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East Chatham, NY Homes for Sale with Garage

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  • /42

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    116 Ridge Rd, East Chatham, NY 12060

    Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and

    Agent Photo

    Joseph Briggs

    William Pitt Sothebys International Real

    116 Ridge Rd, East Chatham, NY 12060
  • /70

    $1,820,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    158 Bristol Rd, Canaan, NY 12029

    Discover the perfect blend of privacy, modern comfort, and endless possibilities on this exceptional 75.47-acre country retreat featuring trails, a scenic pond with westerly views, and breathtaking Catskill Mountain views. Whether you envision a private estate, recreational getaway, or family compound, this remarkable property offers an unparalleled opportunity. The updated single-level ranch is

    Melissa Dimassimo Stone House Properties, LLC

    158 Bristol Rd, Canaan, NY 12029
  • /24

    $475,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    738 County Route 5, East Chatham, NY 12060

    Rustic mid-century modern sprawling ranch, built in 1951. Designed with entertaining in mind, whether in the very large dining room with cathedral ceiling, the generously sized living room with wood burning stove, or the private screened in porch - your friends and family can make themselves right at home.The primary bedroom includes a tucked away stackable washer/dryer, ensuite bathroom and

    John Peterson THE TRUSS GROUP LLC

    738 County Route 5, East Chatham, NY 12060
  • /38

    $4,600,000

    • 4 Beds
    • 2.5 Baths
    • 5,600 Sq Ft

    205 County Route 24, East Chatham, NY 12060

    See Supplemental Remarks Welcome to Red Rock House, a remarkable architectural compound privately set on 16 acres in the historic hamlet of Red Rock in East Chatham, New York. Designed by Anmahian Winton Architects with landscapes by Studio Reed-Hilderbrand, this extraordinary retreat seamlessly blends contemporary design with the surrounding natural landscape, creating an exceptional sanctuary.

    Richard Orenstein Brown Harris Stevens Hudson

    205 County Route 24, East Chatham, NY 12060
  • /22

    $599,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    61 Schoolhouse Rd, East Chatham, NY 12060

    This serene 5-acre property boasts open meadows and mature trees, offering a tranquil retreat that feels a world away, yet remains highly accessible to the best of the Hudson Valley and Berkshires. Its proximity to the Taconic State Parkway and Interstate 90 ensures an easy retreat from both New York City and Boston. Locally, you'll delight in the charming town of Chatham's cafes, restaurants,

    Thomas Pawlowski Four Seasons Sotheby's Int.

    61 Schoolhouse Rd, East Chatham, NY 12060
  • /33

    $529,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    255 Old Gale Hill Rd, East Chatham, NY 12060

    NEW PRICE!! Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box.The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and

    Sharon McArdle Berkshire Hathaway Home Services Blake

    255 Old Gale Hill Rd, East Chatham, NY 12060
  • /53

    $279,900

    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    43 Frisbee St, East Chatham, NY 12060

    Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions,

    Jerome Newkirk Revision Real Estate

    43 Frisbee St, East Chatham, NY 12060
  • /25

    $475,000

    $24K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    1129 New York 295, East Chatham, NY 12060

    Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/I90/Berkshire Spur, 15 minutes to Lenox/Tanglewood, 30 minutes Albany/Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased

    Natalia de Amorim Preferred Country Properties

    1129 New York 295, East Chatham, NY 12060
  • /64

    $725,000

    $74K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,400 Sq Ft

    25 Hawthorne Hill Rd, Brainard, NY 12024

    Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities.Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse

    Kimberley Willsey eXp Realty

    25 Hawthorne Hill Rd, Brainard, NY 12024
  • /32

    $599,000

    $150K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 6,935 Sq Ft

    1121 New York 295, East Chatham, NY 12060

    2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

    Natalia de Amorim PREFERRED COUNTRY PROPERTIES

    1121 New York 295, East Chatham, NY 12060
  • /24

    $299,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,000 Sq Ft

    1135 New York 295, East Chatham, NY 12060

    1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

    Natalia de Amorim Preferred Country Properties

    1135 New York 295, East Chatham, NY 12060
  • /34

    $469,000

    $81K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    3620 County Route 9, East Chatham, NY 12060

    Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the

    Natalia de Amorim Preferred Country Properties

    3620 County Route 9, East Chatham, NY 12060
  • /58

    $1,349,000

    $186K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,349 Sq Ft

    13 Conster Rd, East Chatham, NY 12060

    Lush, unobstructed mountain views set the stage for this exceptional five-bedroom, four-bathroom retreat set on five verdant acres. This sophisticated home offers a rare blend of seclusion and convenience. Close to charming Berkshires towns and the cultural riches of Tanglewood and Jacob's Pillow, four ski slopes, hiking trails and the delights of the Hudson Valley.From the moment you

    Gary Lazarus Compass Greater NY LLC

    13 Conster Rd, East Chatham, NY 12060
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