Chatham, NY Homes

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  /107

  $850,000 Pending

  • 6 Beds
  • 4 Baths
  • 3,024 Sq Ft

  2 High St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences.2 High Street (3Br 2Ba 1572 Sq ft) and 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  (518) 806-7476

  2 High St, Chatham, NY 12037
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  /22

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  16 Kinderhook St Unit 3, Chatham, NY 12037

  16 Kinderhook St Unit 3, Chatham, NY 12037
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  /58

  $835,000 Sold Mar 18, 2025

  4684 New York 66, Malden Bridge, NY 12115

  • 3 Beds
  • 2.5 Baths
  • 1,926 Sq Ft
  • Built 1820

  Last Sold Summary

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

  Current Estimated Value $814,278

  Last Listing Agent Jamie Kelter KW Platform

  4684 New York 66, Malden Bridge, NY 12115
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  /43

  Est $1,379,607 Not Listed For Sale

  801 Dugway Rd Unit 50, Chatham, NY 12037

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

  801 Dugway Rd Unit 50, Chatham, NY 12037

  Last Sold Summary

  • 8% Above List Price
  • $475/SF
  • 23 Days On Market

  Last Sold Price $1,275,801

  Last Listing Agent Dina Palin Houlihan Lawrence Inc.
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  /107

  $850,000 Pending

  • 6 Beds
  • 4 Baths
  • 3,024 Sq Ft

  30 Austerlitz St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) andv 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  (518) 299-5964

  30 Austerlitz St, Chatham, NY 12037
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  /17

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft
  • Apartment for Rent

  33 Main St Unit 3, Chatham, NY 12037

  Welcome to the historic Browns Building on Main Street, Chatham! This charming residential rental features 1 spacious bedroom, 1 spacious office, and 1 bathroom, combining modern comfort with vintage character. Enjoy the grandeur of high ceilings and the warmth of exposed brick throughout, complemented by wide board flooring that adds a rustic touch. Situated in the heart of Chatham, you'll be

  Dave Merchant Keller Williams Realty HV Nort

  33 Main St Unit 3, Chatham, NY 12037
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  /33

  $550,000 Sold Jul 19, 2025

  9 Fairview Ave, Chatham, NY 12037

  • 4 Beds
  • 2 Baths
  • 2,173 Sq Ft
  • Built 1865

  Last Sold Summary

  • 15% Above List Price
  • $253/SF
  • 11 Days On Market

  Current Estimated Value $569,681

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

  9 Fairview Ave, Chatham, NY 12037
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  /39

  Est $2,994,571 Not Listed For Sale

  247 Reed Rd, Chatham, NY 12037

  • 4 Beds
  • 3.5 Baths
  • 5,367 Sq Ft
  • Built 2016

  247 Reed Rd, Chatham, NY 12037

  Last Sold Summary

  • 4% Above List Price
  • $536/SF
  • 22 Days On Market

  Last Sold Price $2,875,000

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.
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  /37

  $3,995,000

  • 6 Beds
  • 5 Baths
  • 12,000 Sq Ft

  147 Rock City Rd, Old Chatham, NY 12136

  A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms,

  

  Joseph Briggs

  William Pitt Sotheby's

  (518) 741-3264

  147 Rock City Rd, Old Chatham, NY 12136
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  /9

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  25 Main St Unit Third Floor Back Apartmen, Chatham, NY 12037

  Charming 1-Bedroom Apartment for Rent – Main Street, Chatham, NYLooking for a cozy and convenient place to call home? This 1-bedroom, 1-bathroom apartment in the heart of Chatham, NY is perfect for you! It's directly on Main Street and is walking distance to everything Chatham has to offer. Features:Bright living spacesUpdated kitchen with modern appliancesFull

  25 Main St Unit Third Floor Back Apartmen, Chatham, NY 12037
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  /19

  $342,500 Sold Feb 26, 2026

  22 Bushnell Ave, Chatham, NY 12037

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Below List Price
  • $288/SF
  • 78 Days On Market

  Current Estimated Value $365,510

  Last Listing Agent Mitchell McComb Crystal Coleman Realty, LLC

  22 Bushnell Ave, Chatham, NY 12037
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  /4

  Est $194,760 Not Listed For Sale

  3053 State Route 66, Chatham, NY 12037

  3053 State Route 66, Chatham, NY 12037

  Last Sold Summary

  • 85% Above List Price
  • 11 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Mary Stapleton Berkshire Hathaway HomeService
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  /32

  $3,995,000

  • 5 Beds
  • 4.5 Baths
  • 6,518 Sq Ft

  167 New Concord Rd, East Chatham, NY 12060

  Perched High on a Hill, A Modern Sanctuary of Timeless Elegance. Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature,

  

  Joseph Briggs

  William Pitt Sotheby's Int'l

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
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  /17

  $3,600 per month

  • 3 Beds
  • 1.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  648 Albany Turnpike, Old Chatham, NY 12136

  Utilities included! Pets welcome! Second floor laundry! 3 Bedrooms with an office, family room and den! Experience the quintessential charm of Old Chatham in this early 20th-century home, beautifully maintained with wide-board wood floors and character around every corner. This spacious residence features 3 bedrooms, 1.5 bathrooms, plus a dedicated office and cozy den perfect for work, study, or

  Jessica Coutsonikas KW Platform

  648 Albany Turnpike, Old Chatham, NY 12136
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  /45

  $655,000 Sold Jun 30, 2025

  53 Ten Broeck Rd, Chatham, NY 12037

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

  Last Sold Summary

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

  Current Estimated Value $672,361

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

  53 Ten Broeck Rd, Chatham, NY 12037
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  /13

  Not Listed For Sale

  0 County Route 32, Valatie, NY 12184

  0 County Route 32, Valatie, NY 12184

  Last Sold Summary

  • 89 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Alicia Everett Keyology
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  /14

  $49,999

  • Land
  • 5.1 Acres
  • $9,804 per Acre

  Albany Turnpike Rd, Old Chatham, NY 12136

  Comparable properties in the Hudson Valley start at $75,000+ financing availableThis unique 5.1-acre opportunity in Old Chatham consists of two separate parcels located along Albany Turnpike Rd and Hunt Club Rd, Parcel ID is 102689-036-000-0001-003-000-000. One parcel is approximately 2 acres, the other about 3.1 acres, for a combined total of 5.1 acres of versatile land in one of the

  Aaron Williams Aaron's Real Estate Investments LLC

  Albany Turnpike Rd, Old Chatham, NY 12136
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  /8

  $1,450 per month

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • Apartment for Rent

  36 Spring St Unit 3, Chatham, NY 12037

  There is a 2 Bedroom 1500. plus utilities, available, Perfect location situated minutes to Hudson, The Berkshires, The Capital District and 2 Hr to NYC, located at the edge of Chatham Village. Convenient to everything this quaint little village has to offer from the famed movie house, The Crandel, shops, restaurants, Price Chopper and a laundromat. Walkup second floor from street level, you have

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St Unit 3, Chatham, NY 12037
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  /43

  $314,000 Sold Dec 22, 2025

  1412 County Route 28, Valatie, NY 12184

  • 4 Beds
  • 2 Baths
  • 1,129 Sq Ft
  • Built 1942

  Last Sold Summary

  • $278/SF
  • 18 Days On Market

  Current Estimated Value $322,490

  Last Listing Agent Stephanie Martino Clancy Real Estate

  1412 County Route 28, Valatie, NY 12184
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  /28

  Est $408,789 Not Listed For Sale

  85 Merwin Rd, Valatie, NY 12184

  85 Merwin Rd, Valatie, NY 12184

  Last Sold Summary

  • 8% Above List Price
  • 54 Days On Market

  Last Sold Price $380,000

  Last Listing Agent David Birch Barns & Farms Realty, LLC
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  /38

  $1,150,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  250 Bashford Rd, Valatie, NY 12184

  Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

  Harold Reiser Julie & Co Realty LLC

  250 Bashford Rd, Valatie, NY 12184
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  /42

  $1,425,000 Sold Oct 16, 2025

  1701 Harlemville Rd, Chatham, NY 12037

  • 2 Beds
  • 2 Baths
  • 2,275 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $626/SF
  • 14 Days On Market

  Current Estimated Value $1,419,486

  Last Listing Agent Beth Cozzolino Gabel Real Estate

  1701 Harlemville Rd, Chatham, NY 12037
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  /42

  Not Listed For Sale

  497 Route 32, North Chatham, NY 12132

  • 2 Beds
  • 1.5 Baths
  • 1,193 Sq Ft
  • Built 1980

  497 Route 32, North Chatham, NY 12132

  Last Sold Summary

  • $373/SF
  • 75 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Karen Sheffer Berkshire Hathaway HomeService
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  /48

  $2,895,000

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

  311 County Road 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 Road 13, Old Chatham, NY 12136
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  /47

  $870,000 Sold Mar 03, 2025

  357 Pitts Rd, Old Chatham, NY 12136

  • 4 Beds
  • 2.5 Baths
  • 2,855 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $305/SF
  • 62 Days On Market

  Current Estimated Value $908,791

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  357 Pitts Rd, Old Chatham, NY 12136
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  /21

  Not Listed For Sale

  31 New York 295, East Chatham, NY 12060

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2000

  31 New York 295, East Chatham, NY 12060

  Last Sold Summary

  • $110/SF
  • 75 Days On Market

  Last Sold Price $173,000

  Last Listing Agent Aimee Strunk-Reinoehl Past Member
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  /40

  $1,395,000

  • 5 Beds
  • 4 Baths
  • 4,512 Sq Ft

  226 County Route 17, Valatie, NY 12184

  Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800's core home was expanded and rearranged and is now ready for its next chapter. The formal entrance to the home is from the grand tree-lined circular driveway to the side

  Peggy Lampman Peggy Lampman Real Estate

  226 County Route 17, Valatie, NY 12184
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  /11

  $425,000 Sold Dec 16, 2025

  7 Railroad Ave, Chatham, NY 12037

  • 3 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • Built 1850

  Last Sold Summary

  • 15% Below List Price
  • $188/SF
  • 121 Days On Market

  Current Estimated Value $489,020

  Last Listing Agent Lenore Packet Stone House Properties, LLC

  7 Railroad Ave, Chatham, NY 12037
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  /22

  Not Listed For Sale

  667 - 667 White Mills, Valatie, NY 12184

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1999

  667 - 667 White Mills, Valatie, NY 12184

  Last Sold Summary

  • $37/SF
  • 56 Days On Market

  Last Sold Price $45,000

  Last Listing Agent Allen Halstead Berkshire Hathaway HomeService
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  /64

  $2,350,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  5015 Crow Hill Rd, Chatham, NY 12037

  The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  5015 Crow Hill Rd, Chatham, NY 12037
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  /30

  $415,000 Sold Jan 20, 2026

  173 Hudson Ave, Chatham, NY 12037

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Built 1892

  Last Sold Summary

  • 7% Below List Price
  • $244/SF
  • 125 Days On Market

  Current Estimated Value $382,832

  Last Listing Agent Tracy Tassinari Gabel Real Estate

  173 Hudson Ave, Chatham, NY 12037
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  /30

  Not Listed For Sale

  296 Route 295 Unit Lot16, Chatham, NY 3719

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2009

  296 Route 295 Unit Lot16, Chatham, NY 3719

  Last Sold Summary

  • $118/SF
  • 53 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Margaret Guerra Trevett Group LLC
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  /41

  $998,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,986 Sq Ft

  4174 State Route 66, Malden Bridge, NY 12115

  Exquisite Contemporary Retreat in Chatham Tucked away at the end of a private, tree-lined drive and perched atop a hill, this one-of-a-kind modern compound offers unparalleled privacy and elegance. Surrounded by meticulously landscaped perennial gardens, a charming footbridge, and a tranquil stream with a cascading waterfall, the property invites you to indulge in the ultimate escape from city

  Martin Salerno The Kinderhook Group, Inc.

  4174 State Route 66, Malden Bridge, NY 12115
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  /31

  $679,000 Sold Aug 21, 2025

  1582 State Route 203, Chatham, NY 12037

  • 3 Beds
  • 3.5 Baths
  • 2,050 Sq Ft
  • Built 2006

  Last Sold Summary

  • $331/SF
  • 95 Days On Market

  Current Estimated Value $697,964

  Last Listing Agent Jason Karadus Corcoran Country Living

  1582 State Route 203, Chatham, NY 12037
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  /18

  Not Listed For Sale

  346 Fire Hill Rd, Chatham, NY 12037

  • 4 Beds
  • 2.5 Baths
  • 2,472 Sq Ft
  • Built 1840

  346 Fire Hill Rd, Chatham, NY 12037

  Last Sold Summary

  • $283/SF
  • 46 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Emma French Gabel Real Estate
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  /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
• 

  

  /19

  $422,500 Sold Jul 15, 2025

  29 Thomas St, Chatham, NY 12037

  • 4 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 1850

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 32 Days On Market

  Current Estimated Value $433,057

  Last Listing Agent Daniel Mahar Mahar Real Estate, LLC

  29 Thomas St, Chatham, NY 12037
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  /3

  Not Listed For Sale

  L.81.4 & 5 Pitts Rd, Chatham, NY 12136

  L.81.4 & 5 Pitts Rd, Chatham, NY 12136

  Last Sold Summary

  • 171 Days On Market

  Last Sold Price $195,975

  Last Listing Agent Edith Kelly Miranda Real Estate Group Inc
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  /51

  $2,750,000

  • 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

  Anne Harrison Country Life Real Estate, LLC

  356 Slate Hill Rd, Chatham, NY 12037
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  /2

  $183,000 Sold Sep 08, 2025

  46 Edgewood Acres Unit 46, Chatham, NY 12037

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $102/SF
  • 105 Days On Market

  Last Listing Agent Peter Newman Beach & Bartolo Realtors

  46 Edgewood Acres Unit 46, Chatham, NY 12037

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