4,017

Chatham, NY Homes

Section Image
  • /86

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Valatie, NY 12184

    Elegantly poised on 56.47 acres in Chatham, NY, paved driveway leads to a private oasis surrounded by lush, mature flower gardens, fruit and flowering trees, open fields, and a vast organic vegetable garden.This exceptional estate embodies the very essence of luxury living, thoughtfully designed for those who cherish nature. Expansive windows throughout the home frame stunning views at every

    Vera Cohen Vera Cohen Realty, LLC

    189 Sutherland 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
    • /26

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • /154

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Chatham, NY 12132

    Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, organic garden & panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest appliances, a sauna, 2 executive offices, a wet bar, outdoor kitchen. A sprawling

    Vera Cohen Vera Cohen Realty, LLC

    189 Sutherland Rd, Chatham, NY 12132
  • /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
    • /5

      Not Listed For Sale

      L32.2 Riders Mills Rd, Old Chatham, NY 12136

      L32.2 Riders Mills Rd, Old Chatham, NY 12136
  • /78

    $1,500,000

    • 4 Beds
    • 4.5 Baths
    • 2,658 Sq Ft

    788 White Mills Rd, Valatie, NY 12184

    Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

    Faith Adamec RE/MAX Capital

    788 White Mills Rd, Valatie, NY 12184
  • /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
  • /28

    $133,900

    • 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
  • /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 $283,636 Not Listed For Sale

      124 Thorne Rd, Old Chatham, NY 12136

      124 Thorne Rd, 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
  • /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
  • /28

    $499,000

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

    50 Payn Ave, Chatham, NY 12037

    A True Chatham Charmer: DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home,

    Brittany Craig Houlihan Lawrence Inc.

    50 Payn Ave, Chatham, NY 12037
  • /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
  • /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
  • /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
    • /5

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • /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
  • /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
    • /4

      Not Listed For Sale

      0 Ashley Hill Rd, New Lebanon, NY 12125

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

    Come see this one. Kitchen is in and gorgeous. All brand new.Was on the market before as just a shell. You have to see it now that it is redone and 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 with

    Leonard Brown Berkshire Hathaway HomeService

    1108 State Rt 295, East Chatham, NY 12037
  • /68

    $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, Valatie, NY 12184

    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

    540 County Route 17, Valatie, NY 12184
    • /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
  • /33

    $421,000

    • 4 Beds
    • 2.5 Baths
    • 1,846 Sq Ft

    1108 State Route 295 St, East Chatham, NY 12060

    Come see this one. Kitchen is in and gorgeous. All brand new.Was on the market before as just a shell. You have to see it now that it is redone and 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 with

    Sharon McArdle Berkshire Hathaway Home Services Blake

    1108 State Route 295 St, East Chatham, NY 12060
  • /19

    $242,500 Sold Oct 29, 2024

    • 1,104 Sq Ft
    • $220/SF
    • 271 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    63 Railroad Ave, Chatham, NY 12037

    Investment Opportunity - Location, Location, Location1900 charming Chatham Village home, in walking distance of everything (movies, restaurants, shops and more) the village has to offer. The kitchen and bathroom were recently renovated and the home has municipal water and sewer. This property is currently rented for $1700 per month and leased through the end of September, 2024. Tenant pays their

    Rochelle Bartolo Beach & Bartolo Realtors

    63 Railroad Ave, Chatham, NY 12037
    • /27

      Est $953,358 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,019 Sq Ft

      1002 County Route 32, Malden Bridge, NY 12115

      1002 County Route 32, Malden Bridge, NY 12115
  • /21

    $1,395,000

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

    524 County Route 17, North Chatham, NY 12132

    Introducing Hickory Hollow Farm to our roster of high value listings in Columbia County and located in the much sought after Kinderhook to Chatham corridor, this 1997 quality built full colonial Adam with a 3 car garage and sweeping front porch is available for our Spring market inventory. The 4000 square foot residence has 4 bedrooms, 4 bathrooms and is situated on 10 acres including its post

    Parker Meyer Four Seasons Sotheby's Int.

    524 County Route 17, North Chatham, NY 12132
  • /38

    $900,000 Sold Oct 25, 2024

    • 2,302 Sq Ft
    • $391/SF
    • 206 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1865

    235 Slate Hill Rd, Chatham, NY 12037

    Welcome to historic Fearon Farm, an idyllic estate on 47 private acres, located on a quiet winding country road. Built in 1865, this stately Colonial has been in the same family for 100 years. Original details abound, including a parlor with painted walls and ceilings intact. Rare wideboard floors and trim and moldings throughout. High ceilings and 5 fireplaces (not currently functioning.) A

    Jonathan Hallam The Kinderhook Group, Inc.

    235 Slate Hill Rd, Chatham, NY 12037
    • /8

      Not Listed For Sale

      0 County Route 9 Unit 146221, Chatham, NY 12037

      0 County Route 9 Unit 146221, Chatham, NY 12037
  • /64

    $2,500,000

    • 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

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home