1,858

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

  • /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
  • /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
    • /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

  • /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 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
  • /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
    • /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

  • /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
    • /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

  • /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
  • /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
    • /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.

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

  • /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
  • /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

  • /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
  • /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
    • /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

  • /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
  • 598 County Route 24, Canaan, NY 12060

    $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
    • /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

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

Showing Results 41 - 80, Page 2 of 18

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