Canaan, NY Homes

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  /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
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  /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
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  /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
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  /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
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  /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
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  /7

  $290,000 Sold Aug 01, 2025

  0 Route 295, Canaan, NY 12060

  • Land
  • 32.27 Acres
  • $8,987 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 349 Days On Market

  Last Listing Agent Natalia de Amorim Preferred Country Properties

  0 Route 295, Canaan, NY 12060
• 

  

  /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
• 

  

  /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
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  /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
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  /50

  Est $1,024,909 Not Listed For Sale

  3 Twin Brook Rd, East Chatham, NY 12060

  • 4 Beds
  • 2 Baths
  • 3,400 Sq Ft
  • Built 1940

  3 Twin Brook Rd, East Chatham, NY 12060

  Last Sold Summary

  • 8% Above List Price
  • $279/SF
  • 28 Days On Market

  Last Sold Price $948,000

  Last Listing Agent Peter Newman Beach & Bartolo Realtors
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  /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
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  /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
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  /40

  Est $1,336,279 Not Listed For Sale

  240 Colane Rd, East Chatham, NY 12060

  • 5 Beds
  • 2 Baths
  • 3,721 Sq Ft
  • Built 1965

  240 Colane Rd, East Chatham, NY 12060

  Last Sold Summary

  • 7% Above List Price
  • $336/SF
  • 23 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Nancy Cuddihy Stone House Properties, LLC
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  /17

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  L21.3 County Route 5 & I90, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  L21.3 County Route 5 & I90, Canaan, NY 12060
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  /50

  $1,265,000 Sold Aug 04, 2025

  169 Cunningham Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $591/SF
  • 44 Days On Market

  Current Estimated Value $1,131,368

  Last Listing Agent Anne Harrison Country Life Real Estate, LLC

  169 Cunningham Hill Rd, Canaan, NY 12029
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  /68

  Est $673,455 Not Listed For Sale

  3264 County Route 9, East Chatham, NY 12060

  • 2 Beds
  • 3 Baths
  • 2,056 Sq Ft
  • Built 1974

  3264 County Route 9, East Chatham, NY 12060

  Last Sold Summary

  • 5% Below List Price
  • $311/SF
  • 42 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Richard Byrne Four Seasons Sotheby's Int.
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  /28

  $795,000 Pending

  • 2 Beds
  • 1 Bath
  • 9,405 Sq Ft

  165 Queechy Lake Dr, Canaan, NY 12029

  Fall in love with this Queechy Lake opportunity - where the lake itself is considered one of the most pristine lakes in New York state! An amazing lakefront property where the views continue far beyond the distant shores. With a combined total land area of just over 9 acres; spanning two parcels and with over 100' of private shoreline, the possibilities seem endless. The original motel and use

  Michael Stasi Corcoran Country Living

  165 Queechy Lake Dr, Canaan, NY 12029
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  /20

  $449,900 Sold May 02, 2025

  27 N Valley Rd, Canaan, NY 12029

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $225/SF
  • 42 Days On Market

  Current Estimated Value $486,607

  Last Listing Agent Carrie Dandridge Find Advisors

  27 N Valley Rd, Canaan, NY 12029
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  /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
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  /3

  $45,000

  • Land
  • 1.95 Acres
  • $23,077 per Acre

  L4 County Route 5, Canaan, NY 12029

  Almost 2 acres on scenic County 5 populated with nicer homes and properties. This is a wooded lot on an incline with a nice setting for a future home. Route 5 is close to the Berkshires, not far from Albany, the TSP and Thruway. Tennessee Pipeline borders property.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L4 County Route 5, Canaan, NY 12029
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  /41

  $463,000 Sold May 16, 2025

  42 Frisbee St, East Chatham, NY 12060

  • 4 Beds
  • 2 Baths
  • 2,152 Sq Ft
  • Built 1925

  Last Sold Summary

  • 7% Below List Price
  • $215/SF
  • 145 Days On Market

  Current Estimated Value $478,340

  Last Listing Agent Rebecca Sullivan KW Platform

  42 Frisbee St, East Chatham, NY 12060
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  /16

  Not Listed For Sale

  1091 County Route 5, East Chatham, NY 12060

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 2014

  1091 County Route 5, East Chatham, NY 12060

  Last Sold Summary

  • $197/SF
  • 13 Days On Market

  Last Sold Price $204,970

  Last Listing Agent Dan Reilly Realty One Group Key
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  /14

  $144,000

  • Land
  • 7.68 Acres
  • $18,750 per Acre

  400 Mercer Mountain Rd, East Chatham, NY 12060

  Welcome to Mercer Mountain—an exclusive enclave of million-dollar-plus homes nestled in the rolling Taconic Mountains of Columbia County. Perfectly situated between the world-class cultural offerings of the Berkshires and the awe-inspiring Catskill Mountains, this remarkable 7.68-acre parcel offers a rare opportunity to build your dream estate toward the very end of the road in one of the Hudson

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
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  /40

  $987,000 Sold Jun 16, 2025

  44 Old Queechy Rd, Canaan, NY 12029

  • 5 Beds
  • 2 Baths
  • 3,270 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $302/SF
  • 41 Days On Market

  Current Estimated Value $1,029,873

  Last Listing Agent Anne Harrison Country Life Real Estate, LLC

  44 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
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  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
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  /31

  $700,000 Sold Jan 31, 2026

  53 Whitings Pond Rd, Canaan, NY 12029

  • 5 Beds
  • 4 Baths
  • 3,165 Sq Ft
  • Built 1790

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 43 Days On Market

  Current Estimated Value $715,022

  Last Listing Agent MATTHEW CAREY Rouse + Co Real Estate, LLC

  53 Whitings Pond Rd, Canaan, NY 12029
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  /10

  Not Listed For Sale

  215 County 24, Canaan, NY 12029

  • 1 Bed
  • 0.5 Baths
  • 1,050 Sq Ft
  • Built 1950

  215 County 24, Canaan, NY 12029

  Last Sold Summary

  • $252/SF
  • 97 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Tracy Tassinari Gabel Real Estate
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  /16

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60-acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
• 

  $895,000 Sold Jul 23, 2025

  598 County Route 24, Canaan, NY 12060

  • 3 Beds
  • 3 Baths
  • 2,048 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $437/SF
  • 51 Days On Market

  Last Listing Agent Simone Consor Corcoran Country Living

  598 County Route 24, Canaan, NY 12060
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  /48

  Not Listed For Sale

  134 Top of Dean Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft
  • Built 1974

  134 Top of Dean Hill Rd, Canaan, NY 12029

  Last Sold Summary

  • $413/SF
  • 12 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES
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  /64

  $12,500,000

  • 4 Beds
  • 6 Baths
  • 6,829 Sq Ft

  241 Cunningham Hill Rd, Canaan, NY 12029

  A Home like no other. You will simply not find a Property like PIERCE PEAK, anywhere. AIA Award Winning Architectural Design by Burr & Mc Callum, crested upon the summit of Cunningham Hill (site cleared for HELIPAD). Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connnected Loft spaces. 2 Bedroom Guest Quarters (that can sleep 8), and Infinity Pool with

  Steven Weisz William Pitt Sothebys Intn'l

  241 Cunningham Hill Rd, Canaan, NY 12029
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  /17

  $90,000 Sold Oct 23, 2025

  2320 Route 295, Canaan, NY 12060

  • Land
  • 7.9 Acres
  • $11,392 per Acre

  Last Sold Summary

  • 9% Below List Price

  Last Listing Agent Ryan Lane Gilcrest Properties

  2320 Route 295, Canaan, NY 12060
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  /15

  Est $1,373,677 Not Listed For Sale

  42 Fern Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 3.5 Baths
  • 2,942 Sq Ft
  • Built 1994

  42 Fern Hill Rd, Canaan, NY 12029

  Last Sold Summary

  • 2% Above List Price
  • $459/SF
  • 19 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Paige Paluch WILLIAM RAVEIS - BERKSHIRE
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  /2

  $89,000

  • Land
  • 20 Acres
  • $4,450 per Acre

  0 Flints Crossing Rd, Canaan, NY 12029

  Canaan NY Flints Crossing Rd. This is a 20-50 Acre large parcel (exact acrage to be verified), borders on Massachusetts State Line and beyond. Wooded and open areas. Access to town road must be verified.

  David Birch Barns & Farms Realty, LLC

  0 Flints Crossing Rd, Canaan, NY 12029
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  /31

  $715,000 Sold Aug 25, 2025

  70 Reardon York Estates, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 2005

  Last Sold Summary

  • $378/SF
  • 44 Days On Market

  Current Estimated Value $750,537

  Last Listing Agent Shaina Marron Houlihan Lawrence Inc.

  70 Reardon York Estates, Canaan, NY 12029
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  /2

  Not Listed For Sale

  2050 County Route 5, Canaan, NY 12029

  • 3 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • Built 2015

  2050 County Route 5, Canaan, NY 12029

  Last Sold Summary

  • $564/SF

  Last Sold Price $1,580,000

  Last Listing Agent Melissa Dimassimo Stone House Properties, LLC
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  /27

  $399,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,260 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029
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  /36

  $960,000 Sold Apr 22, 2025

  41 Warner Crossing Rd, Canaan, NY 12029

  • 4 Beds
  • 2.5 Baths
  • 3,415 Sq Ft
  • Built 1814

  Last Sold Summary

  • 29% Below List Price
  • $281/SF
  • 314 Days On Market

  Current Estimated Value $1,276,203

  Last Listing Agent Natalia de Amorim Preferred Country Properties

  41 Warner Crossing Rd, Canaan, NY 12029
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  /28

  Est $834,750 Not Listed For Sale

  98 Goetz Rd, East Chatham, NY 12060

  • 3 Beds
  • 1 Bath
  • 1,659 Sq Ft
  • Built 1810

  98 Goetz Rd, East Chatham, NY 12060

  Last Sold Summary

  • 19% Above List Price
  • $422/SF
  • 104 Days On Market

  Last Sold Price $700,000

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

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