Columbia County NY Homes for Sale

• 

  

  

  /19

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 3,720 Sq Ft

  753 New York 217, Hudson, NY 12534

  For Sale: Speeds Garage - A Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Indoor and outdoor car lifts, NYS

  Heather Davala Davala Real Estate, LLC

  753 New York 217, Hudson, NY 12534
• 

  

  

  /47

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 4,020 Sq Ft

  202 Buckwheat Bridge Rd, Germantown, NY 12526

  This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

  CYNTHIA FENNELL Patricia A. Hinkein Realty

  202 Buckwheat Bridge Rd, Germantown, NY 12526
• 

  

  

  /49

  $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
• 

  

  

  /31

  $1,695,000

  • Land
  • 127.1 Acres
  • $13,336 per Acre

  0 Mitchell St Unit 20251360, Hillsdale, NY 12529

  Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

  Jennifer Harvey Compass Greater NY LLC

  0 Mitchell St Unit 20251360, Hillsdale, NY 12529
• 

  

  

  /17

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  L21.3 County Route 5 & I90, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  L21.3 County Route 5 & I90, Canaan, NY 12060
• 

  

  /16

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60-acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
• 

  

  /33

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft

  207 Stottville Rd, Hudson, NY 12534

  Great home for someone transitioning from a larger house who is in downsize mode or for the first time homeowner upgrading from an apartment. Newer mechanicals from a recent renovation are a big plus. Room for expansion if so desired. There is a nice basement walk out feature through the garage at the rear of the house. Nicely kept property. Close to Greenport shopping district. Priced to sell.

  

  Brian Kozloski

  Century 21 New West

  (518) 608-2143

  207 Stottville Rd, Hudson, NY 12534
• 

  

  /22

  $1,695,000

  • Land
  • 127 Acres
  • $13,346 per Acre

  0 Mitchell St Unit 246335, Hillsdale, NY 12529

  Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 Mitchell St Unit 246335, Hillsdale, NY 12529
• 

  

  /20

  $598,000

  • Land
  • 12.6 Acres
  • $47,460 per Acre

  67 Taconic Creek Rd, Hillsdale, NY 12529

  Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

  Peter Yates Four Seasons Sotheby's Int.

  67 Taconic Creek Rd, Hillsdale, NY 12529
• 

  

  /27

  $5,500,000

  • Land
  • 173 Acres
  • $31,792 per Acre

  6881 Rod and Gun Rd, Stottville, NY 12534

  Where the road ends. This 173 acre parcel runs adjacent to the Hudson, with majestic views up and down the river and to the Catskill Mountains beyond. One of the largest available on the Hudson River, this rare, undeveloped slice of heaven is available for the first time in over twenty years. Watch the barges pass by on their way to New York, witness the storms blow over the mountain range, see

  Annabel Taylor Four Seasons Sotheby's Int.

  6881 Rod and Gun Rd, Stottville, NY 12534
• 

  

  /5

  $1,600,000

  • 6 Beds
  • 6 Baths
  • 8,000 Sq Ft

  356 Union St, Hudson, NY 12534

  A beautiful Second Empire Victorian, located on a great block of Union St just across from the stately Courthouse Square, and a block away from thriving Warren St. The building was completely gut-renovated in 2020, and is in excellent condition and truly a turn-key investment. This is a unique opportunity to invest in thriving downtown Hudson, where high-quality apartments are in high demand and

  Sean Roland Compass Greater NY LLC

  356 Union St, Hudson, NY 12534
• 

  

  /17

  $499,000

  • Land
  • 83.22 Acres
  • $5,996 per Acre

  50 - 61 Dugway Rd, Hillsdale, NY 12529

  Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
• 

  

  /19

  $225,000

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  2227 County Route 21, Hillsdale, NY 12529

  Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

  Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
• 

  

  /23

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2456 New York 82, Ancram, NY 12502

  This quintessential classic Greek Revival/Eyebrow home, circa 1850, is located in a historic quiet country Hamlet. Ready to move in, it is in great condition, meticulously maintained, and has much to offer with lots of natural light and charming layout. Entrance hall leads to the living room on the right, bedroom to the left, and straight ahead, the original Greek Revival stair to the second

  Peggy Lampman Peggy Lampman

  2456 New York 82, Ancram, NY 12502
• 

  

  /7

  $139,000

  • Land
  • 13.42 Acres
  • $10,358 per Acre

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075

  Great 13 parcel for mixed commercial, agricultural and residential uses. Long Frontage on 9H (main road) and shorter frontage on Old Post Road ( Quiet side Road.) Ideal for subdivision. Property could be subdivided for residential lot on back road. Pond on property. Broker owned

  David Birch Barns & Farms Realty, LLC

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075
• 

  

  /17

  $225,000

  • Land
  • 4.3 Acres
  • $52,289 per Acre

  0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523

  Secluded 4.23-Acre Hilltop Parcel with Expansive Views — Prime Elizaville Location Don’t miss this rare opportunity to build your dream home on a wonderfully private 4.23-acre lot nestled in the heart of the Hudson Valley. Located just 2 hours from NYC, this elevated parcel offers serenity and seclusion without sacrificing proximity to the area’s top cultural and recreational amenities. Perched

  Leigh Bahnatka BHHS Hudson Valley Properties

  0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523
• 

  

  /4

  $35,000

  • Land
  • 1.87 Acres
  • $18,717 per Acre

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125

  New Lebanon one lot in approved 3-lot subdivision (great for tiny homes) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20. Minutes to Pittsfield, Mass and Berkshires. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

  David Birch Barns & Farms Realty, LLC

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125
• 

  

  /10

  $549,000

  • Land
  • 14.33 Acres
  • $38,325 per Acre

  3927 U S Highway 9, Livingston, NY 12534

  Livingston NY 13.95 Prime, Level, Commercial Acreage on Route 9. Possible 2 acre subdivision with frontage on Route 9 for 175,000. The parcel is just South of Bells Pond Intersection (The junction Routes 9 and 82) with paved highway entrance and 24 self storage units, grossing 20,000. Room for 20 additional groups of 24 self storage units, projected gross 400,000. Or other commercial uses.10-15

  David Birch Barns & Farms Realty, LLC

  3927 U S Highway 9, Livingston, NY 12534
• 

  

  /26

  $2,250,000

  • 6 Beds
  • 4 Baths
  • 4,157 Sq Ft

  158 Greendale Rd, Hudson, NY 12534

  Greendale is more than a home—it is a legacy property, offering a rare opportunity to possess a piece of Hudson River history, distinguished by its panoramic vistas and enduring character. An embodiment of timeless refinement, Greendale is a distinguished historic residence set along the storied banks of the Hudson River. This exceptional estate offers commanding views of the water from an

  Gina Fox William Pitt Sothebys Int Rlty

  158 Greendale Rd, Hudson, NY 12534
• 

  

  /7

  $169,000

  • Land
  • 13.21 Acres
  • $12,793 per Acre

  0 County Route 19 Unit 156770, Livingston, NY 12541

  This is a great lot with your own 10 acre lake and views of the Catskill Mountains. And only 10 minutes from Hudson NY. The parcel is 13+ acres and has an installed septic for a 4 bedroom home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic Parkway or Route 9 through Red Hook.

  David Birch Barns & Farms Realty, LLC

  0 County Route 19 Unit 156770, Livingston, NY 12541
• 

  

  /48

  $564,000

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft

  160 Willowbrook Rd, Hudson, NY 12534

  Custom Contemporary Ranch in a lovely quiet country location within easy reach of Hudson & the Taconic Parkway. This 5 bedroom/3 bath immaculate home features a new kitchen with granite countertops, stainless steel appliances, pantry & eat-in area, formal dining room/sitting room with cathedral ceiling, spacious living room with stone fireplace, fully outfitted game room with pool table, primary

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  160 Willowbrook Rd, Hudson, NY 12534
• 

  

  /9

  $450,000

  • Land
  • 73 Acres
  • $6,164 per Acre

  327 Scudderhook Rd, Hudson, NY 12534

  This is a unique opportunity to build your dream country home in Columbia County. Set on a seldom traveled one lane road in the town of Livingston, there are two parcels on each side of the road. This land truly has all one needs - peace and quiet, privacy, rolling fields, a hilltop with Catskill mountain views, a lovely stream, and mature woods. The North parcel has a gently sloped 10 acre

  Sean Roland Compass Greater NY LLC

  327 Scudderhook Rd, Hudson, NY 12534
• 

  

  /30

  $184,000

  • Land
  • 8 Acres
  • $23,000 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
• 

  

  /19

  $290,000

  • 2 Beds
  • 1 Bath
  • 977 Sq Ft

  2206 County Route 7, Copake, NY 12516

  Low maintenance / easy one level living, just a few miles to Upper Rhoda Pond. 1965 gem redone in 2024, with new flooring, an updated bathroom (featuring a walk-in shower), stylish kitchen cabinets, newer appliances, upgraded insulation, and new windows throughout, new roof. A detached one car garage with electric sits on a lush-semiprivate lot just under half an acre. Conveniently located near

  Margaret Bower Avenia Columbia County RE Specialist

  2206 County Route 7, Copake, NY 12516
• 

  

  /36

  $995,000

  • 2 Beds
  • 1.5 Baths
  • 2,112 Sq Ft

  222 Main St, Germantown, NY 12526

  A chic, mixed use commercial/residential building in the center of Germantown, a small and darling Hudson Valley town. A sought after location due to its proximity to both Rhinebeck and Hudson, Germantown is known for its pastoral landscape of rolling hillsides and bucolic farmland and a notable collection of shops and restaurants. Built as a carriage house c1860, the building has retained the

  Annabel Taylor Four Seasons Sotheby's Int.

  222 Main St, Germantown, NY 12526
• 

  

  /40

  $2,100,000

  • 4 Beds
  • 2.5 Baths
  • 3,886 Sq Ft

  49 Sky Top Rd, Copake, NY 12516

  The Nine- Square house is, at its core, an authentic country house. On the ground floor are the double living room, dining area, & kitchen, all flowing into each other & anchored by a marble fireplace & 3 large glass doors opening to the exterior terrace with a breathtaking view. A kitchen, office/painting studio, a washroom, a dry bar, & laundry room complete the main level.The central

  Raj Kumar Four Seasons Sotheby's International Realty

  49 Sky Top Rd, Copake, NY 12516
• 

  

  /6

  $115,000

  • Land
  • 4 Acres
  • $28,750 per Acre

  0 Giambalvo Unit 156097, Hudson, NY 12534

  2 adjoining level wooded private lots (Tax id for additional lot: 139-1-34.2) with long frontage would support adjoining homes on quiet road only 15 minutes from Hudson. Very private with easy access to City of Hudson and Amtrak.

  David Birch Barns & Farms Realty, LLC

  0 Giambalvo Unit 156097, Hudson, NY 12534
• 

  

  /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
• 

  

  /22

  $299,000

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  29 Railroad Ave, Chatham, NY 12037

  Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

  Philip Feiner Country Life Real Estate, LLC

  29 Railroad Ave, Chatham, NY 12037
• 

  

  /7

  $259,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  9249 Route 22 Rd, Hillsdale, NY 12516

  Mixed Residential/Commercial building, with 3 rentable spaces. Current RR 30,540. One side of building has commercial reception area down and 1BR apartment above. Rental 1250/m (month-to- month, should be 1450 on lease). Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is 895 + 400 ( should be 550). Ideal for live/work.

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
• 

  

  /10

  $2,600,000

  • Land
  • 39.37 Acres
  • $66,042 per Acre

  873 New York 66, Hudson, NY 12534

  Unlock a Rare Opportunity in Columbia County! Discover 39.369 acres of undeveloped land just 3 miles outside Hudson, NY. Perfectly positioned only 2 hours from NYC and 35 minutes from Albany, the state capital. This property is ideal for industrial, commercial, and residential development, offering unmatched potential. Strategically located 1.6 miles from Columbia County Airport and directly

  Kevin Mullaney eRealty Advisors, Inc.

  873 New York 66, Hudson, NY 12534
• 

  

  /99

  $850,000

  • 8 Beds
  • 3 Baths
  • 3,939 Sq Ft

  51 Worth Ave, Hudson, NY 12534

  An Impressive 3 Family Grand Victorian with Style & Charm in Hudson! The property is walking distance to Warren St and features 3 units, a 1 car garage or a workshop, a driveway for off-street parking, and a beautiful backyard that serves as an oasis in the city of Hudson. The main units are large and spacious. The 1st floor features 1 apartment with 3 bedrooms, 1 bathroom with laundry, an eat-in

  Ted Banta RVW Select Properties

  51 Worth Ave, Hudson, NY 12534
• 

  

  /18

  $2,999,000

  • Land
  • 242 Acres
  • $12,393 per Acre

  2 Dugway Rd, Austerlitz, NY 12017

  242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence, Inc.

  2 Dugway Rd, Austerlitz, NY 12017
• 

  

  /16

  $5,100,000

  • Land
  • 507 Acres
  • $10,059 per Acre

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017

  507 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence, Inc.

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017
• 

  

  /15

  $2,999,000

  • Land
  • 242 Acres
  • $12,393 per Acre

  00 Dugway Rd, Austerlitz, NY 12017

  242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  00 Dugway Rd, Austerlitz, NY 12017
• 

  

  /20

  $5,100,000

  • Land
  • 517 Acres
  • $9,865 per Acre

  4 W Hill Rd, Austerlitz, NY 12017

  517 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  4 W Hill Rd, Austerlitz, NY 12017
• 

  

  /34

  $2,750,000

  • Land
  • 145 Acres
  • $18,966 per Acre

  3591 U S Highway 9, Hudson, NY 12534

  Discover a remarkable development opportunity near Hudson, NY a sprawling 145-acre property that combines the tranquility of open farmland with a unique commercial advantage. Positioned along the well-traveled US Route 9, this property offers approximately 20 acres of commercial frontage, making it an ideal location for a range of developments. The property's prime location brings the charm and

  Kevin Mullaney eRealty Advisors, Inc.

  3591 U S Highway 9, Hudson, NY 12534
• 

  

  /46

  $2,250,000

  • Land
  • 69.02 Acres
  • $32,599 per Acre

  274 Fingar Rd, Hudson, NY 12534

  Experience quiet country living with this beautiful 69 acre mixed-use farm & investment property! -- This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with

  Dana Luke Keller Williams Realty HV Nort

  274 Fingar Rd, Hudson, NY 12534
• 

  

  /6

  $199,000

  • Land
  • 33.31 Acres
  • $5,974 per Acre

  50 Dugway Rd, Hillsdale, NY 12529

  Create Your Own Vision.Escape to 33.31 acres of untouched beauty in Columbia County, NY, and close to Great Barrington, MA. This stunning parcel of wooded land offers complete privacy with no neighbors in sight just you and the tranquility of nature. Imagine the possibilities as you explore the lush, wooded landscape teeming with wildlife. Over 1,677 feet of road frontage, and an old roadway that

  Jeffrey McKinney Beach & Bartolo Realtors

  50 Dugway Rd, Hillsdale, NY 12529
• 

  

  /13

  $325,000

  • Land
  • 49.91 Acres
  • $6,512 per Acre

  61 Dugway Rd, Hillsdale, NY 12529

  Discover Your Dream Retreat: 49+ Acres of Serenity and Potential!Nestled between the charming towns of Chatham, NY, and Great Barrington, MA, this stunning parcel of over 49 acres offers a unique blend of privacy and accessibility. With impressive road frontage on two roads, this property is easily accessible while still providing a tranquil escape.Imagine waking up to the soothing sounds of the

  Jeffrey McKinney Beach & Bartolo Realtors

  61 Dugway Rd, Hillsdale, NY 12529

Showing Results 361 - 400, Page 10 of 11