4,009

Chatham, NY Homes

Section Image
  • /49

    $475,000 Sold Sep 09, 2024

    • 2,700 Sq Ft
    • $176/SF
    • 85 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1972

    1799 County Route 9, Chatham, NY 12037

    Spencertown Minifarm4BR4BA +4 stall horsebarn+ 4 run-in sheds+4 paddocks+separate apartment adjoining garage on 5+ beautiful acres on country road. Minutes to Chatham Village and Taconic State Parkway. Please view property condition statement attached document.

    David Birch Barns & Farms Realty, LLC

    1799 County Route 9, Chatham, NY 12037
    • /2

      Est $384,591 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,700 Sq Ft

      221 White Mills Rd, Chatham, NY 12037

      221 White Mills Rd, Chatham, NY 12037
  • /2

    $199,900

    • Land
    • 14 Acres
    • $14,279 per Acre

    L34.111 County Route 9, New Lebanon, NY 12062

    Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

    Sharon McArdle Berkshire Hathaway Home Services Blake

    L34.111 County Route 9, New Lebanon, NY 12062
  • /28

    $950,000 Sold Sep 05, 2024

    • 2,700 Sq Ft
    • $352/SF
    • 214 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    203 Pond Hill Rd Unit 80, Chatham, NY 12037

    This property offers the best of two worlds-village life and a private 58-acre retreat! Walk to the Village of Chatham to enjoy fine restaurants and a movie, sit by the fire listening to the creek out back, or explore your trails. Imported from British Columbia, this impressive log home has a first-floor master suite, a kitchen for entertaining, and a welcoming flow with vaulted ceilings and

    Dawn Marie Friedman Houlihan Lawrence, Inc.

    203 Pond Hill Rd Unit 80, Chatham, NY 12037
  • /33

    $4,935,000 New Construction

    • 6 Beds
    • 4.5 Baths
    • 5,019 Sq Ft

    33 Ford Rd, Old Chatham, NY 12136

    CEDAR HILL - A HOUSE for all SEASONSBathed in sunlight, this graceful architectural masterwork is perfectly sited on ten private acres with awe-inspiring panoramic southern mountain views stretching endlessly, offering an ever-changing magical canvas of light and landscape. A home for all seasons, this newly re-built and expanded cedar house stands as if it rose from the

    Nancy Felcetto Brown Harris Stevens Hudson

    33 Ford Rd, Old Chatham, NY 12136
  • /26

    $1,600,000 Sold Aug 29, 2024

    • Land
    • 60 Acres
    • $26,667 per Acre
    • 7 Days On Market

    Unlisted Address

    Don't let this one slip away! With almost 360 degree views this property has one of the best views in the entire county. Besides the jaw dropping views, enjoy the walking or atvs on your own private trail system or camp out in front of the fire in the sweet post and beam cabin... A mix of woodlands and pastures and to top it off - it abuts over 500 acres of land protected by a conservation

    Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    Unlisted Address
    • /30

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 996 Sq Ft

      4379 State Rt Ny-203, Chatham, NY 12037

      4379 State Rt Ny-203, Chatham, NY 12037
  • /23

    $429,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,779 Sq Ft

    66 River St, Chatham, NY 12037

    Nestled on a knoll, River Song is a charming 1853 cottage that blends timeless character with the comforts of modern living. This enchanting home boasts rich period details creating a warm, nostalgic ambiance throughout. A separate 16 X 10 studio with electric and heat, provides a creative space for a multiple of uses for artists, writers, yoga enthusiasts and musicians alike. Tucked away amid

    Karen Volino Houlihan Lawrence, Inc.

    66 River St, Chatham, NY 12037
  • /31

    $325,000 Sold Aug 21, 2024

    • 1,530 Sq Ft
    • $212/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1924

    93 White Bridge Rd, Old Chatham, NY 12136

    Meander down this country road to this wonderful long time family farmhouse in Old Chatham. Over the many years this house has been well kept with updates and originality. Downstairs is 2 bedrooms and 2 full baths. Living room with Fisher wood stove, kitchen and dining room. Mudroom and laundry off the back entrance. Front porch is enclosed to enjoy for 3 seasons. Hardwood and carpet flooring.

    Karen Westman Berkshire Hathaway HomeService

    93 White Bridge Rd, Old Chatham, NY 12136
    • /33

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,344 Sq Ft

      3587 State Route 66 --, Chatham, NY 12037

      3587 State Route 66 --, Chatham, NY 12037
  • /16

    $459,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft

    27 Upper Cady Rd, Old Chatham, NY 12136

    You know what they say about brick houses, "they're mighty, mighty"Super sweet location for this privately situated country home in horse country. Ez one story living with updated kitchen and baths. The gathering rooms are open to each other and the living room offers a brick fireplace. There is a full bath off the hall and a half bath off the primary bedroom.Bring the horses, goats or chickens

    Linnea VanTassel Country Life Real Estate, LLC

    27 Upper Cady Rd, Old Chatham, NY 12136
  • /36

    $555,000 Sold Aug 21, 2024

    • 1,960 Sq Ft
    • $283/SF
    • 89 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    47 Pebble Ln, Valatie, NY 12184

    Excellent condition 3 bedroom, 2.5 bath home on 3 acres in a neighborhood but in a very private setting. In-ground heated salt water pool with natural field stone patio. Spacious country kitchen with an island plus a large formal dining room that can handle large family gatherings. 2 living rooms; one with a wood stove that warms the entire home on a chilly winter's eve. New buderus boiler,

    Michael Castellano Gilcrest Properties

    47 Pebble Ln, Valatie, NY 12184
    • /21

      Not Listed For Sale

      0 Albany Turnpike Unit 202125262, Chatham, NY 12136

      0 Albany Turnpike Unit 202125262, Chatham, NY 12136
  • /34

    $659,000 Pending

    • 6 Beds
    • 6 Baths
    • 11,088 Sq Ft

    1 Hudson Ave, Chatham, NY 12037

    Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

    Linnea VanTassel Country Life Real Estate, LLC

    1 Hudson Ave, Chatham, NY 12037
  • /5

    $80,000 Sold Aug 19, 2024

    • Land
    • 5.00 Acres
    • $16,000 per Acre
    • 316 Days On Market

    Unlisted Address

    A quiet country road nestled in the heart of Hunt County this 5 acre parcel of land is partially cleared and ready for it's new owner to start building their dream home. Minutes to the Hamlet of Old Chatham most noted for its great restaurants! Adjacent to this parcel is the old Rutland Railroad that brought passengers from Bennington VT to Chatham, NY. The rail line has since been removed a long

    Michael Castellano GILCREST PROPERTIES

    Unlisted Address
    • /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
  • /36

    $425,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,182 Sq Ft

    52 Bowman Rd, Chatham, NY 12037

    Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020,

    Allison Rada Stone House Properties, LLC

    52 Bowman Rd, Chatham, NY 12037
  • /5

    $80,000 Sold Aug 19, 2024

    • Land
    • 5.00 Acres
    • $16,000 per Acre
    • 311 Days On Market

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

    A quiet country road nestled in the heart of Hunt County this 5 acre parcel of land is partially cleared and ready for it's new owner to start building their dream home. Minutes to the Hamlet of Old Chatham most noted for its great restaurants! Adjacent to this parcel is the old Rutland Railroad that brought passengers from Bennington VT to Chatham, NY. The rail line has since been removed a long

    Michael Castellano Gilcrest Properties

    L32.2 Riders Mills Rd, Old Chatham, NY 12136
    • /9

      Not Listed For Sale

      63 Drowne Rd, Chatham Tov, NY 12136

      63 Drowne Rd, Chatham Tov, NY 12136
  • /38

    $314,900 Pending

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

    3849 State Route 203, Valatie, NY 12184

    A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

    Peter Forget Berkshire Hathaway HomeService

    3849 State Route 203, Valatie, NY 12184
  • /21

    $173,000 Sold Aug 12, 2024

    • 1,568 Sq Ft
    • $110/SF
    • 75 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    31 New York 295, East Chatham, NY 12060

    Motivated seller! Easy Living! Upgrades galore in this one-level manufactured home situated in the Breezy Hill mobile home community off Rte 295 in Chatham. Three bedrooms, two full baths, that have been recently renovated, a beautiful eat-in custom kitchen with quartz countertops and Samsung appliances. This home also boasts new vinyl windows, LVT and carpet flooring, a three-season

    Aimee Strunk-Reinoehl Aimee Strunk Real Estate

    31 New York 295, East Chatham, NY 12060
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 900 Sq Ft

      7 Pohndorf Dr, East Chatham, NY 12060

      7 Pohndorf Dr, East Chatham, NY 12060
  • /31

    $679,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    1582 State Route 203, Chatham, NY 12037

    Opportunity at your fingertips! A Chatham farm property with endless possibilities. Anchoring this seven-acre parcel is a three bedroom, three and one-half bath home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All, less than a minute to downtown Chatham and equally close to the Taconic Parkway. Entering the long stone drive

    Michael Stasi Corcoran Country Living

    1582 State Route 203, Chatham, NY 12037
  • /30

    $440,000 Sold Aug 06, 2024

    • 1,564 Sq Ft
    • $281/SF
    • 37 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1910

    49 E Shore Dr, Valatie, NY 12184

    Wake up each morning and enjoy your coffee on your new deck overlooking Kinderhook Lake. All seasons are remarkable!! Many updates were recently done throughout this 2 story cottage with 50 feet of lake frontage.This year round home has been well maintained and loved by the same family for over 2 generations.A cozy combined living room/dining room with a fire place, galley style kitchen and a

    Elizabeth Hendler Berkshire Hathaway HomeService

    49 E Shore Dr, Valatie, NY 12184
    • /18

      Est $1,013,468 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
  • /33

    $479,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,173 Sq Ft

    9 Fairview Ave, Chatham, NY 12037

    Tucked away at the peaceful end of a quiet street, this uniquely charming home is a rare find—offering a lifestyle of serenity, creativity, and community just steps from the heart of town. A wraparound veranda and screened-in gazebo welcome you into a world of natural beauty and artisanal detail, where wide board pine floors, reclaimed leaded glass windows, and a sunlit bay window create warmth

    Joseph Briggs William Pitt Sotheby's Int'l

    9 Fairview Ave, Chatham, NY 12037
  • /33

    $280,000 Sold Aug 05, 2024

    • 3,492 Sq Ft
    • $80/SF
    • 48 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1850

    50 Kinderhook St, Chatham, NY 12037

    Welcome to your new investment opportunity or cozy abode in the vibrant Village of Chatham! This delightful duplex, with a total of 5 bedrooms and 4 bathrooms, presents an enticing blend of convenience, comfort, and potential, all within walking distance to a myriad of amenities. From the farmers market to the post office, library, Crandell Theater, Chatham Brewing, banks, restaurants, and more,

    Dennilu Sosa de La Fuente Monticello

    50 Kinderhook St, Chatham, NY 12037
    • /10

      Est $235,982 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 702 Sq Ft

      3851 State Route 203, Chatham Tov, NY 12184

      3851 State Route 203, Chatham Tov, NY 12184
  • /12

    $179,000 Pending

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    3857 New York 203, Valatie, NY 12184

    Retreat to your newly refurbished one-bedroom sanctuary in North Chatham, offering tranquil views of Kinderhook Lake. Just a 2.5-hour drive from NYC, this residence is an ideal choice for a weekend escape, a first-time home, or an investment opportunity. Delight in direct entry from the secluded brick patio to the NYS Rail Trail, with easy access to nearby ski resorts like Jiminy Peak, a mere

    Scott Paladino Chatham Properties

    3857 New York 203, Valatie, NY 12184
  • /72

    $1,895,000 Sold Aug 02, 2024

    • 2,637 Sq Ft
    • $719/SF
    • 8 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1793

    114 Beale Rd, Chatham, NY 12037

    On one of the most beautiful roads in Spencertown lies a perfect 18th century farmhouse, which has been completely restored by a top-tier builder in ColumbiaCounty!Charming and elegant, the house is graced with high ceilings and flooded with sunlight.The home lies on almost 9 secluded acres of lovely pastoral fields. Beautiful plantings, gardens and stone walls surround this home of 4 bedrooms

    Janet Kain The Kinderhook Group, Inc.

    114 Beale Rd, Chatham, NY 12037
    • /56

      Est $368,985 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
  • /18

    $599,900 Pending

    • 0.5 Baths
    • 8,000 Sq Ft

    15 Mill St, Chatham, NY 12037

    A river runs through it. Incredible opportunity awaits its new owner! Fortune favors the brave. So much is happening in the Hudson Valley of NY! It an exciting time! Do you have the vision for this 1.9 acre industrially zoned parcel located within the Village of Chatham? Water and sewer available. Gorgeous location for a brewery, distillery, cidery adjacent to the babbling brook. The dam is also

    Michael Castellano Gilcrest Properties

    15 Mill St, Chatham, NY 12037
  • /46

    $947,000 Sold Jul 25, 2024

    • 4,421 Sq Ft
    • $214/SF
    • 95 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1990

    127 Crestview Dr, Valatie, NY 12184

    A magnificent move-in-ready, sun-drenched home, offering the perfect blend of style and comfort, awaits you. LINK TO VIDEO: This elegant, newly renovated 4 bed/4 bath central air equipped home, is situated on over 3 private acres and offers a plethora of features that exude comfortable country living. The outdoor space and large deck is a haven of beauty, relaxation and entertainment. A recently

    Jennifer Capala William Pitt Sothebys Intn'l

    127 Crestview Dr, Valatie, NY 12184
    • /23

      Est $425,310 Not Listed For Sale

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

      22 Spring St, Chatham, NY 12037

      22 Spring St, Chatham, NY 12037
  • /28

    $189,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    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
  • /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
    • /2

      Est $1,024,642 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
  • /25

    $379,000 Under Contract

    • 5 Beds
    • 5 Baths
    • 2,268 Sq Ft

    12 School St, Chatham, NY 12037

    Discover this charming 1920's two-family home nestled off a quiet one-way side street in the Village of Chatham. This well-maintained duplex has so much to offer- lots of natural light, hardwood floors, updated kitchens & baths, vinyl clad Thermopane windows, vinyl siding, spacious living & dining rooms, a large back yard and each side offers an enclosed sunporch & laundry room. A smart

    Anne Harrison Country Life Real Estate, LLC

    12 School St, Chatham, NY 12037
  • /2

    $324,000 Sold Jun 05, 2025

    • 1,188 Sq Ft
    • $273/SF
    • 20 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    22 Bushnell Ave, Chatham, NY 12037

    This Chatham Village, one level , 2 bedroom home, on 1.1 acres is waiting for you. Close to all the village amenities while still offering a bit of privacy. The home has been updated over the years with a newer kitchen and bath, a new roof and lighting. A charming wood burning fireplace and large above ground pool makes this a great home for all seasons. Other features of the home includes an

    Peter Newman Beach & Bartolo Realtors

    22 Bushnell Ave, Chatham, NY 12037

Showing Results 161 - 200, Page 5 of 18

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