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  • $1,265,000

    169 Cunningham Hill Road, Canaan, NY 12029

    3beds
    2,142sqft
    Multi Family
    Built in 1987
    -- sqft lot
    $-- Zestimate®
    $591/sqft
    $2,541 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $2,541/mo

    Zestimate® history
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    What's special

    Experience the enchantment of this idyllic retreat! Nestled on a sprawling 36.95 acres, this stunning three-bedroom, two-bath contemporary farmhouse offers a serene escape from the hustle and bustle of everyday life. Accessed via a picturesque stone wall-lined driveway, off a quiet country dirt road, this property is a nature lover's paradise.Immerse yourself in the beauty of spectacular gardens, expansive open meadows, and lush mature woods with winding trails. Enjoy the tranquility of a gentle stream and three ponds that enhance the landscape. The impressive amenities include an oversized two-car garage with a loft, a three-stall horse barn, and a charming chicken coop. Plus, a large, heated studio equipped with electricity awaits your creativity- it's ideal for a workspace or a perfect conversion into a guest house.Two tax map parcels ( 28.95 acres with house & all outbuildings and 8 acres with underground electric & a gorgeous view ). Build on smaller parcel in future or sell/ gift to a family member/ friend. Don't miss your opportunity to make this extraordinary property your own! A fantastic location nestled next to the Berkshire border, just 15 minutes to Chatham, Pittsfield & Lenox, 30 minutes to Hudson & Gt. Barrington and 2 hours & 25 minutes from NYC & 2 hours from Boston. Open Houses on Sunday June 1st 2025 from Noon to 2pm.

    Zillow last checked: 7 hours ago

    Listing updated: August 05, 2025 at 02:17am

    Listed by:

    Anne Harrison 518-929-4465,

    Country Life Real Estate, LLC

    Bought with:

    Melissa DiMassimo, 10401264696

    Stone House Properties, LLC

    Source: HVCRMLS,MLS#: 156864MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Bedroom
    • Level: Second
    Bedroom
    • Level: Second
    Bedroom
    • Level: First
    Bathroom
    • Level: Second
    Bathroom
    • Level: First
    Den
    • Level: Second
    Den
    • Level: First
    Dining room
    • Level: First
    Family room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Other
    • Level: Second
    Heating
    • Baseboard, Hot Water, Oil, Propane
    Appliances
    • Included: Other, Water Heater, Washer, Refrigerator, Range, Dryer, Dishwasher
    • Laundry: In Basement
    Features
    • High Speed Internet
    • Flooring: Hardwood, Tile
    • Doors: Sliding Doors
    • Windows: Insulated Windows
    • Basement: Finished,Full
    • Number of fireplaces: 1
    • Fireplace features: Living Room, Wood Burning, Wood Burning Stove
    Interior area
    • Total structure area: 2,142
    • Total interior livable area: 2,142 sqft
    • Finished area above ground: 2,142
    • Finished area below ground: 1,278

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck, Patio, Porch, Screened
    • Exterior features: Fire Pit, Garden, Lighting, Private Yard, Rain Barrel/Cistern(s), Rain Gutters
    • Pool features: None
    • Has view: Yes
    • View description: Creek/Stream, Meadow, Mountain(s), Pasture, Pond, Rural, Trees/Woods
    • Has water view: Yes
    • Water view: Creek/Stream,Pond
    Lot
    • Size: 36.95 Acres
    • Features: Secluded
    Details
    • Additional structures: Barn(s), Poultry Coop, Shed(s)
    • Parcel number: 60.126.212
    • Zoning: ra 2
    • Zoning description: 240 Rural Residence & Rural Vac > 10 ac

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Contemporary
    • Property subtype: Multi Family
    Materials
    • Cedar, Clapboard, Frame, Other
    • Foundation: Concrete Perimeter
    • Roof: Asphalt,Shingle
    Condition
    • New construction: No
    • Year built: 1987

    Utilities & green energy

    • Electric: 200+ Amp Service, Generator Hookup, Underground
    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Location
    • Region: Canaan

    Other

    Other facts
    • Road surface type: Dirt, Gravel

    Price history

    DateEventPrice
    8/4/2025Sold$1,265,000-2.6%$591/sqft
    Source: HVCRMLS #156864 Report a problem
    6/19/2025Contingent$1,299,000$606/sqft
    Source: HVCRMLS #156864 Report a problem
    4/24/2025Listed for sale$1,299,000+216.8%$606/sqft
    Source: Columbia Greene Northern Dutchess MLS #156864 Report a problem
    6/19/2015Sold$410,000-4.2%$191/sqft
    Source: HVCRMLS #101256 Report a problem
    6/10/2015Pending sale$428,000$200/sqft
    Source: Halstead Property #12040905 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $750,000 +41.9%
    2023-- $528,640 +18%
    2022-- $448,000

    Find assessor info on the county website

    Neighborhood: 12029

    Nearby schools

    GreatSchools rating