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  • $1,900,000

    126 Shaker Ridge Drive, Canaan, NY 12029

    7beds
    6,005sqft
    Single Family Residence
    Built in 1986
    20.3 Acres Lot
    $1,900,700 Zestimate®
    $316/sqft
    $7,530 Estimated rent

    Home value

    $1,900,700

    $1.69M - $2.13M

    $7,530/mo

    Zestimate® history
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    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Anthony Dargenzio 518-821-0826,

    Houlihan Lawrence Inc.,

    Jeffries Blackerby 646-322-2143,

    Houlihan Lawrence Inc.

    Bought with:

    NON MLS HVCRMLS

    HV Catskill Region MLS

    Gary Martin, 10401329165

    Compass Greater NY, LLC d/b/a

    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: $316/sqft
    • Tax assessed value: $1,481,600
    • Annual tax amount: $19,021
    • Date on market: 1/23/2026
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    7/9/2026Sold$1,900,000+31%$316/sqft
    Source: HVCRMLS #20255629 Report a problem
    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

    Neighborhood: 12029

    Nearby schools

    GreatSchools rating