4,009

Chatham, NY Homes

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    • /2

      Est $1,000,504 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,807 Sq Ft

      142 Riders Mills Rd, Old Chatham, NY 12136

      142 Riders Mills Rd, Old Chatham, NY 12136
  • /27

    $134,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    296 New York 295 Unit Lot 19, 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

    Margaret Guerra Gilcrest Properties

    296 New York 295 Unit Lot 19, Chatham, NY 12037
  • /39

    $2,875,000 Sold Jan 10, 2025

    • 5,367 Sq Ft
    • $536/SF
    • 22 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    247 Reed Rd, Chatham, NY 12037

    Follow a long drive through woods of pines and wildflowers to 247 Reed Road, a designer renovated contemporary home built to frame stunning views of the Hudson Valley hills and the Catskill Mountains beyond. The home sits on ten acres of sprawling green lawn and forest with a pool & open-air pool house. The site is as private as it is picturesque, exceptionally quiet yet just minutes to town.

    Annabel Taylor Four Seasons Sotheby's Int.

    247 Reed Rd, Chatham, NY 12037
    • /37

      Est $511,494 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,300 Sq Ft

      973 Albany Turnpike, Old Chatham, NY 12136

      973 Albany Turnpike, Old Chatham, NY 12136
  • /17

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    1900 New York 203, Chatham, NY 12037

    Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

    Jennifer Wall Anderson Agency

    1900 New York 203, Chatham, NY 12037
  • /47

    $2,300,000 Sold Jan 08, 2025

    • 3,690 Sq Ft
    • $623/SF
    • 256 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1902

    638 Pitt Hall Rd, Old Chatham, NY 12136

    A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a

    Jennifer Capala William Pitt Sothebys Intn'l

    638 Pitt Hall Rd, Old Chatham, NY 12136
    • /52

      Est $373,954 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,356 Sq Ft

      1048 Albany Turnpike, Old Chatham, NY 12136

      1048 Albany Turnpike, Old Chatham, NY 12136
  • /30

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    50 Payn Ave, Chatham, NY 12037

    Welcome to Dogwood Cottage! Tucked along one of the most darling streets in the Village of Chatham, Dogwood Cottage is a storybook gem framed by the blooms of its namesake tree. Set on a sweet quarter-acre lot, this 3 bedroom, 2 bath 1945 ''Victory Cottage'' offers the perfect blend of charm, privacy, and village convenience.Inside, natural light pours through every room, highlighting the warmth

    Brittany Craig Houlihan Lawrence Inc.

    50 Payn Ave, Chatham, NY 12037
  • /24

    Sold Jan 03, 2025

    • 4,200 Sq Ft
    • 85 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1820

    4182 New York 203, Valatie, NY 12184

    In an Upstate hamlet listed on the National Register of Historic Places, the Vollmuth-Langlois House brings to the Columbia County market an expansive residence with impeccable upkeep and historicpreservation, featuring 3 bedrooms, 4 bathrooms, 5 wood burning fireplaces and a wood paneled office space. The home is situated on an acre and a half lot sloping gently downwards to the banks of the

    Parker Meyer Four Seasons Sotheby's Int.

    4182 New York 203, Valatie, NY 12184
    • /19

      Est $283,012 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      1 Wentworth Ct, Chatham, NY 12037

      1 Wentworth Ct, Chatham, NY 12037
  • /16

    $695,000

    • Land
    • 34 Acres
    • $20,245 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
  • /35

    $580,000 Sold Dec 23, 2024

    • 1,701 Sq Ft
    • $341/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1830

    563 Pratt Hill Rd, Chatham, NY 12037

    This beautiful 1830s farmhouse in Spencertown is located in a peaceful and idyllic neighborhood away from busy roads. The three-bedroom, two-bath home has preserved its original character and charm with Built-in Bookcases, Cabinets, and Wide Board Plank Floors. It also boasts Modern Features like aWolf Range, a new stainless steel refrigerator, granite countertops,Heat Pump(w/4 mini split units),

    Kirsten Stoltmann Past Member

    563 Pratt Hill Rd, Chatham, NY 12037
    • /32

      Est $1,248,520 Not Listed For Sale

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

      86 Stonewall Rd, Chatham, NY 12037

      86 Stonewall Rd, Chatham, NY 12037
  • /11

    $390,000

    • Land
    • 45 Acres
    • $8,667 per Acre

    0 County Route 28-A Unit 20251992, Chatham Center, NY 12184

    Commanding panoramic views in the heart of Chatham Center span the Helderbergs, Jiminy Peak and the Berkshires, and into Village of Chatham — all visible from the top of this dramatic hilltop parcel. With 5-acre zoning, the property has potential for subdivision, or the perfect opportunity to build a striking home on the hill, surrounded by sweeping, bucolic landscapes. A rare and spectacular

    Scott Paladino Chatham Properties

    0 County Route 28-A Unit 20251992, Chatham Center, NY 12184
  • /30

    Sold Dec 18, 2024

    • 1,440 Sq Ft
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2009

    296 Route 295 Unit Lot16, Chatham, NY 3719

    Charming home in Chatham. Welcome to this spacious and well-maintained 3-bedroom, 2-bathroom home, perfectly situated on a lovely lot with stunning landscaped grounds. Located in a peaceful, family-friendly community (no age restrictions!), this home offers an open and inviting layout, perfect for entertaining and everyday living. Step inside to find a bright, airy living space featuring a cozy

    Margaret Guerra Gilcrest Properties

    296 Route 295 Unit Lot16, Chatham, NY 3719
    • /28

      Est $417,030 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,160 Sq Ft

      1152 State Route 203, Chatham, NY 12037

      1152 State Route 203, Chatham, NY 12037
  • /23

    $799,000

    • 4 Beds
    • 3 Baths
    • 4,566 Sq Ft

    33 Hudson Ave, Chatham, NY 12037

    Unique Mixed-Use Opportunity in the Heart of Chatham VillageThis rare 4,566 sq. ft. mixed-use property on 0.17 acres offers prime visibility in the Village of Chatham, complete with free on-street parking and a rich blend of business, residential, and lifestyle potential. Thoughtfully renovated by the resident/owner, two storefronts have been combined into a vibrant boutique and pottery studio

    Joseph Briggs William Pitt Sothebys Int Rlty

    33 Hudson Ave, Chatham, NY 12037
  • /35

    $255,000 Sold Dec 18, 2024

    • 1,152 Sq Ft
    • $221/SF
    • 83 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    18 Old Mill St, East Chatham, NY 12060

    Completely renovated home ready to move in. Features both a cleared yard and trees . A new patio with fire pit has been built at the side of the house . Furhtermore, a long line of new items in the house include kitchen, windows, bathroom, flooring and plumbing. A new septic system has been installed at the back of the house. The home is covered by a brand new asphalt roof. This cozy home is

    Elizabeth Chittenden HS Capital Realty LLC

    18 Old Mill St, East Chatham, NY 12060
    • /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
  • /50

    $598,000

    • 4 Beds
    • 4 Baths
    • 3,050 Sq Ft

    635 Albany Turnpike, Old Chatham, NY 12136

    In the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2 bedroom apartment and a 1 (could be 2)

    Peter Newman Beach & Bartolo Realtors

    635 Albany Turnpike, Old Chatham, NY 12136
  • /62

    $1,600,000 Sold Dec 17, 2024

    • 3,080 Sq Ft
    • $519/SF
    • 31 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1999

    4123 New York 66, Malden Bridge, NY 12115

    First Time Ever on Market!Chatham! Custom-built timber frame home with soaring ceilings and striking fireplace, set amidst the most beautiful sweeping fields along 1200 feet of Kinderhook Creek frontage with 100% privacy!Featuring gorgeous white pine beams, gleaming yellow pine floors, and fireplace crafted from local stone. Open floor plan includes a kitchen, living, and dining area, where large

    Joseph Briggs William Pitt Sotheby's Int'l

    4123 New York 66, Malden Bridge, NY 12115
    • /10

      Est $287,670 Not Listed For Sale

      124 Thorne Rd, Old Chatham, NY 12136

      124 Thorne Rd, Old Chatham, NY 12136
  • /40

    $169,000

    • 3 Beds
    • 1 Bath
    • 2,048 Sq Ft

    2907 County Route 9, East Chatham, NY 12060

    Calling all Barn Lovers and Period Home Restorers! Come reimagine a legacy. Nestled on nearly 2 rolling acres of meadow and sky, This Old East Chatham Farmhouse invites you to revive a piece of Columbia County's earliest roots. Built in 1820 and rumored to be one of the area's oldest homes, this storied brick farmhouse still holds echoes of its past—wide-plank heart pine floors (milled from

    Brittany Craig Houlihan Lawrence Inc.

    2907 County Route 9, East Chatham, NY 12060
  • /25

    $240,000 Sold Dec 02, 2024

    • 1,496 Sq Ft
    • $160/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    83 Center St, Chatham, NY 12037

    This charming Chatham home features hardwood floors throughout, tongue and groove pine walls on the first floor. The 4-car garage comes equipped with a wood-stove and an attached shed, perfect for extra storage. The kitchen boasts granite countertops, ideal for cooking and entertaining. Located within walking distance from Crellin Community Park and Chatham Village. Enjoy the outdoors from

    Kathryn Sutliff Empire Real Estate Firm LLC

    83 Center St, Chatham, NY 12037
    • /2

      Not Listed For Sale

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

      3158 New York 66, Chatham, NY 12037

      3158 New York 66, Chatham, NY 12037
  • /97

    $1,700,000

    • 9 Beds
    • 9.5 Baths
    • 5,195 Sq Ft

    632 Albany Turnpike, Old Chatham, NY 12136

    Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

    Anthony D'Argenzio Houlihan Lawrence

    632 Albany Turnpike, Old Chatham, NY 12136
  • /48

    Sold Nov 20, 2024

    • 4,070 Sq Ft
    • 18 Days On Market
    • 2 Beds
    • 2 Baths

    1039 County Route 13, Old Chatham, NY 12136

    Welcome to Timberheart Barn, a distinctive converted barn set on 13+ secluded acres in the picturesque countryside of Old Chatham, NY. This property is rustic, grand, and modernist; crafted with a deep appreciation for wood as both a structural and aesthetic element. A long-time residence for a patron of the arts, Timberheart Barn honors fine craftsmanship and the inherent beauty of natural

    Anthony D'Argenzio Houlihan Lawrence Inc.

    1039 County Route 13, Old Chatham, NY 12136
    • /14

      Not Listed For Sale

      0 Pitts Rd Unit 20232833, Chatham, NY 12136

      0 Pitts Rd Unit 20232833, Chatham, NY 12136
  • /34

    $545,000

    • 6 Beds
    • 6 Baths
    • 2,816 Sq Ft

    19 - 21 Moore, Chatham, NY 12037

    Chatham Village Income Gem! This tastefully updated Craftsman two-family offers substantial investment return and steady income. Situated on a quiet village street, this meticulously maintained property with two spacious, side-by-side units, each featuring 3 bedrooms, an office area, sunroom, and large enclosed entryway. Enjoy a large yard, four-car garage, and storage/workshop. Recent

    Rachel Haley Houlihan Lawrence Inc.

    19 - 21 Moore, Chatham, NY 12037
  • /22

    $441,500 Sold Nov 18, 2024

    • 1,635 Sq Ft
    • $270/SF
    • 119 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1957

    10 Harrington Ln, Old Chatham, NY 12136

    This well maintained ranch home in the heart of Old Chatham offers one level living at its best. Featuring an abundance of natural light this well built home has been beautifully updated and maintained. Have a game of badminton or soccer in your expansive back yard or harvest your vegetables in the well planned raised bed gardens. Enjoy the short stroll to Jacksons and the Old Chatham Country

    Philip Feiner Country Life Real Estate

    10 Harrington Ln, Old Chatham, NY 12136
    • /4

      Not Listed For Sale

      0 Ashley Hill Rd, New Lebanon, NY 12125

      0 Ashley Hill Rd, New Lebanon, NY 12125
  • /28

    $421,000

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    1108 New York 295, East Chatham, NY 12060

    Was on the market before as just a shell. You have to see it now that it is redone and almost finished. Only room not yet finished is the kitchen for you to add your personal touch. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom

    Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

    1108 New York 295, East Chatham, NY 12060
  • /40

    $3,750,000 Sold Nov 15, 2024

    • 4,144 Sq Ft
    • $905/SF
    • 63 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1795

    1119 State Route 203, Chatham, NY 12037

    Incredible opportunity to own Spencertown Farm, a meticulously re-imagined colonial compound on 126 acres in Chatham. This stunning property was renovated by artist Donald Baechler and designers Michael Hord and Hiroshi Sakamono in 2005. The farmhouse, barn complex, guesthouse, and expansive lawns create a picturesque setting.The main house features original wide plank floors, antique hardware,

    Oliver Brown Houlihan Lawrence, Inc.

    1119 State Route 203, Chatham, NY 12037
    • /23

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 702 Sq Ft

      3851 New York 203, Valatie, NY 12184

      3851 New York 203, Valatie, NY 12184
  • /49

    $3,995,000

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

    2705 County Route 9, East Chatham, NY 12060

    Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

    Rachel Haley Houlihan Lawrence Inc.

    2705 County Route 9, East Chatham, NY 12060
  • /68

    $2,725,000 Sold Nov 08, 2024

    • 5,655 Sq Ft
    • $482/SF
    • 122 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1994

    540 County 17 Route, Chatham, NY 12136

    Welcome to Valley View, a premier equestrian estate in the Hudson Valley. Follow the quarter-mile driveway to discover a private 80 acre oasis of rolling hills, green paddocks, ponds, mature gardens, pool, and panoramic views. The property, featuring a thoughtfully updated colonial manor house, barns, and facilities, blends seamlessly with the natural beauty of the setting. Valley View offers an

    Anthony D'Argenzio Houlihan Lawrence Inc.

    540 County 17 Route, Chatham, NY 12136
    • /31

      Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 2,923 Sq Ft

      4275 Ny-203 --, Chatham, NY 12136

      4275 Ny-203 --, Chatham, NY 12136
  • /30

    $421,000

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

    1108 State Rt 295, East Chatham, NY 12037

    Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

    Leonard Brown Berkshire Hathaway HomeService

    1108 State Rt 295, East Chatham, NY 12037
  • 540 County Route 17, Chatham, NY 12132

    $2,725,000 Sold Nov 08, 2024

    • 5,655 Sq Ft
    • $482/SF
    • 122 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1994

    540 County Route 17, Chatham, NY 12132

    Welcome to Valley View, a premier equestrian estate in the Hudson Valley. Follow the quarter-mile driveway to discover a private 80 acre oasis of rolling hills, green paddocks, two private ponds, mature gardens, pool, and panoramic views. The property, featuring a thoughtfully updated colonial manor house, barns, and facilities, blends seamlessly with the natural beauty of the setting. Valley

    Anthony D'Argenzio Houlihan Lawrence, Inc

    540 County Route 17, Chatham, NY 12132
    • /2

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,714 Sq Ft

      4240 New York 203, North Chatham, NY 12132

      4240 New York 203, North Chatham, NY 12132

Showing Results 81 - 120, Page 3 of 18

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