Columbia County NY Homes for Sale

• 

  

  

  /36

  $265,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  129 Birch Ln, Millerton, NY 12546

  Situated high on a hillside in the Ancram countryside is where you will find this freshly updated 1997 manufactured home. Recent updates and improvements include new stainless-steel appliances. new flooring throughout, fresh paint, new lighting and a new front entrance porch.Inside there are two bedrooms and a third office or hobby room, two full bathrooms and an open kitchen-living room. The

  John Avenia Columbia County RE Specialist

  129 Birch Ln, Millerton, NY 12546
• 

  

  

  /48

  $675,000

  • 4 Beds
  • 2 Baths
  • 4,100 Sq Ft

  263 Maple Ln, Valatie, NY 12184

  Steeped in nearly two centuries of Columbia County heritage, The Sutherland House offers the rare chance to become the next steward of one of Kinderhook's earliest and most architecturally significant homes. Originally part of a sprawling 800-acre farm, this elegant 1838 Italianate manor stands along quiet Maple Lane on 1.4 acres of mature trees and perennials.Inside the 4100 square foot

  Brittany Craig Houlihan Lawrence Inc.

  263 Maple Ln, Valatie, NY 12184
• 

  

  

  /22

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  541 Washington St, Hudson, NY 12534

  Your Perfect Investment Opportunity Awaits — Welcome to 541 Washington Street.This charming two-family home offers endless potential for its next owners. A proven short-term rental success, it's ideal for investors or anyone looking to live in one unit and rent out the other. Continue the Airbnb, establish a long-term rental, or transform it into a full investment property — the choice is

  Shaina Marron Houlihan Lawrence Inc.

  541 Washington St, Hudson, NY 12534
• 

  

  

  /14

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  284 Hall Hill Rd, Ancram, NY 12502

  Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane—perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak

  Kelly Harrison Taconic Valley Real Estate

  284 Hall Hill Rd, Ancram, NY 12502
• 

  

  

  /32

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  2999 New York 23, Hillsdale, NY 12529

  Classic Country Home with Pond, Pool & Barns Located just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA. Steeped in history and charm, this distinctive residence—believed to date back to the late 1800s—offers timeless character with thoughtful updates and plenty of space to enjoy country living.This 4 BR, 2.5 BA, 2,225± sq. ft. home is sited on 12+ acres. The rocking

  Lindsay Lebrecht Copake Lake Realty Corp.

  2999 New York 23, Hillsdale, NY 12529
• 

  

  /24

  $349,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  386 Fowler Lake Rd, Ghent, NY 12075

  Discover a true country escape on 17 beautiful acres in the heart of Columbia County. This classic cabin and detached two-car garage sit tucked away among trees, trails, and abundant wildlife—an ideal setting for hunters, nature lovers, or anyone craving peace and privacy. Built over 60 years ago as a family getaway, this is the first time the property has ever been offered for sale. The cozy

  Karen Sheffer Berkshire Hathaway HomeService

  386 Fowler Lake Rd, Ghent, NY 12075
• 

  

  /49

  $12,000,000

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

  47 White Bridge Rd, Old Chatham, NY 12136

  Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all

  Nancy Felcetto Brown Harris Stevens HV LLC

  47 White Bridge Rd, Old Chatham, NY 12136
• 

  

  /7

  $285,000

  • Land
  • 61 Acres
  • $4,672 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
• 

  

  /20

  $129,000

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  296 New York 295, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

  Margaret Guerra Trevett Group LLC

  296 New York 295, Chatham, NY 12037
• 

  

  /23

  $1,475,000

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

  501 Birch Rd, Copake, NY 12516

  Modern Country Living at Copake Lake Welcome to your dream getaway in the heart of Columbia County! Built in 2022, this beautifully crafted modern home offers comfort with a rustic touch perfectly nestled on 3.3 private acres just steps from stunning Copake Lake, a 410-acre freshwater gem. This thoughtfully designed home features an open-concept main floor, two master suites with standing tub. A

  Gerard Meenagh The Meenagh Group Realty

  501 Birch Rd, Copake, NY 12516
• 

  

  /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, history and possibility meet on a property that has lived many lives and is ready for its next chapter. Built in the 1960s, this distinctive home once welcomed travelers as a local bar and inn. Today, it stands as a rare opportunity for someone with vision—whether that means creating a warm home, a boutique bed-and-breakfast, or a lifestyle-driven

  Angela Lanuto Coldwell Banker Village Green

  640 County Route 3, Ancramdale, NY 12503
• 

  

  /18

  $425,000

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

  57 Mountain View Dr, Elizaville, NY 12523

  Freshly renovated 3 bedroom/2 bath cape on just under an acre in the Elizaville/Twin Lakes area. This light filled home features a new, spacious eat-in kitchen, living room with built-ins and direct access to a three season sunroom, 2 bedrooms and a full bath with laundry on the first floor. The second floor includes a large bedroom with skylights and a full bath. Hardwood floors throughout. Full

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  57 Mountain View Dr, Elizaville, NY 12523
• 

  

  /40

  $2,350,000

  • 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
• 

  

  /37

  $3,995,000

  • 6 Beds
  • 5 Baths
  • 12,000 Sq Ft

  147 Rock City Rd, Old Chatham, NY 12136

  Escape the bustle of city life and discover Bellavista Country Estate, a grand 12,000-square-foot Georgian brick residence set on over 25 private acres in the foothills of the Berkshires, ideally situated between the Hudson River Valley and the Berkshires. Designed for both gracious living and effortless entertaining, the estate offers six to nine beautifully appointed bedrooms, including three

  Joseph Briggs William Pitt Sotheby's

  147 Rock City Rd, Old Chatham, NY 12136
• 

  

  /3

  $49,000

  • Land
  • 1 Acre
  • $49,000 per Acre

  0 County Route 3, Ancram, NY 12503

  Small lot on rural road, former dwelling, may be old septic

  David Birch Barns & Farms Realty, LLC

  0 County Route 3, Ancram, NY 12503
• 

  

  /44

  $639,000

  • 5 Beds
  • 3 Baths
  • 2,094 Sq Ft

  25 Joslen Place, Hudson, NY 12534

  Welcome to Sycamore House, a classic 1964 mid-century home tucked on a quiet dead-end street just minutes from downtown Hudson. With a generous backyard shaded by a giant sycamore tree, and over 3,311 square feet of living space, this well-kept contemporary home offers room to gather, spread out, and make it your own. Five bedrooms and three full baths provide flexibility for family, guests, or

  Anthony D'Argenzio Houlihan Lawrence

  25 Joslen Place, Hudson, NY 12534
• 

  

  /34

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  42 Firehouse Rd, Germantown, NY 12526

  Updated ranch on a quiet street with gorgeous Catskill Mountain views. Three bedrooms and one full bath on the main floor. Ample parking in the horseshoe driveway. The solar panels on the home are owned outright and help to keep electricity costs low. 20 minutes to Hudson, 1 hour and 45 minutes to NYC, 45 minutes to Albany.

  Beau Piorkowski Empire Real Estate Firm LLC

  42 Firehouse Rd, Germantown, NY 12526
• 

  

  /17

  $49,900

  • 2 Beds
  • 1 Bath
  • 688 Sq Ft

  414 Joslen Blvd Unit 19, Hudson, NY 12534

  This renovated 2-bedroom, 1-bath mobile home in Hudson offers an affordable opportunity for ownership in a convenient location just minutes from downtown. Recent updates include fresh interior paint, new carpet, new laminate flooring, and an updated kitchen, making this home move-in ready. It also features a newer high-efficiency natural gas furnace, updated vinyl replacement windows, newer

  Greg Berardi Berardi Realty

  414 Joslen Blvd Unit 19, Hudson, NY 12534
• 

  

  /30

  $949,000

  • Land
  • 52.06 Acres
  • $18,229 per Acre

  114 Old Barrington Rd, Hollowville, NY 12530

  Views, Views, Views! Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place. Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or crop production.

  Michael Tellerday Houlihan Lawrence Inc.

  114 Old Barrington Rd, Hollowville, NY 12530
• 

  

  /7

  $260,000

  • Land
  • 13 Acres
  • $20,000 per Acre

  631 New York 23, Hollowville, NY 12530

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence Inc.

  631 New York 23, Hollowville, NY 12530
• 

  

  /28

  $1,300,000

  • 4 Beds
  • 4 Baths
  • 2,636 Sq Ft

  242 Main St, Germantown, NY 12526

  A Germantown Gem on Main Street. Well-preserved historic farmhouse with 5.5 acres in the heart of Germantown's hamlet is looking for its next steward. Once part of a 19th-century farmstead, this rare opportunity combines a c.1860 Victorian farmhouse and barn with period charm, history, and a prime location. An impressive property first occupied by Edmond Rockefeller, both house and barn retain

  

  Rachel Levine

  Patricia A. Hinkein Realty

  (518) 802-4750

  242 Main St, Germantown, NY 12526
• 

  

  /8

  $299,000

  • 1 Bed
  • 0.5 Baths
  • 905 Sq Ft

  207 Maple Ave, Germantown, NY 12526

  1930 Cottage located in the hamlet of Germantown. Currently used as office space, originally built as a residence. Easily accessible to all village amenities.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  207 Maple Ave, Germantown, NY 12526
• 

  

  /30

  $949,000

  • Land
  • 52.06 Acres
  • $18,229 per Acre

  114 Old Barrington Rd, Hudson, NY 12534

  Views, Views, Views!Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place.Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or

  Michael Tellerday Houlihan Lawrence, Inc.

  114 Old Barrington Rd, Hudson, NY 12534
• 

  

  /7

  $260,000

  • Land
  • 13 Acres
  • $20,000 per Acre

  631 New York 23, Claverack-Red Mills, NY 12513

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence, Inc.

  631 New York 23, Claverack-Red Mills, NY 12513
• 

  

  /64

  $2,350,000

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  5015 Crow Hill Rd, Chatham, NY 12037

  The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  5015 Crow Hill Rd, Chatham, NY 12037
• 

  

  /26

  $1,100,000

  • 5 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  9715 New York 22, Hillsdale, NY 12529

  Said to be Hillsdale's second oldest home, this historic c1788 Shaker built center chimney Colonial sits on 17 acres of sprawling green hillside, gardens, and fruit trees. Once the home of Captain John Collin III, the home sits along the beautiful corridor connecting the Hudson Valley and the Berkshires— an area characterized by its rolling hillsides and rural landscape. Meticulously restored,

  Annabel Taylor Four Seasons Sotheby's Int.

  9715 New York 22, Hillsdale, NY 12529
• 

  

  /33

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  5628 New York 9g, Hudson, NY 12534

  Nestled in the picturesque town of Hudson/Greenport, accessible by Amtrak and the New York State and Taconic Thruways. This 1900's Farmhouse has recently, been impeccably renovated in to a uniquely, luxuious, high quality home with all the conveniences and upgrades you could ever dream of. Flooded with light, this slice of Hudson Valley Paradise is convenietly located just 8 minutes from the

  Sue Anne Schacher Swan Realty of the Hudson Vall

  5628 New York 9g, Hudson, NY 12534
• 

  

  /26

  $1,100,000

  • 5 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  9715 State Route 22, Hillsdale, NY 12529

  Said to be Hillsdale's second oldest home, this historic c1788 Shaker built center chimney Colonial sits on 17 acres of sprawling green hillside, gardens, and fruit trees. Once the home of Captain John Collin III, the home sits along the beautiful corridor connecting the Hudson Valley and the Berkshires— an area characterized by its rolling hillsides and rural landscape. Meticulously restored,

  Annabel Taylor Four Seasons Sothebys Intl

  9715 State Route 22, Hillsdale, NY 12529
• 

  

  /34

  $540,000

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  230 Middle Rd, Austerlitz, NY 12017

  Tucked along a winding country road, this 3 bedroom Cape feels worlds away from everything—yet close to all that makes the Berkshires & Hudson Valley special. Set on two wooded acres where light filters through old maples and the seasons feel close at hand, it's a home that invites you to slow down and breathe. Step inside and you'll sense the calm immediately. The living room gathers around a

  Paige Paluch Lance Vermeulen Real Estate

  230 Middle Rd, Austerlitz, NY 12017
• 

  

  /7

  $225,000

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

  0 Carson Rd, Ancram, NY 12502

  Discover the perfect setting for your dream home on this beautiful 12+ acre wooded parcel ideally located just off Route 22 at the Dutchess and Columbia County border. Nestled on a gentle hillside, this property offers privacy, natural beauty, and the potential for views toward the Taconic mountain range.Enjoy the best of both worlds—peaceful country living with convenient access to modern

  Theresa Westlake Copake Lake Realty Corp.

  0 Carson Rd, Ancram, NY 12502
• 

  

  /28

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  28 Janis St, Hudson, NY 12534

  Spacious, light-filled contemporary home in Hudson NY, just minutes from the heart of Warren Street. This updated detached house offers approx. 1,800 sf of living space across two and half floors, with a generous fenced rear garden, garage and ample additional off-street parking. The house has undergone extensive remodeling, including updated kitchen, bathrooms, and a new roof with added

  Peter Darrell Tri Hudson Realty, LLC

  28 Janis St, Hudson, NY 12534
• 

  

  /30

  $879,000

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  2727 County Route 8, Elizaville, NY 12523

  Secluded stone cape on almost 20 acres of beautiful rolling, open land in Southern Columbia County. This 4-bedroom, 2-bath home offers 1,748 square feet of comfortable living in a truly park-like setting. At the end of a long driveway this house is sited among a rare blend of open meadows, mature trees, and fabulous vistas. Inside, the home is warm and welcoming, with space for family and

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  2727 County Route 8, Elizaville, NY 12523
• 

  

  /78

  $740,000

  • 4 Beds
  • 4 Baths

  6650 Hill St, Hudson, NY 12534

  Live the Hudson Valley lifestyle in this charming and well-maintained 4BR/4BA farmhouse in Stockport. A 2006 addition nearly doubled the home's size while preserving its warmth with wood floors and wide moldings. Enjoy a brand-new upstairs primary suite (2025) and spacious living areas throughout and a beautiful wraparound patio-perfect for relaxing or entertaining while taking in the peaceful

  

  Joseph Cardinale

  HOWARD HANNA CAPITAL INC

  (518) 741-3466

  6650 Hill St, Hudson, NY 12534
• 

  

  /77

  $740,000

  • 4 Beds
  • 4 Baths
  • 2,184 Sq Ft

  6550 Hill St, Hudson, NY 12534

  Live the Hudson Valley lifestyle in this charming and well-maintained 4BR/4BA farmhouse in Stockport. A 2006 addition nearly doubled the home's size while preserving its warmth with wood floors and wide moldings. Enjoy a brand-new upstairs primary suite (2025) and spacious living areas throughout and a beautiful wraparound patio—perfect for relaxing or entertaining while taking in the peaceful

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  (518) 559-2754

  6550 Hill St, Hudson, NY 12534
• 

  

  /34

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,716 Sq Ft

  8 Creekside Rd, Red Hook, NY 12571

  Presented for viewing is a rambling 3 level home with 3 bedrooms plus an additional 1 bedroom in-law suite with separate entrance. Remodeled over time since 2020, nothing has been overlooked. Located on a hilltop with views of the Roeliff Janson Kill, this home offers a secluded park like setting situated along an idyllic stream. This home also includes a 2-car detached garage with

  Mark Saxby Berkshire Hathaway HomeService

  8 Creekside Rd, Red Hook, NY 12571
• 

  

  /23

  $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

  Shaina Marron Houlihan Lawrence Inc.

  531 Washington St, Hudson, NY 12534
• 

  

  /27

  $337,500

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  37 Hudson St, Hudson, NY 12534

  Open House 11/15 - 1-3pm. Spacious raised ranch on quiet side street walkable to City of Hudson. Has 3 bedrooms, 2 1/2 baths and finished lower level. Hardwood flooring throughout. Public water and sewer a real plus. An attached 1 car garage plus an outbuilding for storage.

  R. James Skoda Anderson Agency

  37 Hudson St, Hudson, NY 12534
• 

  

  /5

  $450,000

  • 5 Beds
  • 2 Baths
  • 1,072 Sq Ft

  452 Columbia St Unit D, Hudson, NY 12534

  For the first time in over 15 years this ranch style home, with a fully renovated basement is on the market! Interior photos coming soon. Schedule your showing! Tenant occupied please respect the tenants privacy.

  Brittany Gillis KW Platform

  452 Columbia St Unit D, Hudson, NY 12534
• 

  

  /38

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  250 Bashford Rd, Valatie, NY 12184

  Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

  Harold Reiser Julie & Co Realty LLC

  250 Bashford Rd, Valatie, NY 12184
• 

  

  /31

  $874,900

  • 2 Beds
  • 2.5 Baths
  • 1,122 Sq Ft

  238 Allen St, Hudson, NY 12534

  A Perfect Hudson Escape where historic charm meets modern comfort! Step into Hudson's history without sacrificing a single modern convenience. This beautifully restored total turnkey 1880's clapboard home offers 2 bedrooms and 2.5 baths, thoughtfully re-imagined from top to bottom. Every detail has been renewed or restored from windows, doors, plumbing, electric, light fixtures, wall switches,

  Martin Salerno The Kinderhook Group, Inc.

  238 Allen St, Hudson, NY 12534

Showing Results 81 - 120, Page 3 of 12