Chatham, NY Homes

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  /45

  $655,000 Sold Jun 30, 2025

  53 10 Broeck Rd, Chatham, NY 12037

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $409/SF
  • 16 Days On Market

  Last Listing Agent Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  53 10 Broeck Rd, Chatham, NY 12037
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  /25

  Est $321,308 Not Listed For Sale

  83 Center St, Chatham, NY 12037

  • 3 Beds
  • 1 Bath
  • 1,496 Sq Ft
  • Built 1930

  83 Center St, Chatham, NY 12037

  Last Sold Summary

  • 34% Above List Price
  • $160/SF
  • 70 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Kathryn Gerstman Empire Real Estate Firm LLC
• 

  

  

  /27

  $379,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  336 Ashley Hill Rd, Brainard, NY 12024

  Hidden Gem~This well-maintained, two- bedroom ranch-style home has so much to offer. It features a spacious living room with a wood burning fireplace and a large picture window, a light filled dining room and a well appointed kitchen.Outdoor living too with a charming front porch, a back deck perfect for dining and a hill top gazebo for quiet time. Over ten acres of wooded wonderland

  Lenore Packet Stone House Properties, LLC

  336 Ashley Hill Rd, Brainard, NY 12024
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  /38

  $292,500 Sold Oct 20, 2025

  3849 State Route 203, Valatie, NY 12184

  • 2 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $158/SF
  • 17 Days On Market

  Current Estimated Value $311,415

  Last Listing Agent Peter Forget Berkshire Hathaway Home Services Blake

  3849 State Route 203, Valatie, NY 12184
• 

  

  /2

  Est $458,095 Not Listed For Sale

  7 Harmon Heights Rd, Chatham, NY 12037

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1950

  7 Harmon Heights Rd, Chatham, NY 12037

  Last Sold Summary

  • 39% Above List Price
  • $157/SF
  • 266 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Tracy Tassinari Gabel Real Estate
• 

  

  /57

  $1,528,000 Pending

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

  858 New York 203, Chatham, NY 12037

  A rare opportunity in the heart of the coveted hamlet of Spencertown, this 1790's completely renovated antique gem, center hall colonial AND contemporary guest house are perfection and ready to greet its next owner. One of the earliest homes in the area, this gracious center hall colonial has been brought into the 21st century while maintaining its 18th century character. The gorgeous wide board

  Peter Newman Beach & Bartolo Realtors

  858 New York 203, Chatham, NY 12037
• 

  

  /96

  $315,000 Sold Nov 04, 2025

  4520 New York 66, Malden Bridge, NY 12115

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1970

  Last Sold Summary

  • 21% Below List Price
  • $191/SF
  • 74 Days On Market

  Last Listing Agent Ted Banta RVW Select Properties

  4520 New York 66, Malden Bridge, NY 12115
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  /34

  Est $609,543 Not Listed For Sale

  65 Austerlitz St, Chatham, NY 12037

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1930

  65 Austerlitz St, Chatham, NY 12037

  Last Sold Summary

  • 52% Above List Price
  • $125/SF
  • 9 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Karen Van Buren Berkshire Hathaway HomeService
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  /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
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  /17

  $220,000 Sold Jan 27, 2026

  1539 County Route 28, Valatie, NY 12184

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Below List Price
  • $166/SF
  • 69 Days On Market

  Current Estimated Value $285,585

  Last Listing Agent Michael Castellano Gilcrest Properties

  1539 County Route 28, Valatie, NY 12184
• 

  Est $1,306,000 Not Listed For Sale

  801 Dugway Rd, Chatham, NY 12037

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • Built 2001

  801 Dugway Rd, Chatham, NY 12037

  Last Sold Summary

  • 2% Above List Price
  • $475/SF
  • 25 Days On Market

  Last Sold Price $1,275,801

  Last Listing Agent Dina Palin Houlihan Lawrence, Inc
• 

  

  /17

  $4,700,000

  • 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
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  /26

  $750,000 Sold Mar 27, 2025

  361 Bushnell Rd Unit 2, Chatham, NY 12037

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Above List Price
  • $393/SF
  • 10 Days On Market

  Current Estimated Value $806,416

  Last Listing Agent Janet Kain The Kinderhook Group, Inc.

  361 Bushnell Rd Unit 2, Chatham, NY 12037
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  /44

  Est $593,750 Not Listed For Sale

  944 Dugway Rd, Chatham, NY 12037

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1972

  944 Dugway Rd, Chatham, NY 12037

  Last Sold Summary

  • 8% Above List Price
  • $304/SF
  • 36 Days On Market

  Last Sold Price $548,000

  Last Listing Agent Peter Newman Beach & Bartolo Realtors
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  /40

  $545,000 Under Contract

  • 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
• 

  $3,750,000 Sold Nov 04, 2025

  2705 County Route 9, East Chatham, NY 12060

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft
  • Built 1793

  Last Sold Summary

  • 6% Below List Price
  • $915/SF
  • 154 Days On Market

  Current Estimated Value $3,732,397

  Last Listing Agent Rachel Haley Houlihan Lawrence, Inc

  2705 County Route 9, East Chatham, NY 12060
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  /35

  Est $632,551 Not Listed For Sale

  563 Pratt Hill Rd, Chatham, NY 12037

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 1830

  563 Pratt Hill Rd, Chatham, NY 12037

  Last Sold Summary

  • 9% Above List Price
  • $341/SF
  • 47 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Kirsten Stoltmann Past Member
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  /65

  $899,000 Sold Jul 01, 2025

  186 Richmond Rd, Valatie, NY 12184

  • 6 Beds
  • 6 Baths
  • 4,602 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 246 Days On Market

  Current Estimated Value $949,177

  Last Listing Agent Michael Castellano Gilcrest Properties

  186 Richmond Rd, Valatie, NY 12184
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  /16

  Est $565,551 Not Listed For Sale

  170 Macedonia Rd, Chatham, NY 12037

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 2006

  170 Macedonia Rd, Chatham, NY 12037

  Last Sold Summary

  • 17% Above List Price
  • $242/SF
  • 182 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Natalia de Amorim Preferred Country Properties
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  /27

  $725,000 Sold Oct 30, 2025

  00 Riders Mills Rd, Chatham, NY 12037

  • Land
  • 123.2 Acres
  • $5,885 per Acre

  Last Sold Summary

  • 46% Below List Price
  • 231 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  00 Riders Mills Rd, Chatham, NY 12037
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  /32

  Est $1,262,443 Not Listed For Sale

  86 Stonewall Rd, Chatham, NY 12037

  • 4 Beds
  • 5 Baths
  • 3,296 Sq Ft
  • Built 1850

  86 Stonewall Rd, Chatham, NY 12037

  Last Sold Summary

  • 13% Above List Price
  • $338/SF
  • 5 Days On Market

  Last Sold Price $1,115,000

  Last Listing Agent Joseph Briggs William Pitt Sotheby's Int'l
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  /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
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  /42

  Est $2,062,347 Not Listed For Sale

  284 Reed Rd, Chatham, NY 12037

  • 5 Beds
  • 3.5 Baths
  • 4,350 Sq Ft
  • Built 1985

  284 Reed Rd, Chatham, NY 12037

  Last Sold Summary

  • 17% Above List Price
  • $405/SF
  • 42 Days On Market

  Last Sold Price $1,762,000

  Last Listing Agent Anjali Arora Corcoran Country Living - Hud
• 

  

  /6

  $650,000 Sold Mar 19, 2025

  43 Sutherland Rd Unit 1, Valatie, NY 12184

  • Land
  • 116.8 Acres
  • $5,565 per Acre

  Last Sold Summary

  • 12% Below List Price

  Current Estimated Value $281,854

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

  43 Sutherland Rd Unit 1, Valatie, NY 12184
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  /72

  Est $1,804,359 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

  • 5% Below List Price
  • $719/SF
  • 8 Days On Market

  Last Sold Price $1,895,000

  Last Listing Agent Janet Kain The Kinderhook Group, Inc.
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  /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 Country Life Real Estate, LLC

  190 Mallory Rd, Chatham, NY 12037
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  /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.
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  /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 $389,182

  Last Listing Agent Jack Van Buren Berkshire Hathaway Home Services Blake

  4269 State Route 203, North Chatham, NY 12132
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  /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 Sotheby's Int'l
• 

  $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 $558,175

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence, Inc

  4253 State Route 203, North Chatham, NY 12132
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  /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
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  /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 $803,908

  Last Listing Agent Jason Walch Coldwell Banker Advisor Realty

  307 Pratt Hill Rd, 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
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  /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 $736,582

  Last Listing Agent Alex Alvarez Compass Greater NY LLC

  14 Bushnell Ave, Chatham, NY 12037
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  /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
• 

  

  /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

  Last Sold Price $80,000

  Last Listing Agent Michael Castellano Gilcrest Properties
• 

  $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 $345,170

  Last Listing Agent Simone Consor Corcoran Country Living

  267 Reed Rd, Chatham, NY 12037
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  /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.
• 

  /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 $553,546

  Last Listing Agent Kirsten Stoltmann Past Member

  77 Austerlitz St, Chatham, NY 12037

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