Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view.
The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor 3 bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort.
Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, this prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.
Active
$825,000
18 Old Queechy Road, Canaan, NY 12029
3beds
1,907sqft
Single Family Residence
Built in 1800
5.65 Acres Lot
$794,300 Zestimate®
$433/sqft
$-- HOA
What's special
Garage for sheltered parkingOriginal details and charmSerene hilltop viewWrap around porchWooden stairwellMature trees
- 80 days
- 684
- 65
Zillow last checked:
Listing updated:
Listed by:
Four Seasons Sotheby's Int. 518-822-0800,
Thomas Pawlowski 917-574-0066,
Annabel Taylor 518-763-5020,
Four Seasons Sotheby's Int.
Source: HVCRMLS,MLS#: 20263855
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Features
- Basement: Unfinished
Interior area
- Total structure area: 1,907
- Total interior livable area: 1,907 sqft
- Finished area above ground: 1,907
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Lot
- Size: 5.65 Acres
Details
- Parcel number: 10240004900000020230000000
- Zoning: RA-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1800
Community & HOA
Location
- Region: Canaan
Financial & listing details
- Price per square foot: $433/sqft
- Tax assessed value: $665,000
- Annual tax amount: $9,720
- Date on market: 7/9/2026
Estimated market value
$794,300
$755,000 - $834,000
$4,026/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/9/2026 | Listed for sale | $825,000-5.7%$433/sqft |
Source: | ||
| 11/3/2025 | Listing removed | $875,000$459/sqft |
Source: | ||
| 9/7/2025 | Price change | $875,000-10.3%$459/sqft |
Source: | ||
| 7/18/2025 | Listed for sale | $975,000+62.5%$511/sqft |
Source: | ||
| 2/4/2022 | Sold | $600,000-4%$315/sqft |
Source: | ||
| 12/28/2021 | Contingent | $625,000$328/sqft |
Source: | ||
| 12/9/2021 | Pending sale | $625,000$328/sqft |
Source: | ||
| 11/18/2021 | Listed for sale | $625,000+150%$328/sqft |
Source: | ||
| 9/26/2017 | Sold | $250,000-7.1%$131/sqft |
Source: | ||
| 8/25/2017 | Pending sale | $269,000$141/sqft |
Source: Realmart Realty, LLC #113827 Report a problem | ||
| 6/19/2017 | Price change | $269,000-3.6%$141/sqft |
Source: Realmart Realty, LLC #113827 Report a problem | ||
| 3/11/2017 | Listed for sale | $279,000-2.1%$146/sqft |
Source: Realmart Realty, LLC #113827 Report a problem | ||
| 12/1/2016 | Listing removed | $285,000$149/sqft |
Source: VANTAGEPOINT REALTY #215024 Report a problem | ||
| 11/17/2016 | Listed for sale | $285,000$149/sqft |
Source: VANTAGEPOINT REALTY #215024 Report a problem | ||
| 8/15/2016 | Pending sale | $285,000$149/sqft |
Source: VANTAGEPOINT REALTY #215024 Report a problem | ||
| 5/16/2016 | Price change | $285,000-4.7%$149/sqft |
Source: VantagePoint Realty #108763 Report a problem | ||
| 4/22/2016 | Price change | $299,000-9.4%$157/sqft |
Source: VantagePoint Realty #108763 Report a problem | ||
| 7/22/2015 | Price change | $330,000-5.7%$173/sqft |
Source: VANTAGEPOINT REALTY #10217152 Report a problem | ||
| 3/22/2015 | Listed for sale | $349,900$183/sqft |
Source: VantagePoint Realty #101840 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $665,000 |
| 2024 | -- | $665,000 +40.3% |
| 2023 | -- | $474,000 +20% |
| 2022 | -- | $395,000 +58% |
| 2021 | -- | $250,000 |
| 2020 | -- | $250,000 |
| 2019 | -- | $250,000 |
| 2018 | -- | $250,000 -12.3% |
| 2017 | $6,840 | $285,000 -9.5% |
| 2016 | -- | $315,000 |
| 2015 | -- | $315,000 |
| 2014 | -- | $315,000 -9.3% |
| 2013 | -- | $347,300 |
| 2012 | -- | $347,300 |
| 2011 | -- | $347,300 |
| 2010 | -- | $347,300 +29.1% |
| 2009 | -- | $269,100 |
| 2008 | -- | $269,100 |
| 2007 | -- | $269,100 |
| 2006 | -- | $269,100 +27.2% |
| 2005 | -- | $211,600 +28.8% |
| 2004 | -- | $164,300 |
| 2003 | -- | $164,300 |
| 2002 | -- | $164,300 |
| 2001 | -- | $164,300 |
Find assessor info on the county website






