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Off market
  • $5,376,900

    106 Bennington Pl, New Canaan, CT 06840

    6beds
    7,788sqft
    SingleFamily
    Built in 1999
    2.05 Acres Lot
    $5,376,900 Zestimate®
    $690/sqft
    $7,362 Estimated rent

    Home value

    $5,376,900

    $4.84M - $6.02M

    $7,362/mo

    Zestimate® history
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    $7,362/mo

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    $7,362/mo

    Rent Zestimate®

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    $30,304/mo

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    $30,304/mo

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    What's special

    Embrace country living at this remarkable home featuring all the architectural elements of an impressive Nantucket, shingle-style retreat. Sited on one of New Canaan's most desirable, exclusive and tranquil cul-de sacs, this home is perfect for undisturbed living in peace and privacy. The gorgeous elevated setting offers expansive ridge to ridge views for both inspiring sunrises and soothing sunsets. Blending flawless design with quality craftsmanship, the interior is awash with natural light with views from every room. It is a pleasure to whip up something in the well-appointed chef's kitchen or relax in the large family room with its oversized field stone fireplace. The expansive park-like private property is big enough for croquet in the summer and sledding in the winter. Perfection!

    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: 6
    • Bathrooms: 8
    • Full bathrooms: 6
    • 1/2 bathrooms: 2
    Heating
    • Forced air
    Cooling
    • Central
    Features
    • Basement: Unfinished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 7,788 sqft

    Property

    Parking
    • Parking features: Garage - Attached
    Features
    • Exterior features: Wood
    Lot
    • Size: 2.05 Acres
    Details
    • Parcel number: NCANM0026B012L00168

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • Frame
    • Roof: Wood
    Condition
    • Year built: 1999

    Community & HOA

    Location
    • Region: New Canaan

    Financial & listing details

    • Price per square foot: $690/sqft
    • Tax assessed value: $2,676,310
    • Annual tax amount: $44,668

    Price history

    DateEventPrice
    9/18/2020Sold$3,500,000-6.6%$449/sqft
    Source: Smart MLS #170305191 Report a problem
    1/22/2020Price change$3,749,000-13.8%$481/sqft
    Source: Houlihan Lawrence #142696 Report a problem
    2/1/2019Price change$4,350,000-8.4%$559/sqft
    Source: Houlihan Lawrence #142696 Report a problem
    9/5/2018Listed for sale$4,749,000+3.2%$610/sqft
    Source: Houlihan Lawrence #142696 Report a problem
    8/28/2008Sold$4,600,000-30.8%$591/sqft
    Source: Public Record Report a problem
    5/16/2008Listing removed$6,650,000$854/sqft
    Source: Number1Expert #129561 Report a problem
    4/25/2008Price change$6,650,000-7.6%$854/sqft
    Source: Number1Expert #129561 Report a problem
    4/4/2008Listed for sale$7,195,000+881.6%$924/sqft
    Source: Number1Expert #129561 Report a problem
    11/17/1993Sold$733,000$94/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$44,668 +3.4%$2,676,310
    2024$43,196 -5.6%$2,676,310 +10.8%
    2023$45,740 +3.1%$2,415,000
    2022$44,364 +1.2%$2,415,000
    2021$43,856 -8.7%$2,415,000 -8.7%
    2020$48,049 -0.4%$2,645,860
    2019$48,260 -3.3%$2,645,860 -10.1%
    2018$49,917 +1.7%$2,943,220
    2017$49,063 +2.2%$2,943,220
    2016$48,004 +2%$2,943,220
    2015$47,062 +3.3%$2,943,220 +0.4%
    2014$45,568 -0.6%$2,932,300 -6.6%
    2013$45,826 +3.6%$3,140,900
    2012$44,224 +1.7%$3,140,900
    2011$43,501 +2%$3,140,900
    2010$42,653 +4.7%$3,140,900 +2.9%
    2009$40,752 +0.2%$3,052,600 +13.5%
    2008$40,674 +4%$2,690,100
    2007$39,114 +3.6%$2,690,100
    2006$37,769 +4.9%$2,690,100
    2005$36,020 +5.8%$2,690,100
    2004$34,057 +14%$2,690,100 +26%
    2003$29,867 +15.6%$2,134,860 +72.5%
    2001$25,835 -42.5%$1,237,300 -43.6%
    2000$44,905 +284.5%$2,192,640 +266.1%
    1999$11,680 $598,950
    Find assessor info on the county website

    Neighborhood: 06840

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: West

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

    Sell for more on Zillow
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    $5,376,900
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    +$107K
    With Zillow Showcase(estimated)
    $5,484,438