4,009

Chatham, NY Homes

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  • /30

    $421,000

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

    1108 State Route 295 St, East Chatham, NY 12060

    Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

    Sharon McArdle Berkshire Hathaway Home Services Blake

    1108 State Route 295 St, East Chatham, NY 12060
  • /68

    $2,725,000 Sold Nov 08, 2024

    • 5,655 Sq Ft
    • $482/SF
    • 122 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1994

    540 County Route 17, Valatie, NY 12184

    Welcome to Valley View, a premier equestrian estate in the Hudson Valley. Follow the quarter-mile driveway to discover a private 80 acre oasis of rolling hills, green paddocks, two private ponds, mature gardens, pool, and panoramic views. The property, featuring a thoughtfully updated colonial manor house, barns, and facilities, blends seamlessly with the natural beauty of the setting. Valley

    Anthony D'Argenzio Houlihan Lawrence

    540 County Route 17, Valatie, NY 12184
    • /27

      Est $1,020,762 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
  • /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
  • /19

    $242,500 Sold Oct 29, 2024

    • 1,104 Sq Ft
    • $220/SF
    • 271 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    63 Railroad Ave, Chatham, NY 12037

    Investment Opportunity - Location, Location, Location1900 charming Chatham Village home, in walking distance of everything (movies, restaurants, shops and more) the village has to offer. The kitchen and bathroom were recently renovated and the home has municipal water and sewer. This property is currently rented for $1700 per month and leased through the end of September, 2024. Tenant pays their

    Rochelle Bartolo Beach & Bartolo Realtors

    63 Railroad Ave, Chatham, NY 12037
    • /6

      Not Listed For Sale

      L18 New York 66, Chatham, NY 12037

      L18 New York 66, Chatham, NY 12037
  • /63

    $2,500,000

    • 4 Beds
    • 2.5 Baths
    • 4,243 Sq Ft

    5015 Crow Hill Rd, Chatham, NY 12037

    The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

    Lisa Bouchard Hoe The Kinderhook Group, Inc.

    5015 Crow Hill Rd, Chatham, NY 12037
  • /38

    $900,000 Sold Oct 25, 2024

    • 2,302 Sq Ft
    • $391/SF
    • 206 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1865

    235 Slate Hill Rd, Chatham, NY 12037

    Welcome to historic Fearon Farm, an idyllic estate on 47 private acres, located on a quiet winding country road. Built in 1865, this stately Colonial has been in the same family for 100 years. Original details abound, including a parlor with painted walls and ceilings intact. Rare wideboard floors and trim and moldings throughout. High ceilings and 5 fireplaces (not currently functioning.) A

    Jonathan Hallam The Kinderhook Group, Inc.

    235 Slate Hill Rd, Chatham, NY 12037
    • /8

      Not Listed For Sale

      0 County Route 9 Unit 146221, Chatham, NY 12037

      0 County Route 9 Unit 146221, Chatham, NY 12037
  • /13

    $370,000

    • Land
    • 43 Acres
    • $8,585 per Acre

    L8 Lower Cady Rd, Chatham, NY 12136

    Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort. Located minutes to the Taconic State Parkway for a scenic drive to NYC. There are two power poles on property located to the right of the meadow.

    Barry Shatney Bovair Real Estate

    L8 Lower Cady Rd, Chatham, NY 12136
  • 2420 New York 66, Chatham, NY 12037

    $465,000 Sold Oct 21, 2024

    • 1,328 Sq Ft
    • $350/SF
    • 74 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    2420 New York 66, Chatham, NY 12037

    Come explore The Rembrandt, an original Sears home in the heart of Columbia County. The 3 bedroom, 1.5 bath home is bright and open, with a seamless flow from back entry, kitchen, screened porch to living room and 3 seasons entertainment room. Refinished hardwood floors throughout as well as new lighting fixtures and recessed lighting installed. The upstairs bedrooms have been

    Rachel Haley Houlihan Lawrence, Inc

    2420 New York 66, Chatham, NY 12037
    • /2

      Est $651,727 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,502 Sq Ft

      121 Stony Ln, Valatie, NY 12184

      121 Stony Ln, Valatie, NY 12184
  • /6

    $89,000

    • Land
    • 1.00 Acre
    • $89,000 per Acre

    0 County Route 9 Unit 156643, Chatham, NY 12037

    A little slice of heaven. Situated between the hamlets of New Concord and Red Rock this lot is ready for its future owners home. Percolation test has been done for a BOHA letter. There is an existing well on the property. Less than 10 minutes to Chatham with easy access to the Taconic state parkway from the East Chatham exit. Less than 30 minutes to Jiminy Peak, Hudson, Pittsfield, Lenox and

    Tyler Bervy Stone House Properties, LLC

    0 County Route 9 Unit 156643, Chatham, NY 12037
  • /31

    $385,000 Sold Oct 15, 2024

    • Land
    • 38 Acres
    • $10,132 per Acre
    • 34 Days On Market

    85 Merwin Rd, Valatie, NY 12184

    38 acres along the Kinderhook Creek, includes lovely cleared areas for recreation and/or farming. Long frontage on both sides of Kinderhook Creek (10feet deep) and high BOHA private building site with driveway and views of creek, in area of million dollar homes, abundant wildlife.

    David Birch Barns & Farms Realty

    85 Merwin Rd, Valatie, NY 12184
    • /9

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,250 Sq Ft

      307 Lower Cady Rd, Old Chatham, NY 12136

      307 Lower Cady Rd, Old Chatham, NY 12136
  • /13

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,845 Sq Ft

    270 County 17, Chatham, NY 12037

    Former Schoolhouse Completely Redone1840s One room schoolhouse with the most amazing floors and exposed beams. Come in through the original entrance! The classroom is now a living room with a fireplace and full bath. The expansive and well appointed kitchen has all locally crafted handmade cherry cabinets. A den just off the kitchen is perfect for a post dinner chat. The french doors lead out to

    Emma French Gabel Real Estate

    270 County 17, Chatham, NY 12037
  • /44

    $548,000 Sold Oct 08, 2024

    • 1,800 Sq Ft
    • $304/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    944 Dugway Rd, Chatham, NY 12037

    Hidden, just outside of Spencertown on beautiful Dugway Road is a one-story 3 bedroom home waiting for the the next owner to refresh the spectacular property and make it your own. Situated on 5.5 acres, there are glorious light filled country views from the home, 2 decks and screened in porch. The open living room-dining room-kitchen provides a spacious and inviting place to cook, relax and

    Peter Newman Beach & Bartolo Realtors

    944 Dugway 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
  • /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
  • /42

    $1,762,000 Sold Oct 07, 2024

    • 4,350 Sq Ft
    • $405/SF
    • 42 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1985

    284 Reed Rd, Chatham, NY 12037

    Don't miss out the New Price!Welcome to 284 Reed Road, Spencertown, New York a distinguished property that seamlessly blends architectural excellence with modern luxury. Key Highlights-- Situated on 32 Acres- Designed by a renowned architect, winner of AIA Award 2011- 4300 Sq ft of living Space- Large Primary Suite with a walk-in closet and en-suite bathroom- 5 Bedrooms and 4 Baths- Sunlight

    Anjali Arora Corcoran Country Living

    284 Reed Rd, Chatham, NY 12037
    • /2

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,525 Sq Ft

      4213 Route 203, North Chatham, NY 12132

      4213 Route 203, North Chatham, NY 12132
  • /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
  • /16

    $485,000 Sold Oct 07, 2024

    • 2,000 Sq Ft
    • $242/SF
    • 182 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    170 Macedonia Rd, Chatham, NY 12037

    'Hummingbird Way' .... super QUIET - Contemporary home w| CENTRAL A / C ..... Great Rm w| TOWERING CEILING to OPEN LOFT sitting room and large closets -- WOODSTOVE opens as FIREPLACE ...... 3 truly large BEDROOMS ...2 full BATHS incl double vanity.. primary BR w| WALK-IN CEDAR CLOSET....... beautiful hardwood floors throughout ... private REAR DECK ... attached GARAGE .... FULL BASEMENT w| HIGH

    Natalia de Amorim Preferred Country Properties

    170 Macedonia Rd, Chatham, NY 12037
    • /25

      Est $210,932 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
  • /27

    $925,000

    • Land
    • 123 Acres
    • $7,508 per Acre

    00 Riders Mills Rd, Chatham, NY 12037

    Nestled in the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. Here are 123 acres of unspoiled land. The property is a truly stunning canvas of mature trees, stone outcroppings and picturesque landscape. There are two

    Laurie Ylvisaker Coldwell Banker Village Green

    00 Riders Mills Rd, Chatham, NY 12037
  • /22

    $440,000 Sold Sep 26, 2024

    • 3,500 Sq Ft
    • $126/SF
    • 84 Days On Market
    • Built 2011

    273 Rigor Hill Rd, Chatham, NY 12037

    On just under six acres of woodlands and meadows in the Chatham area of Columbia County, sits this famed Vermont Connor Historic creation reminiscent of the traditional Hudson Valley barn. Built in 2011, to reproduce an historic barn with a contemporary twist, this beautiful 50' x 35' x 39' high barn with standing seam metal roof is waiting your final touches to be turned into a fabulous home,

    Jeb Hart Licensed as Henry Hart Corcoran Country Living

    273 Rigor Hill Rd, Chatham, NY 12037
    • /26

      Est $601,171 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
  • /27

    $545,000

    • 6 Beds
    • 4 Baths
    • 2,816 Sq Ft

    21 Moore Ave, Chatham, NY 12037

    Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap,

    Rachel Haley Houlihan Lawrence, Inc

    21 Moore Ave, Chatham, NY 12037
  • /22

    Sold Sep 25, 2024

    • 1,216 Sq Ft
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    667 - 667 White Mills, Valatie, NY 12184

    Single wide mobile home located on a corner lot in Golden Acres Mobile Home Park. Includes a heated garage and 2 additional sheds, One of which is heated.

    Allen Halstead Berkshire Hathaway HomeService

    667 - 667 White Mills, Valatie, NY 12184
    • /32

      Est $472,789 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
  • /5

    $499,000

    • Land
    • 63 Acres
    • $7,866 per Acre

    325 Albany Turnpike, Nassau, NY 12115

    Potential Catskill ViewsThis 60+ acre parcel has a bit of everything and with a wee bit of clearing you'll be staring straight in to the entire Catskill Mountain range.

    Emma French Gabel Real Estate

    325 Albany Turnpike, Nassau, NY 12115
  • /26

    $590,000 Sold Sep 12, 2024

    • 1,139 Sq Ft
    • $518/SF
    • 16 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    2 Line St, Chatham, NY 12037

    Welcome to this beautifully renovated historic house, offering the low-maintenance ease and modern conveniences of a like-new home with style and sophistication to spare. Upon entry, you'll be welcomed by a bright and open space featuring beamed ceilings and wide board pine floors. The first floor boasts a living area with an adjoining office space enclosed by barn-style doors, a dining area with

    Gary Martin Compass Greater NY, LLC d/b/a

    2 Line St, Chatham, NY 12037
    • /36

      Est $882,357 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
  • /32

    $529,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    33 River Rd, Chatham, NY 12037

    At the end of a dead end road. Close to Chatham yet a world of privacy. 1874 gem with a post and beam barn to drool over. Historic cottage with original floors. Handcrafted features. Cherry kitchen with great storage and workspace. Dining area open to a deck overlooking the blooming bulbs, ornamental trees, flowering shrubs and picture perfect vegetable and cutting garden. Two bedrooms. Huge

    Tracy Tassinari Gabel Real Estate

    33 River Rd, Chatham, NY 12037
  • /24

    $590,000 Sold Sep 12, 2024

    • 1,139 Sq Ft
    • $518/SF
    • 15 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    2 Line St, Ghent, NY 12075

    This beautifully renovated house offers the modern conveniences with style and sophistication.Upon entry, you're welcomed by a bright and open space featuring beamed ceilings and wide board pine floors. The first floor boasts a living area with an adjoining office space enclosed by barn-style doors,dining area and convenient half bath.The kitchen is a chef's delight, equipped with hickory

    Gary Martin Compass Greater NY LLC

    2 Line St, Ghent, NY 12075
    • /29

      Not Listed For Sale

      0 County Route 9 Unit 202225971, Chatham, NY 12037

      0 County Route 9 Unit 202225971, Chatham, NY 12037
  • /19

    $260,000

    • Land
    • 27 Acres
    • $9,555 per Acre

    400 Pitts Rd, Chatham, NY 12136

    Hilltop land so close to Malden Bridge and Old Chatham? Here's an opportunity to own a parcel of land and nature in one of the most beautiful towns in the Hudson River Valley, Chatham NY. Private and secluded 27+ acre parcel nestled between the hamlet of Malden Bridge and Riders Mills Road and situated on a town-maintained, paved road. This wooded parcel has a combination of deciduous, coniferous

    Thomas Jan Van Alstyne Anderson Agency, Inc.

    400 Pitts Rd, Chatham, NY 12136
  • /35

    $355,000 Sold Sep 12, 2024

    • 960 Sq Ft
    • $370/SF
    • 48 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1971

    136 White Mills Rd, Chatham, NY 12037

    Welcome to this beautifully updated home, boasting 3 BR's and 1.5 BA's and 1,920 square feet of comfortable living space. Situated on a generous 2.8-ac lot, this property offers a serene country setting within the Chatham CSD. As you step inside, you'll find updates throughout, including modern light fixtures that add a warm ambiance to each room. The kitchen comes equipped with updated

    Christa Swistak Sterling Real Estate Group

    136 White Mills Rd, Chatham, NY 12037
  • /23

    $699,000

    • Land
    • 66 Acres
    • $10,623 per Acre

    0 Cotter Rd, Chatham, NY 12136

    Nestled along a tranquil country road, discover 65 breathtaking acres of pristine land, offering a harmonious blend of open fields, enchanting woodlands, and serene stream. This idyllic parcel invites you to build your dream home amidst nature's splendor, providing ample space to roam, explore, and unwind.Imagine mornings spent wandering along picturesque stone walls and scenic walking paths, or

    Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    0 Cotter Rd, Chatham, NY 12136

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