4,022

Chatham, NY Homes

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  • /43

    $1,275,801 Sold Feb 28, 2025

    • 2,688 Sq Ft
    • $475/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    801 Dugway Rd Unit 50, Chatham, NY 12037

    Follow a private drive through lakeside woods to 801 Dugway Road, a renovated country home nestled in 13.9 acres of sprawling lawns, woods, and old stone walls. Formerly used as the live-in studio of a well-known painter, this site boasts the potential for a myriad lifestyles and uses, be it an artists studio, wellness retreat, family country home or some combination of the three. The main house,

    Dina Palin Houlihan Lawrence Inc.

    801 Dugway Rd Unit 50, Chatham, NY 12037
  • /26

    $2,700,000 Under Contract

    • Land
    • 90 Acres
    • $30,000 per Acre

    190 Mallory Rd, Chatham, NY 12037

    90 acres with spectacular, full range, jaw- dropping Catskill & Berkshire & Taconic Mountain views in every direction! Totally private, quiet & secluded. Long gated driveway, beautiful pond, garage, well and electric in place. Just a few minutes from Chatham & TSP, 20 minutes to Hudson and 2 hours from NYC Relax, Enjoy & Get away from it all!.

    Anne Harrison Country Life Real Estate, LLC

    190 Mallory Rd, Chatham, NY 12037
  • /43

    $2,585,000 Sold Feb 18, 2025

    • 4,430 Sq Ft
    • $584/SF
    • 48 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2017

    236 Dorland Rd, Old Chatham, NY 12136

    A long winding country road, a dirt driveway, a fifty acre sanctuary. This stunning post & beam barn house sits on a one acre pond amid fields & fields of wildflowers and deep pine forest. Built by a premier builder in the area, the contemporary home has 20ft ceilings, a giant expanse that feels warm and inviting. The home is longer than it is wide with a substantial kitchen at the center. A

    Annabel Taylor Four Seasons Sotheby's Int.

    236 Dorland Rd, Old Chatham, NY 12136
    • /38

      Est $1,050,397 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 2,302 Sq Ft

      235 Slate Hill Rd, Chatham, NY 12037

      235 Slate Hill Rd, Chatham, NY 12037
  • /22

    $309,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,389 Sq Ft

    29 Railroad Ave, Chatham, NY 12037

    Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

    Philip Feiner Country Life Real Estate, LLC

    29 Railroad Ave, Chatham, NY 12037
  • /3

    $195,975 Sold Feb 12, 2025

    • Land
    • 10.27 Acres
    • $19,082 per Acre
    • 171 Days On Market

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

    L.81.4 & L.81.5 Pitts Road - These two neighboring parcels, 5.27 acres (Tax ID 15.-1-81.4) and 5 acres (Tax ID 15.-1-81.5), offer a combined opportunity to create your custom dream home on a total of 10.27 acres. Both cleared and fully approved building lots boast stunning views from every angle. With stone walls and trees lining the properties, you'll experience the peace and privacy of your own

    Edith Kelly McCurdy Real Estate Group, Inc

    L.81.4 & 5 Pitts Rd, Chatham, NY 12136
    • /27

      Est $1,027,404 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
  • /36

    Sold Jan 31, 2025

    • 780 Sq Ft
    • 28 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2022

    14 Upper Cady Rd, Old Chatham, NY 12136

    This newly built contemporary home sits on 5 acres with rock outcrops and far reaching views, seamlessly blending modern living with the beauty of nature that surrounds it. Step into an open-concept kitchen and living area, bathed in natural light. This home features a serene bedroom and a beautifully designed modern bath, complete with laundry for the ultimate convenience. Conveniently

    Nikki Carchedi Stone House Properties, LLC

    14 Upper Cady Rd, Old Chatham, NY 12136
    • /8

      Not Listed For Sale

      0 County Route 9 Unit 146221, Chatham, NY 12037

      0 County Route 9 Unit 146221, Chatham, NY 12037
  • /18

    $700,000 Sold Jan 29, 2025

    • 2,472 Sq Ft
    • $283/SF
    • 46 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1840

    346 Fire Hill Rd, Chatham, NY 12037

    The E. Montross House was part of the original Falling Waters farm dating back to 1792 with the house built in the 1840s.. Set on 11 acres on one of the prettiest and quietest roads in the county. The history of the house comes through in the hand carved mouldings, wood panels and the patina in the floors. There are a number of King Boards in the flooring measuring over 12 wide. An enormous

    Emma French Gabel Real Estate

    346 Fire Hill Rd, Chatham, NY 12037
    • /36

      Est $608,987 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,960 Sq Ft

      47 Pebble Ln, Valatie, NY 12184

      47 Pebble Ln, Valatie, NY 12184
  • /42

    $715,000 Sold Jan 24, 2025

    • 2,700 Sq Ft
    • $265/SF
    • 36 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1776

    741 County Route 32, Chatham, NY 12037

    If walls could talk! Quintessential country charm abounds in this two-story beauty situated in the sought-after hamlet of North Chatham, NY. This unique home has evolved over time with progressive styles built from eyebrow colonial to Greek Revival and the farmhouse cottage seen today. Occupied by only three different families since its origin, which dates back to the late 1700's, this property

    Aimee Strunk-Reinoehl Past Member

    741 County Route 32, Chatham, NY 12037
    • /11

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,275 Sq Ft

      307 Lower Cady Rd, Old Chatham, NY 12136

      307 Lower Cady Rd, Old Chatham, NY 12136
  • /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
    • /15

      Not Listed For Sale

      • 1 Bath
      • 400 Sq Ft

      0 Chapel Dr Unit 202310489, Valatie, NY 12184

      0 Chapel Dr Unit 202310489, Valatie, NY 12184
  • /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
    • /25

      Est $243,078 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,105 Sq Ft

      49 Green Brook Dr, Chatham, NY 12037

      49 Green Brook Dr, 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
    • /26

      Est $653,257 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,639 Sq Ft

      165 White Bridge Rd, Old Chatham, NY 12136

      165 White Bridge Rd, Old Chatham, NY 12136
  • /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 $487,581 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      34 Decker St, East Chatham, NY 12060

      34 Decker St, East Chatham, NY 12060
  • /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 Trevett Group LLC

    296 Route 295 Unit Lot16, Chatham, NY 3719
    • /36

      Est $771,561 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,752 Sq Ft

      183 Hunt Club Rd, Old Chatham, NY 12136

      183 Hunt Club Rd, Old Chatham, NY 12136
  • /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
  • /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
    • /33

      Not Listed For Sale

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

      4275 New York 203, North Chatham, NY 12132

      4275 New York 203, North Chatham, NY 12132
  • /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 Gerstman Empire Real Estate Firm LLC

    83 Center St, Chatham, NY 12037
    • /9

      Not Listed For Sale

      63 Drowne Rd, Chatham Tov, NY 12136

      63 Drowne Rd, Chatham Tov, NY 12136
  • /2

    $183,000 Sold Sep 08, 2025

    • 1,800 Sq Ft
    • $102/SF
    • 105 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    46 Edgewood Acres Unit 46, Chatham, NY 12037

    A newer and, truly beautiful, manufactured home that is1800 sq feet and will be less expensive monthly than renting! The home is in Edgewood Acres, an established and well maintained community property in Chatham. The home features an update and large kitchen with stainless appliances and plenty of storage.. There are 3 bedrooms and 2 baths. The primary en-suite bedroom has a HUGE walk-in

    Peter Newman Beach & Bartolo Realtors

    46 Edgewood Acres Unit 46, Chatham, NY 12037
    • /18

      Est $1,054,742 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 1,499 Sq Ft

      383 Pitts Rd, Old Chatham, NY 12136

      383 Pitts Rd, Old Chatham, NY 12136
  • /2

    $805,000 Sold Aug 01, 2025

    • 2,850 Sq Ft
    • $282/SF
    • 34 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    26 Braley-Gleason Rd, Chatham, NY 12037

    This beautifully crafted post-and-beam house on 8.22 acres, can accommodate large gatherings but is equally suited to small family living. The main floor features a Great Room with Kitchen and Newly constructed Butler's Pantry, which are all laid out perfectly to enjoy the Views, or access the large Wraparound Deck. This floor also includes the Primary Bedroom w/ Ensuite, plus two additional

    Jeffrey McKinney Beach & Bartolo Realtors

    26 Braley-Gleason Rd, Chatham, NY 12037
    • /56

      Est $392,756 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      705 County Route 32, Chatham, NY 12123

      705 County Route 32, Chatham, NY 12123
  • /2

    $535,000 Sold Jun 26, 2025

    • 1,375 Sq Ft
    • $389/SF
    • 20 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    77 Austerlitz St, Chatham, NY 12037

    This updated mid-century ranch offers significant improvements, including brand new wood floors, Marmoleum, and tile. Enjoy modern comfort with a new wood-burning insert, heat pump cooling/heating system, heat pump water heater, and two additional ductless split units. The home also features new appliances, a renovated basement, enhanced attic insulation, a backyard fence, a fabulous sunroom, and

    Kirsten Stoltmann Past Member

    77 Austerlitz St, Chatham, NY 12037
    • /19

      Est $340,667 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft

      63 Railroad Ave, Chatham, NY 12037

      63 Railroad Ave, Chatham, NY 12037
    • /2

      Not Listed For Sale

      • 7 Beds
      • 6 Baths
      • 5,448 Sq Ft

      206 Thomas St, Chatham, NY 12037

      206 Thomas St, Chatham, NY 12037
    • /23

      Est $473,225 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,146 Sq Ft

      22 Spring St, Chatham, NY 12037

      22 Spring St, Chatham, NY 12037
    • /2

      Est $1,110,360 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      1467 County Route 13, Old Chatham, NY 12136

      1467 County Route 13, Old Chatham, NY 12136
    • /11

      Not Listed For Sale

      0 Deer Ridge Rd Unit 134804, Chatham, NY 12060

      0 Deer Ridge Rd Unit 134804, Chatham, NY 12060

Showing Results 161 - 200, Page 5 of 18

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