Columbia County, NY Homes

• 

  

  

  /33

  $299,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  789 Rock City Rd, Old Chatham, NY 12136

  Escape to the country and settle in at this inviting three-bedroom, two-bath home set on a beautifully maintained property in a highly desirable location. The spacious interior features a massive great room perfect for gathering with family and friends, a large loft offering flexible living space, and a cozy pellet stove that adds warmth and charm throughout the seasons. Enjoy the outdoors from

  Ryan Lane Gilcrest Properties

  789 Rock City Rd, Old Chatham, NY 12136
• 

  

  

  /32

  $670,000

  Sold Jul 06, 2026

  60 Connacher Rd, Ghent, NY 12075

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $558/SF
  • 22 Days On Market

  Current Estimated Value $697,414

  Last Listing Agent Michael Castellano Gilcrest Properties

  60 Connacher Rd, Ghent, NY 12075
• 

  

  

  /14

  Est $356,349

  Not Listed For Sale

  12 Baxter Rd, Elizaville, NY 12523

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1981

  12 Baxter Rd, Elizaville, NY 12523

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty
• 

  

  

  /27

  $645,000

  Pending

  • 3 Beds
  • 5 Baths
  • 1,936 Sq Ft

  9 Van Winkle Rd, Hudson, NY 12534

  Perched above Warren Street with sweeping Catskill views, this impeccably updated townhouse at Van Winkle delivers the rare combination of turn-key ease and genuine warmth.The wide open first floor draws you in immediately, a seamless flow of living room (with fireplace!), dining area, and a stunningly remodeled kitchen, with the Catskills framed in every window. Sliding doors open to an al

  Shaina Marron Houlihan Lawrence Inc.

  9 Van Winkle Rd, Hudson, NY 12534
• 

  

  

  /36

  $450,000

  Sold Dec 16, 2025

  55-59 Fairview Ave, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 1952

  Last Sold Summary

  • 10% Below List Price
  • $250/SF
  • 92 Days On Market

  Last Listing Agent Emma Schaeffer Empire Real Estate Firm LLC

  55-59 Fairview Ave, Hudson, NY 12534
• 

  Est $405,489

  Not Listed For Sale

  44 Major Rd, Elizaville, NY 12523

  • 3 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1972

  44 Major Rd, Elizaville, NY 12523

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent CYNTHIA FENNELL Patricia A. Hinkein Realty
• 

  

  /37

  $424,900

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  5 Harry Howard Ave, Hudson, NY 12534

  Some homes ask you to choose between being close to everything and feeling like you've escaped it. At 5 Harry Howard Avenue, you don't have to. Five minutes from Warren Street on foot, this thoughtfully renovated home offers a lifestyle that's increasingly rare in Hudson. Start your morning at your favorite café, wander through the city's celebrated boutiques and galleries, meet friends for

  Rebecca Sullivan KW Platform

  5 Harry Howard Ave, Hudson, NY 12534
• 

  

  /42

  $448,000

  Sold Jun 26, 2026

  32 Ten Broeck Ave, Hudson, NY 12534

  • 4 Beds
  • 2 Baths
  • 1,413 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Below List Price
  • $317/SF
  • 36 Days On Market

  Current Estimated Value $459,284

  Last Listing Agent Arlena Armstrong Anatole House LLC

  32 Ten Broeck Ave, Hudson, NY 12534
• 

  Est $249,967

  Not Listed For Sale

  18 Baxter Rd, Elizaville, NY 12523

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Built 1977

  18 Baxter Rd, Elizaville, NY 12523

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Chelsea Pollard-Seiler Mondello Upstate Properties
• 

  

  /29

  $399,000

  2457 State Route 82, Ancram, NY 12502

  Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers

  Richard Brenner Rich Brenner Realty, LLC

  2457 State Route 82, Ancram, NY 12502
• 

  

  /21

  $950,000

  Sold Jul 30, 2026

  524 State St, Hudson, NY 12534

  • 4 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Built 1880

  Last Sold Summary

  • 1% Above List Price
  • $422/SF
  • 14 Days On Market

  Current Estimated Value $920,865

  Last Listing Agent Sarah Kardos Four Seasons Sotheby's Int'l R

  524 State St, Hudson, NY 12534
• 

  Est $350,328

  Not Listed For Sale

  13 Baxter Rd, Elizaville, NY 12523

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1965

  13 Baxter Rd, Elizaville, NY 12523

  Last Sold Summary

  • 139 Days On Market

  Last Listing Agent Angelina Lanzarone Mondello Upstate Properties
• 

  

  /40

  $899,000

  $180K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,688 Sq Ft

  275 Pitts Rd, Old Chatham, NY 12136

  Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its

  Michael Tellerday Houlihan Lawrence Inc.

  275 Pitts Rd, Old Chatham, NY 12136
• 

  

  /4

  $199,999

  Sold Dec 31, 2025

  2605 New York 23, Hillsdale, NY 12529

  • 5 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 1890

  Last Sold Summary

  • $78/SF
  • 40 Days On Market

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  2605 New York 23, Hillsdale, NY 12529
• 

  Est $453,408

  Not Listed For Sale

  134 Deer Haven Rd, Elizaville, NY 12523

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1940

  134 Deer Haven Rd, Elizaville, NY 12523

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent TRACY DOBER Rouse + Co Real Estate LLC
• 

  

  /40

  $2,100,000

  $250K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 5,750 Sq Ft

  705 Warren St, Hudson, NY 12534

  Stunning live-work opportunity on prime Warren Street, overlooking the 7th St Park and fast-growing Upper Depot District. One of the very few fully renovated and modernized buildings of its kind, offering approx. 5,750 sf of finished space across 4 floors plus a basement. The spacious residential upper level extends over 3 floors covering approx. 2,800 sf of modern, light-filled contemporary

  Peter Darrell Tri Hudson Realty, LLC

  705 Warren St, Hudson, NY 12534
• 

  

  /34

  $389,000

  Sold Nov 07, 2025

  35 Crown Ct, Stuyvesant, NY 12173

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $227/SF
  • 22 Days On Market

  Current Estimated Value $390,527

  Last Listing Agent Brittany Craig Houlihan Lawrence Inc.

  35 Crown Ct, Stuyvesant, NY 12173
• 

  

  /32

  Est $1,609,907

  Not Listed For Sale

  102 Black Bridge Rd, Elizaville, NY 12523

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • Built 1949

  102 Black Bridge Rd, Elizaville, NY 12523

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Andrew Gates HOULIHAN LAWRENCE, INC
• 

  

  /25

  $329,900

  $13K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  457 Sharptown Rd, Stuyvesant, NY 12173

  On a nice country road in Stuyvesant you will find this one owner ranch which has been lovingly maintained thruout the years. Yes updates are needed but the roof is approx 10 years old, and the furnace and oil tank were new in 2022. There are three bedrooms, a den, large great room with fireplace, living room, eat in kitchen and a bath and a half. Laundry is in the half bath. Then you have a deep

  Jack Van Buren Berkshire Hathaway Home Services Blake

  457 Sharptown Rd, Stuyvesant, NY 12173
• 

  

  /5

  $145,000

  Sold Jul 17, 2026

  6568 Hill St, Hudson, NY 12534

  • Land
  • 6.7 Acres
  • $21,642 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 218 Days On Market

  Current Estimated Value $177,428

  Last Listing Agent David Birch Barns & Farms Realty, LLC

  6568 Hill St, Hudson, NY 12534
• 

  

  /66

  Est $1,041,640

  Not Listed For Sale

  742 County Route 19, Elizaville, NY 12523

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 2002

  742 County Route 19, Elizaville, NY 12523

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Karen Sheffer Berkshire Hathaway HomeService
• 

  

  /30

  $179,000

  $20K PRICE DROP

  • Land
  • 8 Acres
  • $22,375 per Acre

  L25 Fischer Rd, Kinderhook, NY 12106

  WHAT A FIND - OK GO! Build your Hudson Valley dream home in Kinderhook on this private 8 acre wooded parcel with a pond view (some deer too!). Location just off 9H; less than 10 minutes from the Historic Village area of Kinderhook (historic properties, restaurants, theatres, art galleries, orchards, farms, etc.), 10 minutes to Columbia County Airport, 20 minutes to Hudson/Amtrak to NYC, 30

  Lisa Wloch Brokers Network

  L25 Fischer Rd, Kinderhook, NY 12106
• 

  

  /38

  $475,000

  Sold Feb 13, 2026

  26 Woodland Rd, Craryville, NY 12521

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft
  • Built 1988

  Last Sold Summary

  • 13% Below List Price
  • $275/SF
  • 90 Days On Market

  Current Estimated Value $531,442

  Last Listing Agent Erin Shepherd Mahar Real Estate, LLC

  26 Woodland Rd, Craryville, NY 12521
• 

  Est $449,488

  Not Listed For Sale

  250 Scudderhook Rd Unit 2, Hudson, NY 12534

  • 3 Beds
  • 1,968 Sq Ft
  • Built 1992

  250 Scudderhook Rd Unit 2, Hudson, NY 12534

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties
• 

  

  /6

  $150,000

  • Land
  • 15.5 Acres
  • $9,677 per Acre

  Lot 53 New York 66, Malden Bridge, NY 12115

  Discover the possibilities on this 15.5-acre parcel in the desirable hamlet of Malden Bridge. Once home to grazing dairy cows, this open and fertile land is ready for its next chapter. Whether you're looking to start a small farm, establish a homestead, raise livestock, grow crops, or simply invest in agricultural land, this property offers plenty of opportunity.The gently rolling landscape

  Michael Castellano Gilcrest Properties

  Lot 53 New York 66, Malden Bridge, NY 12115
• 

  

  /11

  $225,000

  Sold Oct 17, 2025

  3303 Williams St, Valatie, NY 12184

  • 5 Beds
  • 5 Baths
  • 2,185 Sq Ft
  • Built 1895

  Last Sold Summary

  • 18% Below List Price
  • $103/SF
  • 43 Days On Market

  Current Estimated Value $231,212

  Last Listing Agent Beth DeMatteo Berkshire Hathaway HomeService

  3303 Williams St, Valatie, NY 12184
• 

  

  /95

  Est $452,374

  Not Listed For Sale

  13 Twin Dr, Hudson, NY 12534

  • 4 Beds
  • 1 Bath
  • 1,735 Sq Ft
  • Built 2000

  13 Twin Dr, Hudson, NY 12534

  Last Sold Summary

  • 150 Days On Market

  Last Listing Agent Ted Banta RVW Select Properties
• 

  

  /22

  $1,850,000

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

  1030 County Route 27a, Ancram, NY 12502

  Beaver Mountain Farms is an exceptional 41-acre Hudson Valley estate in the picturesque town of Ancram, Columbia County, offering an extraordinary opportunity for agriculture, equestrian pursuits, or a private country retreat. At the heart of this remarkable property is an impressive collection of farm buildings, including a classic dairy barn, an expansive 80' x 200' steel barn ideally suited

  Arleen Shepley Elyse Harney Real Estate

  1030 County Route 27a, Ancram, NY 12502
• 

  

  /23

  $205,000

  Sold Dec 29, 2025

  767 Rock City Rd, Old Chatham, NY 12136

  • 3 Beds
  • 1 Bath
  • 1,900 Sq Ft
  • Built 1971

  Last Sold Summary

  • 24% Below List Price
  • $108/SF
  • 76 Days On Market

  Current Estimated Value $344,932

  Last Listing Agent Natalia de Amorim Preferred Country Properties

  767 Rock City Rd, Old Chatham, NY 12136
• 

  /2

  Est $412,863

  Not Listed For Sale

  14 Twin Dr, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 1965

  14 Twin Dr, Hudson, NY 12534

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty
• 

  

  /64

  $3,425,000

  • 3 Beds
  • 3.5 Baths
  • 3,386 Sq Ft

  154 Schoolhouse Rd, Stuyvesant, NY 12173

  On one of the most scenic country roads in the County, Willow Branch Farm, a 19th century farmhouse on over 53 acres has been transformed by the noted architect owner into a stunning property with Catskill views and sunsets. The Italianate three bedroom house is surrounded by a traditional English style landscape with a picturesque pond that delights the eye. Inside, 10 foot tall ceilings, wood

  Sarah Lipsky William Pitt Sothebys Intn'l

  154 Schoolhouse Rd, Stuyvesant, NY 12173
• 

  

  /61

  $925,000

  Sold Dec 09, 2025

  83 Donnely Rd, Craryville, NY 12521

  • 3 Beds
  • 3.5 Baths
  • 4,460 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Below List Price
  • $207/SF
  • 77 Days On Market

  Current Estimated Value $926,718

  Last Listing Agent John Avenia Columbia County RE Specialist

  83 Donnely Rd, Craryville, NY 12521
• 

  Est $744,948

  Not Listed For Sale

  120 Maple Ln, Hudson, NY 12534

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft
  • Built 2004

  120 Maple Ln, Hudson, NY 12534

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent ELLA LAVIERA KW Hudson Valley North
• 

  

  /28

  $1,250,000

  $40K PRICE DROP Under Contract

  • 4 Beds
  • 1 Bath
  • 1,412 Sq Ft

  1644 U S 9, Germantown, NY 12526

  A rare opportunity to steward a property rich with history and possibility. Set across 12.7 open acres in Stuyvesant, this four bedroom, one bath farmhouse is paired with a substantial barn that once supported working farm life. The home offers generous rooms and a solid footprint, ready for thoughtful renovation and modern updates. The barn stands as the heart of the property with Eastern Views

  Carrie Dandridge Find Advisors

  1644 U S 9, Germantown, NY 12526
• 

  

  /48

  $470,000

  Sold Jun 22, 2026

  2213 U S 9, Kinderhook, NY 12106

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $288/SF
  • 23 Days On Market

  Last Listing Agent Elizabeth Hendler Berkshire Hathaway HomeService

  2213 U S 9, Kinderhook, NY 12106
• 

  Est $225,136

  Not Listed For Sale

  42 Maple Ln, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1987

  42 Maple Ln, Hudson, NY 12534

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Catherine Mondello Mondello Upstate Properties
• 

  

  /40

  $965,000

  Pending

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

  237 Warren St, Hudson, NY 12534

  Spacious, light-filled live/work contemporary home on prime Warren Street location in the heart of Hudson NY. This well-maintained row house offers approx. 2,300 sf of living space across two floors, with a gorgeous 2nd floor deck overlooking a secluded fenced rear garden, and distant Catskill mountain views. Once home to a well-known local gallerist, the building is currently configured as a

  Peter Darrell Tri Hudson Realty, LLC

  237 Warren St, Hudson, NY 12534
• 

  

  /30

  $410,000

  Sold Mar 12, 2026

  116 Tipple Rd, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1960

  Last Sold Summary

  • 21% Below List Price
  • $325/SF
  • 176 Days On Market

  Current Estimated Value $371,086

  Last Listing Agent Heather Davala Davala Real Estate, LLC

  116 Tipple Rd, Hudson, NY 12534
• 

  Est $515,614

  Not Listed For Sale

  151 Willow Brook Rd, Hudson, NY 12534

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1960

  151 Willow Brook Rd, Hudson, NY 12534

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent John Cutler BHHS Hudson Valley Properties
• 

  

  /27

  $895,000

  • 4 Beds
  • 3 Baths
  • 3,554 Sq Ft

  4259 State Route 203, Chatham, NY 12037

  Set within the historic hamlet of North Chatham, this beautifully restored c.1830 Greek Revival side-hall farmhouse is a wonderful example of the understated elegance that defined rural Columbia County architecture during the period. The home's classic side-hall plan, refined Greek Revival moldings, hand-hewn beams, wide-plank pine floors, and beautifully preserved millwork speak to its early

  Annabel Taylor Four Seasons Sothebys Intl

  4259 State Route 203, Chatham, NY 12037

Showing Results 641 - 680, Page 17 of 18