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Chatham, NY Homes for Sale with Pool

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  • /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
  • /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
  • /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
  • /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
  • /34

    $4,935,000

    • 6 Beds
    • 4.5 Baths
    • 5,029 Sq Ft

    33 Ford Rd, Old Chatham, NY 12136

    CEDAR HILL - A HOUSE for all SEASONSIf you’re looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York’s Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

    Nancy Felcetto Brown Harris Stevens HV LLC

    33 Ford Rd, Old Chatham, NY 12136
  • /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
  • /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
  • /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
  • /91

    $3,100,000

    • 7 Beds
    • 4 Baths
    • 5,188 Sq Ft

    311 County Route 13, Old Chatham, NY 12136

    Tucked into the heart of the Hudson Valley, where life slows and nature flourishes, lies Foxglove & Fern a breathtaking 101-acre sanctuary. As you follow the circular driveway, rolling meadows, ancient trees, and a shimmering private pond welcome you to a world of serenity.More than a home, this estate is a legacya place where generations gather, and every sunrise brings new adventures. The main

    Heather Etzel Four Seasons Sotheby's Int.

    311 County Route 13, Old Chatham, NY 12136
  • /89

    $3,100,000

    • 7 Beds
    • 4 Baths
    • 5,188 Sq Ft

    311 County Route 13, New Lebanon, NY 12060

    Tucked in the Hudson Valley, Foxglove & Fern is a 101-acre sanctuary where rolling meadows, ancient trees, and two ponds create a peaceful retreat. The 7-bedroom main house exudes warmth, with an inviting living room, a dining room anchored by a hand-laid stone fireplace, and a kitchen designed for gathering. A detached office offers endless possibilities—an artist's studio, a private retreat, or

    Heather Etzel Four Seasons Sotheby's International Realty

    311 County Route 13, New Lebanon, NY 12060
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