Columbia County NY Homes for Sale with Acreage

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  /36

  $749,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  340 Lower Cady Rd, Old Chatham, NY 12136

  Set on 21 peaceful acres in one of the Hudson Valley's most coveted locations, 'Dawnbreak' is an Adirondack-inspired property offering a rare opportunity to create a beloved retreat. With over 3,200 square feet of living space, this four-bedroom, four-bathroom home combines rustic charm with generous proportions—ready for your vision to bring it to life.At the heart of the home is a dramatic

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 620-5873

  340 Lower Cady Rd, Old Chatham, NY 12136
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  /18

  $425,000

  • 6 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  3630 Mechanic St, Valatie, NY 12184

  Large farmhouse on one of Valatie's largest village lots of 1.11 A. 4000+ sq ft country home with 6 bedrooms and 2.5 baths. Large meandering rooms suitable for a large extended family or make apartments. There are two large enclosed porches (one with a woodstove) plus a covered outdoor summer patio. Also on the property is a 1000 square foot outbuilding suitable for a studio or workshop. Many

  

  William Laraway

  Val Kin Properties, LLC

  (518) 873-4404

  3630 Mechanic St, Valatie, NY 12184
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  /24

  $925,000

  • Land
  • 123 Acres
  • $7,508 per Acre

  0 Riders Mills Rd, Old Chatham, NY 12136

  In the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. The property is a stunning canvas of mature trees, stone outcroppings, and picturesque landscape. Two road access points offers the choice of entry and development

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 990-2600

  0 Riders Mills Rd, Old Chatham, NY 12136
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  /89

  $3,900,000

  • 5 Beds
  • 6 Baths
  • 4,532 Sq Ft

  520 Ridge Rd, Schodack Landing, NY 12156

  Nestled in the breathtaking Hudson Valley, where rolling hills, lush forests, and sparkling waterways create a picturesque backdrop, this extraordinary 481 acre property offers the perfect balance of outdoor adventure and serene escape. Whether you're seeking a weekend retreat or a permanent residence, this estate presents a unique blend of seclusion, convenience, and boundless possibilities.Step

  

  April Seney

  Core Real Estate Team

  (518) 676-2597

  520 Ridge Rd, Schodack Landing, NY 12156
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  /38

  $549,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  27 County Route 19, Hudson, NY 12534

  Historic Farmhouse with Mountain Views, Guest Apartment & Modern UpgradesOwn a piece of history with this beautiful and classic 1780s farmhouse, perfectly situated with panoramic views of the Catskill Mountains. Whether you're looking for a peaceful full-time residence or an income-producing property, this home offers the best of both worlds.Inside, you'll find 3 bedrooms and 2

  

  Michael Carr

  eXp Realty

  (518) 759-6971

  27 County Route 19, Hudson, NY 12534
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  /27

  $1,290,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,474 Sq Ft

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529

  A WORK OF ART IN HILLSDALETucked into the quiet beauty of Hillsdale, this stunning new build is anything but ordinary. Designed by award-winning architecture firm FORMA, this is their debut in the Hudson Valley. The home feels like a modern sculpture in nature—bold, thoughtful, and completely at ease in its surroundings.From the moment you arrive, there's a sense of calm and

  

  Steven Gray

  Compass Greater NY, LLC

  (518) 808-2502

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
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  /45

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft

  1 County Route 24, East Chatham, NY 12060

  Welcome home! This sweet cape is sure to charm. Enjoy a cozy, well maintained home on an acre of property! Great size kitchen, open to the dining area for ease when entertaining. Bedroom and full bath on the first floor. Two more bedrooms upstairs. Enjoy the convenience of a spacious mudroom to house your shoes and outdoor gear. Great location! Less than 3 hours to NYC, 30 minutes to Albany & 30

  Kevin Clancy Clancy Real Estate

  1 County Route 24, East Chatham, NY 12060
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  /36

  $1,750,000

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  390 Ridge Rd, Schodack Landing, NY 12156

  Safety, serenity, and seclusion -- ultra-private 223+ acre retreat on the hillsides of the Hudson River. Custom-built, true-log home in the Hudson River highlands. 2 ponds, 350 square foot deck. Cathedral-like lodge w open living-dining-kitchen. 25’ fieldstone wood burning fireplace. 2 bds main floor, full ba. Upstairs, master suite w private bdrm + full ba, & office loft. Full finished basement

  Susan Muther Keller Williams Upstate NYProp

  390 Ridge Rd, Schodack Landing, NY 12156
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  /104

  $875,000

  • 9 Beds
  • 6 Baths
  • 4,851 Sq Ft

  198 Richmond Rd, Valatie, NY 12184

  Welcome to your dream retreat! This incredible compound offers 9 bedrooms, 6 bathrooms, and nearly 10 acres of pure serenity. The stunning great room is the showstopper—surrounded by windows and boasting a massive open floor plan. Enjoy a chef's kitchen with island, bar stool seating and stainless steel appliances. Enjoy beautiful stone fireplace and wood stoves to keep you and guests nice and

  Kevin Clancy Clancy Real Estate

  198 Richmond Rd, Valatie, NY 12184
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  /35

  $189,900

  • Land
  • 23 Acres
  • $8,084 per Acre

  00WP Albany Turnpike Rd, Old Chatham, NY 12136

  Welcome to this versatile and picturesque 23.49-acre property located in the charming and historic town of Old Chatham, New York. Nestled in the heart of Columbia County, this buildable and subdividable parcel presents a rare opportunity for those looking to invest, build, or simply enjoy a private natural retreat. Whether you're envisioning a secluded country estate, a family compound, or a

  Mitch Serlin

  00WP Albany Turnpike Rd, Old Chatham, NY 12136
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  /6

  $160,000

  • Land
  • 4.35 Acres
  • $36,782 per Acre

  0 County Route 27, Copake, NY 12516

  Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you

  Allen Olmsted

  0 County Route 27, Copake, NY 12516
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  /8

  $320,000

  • Land
  • 9 Acres
  • $36,364 per Acre

  0 County Route 27, Copake, NY 12516

  Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Land is

  Allen Olmsted

  0 County Route 27, Copake, NY 12516
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  /7

  $15,900

  • Land
  • 1.00 Acre
  • $15,900 per Acre

  0 Holm Rd, Hillsdale, NY 12529

  Own Land A Tangible Asset That Lasts!Secure your future with real, lasting land ownership!This affordable 1-acre lot in Hillsdale, Columbia County, NY, offers a rare opportunity. Property Highlights: Grandfathered Build Rights:-New zoning requires 3 acres this 1-acre lot is grandfathered and eligible for building pending buyer research and approvals. Bonus

  Cathy Nation

  0 Holm Rd, Hillsdale, NY 12529
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  /26

  $935,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  420 Roche Dr, Ancramdale, NY 12503

  Set in the historic farming community of Ancram, this picture-perfect Cape sits gracefully on 20 pastoral acres surrounded by protected farmland. With timeless curb appeal, the home is complemented by a classic barn with two stalls and an oversized detached two-car garage, ideal for equestrian or hobby farm enthusiasts.A wraparound front porch evokes the charm of traditional farmhouse living,

  Jill Rose Houlihan Lawrence Inc.

  420 Roche Dr, Ancramdale, NY 12503
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  /31

  $1,600,000

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele

  Beth Cozzolino Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /49

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft

  18 Old Queechy Rd, Canaan, NY 12029

  RENOVATED ANTIQUE COLONIAL with distant mountain views on a pretty tree-lined country road. The first floor of the house has a large entry foyer with a wood-stove, formal dining room, large kitchen with plenty of cabinet space and newer appliances, full bath, living room with gorgeous beamed ceilings and glass doors leading to a deck overlooking the acreage, and a ''flex room'' which now serves

  Tom Lynch Compass Greater NY LLC

  18 Old Queechy Rd, Canaan, NY 12029
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  /42

  $1,875,000

  • 4 Beds
  • 4.5 Baths
  • 4,381 Sq Ft

  7 Partridge Dr, Austerlitz, NY 12017

  If your dream is a country retreat offering total privacy and serenity, look no further. Welcome to a peaceful haven where the only sounds are birdsong and the rustling of leaves, and the only views are of the natural beauty that surrounds this gracious Colonial, nestled on 30 lush acres.Wander down a woodland path to a hidden pond—your own private sanctuary, where the worries of the

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  7 Partridge Dr, Austerlitz, NY 12017
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  /41

  $1,900,000

  • 4 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  48 County Route 14, Hudson, NY 12534

  Introducing Long View Farm & Stable, a convenient yet tranquil Equestrian hide-way just minutes from the culture, shopping and dining of Hudson, New York. Long View Farm provides the perfect blend of Hudson Valley country serenity with an easy connection to Amtrak to New York City and Albany. A 1476,SF residence with detached two car garage, Coach house with a 576SF apartment and studio

  Paul Barrett Houlihan Lawrence Inc.

  48 County Route 14, Hudson, NY 12534
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  /32

  $1,500,000

  • 17 Beds
  • 17 Baths
  • 12,984 Sq Ft

  437 Snydertown Rd, Craryville, NY 12521

  Welcome to the most unique property in Columbia County. 437 Snydertown is comprised of 15.14 incredible and pristine acres with an 1820's Greek Revival House, various sheds, and a 10,360 sqft completely secluded retreat complex. The house stands the test of time with its beauty and potential. Lived in and maintained full-time since 1998, the 2588 sqft house could be upgraded, modernized

  Daniel Mahar Mahar Real Estate, LLC

  437 Snydertown Rd, Craryville, NY 12521
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  /86

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,760 Sq Ft

  189 Sutherland Rd, Valatie, NY 12184

  Elegantly poised on 56.47 acres in Chatham, NY, paved driveway leads to a private oasis surrounded by lush, mature flower gardens, fruit and flowering trees, open fields, and a vast organic vegetable garden.This exceptional estate embodies the very essence of luxury living, thoughtfully designed for those who cherish nature. Expansive windows throughout the home frame stunning views at every

  Vera Cohen Vera Cohen Realty, LLC

  189 Sutherland Rd, Valatie, NY 12184
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  /54

  $1,600,000

  • 4 Beds
  • 2 Baths
  • 2,941 Sq Ft

  95 Lower Post Rd, Ghent, NY 12075

  Historic Farmhouse Reimagined - 95 Lower Post Road, Ghent, NYThis beautifully updated 19th-century farmhouse combines historic charm with contemporary sophistication on 36 pristine acres in Ghent. Thoughtfully renovated by its interior designer owner, the 3,000-square-foot home showcases original character enhanced by modern comfort and style.Enter through the welcoming front

  Chris Getman Houlihan Lawrence Inc.

  95 Lower Post Rd, Ghent, NY 12075
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  /50

  $849,000

  • 4 Beds
  • 3.5 Baths
  • 2,345 Sq Ft

  172 Shields Rd, Red Hook, NY 12571

  Set along a quiet, picturesque dirt road, this private escape delivers the kind of peace you didn’t know you needed—until now. A wide, grassy yard flows to a meandering stream, while a heated saltwater pool turns every day into a vacation. Whether you're seeking a full-time sanctuary or a weekend retreat, this home strikes the perfect balance between comfort, privacy, and style.Inside,

  Michael Kahns Compass Greater NY, LLC

  172 Shields Rd, Red Hook, NY 12571
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  /154

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,760 Sq Ft

  189 Sutherland Rd, Chatham, NY 12132

  Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, organic garden & panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest appliances, a sauna, 2 executive offices, a wet bar, outdoor kitchen. A sprawling

  Vera Cohen Vera Cohen Realty, LLC

  189 Sutherland Rd, Chatham, NY 12132
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  /9

  $999,888

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  167 May Hill Rd, Ghent, NY 12075

  A totally unique property unlike any other in Columbia County. This premier hilltop location overlooks the Hawthorne Valley Farm & Waldorf School. Sweeping views of Harlemville and the Taconic mountain range from large picture windows and an expansive 600 sq ft deck. Short stroll on private path through woods to the oldest Waldorf school in the United States and the renowned Hawthorne Valley

  Allen Halstead Berkshire Hathaway HomeService

  167 May Hill Rd, Ghent, NY 12075
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  /44

  $1,295,000 Open Sat 12:30PM - 2:30PM

  • 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
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  /43

  $1,120,000

  • 5 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  83 May Hill Road Stop 36, Ghent, NY 12075

  Ensconced in greenery, at the end of a quiet country road sits The Dome House: a mahogany-sided passive home that is equal parts function and form, on just over 5 acres. The home is sprawling and airy in nature, and contains a multitude of environments for living, creating, utility and play. Each carefully considered design decision was made in the pursuit of living in harmony with the natural

  Sarah Kardos Four Seasons Sotheby's Int.

  83 May Hill Road Stop 36, Ghent, NY 12075
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  /39

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,991 Sq Ft

  85 Round Top Rd, Germantown, NY 12526

  Discover this enchanting 1880 farmhouse, thoughtfully renovated in 2022, where historic charm meets modern luxury on over two acres of pristine Hudson Valley countryside. Just minutes from Germantown's charming center and the Hudson River, breathtaking views of the Catskills greet you as approach the propertyStep inside to find an inviting layout perfect for both intimate gatherings and grand

  Chris Getman Houlihan Lawrence Inc.

  85 Round Top Rd, Germantown, NY 12526
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  /31

  $1,025,000

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  308 Shaker Ridge Dr, Canaan, NY 12029

  Discover your own private sanctuary! Nestled in the woods, enjoy breathtaking Queechy Lake views from every level. Relax or entertain on spacious decks. Perfect retreat or full-time living with lake rights. The open floorplan floods the main living area with light and views. 3 bedrooms, a full bath on the bottom floor, the main bedroom ensuite on the top floor with an office or reading room. No

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
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  /78

  $1,500,000

  • 4 Beds
  • 4.5 Baths
  • 2,658 Sq Ft

  788 White Mills Rd, Valatie, NY 12184

  Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

  Faith Adamec RE/MAX Capital

  788 White Mills Rd, Valatie, NY 12184
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  /25

  $1,575,000

  • 4 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  83 Schmeichel Rd, Hillsdale, NY 12529

  A Home of Distinction -- there are two distinct sections of this 4+ BR, 4.5 BA, 2 office spaces, 3,666 sf home that is sited on 18.5 private acres. Wood-burning fireplace, 2 gas wood stoves. Pond with gazebo. The main section has 3 BR's, living room, family room, eat-in kitchen, access to the deck with Catamount views and an attached 2-car garage. The addition has a welcoming entrance, 1 BR.

  Lindsay Lebrecht Copake Lake Realty Corp.

  83 Schmeichel Rd, Hillsdale, NY 12529
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  /30

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  54 Fowler Lake Rd, Ghent, NY 12075

  Tucked away on a quiet country road, this peaceful farmhouse sits on fifteen acres of native gardens, expansive lawns, wildflower meadows, blue stone patio and porches, and private forest with trails leading to the second spring-fed pond. Enter the house through an airy mudroom, then the Great Room lays out before you. The patio and pond draw you to the far end of the room, where French doors

  Annabel Taylor Four Seasons Sothebys Intl

  54 Fowler Lake Rd, Ghent, NY 12075
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  /25

  $1,495,000

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

  161 Stagecoach Rd, Hillsdale, NY 12529

  Architecture meets nature in Hillsdale. A fully secluded getaway at the end of a private dead-end road on 7.3 pristine acres. This sunny 3-bedroom, 2-1/2 bath house is inspired by Scandinavian design and features 3 outdoor decks, with views of a spring-fed stream, a crystal clear pond, and deep green woodlands. Central AC for summer days and a wood stove for snowy nights. An ideal layout

  Owen Davidson Brown Harris Stevens HV LLC

  161 Stagecoach Rd, Hillsdale, NY 12529
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  /35

  $1,650,000

  • 2 Beds
  • 3 Baths
  • 1,152 Sq Ft

  501 Birch St, Copake Lake, NY 12521

  Price Drop Alert: 145K decrease.Modern Country Living at Copake LakeWelcome 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

  Gerard Meenagh The Meenagh Group Realty

  501 Birch St, Copake Lake, NY 12521
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  /38

  $1,100,000

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

  110 Meadow Ln, Hillsdale, NY 12529

  Ultra-private dead-end lot overlooking Hillsdale, this extraordinary home offers some of the most breathtaking panoramic views in the entire Hudson Valley. Set on 11.9 totally private acres, the property is a rare combination of refined living and natural serenity, with a gentle stream meandering below and a charming footbridge crossing over—straight out of a storybook. There is even a pond with

  Michael Castellano Gilcrest Properties

  110 Meadow Ln, Hillsdale, NY 12529
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  /43

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  198 Sigler Rd, Pine Plains, NY 12567

  This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel

  Kimberly Baker BHHS Hudson Valley Properties

  198 Sigler Rd, Pine Plains, NY 12567
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  /54

  $1,399,000

  • 7 Beds
  • 7 Baths
  • 3,876 Sq Ft

  91 & 95 Miller Rd, Canaan, NY 12029

  Historic Estate for Sale in Canaan, NY - Live-In and Income Opportunity This unique offering includes two historic properties contiguous to one another in Canaan, NY, ideal for living in one and renting the other, or creating a multi-generational family compound. Both homes have been beautifully restored, combining historic charm with modern updates. Knoll Rock, an updated 1700s post-and-beam

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  91 & 95 Miller Rd, Canaan, NY 12029
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  /65

  $4,580,000

  • 5 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  315 Weed Mine Rd Unit 2B, Copake, NY 12516

  Exceptional Hudson Valley Estate where peaceful modern living meets mountain majesty. This architecturally refined 5-bedroom, 5,540 sf home sits on 19 acres of total privacy, nestled within NY State conserved land of the Taconic mountains to the east, and panoramic views of the Catskills to the west. Outside, the home commands unparalleled distant views of the valley and mountains beyond,

  John Barbato Compass, Hillsdale

  315 Weed Mine Rd Unit 2B, Copake, NY 12516
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  /36

  $880,000

  • 3 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  368 Gahbauer Rd, Hudson, NY 12534

  Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded

  Dominick DiFilippo Keller Williams Realty Partner

  368 Gahbauer Rd, Hudson, NY 12534
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  /35

  $567,500

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  22 County Route 28a, Valatie, NY 12184

  Surrounded by endless views of open cornfields and tranquil farmland, yet just minutes to the heart of historic Valatie, this beautifully maintained 3-bedroom, 2.5-bath home sits on 2 bucolic acres in one of Columbia County's most picturesque settings. Whether you're looking for peaceful country living, a weekend retreat, or a full-time residence with space to breathe, this home offers it

  Michael Castellano Gilcrest Properties

  22 County Route 28a, Valatie, NY 12184
• 

  

  /15

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  445 New York 23, Hollowville, NY 12513

  Set on 1.5 peaceful rural acres, this cozy 2-bedroom, 1-bath ranch offers easy single-level living and a solid opportunity to make it your own. An attached one-car garage is connected by a bright three-season entry room, perfect for extra storage, a mudroom, or quiet mornings with coffee.Conveniently located just minutes from the Taconic State Parkway and Claverack, with easy access to

  Ryan Wexler Coldwell Banker Advisor Realty

  445 New York 23, Hollowville, NY 12513

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