East Chatham, NY Homes

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  /35

  $599,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  340 Lower Cady Rd, Old Chatham, NY 12136

  Set on 21 peaceful acres in one of the Hudson Valley's most coveted locations, 'Dawnbreak' is an Adirondack-inspired property offering a rare opportunity to create a beloved retreat. With over 3,200 square feet of living space, this four-bedroom, four-bathroom home combines rustic charm with generous proportions—ready for your vision to bring it to life.At the heart of the home is a dramatic

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 620-5873

  340 Lower Cady Rd, Old Chatham, NY 12136
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  /31

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • House for Rent

  627 County Route 24, East Chatham, NY 12060

  1800s colonial on lovely parcel in Historic Red Rock. Privately tucked on 8 acres. Open kitchen and living room with fireplace and woodstove. Doors to large screened porch for summer dining. Dining room or den off kitchen. Two bedrooms on the first floor, or bedroom and office. Full bath newly renovated with shower and separate tub. Original wood floors. Two bedrooms up and full bath.

  Tracy Tassinari Gabel Real Estate

  627 County Route 24, East Chatham, NY 12060
• 

  $625,000 Sold Sep 05, 2025

  • 1,515 Sq Ft
  • $413/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  66 Beacon Hill Rd, East Chatham, NY 12060

  Hudson Valley Contemporary with Stunning Catskill ViewsSet high on a private rise with sweeping, uninterrupted views of the Great Northern Catskills, this 3-bedroom, 2-bath 1980s post-modern contemporary blends rustic charm with modern design. The centerpiece of the home is a dramatic open great room with soaring ceilings, fireplace, walls of glass, and a seamless connection to the

  Andrew Gates Houlihan Lawrence Inc.

  66 Beacon Hill Rd, East Chatham, NY 12060
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  /31

  Est $282,439 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,373 Sq Ft

  423 Wadsworth Rd, East Chatham, NY 12060

  423 Wadsworth Rd, East Chatham, NY 12060
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  /45

  $299,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft

  1 County Route 24, East Chatham, NY 12060

  Welcome home! This sweet cape is sure to charm. Enjoy a cozy, well maintained home on an acre of property! Great size kitchen, open to the dining area for ease when entertaining. Bedroom and full bath on the first floor. Two more bedrooms upstairs. Enjoy the convenience of a spacious mudroom to house your shoes and outdoor gear. Great location! Less than 3 hours to NYC, 30 minutes to Albany & 30

  Kevin Clancy Clancy Real Estate

  1 County Route 24, East Chatham, NY 12060
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  /13

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • House for Rent

  96 County Route 34, East Chatham, NY 12060

  Bright 2-Bedroom Home - 1,250 Sq Ft Near New LebanonThis recently renovated and fully furnished 2-bedroom, 2-bath home offers 1,250 square feet of light-filled living space. Enjoy a semi-private backyard and a peaceful setting on a shared property, where another house is occupied by the owners and a tenant.The home sits on land once owned by sculptor George Rickey, adding a touch

  Irene Holsapple Stone House Properties, LLC

  96 County Route 34, East Chatham, NY 12060
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  /33

  $475,000 Sold Aug 27, 2025

  • 2,569 Sq Ft
  • $185/SF
  • 17 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  141 Beacon Hill Rd, East Chatham, NY 12060

  Welcome to this charming 3-bedroom, 3 full baths post and beam home set on a private 4.17-acre corner lot in Columbia County. Just 30 miles from Albany and about 130 miles north of New York City, this Adirondack-style home features an open-concept living, dining, and kitchen area with vaulted ceilings and warm wood finishes throughout. Step outside to enjoy a spacious tiered deck and a

  Jody Childrose Coldwell Banker Prime Properties

  141 Beacon Hill Rd, East Chatham, NY 12060
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  /5

  Not Listed For Sale

  0 Barnegat Rd, East Chatham, NY 12060

  0 Barnegat Rd, East Chatham, NY 12060
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  /36

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft

  605 County Route 24, East Chatham, NY 12060

  This historic home was constructed by Thomas Bishop, a veteran of the War of 1812 in the early 1800's and was once known as Bishop's Tavern. It began as an inn and tavern on what was once, the Stockbridge and Hudson stagecoach line. Since then it has been lovingly tended and updated with an eye to preservation.Located on a quiet country road in Red Rock and surrounded by mature gardens and

  Barbara Conkling Houlihan Lawrence, Inc.

  605 County Route 24, East Chatham, NY 12060
• 

  

  /22

  $3,800 per month

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft
  • Apartment for Rent

  238 Kelly Rd, East Chatham, NY 12060

  Looking for a short term rental??It doesn't get much better than this!!A stunning chalet type, bright, sun filled apartment with spectacular views over a detached garage. Includes one bedroom (Queen), Sleeper sofa in the living room,one large bath complete with Jacuzzi and Sauna. Fulling furnished kitchen dinette and living room all with an open floor plan with spectacular views of the Catskill

  Leonard Brown Berkshire Hathaway HomeService

  238 Kelly Rd, East Chatham, NY 12060
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  /46

  $750,000 Sold Aug 22, 2025

  • 2,910 Sq Ft
  • $258/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1790

  344 Peaceful Valley Rd, Canaan, NY 12029

  Welcome to the Capt. Silvanus Brown house, a historic country home located at the crossroads of Columbia and Berkshire Counties. This remarkable 1790 Colonial home retains many of the original 18th century details including high ceilings, spacious rooms, five fireplaces, original hardware, and beautifully burnished wood floors. The residence offers an easy flow with plenty of room for friends and

  Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

  344 Peaceful Valley Rd, Canaan, NY 12029
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  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,537 Sq Ft

  104 Black Bridge Rd, East Chatham, NY 12060

  104 Black Bridge Rd, East Chatham, NY 12060
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  /46

  $1,250,000

  • 8 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  2659 County Route 9, East Chatham, NY 12060

  Situated on 19.5 serene acres in the historic hamlet of New Concord, Knollcroft is an exceptional and rare offering of historical significance. Listed on the National Register of Historic Places, Knollcroft is a showcase of late-Victorian craftsmanship and rural estate planning. Thoughtfully designed for both durability and grace, the home offers approximately 3,325 finished square feet, with 8

  Kelcey Otten Compass Greater NY, LLC d/b/a

  2659 County Route 9, East Chatham, NY 12060
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  /7

  $290,000 Sold Aug 01, 2025

  • Land
  • 32.27 Acres
  • $8,987 per Acre

  • 349 Days On Market

  0 Route 295, Canaan, NY 12060

  BUY LAND, they're not making more of it ..... 32 surveyed acres of nature incl open plateau, gently undulating countryside and soft far-reaching views -- behind Buddhist retreat only 4 miles to Queechy Lake, 13 to Tanglewood/Lenox Mass and 7 to Chatham Village NY 439' road frontage on Rte 295580' on Barnegat RoadFIRST TIME OFFERED

  Natalia de Amorim Preferred Country Properties

  0 Route 295, Canaan, NY 12060
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  /21

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  31 New York 295, East Chatham, NY 12060

  31 New York 295, East Chatham, NY 12060
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  /17

  $782,000

  • 2 Beds
  • 2 Baths
  • 1,616 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while toasting toes in front of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or Albany

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
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  $895,000 Sold Jul 23, 2025

  • 2,048 Sq Ft
  • $437/SF
  • 51 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1975

  598 County Route 24, Canaan, NY 12060

  On a quiet Columbia County road in the historic hamlet of Red Rock, Chatham sits this charming 2/3 bedroom, 3 full bath home. With the exception of a second-floor bedroom and ensuite bath, all of the living and entertaining takes place on the main level. Connecting the gourmet kitchen and dining area to the outdoor deck is a very spacious screened-in porch. The living room accesses a bluestone

  Simone Consor Corcoran Country Living

  598 County Route 24, Canaan, NY 12060
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  /5

  Not Listed For Sale

  2 Old Gale Hill Rd, East Chatham, NY 12060

  2 Old Gale Hill Rd, East Chatham, NY 12060
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  /22

  $595,000

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft

  563 County Route 34, East Chatham, NY 12060

  Modern Country Living with Room to Grow in East Chatham, NYWelcome to 563 County Route 34, a beautiful property set on over 20 serene and wooded acres in the picturesque foothills of the Berkshires. Surrounded by nature and complete privacy, this thoughtfully designed and beautifully finished home offers comfort, style, and flexibility for full-time living, weekend escapes, or rental

  Caroline McFadden LYF Homes

  563 County Route 34, East Chatham, NY 12060
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  $371,000 Sold Jul 07, 2025

  • 1,260 Sq Ft
  • $294/SF
  • 112 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1934

  1654 County Route 13, Brainard, NY 12024

  Charming two bedroom two bathroom two-story home in Brainard on 56.8 acres! Updated with quality wood paneling with a country home appeal. Updated modern bathroom. Enjoy the sprawling grounds with a covered firepit area along with an additional outbuilding which currently houses a hot tub. Great summer or weekend getaway for city dwellers or year-round home. Great property to explore

  Brian Smith River Realty Services, Inc.

  1654 County Route 13, Brainard, NY 12024
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  /2

  Est $642,663 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft

  647 Salls Rd, East Chatham, NY 12060

  647 Salls Rd, East Chatham, NY 12060
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  /42

  $840,000

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft

  25 Ridge Rd, East Chatham, NY 12060

  Exceptional Views & Elevated ComfortPerched high above Mercer Road at the top of Ridge, this stunning 2,600+ sq ft contemporary home offers panoramic views that stretch across the valley to the Catskills—some of the best in the region. Set on 10 private acres, the home pairs modern ease with total tranquility.The vaulted great room, anchored by a floor-to-ceiling wood-burning

  Baris Demirel Serhant LLC

  25 Ridge Rd, East Chatham, NY 12060
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  /49

  $585,000 Sold May 30, 2025

  • 1,662 Sq Ft
  • $352/SF
  • 284 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1790

  627 County Road 24, East Chatham, NY 12060

  Discover country charm with modern comfort in this delightful farmhouse, nestled near the hamlet of Red Rock. Enjoy easy access to Chatham, Great Barrington, and the Berkshires.This property features nearly 8 acres of well-maintained land, including a private pond, fenced garden, sheds, and a spacious garage. Queechy Lake rights provide opportunities for swimming, kayaking, boating, and

  Rochelle Bartolo Beach & Bartolo Realtors

  627 County Road 24, East Chatham, NY 12060
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  /45

  Est $728,201 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  129 Barnegat Rd, East Chatham, NY 12060

  129 Barnegat Rd, East Chatham, NY 12060
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  /29

  $625,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,296 Sq Ft

  547 County Route 34, East Chatham, NY 12060

  Experience this mid-1800's East Chatham home built from local stone with wood clapboard siding. Lovingly updated, by the architect owner, in the early 2000's, it is now poised for the next chapter of its storied history. Set back on a quiet country road, the home is nestled on almost eight acres and surrounded on all four sides by state protected and preserved lands. A combination of stone

  Michael Stasi Corcoran Country Living

  547 County Route 34, East Chatham, NY 12060
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  /13

  $66,000 Sold May 22, 2025

  • Land
  • 5.6 Acres
  • $11,786 per Acre

  • 7 Days On Market

  66 Old Gale Hill Rd, New Lebanon, NY 12060

  Stunning wooded parcel that opens to a clearing with long beautiful views of rolling hills & far away mountains. Privacy but easy commute to skiing at Jiminy Peak, the Berkshires, Albany, Chatham, Hudson, & only 2.5 hours from NYC & Boston. Near Hand Hollow Conservation Area and Queechy Lake.

  Sarah Anthony New Scotland Realty

  66 Old Gale Hill Rd, New Lebanon, NY 12060
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  /37

  Est $480,129 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,110 Sq Ft

  411 Gale Hill Rd, East Chatham, NY 12060

  411 Gale Hill Rd, East Chatham, NY 12060
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  /72

  $1,148,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,520 Sq Ft

  54 Mercer Mountain Rd, East Chatham, NY 12060

  On a clear day, you can see forever and ever... VIEWS, VIEWS, VIEWS, for endless miles.to The.Catskills, and the Towers in Albany. From sunrise to sunset, you will be mesmerized by the gorgeous rolling hillside vistas to the mountains beyond. The sleekly styled contemporary home on 12 acres is your window to the world. Built in the late 1980's, and updated, the open space brings the 4 seasons

  Peter Newman Beach & Bartolo Realtors

  54 Mercer Mountain Rd, East Chatham, NY 12060
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  $273,681 Sold May 19, 2025

  • 1,125 Sq Ft
  • $243/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1931

  5 Pohndorf Dr, Old Chatham, NY 12136

  Discover your private country retreat on this lush, secluded property set back from the main road. This charming home welcomes you with a covered front porch—perfect for morning coffee or evening relaxation while enjoying the peaceful surroundings.The main level features a spacious living room perfect for gatherings or quiet evenings. The updated kitchen boasts modern appliances, elegant

  Gary Martin Compass Greater NY, LLC

  5 Pohndorf Dr, Old Chatham, NY 12136
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  /20

  Est $422,270 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,397 Sq Ft

  778 State Route 295, East Chatham, NY 12060

  778 State Route 295, East Chatham, NY 12060
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  /59

  $1,800,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 3,034 Sq Ft

  2429 County Route 9, East Chatham, NY 12060

  Welcome to Skyfields, a serene 42-acre sanctuary perched on a hilltop in East Chatham, offering far-reaching panoramic views of the Catskills, Berkshires, and surrounding pastoral valleys. This private retreat blends wooded seclusion with open country landscapes, featuring a charming main residence, a cozy guest cottage, and a versatile barn/garagea€”all thoughtfully updated and positioned for

  Patrick Heffernan Compass Greater NY, LLC

  2429 County Route 9, East Chatham, NY 12060
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  /41

  $463,000 Sold May 16, 2025

  • 2,152 Sq Ft
  • $215/SF
  • 145 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1925

  42 Frisbee St, East Chatham, NY 12060

  Welcome to The Tullar Estate - Nestled amidst the picturesque charm of East Chatham, NY.This enchanting four-bedroom, two-bathroom bungalow-style country home presents a rare opportunity to embrace the beauty of the Hudson Valley. Situated on over three groomed acres, this retreat offers the ultimate blend of rustic elegance and modern comfort. The home's interior showcases warm, wood-crafted

  Rebecca Sullivan Miranda Real Estate Group Inc

  42 Frisbee St, East Chatham, NY 12060
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  /2

  Est $1,077,322 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,261 Sq Ft

  104 Ridge Rd, East Chatham, NY 12060

  104 Ridge Rd, East Chatham, NY 12060
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  /51

  $2,400,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,030 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Patrick Heffernan Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
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  /29

  $263,000 Sold Apr 21, 2025

  • Land
  • 10.3 Acres
  • $25,534 per Acre

  • 109 Days On Market

  Unlisted Address

  Catskill Mountain Views!! Nestled in at the end of a private road surrounded by moss covered rock outcrops, this 10 acres of land is ready for your dream home. Expansive western views that stretch across the horizon, offering a front-row seat to some of the most breathtaking sunsets. Whether you're savoring the warm hues of dusk or enjoying the crisp mountain air, this land invites you to relax

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  Unlisted Address
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  /50

  Est $956,828 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,400 Sq Ft

  3 Twin Brook Rd, East Chatham, NY 12060

  3 Twin Brook Rd, East Chatham, NY 12060
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  /2

  $150,000

  • Land
  • 6.02 Acres
  • $24,917 per Acre

  590 County Route 24, Canaan, NY 12060

  This 6 Acre parcel located in the Red Rock area has an open field that slopes down to the Indian Creek. There is a 50 ROW owned by Enerson and Rudman and granted to Newman.

  Barbara Conkling Houlihan Lawrence, Inc.

  590 County Route 24, Canaan, NY 12060
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  /13

  $52,000 Sold Mar 14, 2025

  • Land
  • 5.34 Acres
  • $9,738 per Acre

  • 492 Days On Market

  0 Hawthorne Hill Rd Unit 149822, New Lebanon, NY 12125

  Board of Health Approved PARCEL with DRILLED WELL and UNDERGROUND ELECTRIC. Build your ideal home on these 5.34 surveyed and level acres in a private enclave of vacation homes. Currently mostly wooded with mature hard and soft woods. Drilled well already in place and underground electric accessible at the road. 5 minute drive to equestrian Old Chatham hamlet. Easy to Albany and Pittsfield. Once

  Natalia de Amorim Preferred Country Properties

  0 Hawthorne Hill Rd Unit 149822, New Lebanon, NY 12125
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  /26

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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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

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