Columbia County NY Homes for Sale

• 

  

  

  /5

  $130,000

  • Land
  • 0.88 Acre
  • $147,727 per Acre

  20 Pine Rd, Livingston, NY 12523

  Beautiful, building lot, just under an acre waiting for you to build, camp or buy now and decide later! Road frontage on both PINE RD & FIELD RD. Electric, Well & Septic already in!! Quiet setting cleared building area already done with mature trees scattered around, this property holds incredible promise. Don't miss this rare opportunity to own a peaceful slice of the Hudson Valley. PLUS,

  Margaret Bower Avenia Columbia County RE Specialist

  20 Pine Rd, Livingston, NY 12523
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  /36

  $429,000

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

  11 Washington Ave, Chatham, NY 12037

  This charming Chatham home has it all, whether you're looking for a weekend retreat or a convenient year-round residence. Pride of ownership featuring three bedrooms, two full bathrooms with a full basement for extra storage and workspace. You'll love the screened in front porch, perfect for relaxing while enjoying your morning coffee. This bright and sunny home has an updated kitchen,

  Ann Marie Silvani Howard Hanna Rand Realty

  11 Washington Ave, Chatham, NY 12037
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  /9

  $159,000

  • Land
  • 4.7 Acres
  • $33,830 per Acre

  0 Thomas Rd, Claverack, NY 12521

  This 4.7 acre parcel is conveniently located in the town of Claverack, not far from the Taconic State Parkway, with a Craryville mailing address. The land sits on the corner of Bate Rd and Thomas Rd-which is a dead end road and is partially cleared for a building site and septic system. The land slopes gently up from the road and has many mature trees for privacy. About 15 minutes from Hudson and

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Thomas Rd, Claverack, NY 12521
• 

  

  

  /14

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft

  176 Main St, Philmont, NY 12565

  Charming three bedroom, one bath farm house featuring wood flooring and timeless character. The rooms on the main floor are spacious and bright, always warm and welcoming. There is a home office for those working from home or use for a small library. Private quarters are upstairs featuring three bedrooms with wood floors and a room at the end of the hall for a second bath or closet. Outside, a

  Karen Davala DAVALA REAL ESTATE LLC

  176 Main St, Philmont, NY 12565
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  /2

  $89,000

  • Land
  • 20 Acres
  • $4,450 per Acre

  0 Flints Crossing Rd, Canaan, NY 12029

  Canaan NY Flints Crossing Rd. This is a 20-50 Acre large parcel (exact acrage to be verified), borders on Massachusetts State Line and beyond. Wooded and open areas. Access to town road must be verified.

  David Birch Barns & Farms Realty, LLC

  0 Flints Crossing Rd, Canaan, NY 12029
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  /5

  $89,000

  • Land
  • 5 Acres
  • $17,800 per Acre

  155 Shaver, Canaan, NY 12029

  Ideal location for commercial or residential construction or combination of both. Site is close to junction of Routes 22 and 295 and Queechy Lake. Access to the Berkshires (Richmond & Tanglewood) and New Lebanon and Rensselaer County & Jiminy Peak. Lots of gravel on property. Zoned commercial (C-2) Close to Massachusetts & Berkshires.

  David Birch Barns & Farms Realty, LLC

  155 Shaver, Canaan, NY 12029
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  /32

  $648,000

  • 4 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  59 New Forge Road II Unit 1, Ancram, NY 12502

  Surrounded by beautifully maintained grounds with lush perennial gardens and mature landscaping, this spacious 4-bedroom, 2.5-bath home offers the perfect balance of privacy and accessibility—just 3 miles from the Taconic State Parkway and a short drive to Lake Taghkanic State Park. Inside, enjoy two updated bathrooms, a warm and inviting living area with a wood-burning fireplace insert, and a

  Beth DeMatteo Berkshire Hathaway HomeService

  59 New Forge Road II Unit 1, Ancram, NY 12502
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  /40

  $665,000

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Harry Howard Ave, Hudson, NY 12534

  On the market- A rare, beautifully renovated mid-century stone cape on 1/3 of an acre in Hudson! Walk to everything... Bordering Underhill Pond, this light-filled home has a fenced-in private backyard for children and pets, serenity and socializing. Built in the 1950's with stone and concrete walls, the house has been meticulously renovated to include brand new bamboo floors, recessed lighting,

  Robert Huston Tri Hudson Realty, LLC

  6 Harry Howard Ave, Hudson, NY 12534
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  /22

  $150,000

  • 3 Beds
  • 2 Baths
  • 938 Sq Ft

  1154 U S 9 Unit 39, Hudson, NY 12534

  Brand-New Homes in a Peaceful Columbia County CommunityDiscover 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

  Jessica Coutsonikas KW Platform

  1154 U S 9 Unit 39, Hudson, NY 12534
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  /59

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,645 Sq Ft

  42 Golf Course Rd, Craryville, NY 12521

  A striking modern lake home offering the perfect blend of privacy and community, designed by acclaimed New York architect Gray Davis. Tucked away on a beautifully landscaped, fully fenced property, this home is a hidden sanctuary—yet just beyond the gates, you'll find the region's only high-speed motorboat lake and an award-winning golf course. A study in indoor/outdoor living, the walls of

  John Barbato Compass, Hillsdale

  42 Golf Course Rd, Craryville, NY 12521
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  /45

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 2,125 Sq Ft

  8 Kittle Rd, Hudson, NY 12534

  Discover This exquisite Private Contemporary with it's Gourmet KitchenPerfectly situated on 12.68 private and secluded acres, this contemporary home renovated by Neil Pelone Architects offers an unparalleled blend of gourmet living and serene country retreat. Just a few minutes from the vibrant city of Hudson, as well as skiing and the cultural attractions of the Berkshires, convenience meets

  Rochelle Bartolo Beach & Bartolo Realtors

  8 Kittle Rd, Hudson, NY 12534
• 

  

  /14

  $215,000

  • 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
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  /17

  $249,000

  • Land
  • 11.25 Acres
  • $22,133 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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  /49

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  2705 County Route 9, East Chatham, NY 12060

  Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

  Rachel Haley Houlihan Lawrence Inc.

  2705 County Route 9, East Chatham, NY 12060
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  /54

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  19 Aitken Ave, Hudson, NY 12534

  Charming Arts & Crafts Bungalow - A Perfect Retreat on the Outskirts of Hudson! Discover the perfect blend of vintage charm and modern convenience in this stunning 1927 Arts and Crafts bungalow, ideally located just a stroll away from Greenport's convenience shops and the vibrant downtown Hudson, known for its antique shops, art galleries, and delightful restaurants. Set on a lush 0.14-acre lot,

  Barbara Robinson Red Apple Realty

  19 Aitken Ave, Hudson, NY 12534
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  /25

  $175,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  978 U S 20 Unit 18, New Lebanon, NY 12125

  Step in to this sweet 1999 double wide in a well kept park. A massive dining room steps down to a living room/kitchen open space. Brand new carpeting. Three bedrooms including a main bedroom ensuite with a walk in closet and an oversized bath with two sinks, shower and jetted tub. Enjoy your beautiful yard overlooking a pond in the back. Monthly lot rent is 540. Right off of route 20 with

  Leonard Brown Berkshire Hathaway HomeService

  978 U S 20 Unit 18, New Lebanon, NY 12125
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  /41

  $219,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  3535 New York 203, Valatie, NY 12184

  Cute 2 Bedroom Home with Rail Trail Access! Welcome to this delightful 2 bedroom, 1 bath home, perfectly situated on a generous .36 acre lot. Featuring a 1 car garage & a nicely maintained yard, this property offers the perfect blend of comfort and convenience. Step outside & enjoy direct access to the nearby rail trail, making it easy to walk, bike, or simply enjoy the outdoors right from your

  Kathryn Kole Coldwell Banker Prime Properties

  3535 New York 203, Valatie, NY 12184
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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
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  /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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  /20

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,318 Sq Ft

  10 County Route 9, Hudson, NY 12534

  This charming Greek Revival offers the perfect blend of historic character and modern comfort. Set beside a tranquil creek, the home is filled with natural light and features a spacious living room that opens to a beautiful three-season screened porch with serene views of the water and lush green trees.Inside, you'll find two bedrooms, two full baths, and original wide-plank floors dating

  Dana Matthews Rouse + Co Real Estate, LLC

  10 County Route 9, Hudson, NY 12534
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  /74

  $1,385,000

  • 8 Beds
  • 5 Baths
  • 4,854 Sq Ft

  16 Hudson St, Kinderhook, NY 12106

  Introducing The Kinderhook Guild, a beautifully restored circa 1787 Federal-style landmark in Kinderhook's vibrant village center offering 10 flexible units and a parking lot with room for 17 cars. Original wide-plank floors, hand-hewn beams, Rumford fireplaces, and wavy-glass windows have been preserved, with upgrades including a commercial-grade kitchen and ADA-compliant restroom. The ground

  Anthony D'Argenzio Houlihan Lawrence

  16 Hudson St, Kinderhook, NY 12106
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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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  /24

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,804 Sq Ft

  198 County Route 10, Germantown, NY 12526

  Location - Land - Multiple Bedrooms - ADU - Storage! This home has it all and is just waiting for you to shine it up!Located on a beautiful county road, where the Catskills peek at you on your way home, you'll find this 1952 split level Ranch with an ADU.The main floor the home has a rear facing kitchen/dinette with real wood cabinets that overlooks the back yard, 2 car garage

  Beth Harring Harring Properties, LLC

  198 County Route 10, Germantown, NY 12526
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  /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
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  /17

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  16 Middlebrook Ln, Chatham, NY 12037

  Set privately high on a hill in Chatham Center. Long driveway to a perfect country retreat with gorgeous stonewalls. Huge random bluestone patio with stone fireplace and built in BBQ perfect for outside entertaining. Gorgeous in-ground pool with perfect stonewalls leading to a stone courtyard area perfect for lounge chairs and summer picnics. Meticulously maintained home with open kitchen to

  Tracy Tassinari Gabel Real Estate

  16 Middlebrook Ln, Chatham, NY 12037
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  /72

  $1,395,000

  • 4 Beds
  • 2.5 Baths
  • 3,118 Sq Ft

  1185 County Route 22, Ghent, NY 12075

  Whispering Acres. An absolute Eden. A piece of land that grabs your heart. Usable land and undulating fields, a bridge over the Fitting Creek and past the springfed pond. 1790s colonial with all the original features. Wide pine floors with a gleaming patina of centuries past. Huge country kitchen leading to a large enclosed porch overlooking the grounds and flowering trees. Large center

  Tracy Tassinari Gabel Real Estate

  1185 County Route 22, Ghent, NY 12075
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  /24

  $575,000

  • 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

  Allison Rada Stone House Properties, LLC

  40 Stonewall Ridge Rd, Copake, NY 12516
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  /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
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  /18

  $239,999

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  7 Fairview Dr, Copake, NY 12516

  7 Fairview Ave, Copake - Investment OpportunityAssignment of contract. Sold as-is. Cash only - 10% deposit due at signing. Solid value-add potential for investors, flippers, or weekend retreat renovators. Located in Copake near lakes and outdoor recreation. Agent has partial ownership.

  Jeremey VanWormer Wolf River Real Estate, LLC

  7 Fairview Dr, Copake, NY 12516
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  /32

  $418,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  18 McGrath Hill Rd, East Chatham, NY 12060

  OPEN HOUSE SUNDAY AUGUST 31, 11 AM TO 1 PM Easy country living in a private setting and all on one level. Move in and enjoy on day one this 2003 built home with 3 bedrooms, 2 and 1/2 baths. The sun filled 2.3 acres provides privacy and room for the garden enthusiast, animals and a the front porch is perfect for relaxing and viewing the picturesque country property. (Currently, there are

  Peter Newman Beach & Bartolo Realtors

  18 McGrath Hill Rd, East Chatham, NY 12060
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  /11

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,264 Sq Ft

  7 Railroad Ave, Chatham, NY 12037

  MIXED USE POTENTIAL IN CHATHAM'S HISTORIC DISTRICT This striking Greek Revival, circa 1850 sits proudly in the historic district of Chatham Village. It was lovingly renovated in 2004, with special attention to preserving the building's period details and historic charm.A boxwood-lined walkway leads to the welcoming interior. The front door opens to a side hall with a graceful

  Lenore Packet Stone House Properties, LLC

  7 Railroad Ave, Chatham, NY 12037
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  /50

  $1,200,000

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

  2073 County Route 5, Canaan, NY 12029

  Welcome to Tilden Crossing House, a distinctive country home with old-world charm. Privately sited down a long, gravel, wildflower-lined drive on over seven acres of pastoral Columbia County landscape, the property offers a unique approach to architectural storytelling through its carefully selected vintage elements.The 3,350-square-foot center-hall residence captures the essence of

  Anthony D'Argenzio Houlihan Lawrence, Inc

  2073 County Route 5, Canaan, NY 12029
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  /46

  $1,250,000

  • 8 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  2659 County Route 9, East Chatham, NY 12060

  Situated on 19.5 serene acres in the historic hamlet of New Concord, Knollcroft is an exceptional and rare offering of historical significance. Listed on the National Register of Historic Places, Knollcroft is a showcase of late-Victorian craftsmanship and rural estate planning. Thoughtfully designed for both durability and grace, the home offers approximately 3,325 finished square feet, with 8

  Kelcey Otten Compass Greater NY, LLC d/b/a

  2659 County Route 9, East Chatham, NY 12060
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  /31

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,832 Sq Ft

  117 Spring St, Craryville, NY 12521

  A Modern Retreat with Rustic Charm at the End of a Quiet Road.Nestled at the very end of a peaceful country road, this contemporary home with rustic flair offers the perfect blend of modern comfort and natural warmth. Privately set and surrounded by nature, this home is a tranquil haven ideal for year-round living or a weekend getaway.Step inside to discover thoughtfully crafted

  Maria DiSalvo Coldwell Banker Prime

  117 Spring St, Craryville, NY 12521
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  /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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  /16

  $169,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  703 U S 20, New Lebanon, NY 12125

  PRICE REDUCES!! Great Starter Home. Cozy little cottage right on route 20, close to everything. Completely upgraded with new appliances. Sweet, light filled, one floor living, with two bedrooms and 1 bath. Front porch and back porch that overlooks the back yard. 20 minutes to the Berkshires, Parkway, I-90, Chathams and Hudson. Cash or Conventional ONLY!!

  Sharon McArdle Berkshire Hathaway Home Services Blake

  703 U S 20, New Lebanon, NY 12125
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  /7

  $65,000

  • Land
  • 1.08 Acres
  • $60,185 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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  /40

  $1,500,000

  • 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. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

  Peggy Lampman Peggy Lampman

  226 County Route 17, Valatie, NY 12184
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  /24

  $2,250,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  462 Mt Merino Rd, Hudson, NY 12534

  Hudson Ridge / Modernist Glass House in the Hudson River Valley.''Hudson Ridge'' is beautifully sited on 25 private acres along desirable Mount Merino Road — one of the most coveted roads in Columbia County with its sweeping Catskill Mountain views. The house was constructed in 2017 of glass and steel, its architecture inspired by Pierre Koenig's iconic LA Stahl House. Reached by a

  Chris Getman Houlihan Lawrence Inc.

  462 Mt Merino Rd, Hudson, NY 12534
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  /27

  $1,525,000

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

  35 S 5th St, Hudson, NY 12534

  A brilliant example of Stick Style 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

  Michele Saunders-Laine HOUSE Hudson Valley Realty

  35 S 5th St, Hudson, NY 12534

Showing Results 121 - 160, Page 4 of 15