Columbia County NY Homes for Sale

• 

  

  

  /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
• 

  

  

  /15

  $779,000

  • Land
  • 78 Acres
  • $9,987 per Acre

  134 Lockwood Rd, Livingston, NY 12534

  Many possibilities. Owner will divide e.g. 10 acre parcel for 195,000; 20 acre parcel for 375,000. 79 acres @ 10,000/acre. Catskill mountain views and multiple building sites. Gravelly soils. Currently leased to local farmer. Ideal for family compound, development or glamping. Ideal for estate or development, either large or small lots: 2ac minimum. Accessible with existing farm road to be

  David Birch Barns & Farms Realty, LLC

  134 Lockwood Rd, Livingston, NY 12534
• 

  

  

  /18

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  347 W Hill Rd, New Lebanon, NY 12125

  3BR2BA Ranch on 10 acres with partially finished basement. Great rural setting for getaway, Convenient to skiing. Commute to Albany or Pittsfield. Ski Jiminy. Current tenants are messy. Look past the mess and make an offer! Motivated Sellers!

  David Birch Barns & Farms Realty, LLC

  347 W Hill Rd, New Lebanon, NY 12125
• 

  

  

  /4

  $97,000

  • Land
  • 5.52 Acres
  • $17,572 per Acre

  0 Churchill Rd Unit 156214, New Lebanon, NY 12125

  New Lebanon 3 lot approved subdivision (great for tiny homes & air bnb) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20.Commute to Pittsfield, Mass, Berkshires and Albany. 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 156214, New Lebanon, NY 12125
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  /43

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  NEW PRICE!! Top area builder. All Brand New eyebrow colonial transformed in to a modern energy efficient cozy home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. New hot water heater tank with heat pump, water purification system. New Radon system, New

  Leonard Brown Berkshire Hathaway HomeService

  263 Old Hudson Turnpike, Canaan, NY 12029
• 

  

  /40

  $2,100,000 New Construction

  • 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. The home is minimalist in structure so that it may support an inevitably maximal lifestyle - an extensive art collection & distinctive furnishings thrive in this home alongside an overflowing painting studio, outdoor gear for exploring the surrounding nature.Every feature of the home was conceived to be both functional &

  Raj Kumar Four Seasons Sotheby's Int.

  49 Sky Top Rd, Copake, NY 12516
• 

  

  /14

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  30 Ridge Ln, Hillsdale, NY 12529

  Ridge Lane in Hillsdale is the perfect country retreat. Set on 7+ acres on a quiet dead end road. This newly built farmhouse captures the charm and solitude that make Hillsdale so desired. Come in to the mudroom, kick off your shoes and enjoy the space of a real country kitchen. The open living space flows easily to the dining area and living room or out to the deck to enjoy the blue sky. An

  Emma French Gabel Real Estate

  30 Ridge Ln, Hillsdale, NY 12529
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  /6

  $105,999

  • Land
  • 4 Acres
  • $26,500 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

  $379,000

  • 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
• 

  

  /23

  $2,500,000

  • Land
  • 101 Acres
  • $24,752 per Acre

  0 Iron Hill Rd, Austerlitz, NY 12037

  A perfect mix of rolling hills, open fields, tranquil woodland and stunning Catskill views. Centrally located, five minutes from the Chatham exit off the Taconic Parkway, 20 min to Hudson, Lenox, and Great Barrington.

  Tyler Bervy Stone House Properties, LLC

  0 Iron Hill Rd, Austerlitz, NY 12037
• 

  

  /18

  $499,000

  • Land
  • 30.8 Acres
  • $16,201 per Acre

  0 Manor Rock Rd Unit KEY824115, Craryville, NY 12521

  Wow!! What an amazing opportunity to own one of the iconic great buildable lots in Columbia County! This AMAZING bucolic escape is on a corner lot, at the intersection of Manor Rock Road and Maiers Road, with over 30 acres of peaceful land with STUNNING views of the Catskill Mountains that has great potential to be developed into an amazing private compound for generations to love or be

  Ronald Green KW MidHudson

  0 Manor Rock Rd Unit KEY824115, Craryville, NY 12521
• 

  

  /22

  $309,000

  • 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
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  /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

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
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  /8

  $325,000

  • Land
  • 7.95 Acres
  • $40,881 per Acre

  471 Church Ave, Germantown, NY 12526

  Discover the serenity of Germantown, New York, on this picturesque 7.95-acre parcel of land nestled along a tranquil country road. With Board of Health approval, this expansive property presents an incredible opportunity. Envision your dream home or investment in this peaceful and sought-after location, where the beauty of nature meets the promise of potential. 15 minutes to Hudson/Amtrak. 20

  SHERI SCEROLER Four Seasons Sotheby's Int.

  471 Church Ave, Germantown, NY 12526
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  /12

  $340,000

  • Land
  • 8 Acres
  • $42,500 per Acre

  471 Church Ave, Germantown, NY 12526

  8 acre parcel of land nestled along a tranquil country road. With Board of Health approval, this expansive property presents an incredible opportunity. Envision your dream home or investment in this peaceful and sought-after location in the Hudson Valley, where the beauty of nature meets the promise of potential. Don't miss the chance to make this your own slice of countryside paradise. Hudson

  SHERI SCEROLER Four Seasons Sotheby's Int.

  471 Church Ave, Germantown, NY 12526
• 

  

  /11

  $375,000

  • Land
  • 11.84 Acres
  • $31,672 per Acre

  471 Church Ave, Germantown, NY 12526

  Embrace the potential on this 11.8 acre sanctuary in the coveted Germantown, NY. Enhanced by stunning outcroppings, stonewalls and a delightful water feature , this expansive lot beckons with promise of creating your ideal retreat amidst nature's splendor.Seize this rare opportunity to own a slice of tranquility in the heart of Columbia county. Embrace a lifestyle of peaceful living and unmatched

  SHERI SCEROLER Four Seasons Sotheby's Int.

  471 Church Ave, Germantown, NY 12526
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  /52

  $549,000

  • 5 Beds
  • 3 Baths
  • 3,180 Sq Ft

  105 McNamee Rd, Canaan, NY 12029

  2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Estimate income with both units rent: 25,000. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished . Other floors

  David Birch Barns & Farms Realty, LLC

  105 McNamee Rd, Canaan, NY 12029
• 

  

  /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

  $950,000

  • 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
• 

  

  /35

  $18,750,000

  • 11 Beds
  • 7.5 Baths
  • 7,500 Sq Ft

  461 Silvernails Rd, Pine Plains, NY 12567

  Ingadi, the Zulu word for garden, is a true legacy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. A magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, ensuring sustainability while creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley.

  Byron Anderson Compass Greater NY, LLC

  461 Silvernails Rd, Pine Plains, NY 12567
• 

  

  /10

  $149,900

  • 26,900 Sq Ft

  1306 River St, Valatie, NY 12184

  2.29 acres commercially zoned and approved for a 29 unit senior housing. This property is READY to GO! Close and start construction! Municipal water and sewer. Directly adjacent to the new Electric Trail (a bike/running trail) and just steps away from a nature preserve where you can fly fish for trout. Built in 1860 the Gimp Mill, the last knitting mill to be built in Valatie (1896) and also the

  Michael Castellano Gilcrest Properties

  1306 River St, Valatie, NY 12184
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  /9

  $159,000

  • Land
  • 9.4 Acres
  • $16,915 per Acre

  12 Pioneer Dr, West Copake, NY 12516

  Large building lot in Lower Rhoda Lake Association. Build your dream house high on the parcel with dramatic views of the Berkshires. Beautiful spot opposite the lake for a garage/boat house/guest house. Original BOHA may need updating.

  David Birch Barns & Farms Realty, LLC

  12 Pioneer Dr, West Copake, NY 12516
• 

  

  /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
• 

  

  /40

  $2,695,000

  • 5 Beds
  • 5.5 Baths
  • 7,200 Sq Ft

  35 Harlemville Rd, Hillsdale, NY 12529

  Where Norman charm meets Hudson Valley splendor, 'Dragonfly' stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private

  Chris Getman Houlihan Lawrence Inc.

  35 Harlemville Rd, Hillsdale, NY 12529
• 

  

  /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
• 

  

  /11

  $379,000

  • Land
  • 27 Acres
  • $14,037 per Acre

  0 Lockwood Rd, Livingston, NY 12534

  Dramatic Catskill views from 27 acres of woods and farmlands. Absolute privacy with private driveway. Excellent perc. Minutes to Hannaford and Hudson and Red Hook. Adjoining parcel of 38 acres also available @ $8,000/acre. Broker owned.

  David Birch Barns & Farms Realty, LLC

  0 Lockwood Rd, Livingston, NY 12534
• 

  

  /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
• 

  

  /33

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  6154 New York 9h, Claverack-Red Mills, NY 12513

  Charming residence situated in the Town of Claverack, nestled in the picturesque Columbia County, offering convenient access to Albany, Boston, and New York City. Experience the myriad attractions this region presents, such as the renowned Olde York Farm Distillery & Cooperage, the Mill at Green Hole, and the Columbia Golf and Country Club. The property is in close proximity to Hudson, NY, where

  Justin Phillips United RE Hudson Valley Edge

  6154 New York 9h, Claverack-Red Mills, NY 12513
• 

  

  /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,

  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
• 

  

  /29

  $7,400,000

  • 9 Beds
  • 11 Baths
  • 9,000 Sq Ft

  255 Mill Hill Rd, Pine Plains, NY 12567

  A long driveway leads to this imposing Greek Revival style house set high on a hill on 200 + acres of prime land overlooking Hudson Valley's farm country. Open fields and woodland with1600' of frontage on the Roeliff Jansen Kill. The house has 9000 sq ft with 12' ceilings throughout, large areas for entertaining, surrounding balconies for summer living and a 5000 bottle wine cave. The kitchen

  HEATHER CRONER William Pitt Sotheby's Interna

  255 Mill Hill Rd, Pine Plains, NY 12567
• 

  

  /10

  $1,900,000

  • Land
  • 82.82 Acres
  • $22,941 per Acre

  15 Snyderville Rd, Livingston, NY 12523

  This magnificent 82-acre parcel of untouched land, set on the breathtaking North Lake of Elizaville’s Twin Lakes, is an extraordinary opportunity for a discerning buyer. With 750 feet of pristine lake frontage and a wooded landscape, the property offers endless potential for a luxury lakefront estate or development. Located just minutes from Hudson and Millerton, this private sanctuary is perfect

  Jonathan Berry Upstate Down

  15 Snyderville Rd, Livingston, NY 12523
• 

  

  /40

  $1,400,000

  • 18 Beds
  • 12 Baths
  • 344,124 Sq Ft

  7951 New York 22, Copake Falls, NY 12517

  This might be one of the most exciting opportunities available in Columbia County right now! Zoned both Commercial and Residential, most recently run as Newman Residence Adult Camp &previously known as 'The Rockledge Motel' on just under 16 acres. Mature landscaping and unique stone walls with 1,130 feet of road frontage on Route 22. Original building Cira 1900, added on (20x20 sq. ft additional

  Margaret Bower Avenia Columbia County RE Specialist

  7951 New York 22, Copake Falls, NY 12517
• 

  

  /18

  $519,000

  • Land
  • 42.43 Acres
  • $12,232 per Acre

  0 Westfall Rd Unit 154554, Ancram, NY 12502

  42-plus acres in the heart of Ancram, New York. Farmland rich in history. With varying topography changes, this wooded parcel offers multiple home site possibilities that will afford buyers options in how they choose to live. Begin your journey by turning down the iconic dead-end dirt road. Savor the calm of a picturesque rural setting as you arrive at the entrance of your future home. Walk the

  Michael Tellerday Houlihan Lawrence, Inc.

  0 Westfall Rd Unit 154554, Ancram, NY 12502
• 

  

  /18

  $519,000

  • Land
  • 42.43 Acres
  • $12,232 per Acre

  0 Westfall Rd, Ancram, NY 12502

  42-plus acres in the heart of Ancram, New York. Farmland rich in history. With varying topography changes, this wooded parcel offers multiple home site possibilities that will afford buyers options in how they choose to live. Begin your journey by turning down the iconic dead-end dirt road. Savor the calm of a picturesque rural setting as you arrive at the entrance of your future home. Walk the

  Michael Tellerday Houlihan Lawrence Inc.

  0 Westfall Rd, Ancram, NY 12502
• 

  

  /4

  $99,500

  • Land
  • 11.4 Acres
  • $8,728 per Acre

  0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029

  This over 11 acres home site #6 is a wonderful parcel on a cul-de-sac of a town road in Deer Ridge off Co Rt 5, whimsically named Old Ghost. If beautiful scenic country roads and private wooded trails are on the wish list, this secluded paradise could be your home. Mostly wooded lot has a drive and numerous trails cut in already for you to easily find your new home site, further clearing will

  Rae Gilson The Kinderhook Group, Inc.

  0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029
• 

  

  /16

  $99,500

  • Land
  • 11.4 Acres
  • $8,728 per Acre

  L67 Old Ghost Rd Unit Lot 6, New Lebanon, NY 12029

  Improved pricing and BOHA! A wonderful 11+ acre parcel sits at the end of a cul-de-sac on a quiet town road in Deer Ridge, off CR 5, whimsically named Old Ghost Road. If scenic country drives & private wooded trails are on your wish list, this secluded paradise could be your future home. The mostly wooded lot already has a driveway & numerous trails cut in, making it easy to explore & choose your

  Sharyn Richards Marks The Kinderhook Group, Inc.

  L67 Old Ghost Rd Unit Lot 6, New Lebanon, NY 12029

Showing Results 401 - 440, Page 11 of 12