Chatham, NY Homes

• 

  

  

  /65

  $899,000 Sold Jul 01, 2025

  • 4,602 Sq Ft
  • $195/SF
  • 246 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1999

  186 Richmond Rd, Valatie, NY 12184

  Welcome to 186 Richmond Rd, a remarkable family compound nestled in the heart of Hunt Country. The countryside's beauty is matched only by the elegance of the homes that dot the landscape. It's not uncommon for horses to share the road with passing autos, adding charm and tranquility to this rural setting. Surrounded by exquisite estates, this property offers an unparalleled opportunity to

  Michael Castellano Gilcrest Properties

  186 Richmond Rd, Valatie, NY 12184
• 

  Est $327,320 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,641 Sq Ft

  5 Moore Ave, Chatham, NY 12037

  5 Moore Ave, Chatham, NY 12037
• 

  

  

  /18

  $695,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,731 Sq Ft

  20 Depot Ln, Old Chatham, NY 12136

  Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for

  Andrea Gabel Gabel Real Estate

  20 Depot Ln, Old Chatham, NY 12136
• 

  

  

  /45

  $655,000 Sold Jun 30, 2025

  • 1,600 Sq Ft
  • $409/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  53 10 Broeck Rd, Chatham, NY 12037

  Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight while the generous ''mudroom'' entrance provides plenty of storage. The first floor

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  53 10 Broeck Rd, Chatham, NY 12037
• 

  

  /2

  Est $545,143 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,298 Sq Ft

  2 Moore Ave, Chatham, NY 12037

  2 Moore Ave, Chatham, NY 12037
• 

  

  /41

  $799,900 Pending

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

  307 Pratt Hill Rd, Chatham, NY 12037

  Fall in Love with This Private Saltbox Retreat on 21+ AcresWelcome to your own secluded paradise—this charming Saltbox-style home is perfectly nestled on 21.4 private acres, offering complete privacy and beautiful views of the Catskill Mountains and Hudson Valley.Thoughtfully positioned so that no neighbors are in sight, this home is tucked away in nature where the only sounds

  Jason Walch Coldwell Banker Advisor Realty

  307 Pratt Hill Rd, Chatham, NY 12037
• 

  

  /45

  $655,000 Sold Jun 30, 2025

  • 1,600 Sq Ft
  • $409/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  53 Ten Broeck Rd, Chatham, NY 12037

  Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight, while the generous ''mudroom'' entrance provides plenty of storage. The first

  Jennifer Capala William Pitt Sothebys Intn'l

  53 Ten Broeck Rd, Chatham, NY 12037
• 

  

  /29

  Est $341,875 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  39 High St, Chatham, NY 12037

  39 High St, Chatham, NY 12037
• 

  

  /39

  $995,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,590 Sq Ft

  23 Lovers Ln, Chatham, NY 12037

  At the heart of this timeless hamlet sits The Chatham House, offering a poetic blend of early American architecture and modern ease. Thoughtfully evolved over centuries, the home preserves its soul while embracing the comforts of today.Inside, light spills through elegant original windows and into the sweeping central hall and formal sitting rooms on either side of the house. A library

  Alexandra Demetrakis Upstate Down

  23 Lovers Ln, Chatham, NY 12037
• 

  

  /34

  $495,000 Sold Jun 27, 2025

  • 1,624 Sq Ft
  • $305/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  41 E Shore Dr, Valatie, NY 12184

  Spend the summer watching sunsets over Kinderhook Lake, dine under the gazebo & cook out on the ample deck area. Located near the deepest part of the lake, there is 50 feet of water frontage. Enter the home from the deck entrance, to an open concept kitchen recently renovated with granite counters & stainless steel appliances. The dining area has a wall of windows overlooking the lake & adjacent

  Kim Voltz Anderson Agency, Inc.

  41 E Shore Dr, Valatie, NY 12184
• 

  

  /13

  Est $313,462 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,451 Sq Ft

  2105 State Route 203, Chatham, NY 12037

  2105 State Route 203, Chatham, NY 12037
• 

  

  /13

  $599,000 Pending

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

  270 County 17, Chatham, NY 12037

  Former Schoolhouse Completely Redone1840s One room schoolhouse with the most amazing floors and exposed beams. Come in through the original entrance! The classroom is now a living room with a fireplace and full bath. The expansive and well appointed kitchen has all locally crafted handmade cherry cabinets. A den just off the kitchen is perfect for a post dinner chat. The french doors lead out to

  Emma French Gabel Real Estate

  270 County 17, Chatham, NY 12037
• 

  

  /35

  $335,000 Sold Jun 04, 2025

  • 1,400 Sq Ft
  • $239/SF
  • 27 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  5 Washington Ave, Chatham, NY 12037

  Nice three story Village home on a side street. The street level has a garage, laundry area, guest space and bathroom or finish the rest of the first level for a studio or in law apartment. The second level has a kitchen, dining area, living room, two bedrooms, full bath and an enclosed sunny front porch to enjoy your morning coffee or your afternoon cocktail. The third level has a primary

  Karen Van Buren Berkshire Hathaway HomeService

  5 Washington Ave, Chatham, NY 12037
• 

  

  /30

  Not Listed For Sale

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

  2429 County Route 9, East Chatham, NY 12060

  2429 County Route 9, East Chatham, NY 12060
• 

  

  /18

  $599,900 Pending

  • 0.5 Baths
  • 8,000 Sq Ft

  15 Mill St, Chatham, NY 12037

  A river runs through it. Incredible opportunity awaits its new owner! Fortune favors the brave. So much is happening in the Hudson Valley of NY! It an exciting time! Do you have the vision for this 1.9 acre industrially zoned parcel located within the Village of Chatham? Water and sewer available. Gorgeous location for a brewery, distillery, cidery adjacent to the babbling brook. The dam is also

  Michael Castellano Gilcrest Properties

  15 Mill St, Chatham, NY 12037
• 

  

  /20

  $375,000 Sold May 30, 2025

  • 1,435 Sq Ft
  • $261/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  401 Bushnell Rd, Chatham, NY 12037

  Situated on one acre on a peaceful country road and surrounded by picturesque farmland, this charming ranch is ready for its next chapter. From the privacy of your back deck you'll enjoy the sights and sounds of nature creating a calming retreat. Located just 10 minutes from the Village of Chatham you can enjoy the rural charm at home and still be close to all the amenities. Come take a look and

  Kelly Harrison Taconic Valley Real Estate

  401 Bushnell Rd, Chatham, NY 12037
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  /36

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,543 Sq Ft

  28 Birge Hill Rd, Chatham, NY 12037

  28 Birge Hill Rd, Chatham, NY 12037
• 

  

  /33

  $599,000 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,968 Sq Ft

  9 Jones Ave, Chatham, NY 12037

  Welcome home!This thoughtfully restored 1880's village residence maintains its original integrity. The home has been meticulously renovated, featuring spacious rooms with lofty ceilings, abundant natural sunlight, and beautiful hardwood floors throughout.A beautiful front entryway opens to an elegantly curved staircase and parlor. Just beyond the French doors an inviting dining

  Lenore Packet Stone House Properties, LLC

  9 Jones Ave, Chatham, NY 12037
• 

  

  /33

  $143,000 Sold May 19, 2025

  • 945 Sq Ft
  • $151/SF
  • 104 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2007

  97 Little Lake Rd Unit LOT23, Valatie, NY 12184

  Meticulously maintained, 2BED/1BATH double wide built in 2007! LOW maintenance & simple living. Located in a mobile park but set at the top of the hill for the most privacy. You will appreciate views of Round Lake from your living room, outside deck & more! Lot rent is $425 which covers Taxes, Water/Sewer, Garbage and Snow Removal. Set up your showing today to enjoy peaceful and stress free

  Paige Ryan Coldwell Banker Prime Properti

  97 Little Lake Rd Unit LOT23, Valatie, NY 12184
• 

  

  /75

  Est $447,316 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  208 State Route 295, Chatham, NY 12037

  208 State Route 295, Chatham, NY 12037
• 

  

  /36

  $525,000

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

  3041 State Route 66, Chatham, NY 12037

  On 12.5 acres in the hills of Chatham, this gem is equal parts peaceful escape & creative opportunity. The 2BR, 1 & half BA home is full of charm, w/ HW floors, a creek stone wood-burning FP, & 2 light-filled 3SR. A screened-in porch -perfect for morning coffee or quiet evenings. The land is a highlight in itself: a seasonal stream runs along the back edge, groomed trails wind through the woods,

  Rebecca Sullivan Miranda Real Estate Group, Inc

  3041 State Route 66, Chatham, NY 12037
• 

  $273,681 Sold May 19, 2025

  • 1,125 Sq Ft
  • $243/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1931

  5 Pohndorf Dr, Old Chatham, NY 12136

  Discover your private country retreat on this lush, secluded property set back from the main road. This charming home welcomes you with a covered front porch—perfect for morning coffee or evening relaxation while enjoying the peaceful surroundings.The main level features a spacious living room perfect for gatherings or quiet evenings. The updated kitchen boasts modern appliances, elegant

  Gary Martin Compass Greater NY, LLC

  5 Pohndorf Dr, Old Chatham, NY 12136
• 

  

  /20

  Est $379,644 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,397 Sq Ft

  778 State Route 295, East Chatham, NY 12060

  778 State Route 295, East Chatham, NY 12060
• 

  

  /50

  $565,000 Open Sun 11AM - 1PM

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

  4253 State Route 203, North Chatham, NY 12132

  Introducing Woodbine Cottage, a storybook Colonial built circa 1800 in the heart of North Chatham's historic district. Wide-plank floors, timber beams, and an original mantle recall its heritage, while a refreshed kitchen, renovated baths, and new appliances add modern ease. Outside, sweet dormer windows, columns, and a classic metal roof evoke an English country cottage. Two front porches invite

  Anthony D'Argenzio Houlihan Lawrence

  4253 State Route 203, North Chatham, NY 12132
• 

  

  /22

  $120,000 Sold Apr 30, 2025

  • 1,216 Sq Ft
  • $99/SF
  • 89 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2013

  1903 New York 203 Unit 14, Chatham, NY 12037

  Come and visit this absolutely beautiful Edgewood Acres Champion Home in Ghent that was built new in 2013 and has been in the same family since it was purchased. It features 3 large bedrooms & 2 full baths. This home is 16x76 and has been meticulously maintained since it was purchased. Itbacks up to a private wooded area, with shed included. Lot rent is $547 which includes garbage, taxes water

  Stephen Cole Gilcrest Properties

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

  

  /31

  Est $345,680 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  93 White Bridge Rd, Old Chatham, NY 12136

  93 White Bridge Rd, Old Chatham, NY 12136
• 

  

  /11

  $445,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft

  173 Hudson Ave, Chatham, NY 12037

  1892 Colonial thoughtfully renovated with hand crafted cherry kitchen. High ceilings, and large windows. Wood floors. Original detail. Three good sized bedrooms. Full attic finished off with plumbing ready for another bath. Wonderful location with private yard. Two car garage. Level land and seasonal stream. Walk to the village.

  Tracy Tassinari Gabel Real Estate

  173 Hudson Ave, Chatham, NY 12037
• 

  

  /44

  $335,000 Sold Apr 17, 2025

  • Land
  • 28 Acres
  • $11,917 per Acre

  • 57 Days On Market

  64 Crestview Dr, Niverville, NY 12184

  Breathtaking 28.11-acre property ready for your dream home. With 5 acres already cleared and stumped, this parcel offers an ideal blend of open space and wooded privacy. Enjoy partial views of Kinderhook Lake and the Catskill Mountains as your daily backdrop. This property features ample road frontage and a long driveway with dual access on Crestview Drive and another on Chapel Drive, ensuring

  Kathryn Kole Coldwell Banker Prime Properties

  64 Crestview Dr, Niverville, NY 12184
• 

  

  /20

  Est $590,239 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,867 Sq Ft

  165 White Bridge Rd, Old Chatham, NY 12136

  165 White Bridge Rd, Old Chatham, NY 12136
• 

  

  /16

  $575,000

  • Land
  • 34 Acres
  • $16,749 per Acre

  10 Thomas Rd, Valatie, NY 12184

  Magnificent opportunity to own a large barn in great condition on 34+ acres with a two-bedroom apartment and a massive office space. Views of the Catskill mountains with two ponds and 20 acres of pasture. Direct access to the property from Thomas Rd, Boice Rd. and Route 66. The barn has 15 stalls, concrete floors, and water spigots. The smaller of the two horse stall wings would make a great

  Patrick Lilly Patrick Lilly Team, LLC

  10 Thomas Rd, Valatie, NY 12184
• 

  

  /26

  $750,000 Sold Mar 27, 2025

  • 1,908 Sq Ft
  • $393/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  361 Bushnell Rd Unit 2, Chatham, NY 12037

  On one of the prettiest country roads lies this charming and extremely well-maintained gambrel roof home on almost 8 secluded acres. Across the road, cows meander and one can view the ridges of farmland,while only 10 minutes from downtown Chatham.The home consists of 3 BR, 4 baths (primary ensuite) and is flooded with sunlight! A large stone wood burning fireplace in the living room creates

  Janet Kain The Kinderhook Group, Inc.

  361 Bushnell Rd Unit 2, Chatham, NY 12037
• 

  

  /42

  Est $758,905 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  58 Reed Rd, Valatie, NY 12184

  58 Reed Rd, Valatie, NY 12184
• 

  

  /37

  $549,000

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

  28 Green Brook Dr, Brainard, NY 12024

  Timeless country elegance best describes this charming custom-built Cape, set on 2.6 acres along the Green Brook in the Town of Chatham, just outside the hamlet of Malden Bridge. Built with craftsmanship and rich character, the home blends tradition with modern comfort, featuring solid wood doors, cherry hardwood floors, custom kitchen and lighting, tiled baths, and a welcoming living room with a

  Joseph Briggs William Pitt Sothebys Int Rlty

  28 Green Brook Dr, Brainard, NY 12024
• 

  

  /6

  $650,000 Sold Mar 19, 2025

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

  43 Sutherland Rd Unit 1, Valatie, NY 12184

  Sutherland Road in the Chatham hunt country is one of those gravel country roads that transports you to a place heralded by song and nostalgia. So rural in nature, rolling in hills and dales, expansive in views and long on privacy yet close to all the amenities of an Upstate lifestyle full of wellness and solace, this offering is an amazing deal. Covered in lush, healthy clover and milkweed and

  Parker Meyer Four Seasons Sotheby's Int.

  43 Sutherland Rd Unit 1, Valatie, NY 12184
• 

  

  /10

  Est $252,690 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  3812 State Route 203, Valatie, NY 12184

  3812 State Route 203, Valatie, NY 12184
• 

  

  /37

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  3814 State Route 203, Valatie, NY 12184

  Perched on a hill, this cozy, walk-up hideaway has a western view of Kinderhook Lake, reminiscent of the Berkeley Hills or Cinque Terre. Enjoy the lake community and the year round lake views from the deck, enclosed porch or dining room. The home has a primary bedroom and one smaller bedroom, 1.5 BA, a central LR/DR, kitchen and an enclosed/heated front porch. Offers a nice degree of privacy

  Thomas Jan Van Alstyne Anderson Agency

  3814 State Route 203, Valatie, NY 12184
• 

  

  /58

  $835,000 Sold Mar 18, 2025

  • 1,926 Sq Ft
  • $434/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1820

  4684 New York 66, Malden Bridge, NY 12115

  Welcome to the Loren Van Valkenberg House, a stunning Greek Revival home in Malden Bridge. This exquisite residence features 3 spacious bedrooms, 2 with en-suite bathrooms. A large, sunlit room designed by renowned architect Kate Johns offers a perfect space for relaxation or entertaining. Outdoors, enjoy a private patio, serene backyard, and an impressive barn with a 1-car garage and versatile

  Jamie Kelter KW Platform

  4684 New York 66, Malden Bridge, NY 12115
• 

  /2

  Est $393,480 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  32 E Shore Dr, Valatie, NY 12184

  32 E Shore Dr, Valatie, NY 12184
• 

  

  /119

  $4,860,000

  • 3 Beds
  • 3.5 Baths
  • 4,104 Sq Ft

  249 Bashford Rd, Valatie, NY 12184

  ''Sweet Dreams Farm'' in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's farm adjacent to the Old Chatham Hunt Club trails. Possessing 3 separately deeded properties: The Main House, is a 1800's historic salt box combo center hall colonial. Hosting: 3 beds, 3.5 baths, 5 fireplaces, custom gourmet kitchen, finely detailed moldings, original wide plank

  Harold Reiser Julie & Co Realty, LLC

  249 Bashford Rd, Valatie, NY 12184
• 

  

  /31

  $480,000 Sold Mar 07, 2025

  • 2,368 Sq Ft
  • $203/SF
  • 98 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1929

  55 Woodbridge Ave, Chatham, NY 12037

  Chatham two-family in the heart of the Village ready for investors. Both units have been fully updated while original craftsman's details were preserved. Complete kitchen, bathroom, and system renovations were recently done to maximize the efficiency and comfortability of the homes. The lower unit has a spacious entry, leading into a light filled family room and dining area. A large modern

  Rachel Haley Houlihan Lawrence Inc.

  55 Woodbridge Ave, Chatham, NY 12037

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