Chatham, NY Homes

• 

  

  

  /91

  $1,300,000

  Sold Aug 22, 2025

  3 Pratt Rd, Nassau, NY 12123

  • 4 Beds
  • 2.5 Baths
  • 3,940 Sq Ft
  • Built 1800

  Last Sold Summary

  • 32% Below List Price
  • $330/SF
  • 46 Days On Market

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

  3 Pratt Rd, Nassau, NY 12123
• 

  

  

  /72

  Est $1,882,167

  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

  • 8 Days On Market
• 

  

  

  /21

  $599,000

  $51K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  896 County Route 13, Old Chatham, NY 12136

  Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a

  Mary Turoci Keyology

  896 County Route 13, Old Chatham, NY 12136
• 

  

  

  /26

  $2,450,000

  Sold Dec 03, 2025

  190 Mallory Rd, Chatham, NY 12037

  • Land
  • 90 Acres
  • $27,222 per Acre

  Last Sold Summary

  • 91% Below List Price
  • 132 Days On Market

  Last Listing Agent Anne Harrison Past Member

  190 Mallory Rd, Chatham, NY 12037
• 

  

  

  /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

  • 85 Days On Market
• 

  

  /37

  $785,000

  Pending

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

  40 Engel Rd, Old Chatham, NY 12136

  Willow Pond Retreat — 12 Acres of Serenity and Soul Welcome to Willow Pond Retreat, a soulful, private 12-acre country sanctuary where life is meant to be lived, not merely observed. Here, whispering willows frame a tranquil pond, daffodils bloom in abundance, and meandering garden paths invite you to wander among mature trees and timeless beauty. The four bedroom, four bath main home exudes

  Nancy Felcetto Brown Harris Stevens Hudson

  40 Engel Rd, Old Chatham, NY 12136
• 

  

  /27

  $340,000

  Sold Dec 05, 2025

  4269 State Route 203, North Chatham, NY 12132

  • 5 Beds
  • 3 Baths
  • 2,740 Sq Ft
  • Built 1904

  Last Sold Summary

  • 29% Below List Price
  • $124/SF
  • 87 Days On Market

  Current Estimated Value $389,087

  Last Listing Agent Jack Van Buren Berkshire Hathaway Home Services Blake

  4269 State Route 203, North Chatham, NY 12132
• 

  

  /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

  • 31 Days On Market
• 

  

  /51

  $2,895,000

  • 7 Beds
  • 4 Baths
  • 5,188 Sq Ft

  311 County Route 13, Old Chatham, NY 12136

  Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

  Nikki Carchedi Stone House Properties, LLC

  311 County Route 13, Old Chatham, NY 12136
• 

  

  /25

  $629,000

  Sold May 22, 2026

  65 High St, Chatham, NY 12037

  • 3 Beds
  • 1.5 Baths
  • 2,242 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $281/SF
  • 6 Days On Market

  Current Estimated Value $629,619

  Last Listing Agent Tammy Molinski Coldwell Banker Advisor Realty

  65 High St, Chatham, NY 12037
• 

  

  /26

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 7 Days On Market
• 

  

  /51

  $2,750,000

  Under Contract

  • 6 Beds
  • 5 Baths
  • 6,000 Sq Ft

  356 Slate Hill Rd, Chatham, NY 12037

  A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County. Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, this exceptional property offers privacy, scale, and timeless craftsmanship. The residence spans approximately 6,000 square feet

  Philip Feiner Country Life Real Estate, LLC

  356 Slate Hill Rd, Chatham, NY 12037
• 

  $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 $584,917

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence, Inc

  4253 State Route 203, North Chatham, NY 12132
• 

  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

  • 74 Days On Market
• 

  

  /40

  $2,300,000

  Open Sat 11AM - 9PM

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  300 Dugway Rd, Chatham, NY 12037

  Camp DugwayA home that evokes the great camps of the Adirondacks within 2 hours of Manhattan. Cross the bridge over a babbling brook to a setting straight out of a Cooper novel. Three cascading waterfalls frame the view. The pond sits just off the bluestone patio. Inside a blend of craftsman style and great camp ambiance in every room. The fieldstone in the fireplace came from the land as did

  Andrea Gabel Gabel Real Estate

  300 Dugway 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 $801,583

  Last Listing Agent Jason Walch Coldwell Banker Advisor Realty

  307 Pratt Hill Rd, Chatham, NY 12037
• 

  

  /58

  Est $816,984

  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

  • 50 Days On Market
• 

  

  /42

  $805,000

  $45K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  10 7 Bridges Rd, Old Chatham, NY 12136

  Nestled on 12 private acres in the serene hamlet of Old Chatham, New York, this charming log cabin offers the perfect blend of rustic appeal and modern comfort, with breathtaking panoramic views of the Catskill Mountains that change with the seasons from vibrant autumn foliage to snow capped peaks in winter. The warm, inviting main home features 3 spacious bedrooms and 2 full baths, highlighted

  Tyler Bervy Stone House Properties, LLC

  10 7 Bridges Rd, Old Chatham, NY 12136
• 

  

  /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 $798,024

  Last Listing Agent Alex Alvarez Compass Greater NY LLC

  14 Bushnell Ave, Chatham, NY 12037
• 

  

  /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

  • 15 Days On Market
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /55

  $4,995,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  174 Ten Broeck Rd, Chatham, NY 12037

  Weeping Willow Pond, a rare and awe-inspiring 1700s estate set on 78 private acres in the heart of historic Austerlitz, is a masterful blend of historic authenticity and modern luxury. Thoughtfully restored and meticulously renovated, the property unfolds across rolling lawns, bucolic fields, and curated gardens with stone patios, fire pits, indigenous plantings, and a deep, clear swim

  Nancy Felcetto Brown Harris Stevens Hudson

  174 Ten Broeck 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 $364,363

  Last Listing Agent Simone Consor Corcoran Country Living

  267 Reed Rd, Chatham, NY 12037
• 

  

  /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

  • 122 Days On Market
• 

  

  /16

  $329,500

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  33 Chapel Dr, Valatie, NY 12184

  OPEN HOUSE SATURDAY 6/6 11am-1pm Adorable, tastefully renovated cottage on a quiet side street within close proximity to Kinderhook Lake and the Empire State Rail Trail. This easy to care for home offers an array of upgrades. Including a new kitchen with a gorgeous farmhouse sink, new wainscoted bathroom, new split system for heating and cooling and a brand new deck for après dining and relaxing.

  Morgan Klima Country Life Real Estate, LLC

  33 Chapel Dr, Valatie, NY 12184
• 

  /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 $568,682

  Last Listing Agent Kirsten Stoltmann Past Member

  77 Austerlitz St, Chatham, NY 12037
• 

  

  /49

  Est $507,039

  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

  • 85 Days On Market
• 

  

  /33

  $795,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  4194 New York 203, Valatie, NY 12184

  Experience the perfect blend of historic settlement and pastoral tranquility, enhanced by the abounding Valatie Kill on the property in the coveted hamlet of North Chatham. This is a rare opportunity to own a home in a nationally recognized Historic District, where 18th-century charm meets the modern desire for space and serenity. This very sweet 3200 square foot 4 bedroom 2.5 bathroom home comes

  Annabel Taylor Four Seasons Sotheby's Int.

  4194 New York 203, Valatie, NY 12184
• 

  $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 $615,348

  Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty

  28 Green Brook Dr, Brainard, NY 12024
• 

  

  /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

  • 36 Days On Market
• 

  

  /55

  $828,000

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

  23 Frog Aly, Old Chatham, NY 12136

  OPEN HOUSE this Saturday April 25 from 1 PM- 3PMIf 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

  Richard Byrne Four Seasons Sotheby's Int.

  23 Frog Aly, Old Chatham, NY 12136
• 

  

  /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 $2,474,912

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence

  189 Sutherland Rd, Chatham, NY 12132
• 

  

  /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
• 

  

  /43

  $1,595,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,455 Sq Ft

  159 Riders Mills Rd, Old Chatham, NY 12136

  Located on one of Columbia County's loveliest roads with winding hills and valleys, this 1850's 2455 sq ft historic home on 12.55 acres has all of the amenities of a modern farmhouse in a perfect setting. The living room has original beamed ceilings and is cozy and charming. A sunlit kitchen with a double-sided working fireplace, features a stainless steel Sub Zero refrigerator and Bertazzoni gas

  Janet Kain The Kinderhook Group, Inc.

  159 Riders Mills Rd, Old Chatham, NY 12136
• 

  

  /16

  $160,000

  Sold Apr 10, 2026

  45 Houseman Ave, Chatham, NY 12037

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $170/SF
  • 5 Days On Market

  Current Estimated Value $230,478

  Last Listing Agent Rebecca Sullivan KW Platform

  45 Houseman Ave, Chatham, NY 12037
• 

  /2

  Est $383,948

  Not Listed For Sale

  64 Crestview Dr, Niverville, NY 12184

  • Studio

  64 Crestview Dr, Niverville, NY 12184
• 

  

  /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
• 

  

  /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 $507,023

  Last Listing Agent Rebecca Sullivan KW Platform

  3041 State Route 66, Chatham, NY 12037

Showing Results 161 - 200, Page 5 of 18