Canaan, NY Homes

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  /2

  Est $983,395 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  43 Shaker Ridge Dr, Canaan, NY 12029

  43 Shaker Ridge Dr, Canaan, NY 12029
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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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  /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 $1,032,961

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

  116 Cunningham Hill Rd, Canaan, NY 12029
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  /37

  Est $806,592 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  84 Old Hudson Turnpike, Canaan, NY 12029

  84 Old Hudson Turnpike, Canaan, NY 12029
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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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  /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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  /50

  Est $1,099,112 Not Listed For Sale

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

  3 Twin Brook Rd, East Chatham, NY 12060

  3 Twin Brook Rd, East Chatham, NY 12060
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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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  /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
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  /40

  Est $1,337,313 Not Listed For Sale

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

  240 Colane Rd, East Chatham, NY 12060

  240 Colane Rd, East Chatham, NY 12060
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  /51

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 3,030 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Patrick Heffernan Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
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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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  /68

  Est $723,032 Not Listed For Sale

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

  3264 County Route 9, East Chatham, NY 12060

  3264 County Route 9, East Chatham, NY 12060
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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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  /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 $249,415

  Last Listing Agent Kelly Harrison Taconic Valley Real Estate

  394 Peaceful Valley Rd, Canaan, NY 12029
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  /35

  Est $725,358 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  319 Shaker Ridge Dr, Canaan, NY 12029

  319 Shaker Ridge Dr, Canaan, NY 12029
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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
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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 $1,135,897

  Last Listing Agent Anne Harrison Country Life Real Estate, LLC

  169 Cunningham Hill Rd, Canaan, NY 12029
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  /16

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1091 County Route 5, East Chatham, NY 12060

  1091 County Route 5, East Chatham, NY 12060
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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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  /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 $477,479

  Last Listing Agent Carrie Dandridge Find Advisors

  27 N Valley Rd, Canaan, NY 12029
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  /22

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  58 Queechy Shores Rd, Canaan, NY 12029

  58 Queechy Shores Rd, Canaan, NY 12029
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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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  /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 $461,770

  Last Listing Agent Rebecca Sullivan KW Platform

  42 Frisbee St, East Chatham, NY 12060
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  /10

  Not Listed For Sale

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

  215 County 24, Canaan, NY 12029

  215 County 24, Canaan, NY 12029
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  /27

  $399,000

  • 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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  /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

  Last Listing Agent Anne Harrison Country Life Real Estate, LLC

  44 Old Queechy Rd, Canaan, NY 12029
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  /48

  Not Listed For Sale

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

  134 Top of Dean Hill Rd, Canaan, NY 12029

  134 Top of Dean Hill Rd, Canaan, NY 12029
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  /31

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  92 Cunningham Hill Rd, Canaan, NY 12029

  Shangri La. Perfect country cottage tucked on a private 4.69 acre piece of usable land off a quiet dirt road. Open floor plan with kitchen and eating area moving into the great room with cathedral ceilings. Wood fireplace at the center perfect for apres ski or cozy fall and winter nights. Doors to an oversized deck overlooking the firepit and private grounds and view. Large primary suite with

  Tracy Tassinari Gabel Real Estate

  92 Cunningham Hill 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

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

  53 Whitings Pond Rd, Canaan, NY 12029
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  /15

  Est $1,327,776 Not Listed For Sale

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

  42 Fern Hill Rd, Canaan, NY 12029

  42 Fern Hill Rd, Canaan, NY 12029
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  /8

  $149,900

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  1169 New York 295, East Chatham, NY 12060

  Opportunity awaits. This 3 bedroom, 1.1 bath Dutch Colonial home offers 1372sf of living space and is ready for it's next chapter. Home needs fair amount of renovation and will be cash only, sold ''as-is.'' Good sized living room with separate dining space, kitchen with good space , first floor bathroom is a full bath. Enclosed rear porch, and nice front porch. 2nd floor has 3 bedrooms, with

  Brian Brosen eXp Realty

  1169 New York 295, East Chatham, NY 12060
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  $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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  /2

  Not Listed For Sale

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

  2050 County Route 5, Canaan, NY 12029

  2050 County Route 5, Canaan, NY 12029
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  /36

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  127 Queechy Shores, Canaan, NY 12029

  Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County. Built in the 1930s on land that once served as a boys' camp, this charming cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and peaceful lake access. The open living area has vaulted ceilings, warm wood paneling, and a lovely screened porch with mahogany wood

  Anthony D'Argenzio Houlihan Lawrence

  127 Queechy Shores, 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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  /28

  Est $877,498 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,659 Sq Ft

  98 Goetz Rd, East Chatham, NY 12060

  98 Goetz Rd, East Chatham, NY 12060
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  /5

  $89,000

  • Land
  • 5 Acres
  • $17,800 per Acre

  155 Shaver, Canaan, NY 12029

  Ideal location for commercial or residential construction or combination of both. Site is close to junction of Routes 22 and 295 and Queechy Lake. Access to the Berkshires (Richmond & Tanglewood) and New Lebanon and Rensselaer County & Jiminy Peak. Lots of gravel on property. Zoned commercial (C-2) Close to Massachusetts & Berkshires.

  David Birch Barns & Farms Realty, LLC

  155 Shaver, 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 $749,915

  Last Listing Agent Shaina Marron Houlihan Lawrence Inc.

  70 Reardon York Estates, Canaan, NY 12029
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  /16

  Not Listed For Sale

  L15 New York 295, Canaan, NY 12029

  L15 New York 295, Canaan, NY 12029

Showing Results 41 - 80, Page 2 of 18