4,015

Chatham, NY Homes

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  • 4253 State Route 203, North Chatham, NY 12132

    $555,000 Sold Dec 15, 2025

    4253 State Route 203, North Chatham, NY 12132

    • 3 Beds
    • 2 Baths
    • 1,681 Sq Ft
    • Built 1840

    Last Sold Summary

    • 2% Below List Price
    • $330/SF
    • 44 Days On Market

    Current Estimated Value $540,995

    Last Listing Agent Jeffries Blackerby Houlihan Lawrence, Inc

    4253 State Route 203, North Chatham, NY 12132
    • 114 Beale Rd, Chatham, NY 12037
      114 Beale Rd, Chatham, NY 12037
      114 Beale Rd, Chatham, NY 12037
      /72

      Est $1,897,291 Not Listed For Sale

      114 Beale Rd, Chatham, NY 12037

      • 4 Beds
      • 2 Baths
      • 2,637 Sq Ft
      • Built 1793
      114 Beale Rd, Chatham, NY 12037

      Last Sold Summary

      • $719/SF
      • 8 Days On Market

      Last Sold Price $1,895,000

      Last Listing Agent Janet Kain The Kinderhook Group, Inc.

  • 40 Engel Rd, Old Chatham, NY 12136
    40 Engel Rd, Old Chatham, NY 12136
    40 Engel Rd, Old Chatham, NY 12136
    /34

    $785,000 Pending

    • 4 Beds
    • 7 Baths
    • 2,846 Sq Ft

    40 Engel Rd, Old Chatham, NY 12136

    Willow Pond Retreat – 12 Acres of Serenity & Soul Welcome to Willow Pond Retreat, a 12-acre country haven where beauty and function live in perfect harmony. Surrounded by mature gardens, sweeping willows, and a tranquil pond, this property offers privacy, warmth, and endless possibility. The main residence features multiple fireplaces and a light-filled kitchen overlooking nature’s ever-changing

    Nancy Felcetto Brown Harris Stevens HV LLC

    40 Engel Rd, Old Chatham, NY 12136
  • 307 Pratt Hill Rd, Chatham, NY 12037
    307 Pratt Hill Rd, Chatham, NY 12037
    307 Pratt Hill Rd, Chatham, NY 12037
    /41

    $775,000 Sold Oct 16, 2025

    307 Pratt Hill Rd, Chatham, NY 12037

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $388/SF
    • 12 Days On Market

    Current Estimated Value $816,810

    Last Listing Agent Jason Walch Coldwell Banker Advisor Realty

    307 Pratt Hill Rd, Chatham, NY 12037
    • 4182 New York 203, Valatie, NY 12184
      4182 New York 203, Valatie, NY 12184
      4182 New York 203, Valatie, NY 12184
      /24

      Not Listed For Sale

      4182 New York 203, Valatie, NY 12184

      • 3 Beds
      • 4 Baths
      • 4,200 Sq Ft
      • Built 1820
      4182 New York 203, Valatie, NY 12184

      Last Sold Summary

      • $167/SF
      • 85 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Parker Meyer Four Seasons Sotheby's Int.

  • 2948 County Route 9, East Chatham, NY 12060
    2948 County Route 9, East Chatham, NY 12060
    2948 County Route 9, East Chatham, NY 12060
    /32

    $550,000

    • 4 Beds
    • 2 Baths
    • 4,008 Sq Ft

    2948 County Route 9, East Chatham, NY 12060

    4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms... first level incl wood-burning fireplace in large family rm off formal LR off spacious eat-in Cherry kitchen w/Shaker cabinetry. Updated/bright lighting throughout. 2nd incl 4 large BRS or offices if rented out. 2 full and 2 half baths. HW floors throughout. Private rear deck. POST & BEAM BARN off large parking

    Natalia de Amorim Preferred Country Properties

    2948 County Route 9, East Chatham, NY 12060
  • 14 Bushnell Ave, Chatham, NY 12037
    14 Bushnell Ave, Chatham, NY 12037
    14 Bushnell Ave, Chatham, NY 12037
    /32

    $750,000 Sold Jul 31, 2025

    14 Bushnell Ave, Chatham, NY 12037

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 1880

    Last Sold Summary

    • 7% Above List Price
    • $400/SF
    • 35 Days On Market

    Current Estimated Value $747,088

    Last Listing Agent Alex Alvarez Compass Greater NY LLC

    14 Bushnell Ave, Chatham, NY 12037
    • 4123 New York 66, Malden Bridge, NY 12115
      4123 New York 66, Malden Bridge, NY 12115
      4123 New York 66, Malden Bridge, NY 12115
      /62

      Not Listed For Sale

      4123 New York 66, Malden Bridge, NY 12115

      • 3 Beds
      • 3.5 Baths
      • 3,080 Sq Ft
      • Built 1999
      4123 New York 66, Malden Bridge, NY 12115

      Last Sold Summary

      • $519/SF
      • 31 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l

  • 69 County Rte 24, Chatham, NY 12037
    69 County Rte 24, Chatham, NY 12037
    69 County Rte 24, Chatham, NY 12037
    /17

    $4,700,000 Under Contract

    • Land
    • 412 Acres
    • $11,408 per Acre

    69 County Rte 24, Chatham, NY 12037

    412 acre rare and enchanting paradise. A long gated driveway framed by mature maples & ancient stonewalls lead you over a bridge gently ascending through the woods and breaking open to rolling fields and stunning Catskill Mountain views. A perfect quiet spot to watch the firey evening sunsets while reflecting on the days end. Follow the path a bit further - winding through the Birch grove and

    Anne Harrison Country Life Real Estate, LLC

    69 County Rte 24, Chatham, NY 12037
  • 524 County Route 17, North Chatham, NY 12132
    524 County Route 17, North Chatham, NY 12132
    524 County Route 17, North Chatham, NY 12132
    /21

    $1,325,000 Sold Oct 20, 2025

    524 County Route 17, North Chatham, NY 12132

    • 4 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • Built 1997

    Last Sold Summary

    • 11% Below List Price
    • $331/SF
    • 136 Days On Market

    Last Listing Agent Parker Meyer Four Seasons Sotheby's Int.

    524 County Route 17, North Chatham, NY 12132
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /26

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 7 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  • 533 Shaker Museum Rd, Old Chatham, NY 12136
    533 Shaker Museum Rd, Old Chatham, NY 12136
    533 Shaker Museum Rd, Old Chatham, NY 12136
    /40

    $545,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    533 Shaker Museum Rd, Old Chatham, NY 12136

    In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

    Sarah Lipsky William Pitt Sothebys Intn'l

    533 Shaker Museum Rd, Old Chatham, NY 12136
  • 267 Reed Rd, Chatham, NY 12037

    $330,000 Sold Jan 24, 2026

    267 Reed Rd, Chatham, NY 12037

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $394/SF
    • 7 Days On Market

    Current Estimated Value $337,299

    Last Listing Agent Simone Consor Corcoran Country Living

    267 Reed Rd, Chatham, NY 12037
    • 2420 New York 66, Chatham, NY 12037

      Not Listed For Sale

      2420 New York 66, Chatham, NY 12037

      • 3 Beds
      • 1.5 Baths
      • 1,328 Sq Ft
      • Built 1950
      2420 New York 66, Chatham, NY 12037

      Last Sold Summary

      • $350/SF
      • 74 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Rachel Haley Houlihan Lawrence, Inc

  • 23 Frog Aly, Old Chatham, NY 12136
    23 Frog Aly, Old Chatham, NY 12136
    23 Frog Aly, Old Chatham, NY 12136
    /63

    $828,000

    • 3 Beds
    • 2.5 Baths
    • 2,267 Sq Ft

    23 Frog Aly, Old Chatham, NY 12136

    OPEN HOUSE on Sunday, April 12 from 11 - 1:30. If you are looking for a move-in ready village farmhouse in Hudson Valley's Columbia County, you have found it! This gut-renovated home in charming and desirable Old Chatham is perfect for a weekend or full-time residence. There are 3 bedrooms, 2 1⁄2 retiled, replumbed and rebuilt bathrooms, a huge dressing room with custom built shelves and clothes

    Richard Byrne Four Seasons Sotheby's Int.

    23 Frog Aly, Old Chatham, NY 12136
  • 77 Austerlitz St, Chatham, NY 12037
    77 Austerlitz St, Chatham, NY 12037
    /2

    $535,000 Sold Jun 26, 2025

    77 Austerlitz St, Chatham, NY 12037

    • 3 Beds
    • 1.5 Baths
    • 1,375 Sq Ft
    • Built 1958

    Last Sold Summary

    • $389/SF
    • 20 Days On Market

    Current Estimated Value $531,619

    Last Listing Agent Kirsten Stoltmann Past Member

    77 Austerlitz St, Chatham, NY 12037
    • 4684 New York 66, Malden Bridge, NY 12115
      4684 New York 66, Malden Bridge, NY 12115
      4684 New York 66, Malden Bridge, NY 12115
      /58

      Est $791,287 Not Listed For Sale

      4684 New York 66, Malden Bridge, NY 12115

      • 3 Beds
      • 2.5 Baths
      • 1,926 Sq Ft
      • Built 1820
      4684 New York 66, Malden Bridge, NY 12115

      Last Sold Summary

      • 5% Below List Price
      • $434/SF
      • 50 Days On Market

      Last Sold Price $835,000

      Last Listing Agent Jamie Kelter KW Platform

  • 1129 New York 295, East Chatham, NY 12060
    1129 New York 295, East Chatham, NY 12060
    1129 New York 295, East Chatham, NY 12060
    /23

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    1129 New York 295, East Chatham, NY 12060

    Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/ I90/ Berkshire Spur, 15 minutes to Lenox/ Tanglewood, 30 minutes Albany/ Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and

    Natalia de Amorim Preferred Country Properties

    1129 New York 295, East Chatham, NY 12060
  • 28 Green Brook Dr, Brainard, NY 12024

    $575,000 Sold Dec 15, 2025

    28 Green Brook Dr, Brainard, NY 12024

    • 3 Beds
    • 3 Baths
    • 1,953 Sq Ft
    • Built 2005

    Last Sold Summary

    • 5% Above List Price
    • $294/SF
    • 83 Days On Market

    Current Estimated Value $580,282

    Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty

    28 Green Brook Dr, Brainard, NY 12024
    • 2 Line St, Ghent, NY 12075
      2 Line St, Ghent, NY 12075
      2 Line St, Ghent, NY 12075
      /24

      Not Listed For Sale

      2 Line St, Ghent, NY 12075

      • 2 Beds
      • 1.5 Baths
      • 1,139 Sq Ft
      • Built 1900
      2 Line St, Ghent, NY 12075

      Last Sold Summary

      • $518/SF
      • 15 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Gary Martin Compass Greater NY LLC

  • 5 Pohndorf Dr, Old Chatham, NY 12136

    $273,681 Sold May 19, 2025

    5 Pohndorf Dr, Old Chatham, NY 12136

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft
    • Built 1931

    Last Sold Summary

    • 4% Below List Price
    • $243/SF
    • 18 Days On Market

    Current Estimated Value $285,998

    Last Listing Agent Gary Martin Compass Greater NY, LLC

    5 Pohndorf Dr, Old Chatham, NY 12136
    • L32.2 Riders Mills Rd, Old Chatham, NY 12136
      L32.2 Riders Mills Rd, Old Chatham, NY 12136
      L32.2 Riders Mills Rd, Old Chatham, NY 12136
      /5

      Not Listed For Sale

      L32.2 Riders Mills Rd, Old Chatham, NY 12136

      L32.2 Riders Mills Rd, Old Chatham, NY 12136

      Last Sold Summary

      • 311 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Michael Castellano Gilcrest Properties

  • 189 Sutherland Rd, Chatham, NY 12132
    189 Sutherland Rd, Chatham, NY 12132
    189 Sutherland Rd, Chatham, NY 12132
    /95

    $2,300,000 Sold Dec 29, 2025

    189 Sutherland Rd, Chatham, NY 12132

    • 4 Beds
    • 4.5 Baths
    • 4,285 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $537/SF
    • 48 Days On Market

    Current Estimated Value $2,319,823

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence

    189 Sutherland Rd, Chatham, NY 12132
    • 540 County 17 Route, Chatham, NY 12136
      540 County 17 Route, Chatham, NY 12136
      540 County 17 Route, Chatham, NY 12136
      /68

      Not Listed For Sale

      540 County 17 Route, Chatham, NY 12136

      • 5 Beds
      • 3.5 Baths
      • 5,655 Sq Ft
      • Built 1994
      540 County 17 Route, Chatham, NY 12136

      Last Sold Summary

      • $482/SF
      • 122 Days On Market

      Last Sold Price $2,725,000

      Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  • 1903 New York 203 Unit 14, Chatham, NY 12037
    1903 New York 203 Unit 14, Chatham, NY 12037
    1903 New York 203 Unit 14, Chatham, NY 12037
    /22

    $120,000 Sold Apr 30, 2025

    1903 New York 203 Unit 14, Chatham, NY 12037

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 2013

    Last Sold Summary

    • 9% Below List Price
    • $99/SF
    • 89 Days On Market

    Last Listing Agent Stephen Cole Gilcrest Properties

    1903 New York 203 Unit 14, Chatham, NY 12037
    • 1799 County Route 9, Chatham, NY 12037
      1799 County Route 9, Chatham, NY 12037
      1799 County Route 9, Chatham, NY 12037
      /49

      Est $525,602 Not Listed For Sale

      1799 County Route 9, Chatham, NY 12037

      • 4 Beds
      • 4 Baths
      • 2,700 Sq Ft
      • Built 1972
      1799 County Route 9, Chatham, NY 12037

      Last Sold Summary

      • 11% Above List Price
      • $176/SF
      • 85 Days On Market

      Last Sold Price $475,000

      Last Listing Agent David Birch Barns & Farms Realty, LLC

  • 3041 State Route 66, Chatham, NY 12037
    3041 State Route 66, Chatham, NY 12037
    3041 State Route 66, Chatham, NY 12037
    /36

    $490,000 Sold Nov 07, 2025

    3041 State Route 66, Chatham, NY 12037

    • 2 Beds
    • 1.5 Baths
    • 1,212 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $404/SF
    • 0 Days On Market

    Current Estimated Value $488,626

    Last Listing Agent Rebecca Sullivan KW Platform

    3041 State Route 66, Chatham, NY 12037
    • 741 County Route 32, Chatham, NY 12037
      741 County Route 32, Chatham, NY 12037
      741 County Route 32, Chatham, NY 12037
      /42

      Not Listed For Sale

      741 County Route 32, Chatham, NY 12037

      • 4 Beds
      • 2 Baths
      • 2,700 Sq Ft
      • Built 1776
      741 County Route 32, Chatham, NY 12037

      Last Sold Summary

      • $265/SF
      • 36 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Aimee Strunk-Reinoehl Past Member

  • 1040 Albany Turnpike, Old Chatham, NY 12136
    1040 Albany Turnpike, Old Chatham, NY 12136
    1040 Albany Turnpike, Old Chatham, NY 12136
    /31

    $249,000 Sold Dec 18, 2025

    1040 Albany Turnpike, Old Chatham, NY 12136

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1958

    Last Sold Summary

    • $254/SF
    • 7 Days On Market

    Current Estimated Value $248,112

    Last Listing Agent Crystal Johnson Vera Cohen Realty, LLC

    1040 Albany Turnpike, Old Chatham, NY 12136
    • 0 Shaker Museum Rd Unit 151966, Old Chatham, NY 12136
      0 Shaker Museum Rd Unit 151966, Old Chatham, NY 12136
      0 Shaker Museum Rd Unit 151966, Old Chatham, NY 12136
      /10

      Not Listed For Sale

      0 Shaker Museum Rd Unit 151966, Old Chatham, NY 12136

      0 Shaker Museum Rd Unit 151966, Old Chatham, NY 12136

      Last Sold Summary

      • 59 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l

  • 632 Albany Turnpike, Old Chatham, NY 12136
    632 Albany Turnpike, Old Chatham, NY 12136
    632 Albany Turnpike, Old Chatham, NY 12136
    /96

    $1,600,000 Sold Mar 20, 2026

    632 Albany Turnpike, Old Chatham, NY 12136

    • 9 Beds
    • 9.5 Baths
    • 3,625 Sq Ft
    • Built 1770

    Last Sold Summary

    • 6% Below List Price
    • $441/SF
    • 243 Days On Market

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

    632 Albany Turnpike, Old Chatham, NY 12136
    • 3158 New York 66, Chatham, NY 12037
      3158 New York 66, Chatham, NY 12037
      /2

      Not Listed For Sale

      3158 New York 66, Chatham, NY 12037

      • 3 Beds
      • 1 Bath
      • 1,700 Sq Ft
      • Built 1850
      3158 New York 66, Chatham, NY 12037

      Last Sold Summary

      • $176/SF
      • 125 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Natalia de Amorim Preferred Country Properties

  • 858 New York 203, Chatham, NY 12037
    858 New York 203, Chatham, NY 12037
    858 New York 203, Chatham, NY 12037
    /57

    $1,500,000 Sold Apr 07, 2026

    858 New York 203, Chatham, NY 12037

    • 6 Beds
    • 3.5 Baths
    • 2,444 Sq Ft
    • Built 1790

    Last Sold Summary

    • 2% Below List Price
    • $614/SF
    • 73 Days On Market

    Last Listing Agent Peter Newman Beach & Bartolo Realtors

    858 New York 203, Chatham, NY 12037
    • 0 Pitts Rd Unit 20232833, Chatham, NY 12136
      0 Pitts Rd Unit 20232833, Chatham, NY 12136
      0 Pitts Rd Unit 20232833, Chatham, NY 12136
      /14

      Not Listed For Sale

      0 Pitts Rd Unit 20232833, Chatham, NY 12136

      0 Pitts Rd Unit 20232833, Chatham, NY 12136

      Last Sold Summary

      • 103 Days On Market

      Last Sold Price $85,000

      Last Listing Agent Savannah Miceli Century 21 Alliance-NP

  • 2919 County Route 9, East Chatham, NY 12060
    2919 County Route 9, East Chatham, NY 12060
    2919 County Route 9, East Chatham, NY 12060
    /36

    $435,000 Sold Nov 13, 2025

    2919 County Route 9, East Chatham, NY 12060

    • 4 Beds
    • 1.5 Baths
    • 2,020 Sq Ft
    • Built 1870

    Last Sold Summary

    • 9% Above List Price
    • $215/SF
    • 35 Days On Market

    Current Estimated Value $423,629

    Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    2919 County Route 9, East Chatham, NY 12060
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /5

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 316 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Michael Castellano GILCREST PROPERTIES

  • 26 Braley-Gleason Rd, Chatham, NY 12037
    26 Braley-Gleason Rd, Chatham, NY 12037
    /2

    $805,000 Sold Aug 01, 2025

    26 Braley-Gleason Rd, Chatham, NY 12037

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $282/SF
    • 34 Days On Market

    Current Estimated Value $814,213

    Last Listing Agent Jeffrey McKinney Beach & Bartolo Realtors

    26 Braley-Gleason Rd, Chatham, NY 12037
    • 0 Ashley Hill Rd, New Lebanon, NY 12125
      0 Ashley Hill Rd, New Lebanon, NY 12125
      0 Ashley Hill Rd, New Lebanon, NY 12125
      /4

      Not Listed For Sale

      0 Ashley Hill Rd, New Lebanon, NY 12125

      0 Ashley Hill Rd, New Lebanon, NY 12125

      Last Sold Summary

      • 28 Days On Market

      Last Sold Price $11,500

      Last Listing Agent Crystal Johnson Vera Cohen Realty, LLC

  • 270 County 17, Chatham, NY 12037
    270 County 17, Chatham, NY 12037
    270 County 17, Chatham, NY 12037
    /13

    $575,000 Sold Sep 12, 2025

    270 County 17, Chatham, NY 12037

    • 2 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • Built 1840

    Last Sold Summary

    • 4% Below List Price
    • $312/SF
    • 125 Days On Market

    Last Listing Agent Emma French Gabel Real Estate

    270 County 17, Chatham, NY 12037
    • 3851 New York 203, Valatie, NY 12184
      3851 New York 203, Valatie, NY 12184
      3851 New York 203, Valatie, NY 12184
      /23

      Not Listed For Sale

      3851 New York 203, Valatie, NY 12184

      • 3 Beds
      • 1 Bath
      • 702 Sq Ft
      • Built 1940
      3851 New York 203, Valatie, NY 12184

      Last Sold Summary

      • $228/SF
      • 86 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Kristen Riley Field Realty

Showing Results 161 - 200, Page 5 of 18

New York Columbia County Chatham

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