Columbia County, NY Homes

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  $225,000

  • Land
  • 12.4 Acres
  • $18,145 per Acre

  0 Carson Rd, Ancram, NY 12502

  Discover the perfect setting for your dream home on this beautiful 12+ acre wooded parcel ideally located just off Route 22 at the Dutchess and Columbia County border. Nestled on a gentle hillside, this property offers privacy, natural beauty, and the potential for views toward the Taconic mountain range.Enjoy the best of both worlds—peaceful country living with convenient access to modern

  Theresa Westlake Copake Lake Realty Corp.

  0 Carson Rd, Ancram, NY 12502
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  /22

  $11,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft
  • House for Rent

  2073 New York 82, Ancram, NY 12502

  Driving into the nearly 300 acre PRIVATE ESTATE uphill through the red maple, yellow birch and hemlock forest with all the birdsong surround kindles the imagination as the approach to the historic 1800 Greek Revival eyebrow architecture house is everything you thought it would be a the end of such a private gravel driveway. The property is resoundingly expansive echoing a quietude of place and

  Parker Meyer Four Seasons Sotheby's Int.

  2073 New York 82, Ancram, NY 12502
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  /33

  $407,500 Sold Aug 28, 2025

  135 New York 23b, Hudson, NY 12534

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 40 Days On Market

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  135 New York 23b, Hudson, NY 12534
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  /42

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,193 Sq Ft

  497 Route 32, North Chatham, NY 12132

  497 Route 32, North Chatham, NY 12132
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  /9

  $149,000

  • Land
  • 1.8 Acres
  • $82,778 per Acre

  0 South Rd, Germantown, NY 12526

  This pretty 1.8-acre lot is the perfect tranquil place to build the home you always dreamed of. Lightly wooded with lovely visas of open farmland and located off a quiet country road this parcel lends itself to many different styles of homes whether it be a Midcentury Modern, a rustic Log Home, Contemporary or a simple Modular. It's your choice. Come listen to the birds and plan your escape to

  Catherine Mondello Mondello Upstate Properties

  0 South Rd, Germantown, NY 12526
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  /23

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  101 Orinsekwa Rd, Valatie, NY 12184

  This 3 bedroom, 1 bath home is situated on a private road within a spacious 50+ acre property that is shared with only 5 other homes. This residence boasts a large welcoming foyer and living room with a cozy wood burning stove, and a large eat in kitchen. This home enjoys a fenced yard, while the expansive grounds offer opportunities for exploration along old trails as well as private access to

  Jennifer Sesma Beach & Bartolo Realtors

  101 Orinsekwa Rd, Valatie, NY 12184
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  $417,000 Sold Jul 23, 2025

  1122 Lake View Rd, Copake, NY 12516

  • 3 Beds
  • 2 Baths
  • 925 Sq Ft
  • Built 1969

  Last Sold Summary

  • 8% Above List Price
  • $451/SF
  • 18 Days On Market

  Current Estimated Value $434,521

  Last Listing Agent William Spinelli BHHS Hudson Valley Properties

  1122 Lake View Rd, Copake, NY 12516
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  /28

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  2420 - 391 Route 66, Ghent, NY 12037

  2420 - 391 Route 66, Ghent, NY 12037
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  /20

  $314,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  59 Hawley Rd, Niverville, NY 12130

  New listing in Niverville! This charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, space, and convenience. The open floor plan features a huge kitchen that flows seamlessly into the living and dining areas—perfect for entertaining or family gatherings. On-demand hot water will flow endlessly! A cozy wood-burning fireplace adds warmth and charm to the main living space. The first

  Michael Castellano Gilcrest Properties

  59 Hawley Rd, Niverville, NY 12130
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  /23

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  101 Orinsekwa Rd, Kinderhook, NY 12184

  This 3 bedroom, 1 bath home is situated on a private road within a spacious 50+ acre property that is shared with only 5 other homes. This residence boasts a large welcoming foyer and living room with a cozy wood burning stove, and a large eat in kitchen. This home enjoys a fenced yard, while the expansive grounds offer opportunities for exploration along old trails as well as private access to

  Jennifer Sesma Beach & Bartolo Realtors Inc

  101 Orinsekwa Rd, Kinderhook, NY 12184
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  /20

  $1,150,000 Sold Apr 10, 2025

  564 New York 23, Hollowville, NY 12513

  • 1 Bed
  • 1 Bath
  • 5,265 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $218/SF
  • 256 Days On Market

  Last Listing Agent Joseph Shirk The Kinderhook Group, Inc.

  564 New York 23, Hollowville, NY 12513
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  /39

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  337 - 339 Union St, Hudson, NY 12534

  337 - 339 Union St, Hudson, NY 12534
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  /28

  $395,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  28 Janis St, Hudson, NY 12534

  Spacious, light-filled contemporary home in Hudson NY, just minutes from the heart of Warren Street. This updated detached house offers approx. 1,800 sf of living space across two and half floors, with a generous fenced rear garden, garage and ample additional off-street parking. The house has undergone extensive remodeling, including updated kitchen, bathrooms, and a new roof with added

  Peter Darrell Tri Hudson Realty, LLC

  28 Janis St, Hudson, NY 12534
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  /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
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  /5

  $86,625 Sold Jan 06, 2026

  9667 U S 9, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8,662,400% Above List Price
  • $90/SF

  Last Listing Agent Patricia Wingate Corner Stone Properties

  9667 U S 9, Hudson, NY 12534
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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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  /41

  $1,975,000

  • 6 Baths
  • 9,064 Sq Ft

  78-90 Green St, Hudson, NY 12534

  Fabulous 9,300 sf of flexible mixed-use space with ample parking and 158 feet of prime frontage in the heart of bustling Hudson. This income-generating complex is centered around a modern 5,000 sf warehouse/studio unique to Hudson, along with 6 office suites, a gallery and a popular new restaurant. Moreover, the property enjoys mixed-use zoning, giving full flexibility for additional commercial

  Peter Darrell Tri Hudson Realty, LLC

  78-90 Green St, Hudson, NY 12534
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  /11

  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  776 U S 20, New Lebanon, NY 12125

  Set on over seven beautiful acres in the heart of New Lebanon, this inviting three-bedroom, two-bath home offers the perfect blend of country living and modern comfort. Surrounded by nature and open skies, the property provides both privacy and convenience in a sought-after location.Step inside to a warm and welcoming layout featuring a cozy living room centered around a classic wood-burning

  Ryan Lane Gilcrest Properties

  776 U S 20, New Lebanon, NY 12125
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  /45

  $655,000 Sold Jun 30, 2025

  53 Ten Broeck Rd, Chatham, NY 12037

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $409/SF
  • 4 Days On Market

  Current Estimated Value $667,045

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

  53 Ten Broeck Rd, Chatham, NY 12037
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  /36

  Est $1,243,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  13191 State Route 22 Unit 27, Canaan, NY 12029

  13191 State Route 22 Unit 27, Canaan, NY 12029
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  /13

  $369,000 Under Contract

  • Land
  • 22 Acres
  • $16,773 per Acre

  0 Amy's Ln Unit 152415, Austerlitz, NY 12017

  22 Acres on quiet byway with striking view of Berkshires. Adjoins other luxury properties. Easy commute to Tanglewood and the Berkshires. BOHA private building site with driveway and views of Berkshire Mountains. Close to Hillsdale, Chatham and Canaan and not far from Hudson. Please look at the approved plans for a Gatehouse/garage, under category 'other' Complete approved plans are available.

  David Birch Barns & Farms Realty, LLC

  0 Amy's Ln Unit 152415, Austerlitz, NY 12017
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  /10

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • House for Rent

  419 SW Sw Colony Rd, Hillsdale, NY 12529

  Enjoy lake living at this cozy 2 bedroom 1 bath cottage at beautiful Copake Lake. Lake access providing the perfect spot to relax and swim. Conveniently located near local dining, outdoor recreation and just a short drive to Hudson, Great Barrington and the Taconic State Parkway. 18 month lease preferred. All utilities and maintenance responsibility of the tenant. Must have renters insurance and

  Theresa Westlake Copake Lake Realty Corp.

  419 SW Sw Colony Rd, Hillsdale, NY 12529
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  /42

  $230,000 Sold Feb 14, 2025

  2716 Atlantic Ave, Hudson, NY 12534

  • 6 Beds
  • 4 Baths
  • 2,258 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $102/SF
  • 89 Days On Market

  Current Estimated Value $319,315

  Last Listing Agent Kathryn Kole Coldwell Banker Prime Properties

  2716 Atlantic Ave, Hudson, NY 12534
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  /29

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 3,656 Sq Ft

  81 Route 25, Stockport, NY 12534

  81 Route 25, Stockport, NY 12534
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  /18

  $258,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1154 County Route 25, Kinderhook, NY 12106

  This sweet cottage is tucked on a corner lot and ready for its new owner. The home is small but mighty, with room to expand. Enjoy sitting in the backyard or gazebo. There is a workshop that can be used as is or converted to studio space. The third bedroom is currently being used as a dining room/study. The roof, heating and cooling system were all updated about 5 ago.

  Jack Van Buren Berkshire Hathaway Home Services Blake

  1154 County Route 25, Kinderhook, NY 12106
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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

  $605,000 Sold Sep 17, 2025

  15 Roosevelt Dr, Hillsdale, NY 12529

  • 1,080 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $560/SF
  • 742 Days On Market

  Current Estimated Value $541,208

  Last Listing Agent Donna Peck Copake Realty

  15 Roosevelt Dr, Hillsdale, NY 12529
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  /40

  Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,314 Sq Ft

  811 Warren St, Hudson, NY 12534

  811 Warren St, Hudson, NY 12534
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  /32

  $2,800,000

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

  336 Main St, Germantown, NY 12526

  All of the charm of an old farmhouse with none of the headaches. This c2005 build has sweeping views of the Catskill Mountains and loads of charm. Down a long, tree lined driveway, you're just two minutes from the historic hamlet of Germantown but you feel like you're in a world of your own. Peaceful, private and quiet, 336 Main Street truly offers the best of both worlds. Rocking chairs line the

  Annabel Taylor Four Seasons Sotheby's Int.

  336 Main St, Germantown, NY 12526
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  /52

  $13,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft
  • House for Rent

  356 County Route 6, Germantown, NY 12526

  Located in the heart of the Hudson Valley in Germantown, NY, Peaceful Windhorse Farm is an exceptional property that combines rustic charm with modern sustainability. Conveniently situated between the Rhinebeck and Hudson Amtrak train stations (each 20 minutes away), this 50-acre property is a nature lover's paradise. The completely pesticide free expansive grounds present diverse landscapes

  SHERI SCEROLER Four Seasons Sotheby's Int.

  356 County Route 6, Germantown, NY 12526
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  /13

  $125,000 Sold Nov 25, 2025

  616 Pleasantvale Rd, Tivoli, NY 12583

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1940

  Last Sold Summary

  • 37% Below List Price
  • $118/SF
  • 29 Days On Market

  Last Listing Agent Tammy Molinski Coldwell Banker Advisor Realty

  616 Pleasantvale Rd, Tivoli, NY 12583
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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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  /19

  $235,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,314 Sq Ft

  55 Payn Ave, Chatham, NY 12037

  Charming cape on one acre with a detached garage. Lots of room to spread out on this property. 4 Bedrooms 2 Baths on a fenced in lot. Inside has high ceilings and a beautiful stone fireplace, there is a crawl space basement and attic. Lots of original features, including beautiful inlaid wood flooring and wood trim. Detached oversized garage and 2 enclosed porches wrap up this gem.

  Ronnie Rebis Grist Mill Real Estate

  55 Payn Ave, Chatham, NY 12037
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  /11

  $4,850 per month

  • 3 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  208 Cunningham Hill Rd, Canaan, NY 12029

  Down a beautiful country road lies this fully furnished, completely renovated 3-bedroom, 3.5 bath home--the perfect blend of comfort and countryside charm. Conveniently located between Chatham, NY and The Berkshires, you'll enjoy easy access to fine restaurants, skiing and year-round cultural attractions. Home rental includes access to Queechy Lake.Features include:Central AC,

  Janet Kain The Kinderhook Group, Inc.

  208 Cunningham Hill Rd, Canaan, NY 12029
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  /20

  $73,000 Sold Sep 19, 2025

  5427 New York 9h Unit 16, Hudson, NY 12534

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $76/SF
  • 118 Days On Market

  Last Listing Agent Barbara Robinson Red Apple Realty

  5427 New York 9h Unit 16, 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
• 

  

  /42

  $369,000

  • 5 Beds
  • 3 Baths
  • 2,948 Sq Ft

  4108 State Route 9g, Germantown, NY 12526

  UPDATED PHOTOS! 10/6/2025 This sale consists of two homes and sits on over 2.5 acres of private land and includes a 4-bedroom main house, a legal 1-bedroom cottage, and a separate structure with a hot tub, offering the perfect blend of comfort, relaxation, and income potential. Property has its own driveway the neighbor has installed their own. At one point in the past, it was a shard driveway.

  Peter Sisca Real Broker NY LLC

  4108 State Route 9g, Germantown, NY 12526
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  /10

  $2,900 per month

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

  30 Union St Unit 2, Hudson, NY 12534

  Opportunity to live on prestigious lower Union Street in Hudson in the famed Ship Captains' House inside fine Georgian architecture, enjoying fabulous views of the Catskill Mountains and the Hudson River. Meticulously renovated with brand new appliances, this apartment has nice proportions and wonderful light streaming through historically preserved large paned windows. Nestled in the middle of

  Parker Meyer Four Seasons Sotheby's Int.

  30 Union St Unit 2, Hudson, NY 12534
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  /29

  $349,000 Sold Sep 30, 2025

  2257 New York 66, Ghent, NY 12075

  • 2 Beds
  • 2 Baths
  • 1,809 Sq Ft
  • Built 1937

  Last Sold Summary

  • $193/SF
  • 4 Days On Market

  Last Listing Agent Ryan Lane Gilcrest Properties

  2257 New York 66, Ghent, NY 12075
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  /42

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  208 - 212 Mill, Hudson, NY 12534

  208 - 212 Mill, Hudson, NY 12534

Showing Results 241 - 280, Page 7 of 18