Columbia County NY Homes for Sale

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  /17

  $229,000

  • Land
  • 11.25 Acres
  • $20,356 per Acre

  36 Bacon Dr, Livingston, NY 12523

  A perfect spot to build your dream home or cabin nestled in the Gallatin / Livingston countryside. Meander down the 1200' long gravel driveway, past the newly erected storage building to your prepared build site. The hard work has been done with the driveway and septic for a 3 bedroom home in place. The well is in work so all that is left is to bring electric to the site and park your camper or

  Philip Feiner Country Life Real Estate, LLC

  36 Bacon Dr, Livingston, NY 12523
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  /14

  $199,000

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  763 New York 217, Hudson, NY 12534

  Discover the charm and potential of this 2-bedroom, 2-bath farmhouse in the heart of Philmont, NY. A true fixer-upper, yet perfectly livable, this home retains much of its original character, including wide-plank floors, detailed banister and railing trim, and vintage windows that bring warmth and history to each room. The spacious layout offers a rear porch for relaxing and enjoying the quiet

  Michael Castellano Gilcrest Properties

  763 New York 217, Hudson, NY 12534
• 

  

  

  /55

  $519,900

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  630 County Route 11, Ancram, NY 12502

  Immaculate 3 Bedroom 2 Bath Home on 7 acres of pure serenity! You will charmed from the moment you step foot on the wrap around porch! Enjoy views of the small pond, landscaping, garden and private wooded oasis! 7 acres offer endless possibilities and ample hiking opportunities! This home offers charming features such as wood floors and beautiful stone fireplace. Enjoy a spacious living room, mud

  Kevin Clancy Clancy Real Estate

  630 County Route 11, Ancram, NY 12502
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  /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
• 

  

  

  /35

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 1,850 Sq Ft

  1820 County Route 7, Ancram, NY 12502

  Ancram 194 acre abandoned farm with great potential for agriculture or development. Many buildings in various stages of repair: Main House 75x50 on 2 levels; Steel Barns:50x150; 60x100, 75x40; barn complex: 35x55+35x15, 5x10, 35x60, 25x60; 2nd barns complex: 30x100 + 2 silos. Long road frontage and level productive land

  David Birch Barns & Farms Realty

  1820 County Route 7, Ancram, NY 12502
• 

  

  /19

  $44,000

  • Land
  • 3.74 Acres
  • $11,765 per Acre

  0 Chair Factory Rd, New Lebanon, NY 12125

  Escape the hustle and bustle and build your dream home in this peaceful wooded paradise. 3.74 acres of trees, ferns and rock formations throughout this dynamic property. Survey with proposed build site (including septic and well locations) can be found in the documents tab.

  Jeffrey McKinney Beach & Bartolo Realtors

  0 Chair Factory Rd, New Lebanon, NY 12125
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  /76

  $549,900

  • 3 Beds
  • 1 Bath
  • 1,596 Sq Ft

  660 Oak Hill Rd, Hudson, NY 12534

  A 3 Bedroom, 1 Bath Home on 12 Acres with a Pond in Claverack/Hudson! The home has a beautiful country setting on 12.1 acres nestled among the trees overlooking a pond. The 1st floor features a living room with a woodstove, a sunroom, a dining room with a charming stone fireplace, a kitchen, a bedroom, and a bathroom. The 2nd floor has 2 bedrooms. The basement has a 1 car garage, a laundry area,

  Ted Banta RVW Select Properties

  660 Oak Hill Rd, Hudson, NY 12534
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  /32

  $249,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  19 Mahoney Rd, Stuyvesant, NY 12173

  Welcome to 19 Mahoney Rd, a brand-new manufactured home that blends modern style with easy, low-maintenance living. This thoughtfully designed 3-bedroom, 2-bath home is move-in ready and finished with today's most desirable features. Step inside to an open-concept layout where the spacious living area flows into a contemporary kitchen with sleek cabinetry, quality countertops, and

  Dave Merchant Keller Williams Realty HV Nort

  19 Mahoney Rd, Stuyvesant, NY 12173
• 

  

  /14

  $249,000

  • Land
  • 17.05 Acres
  • $14,604 per Acre

  13191 Route 22 Stop #80, Canaan, NY 12029

  17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just

  Jessie Bennett William Pitt Sothebys Intn'l

  13191 Route 22 Stop #80, Canaan, NY 12029
• 

  

  /37

  $525,000

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

  4 Greely Rd, Craryville, NY 12521

  Fine finishes and custom details can be found throughout this beautiful new listing. This inspiring three bedroom, two bath home has been completely updated by the current owners over their 30 years of ownership. On the main level, the kitchen boasts stainless appliances, new cabinets and stone counters. The bathroom has been stylishly updated and contains a full sized stackable

  Margaret Bower Avenia Columbia County RE Specialist

  4 Greely Rd, Craryville, NY 12521
• 

  

  /24

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  40 Stonewall Ridge Rd, Copake, NY 12516

  Are you or your clients searching for a private, picturesque property with endless potential? This three-bedroom, two-bath contemporary home is ready to be reimagined into a modern retreat. Sited at the end of a quiet cul-de-sac on a tranquil 3-acre lot, the setting offers exceptional privacy and natural beauty. Inside, you'll find hardwood floors, abundant natural light, and an open layout that

  Allison Rada STONE HOUSE PROPERTIES, LLC

  40 Stonewall Ridge Rd, Copake, NY 12516
• 

  

  /38

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2955 New York 23, Hillsdale, NY 12529

  Historic Upstate NY Sanctuary - 8.7 Magical Acres in Hillsdale, NY - known for its scenic beauty and small-town charmEscape to your own private paradise on this enchanting 8.7-acre property featuring a charming 1820's cottage, pristine swimming pond with waterfall, and endless outdoor adventures. This secluded sanctuary offers the perfect blend of historic character and natural beauty, just

  Chris Getman Houlihan Lawrence Inc.

  2955 New York 23, Hillsdale, NY 12529
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  /7

  $59,999

  • Land
  • 1.08 Acres
  • $55,555 per Acre

  0 Beaver (Jackson Crs) Rd Unit 20253422, Gallatin, NY 12571

  Just over an acre of wooded land waiting for you to build your dream home. The property includes 184 feet of frontage on Jackson Corners Rd. The nearby Roeliff Jansen Kill provides some of the best trout fishing in the northeast as well as numerous swimming holes. Conveniently located near the Taconic State Parkway as well as all the amenities in Rhinebeck, Red Hook and Hudson.Please note

  Joel Craig Coldwell Banker Village Green

  0 Beaver (Jackson Crs) Rd Unit 20253422, Gallatin, NY 12571
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  /63

  $1,700,000

  • 4 Beds
  • 5 Baths
  • 3,788 Sq Ft

  59 Allen St, Hudson, NY 12534

  This impressive Italianate residence, dating back to 1880, has been meticulously restored for modern, turn-key living. This coveted location with a private backyard and off-street parking neighboring Talbot & Arding - offers a rare sense of quiet just a few blocks from the restaurants, galleries, and shops of the exciting city. Spanning three thoughtfully renovated stories, the turn-key property

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  59 Allen St, Hudson, NY 12534
• 

  

  /40

  $1,395,000

  • 5 Beds
  • 4 Baths
  • 4,512 Sq Ft

  226 County Route 17, Valatie, NY 12184

  Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800's core home was expanded and rearranged and is now ready for its next chapter. The formal entrance to the home is from the grand tree-lined circular driveway to the side

  Peggy Lampman Peggy Lampman Real Estate

  226 County Route 17, Valatie, NY 12184
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  /27

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  35 S 5th St, Hudson, NY 12534

  A brilliant example of Victorian architecture, this Grande Dame of a house is nicely situated in the South-of-Warren historic district of Hudson. The interiors are artfully designed with updated baths and a crisp modern kitchen. Enter through the gorgeous solid oak double-doors into the foyer and then into the gracious ground floor offering comfort and style in each of the principal rooms. Period

  Michele Saunders-Laine HOUSE Hudson Valley Realty

  35 S 5th St, Hudson, NY 12534
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  /33

  $869,000

  • 3 Beds
  • 3 Baths
  • 4,377 Sq Ft

  1977 State Route 295, Canaan, NY 12029

  Live, work & play! Impressive post and best beam conversion offers the character of an earlier era while incorporating contemporary amenities. The exposed hand hewn beams exude a warm, rustic charm. There is an en suite primary plus 2 to 3 additional bedrooms and plenty of room for guests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

  Linnea VanTassel Country Life Real Estate, LLC

  1977 State Route 295, Canaan, NY 12029
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  /36

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  854 Columbia St, Hudson, NY 12534

  This charming Two-Unit Property in the Heart of Hudson is a versatile gem that awaits you!Welcome to your next investment opportunity or the perfect single-family home! Nestled in the vibrant city of Hudson, this delightful two-unit property offers a unique blend of comfort, convenience, and potential. With both units featuring a spacious living room, large dining room for entertaining,

  Barbara Robinson Red Apple Realty

  854 Columbia St, Hudson, NY 12534
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  /44

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  2 Locust St, Chatham, NY 12037

  Village Charm Meets Modern Luxury: Historic Chatham Home for Sale An impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities. Every system in the home has been

  Rachel Haley Houlihan Lawrence, Inc

  2 Locust St, Chatham, NY 12037
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  /33

  $305,000

  • 5 Beds
  • 1.5 Baths
  • 1,822 Sq Ft

  2971 Garden Place, Stottville, NY 12172

  Ahh, nothing says home, like a picket fence! Are you looking for that peaceful, easy feeling? This house is a hidden gem! At the end of a road where there are only 3 houses, this property is welcoming and warm with a wonderful back yard 18' pool, pool shed and relaxing deck w/canopy. Well loved and roomy, enter through the enclosed porch and go into either the living room or spacious kitchen. A

  Beth Harring Harring Properties, LLC

  2971 Garden Place, Stottville, NY 12172
• 

  

  /21

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  1131 E Ancram Rd, Ancramdale, NY 12503

  Perched atop a secluded hill in the bucolic town of Ancram, this European-inspired farmhouse is currently under construction and set for completion later this year. Blending timeless charm with modern luxury, the home promises sweeping panoramic views of the contiguous 160 acre working farm, rolling fields and distant mountain ranges. The house is framed, nearly completed on the outside, and

  PAULA REDMOND Corcoran Country Living

  1131 E Ancram Rd, Ancramdale, NY 12503
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  /14

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  229 Cold Spring Rd, Hudson, NY 12534

  Tucked away on a peaceful country road just outside Hudson is this 3-bedroom, 2 bathroom home. This residence offers a solid foundation with endless renovation possibilities perfect for buyers looking to tailor their own style. Step outside to discover a generous yard offering room for gardening, outdoor dining or play. A partially finished basement perfect for home gym, home office or additional

  Joyce Vale Coldwell Banker Advisor Realty

  229 Cold Spring Rd, Hudson, NY 12534
• 

  

  /11

  $1,795,000

  • Land
  • 20.1 Acres
  • $89,303 per Acre

  49 High Meadow Rd, Copake, NY 12516

  Set on 20.10 gently rolling acres along one of Columbia County's most picturesque roads, this striking barn offers a rare blend of utility, design, and future residential potential. Located on sought-after High Meadow Road in Copake, NY, the two-story structure spans approximately 3,000 square feet and is currently utilized for high-end storage. Built with top-tier infrastructure, the barn

  John Panzer Elyse Harney Real Estate

  49 High Meadow Rd, Copake, NY 12516
• 

  

  /40

  $545,000

  • 3 Beds
  • 1.5 Baths
  • 1,442 Sq Ft

  533 Shaker Museum Rd, Old Chatham, NY 12136

  In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

  Sarah Lipsky William Pitt Sothebys Intn'l

  533 Shaker Museum Rd, Old Chatham, NY 12136
• 

  

  /26

  $725,000

  • 2 Beds
  • 2 Baths
  • 2,366 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering spectacular 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while enjoying the warmth of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
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  /66

  $1,595,000

  • 5 Beds
  • 5 Baths
  • 7,290 Sq Ft

  45-49 8th St, Hudson, NY 12534

  This six-unit mixed-use building, located one block from Warren Street, is an absolute must see property for anyone interested in investing in Hudson, NY. Home of Cafe Mutton, twice recognized by the James Beard Awards, and by Bon Appetit magazine, this beautiful building boasts a yearly pro forma gross rent of 159,000 dollars, against yearly pro forma carrying charges (taxes, insurance, water &

  William Jackson Anderson Agency

  45-49 8th St, Hudson, NY 12534
• 

  

  /38

  $700,000

  • 4 Beds
  • 3.5 Baths
  • 2,492 Sq Ft

  4 Lower Post Rd, Ghent, NY 12075

  Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet of

  Ann Ruecker Weichert Realtors Fontaine

  4 Lower Post Rd, Ghent, NY 12075
• 

  

  /13

  $342,000

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft

  36 Spring St, Chatham, NY 12037

  This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St, Chatham, NY 12037
• 

  

  /31

  $1,200,000

  • 14 Beds
  • 7 Baths
  • 6,490 Sq Ft

  6045 New York 9g, Hudson, NY 12534

  See attached I&E Report. Incredible opportunity for serious investors! 7 residential units (4 units already rented for 7700/month)- all NEWLY RENOVATED! Partially vacant for the new buyer to bring on his or her own tenants. 3 bay detached garage, 4 storage units on site, plus a workshop that is rented by a local contractor. All units except for 1 building have in-house washer/dryer. All tenants

  Michael Castellano Gilcrest Properties

  6045 New York 9g, Hudson, NY 12534
• 

  

  /22

  $125,000

  • Land
  • 4 Acres
  • $31,250 per Acre

  149 Birch Dr, Ancram, NY 12503

  Elect at road site not to old cottage on property home has drilled well and cesspool- lot fully grown up and difficult to walk- lot slopes toward rear in downhill slope-the home will likely need to be removed by new owner- power is provided by central Hudson who owns a row for elect service to other homeowners-most properties are either seasonal or full time mixPrivate road access Lot is

  Ron Steed Steed Real Estate

  149 Birch Dr, Ancram, NY 12503
• 

  

  /28

  $459,000

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft

  95 Albany Ave, Kinderhook, NY 12106

  UPDATE! New carpet installed last month, floors have been refinished, and many rooms have been freshly repainted. Welcome to this bright and beautifully updated split-level ranch, nestled in the charming Village of Kinderhook. The main level offers an open-concept layout that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or everyday living. Enjoy the

  Beau Piorkowski Empire Real Estate Firm LLC

  95 Albany Ave, Kinderhook, NY 12106
• 

  

  /21

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  19 Fabiano Blvd, Hudson, NY 12534

  Welcome to a charming 3 bedroom, 2 bathroom home nestled in the heart of Greenport. Whether you are dreaming of a modern update or prefer the character of its current style, there's plenty of renovation potential to explore. Inside you will find well proportioned layouts just waiting for your personal touch. Just a short trip away to shopping. Nearby Empire State Trail. Come see what's possible,

  Joyce Vale Coldwell Banker Advisor Realty

  19 Fabiano Blvd, Hudson, NY 12534
• 

  

  /41

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft

  638 Fog Hill Rd, Austerlitz, NY 12017

  Mid-century vibe with large light filled spaces creates the perfect setting to let your creativity flow. The expansive multiple purpose room off of the main living area is perfectly suited as a dance, yoga, music, or art studio space. Let your imagination run wild. First floor also includes two bedrooms and a full bath. On the lower level you will find an additional large bedroom with a wood

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  638 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  /14

  $115,000

  • Land
  • 7.2 Acres
  • $15,972 per Acre

  287 U S 20, New Lebanon, NY 12125

  Discover the potential of this expansive 7.2-acre lot, ideally situated on Route 20 and moments before the Massachusetts line. Previously serving as a non-profit Kennel for dogs, this unique property offers versatility for both commercial and residential development. With a drilled well already in place, the lot is ready for your vision ~ whether you're looking to create a serene residential

  Paige Block Coldwell Banker Prime Properti

  287 U S 20, New Lebanon, NY 12125
• 

  

  /57

  $689,000

  • 3 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  18 Gaffney Ln, Kinderhook, NY 12106

  Documented provenance dates back to being the first house on this quiet lane when it was a family farm. First time for sale in 35 years. This lovely 3 BR, 2-1/2 BA house in the Village of Kinderhook features two additions, ability for first floor en suite, plus updates and renovations, from bathrooms to wood flooring, interior doors and much more. LR w/propane insert FP, DR, FR, granite

  Frances Ingraham Heins Howard Hanna Capital Inc

  18 Gaffney Ln, Kinderhook, NY 12106
• 

  

  /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
• 

  

  /27

  $3,700,000

  • Land
  • 228.1 Acres
  • $16,221 per Acre

  120 Route 203, Austerlitz, NY 12017

  228 +/- acres with an Adirondack feel. Spectacular Catskill Mountain views with a 4 +/- acre crystal clear pond. A wonderful mix of open and wooded land with trails cut throughout. Bordered by protected NY State land and appointed with an equipment shed for storage. Perfect for the nature enthusiast. Convenient location just minutes to the TSP and Chatham, 20 minutes to Hudson & Gt Barrington and

  Anne Harrison Country Life Real Estate, LLC

  120 Route 203, Austerlitz, NY 12017
• 

  

  /17

  $4,700,000

  • Land
  • 412 Acres
  • $11,408 per Acre

  69 County Rte 24, Chatham, NY 12037

  412 acre rare and enchanting paradise. A long gated driveway framed by mature maples & ancient stonewalls lead you over a bridge gently ascending through the woods and breaking open to rolling fields and stunning Catskill Mountain views. A perfect quiet spot to watch the firey evening sunsets while reflecting on the days end. Follow the path a bit further - winding through the Birch grove and

  Anne Harrison Country Life Real Estate, LLC

  69 County Rte 24, Chatham, NY 12037
• 

  

  /29

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  16 Spruce St, Hudson, NY 12534

  Original owner has beautifully maintained her home. Situated on an attractive corner lot in the Red Hook School District section of Maple Lane Mobile Home Park. Lovely, comfortable front porch w sunshades is the perfect spot for relaxation. Spacious primary bedroom w full bath has a separate shower as well as a garden tub. Both full bathrooms feature skylights for great natural light. EIK has

  Elizabeth Barrett Dachs Chris Barrett Realty

  16 Spruce St, Hudson, NY 12534
• 

  

  /49

  $1,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  48 County Route 14, Hudson, NY 12534

  Equestrian Hideaway! Welcome to Long View Farm & Stables, a private stable and farm compound just minutes from downtown Hudson, NY and an easy trailer to riding venues in Saratoga and the Berkshires. Nestled away on 24-bucolic acres are rolling pastures with long distant views of the Catskill Mountains, the neighboring Hudson Valley apple and stone fruit orchards and an overlook of two swim

  

  Paul Barrett

  Houlihan Lawrence, Inc

  (518) 362-7264

  48 County Route 14, Hudson, NY 12534

Showing Results 241 - 280, Page 7 of 12