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Off market
  • $1,561,300

    59 Hillside Ave, New Canaan, CT 06840

    4beds
    2,416sqft
    SingleFamily
    Built in 1951
    5,227 Square Feet Lot
    $1,561,300 Zestimate®
    $646/sqft
    $7,424 Estimated rent

    Home value

    $1,561,300

    $1.42M - $1.72M

    $7,424/mo

    Zestimate® history
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    What's special

    This palatial family home in one of the most coveted areas of New Canaan comes packed with upgrades, thanks to a wave of recent renovations. A gravel stone driveway leads you to a large front porch flanked by tall, classic white columns. The entryway opens into a foyer that sits between a playroom--complete with a walk-in closet and laundry room--and a kitchen that features stainless steel appliances, wraparound countertops, as well as a gigantic fridge and freezer drawer designed to blend in seamlessly with the elegant white cabinets. Families that like to play host, meanwhile, will find endless possibilities in the massive 572-square-foot open living room with hardwood floors running throughout, and a huge fireplace sitting at the heart of it. On the second floor, there's plenty of room for the family--and guests--to find their own private space, thanks to two guests bedrooms and a large guest bath, as well as a master bedroom with a private master bath and another walk-in closet. Bonus features include heated bathroom floors, central air heating (propane heat) and a tankless water heater, as well as low voltage lighting, a sprinkler system, and an alarm and smoke system as well as external cameras. On the lower level, finally, you're limited only by your imagination, with a 475-square-foot basement perfect for converting into a home theater or play area, as well as an additional utility room and storage area.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced air, Propane / Butane
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Range / Oven, Refrigerator, Washer
    • Laundry: Lower Level
    Features
    • Central Vacuum, Wired for Data
    • Flooring: Hardwood
    • Doors: French Doors
    • Basement: Unfinished
    • Attic: Pull Down Stairs
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 2,416 sqft

    Property

    Features
    • Patio & porch: Porch
    • Exterior features: Wood
    • Waterfront features: Not Applicable
    Lot
    • Size: 5,227 Square Feet
    • Features: Level
    Details
    • Parcel number: NCANM000TB068L00714
    • Zoning: 600

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Conventional
    Materials
    • Frame
    • Roof: Asphalt
    Condition
    • Year built: 1951

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public Water Connected

    Community & HOA

    Community
    • Features: Fitness Center
    • Security: Security System
    Location
    • Region: New Canaan

    Financial & listing details

    • Price per square foot: $646/sqft
    • Tax assessed value: $790,650
    • Annual tax amount: $13,196
    • Total actual rent: 840000

    Price history

    DateEventPrice
    7/24/2025Listing removed$1,450,000$600/sqft
    Source: Smart MLS #24106623 Report a problem
    6/26/2025Listed for sale$1,450,000+75.8%$600/sqft
    Source: Smart MLS #24106623 Report a problem
    1/5/2021Sold$825,000-1.8%$341/sqft
    Source: Smart MLS #170340103 Report a problem
    11/9/2020Pending sale$840,000$348/sqft
    Source: Compass Connecticut, LLC #170340103 Report a problem
    10/19/2020Price change$840,000-3.3%$348/sqft
    Source: Compass Connecticut, LLC #170340103 Report a problem
    9/25/2020Listed for sale$869,000+8.8%$360/sqft
    Source: Compass Connecticut, LLC #170340103 Report a problem
    5/8/2020Listing removed$799,000$331/sqft
    Source: William Pitt Sotheby's International Realty #170230106 Report a problem
    3/6/2020Price change$799,000-7%$331/sqft
    Source: William Pitt Sotheby's International Realty #170230106 Report a problem
    9/5/2019Price change$859,000-4.4%$356/sqft
    Source: William Pitt Sotheby's International Realty #170230106 Report a problem
    8/5/2019Price change$899,000-2.8%$372/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    7/19/2019Price change$924,999-7.4%$383/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    5/6/2019Price change$999,000-7.4%$413/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    4/15/2019Price change$1,079,000-8.5%$447/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    4/9/2019Price change$1,179,000-1.7%$488/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    2/21/2019Listed for sale$1,199,000+201.6%$496/sqft
    Source: Nizzardo Real Estate Services #170166074 Report a problem
    5/24/2012Listing removed$1,950$1/sqft
    Source: Prudential Connecticut Realty #98525442 Report a problem
    2/3/2012Price change$1,950-13.3%$1/sqft
    Source: Prudential Connecticut Realty #98525442 Report a problem
    1/19/2012Listed for rent$2,250$1/sqft
    Source: Prudential Connecticut Realty #98525442 Report a problem
    10/23/2008Sold$397,500$165/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,196 +3.4%$790,650
    2024$12,761 -1.2%$790,650 +15.9%
    2023$12,917 +3.1%$682,010
    2022$12,529 +1.2%$682,010
    2021$12,385 $682,010
    2020$12,385 -0.4%$682,010
    2019$12,440 +9.1%$682,010 +5.3%
    2018$11,406 +70%$647,780 +66.9%
    2017$6,711 +2.3%$388,150
    2016$6,558 +2%$388,150
    2015$6,429 +2.9%$388,150
    2014$6,250 +21.4%$388,150 +14.8%
    2013$5,147 +3.5%$338,100
    2012$4,971 +1.6%$338,100
    2011$4,892 +6.6%$338,100
    2010$4,591 -2.7%$338,100
    2009$4,716 +13.1%$338,100 +22.6%
    2008$4,170 -0.7%$275,800
    2007$4,198 +3.7%$275,800
    2006$4,049 +5%$275,800
    2005$3,858 +5.7%$275,800
    2004$3,649 -11%$275,800 -5.9%
    2003$4,100 +42.3%$293,090 +120.9%
    2001$2,881 +6%$132,700 0%
    2000$2,718 +5%$132,720
    1999$2,588 $132,720
    Find assessor info on the county website

    Neighborhood: 06840

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: South
    • High: New Canaan

    Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    $1,561,300
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    +$31,226
    With Zillow Showcase(estimated)
    $1,592,526