Old Chatham, NY Homes

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  /39

  $797,850 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  627 State Route 23, Craryville, NY 12521

  Catskill Views, Colonial Charm and Endless Tranquility. Enjoy breathtaking Catskill Mountain views from nearly every room of this meticulously maintained 3-bedroom, 2.5-bathroom colonial-style home set on 13.9 private acres. With 2,456 square feet of living space, this home offers a perfect balance of comfort, style and natural beauty.The sun-filled interior features an open-concept, eat-in

  

  DeWayne A. Powell

  William Pitt Sotheby's Int'l

  (518) 400-5971

  627 State Route 23, Craryville, NY 12521
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  /17

  $2,000 per month

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Condo for Rent

  806 Gahbauer Rd Unit 2, Hudson, NY 12534

  If you like to decorate,,This apartment is for you !!...Restored antique federal Has Second Floor Loft Apartment Available.. High Ceilings.Multi Large Windows. Wide Pine Plank Floors.3 Medium Sized Bedrooms, Large Deck Off Living Room...Large Kitchen/Dining Room Combo.24 Ft Living Room, New Windows,Boiler Baseboard Heat,Elec... Very fuel efficient,, country setting yet close to everything,

  806 Gahbauer Rd Unit 2, Hudson, NY 12534
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  /33

  $800,000 Sold Oct 30, 2025

  • 2,900 Sq Ft
  • $276/SF
  • 23 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  75 Ej Ln, Ghent, NY 12075

  Welcome to 75 EJ Lane, a charming and sunny ranch home nestled in the picturesque hills of Columbia County. This captivating property offers breathtaking views of both the Taghkanic and Catskill Mountain ranges, and is set on 3.7 pastoral acres along a tranquil country road. With 2,900 square feet of thoughtfully designed living space, this home is a true gem.Upon entering off the front

  E. ELIZABETH PETERS Corcoran Country Living - Mill

  75 Ej Ln, Ghent, NY 12075
• 

  

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft

  25 Old Farm Rd, Ghent, NY 12075

  25 Old Farm Rd, Ghent, NY 12075
• 

  

  

  /40

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 3,390 Sq Ft

  23 Petty Rd, Ghent, NY 12075

  Nestled down a private road, this spacious home has designer updates for a turn key experience. Set on over 5 acres, this home has 5 bedrooms, 3.5 baths. Open kitchen to dining room and living room for natural light. Perfect for entertaining, the kitchen has an oversized quartz island with prep sink, 36'' gas range, marble tile backsplash and solid wood cabinets. Mud room off kitchen with

  Andrea Gabel Gabel Real Estate

  23 Petty Rd, Ghent, NY 12075
• 

  

  /20

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 4,000 Sq Ft
  • House for Rent

  387 Tishauser Rd, Hudson, NY 12534

  Enjoy this beautiful mid-century home high on a hill with expansive Catskill views, 10 minutes to Hudson, now available year round.Originally built in 1957, to the highest standards, this completely updated home has been stylishly renovated and furnished by the new owner (a prominent professional design expert) using the best interpretation of mid-century modern style. Located high above a

  Peggy Lampman Peggy Lampman

  387 Tishauser Rd, Hudson, NY 12534
• 

  

  /43

  $600,000 Sold Oct 30, 2025

  • 1,962 Sq Ft
  • $306/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  32 Damita Dr Unit 16, Hudson, NY 12534

  **MULTIPLE OFFERS RECIEVED, BEST AND FINAL OFFERS DUE BY TUESDAY 8/26/25 at 9PM.**. Stepping through the door of this custom built three bedroom Cape feels like entering the pages of a storybook. Sunlight streams across rich wood accents, illuminating the thoughtful craftsmanship that defines every corner of this home. Each inviting room exudes character and charm, creating a warm, welcoming

  Jessica Coutsonikas KW Platform

  32 Damita Dr Unit 16, Hudson, NY 12534
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  /53

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  1090 Route 217, Philmont, NY 12513

  1090 Route 217, Philmont, NY 12513
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  /28

  $739,000

  • 3 Beds
  • 3 Baths
  • 1,508 Sq Ft

  221 Tice Hill Rd, Ghent, NY 12075

  Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

  Linnea VanTassel Country Life Real Estate, LLC

  221 Tice Hill Rd, Ghent, NY 12075
• 

  

  /4

  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Condo for Rent

  166 Main St Unit 1, Hudson, NY 12534

  large sunny loft like apartment,,located up in the square,12x5 outside porch,hardwood floors deep dish windows,.26x14 living room/dining room,, 2; 14x14 bedrooms,, 1;9x11 bedroom 1;9x11 laundry room,, eat in kitchen, storage space off the apartment,off street parking for 2 cars,this apartment is insulated above and has a fairly new boiler, ,first/last and security,no utilities,, 2400.00 mo,

  166 Main St Unit 1, Hudson, NY 12534
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  /20

  $302,500 Sold Oct 30, 2025

  • 1,200 Sq Ft
  • $252/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1850

  10 County Route 9, Hudson, NY 12534

  This charming Greek Revival offers the perfect blend of historic character and modern comfort. Set beside a tranquil creek, the home is filled with natural light and features a spacious living room that opens to a beautiful three-season screened porch with serene views of the water and lush green trees. Inside, you'll find two bedrooms, two full baths, and original wide-plank floors dating back

  Dana Matthews Rouse + Co Real Estate, LLC

  10 County Route 9, Hudson, NY 12534
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  /30

  Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,980 Sq Ft

  857 New York 23, Craryville, NY 12521

  857 New York 23, Craryville, NY 12521
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  /36

  $579,000

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  861 Snydertown Rd, Craryville, NY 12521

  Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

  Joyce Vale Coldwell Banker Advisor Realty

  861 Snydertown Rd, Craryville, NY 12521
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  /25

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  167 New York 23 Unit 4 C, Claverack-Red Mills, NY 12513

  Completely renovated and MOVE-IN Ready! T his charming Two-Story, Two-Bedroom Apartment in Claverack, has just been completely remodeled with everything new, offering the perfect blend of modern comfort and small-town charm. Step inside to find a bright and inviting living space adorned with brand new flooring and a fresh coat of paint, brand new kitchen creating a warm and welcoming atmosphere.

  Barbara Robinson Red Apple Realty

  167 New York 23 Unit 4 C, Claverack-Red Mills, NY 12513
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  /65

  $2,358,000 Sold Oct 27, 2025

  • 2,500 Sq Ft
  • $943/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  837 Carlson Rd, Craryville, NY 12521

  A special and architecturally significant showpiece with demanding 360 degree views.Perched atop 33 private acres with panoramic views of the Catskills and valley below, this single-level home is a masterclass in contemporary design and serenity. Framed by full-height window walls, the outdoors merges seamlessly with indoor living, offering a truly immersive experience.Thoughtfully

  John Barbato Compass, Hillsdale

  837 Carlson Rd, Craryville, NY 12521
• 

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,896 Sq Ft

  39 - stop 26 Justice Rd, Hillsdale, NY 12529

  39 - stop 26 Justice Rd, Hillsdale, NY 12529
• 

  

  /76

  $549,900

  • 3 Beds
  • 1 Bath
  • 1,596 Sq Ft

  660 Oak Hill Rd, Hudson, NY 12534

  A 3 Bedroom, 1 Bath Home on 12 Acres with a Pond in Claverack/Hudson! The home has a beautiful country setting on 12.1 acres nestled among the trees overlooking a pond. The 1st floor features a living room with a woodstove, a sunroom, a dining room with a charming stone fireplace, a kitchen, a bedroom, and a bathroom. The 2nd floor has 2 bedrooms. The basement has a 1 car garage, a laundry area,

  Ted Banta RVW Select Properties

  660 Oak Hill Rd, Hudson, NY 12534
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  /18

  $1,950 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  167 New York 23 Unit 1 C, Claverack-Red Mills, NY 12513

  Charming Second Story Floor Two-Bedroom Apartment in Claverack, NY!Discover your new home in the heart of Claverack! This freshly renovated two-bedroom apartment offers the perfect blend of modern comfort and small-town charm. Step inside to find a bright and inviting living space adorned with brand new flooring and a fresh coat of paint, brand new kitchen creating a warm and welcoming

  Barbara Robinson Red Apple Realty

  167 New York 23 Unit 1 C, Claverack-Red Mills, NY 12513
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  /20

  $895,000 Sold Oct 23, 2025

  • 3,000 Sq Ft
  • $298/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  167 May Hill Rd, Ghent, NY 12075

  A totally unique property unlike any other in Columbia County. This premier hilltop location overlooks the Hawthorne Valley Farm & Waldorf School. Sweeping views of Harlemville and the Taconic mountain range from large picture windows and an expansive 600 sq ft deck. Short stroll on private path through woods to the oldest Waldorf school in the United States and the renowned Hawthorne Valley

  Allen Halstead Berkshire Hathaway HomeService

  167 May Hill Rd, Ghent, NY 12075
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  /7

  Not Listed For Sale

  0 - No# Justice Rd, Hillsdale, NY 12529

  0 - No# Justice Rd, Hillsdale, NY 12529
• 

  

  /38

  $720,000

  • 4 Beds
  • 3.5 Baths
  • 2,492 Sq Ft

  4 Lower Post Rd, Ghent, NY 12075

  Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet

  Ann Ruecker Weichert Realtors Fontaine

  4 Lower Post Rd, Ghent, NY 12075
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  /12

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 100 Sq Ft
  • Apartment for Rent

  551 New York 217, Hudson, NY 12534

  Check out this spacious and renovated apartment in the country! This newly updated two-bedroom one bath apartment, one wing of a two-family home, has brand new floors, new window blinds, plus new kitchen cabinets and a bathroom vanity crafted by the cabinetmaker landlord. There are two good sized bedrooms, each with a large closet, and a large bathroom with a linen closet. The eat-in kitchen has

  David Norman Hall Houlihan Lawrence Inc.

  551 New York 217, Hudson, NY 12534
• 

  

  /19

  $325,000 Sold Oct 08, 2025

  • 1,400 Sq Ft
  • $232/SF
  • 81 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  438 Route 217, Hudson, NY 12534

  Originally built circa 1960, the updated and expanded four-bedroom rambling farmhouse, provides a blend of charm and modern convenience with a top-tier Mitsubishi Mini-Split system for AC, heat, and dehumidification backed by state-of-the-art Buderus hot water baseboard heating system. The ground floor includes the kitchen and breakfast area, open living/dining area, den (with glass sliding doors

  Peggy Lampman Peggy Lampman Real Estate

  438 Route 217, Hudson, NY 12534
• 

  

  /23

  Est $652,273 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,584 Sq Ft

  136 Bartel Rd, Ghent, NY 12075

  136 Bartel Rd, Ghent, NY 12075
• 

  

  /18

  $520,000

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2253 County Route 21, Hillsdale, NY 12529

  Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

  Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
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  /33

  $263,000 Sold Oct 06, 2025

  • 1,464 Sq Ft
  • $180/SF
  • 143 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  51 Dunbar Rd, Hudson, NY 12534

  The yard gently rolls up and down between rock outcroppings and clusters of trees creating a canvas true gardeners will appreciate. Nature surrounds this petite farmhouse style with side addition offering a clean slate. Potential in every nook and cranny waiting for the right buyer to accentuate the possibilities. The living room is spacious, has plank wood floors, exposed beam, a 3/4 bath and

  Melinda Barbanti Davala Real Estate, LLC

  51 Dunbar Rd, Hudson, NY 12534
• 

  

  /22

  Est $457,861 Not Listed For Sale

  • 4 Beds
  • 3,500 Sq Ft

  273 Rigor Hill Rd, Chatham, NY 12037

  273 Rigor Hill Rd, Chatham, NY 12037
• 

  

  /50

  $735,000

  • 5 Beds
  • 4 Baths
  • 4,052 Sq Ft

  100 Schnackenberg Rd, Ghent, NY 12075

  Welcome to your private retreat in the Taconic Hills School District!Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there’s plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create

  Dominique Wasilewski EXP Realty

  100 Schnackenberg Rd, Ghent, NY 12075
• 

  

  /22

  $370,000 Sold Oct 03, 2025

  • 1,240 Sq Ft
  • $298/SF
  • 97 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  85 Summit St, Philmont, NY 12565

  Hilltop living in Philmont! Welcome to 85 Summit Street, a three bedroom ranch located off of a private driveway just outside the village of Philmont. The property is 12 minutes to Hudson. You're greeted by a stone facade as you arrive by the well-landscaped driveway. Park in back and enter the house through a skylit, floor-heated gallery suitable for studio, workshop or just hanging out. The

  Andrew Edwards Tri Hudson Realty, LLC

  85 Summit St, Philmont, NY 12565
• 

  

  /25

  Est $722,226 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  274 Texas Hill Rd, Hillsdale, NY 12529

  274 Texas Hill Rd, Hillsdale, NY 12529
• 

  

  /36

  $870,000

  • 3 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  368 Gahbauer Rd, Hudson, NY 12534

  Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded

  Dominick DiFilippo Keller Williams Realty Partner

  368 Gahbauer Rd, Hudson, NY 12534
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  /6

  $14,000 Sold Sep 25, 2025

  • Land
  • 1.5 Acres
  • $9,333 per Acre

  • 368 Days On Market

  0 Route 23 Rd, Copake, NY 0

  ideal small lot on Route 23 with lots of traffic, zoned residential, but commercial use possible with property approvals. Back of property is wet. Broker owned

  David Birch Barns & Farms Realty, LLC

  0 Route 23 Rd, Copake, NY 0
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  Est $716,373 Not Listed For Sale

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

  62 Bucky Rd, Hillsdale, NY 12529

  62 Bucky Rd, Hillsdale, NY 12529
• 

  

  /23

  $579,900

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  422 County Route 9, Ghent, NY 12075

  Charming 3-bed, 2-bath craftsman-style farmhouse in Columbia County, fully renovated on 1.5 acres. Borders North Creek and vast open land. Features open-concept living, modern kitchen, primary bedroom with ensuite bath, large deck, and front porch. Bright, airy design with natural light. Minutes from Hudson, Chatham, and Kinderhook for dining, galleries, and outdoor activities. Perfect Hudson

  Rachel Haley Houlihan Lawrence, Inc

  422 County Route 9, Ghent, NY 12075
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  /15

  $175,000 Sold Sep 17, 2025

  • 1,088 Sq Ft
  • $161/SF
  • 44 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1951

  445 New York 23, Hollowville, NY 12513

  Set on 1.5 peaceful rural acres, this cozy 2-bedroom, 1-bath ranch offers easy single-level living and a solid opportunity to make it your own. An attached one-car garage is connected by a bright three-season entry room, perfect for extra storage, a mudroom, or quiet mornings with coffee.Conveniently located adjacent to 426 Acres of land accessible to the public with 7 miles of nature

  Ryan Wexler Coldwell Banker Advisor Realty

  445 New York 23, Hollowville, NY 12513
• 

  Est $1,131,718 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft

  15 Arch Bridge Rd, Ghent, NY 12075

  15 Arch Bridge Rd, Ghent, NY 12075
• 

  

  /31

  $649,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  62 Tipple Rd, Hudson, NY 12534

  Recently built and thoughtfully designed, this custom home blends the best of country style with a modern aesthetic. 10 minutes to downtown Hudson, the home is tucked away on a peaceful country lane and is framed by a living fence of evergreen Spruce trees for privacy. Expansive picture windows & sliders capture views across the road through the trees. Inside, 2 bedrooms and 2 baths include an

  Amy Krane The Kinderhook Group, Inc.

  62 Tipple Rd, Hudson, NY 12534
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  /3

  $110,000 Sold Sep 17, 2025

  • Land
  • 5.09 Acres
  • $21,611 per Acre

  • 134 Days On Market

  0 Catskill View Rd Unit 157004, Claverack, NY 12513

  A fantastic opportunity! A 5.09-acre lot just outside Claverack, NY, offering a mix of open and wooded land with scenic farmland views. With housing inventory low, this could be the perfect chance to build a home tailored to your vision, rather than settling for someone else's design.The property is conveniently located near the Taconic State Parkway, making travel easy. It does require Board of

  Arleen Shepley Elyse Harney Real Estate

  0 Catskill View Rd Unit 157004, Claverack, NY 12513
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  /24

  Est $400,860 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  141 Soller Heights Rd, Ghent, NY 12075

  141 Soller Heights Rd, Ghent, NY 12075
• 

  

  /42

  $625,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  284 County Route 27b, Hudson, NY 12534

  Meadowood is an 1840 farmhouse full of enduring charm that sits on nearly eight acres of open lawns, mature trees, and woodland just outside Hudson. With its guest cottage and beautiful natural surroundings, it is a welcoming country retreat with space to gather, relax, and grow.The living room is centered around a brick fireplace with a graceful mantelpiece and includes a cozy alcove

  Daniel Romero Compass Greater New York, LLC

  284 County Route 27b, Hudson, NY 12534

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