Homes in ZIP Code 12029

/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
/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

/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
/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

/10
Est $257,000 Not Listed For Sale

179 Churchill Rd, New Lebanon, NY 12125
- 4 Beds
- 2 Baths
- 2,256 Sq Ft
- Built 1920
179 Churchill Rd, New Lebanon, NY 12125

Last Sold Summary
- 106% Above List Price
- $55/SF
- 67 Days On Market
Last Sold Price $125,000

Last Listing Agent Jean Howard RE/MAX

/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

/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
/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

/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

/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
/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

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

/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
/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

/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

/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
/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

/2
Est $987,432 Not Listed For Sale

43 Shaker Ridge Dr, Canaan, NY 12029
- 4 Beds
- 3.5 Baths
- 3,700 Sq Ft
- Built 1987
43 Shaker Ridge Dr, Canaan, NY 12029

Last Sold Summary
- 6% Above List Price
- $253/SF
- 283 Days On Market
Last Sold Price $935,000

Last Listing Agent Philip Feiner COUNTRY LIFE REAL ESTATE LLC

/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
/4
$92,500 Sold Mar 02, 2026

0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029
- Land
- 11.4 Acres
- $8,114 per Acre
Last Sold Summary
- 20% Below List Price
- 503 Days On Market
Last Listing Agent Rae Gilson The Kinderhook Group, Inc.

0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029

/37
Est $685,055 Not Listed For Sale

84 Old Hudson Turnpike, Canaan, NY 12029
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1950
84 Old Hudson Turnpike, Canaan, NY 12029

Last Sold Summary
- 6% Above List Price
- $586/SF
- 241 Days On Market
Last Sold Price $645,000

Last Listing Agent Peter Newman Beach & Bartolo Realtors

/18
$279,000
- Land
- 17.05 Acres
- $16,364 per Acre
13191 Route 22 Stop #80, Canaan, NY 12029

17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just minutes from

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

13191 Route 22 Stop #80, 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

/19
Est $433,956 Not Listed For Sale

156 Upper Queechy Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,510 Sq Ft
- Built 1900
156 Upper Queechy Rd, Canaan, NY 12029

Last Sold Summary
- 8% Below List Price
- $265/SF
- 151 Days On Market
Last Sold Price $400,000

Last Listing Agent Tracy Tassinari Gabel Real Estate

/36
$445,000
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
127 Queechy Shore Beach Rd, Canaan, NY 12029

Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County’s Canaan. Built in the 1930s on land that once served as a boys' camp, this charming 1,008-square-foot cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and the kind of peaceful lake living that feels increasingly rare.The interior centers on an open living

Anthony D'Argenzio Houlihan Lawrence, Inc

127 Queechy Shore Beach Rd, Canaan, NY 12029
/7
$290,000 Sold Aug 01, 2025

0 New York 295, Canaan, NY 12029
- Land
- 32.27 Acres
- $8,987 per Acre
Last Sold Summary
- 15% Below List Price
- 364 Days On Market
Last Listing Agent Natalia de Amorim PREFERRED COUNTRY PROPERTIES

0 New York 295, Canaan, NY 12029

/35
Est $727,466 Not Listed For Sale

319 Shaker Ridge Dr, Canaan, NY 12029
- 3 Beds
- 2.5 Baths
- 2,134 Sq Ft
- Built 2018
319 Shaker Ridge Dr, Canaan, NY 12029

Last Sold Summary
- 11% Above List Price
- $308/SF
- 32 Days On Market
Last Sold Price $658,000

Last Listing Agent Nikki Carchedi Stone House Properties, LLC

/10
$1,880,000
- 4 Beds
- 1 Bath
- 1,443 Sq Ft
105 Norton Rd, Unknown Ny City, NY 12029

Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer

Nikki Carchedi STONE HOUSE PROPERTIES, LLC

105 Norton Rd, Unknown Ny City, NY 12029
/4
$60,000 Sold May 09, 2025

0 Old Queechy Rd, Canaan, NY 12029
- Land
- 3.12 Acres
- $19,231 per Acre
Last Sold Summary
- 20% Below List Price
- 90 Days On Market
Last Listing Agent Tracy Tassinari Gabel Real Estate

0 Old Queechy Rd, Canaan, NY 12029

/22
Not Listed For Sale

58 Queechy Shores Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,877 Sq Ft
- Built 1961
58 Queechy Shores Rd, Canaan, NY 12029

Last Sold Summary
- $256/SF
- 18 Days On Market
Last Sold Price $479,900

Last Listing Agent Nancy Cuddihy Stone House Properties, LLC

/33
$595,000 Pending
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
95 Miller Rd, Canaan, NY 12029

Set on 7.09 acres, this fully renovated 1890 farmhouse is rich in character, featuring original exposed ceiling beams and wide plank flooring throughout. The open kitchen and dining area were tastefully renovated in 2023, blending modern comfort with timeless appeal and anchored by a charming wood-burning stove with brick hearth. The home includes three bedrooms and two full bathrooms, with two

Matthew Snyder Compass, Hillsdale

95 Miller Rd, Canaan, NY 12029
/7
$229,000 Sold Oct 28, 2025

394 Peaceful Valley Rd, Canaan, NY 12029
- 2 Beds
- 2 Baths
- 1,432 Sq Ft
- Built 1981
Last Sold Summary
- 17% Below List Price
- $160/SF
- 27 Days On Market
Current Estimated Value $288,773

Last Listing Agent Kelly Harrison Taconic Valley Real Estate

394 Peaceful Valley Rd, Canaan, NY 12029

Showing Results 1 - 40, Page 1 of 18

New York Columbia County Canaan 12029

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