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.
Pending
$1,450,000
126 Shaker Ridge Drive, Canaan, NY 12029
7beds
6,005sqft
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
- 232 days |
- 261 |
- 7 |
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#: 20255629
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
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Pending sale | $1,450,000$241/sqft |
Source: | ||
| 6/5/2026 | Contingent | $1,450,000$241/sqft |
Source: | ||
| 1/21/2026 | Price change | $1,450,000-8.8%$241/sqft |
Source: | ||
| 8/3/2025 | Price change | $1,590,000-0.6%$265/sqft |
Source: | ||
| 5/15/2025 | Price change | $1,600,000-5.9%$266/sqft |
Source: | ||
| 10/9/2024 | Price change | $1,700,000-5.6%$283/sqft |
Source: | ||
| 9/6/2024 | Listed for sale | $1,800,000+157.1%$300/sqft |
Source: | ||
| 6/23/2020 | Sold | $700,000+3.7%$117/sqft |
Source: | ||
| 5/29/2020 | Pending sale | $675,000$112/sqft |
Source: BARNS & FARMS REALTY #226344 Report a problem | ||
| 3/17/2020 | Price change | $675,000-2.3%$112/sqft |
Source: BARNS & FARMS REALTY #226344 Report a problem | ||
| 1/28/2020 | Price change | $691,000-0.4%$115/sqft |
Source: BARNS & FARMS REALTY #226344 Report a problem | ||
| 11/12/2019 | Price change | $694,000-0.7%$116/sqft |
Source: BARNS & FARMS REALTY #226344 Report a problem | ||
| 10/25/2019 | Price change | $699,000-9.8%$116/sqft |
Source: BARNS & FARMS REALTY #226344 Report a problem | ||
| 5/2/2019 | Price change | $775,000-6.1%$129/sqft |
Source: Berkshire County Board of Realtors #226344 Report a problem | ||
| 3/25/2019 | Listed for sale | $825,000$137/sqft |
Source: Berkshire County Board of Realtors #226344 Report a problem | ||
| 12/18/2018 | Listing removed | $825,000$137/sqft |
Source: BERKSHIRE PROPERTY AGENTS #223545 Report a problem | ||
| 6/1/2018 | Price change | $825,000-13.2%$137/sqft |
Source: Berkshire Property Agents, LLC #115695 Report a problem | ||
| 9/29/2017 | Price change | $950,000-19.1%$158/sqft |
Source: Berkshire Property Agents, LLC #115695 Report a problem | ||
| 6/21/2017 | Listed for sale | $1,175,000-9.4%$196/sqft |
Source: Berkshire Property Agents, LLC #115695 Report a problem | ||
| 5/17/2017 | Listing removed | $1,297,000$216/sqft |
Source: RealtyUSA #201609777 Report a problem | ||
| 5/18/2016 | Listed for sale | $1,297,000-7.4%$216/sqft |
Source: RealtyUSA #201609777 Report a problem | ||
| 11/20/2009 | Listing removed | $1,400,000$233/sqft |
Source: Heather Croner Real Estate Sothebys International Realty #72994 Report a problem | ||
| 9/1/2009 | Listed for sale | $1,400,000$233/sqft |
Source: Heather Croner Real Estate Sothebys International Realty #72994 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
Nearby schools
GreatSchools rating
- 4/10Walter B Howard Elementary SchoolGrades: PK-6Distance: 7.4 mi
- 8/10New Lebanon Junior Senior High SchoolGrades: 7-12Distance: 5.7 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Columbia County
- Canaan
- 12029
- 126 Shaker Ridge Drive







