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  • $515,000

    289 Tunnel Hill Road, Canaan, NY 12029

    2beds
    1,155sqft
    Single Family Residence
    Built in 1875
    0.5 Acres Lot
    $504,100 Zestimate®
    $446/sqft
    $2,646 Estimated rent

    Home value

    $504,100

    $388,000 - $655,000

    $2,646/mo

    Zestimate® history
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    What's special

    Gas fireplaceFlowers and garden bedsOversized stainless steel fridgeHistoric schoolhouseHigh ceilingsHigh-end appliancesOutdoor kitchen and patio
    A historic schoolhouse has been converted into a dreamy country home in a picturesque corner of the region bordering both the Hudson Valley and the Berkshires. This half-acre property is full to the brim with flowers & garden beds, butterflies & birds. The home has been reimagined into a 2BD 2BA bungalow with a proper outdoor kitchen & patio, a three-season screened-in porch & detached, conditioned office space. Inside the main home you'll find high ceilings that make the 1,200 square feet feel wonderfully expansive. The kitchen floor is laid with brick, you'll find high-end appliances including an oversized stainless steel fridge and an under counter wine cooler. There is a laundry room & pantry with plenty of storage, a full bath and a living room with a gas fireplace on the first floor. The front porch has been converted to living space, a wonderfully private section of the home with a daybed for guests or enjoyed as a nice, quiet nook to idle away the days upstate. Upstairs you'll find two bedrooms and a bathroom. Many wonderful upgrades have been done including a full house generator and air conditioning. Multiple sheds and a chicken coop have been tucked in amongst the impressive gardens. This wonderful country property is just 10m to West Stockbridge and 15m to Chatham, 2.5h north of NYC & a world away.

    Zillow last checked:

    Listing updated:

    Listed by:

    Annabel Taylor 518-763-5020,

    Four Seasons Sotheby's Int.

    Bought with:

    Parker Meyer, 10401332470

    Four Seasons Sotheby's Int.

    Annabel Taylor, 10401293431

    Four Seasons Sotheby's Int.

    Source: HVCRMLS,MLS#: 20253708MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 1
    • 1/2 bathrooms: 1
    Heating
    • Central
    Cooling
    • Heat Pump
    Appliances
    • Included: Wine Refrigerator, Washer/Dryer, Refrigerator, Range, Dishwasher
    • Laundry: Main Level
    Features
    • High Ceilings, Pantry
    • Flooring: Brick, Wood
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Gas, Living Room
    Interior area
    • Total structure area: 1,155
    • Total interior livable area: 1,155 sqft
    • Finished area above ground: 1,155
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Off Street
    Features
    • Levels: Two
    • Patio & porch: Covered, Enclosed, Screened
    • Exterior features: Private Yard
    • Fencing: Perimeter
    • Has view: Yes
    • View description: Garden
    Lot
    • Size: 0.50 Acres
    • Features: Garden, Landscaped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 59.136
    • Zoning: RA-2

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Bungalow
    • Property subtype: Single Family Residence
    Materials
    • Frame, Wood Siding
    • Roof: Asphalt,Shingle
    Condition
    • New construction: No
    • Year built: 1875

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Location
    • Region: Canaan

    Price history

    DateEventPrice
    10/6/2025Sold$515,000+7.3%$446/sqft
    Source: HVCRMLS #20253708 Report a problem
    8/23/2025Pending sale$480,000$416/sqft
    Source: HVCRMLS #20253708 Report a problem
    8/20/2025Contingent$480,000$416/sqft
    Source: HVCRMLS #20253708 Report a problem
    8/15/2025Listed for sale$480,000+163%$416/sqft
    Source: HVCRMLS #20253708 Report a problem
    8/20/2007Sold$182,500+102.8%$158/sqft
    Source: Public Record Report a problem
    7/9/2003Sold$90,000-3.2%$78/sqft
    Source: Public Record Report a problem
    4/30/1999Sold$93,000$81/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $175,000
    2024-- $175,000 +17.6%
    2023-- $148,800 +20%
    2022-- $124,000
    2021-- $124,000
    2020-- $124,000
    2019-- $124,000
    2018-- $124,000 -0.8%
    2017$2,319 $125,000
    2016-- $125,000
    2015-- $125,000
    2014-- $125,000 -9.8%
    2013-- $138,600
    2012-- $138,600
    2011-- $138,600
    2010-- $138,600 +15.5%
    2009-- $120,000
    2008-- $120,000
    2007-- $120,000
    2006-- $120,000 +30.3%
    2005-- $92,100 +39.5%
    2004-- $66,000
    2003-- $66,000
    2002-- $66,000
    2001-- $66,000

    Find assessor info on the county website

    Neighborhood: 12029

    Nearby schools

    GreatSchools rating