Canaan, NY Homes

/45
$841,500 Pending
- 3 Beds
- 3.5 Baths
- 3,204 Sq Ft
2205 County Route 5, Canaan, NY 12029

HIGHLY MOTIVATED SELLER! Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Built in 1995 by a skilled contractor as a spec project,

DeWayne A. Powell

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(518) 919-3022

2205 County Route 5, Canaan, NY 12029
/33
$4,500 per month
- 3 Beds
- 3 Baths
- 4,377 Sq Ft
- House for Rent
1977 New York 295, East Chatham, NY 12060

From the flashing light in Canaan, take Route 295 South to the property - on the right.

Philip Feiner Country Life Real Estate, LLC

1977 New York 295, East Chatham, NY 12060
/2
$1,050,000 Sold Oct 27, 2025

54 Mercer Mountain Rd, East Chatham, NY 12060
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
- Built 1987
Last Sold Summary
- 12% Below List Price
- $417/SF
- 135 Days On Market
Current Estimated Value $1,047,765

Last Listing Agent Peter Newman Beach & Bartolo Realtors

54 Mercer Mountain Rd, East Chatham, NY 12060

/34
Est $455,232 Not Listed For Sale

14 Cunningham Hill Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 2020
14 Cunningham Hill Rd, Canaan, NY 12029

Last Sold Summary
- 6% Above List Price
- $298/SF
- 6 Days On Market
Last Sold Price $429,000

Last Listing Agent Cole Cioffi Weichert Realtors-Reliable Properties

/57
$575,000
- 5 Beds
- 3 Baths
- 3,200 Sq Ft
105 McNamee Rd, Canaan, NY 12029

Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with

Joseph Cardinale

Howard Hanna Capital, Inc.

(518) 768-9819

105 McNamee Rd, Canaan, NY 12029
/25
$11,000 per month
- 4 Beds
- 2 Baths
- 2,540 Sq Ft
- House for Rent
121 Queechy Lake Dr, Canaan, NY 12029

SUMMER FURNISHED RENTAL AVAILABLE MAY 1- LABOR DAY. This newly renovated lakefront home on Queechy Lake is an inviting summertime escape. Set in the foothills of the Berkshires, this post-and-beam 4-bedroom home offers direct lake access, a brand-new wraparound deck for grilling and sunset watching, and plenty of space to unwind. You will also enjoy the crystal-clear water of Queechy Lake with

Kelcey Otten Compass Greater NY, LLC

121 Queechy Lake Dr, Canaan, NY 12029
/43
$890,000 Sold Jul 15, 2025

192 Old Queechy Rd, Canaan, NY 12029
- 4 Beds
- 2.5 Baths
- 2,245 Sq Ft
- Built 2001
Last Sold Summary
- 24% Below List Price
- $396/SF
- 239 Days On Market
Last Listing Agent Jean Howard RE/MAX Solutions - Troy

192 Old Queechy Rd, Canaan, NY 12029

/5
Not Listed For Sale

0 Barnegat Rd, East Chatham, NY 12060
0 Barnegat Rd, East Chatham, NY 12060

Last Sold Summary
- 28 Days On Market
Last Sold Price $70,000

Last Listing Agent Chuck Bartolo Beach & Bartolo Realtors

/28
$695,000
- 2 Beds
- 2 Baths
- 2,366 Sq Ft
156 Mercer Mountain Rd, East Chatham, NY 12060

A magical Spot 1500' above sea level offering 75 mile-long views of the picturesque Catskill Mts.! Modern, minimalist home with clean lines and floor-to-ceiling windows to soak in the views while toasting toes in front of a crackling fireplace. Two bedrooms/two bath and a finished, kwalk-out basement. A one of a kind property located minutes to the Berkshires, Hudson, Chatham, or Albany. Start

Terry Cozzolino Cozzolino Real Estate Inc

156 Mercer Mountain Rd, East Chatham, NY 12060
/58
$888,000 Sold Dec 15, 2025

131 Mercer Mountain Rd, East Chatham, NY 12060
- 4 Beds
- 2.5 Baths
- 2,681 Sq Ft
- Built 1988
Last Sold Summary
- 13% Above List Price
- $331/SF
- 11 Days On Market
Current Estimated Value $895,195

Last Listing Agent Deborah Smith Coldwell Banker Prime

131 Mercer Mountain Rd, East Chatham, NY 12060

Not Listed For Sale

104 Black Bridge Rd, East Chatham, NY 12060
- 5 Beds
- 3.5 Baths
- 5,537 Sq Ft
- Built 1905
104 Black Bridge Rd, East Chatham, NY 12060

Last Sold Summary
- $66/SF
- 36 Days On Market
Last Sold Price $365,000

Last Listing Agent ERINA O''NEILL BHHS Hudson Valley Properties

/45
$695,000
- 3 Beds
- 2.5 Baths
- 2,920 Sq Ft
3124 County Route 9, East Chatham, NY 12060

Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly positioned for enjoyment of everything in between. Modern farmhouse blends volume, light and quiet luxury. Cathedral-ceiling LR opens to beautifully appointed kitchen w/breakfast area creating an effortless flow for daily living. 1st flr primary ensuite is

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

3124 County Route 9, East Chatham, NY 12060
/27
$530,000 Sold Apr 22, 2025

116B Cunningham Hill Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,308 Sq Ft
- Built 1989
Last Sold Summary
- 6% Above List Price
- $405/SF
- 18 Days On Market
Current Estimated Value $566,149

Last Listing Agent Jessie Bennett William Pitt Sothebys Intn'l

116B Cunningham Hill Rd, Canaan, NY 12029

/36
Est $1,192,500 Not Listed For Sale

13191 State Route 22 Unit 27, Canaan, NY 12029
- 2 Beds
- 2 Baths
- 1,760 Sq Ft
- Built 2023
13191 State Route 22 Unit 27, Canaan, NY 12029

Last Sold Summary
- 20% Above List Price
- $565/SF
- 252 Days On Market
Last Sold Price $995,000

Last Listing Agent Emily Iason Four Seasons Sotheby's Int.

/63
$1,275,000 Pending
- 7 Beds
- 6 Baths
- 3,896 Sq Ft
91 And 95 Miller Rd, Canaan, NY 12029

Knoll Rock is a rare compound in the Berkshire foothills of Canaan, NY, offering privacy, history and versatility on 10 + acres. Located on a quiet and desirable dirt road surrounded by other charming Shaker vernacular homes and estate properties, the compound includes two fully restored historic residences on separate lots, seamlessly blending 18th- and 19th-century architectural character with

Matthew Snyder Compass, Hillsdale

91 And 95 Miller Rd, Canaan, NY 12029
/7
$290,000 Sold Aug 01, 2025

L50.1 New York 295, Canaan, NY 12029
- Land
- 32.27 Acres
- $8,987 per Acre
Last Sold Summary
- 15% Below List Price
- 293 Days On Market
Last Listing Agent Natalia de Amorim Preferred Country Properties

L50.1 New York 295, Canaan, NY 12029

Not Listed For Sale

585 County Route 5, East Chatham, NY 12060
- 3 Beds
- 1.5 Baths
- 1,795 Sq Ft
- Built 1904
585 County Route 5, East Chatham, NY 12060

Last Sold Summary
- $501/SF
- 76 Days On Market
Last Sold Price $900,000

Last Listing Agent Deborah Cuiffo Coldwell Banker Realty

/33
$869,000
- 3 Beds
- 3 Baths
- 4,377 Sq Ft
1977 State Route 295, Canaan, NY 12029

Live, work & play! Impressive post and best beam conversion offers the character of an earlier era while incorporating contemporary amenities. The exposed hand hewn beams exude a warm, rustic charm. There is an en suite primary plus 2 to 3 additional bedrooms and plenty of room for guests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

Linnea VanTassel Country Life Real Estate, LLC

1977 State Route 295, Canaan, NY 12029
/23
$539,900 Sold Jul 09, 2025

22 Paige Rd, Canaan, NY 12029
- 4 Beds
- 1 Bath
- 950 Sq Ft
- Built 1910
Last Sold Summary
- $568/SF
- 52 Days On Market
Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

22 Paige Rd, Canaan, NY 12029

/34
Est $586,575 Not Listed For Sale

365 County Route 24, East Chatham, NY 12060
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Built 1959
365 County Route 24, East Chatham, NY 12060

Last Sold Summary
- 5% Above List Price
- $390/SF
- 16 Days On Market
Last Sold Price $560,000

Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

/90
$1,450,000
- 7 Beds
- 5.5 Baths
- 6,005 Sq Ft
126 Shaker Ridge Dr, Canaan, NY 12029

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

Anthony D'Argenzio Houlihan Lawrence Inc.

126 Shaker Ridge Dr, Canaan, NY 12029
/32
$375,000 Sold Aug 20, 2025

70 Miller Rd, Canaan, NY 12029
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1947
Last Sold Summary
- 7% Above List Price
- $375/SF
- 14 Days On Market
Current Estimated Value $377,650

Last Listing Agent Thomas Pawlowski Four Seasons Sotheby's Int.

70 Miller Rd, Canaan, NY 12029

/29
Est $749,199 Not Listed For Sale

2142 County Route 5, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 2,336 Sq Ft
- Built 1999
2142 County Route 5, Canaan, NY 12029

Last Sold Summary
- 4% Above List Price
- $308/SF
- 109 Days On Market
Last Sold Price $720,000

Last Listing Agent Martin Salerno The Kinderhook Group, Inc.

/38
$925,000
- 4 Beds
- 2.5 Baths
- 2,189 Sq Ft
308 Shaker Ridge Dr, Canaan, NY 12029

Significant price reduction. Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Relax or entertain on expansive multi‑level decks that overlook the water, perfect for a weekend retreat or full‑time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and

Sharon McArdle Berkshire Hathaway Home Services Blake

308 Shaker Ridge Dr, Canaan, NY 12029
/18
$320,000 Sold Dec 29, 2025

13191 Route 22 Stop #20, Canaan, NY 12029
- Land
- 7.07 Acres
- $45,262 per Acre
Last Sold Summary
- 17% Below List Price
- 146 Days On Market
Last Listing Agent Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

13191 Route 22 Stop #20, Canaan, NY 12029

/45
Est $829,620 Not Listed For Sale

129 Barnegat Rd, East Chatham, NY 12060
- 2 Beds
- 1.5 Baths
- 1,640 Sq Ft
- Built 1961
129 Barnegat Rd, East Chatham, NY 12060

Last Sold Summary
- 19% Above List Price
- $427/SF
- 1 Day On Market
Last Sold Price $700,000

Last Listing Agent Donald Smith KW Platform

/29
$795,000 Pending
- 4 Beds
- 4 Baths
- 2,500 Sq Ft
91 Miller Rd, Canaan, NY 12029

Welcome to Knoll Rock, a beautifully restored post-and-beam Dutch Colonial dating to 1760 and set on 2.79 acres, this distinctive property offers a rare opportunity to own a piece of early American architecture thoughtfully updated for modern living. Conveniently located between the Berkshires and the Hudson Valley, the home features four bedrooms and four full bathrooms centered around a

Matthew Snyder Compass, Hillsdale

91 Miller Rd, Canaan, NY 12029
/36
$710,000 Sold Jan 02, 2026

605 County Route 24, East Chatham, NY 12060
- 3 Beds
- 2 Baths
- 2,022 Sq Ft
- Built 1830
Last Sold Summary
- 2% Below List Price
- $351/SF
- 63 Days On Market
Current Estimated Value $710,256

Last Listing Agent Barbara Conkling Houlihan Lawrence, Inc.

605 County Route 24, East Chatham, NY 12060

/36
Est $1,146,766 Not Listed For Sale

104 Ridge Rd, East Chatham, NY 12060
- 3 Beds
- 3.5 Baths
- 3,261 Sq Ft
- Built 1995
104 Ridge Rd, East Chatham, NY 12060

Last Sold Summary
- 16% Above List Price
- $304/SF
- 284 Days On Market
Last Sold Price $990,000

Last Listing Agent Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

/21
$439,000
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
13149 New York 22, Canaan, NY 12029

Welcome to 13149 NY 22, Canaan, NY 12029—a beautifully updated 3-bedroom, 1.5-bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient

Jessie Bennett William Pitt Sothebys Intn'l

13149 New York 22, Canaan, NY 12029
/49
$585,000 Sold May 30, 2025

627 County Road 24, East Chatham, NY 12060
- 4 Beds
- 2 Baths
- 1,662 Sq Ft
- Built 1790
Last Sold Summary
- 16% Below List Price
- $352/SF
- 284 Days On Market
Current Estimated Value $608,759

Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

627 County Road 24, East Chatham, NY 12060

/36
Est $334,236 Not Listed For Sale

13249 State Route 22, Canaan, NY 12029
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1945
13249 State Route 22, Canaan, NY 12029

Last Sold Summary
- 6% Above List Price
- $286/SF
- 128 Days On Market
Last Sold Price $315,000

Last Listing Agent Peter Newman Beach & Bartolo Realtors

/40
$549,000
- 3 Beds
- 2 Baths
- 2,300 Sq Ft
1476 County Route 5, Canaan, NY 12029

Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

Chris Getman Houlihan Lawrence Inc.

1476 County Route 5, Canaan, NY 12029
/59
$669,000 Sold Dec 30, 2025

1907 County Route 5, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,914 Sq Ft
- Built 1955
Last Sold Summary
- 3% Below List Price
- $350/SF
- 65 Days On Market
Current Estimated Value $660,334

Last Listing Agent Peter Newman Beach & Bartolo Realtors

1907 County Route 5, Canaan, NY 12029

Est $389,222 Not Listed For Sale

187 Tunnel Hill Rd, Canaan, NY 12029
- 3 Beds
- 1 Bath
- 1,482 Sq Ft
- Built 1996
187 Tunnel Hill Rd, Canaan, NY 12029

Last Sold Summary
- 11% Above List Price
- $236/SF
- 14 Days On Market
Last Sold Price $350,000

Last Listing Agent Corinna Deigan Compass Greater NY, LLC

/51
$1,880,000
- 4 Beds
- 1 Bath
- 1,443 Sq Ft
105 Norton Rd, Austerlitz, NY 12017

Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

Nikki Carchedi Stone House Properties, LLC

105 Norton Rd, Austerlitz, NY 12017
/32
$880,000 Sold Aug 21, 2025

72 Old Queechy Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1990
Last Sold Summary
- 1% Above List Price
- $367/SF
- 99 Days On Market
Current Estimated Value $868,356

Last Listing Agent Raj Kumar Four Seasons Sotheby's International Realty

72 Old Queechy Rd, Canaan, NY 12029

/31
Est $618,272 Not Listed For Sale

70 Lillie Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 2,111 Sq Ft
- Built 1981
70 Lillie Rd, Canaan, NY 12029

Last Sold Summary
- 12% Above List Price
- $261/SF
- 95 Days On Market
Last Sold Price $550,000

Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l

/37
$495,000
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
263 Old Hudson Turnpike, Canaan, NY 12029

PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

Sharon McArdle Berkshire Hathaway Home Services Blake

263 Old Hudson Turnpike, Canaan, NY 12029
/49
$650,000 Sold Jul 22, 2025

116 Cunningham Hill Rd, Canaan, NY 12029
- 3 Beds
- 3 Baths
- 3,200 Sq Ft
- Built 1960
Last Sold Summary
- $203/SF
- 47 Days On Market
Current Estimated Value $952,993

Last Listing Agent Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

116 Cunningham Hill Rd, Canaan, NY 12029

Showing Results 1 - 40, Page 1 of 18

New York Columbia County Canaan

Home Trends in Canaan, NY

On average, homes in Canaan, NY sell after 52 days on the market compared to the national average of 55 days. The median sale price for homes in Canaan, NY over the last 12 months is $750,000, up 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$750,000

Median Single Family Sale Price

$732,500

Average Price Per Sq Ft

$388

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.20

Median List Price

$732,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

14%

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Canaan, NY Homes

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Home Trends in Canaan, NY

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