Old Chatham, NY Homes

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  /42

  $659,000 Open Sun 12PM - 2PM

  • 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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  /20

  $11,250 per month

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Condo for Rent

  52 Church St Unit ID1295743P, Hudson, NY 12534

  This 5-bedroom retreat is the ultimate Hudson Valley getaway with luxury finishes and upscale vibes. Located just a 10-minute walk to Hudson Village Spots, this home offers an outdoor spa sanctuary, private sauna and hot tub, fire pit with twinkle lights, indoor bar, and cozy pellet stove. The chef's kitchen, outdoor grill and dining area, large yard, and studio suite make it perfect for family

  52 Church St Unit ID1295743P, Hudson, NY 12534
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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
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  /6

  Not Listed For Sale

  0 German Church Rd, Ghent, NY 12075

  0 German Church Rd, Ghent, NY 12075
• 

  

  

  /28

  $769,000 Open Sat 11AM - 1PM

  • 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,or add fruit trees. With many updates, this home and property has been lovingly and thioughtfully

  Linnea VanTassel Country Life Real Estate, LLC

  221 Tice Hill Rd, Ghent, NY 12075
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  /14

  $1,800 per month

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

  145 New York 23 Unit 2, Hudson, NY 12534

  Charming 2-Bedroom Upstairs Apartment in Claverack - All Utilities Included!Welcome to this extremely sweet upstairs apartment located in the heart of Claverack, just minutes from the vibrant shops, galleries, and eateries of Hudson's Warren Street. This 2-bedroom, 1-bath gem offers the perfect balance of peaceful living and convenient access to the charming towns of Copake and

  Carrie Dandridge Mahar Real Estate, LLC

  145 New York 23 Unit 2, 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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  /31

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  43 Eagle St, Hudson, NY 12534

  43 Eagle St, Hudson, NY 12534
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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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  /18

  $5,600 per month

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft
  • House for Rent

  1100 Harlemville Rd, Ghent, NY 12075

  If you want to amplify that seasonal feeling, driving the Upstate's country roads until you reach your Greek Revival farmhouse tucked away very privately from the road and adjacent to tall grass hay fields blowing in the breeze is probably high on your list. We are pleased to offer a 3 bedroom 2 full bathroom historic farm house for lease for the upcoming school year to help fulfill your Upstate

  Parker Meyer Four Seasons Sotheby's Int.

  1100 Harlemville Rd, Ghent, NY 12075
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  /36

  $489,900 Sold Sep 03, 2025

  • 1,908 Sq Ft
  • $257/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  30 Overlook Ct, Hudson, NY 12534

  Welcome to 30 Overlook Court, a turnkey three-bedroom, two-bath home with office, central air, propane fireplace, and multiple heating zones. Enjoy a pool, hot tub, mountain views, and oversized two-car garage.Entertain with ease in the spacious dining room, or relax on the rocking chair front porch. The primary suite features a private balcony, and the walkout basement offers extra

  Daniel Mahar Mahar Real Estate, LLC

  30 Overlook Ct, Hudson, NY 12534
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  /21

  Not Listed For Sale

  0 Snydertown Rd, Claverack, NY 12513

  0 Snydertown Rd, Claverack, NY 12513
• 

  

  /33

  $1,185,000

  • 4 Beds
  • 3 Baths
  • 2,238 Sq Ft

  24 van Wyck Ln, Hudson, NY 12534

  A fabulous example of early Hudson Valley architecture, this c1840 Greek Revival farmhouse sits on three rolling green acres of meadow and gardens. Old growth maples dot the landscape, the property is just 5m from the vibrant city of Hudson but a world away. Its stacked covered porches are framed by classic columns, and gorgeous six-over-six windows are lined with the home's original shutters.

  Annabel Taylor Four Seasons Sotheby's Int.

  24 van Wyck Ln, Hudson, NY 12534
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  /7

  $1,450 per month

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

  107 Main St Unit A, Philmont, NY 12565

  One bedroom/one bath apartment with eat in kitchen and living room. Washer/dryer hookup in bathroom. Heat and Municipal Water and Sewer Included. Tenant responsible for electric, internet and garbage removal. Off street parking.

  Heather Davala Davala Real Estate, LLC

  107 Main St Unit A, Philmont, NY 12565
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  /37

  $305,000 Sold Aug 28, 2025

  • 2,010 Sq Ft
  • $152/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  1179 New York 66, Ghent, NY 12075

  Situated in Columbia County, 1179 Route 66 is a charming ranch home that offers a fantastic opportunity for a DIY enthusiast or hobby farmer to bring their vision to life. Set on 2 acres of land, this property is ideal for horses, small livestock, or a personal hobby farm, featuring a small pond, two barns, and a semi-circular driveway that makes access easy.Inside, the home boasts a sunken

  Angela Lanuto Coldwell Banker Village Green

  1179 New York 66, Ghent, NY 12075
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  /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
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  /33

  $799,000

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

  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
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  /50

  $559,100 Sold Aug 18, 2025

  • 1,449 Sq Ft
  • $386/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  410 Talerico Rd, Ghent, NY 12075

  Equestrian Farm & Home in the Heart of Columbia County! Welcome to easy country living at this meticulously maintained small equestrian farm. Set on seven private acres with breathtaking, far-reaching views of the Catskill Mountains, this 3-bedroom, 2-bathroom home is designed for effortless living with many recent updates and an open and airy layout that frames the stunning landscape beyond.Step

  Christine Hinz Coldwell Banker Village Green

  410 Talerico Rd, Ghent, NY 12075
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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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  /39

  $549,900

  • 4 Beds
  • 4 Baths
  • 1,976 Sq Ft

  49 Macintosh Dr, Hudson, NY 12534

  Welcome to this spacious and versatile home in Claverack, NY, just minutes from Hudson and all the attractions of the Hudson Valley. Built in 2003 and set on 1.4 acres, this property combines modern comfort with thoughtful spaces designed for both relaxation and entertaining. With almost 2,000 sq ft above grade and additional finished living space below, there's room for everyone.Inside,

  Michael Castellano Gilcrest Properties

  49 Macintosh Dr, Hudson, NY 12534
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  /35

  $410,000 Sold Aug 15, 2025

  • 1,920 Sq Ft
  • $214/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  51 Taconic Creek Rd, Hillsdale, NY 12529

  Tucked away on one of Hillsdale's most beautiful and quiet country roads, this three-bedroom, two-bathroom home offers a rare blend of privacy, potential, and charm. Set on a serene one-acre lot, the property features an inviting open-concept living, dining, and kitchen area with vaulted ceilings--perfect for gathering and entertaining. Step outside to enjoy the peaceful screened porch, a

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  51 Taconic Creek Rd, Hillsdale, NY 12529
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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
• 

  

  /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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  /51

  $883,000 Sold Aug 15, 2025

  • 2,573 Sq Ft
  • $343/SF

  • 3 Beds
  • 1.5 Baths
  • Built 1750

  284 Gahbauer Rd, Hudson, NY 12534

  Welcome to Bucks Corners where the timeless charm of a 1750 Farmhouse meets the comforts of modern living. The home features wide pine floors, beamed ceilings and light-filled spaces. But what sets it apart from homes of this era are the generously proportioned rooms with high ceilings.The sunroom with its floor-to-ceiling windows is the perfect setting for a painter's easel or a potter's wheel.

  Amy Krane The Kinderhook Group, Inc.

  284 Gahbauer Rd, Hudson, NY 12534
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  /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
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  /61

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  83 Donnely Rd, Craryville, NY 12521

  Open House on Thursday, September 11th,from 11:00 am to 2:00 PM 83 Donnelly Road, Claverack NYLunch & Refreshments will be served.Even the most discerning buyer will appreciate the elegance and perfection found in every detail of this exquisite home. No stone was left unturned when the original 1940's farmhouse was meticulously redesigned, expanded and updated with the finest

  John Avenia Columbia County RE Specialist

  83 Donnely Rd, Craryville, NY 12521
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  /3

  $270,000 Sold Aug 07, 2025

  • 2,280 Sq Ft
  • $118/SF
  • 32 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  15 Martindale Rd, Philmont, NY 12534

  Set on a generous 1.2 acre lot along the Agawamuck Creek and located in multi-family zoning, this property offers rare potential in a peaceful natural setting. Whether you restore it to a grand single family residence or maintain its multi-unit layout, the structure is partially demoed and ready for renovation. With direct creek frontage and nearby access to Summit Lake/Reservoir, this is a

  TRACY DOBER Rouse + Co Real Estate, LLC

  15 Martindale Rd, Philmont, NY 12534
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  /23

  Est $593,207 Not Listed For Sale

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

  136 Bartel Rd, Ghent, NY 12075

  136 Bartel Rd, Ghent, NY 12075
• 

  

  /38

  $800,000

  • 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

  $307,000 Sold Aug 04, 2025

  • 1,991 Sq Ft
  • $154/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  22 Woodland Rd, Craryville, NY 12521

  Welcome to this charming split-level ranch set on 2.5 serene acres on a quiet dead end road, offering the perfect blend of privacy and functionality. The upper level features a spacious, sunlit living room, two comfortable bedrooms, and a full bath. The spacious kitchen boasts a large island with bar seating, complemented by a cozy dining area and sliding glass doors leading onto the back deck,

  Erin Shepherd Mahar Real Estate, LLC

  22 Woodland Rd, Craryville, NY 12521
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  /54

  Est $635,085 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  1650 County Route 11, Craryville, NY 12521

  1650 County Route 11, Craryville, NY 12521
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  /18

  $540,000

  • 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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  /17

  $352,000 Sold Jul 22, 2025

  • 1,872 Sq Ft
  • $188/SF
  • 115 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  52 Church St, Hudson, NY 12534

  Welcome to 52 Church St. Tucked in the heart of Philmont, this charming and lovingly restored home is full of warmth and character. Thoughtful updates including a new heating system, roof, electrical, and plumbing ensure comfort and peace of mind for years to come.The home's flexible layout includes a studio apartment, perfect for extra income, a guest suite, or an in-law space.Step inside to a

  Shaina Marron Houlihan Lawrence Inc.

  52 Church St, Hudson, NY 12534
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  /25

  Est $726,700 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
• 

  

  /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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  /5

  $74,000 Sold Jul 14, 2025

  • Land
  • 5.09 Acres
  • $14,538 per Acre

  • 65 Days On Market

  0 Fish And Game Rd Unit 156805, Claverack, NY 12513

  Lovely 5+ acre parcel just outside the thriving city of Hudson. A nice mix of open and wooded with great views of farmland and distant hills. There's plenty of room for a horse, big gardens and a soccer field.

  Linnea VanTassel Country Life Real Estate, LLC

  0 Fish And Game Rd Unit 156805, Claverack, NY 12513
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  /2

  Est $615,236 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  694 W End Rd, Hillsdale, NY 12529

  694 W End Rd, Hillsdale, NY 12529
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  /40

  $675,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  292 County Route 27b, Hudson, NY 12534

  A Unique Creative Retreat with Custom-Built Art Studio Nestled on a peaceful one-acre parcel, this exceptional property blends modern comfort with artistic inspiration. Featuring a beautifully renovated 3-bedroom, 1.5-bathroom ranch and a custom-built contemporary studio with a full bath, it's the perfect live/work sanctuary in the heart of the Hudson Valley.The main home, originally

  Bree Chambers Compass Greater NY, LLC

  292 County Route 27b, Hudson, NY 12534
• 

  

  /19

  $342,000 Sold Jul 09, 2025

  • 1,756 Sq Ft
  • $195/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1897

  8 Summit St, Hudson, NY 12534

  Small-town charm, big possibilities: Vintage Character, Modern Vibes & Upstate Magic.Need a break from the city grind or looking for a local upgrade? Trade the hustle for serenity in this 1897 Philmont gem a perfect mix of historic charm and modern flair. 2.5 hours from NYC, this 3-bed, 2-bath Village home is your weekend sanctuary or full-time fresh start, equipped with solar power for lower

  Heather Davala Davala Real Estate, LLC

  8 Summit St, Hudson, NY 12534
• 

  Est $704,563 Not Listed For Sale

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

  62 Bucky Rd, Hillsdale, NY 12529

  62 Bucky Rd, Hillsdale, NY 12529

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