4,017

Chatham, NY Homes

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    • /30

      Est $441,018 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,564 Sq Ft

      49 E Shore Dr, Valatie, NY 12184

      49 E Shore Dr, Valatie, NY 12184
  • /36

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    11 Washington Ave, Chatham, NY 12037

    This charming Chatham home has it all, whether you're looking for a weekend retreat or a convenient year-round residence. Pride of ownership featuring three bedrooms, two full bathrooms with a full basement for extra storage and workspace. You'll love the screened in front porch, perfect for relaxing while enjoying your morning coffee. This bright and sunny home has an updated kitchen,

    Ann Marie Silvani Howard Hanna Rand Realty

    11 Washington Ave, Chatham, NY 12037
  • /37

    $577,000 Sold Mar 05, 2025

    • 2,644 Sq Ft
    • $218/SF
    • 72 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2004

    1421 Albany Turnpike, Chatham, NY 12115

    This is your chance to finally own the house you have always wanted. One of a kind French Chateau style home with copper covered turrets sitting in the Hamlet of Malden Bridge on 6.2 acres. To go along with the stone Chateau is the 1300 sq ft LOG GUEST HOUSE with 2 bedrooms and 2 full baths, kitchen with wood counter tops and porch area. The Chateau's first floor has stone floors with radiant

    Karen Westman Berkshire Hathaway HomeService

    1421 Albany Turnpike, Chatham, NY 12115
    • /26

      Est $296,089 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,206 Sq Ft

      3875 State Route 203, Valatie, NY 12184

      3875 State Route 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
  • /20

    Sold Mar 04, 2025

    • 2,600 Sq Ft
    • 196 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1940

    49 New Concord Rd, East Chatham, NY 12060

    The Willows in New Corcord is a property where the imagination is set free. The five bedroom house spans three stories with large scale rooms and a flowing floorplan. Originally built for an artist, you can feel the energy radiate throughout the property. The living room flows off the kitchen, into the dining room or spills out to the back porch. The pool out back calls you in the summer. Or

    Emma French Gabel Real Estate

    49 New Concord Rd, East Chatham, NY 12060
    • /38

      Est $530,576 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft

      99 Electric Park Rd, Valatie, NY 12184

      99 Electric Park Rd, Valatie, NY 12184
  • /17

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    16 Middlebrook Ln, Chatham, NY 12037

    Set privately high on a hill in Chatham Center. Long driveway to a perfect country retreat with gorgeous stonewalls. Huge random bluestone patio with stone fireplace and built in BBQ perfect for outside entertaining. Gorgeous in-ground pool with perfect stonewalls leading to a stone courtyard area perfect for lounge chairs and summer picnics. Meticulously maintained home with open kitchen to

    Tracy Tassinari Gabel Real Estate

    16 Middlebrook Ln, Chatham, NY 12037
  • /47

    $870,000 Sold Mar 03, 2025

    • 2,855 Sq Ft
    • $305/SF
    • 62 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    357 Pitts Rd, Old Chatham, NY 12136

    Welcome to Blass Estate, privately sited on 16+ acres in Old Chatham, NY, where elegance meets timeless country charm. This bucolic property includes a newly paved 1/4-mile driveway that winds through manicured grounds and lush landscaping to a private and thoughtfully updated home.Inside, the custom mahogany kitchen features granite countertops, high-end built-in appliances, and beautifully

    Anthony D'Argenzio Houlihan Lawrence Inc.

    357 Pitts Rd, Old Chatham, NY 12136
    • /46

      Est $1,010,484 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 4,421 Sq Ft

      127 Crestview Dr, Valatie, NY 12184

      127 Crestview Dr, Valatie, NY 12184
  • /11

    $499,000

    • 3 Beds
    • 3 Baths
    • 2,264 Sq Ft

    7 Railroad Ave, Chatham, NY 12037

    MIXED USE POTENTIAL IN CHATHAM'S HISTORIC DISTRICT This striking Greek Revival, circa 1850 sits proudly in the historic district of Chatham Village. It was lovingly renovated in 2004, with special attention to preserving the building's period details and historic charm.A boxwood-lined walkway leads to the welcoming interior. The front door opens to a side hall with a graceful

    Lenore Packet Stone House Properties, LLC

    7 Railroad Ave, Chatham, NY 12037
  • /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
    • /2

      Est $697,659 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,844 Sq Ft

      6 Crestview Dr, Valatie, NY 12184

      6 Crestview Dr, Valatie, NY 12184
  • /40

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 4,512 Sq Ft

    226 County Route 17, Valatie, NY 12184

    Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800’s core home was expanded and rearranged. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

    Peggy Lampman Peggy Lampman

    226 County Route 17, Valatie, NY 12184
  • 801 Dugway Rd, Chatham, NY 12037

    $1,275,801 Sold Feb 28, 2025

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

    801 Dugway Rd, Chatham, NY 12037

    Follow a private drive through lakeside woods to 801 Dugway Road, an airy 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 twenty eight

    Dina Palin Houlihan Lawrence, Inc

    801 Dugway Rd, Chatham, NY 12037
    • /2

      Est $552,768 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 2,576 Sq Ft

      34 Sesame St, Old Chatham, NY 12136

      34 Sesame St, Old Chatham, NY 12136
  • /45

    $449,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 2,740 Sq Ft

    4269 State Route 203, North Chatham, NY 12132

    Step back in time with this charming Queen Anne-style Victorian home, built in 1904. The home features many original details, moldings, and hardware. The first floor offers a kitchen with a butler's pantry, an oversized den with a built-in daybed in the window, a dining room, a living room with a fireplace, and a first-floor bedroom that could also serve as an office. Additionally, there are two

    Kari Van Buren Berkshire Hathaway HomeService

    4269 State Route 203, North Chatham, NY 12132
  • /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
    • /2

      Est $971,832 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
  • /22

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    2 Locust St, Chatham, NY 12037

    Village Charm Meets Modern Luxury: Historic Chatham Home for SaleAn impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities.Every system in the home

    Rachel Haley Houlihan Lawrence Inc.

    2 Locust St, Chatham, NY 12037
  • /3

    $195,975 Sold Feb 12, 2025

    • Land
    • 10 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
    • /37

      Est $481,991 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
  • /36

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    104 Eberle Rd, Valatie, NY 12184

    Are you dreaming of the perfect lakeside home? Look no further! This charming cottage sits on nearly an acre of land and has been carefully rebuilt and maintained by its current owner. Inside, you'll find three levels of cozy, 1904 sq.ft. of functional living space. The main floor includes a lovely primary bedroom, a living room with a wood stove, dining area, a bright kitchen with vaulted

    Kari Van Buren Berkshire Hathaway HomeService

    104 Eberle Rd, Valatie, NY 12184
  • /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
    • /52

      Est $369,268 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
  • /40

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    533 Shaker Museum Rd, Old Chatham, NY 12136

    In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

    Sarah Lipsky William Pitt Sothebys Intn'l

    533 Shaker Museum Rd, Old Chatham, NY 12136
  • /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
    • /33

      Est $279,360 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,492 Sq Ft

      50 Kinderhook St, Chatham, NY 12037

      50 Kinderhook St, Chatham, NY 12037
  • /96

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    4520 New York 66, Malden Bridge, NY 12115

    A Lovely 3 to 4 Bedroom, 2 Bath Home with a 2 Car Garage on 8.8 Acres! The 1st floor features 3 bedrooms, 1 bath, a kitchen, a dining area, a living room with a fireplace, and a sunroom. The living room has a beautiful stone fireplace with a Jotul Wood Stove insert. The kitchen has a breakfast bar. The dining area walks out to a charming sunroom. The basement features partially finished living

    Ted Banta RVW Select Properties

    4520 New York 66, Malden Bridge, NY 12115
  • /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
    • /34

      Est $610,453 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,200 Sq Ft

      65 Austerlitz St, Chatham, NY 12037

      65 Austerlitz St, Chatham, NY 12037
  • /14

    $375,000

    • 4 Beds
    • 4 Baths
    • 1,976 Sq Ft

    36 Spring St, Chatham, NY 12037

    This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

    Melinda Barbanti Davala Real Estate, LLC

    36 Spring St, 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
    • /19

      Est $263,455 Not Listed For Sale

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

      1 Wentworth Ct, Chatham, NY 12037

      1 Wentworth Ct, Chatham, NY 12037
  • /17

    $4,700,000

    • Land
    • 412 Acres
    • $11,408 per Acre

    69 County Rte 24, Chatham, NY 12037

    412 acre rare and enchanting paradise. A long gated driveway framed by mature maples & ancient stonewalls lead you over a bridge gently ascending through the woods and breaking open to rolling fields and stunning Catskill Mountain views. A perfect quiet spot to watch the firey evening sunsets while reflecting on the days end. Follow the path a bit further - winding through the Birch grove and

    Anne Harrison Country Life Real Estate, LLC

    69 County Rte 24, 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
    • /32

      Est $1,211,677 Not Listed For Sale

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

      86 Stonewall Rd, Chatham, NY 12037

      86 Stonewall Rd, Chatham, NY 12037
  • /26

    $2,700,000

    • 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
  • /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
    • /72

      Est $1,820,799 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,637 Sq Ft

      114 Beale Rd, Chatham, NY 12037

      114 Beale Rd, Chatham, NY 12037

Showing Results 81 - 120, Page 3 of 18

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