Chatham, NY Homes

• 

  

  

  /37

  $3,595,000

  $400K PRICE DROP

  • 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
• 

  

  

  /10

  $1,500

  Total Monthly Price

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

  25 Main St Unit Second Floor Rear Apt., 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 Second Floor Rear Apt., Chatham, NY 12037
• 

  

  

  /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 $598,255

  Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l

  9 Fairview Ave, Chatham, NY 12037
• 

  

  

  /39

  Est $2,974,043

  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

  • 22 Days On Market
• 

  

  

  /33

  $2,950,000

  $1M PRICE DROP

  • 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 Sothebys Int Rlty

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
• 

  

  /8

  $1,300

  Total Monthly Price

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

  144 Hudson Ave Unit 1, Chatham, NY 12037

  This is a newly renovated unit. There is private laundry, galley kitchen and a bedroom / living space. Central air is included and the tenant pays for propane (for heating) and electricity. There is private off street parking at the back of the building. Tenant must be able to climb stairs. Absolutely NO pets.This unit is located within walking distant to Chatham center, 20 minutes from

  144 Hudson Ave Unit 1, Chatham, NY 12037
• 

  

  /38

  $1,040,000

  Sold Apr 20, 2026

  250 Bashford Rd, Valatie, NY 12184

  • 2 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • Built 1870

  Last Sold Summary

  • 10% Below List Price
  • $503/SF
  • 126 Days On Market

  Current Estimated Value $905,626

  Last Listing Agent Harold Reiser Julie & Co Realty LLC

  250 Bashford Rd, Valatie, NY 12184
• 

  

  /4

  Est $178,701

  Not Listed For Sale

  3053 State Route 66, Chatham, NY 12037

  3053 State Route 66, Chatham, NY 12037

  Last Sold Summary

  • 11 Days On Market
• 

  

  /32

  $4,495,000

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

  33 Ford Rd, Old Chatham, NY 12136

  CEDAR HILL - Architectural Country Living at its Finest - is the embodiment of 21st-century modern luxury. Elevated on 10 private acres with sweeping mountain views, a gracious mix of open and wooded landscape, a serene spring-fed lily pond, and an organic vegetable garden, this newly expanded and reimagined six-bedroom home is set in Old Chatham, one of the most coveted corners of New York's

  Nancy Felcetto BROWN HARRIS STEVENS HUDSON

  33 Ford Rd, Old Chatham, NY 12136
• 

  

  /69

  $3,495 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,839 Sq Ft
  • House for Rent

  1523 County Road 28, Valatie, NY 12184

  AVAILABLE FOR RENT FURNISHED FOR 3-MONTH SUMMER RENTAL or long term rental. Also available UNFURNISHED for a 12-month rental. Longreach (ca. 1878 construction) is a unique, one-and-a-half acre property, consisting of house, barn, and large yard in the heart of Chatham Center/Valatie, New York. The home features two residential floors, a formal salon, formal dining room, well-equipped kitchen,

  Matt Lynch The Kinderhook Group, Inc.

  1523 County Road 28, Valatie, NY 12184
• 

  

  /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 $717,310

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

  53 Ten Broeck Rd, Chatham, NY 12037
• 

  

  /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
• 

  

  /61

  $1,875,000

  • 3 Beds
  • 2 Baths
  • 2,908 Sq Ft

  41 Chicory Ln, Chatham, NY 12037

  Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed

  Anthony D'Argenzio Houlihan Lawrence

  41 Chicory Ln, Chatham, NY 12037
• 

  

  /22

  $16,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 3,300 Sq Ft
  • House for Rent

  323 Haddock Hill Rd, Old Chatham, NY 12136

  Welcome to Rock Hill North, an idyllic Upper Hudson Valley rental home in Old Chatham. Situated on 10 private acres, the new build is a modern take on a traditional barn house. The home features open living spaces, 3-4 bedrooms (currently configured as 4), 3.5 bathrooms, and additional second level rooms for office, studio, or fitness room. The primary suite, with its own patio, has views of the

  Patrick Heffernan Compass Greater NY, LLC

  323 Haddock Hill Rd, Old Chatham, NY 12136
• 

  

  /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 $331,317

  Last Listing Agent Stephanie Martino Clancy Real Estate

  1412 County Route 28, Valatie, NY 12184
• 

  

  /28

  Est $407,695

  Not Listed For Sale

  85 Merwin Rd, Valatie, NY 12184

  85 Merwin Rd, Valatie, NY 12184

  Last Sold Summary

  • 54 Days On Market
• 

  

  /19

  $211,500

  $24K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,314 Sq Ft

  55 Payn Ave, Chatham, NY 12037

  Charming cape on one acre with a detached garage. Lots of room to spread out on this property. 4 Bedrooms 2 Baths on a fenced in lot. Inside has high ceilings and a beautiful stone fireplace, there is a crawl space basement and attic. Lots of original features, including beautiful inlaid wood flooring and wood trim. Detached oversized garage and 2 enclosed porches wrap up this gem.

  Ronnie Rebis Grist Mill Real Estate

  55 Payn Ave, Chatham, NY 12037
• 

  

  /31

  $4,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Property for Rent

  5 Fairview Ave, Chatham, NY 12037

  Wonderful, warm Victorian on quiet road in the village of Chatham. Large lemonade Porch graces the front of the home, with a lovely Patio in the back. Stately Livingroom, Parlor and Music Room provide space to entertain or just relax. Sunny gourmet eat-in Kitchen with island has a glass wall that overlooks gardens and planting beds. Upstairs there are 4 Bedrooms, 2 Full Baths and plenty of

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  5 Fairview Ave, Chatham, NY 12037
• 

  

  /21

  $389,000

  Sold May 19, 2026

  1108 New York 295, East Chatham, NY 12060

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 1820

  Last Sold Summary

  • $210/SF
  • 25 Days On Market

  Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  1108 New York 295, East Chatham, NY 12060
• 

  

  /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

  • 75 Days On Market
• 

  

  /8

  $108,000

  • 3 Beds
  • 2 Baths

  1903 Route 203 Unit 104, Chatham, NY 12037

  2013 3 bedroom, 2 full bath manufactured home available for sale. $108,000. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community park is walking distance from downtown Chatham with playgrounds,

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 104, Chatham, NY 12037
• 

  

  /17

  $2,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Apartment for Rent

  96 Jefferson Hill Rd, Malden Bridge, NY 12115

  Beautiful light & bright 3-bedroom 2 bath apartment on the second floor. Includes all utilities, (heat , electric & internet, AC) 1 garage space for tenant and private laundry room. Located off a quiet country town-maintained dirt road overlooking a huge pond & lovely pastoral views.

  Philip Feiner Country Life Real Estate, LLC

  96 Jefferson Hill Rd, Malden Bridge, NY 12115
• 

  

  /3

  $80,000

  Sold Jun 03, 2026

  L-4 New York 203, Chatham, NY 12037

  • Land
  • 17,424 Sq Ft
  • $200,000 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 33 Days On Market

  Last Listing Agent Jack Van Buren Berkshire Hathaway HomeService

  L-4 New York 203, Chatham, NY 12037
• 

  

  /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

  • 75 Days On Market
• 

  

  /17

  $599,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  521 White Mills Rd, Valatie, NY 12184

  Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

  Emma French Gabel Real Estate

  521 White Mills Rd, Valatie, NY 12184
• 

  

  /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 $1,503,814

  Last Listing Agent Beth Cozzolino Gabel Real Estate

  1701 Harlemville Rd, Chatham, NY 12037
• 

  

  /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

  • 56 Days On Market
• 

  

  /31

  $550,000

  Pending

  • 4 Beds
  • 4 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 on 1st level incl wood-burning F/P, eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting thuout- 2nd flr w/4lg BRS. 1 full, 2 half baths, period hardwood floors throughout, private rear deck. POST & BEAM BARN. Lg parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  2948 County Route 9, East Chatham, NY 12060
• 

  

  /39

  $360,000

  Sold Apr 03, 2026

  47 Austerlitz St, Chatham, NY 12037

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1830

  Last Sold Summary

  • 12% Below List Price
  • $171/SF
  • 128 Days On Market

  Current Estimated Value $608,000

  Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

  47 Austerlitz St, Chatham, NY 12037
• 

  

  /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

  • 53 Days On Market
• 

  

  /18

  $560,000

  $75K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,862 Sq Ft

  139 Haddock Hill Rd, Old Chatham, NY 12136

  A Grand Dame in Old Chatham. Discover the joy in bringing back a classic. All the bones are solid. Five bedrooms in that rambling feel that makes farmhouses so lovable. The great room fireplace combines stone and real wood panels with views of the pond out the windows. A formal dining with wainscoting leads to a kitchen that leads out back. A second living room that could be it's own apartment.

  Andrea Gabel Gabel Real Estate

  139 Haddock Hill Rd, Old Chatham, NY 12136
• 

  

  /107

  $825,000

  Sold Mar 27, 2026

  2 High St, Chatham, NY 12037

  • 6 Beds
  • 4 Baths
  • 3,024 Sq Ft
  • Built 1874

  Last Sold Summary

  • 3% Below List Price
  • $273/SF
  • 111 Days On Market

  Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

  2 High St, Chatham, NY 12037
• 

  

  /22

  Not Listed For Sale

  1903 New York 203 Unit 14, Chatham, NY 12037

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

  1903 New York 203 Unit 14, Chatham, NY 12037

  Last Sold Summary

  • 89 Days On Market
• 

  

  /19

  $135,000

  $50K PRICE DROP

  • Land
  • 18,295 Sq Ft
  • $321,429 per Acre

  0 Murray St, Chatham, NY 12037

  RARE buildable lot available in the Village of Chatham on just under .5 acre set up and off of private dead-end road with seasonal views of the Catskill Mountains and the Clock Tower in Chatham. Easy, short walk into the village or to Borden's Pond Conservation Area. Loads of space to build within village setbacks. Property has a bit of a grade allowing building site to be up and back with a

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
• 

  /2

  $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

  • 7% Below List Price
  • $288/SF

  Current Estimated Value $368,728

  Last Listing Agent Crystal Coleman Crystal Coleman Realty LLC

  22 Bushnell Ave, Chatham, NY 12037
• 

  

  /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

  • 46 Days On Market
• 

  

  /31

  $350,000

  Pending

  • 2 Baths
  • 3,712 Sq Ft

  12 Woodbridge Ave, Chatham, NY 12037

  Turn a Landmark into Your Dream Property - Village of Chatham Opportunities like this don't come around often. Set on a .44-acre double corner lot in the heart of the Village of Chatham, this beautifully maintained former church offers 3,700+ square feet ready to be reimagined into a truly one-of-a-kind. Step inside and you're immediately struck by soaring ceilings, breathtaking stained-glass

  Matthew Loder Country Boy Realty

  12 Woodbridge Ave, Chatham, NY 12037
• 

  

  /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 $422,420

  Last Listing Agent Lenore Packet Stone House Properties, LLC

  7 Railroad Ave, Chatham, NY 12037
• 

  

  /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
• 

  

  /20

  $114,900

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  296 New York 295, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

  Margaret Guerra Trevett Group LLC

  296 New York 295, Chatham, NY 12037

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