco
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1999
      Details
      • Builder model: JAMIE LYNN

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      Community
      • Features: Clubhouse, Park, Pool, Tennis Court(s), Lake
      • Security: Carbon Monoxide Detector(s)
      • Subdivision: Stillwater
      HOA
      • Has HOA: Yes
      • Services included: Insurance, Clubhouse, Pool
      • HOA fee: $325 quarterly
      Location
      • Region: Naperville

      Financial & listing details

      • Price per square foot: $249/sqft
      • Tax assessed value: $782,256
      • Annual tax amount: $16,555
      • Date on market: 5/28/2026
      • Ownership: Fee Simple w/ HO Assn.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/12/2026Price change$899,999-3.2%$249/sqft
        Source: MRED as distributed by MLS GRID #12658112 Report a problem
        5/28/2026Listed for sale$929,888+54.9%$257/sqft
        Source: MRED as distributed by MLS GRID #12658112 Report a problem
        9/14/2021Sold$600,500+0.1%$166/sqft
        Source: MRED as distributed by MLS GRID #11180617 Report a problem
        8/9/2021Pending sale$599,608$166/sqft
        Source: RE/MAX International #11180617 Report a problem
        8/6/2021Listed for sale$599,608+13.1%$166/sqft
        Source: RE/MAX International #11180617 Report a problem
        10/24/2018Sold$530,000-1.8%$147/sqft
        Source: MRED as distributed by MLS GRID #09984141 Report a problem
        8/13/2018Pending sale$539,630$149/sqft
        Source: RE/MAX Action #09984141 Report a problem
        8/11/2018Listed for sale$539,630+22.5%$149/sqft
        Source: RE/MAX Action #09984141 Report a problem
        5/3/2000Sold$440,500+430.7%$122/sqft
        Source: Public Record Report a problem
        12/2/1999Sold$83,000$23/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$16,555 +4.8%$260,752 +13.2%
        2023$15,803 +16%$230,346 +18.8%
        2022$13,618 +4.6%$193,952 +5%
        2021$13,018 +1.9%$184,716 +1.6%
        2020$12,771 +1.7%$181,789 -8.4%
        2019$12,554 -8.5%$198,483 +2.2%
        2018$13,725 +1.6%$194,224 +2.6%
        2017$13,508 +0.2%$189,210 +2.2%
        2016$13,477 -1%$185,137 +4%
        2015$13,614 $178,016 +2.4%
        2014$13,614 +1.7%$173,793
        2013$13,391 +3.4%$173,793 -4.3%
        2012$12,948 +3.1%$181,663 +2.2%
        2011$12,557 +1.9%$177,760 -3.7%
        2010$12,323 -1.7%$184,647 -8.7%
        2009$12,541 +0.6%$202,209
        2008$12,463 $202,209
        2007-- $202,209 +9.5%
        2006$11,727 +2.1%$184,750 +6.2%
        2005$11,482 -1.2%$173,915 +1.3%
        2004$11,622 +1.6%$171,700 +3%
        2003$11,441 +3.2%$166,651 +4.9%
        2002$11,086 +13.1%$158,850 +13%
        2001$9,804 +34.2%$140,583 +37.3%
        2000$7,308 $102,394
        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.
        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.
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        Climate risks

        Neighborhood: Stillwater

        Getting around

        28 / 100
        Car-Dependent
        11 / 100
        Minimal Transit
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Welch Elementary School
        • Middle: Scullen Middle School
        • High: Neuqua Valley High School
        • District: 204

        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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