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Pending
  • $1,450,000

    126 Shaker Ridge Drive, Canaan, NY 12029

    7beds
    6,005sqft
    Loading
    Single Family Residence
    Built in 1986
    20.3 Acres Lot
    $1,366,800 Zestimate®
    $241/sqft
    $32/mo HOA

    What's special

    Private tennis courtsOffice nookWraparound deckFour additional bedroomsThree bathroomsIndoor and outdoor poolsAttached three-car garage
    Welcome to Cannondale Compound. Set on 20 private acres with far-reaching mountain views, this 7,300-square-foot architectural retreat is ideally suited for large gatherings. Designed with soaring modernist lines and exceptional craftsmanship, the home offers multiple living and dining areas, seven bedrooms across two connected wings, expansive porches and balconies, and both indoor and outdoor pools. Outdoor highlights include a hot tub, pool house with bathroom, pavilion, garden, and a fully enclosed treehouse for summer overnights, along with deeded Queechy Lake rights for swimming and kayaking. The main wing of the home features a dramatic triple-height great room with a fieldstone fireplace, flanked by a wraparound deck. The stunning southeast-facing views of the Taconic and Berkshire Hills turn every sunrise and sunset into a cherished ritual. A large kitchen is designed for the serious home cook, with Sub-Zero refrigerator, professional hood, and dual pantries. The breakfast bar opens directly to a cozy living space with its own fireplace, dining area, and mountain views. Custom built-ins for books and LPs encourage everyone to slow down and savor life's quiet moments. On the second level are three bedrooms, including a primary suite with fireplace, walk-in closet, and private balcony, plus a solarium and office nook. A breezeway connects to the north wing, where an indoor lap pool provides a year-round spa-like retreat. This section offers four additional bedrooms, three bathrooms, a kitchenette, loft-like studio, workshop, and attached three-car garage. Recent upgrades include a new geothermal heating system, refinished decks, new flooring throughout the main wing of the house, fresh exterior paint, and a new roof on all structures. The property sits on one of the largest lots in the sought-after community of Shaker Ridge, whose residents enjoy private tennis courts and a peaceful, well-maintained community setting. Minutes from Chatham, PS21 Arts Center, the Berkshires, and within easy reach of Hudson, Albany, western Massachusetts, and five ski resorts, this is a rare opportunity to own a one-of-a-kind Hudson Valley estate with total privacy, inspiring architecture, and unmatched versatility for entertaining or multigenerational living.
    232 days
    |
    261
    |
    7
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    Zillow last checked:

    Listing updated:

    Listed by:

    Houlihan Lawrence Inc. 518-822-0300,

    Anthony Dargenzio 518-821-0826,

    Jeffries Blackerby 646-322-2143,

    Houlihan Lawrence Inc.

    Source: HVCRMLS,MLS#: 20255629MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Geothermal, Oil, Radiant Floor
      Cooling
      • Central Air, Geothermal, Heat Pump
      Appliances
      • Included: Water Softener, Washer/Dryer, Washer, Trash Compactor, Refrigerator, Range Hood, Range, Oven, Microwave, Freezer, Dryer, Disposal, Dishwasher
      • Laundry: Main Level
      Features
      • Beamed Ceilings, Breakfast Bar, Breezeway, High Speed Internet, Open Floorplan, Pantry, Storage, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Hardwood, Tile
      • Windows: Screens
      • Basement: Crawl Space,Partial
      • Number of fireplaces: 3
      • Fireplace features: Family Room, Living Room, Primary Bedroom, Wood Burning Stove
      Interior area
      • Total structure area: 6,005
      • Total interior livable area: 6,005 sqft
      • Finished area above ground: 6,005
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage Faces Front, Private, Off Street, Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch, Wrap Around
      • Exterior features: Garden, Lighting, Outdoor Grill, Private Yard
      • Pool features: Heated, In Ground, Indoor
      • Has view: Yes
      • View description: Forest, Hills, Mountain(s), Rural, Trees/Woods
      Lot
      • Size: 20.3 Acres
      • Features: Gentle Sloping, Landscaped, Private, Secluded, Subdivide Possible, Views, Wooded
      Details
      • Additional structures: Garage(s), Gazebo, Workshop
      • Parcel number: 10240005000000020060000000
      • Zoning: RA-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Frame, Wood Siding
      • Foundation: Concrete Perimeter, Slab
      • Roof: Asphalt,Shingle
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Septic Tank
      • Water: Private, Well
      • Utilities for property: Electricity Connected

      Community & HOA

      HOA
      • Has HOA: Yes
      • Amenities included: Tennis Court(s)
      • Services included: Trash
      • HOA fee: $388 annually
      Location
      • Region: Canaan

      Financial & listing details

      • Price per square foot: $241/sqft
      • Tax assessed value: $1,481,600
      • Annual tax amount: $19,021
      • Date on market: 1/23/2026
      • Electric utility on property: Yes

        Estimated market value

        $1,366,800

        $1.30M - $1.44M

        $7,530/mo

        Price history

        DateEventPrice
        6/10/2026Pending sale$1,450,000$241/sqft
        Source: HVCRMLS #20255629 Report a problem
        6/5/2026Contingent$1,450,000$241/sqft
        Source: HVCRMLS #20255629 Report a problem
        1/21/2026Price change$1,450,000-8.8%$241/sqft
        Source: Global MLS #202529436 Report a problem
        8/3/2025Price change$1,590,000-0.6%$265/sqft
        Source: HVCRMLS #154219 Report a problem
        5/15/2025Price change$1,600,000-5.9%$266/sqft
        Source: HVCRMLS #154219 Report a problem
        10/9/2024Price change$1,700,000-5.6%$283/sqft
        Source: Columbia Greene Northern Dutchess MLS #154219 Report a problem
        9/6/2024Listed for sale$1,800,000+157.1%$300/sqft
        Source: Columbia Greene Northern Dutchess MLS #154219 Report a problem
        6/23/2020Sold$700,000+3.7%$117/sqft
        Source: BCMLS #226344 Report a problem
        5/29/2020Pending sale$675,000$112/sqft
        Source: BARNS & FARMS REALTY #226344 Report a problem
        3/17/2020Price change$675,000-2.3%$112/sqft
        Source: BARNS & FARMS REALTY #226344 Report a problem
        1/28/2020Price change$691,000-0.4%$115/sqft
        Source: BARNS & FARMS REALTY #226344 Report a problem
        11/12/2019Price change$694,000-0.7%$116/sqft
        Source: BARNS & FARMS REALTY #226344 Report a problem
        10/25/2019Price change$699,000-9.8%$116/sqft
        Source: BARNS & FARMS REALTY #226344 Report a problem
        5/2/2019Price change$775,000-6.1%$129/sqft
        Source: Berkshire County Board of Realtors #226344 Report a problem
        3/25/2019Listed for sale$825,000$137/sqft
        Source: Berkshire County Board of Realtors #226344 Report a problem
        12/18/2018Listing removed$825,000$137/sqft
        Source: BERKSHIRE PROPERTY AGENTS #223545 Report a problem
        6/1/2018Price change$825,000-13.2%$137/sqft
        Source: Berkshire Property Agents, LLC #115695 Report a problem
        9/29/2017Price change$950,000-19.1%$158/sqft
        Source: Berkshire Property Agents, LLC #115695 Report a problem
        6/21/2017Listed for sale$1,175,000-9.4%$196/sqft
        Source: Berkshire Property Agents, LLC #115695 Report a problem
        5/17/2017Listing removed$1,297,000$216/sqft
        Source: RealtyUSA #201609777 Report a problem
        5/18/2016Listed for sale$1,297,000-7.4%$216/sqft
        Source: RealtyUSA #201609777 Report a problem
        11/20/2009Listing removed$1,400,000$233/sqft
        Source: Heather Croner Real Estate Sothebys International Realty #72994 Report a problem
        9/1/2009Listed for sale$1,400,000$233/sqft
        Source: Heather Croner Real Estate Sothebys International Realty #72994 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $1,385,000 +47.3%
        2024-- $940,000 +30.6%
        2023-- $719,800 +18%
        2022-- $610,000
        2021-- $610,000 -9.2%
        2020-- $672,000 -20.9%
        2019-- $850,000
        2018-- $850,000 +6.4%
        2017$17,502 $798,800
        2016-- $798,800
        2015-- $798,800
        2014-- $798,800
        2013-- $798,800
        2012-- $798,800
        2011-- $798,800
        2010-- $798,800 +2.1%
        2009-- $782,000 -14.1%
        2008-- $910,700
        2007-- $910,700
        2006-- $910,700 +25.9%
        2005-- $723,100 +41.7%
        2004-- $510,400
        2003-- $510,400
        2002-- $510,400
        2001-- $510,400

        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12029

        Getting around

        1 / 100
        Car-Dependent
        4 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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