Columbia County NY Homes for Sale

• 

  

  

  /42

  $635,000

  • 5 Beds
  • 4 Baths
  • 3,248 Sq Ft

  19 Lovers Ln, New Lebanon, NY 12125

  Large home with room for everyone! This 5 bed 4 bath (2 full, 2 half-both half baths are on the first floor) home features 2 full kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. 2 family potential or make it a seasonal rental, as the potential is there. It's spacious, bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a big barn, and

  Melissa Dimassimo Stone House Properties, LLC

  19 Lovers Ln, New Lebanon, NY 12125
• 

  

  

  /10

  $395,000

  • 5 Beds
  • 5 Baths
  • 2,392 Sq Ft

  1 Church St, Philmont, NY 12565

  Fantastic Investment opportunity in the Village of Philmont! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities grow; including the Hawthorne Valley Farm store and School just minutes away; the

  Andrew Edwards Tri Hudson Realty, LLC

  1 Church St, Philmont, NY 12565
• 

  

  

  /10

  $995,000

  • 4 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  434 Warren St, Hudson, NY 12534

  Spectacular location on Warren Street in the very center of Hudson! 434 Warren St is an Investor's ideal property. Home to the iconic Record Shoppe and four highly desirable one bedroom apartments. Three apartments and the commercial tenant are on yearly leases with less than 1 year remaining. One apartment is vacant. Rubber roof completed in 2024, Heat pump for commercial space 2023. Building

  John Murtha Berkshire Hathaway HomeService

  434 Warren St, Hudson, NY 12534
• 

  

  

  /69

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 3,641 Sq Ft

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513

  Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is

  Anthony D'Argenzio Houlihan Lawrence

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
• 

  

  

  /9

  $315,000

  • Land
  • 60 Acres
  • $5,250 per Acre

  0 Frenchs Hill Rd Unit KEY965033, New Lebanon, NY 12125

  Great Wooded Parcel with long frontage on Town Maintained Gravel Road, great privacy. Approval has expired for minor subdivision 1.8, 1.4, 5.4 and 55.5 acre lots. Easy access to Pittsfield and Albany via route 20.

  David Birch Barns and Farms Realty LLC

  0 Frenchs Hill Rd Unit KEY965033, New Lebanon, NY 12125
• 

  /2

  $190,000

  • Land
  • 3 Acres
  • $63,333 per Acre

  0 Jackson Corners Rd Unit KEY960604, Gallatin, NY 12571

  Vacant land with great access to the Roeliff Jansen Kill. Approximately 260 feet of water frontage. Close to Red Hook, Rhinebeck, Elizaville and not far from the Taconic. Great area with amazing view and lots of river frontage. Come take a look!

  Leigh Bahnatka BHHS Hudson Valley Properties

  0 Jackson Corners Rd Unit KEY960604, Gallatin, NY 12571
• 

  

  /9

  $775,000 New Construction

  • 4,800 Sq Ft

  6 Broad St, Kinderhook, NY 12106

  Overlooking the town square in the heart of the historic Village of Kinderhook, 6 Broad Street is a ground-up, modern-day replica of the original 1823 structure that once stood in its place. This newly realized build preserves every bit of the original charm while incorporating all the modern infrastructure one might need for a wide variety of uses. Designed with flexibility in mind, 6 Broad

  Sarah Kardos Four Seasons Sotheby's Int'l R

  6 Broad St, Kinderhook, NY 12106
• 

  

  /51

  $2,895,000

  • 7 Beds
  • 4 Baths
  • 5,188 Sq Ft

  311 County Route 13, Old Chatham, NY 12136

  Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

  Nikki Carchedi Stone House Properties, LLC

  311 County Route 13, Old Chatham, NY 12136
• 

  

  /22

  $575,000

  • 6 Beds
  • 2 Baths
  • 2,136 Sq Ft

  543 State St Unit 2, Hudson, NY 12534

  Rare Hudson Large2-Family in Prime Location This building has two large apartments each with three bedrooms a full bath, living room ,dining room eat in kitchen, and a small porch. This property has great potential ,ideal for investors owner occupied or anyone seeking rental income. Each unit has its own entrance for privacy and its own electric and gas meter. It can easily converted to a large

  Jean Stoler Brown Harris Stevens Hudson

  543 State St Unit 2, Hudson, NY 12534
• 

  

  /51

  $5,900,000

  • Land
  • 100.51 Acres
  • $58,701 per Acre

  4317 New York 23, Hudson, NY 12534

  A RARE offering of 100+ acres just minutes from the center of Hudson, NY with Catskill Mountain views and plenty of road frontage for subdividing. The clear upside is that property is in the Town of Greenport which currently does not have a zoning plan in place which allows you to dream big. The property includes a stunning 7 bedroom boutique hotel with magnificent Catskill views which is

  Jennifer Capala William Pitt Sothebys Intn'l

  4317 New York 23, Hudson, NY 12534
• 

  

  /17

  $649,000

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft

  531 Washington St, Hudson, NY 12534

  Welcome to 531 Washington.Tucked along one of Hudson's most charming streets, this 1920s gem combines period character with everyday comfort. With four bedrooms, one and a half baths, and a large fenced backyard, it's a home that feels both timeless and full of potential.Inside, the spacious main level is ideal for entertaining—featuring a generous dining room, inviting living room, and

  Anthony D'Argenzio Houlihan Lawrence

  531 Washington St, Hudson, NY 12534
• 

  

  /55

  $400,000

  • 5 Beds
  • 4 Baths
  • 3,220 Sq Ft

  640 County Route 3, Ancramdale, NY 12503

  At 640 County Route 3 in Ancramdale, a property with a long memory waits quietly for its next storyteller. Built at the turn of the century, this former bar and inn (now single family residence) once welcomed travelers seeking rest along their journey. Today, it stands ready for someone new who has the vision to see the beauty its beholds now and for what it could become. The first floor opens

  Angela Lanuto Coldwell Banker Village Green

  640 County Route 3, Ancramdale, NY 12503
• 

  

  /10

  $1,590,000

  • Land
  • 1.83 Acres
  • $868,852 per Acre

  469 Fairview Ave, Hudson, NY 12534

  Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts!

  Michael Castellano Gilcrest Properties

  469 Fairview Ave, 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
• 

  

  /51

  $2,750,000

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

  356 Slate Hill Rd, Chatham, NY 12037

  A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County. Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, this exceptional property offers privacy, scale, and timeless craftsmanship. The residence spans approximately 6,000 square feet

  Anne Harrison Country Life Real Estate, LLC

  356 Slate Hill Rd, Chatham, NY 12037
• 

  

  /37

  $689,365

  • 5 Beds
  • 3.5 Baths
  • 2,964 Sq Ft

  118 Old Shaker Rd, New Lebanon, NY 12125

  Historic eyebrow colonial with deep Shaker heritage. Stunning views, privacy, mature flowering trees, mountain and valley views, gazebo, all add to the special qualities of this one of a kind property. Built in the 1800's this gem boasts a quaint country kitchen, butcher block counters, original wood floors, views out every window. 3.5 baths, 5 bedrooms, oversize 2 car garage with work space.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  118 Old Shaker Rd, New Lebanon, NY 12125
• 

  

  /44

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 3,282 Sq Ft

  9960 New York 22, Hillsdale, NY 12529

  Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

  Pamela King-Belfor Four Seasons Sotheby's Int.

  9960 New York 22, Hillsdale, NY 12529
• 

  

  /38

  $4,495,000

  • 6 Beds
  • 4.5 Baths
  • 5,029 Sq Ft

  33 Ford Rd, Old Chatham, NY 12136

  CEDAR HILL - A HOUSE for all SEASONS - Old Chatham NY If you’re looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York’s Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

  Nancy Felcetto Brown Harris Stevens HV LLC

  33 Ford Rd, Old Chatham, NY 12136
• 

  

  /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
• 

  

  /23

  $2,900,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,556 Sq Ft

  8025 Route 22 Stop 84, Copake, NY 12516

  This is a ''To Be Built'' home under construction....Discover the epitome of sophisticated living in this meticulously crafted modern logged home. Sleek lines and an open concept layout flow seamlessly to create light filled ambiance and far reaching stunning views from every room. The kitchen is a chefs dream. Relax and unwind in the view trenched primary suite or by the pool. Enjoy

  Theresa Westlake Copake Lake Realty Corp.

  8025 Route 22 Stop 84, Copake, NY 12516
• 

  

  /13

  $309,500

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  6616 US Route 9, Hudson, NY 12534

  Check out this spacious 4-bedroom, 2-bath home with an impressive 2,400 sq. ft. of living space. Enjoy a large kitchen, ample storage, extensively large backyard and multiple spaces ideal for work, play, or entertaining. Situated close to Greenport Commons Plaza. Schedule an appt today

  Redwan Akter eRealty Advisors, Inc

  6616 US Route 9, Hudson, NY 12534
• 

  

  /14

  $795,000

  • Land
  • 95.24 Acres
  • $8,347 per Acre

  0 Scannell Rd, Ghent, NY 12075

  Estate parcel. One parcel with no restrictions that has the potential for many uses. Keep it as one parcel to build the end all estate on, develop the parcel into a compound of multiple parcels, farming, hunting, recreation. The potential in this parcel is beyond belief. End of the road parcel for complete privacy and tranquility. Potential for western views of the Catskills and local Punsit and

  Tracy Tassinari Gabel Real Estate

  0 Scannell Rd, Ghent, NY 12075
• 

  

  /7

  $315,000

  • Land
  • 61 Acres
  • $5,164 per Acre

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

  Great wooded parcel with long frontage on town maintained gravel road, great privacy. Approval for minor subdivision has lapsed: 1.843ac, 1.805ac, 5.408ac, 55.5 acs. for a total of 60.556 Easy access to Albany and Pittsfield via Route 20.

  David Birch Barns & Farms Realty, LLC

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125
• 

  

  /42

  $850,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  10 7 Bridges Rd, Old Chatham, NY 12136

  Nestled on 12 private acres in the serene hamlet of Old Chatham, New York, this charming log cabin offers the perfect blend of rustic appeal and modern comfort, with breathtaking panoramic views of the Catskill Mountains that change with the seasons from vibrant autumn foliage to snow capped peaks in winter. The warm, inviting main home features 3 spacious bedrooms and 2 full baths, highlighted

  Tyler Bervy Stone House Properties, LLC

  10 7 Bridges Rd, Old Chatham, NY 12136
• 

  

  /29

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  11 Dunbar Rd, Hudson, NY 12534

  Tucked away in the heart of Columbia County, 11 Dunbar Rd offers a truly rare opportunity to own a legacy property with space, views, and remarkable development potential. Set on 31.5 private acres, this 4-bedroom, 2 bath farmhouse colonial home is gracefully positioned off the road, creating a peaceful retreat with Catskill and Berkshire Mountain views. The home has remained in the same family

  Heather Davala Davala Real Estate, LLC

  11 Dunbar Rd, Hudson, NY 12534
• 

  

  /21

  $1,750,000

  • 9 Beds
  • 6 Baths
  • 4,104 Sq Ft

  208 Warren St, Hudson, NY 12534

  For investors seeking ease of ownership and reliable returns, 208 Warren Street offers a fully gut-renovated six-unit building in Hudson's walkable core. The property has been completely updated with all brand-new systems and clean, modern apartments featuring updated kitchens and baths, premium appliances, split-unit heat and A/C, and preserved architectural details where possible. A strong fit

  Zev Eisenberg Hudson Modern

  208 Warren St, Hudson, NY 12534
• 

  

  /29

  $489,000

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

  20 8th St, Hudson, NY 12534

  Offered for the first time in many years, this Hudson 1890's Townhouse has much potential. Located on desirable Eighth Street in a quiet neighborhood of similar homes, yet within easy reach of the local amenities. Large back yard for entertaining, gardening, or your four legged friends. Bring your vision to take this charmer to its next chapter.

  Greg Kendall The Kinderhook Group, Inc.

  20 8th St, Hudson, NY 12534
• 

  

  /63

  $1,950,000

  • 19 Beds
  • 7 Baths
  • 6,192 Sq Ft

  514 State St, Hudson, NY 12534

  Fully Renovated Apartment House with six three-bedroom apartments and one one-bedroom unit. The three-bedroom units have one larger bedroom with two smaller bedrooms or offices. The one-bedroom apartment in the basement level, which is above grade in the rear. The renovated barn, in the rear of the building is currently rented as art studio space, brings the total rentable units to eight. Classic

  Victor Mendolia The Kinderhook Group, Inc.

  514 State St, Hudson, NY 12534
• 

  

  /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
• 

  

  /3

  $1,700,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  333 County Route 27, Unknown City, NY 12516

  Discover a rare opportunity in Copake, NY — a unique package of three properties being offered together: a charming 3-bedroom home with a rentable in-law apartment, a scenic 2-acre parcel on Chrysler Pond, and an expansive 73-acre tract of land. Whether you’re looking to create a private family compound, a retreat-style community, or explore income-producing options, this bundle offers unmatched

  Donna Walker

  333 County Route 27, Unknown City, NY 12516
• 

  

  /16

  $999,000

  • Land
  • 300.8 Acres
  • $3,321 per Acre

  25 Nobletown Rd, Hillsdale, NY 12529

  Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim

  Andrew Gates Houlihan Lawrence, Inc.

  25 Nobletown Rd, Hillsdale, NY 12529
• 

  

  /21

  $349,000

  • 3 Beds
  • 1 Bath
  • 2,100 Sq Ft

  4649 Ccrt 9, New Lebanon, NY 12125

  Price Drop!!Easy one floor living in this sprawling ranch. On nearly 7 acres with an oversized kitchen and living room there is plenty of space for large gatherings. Mostly original hardwood floors. Three bedrooms, one full bath. This is home just needs your personal touch. It includes a spacious finished attic to make into an office, work out room, or another bedroom. Large garage with work

  Leonard Brown Berkshire Hathaway HomeService

  4649 Ccrt 9, New Lebanon, NY 12125
• 

  

  /37

  $1,225,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  174 County Route 11, Pine Plains, NY 12567

  Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic

  Paula Redmond Corcoran Country Living - Mill

  174 County Route 11, Pine Plains, NY 12567
• 

  

  /85

  $3,250,000

  • 5 Beds
  • 5 Baths
  • 3,703 Sq Ft

  33 Broad St, Kinderhook, NY 12106

  Down a long maple-lined driveway, an early Kinderhook home and newer guest house has been given a new life as a 7BR/7BA private estate with many options for indoor and outdoor entertainment on almost nine acres. The main home, with over 3700 square feet of living space, boasts five beds and five baths, formal and informal dining areas, and a lower level rathskeller complete with a 250+ bottle

  Jennifer Wall Anderson Agency

  33 Broad St, Kinderhook, NY 12106
• 

  

  /19

  $325,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Sw Colony Rd, Hillsdale, NY 12529

  Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake! Property

  Margaret Bower Avenia Columbia County RE Specialist

  81 SW Sw Colony Rd, Hillsdale, NY 12529
• 

  

  /17

  $444,000

  • Land
  • 42.43 Acres
  • $10,464 per Acre

  0 Westfall Rd Unit KEY953146, 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 KEY953146, Ancram, NY 12502
• 

  

  /17

  $119,888

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  45 County Route 26a, Stuyvesant, NY 12173

  Opportunity awaits as this affordable 3-bedroom 2 bath Stuyvesant home hits the market! This home needs some work and would need to be a rehab loan or cash but there is tremendous potential here. Two fireplaces, hardwood floors, laundry room and extra summer kitchen are all positives! Convenient location and great yard!

  Wayne Newcomb Newcomb Realty Group LLC

  45 County Route 26a, Stuyvesant, NY 12173
• 

  

  /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
• 

  

  /22

  $125,000 New Construction

  • 3 Beds
  • 2 Baths
  • 938 Sq Ft

  1154 U S 9 Unit 31, Hudson, NY 12534

  Brand-New Homes in a Peaceful Columbia County Community Discover the joy of new construction in these spacious 3-bedroom, 2-bathroom homes offering nearly 1,000 sq ft of light-filled living space. Located within the ICC School District and set in a beautifully maintained, newly paved park, this is an inviting and affordable way to stay rooted in Columbia County. Inside, every detail is fresh and

  Jessica Coutsonikas KW Platform

  1154 U S 9 Unit 31, Hudson, NY 12534
• 

  

  /61

  $2,795,000

  • 3 Beds
  • 4 Baths
  • 2,800 Sq Ft

  433 Rapp Rd, Valatie, NY 12184

  Welcome to Hardwicke Farmhouse. Set on more than eight private acres along a quiet country road, this exceptional Greek Revival farmhouse tells the story of nearly three centuries of Columbia County history. The original structure dates to the 1740s, with a gracious Greek Revival center hall added in the 1840s. Its striking mid-20th-century modern addition was designed by world-renowned architect

  Anthony D'Argenzio Houlihan Lawrence Inc.

  433 Rapp Rd, Valatie, NY 12184

Showing Results 321 - 360, Page 9 of 10