Columbia County, NY Homes

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  /11

  $125,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 884 Sq Ft

  75 Winslow Rd Unit 40, East Nassau, NY 12062

  Tucked away at the end of a quiet dead-end road in a peaceful New Lebanon community, this charming home offers the tranquility you've been searching for! Surrounded by a beautifully serene setting, you'll enjoy a sense of privacy and relaxation that's hard to find! Inside, the home features a comfortable and functional layout featuring 3 bedrooms and 1.5 baths with bright living spaces and plenty

  Lisa Williams KW PLATFORM

  75 Winslow Rd Unit 40, East Nassau, NY 12062
• 

  

  

  /69

  $1,765,000

  Sold May 26, 2026

  111 Miller Rd, Hudson, NY 12534

  • 4 Beds
  • 2.5 Baths
  • 2,024 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Above List Price
  • $872/SF
  • 9 Days On Market

  Current Estimated Value $1,531,048

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence

  111 Miller Rd, Hudson, NY 12534
• 

  

  

  /29

  Est $536,825

  Not Listed For Sale

  24 Pleasant View Dr, Hudson, NY 12534

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1972

  24 Pleasant View Dr, Hudson, NY 12534

  Last Sold Summary

  • 84 Days On Market
• 

  

  

  /61

  $1,875,000

  • 3 Beds
  • 2 Baths
  • 2,908 Sq Ft

  41 Chicory Ln, Chatham, NY 12037

  Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed

  Anthony D'Argenzio Houlihan Lawrence

  41 Chicory Ln, Chatham, NY 12037
• 

  $787,500

  Sold Sep 03, 2025

  517-519 Washington St, Hudson, NY 12534

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • Built 1880

  Last Sold Summary

  • 21% Below List Price
  • $422/SF
  • 124 Days On Market

  Current Estimated Value $911,250

  Last Listing Agent Peggy Lampman Peggy Lampman

  517-519 Washington St, Hudson, NY 12534
• 

  /2

  Not Listed For Sale

  1173 U S Highway 9, Hudson, NY 12534

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft
  • Built 1948

  1173 U S Highway 9, Hudson, NY 12534
• 

  

  /25

  $310,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  127 Hillside Dr, Copake Lake, NY 12521

  For those seeking a secluded cabin in the woods, this charming 1940s log home offers both privacy and the added benefit of deeded lake rights to Copake Lake. The main level features an open-concept layout, including a living room, dining area, kitchen, bedroom, and full bath. A thoughtful custom detail--a pull-down kitchen table--enhances both functionality and character. The walk-out lower level

  Lindsay Lebrecht Copake Lake Realty Corp.

  127 Hillside Dr, Copake Lake, NY 12521
• 

  

  /43

  $314,000

  Sold Dec 22, 2025

  1412 County Route 28, Valatie, NY 12184

  • 4 Beds
  • 2 Baths
  • 1,129 Sq Ft
  • Built 1942

  Last Sold Summary

  • $278/SF
  • 18 Days On Market

  Current Estimated Value $331,317

  Last Listing Agent Stephanie Martino Clancy Real Estate

  1412 County Route 28, Valatie, NY 12184
• 

  Not Listed For Sale

  0 White Birch Rd, Germantown, NY 12526

  0 White Birch Rd, Germantown, NY 12526

  Last Sold Summary

  • 294 Days On Market
• 

  

  /19

  $211,500

  $24K PRICE DROP Pending

  • 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
• 

  

  /41

  $476,562

  Sold Mar 19, 2026

  135 Millbrook Rd, Hudson, NY 12534

  • 3 Beds
  • 1 Bath
  • 1,133 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Below List Price
  • $421/SF
  • 244 Days On Market

  Current Estimated Value $464,263

  Last Listing Agent Barbara Robinson Red Apple Realty

  135 Millbrook Rd, Hudson, NY 12534
• 

  

  /13

  Not Listed For Sale

  0 Madison Ave Unit 155470, Canaan, NY 12029

  0 Madison Ave Unit 155470, Canaan, NY 12029

  Last Sold Summary

  • 108 Days On Market
• 

  

  /35

  $449,500

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,234 Sq Ft

  6542 Hill St, Hudson, NY 12534

  This beautifully restored Craftsman-style home in the northern Hudson Valley blends timeless character with thoughtful updates. Featuring 3 bedrooms and 2 bathrooms, the home showcases original windows, hardwood floors, and finely detailed window trims that have been meticulously preserved, maintaining its authentic charm. Natural light fills the interior, enhancing the warm, inviting atmosphere

  Dave Merchant Keller Williams Realty HV Nort

  6542 Hill St, Hudson, NY 12534
• 

  

  /21

  $389,000

  Sold May 19, 2026

  1108 New York 295, East Chatham, NY 12060

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 1820

  Last Sold Summary

  • $210/SF
  • 25 Days On Market

  Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  1108 New York 295, East Chatham, NY 12060
• 

  

  /29

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 109 Days On Market
• 

  

  /41

  $625,000

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  2 Sky View Ln, Valatie, NY 12184

  This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the

  Sharon McArdle Berkshire Hathaway Home Services Blake

  2 Sky View Ln, Valatie, NY 12184
• 

  

  /20

  $325,000

  Sold Jul 07, 2025

  84 Harry Howard Ave, Hudson, NY 12534

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1923

  Last Sold Summary

  • 7% Below List Price
  • $217/SF
  • 49 Days On Market

  Last Listing Agent Joseph Spano Past Member

  84 Harry Howard Ave, Hudson, NY 12534
• 

  

  /5

  Not Listed For Sale

  0 Clearwater Ln Unit 20244651, Livingston, NY 12526

  0 Clearwater Ln Unit 20244651, Livingston, NY 12526

  Last Sold Summary

  • 85 Days On Market
• 

  

  /8

  $108,000

  • 3 Beds
  • 2 Baths

  1903 Route 203 Unit 104, Chatham, NY 12037

  2013 3 bedroom, 2 full bath manufactured home available for sale. $108,000. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community park is walking distance from downtown Chatham with playgrounds,

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 104, Chatham, NY 12037
• 

  

  /53

  $430,000

  Sold Nov 04, 2025

  42 William St, Kinderhook, NY 12106

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 1923

  Last Sold Summary

  • 14% Below List Price
  • $344/SF
  • 57 Days On Market

  Current Estimated Value $461,053

  Last Listing Agent Paige Block Coldwell Banker Prime Properti

  42 William St, Kinderhook, NY 12106
• 

  

  /58

  Est $1,720,213

  Not Listed For Sale

  110 Stickle Rd, Hudson, NY 12534

  • 5 Beds
  • 5 Baths
  • 4,350 Sq Ft
  • Built 1860

  110 Stickle Rd, Hudson, NY 12534

  Last Sold Summary

  • 69 Days On Market
• 

  

  /25

  $274,999

  Pending

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft

  1640 County Route 13, Brainard, NY 12024

  Charming 5-bedroom, 2-bath country-style home on a cozy lot, featuring an oversized two-car garage with a dedicated workshop area. Inside, enjoy a spacious family room, an inviting living room, and an eat-in kitchen--plenty of room for everyone. Recent upgrades include a durable metal roof, a new split system for efficient heating and cooling, on-demand hot water, and newer carpeting upstairs.

  Leonard Brown Berkshire Hathaway HomeService

  1640 County Route 13, Brainard, NY 12024
• 

  

  /49

  $685,000

  Sold Aug 18, 2025

  225 Robinson St, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1900

  Last Sold Summary

  • $436/SF
  • 56 Days On Market

  Current Estimated Value $674,100

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  225 Robinson St, Hudson, NY 12534
• 

  Not Listed For Sale

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503

  • 4 Beds
  • 3 Baths
  • 4,144 Sq Ft
  • Built 2000

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503

  Last Sold Summary

  • 428 Days On Market
• 

  

  /25

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft

  953 Albany Turnpike, Old Chatham, NY 12136

  Charming 3-Bedroom Ranch on 14 Acres in Old Chatham, NY Discover peaceful country living at its finest in this inviting 3-bedroom ranch-style home, nestled on a sprawling 14-acre parcel in Old Chatham. Offering the perfect blend of comfort, functionality, and outdoor adventure, this property is ideal for horse enthusiasts, nature lovers, and those seeking a private retreat just minutes from

  Tyler Bervy Stone House Properties, LLC

  953 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /14

  $417,000

  Sold Apr 22, 2026

  4524 Burnett St, Valatie, NY 12184

  • 3 Beds
  • 1.5 Baths
  • 1,321 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $316/SF
  • 12 Days On Market

  Current Estimated Value $406,052

  Last Listing Agent Linnea VanTassel Country Life Real Estate, LLC

  4524 Burnett St, Valatie, NY 12184
• 

  

  /40

  Not Listed For Sale

  138 Cr 10, Germantown, NY 12526

  • 4 Beds
  • 3.5 Baths
  • 2,328 Sq Ft
  • Built 1900

  138 Cr 10, Germantown, NY 12526

  Last Sold Summary

  • 12 Days On Market
• 

  

  /39

  $499,000

  Under Contract

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

  422 County Route 9, Ghent, NY 12075

  Welcome home to The Bungalow -- a charming Upstate retreat where simplicity meets thoughtful design. This inviting 3-bedroom, 2-bath residence offers a seamless blend of comfort, character, and quiet countryside living. A welcoming covered front porch sets the tone, inviting you to slow down before stepping inside to a light-filled, open-concept living space. The interior flows effortlessly to a

  Julian Porcino LYF Homes

  422 County Route 9, Ghent, NY 12075
• 

  

  /3

  $80,000

  Sold Jun 03, 2026

  L-4 New York 203, Chatham, NY 12037

  • Land
  • 17,424 Sq Ft
  • $200,000 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 33 Days On Market

  Last Listing Agent Jack Van Buren Berkshire Hathaway HomeService

  L-4 New York 203, Chatham, NY 12037
• 

  

  /91

  Not Listed For Sale

  122 Letter Rd S, Ghent, NY 12075

  • 4 Beds
  • 1.5 Baths
  • 1,604 Sq Ft
  • Built 1969

  122 Letter Rd S, Ghent, NY 12075

  Last Sold Summary

  • 94 Days On Market
• 

  

  /60

  $549,900

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft

  19 Terrace Dr, New Lebanon, NY 12125

  Beautiful 4-bedroom, 2.5-bath Colonial set on 1.78 private acres in desirable New Lebanon. This spacious home offers a bright, open floor plan with hardwood floors, abundant natural light, and comfortable living spaces ideal for everyday living and entertaining. The generous primary suite features a walk-in closet and private bath, while three additional bedrooms provide plenty of space for

  Martha Pope BISHOP WEST REAL ESTATE

  19 Terrace Dr, New Lebanon, NY 12125
• 

  

  /20

  $295,000

  Sold Dec 30, 2025

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529

  • Land
  • 12 Acres
  • $24,583 per Acre

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent John Avenia Columbia County RE Specialist

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529
• 

  

  /24

  Not Listed For Sale

  176 Hogle Hill Rd, Ghent, NY 12075

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1960

  176 Hogle Hill Rd, Ghent, NY 12075

  Last Sold Summary

  • 67 Days On Market
• 

  

  /38

  $698,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,758 Sq Ft

  279 Arcadia Dr, Ancramdale, NY 12503

  Set within the sought-after Long Lake community, this lakefront home offers a lifestyle immersed in nature, relaxation, and recreation. Overlooking the water and surrounded by beautifully landscaped native perennial gardens, the home is designed for gathering while enjoying peaceful lake views and effortless indoor-outdoor living. The inviting living room with stone fireplace, screened porch, and

  Paula Redmond Corcoran Country Living - Mill

  279 Arcadia Dr, Ancramdale, NY 12503
• 

  

  /28

  $755,900

  Sold Aug 01, 2025

  10 James Ln, Kinderhook, NY 12106

  • 3 Beds
  • 4 Baths
  • 2,352 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $321/SF
  • 62 Days On Market

  Current Estimated Value $809,773

  Last Listing Agent William Laraway Val Kin Properties, LLC

  10 James Ln, Kinderhook, NY 12106
• 

  

  /19

  Est $293,481

  Not Listed For Sale

  22 Anthony St, Hillsdale, NY 12529

  • 5 Beds
  • 5 Baths
  • 2,502 Sq Ft
  • Built 1888

  22 Anthony St, Hillsdale, NY 12529

  Last Sold Summary

  • 83 Days On Market
• 

  

  /7

  $149,000

  Under Contract

  • Land
  • 4.5 Acres
  • $33,111 per Acre

  0 Deerfield Cir Unit 20262880, Copake, NY 12516

  4.5 acres. Lot #18, Open and level, the land is surrounded by picturesque farmland and showcases stunning panoramic views of the Taconic Mountain Range and situated near the Roe-Jan Kill. Underground electricity is already in place along the road, adding convenience as you plan your future vision.Perfectly positioned equidistant to both the Berkshires and Hudson, New York, this scenic setting

  Theresa Westlake Copake Lake Realty Corp.

  0 Deerfield Cir Unit 20262880, Copake, NY 12516
• 

  

  /29

  $435,000

  Sold Nov 26, 2025

  51 Patroon St, Claverack, NY 12513

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $336/SF
  • 16 Days On Market

  Current Estimated Value $439,342

  Last Listing Agent Jessica Coutsonikas KW Platform

  51 Patroon St, Claverack, NY 12513
• 

  

  /47

  Not Listed For Sale

  398 Route 203, Austerlitz, NY 12017

  • 5 Beds
  • 2 Baths
  • 2,499 Sq Ft
  • Built 1970

  398 Route 203, Austerlitz, NY 12017

  Last Sold Summary

  • 27 Days On Market
• 

  

  /31

  $550,000

  Pending

  • 4 Beds
  • 4 Baths
  • 4,008 Sq Ft

  2948 County Route 9, East Chatham, NY 12060

  4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on 1st level incl wood-burning F/P, eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting thuout- 2nd flr w/4lg BRS. 1 full, 2 half baths, period hardwood floors throughout, private rear deck. POST & BEAM BARN. Lg parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  2948 County Route 9, East Chatham, NY 12060

Showing Results 321 - 360, Page 9 of 18