Columbia County NY Homes for Sale

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  /26

  $258,000

  • 2 Beds
  • 1 Bath
  • 1,340 Sq Ft

  351 County Route 19, Hudson, NY 12534

  Charming Country Cottage with Historic Character Originally a mid-19th century post-and-beam barn, this beautifully transformed two-bedroom farmhouse blends historic charm with modern comfort. Thoughtfully renovated from top to bottom, it retains its original hand-hewn beams, celebrating its rich heritage while offering fresh, inviting spaces throughout. The light-filled kitchen is warm and

  Joel Craig Coldwell Banker Village Green

  351 County Route 19, Hudson, NY 12534
• 

  

  

  /97

  $1,650,000

  • 9 Beds
  • 9.5 Baths
  • 5,195 Sq Ft

  632 Albany Turnpike, Old Chatham, NY 12136

  Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

  Anthony D'Argenzio Houlihan Lawrence

  632 Albany Turnpike, Old Chatham, NY 12136
• 

  

  

  /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
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  /8

  $270,000

  • Land
  • 8.8 Acres
  • $30,682 per Acre

  Lot34&35 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 Listing by Canaan Realty

  

  Lot34&35 County Route 27, Copake, NY 12516
• 

  

  

  /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
• 

  

  /50

  $550,000

  • 3 Beds
  • 4 Baths
  • 1,600 Sq Ft

  6 Catskill View Dr, Kinderhook, NY 12106

  Custom craftsmanship, natural elegance, and countryside charm come together in this spectacular 3-bedroom, 2.5 bath home. Beautiful wood ceilings and matching trim carry throughout, creating warmth and harmony that echo the scenic setting outside. A large sunlit eat-in kitchen with vaulted ceiling offers abundant cabinetry and expansive counterspace, while the inviting living room with its

  John DiBlasi DiBlasi Real Estate

  6 Catskill View Dr, Kinderhook, NY 12106
• 

  

  /41

  $669,000

  • 5 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  1754 Harlemville Rd, Chatham, NY 12037

  Serene Colonial Retreat on 5.79 Wooded Acres with Private PondNestled off a quiet secondary road, this low-maintenance Colonial-style home offers 2,860 sq. ft. of peaceful living surrounded by woods on all sides. Enjoy the beauty of nature and ultimate privacy on 5.79 acres featuring a landscaped yard, a pond stocked with largemouth bass, and ample space for expansion—perfect for an inground

  Frances Ingraham Heins Howard Hanna Capital Inc

  1754 Harlemville Rd, Chatham, NY 12037
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  /11

  $523,000

  • Land
  • 29 Acres
  • $18,034 per Acre

  94 Miller Rd, Hudson, NY 12534

  This is a diamond in the rough, High elevation, Possible Views with clearing toward the West (Possible Catskill Mountains). Property is very secluded. Perfect for nature lover, hunting, off grider, Weekend camp, or Homesite ,Great selection of woods, possible pond sight up top. Lots of wildlife. Close to Hudson, Parkway, Thruway, Skiing, Columbia County Airport. List goes on. Very steep

  Bob Kavanaugh Barns & Farms Realty, LLC

  94 Miller Rd, 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
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  /18

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  1626 Route 9, Tivoli, NY 12583

  Enjoy the best of both worlds at 1626 Route 9 - a welcoming 3-bedroom, 2-bath home perfectly situated between Red Hook and Hudson. Set on a private lot with a peaceful pond, this property offers comfort, space, and a true country feel just minutes from town. Inside, you'll find sun-filled rooms, hardwood floors, and a warm, relaxed atmosphere. Modern comforts include a brand-new heat pump and

  Lindsay Schultz JFIVE HOMES REALTY LLC

  1626 Route 9, Tivoli, NY 12583
• 

  

  /15

  $210,000

  • 2 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  3648 Horseshoe Dr, Valatie, NY 12184

  This property is full of potential. It offers 2 units with one bedroom each. The home is an old pole barn and comes with a ton of history and a unique layout. With an abundance of garage space and land, there are endless possibilities for workshops, vehicles or creative projects. The home does need a new roof - priced accordingly.

  Erin Robilotta Venture Fox Realty Group LLC

  3648 Horseshoe Dr, Valatie, NY 12184
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  /7

  $169,000

  • Land
  • 13.21 Acres
  • $12,793 per Acre

  0 County Route 19, Hudson, NY

  This is a great rural lot which includes your own 10 acre pond with views of the Catskill Mnts. The parcel is 13+ acres and has in installed septic for a 4BR home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic State Parkway or Route 9 through Red Hook

  David Birch Barns and Farms Realty LLC

  0 County Route 19, Hudson, NY
• 

  

  /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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  /9

  $135,000

  • Land
  • 4.4 Acres
  • $30,682 per Acre

  L34 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 Canaan Realty

  L34 County Route 27, Copake, NY 12516
• 

  

  /23

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,281 Sq Ft

  233 Washington Rd, Copake, NY 12516

  Welcome to 233 Washington Road - a charming ranch home in the sought after Taconic Shores HOA on Robinson Pond - a 95 acre Pond located in Copake, NY. Featuring 3 bedrooms and 1 bathroom, this home easily flows from the living room to the dining room/kitchen to the rear family room. The kitchen even has a pass through to easily provide guests with snacks and drinks on game night. This home is

  Mark Saxby Berkshire Hathaway HomeService

  233 Washington Rd, Copake, NY 12516
• 

  

  /20

  $5,100,000

  • Land
  • 517 Acres
  • $9,865 per Acre

  4 W Hill Rd, Austerlitz, NY 12017

  517 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  4 W Hill Rd, Austerlitz, NY 12017
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  /14

  $144,000

  • Land
  • 7.68 Acres
  • $18,750 per Acre

  400 Mercer Mountain Rd, East Chatham, NY 12060

  Welcome to Mercer Mountain—an exclusive enclave of million-dollar-plus homes nestled in the rolling Taconic Mountains of Columbia County. Perfectly situated between the world-class cultural offerings of the Berkshires and the awe-inspiring Catskill Mountains, this remarkable 7.68-acre parcel offers a rare opportunity to build your dream estate toward the very end of the road in one of the Hudson

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /51

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 3,030 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Patrick Heffernan Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
• 

  

  /13

  $595,000

  • Land
  • 30 Acres
  • $19,833 per Acre

  0 Labranch Unit 20252234, Hillsdale, NY 12529

  Wonderful southern exposure on one of the most scenic byways in Columbia County. Large parcels and restrictive covenants on abutting land. High fields and ancient tree lines dotted with maples and old stone walls. Nice mix of open and wooded to tuck your home into the hedge row without another home in site. Distant views of Catamount Mountain. Close to Hawthorne Valley School and the Berkshires.

  Tracy Tassinari Gabel Real Estate

  0 Labranch Unit 20252234, Hillsdale, NY 12529
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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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  /26

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  886 State Route 9j, Stuyvesant, NY 12173

  Perfectly sited on an historic River Road skirting the Hudson, the c.1820 Garrett Sickles House was expertly treated to a four-year restoration completed in 2023. This well-proportioned center hall was reimagined in collaboration with famed interior designer Nick Spain, and the house has been impeccably renovated from stem to stern: boasting of timeless finishes, modern conveniences and a touch

  John Oliveira Douglas Elliman Real Estate

  886 State Route 9j, Stuyvesant, NY 12173
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  /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
• 

  

  /15

  $180,000

  • Land
  • 5.22 Acres
  • $34,483 per Acre

  Tbd Avery Hand Ln, New Lebanon, NY 12062

  5.2 acres of improved land off a quiet country road. It is in a world of it's own. Totally private , secluded & encompassed by woods with an open clearing to ready to build your dream home. Driveway and underground electric in place . Also has a 200 foot deep drilled well that gets 10 gallons per minute. Lots of Southern exposure & natural light. A great spot to live & enjoy.

  Anne Harrison Country Life Real Estate, LLC

  Tbd Avery Hand Ln, New Lebanon, NY 12062
• 

  

  /45

  $449,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,818 Sq Ft

  40 Balmoral Ct, Valatie, NY 12184

  Tucked away on 1.2 partially secluded acres, this move-in-ready 3-bedroom, 2-bath home offers the kind of quiet comfort and charm the Hudson Valley is known for. Inside, warm and welcoming spaces unfold, including a cozy family room anchored by a wood stove insert—perfect for crisp fall evenings and snowy winter nights.The kitchen features granite countertops and flows seamlessly into a

  Jessica Coutsonikas KW Platform

  40 Balmoral Ct, Valatie, NY 12184
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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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  /9

  $325,000

  • Land
  • 7.18 Acres
  • $45,265 per Acre

  161 Roundtop Rd, Germantown, NY 12526

  Germantown 7.18 parcel of open and wooded land. The open land is nicely level and will provide easy driveway access to the property. The wooded portion slopes up to a ridge with a well worn wildlife trail running along the top. The east and west borders are both wooded providing privacy for potential house sites. BOHA in the works.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  161 Roundtop Rd, Germantown, NY 12526
• 

  

  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
• 

  

  /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
• 

  

  /4

  $99,500

  • Land
  • 11.4 Acres
  • $8,728 per Acre

  0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029

  This over 11 acres home site #6 is a wonderful parcel on a cul-de-sac of a town road in Deer Ridge off Co Rt 5, whimsically named Old Ghost. If beautiful scenic country roads and private wooded trails are on the wish list, this secluded paradise could be your home. Mostly wooded lot has a drive and numerous trails cut in already for you to easily find your new home site, further clearing will

  Rae Gilson The Kinderhook Group, Inc.

  0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029
• 

  

  /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
• 

  

  /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
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  /24

  $1,950,000

  • 3 Beds
  • 4 Baths
  • 3,650 Sq Ft

  125 Warren St, Hudson, NY 12534

  ON HUDSON's HISTORIC PROPRIETORS ROW On Warren Street's historic Proprietors Row, this 1800s Federal gem has been reborn as a modern, two-unit residence that balances historic elegance with today's lifestyle. It's rare to find a property this pristine from top to bottom, with income potential, off-street parking, and fenced in yard-all just steps from Hudson's vibrant shops, restaurants,

  Nancy Felcetto Brown Harris Stevens Hudson

  125 Warren St, Hudson, NY 12534
• 

  

  /28

  $424,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  525 Winchell Mountain Rd, Millerton, NY 12546

  Woodland Ranch Retreat on 4 acres. Move-in ready and thoughtfully updated, this 3-bedroom, 1-bath ranch offers a clean, modern feel in a serene woodland setting. Efficient, simple one-level living. The home features bright, open living spaces with plenty of natural light and effortless flow. Enjoy outdoor living with expansive deck space at both the front and back perfect for morning coffee,

  Paige Paluch LANCE VERMEULEN RE, INC

  525 Winchell Mountain Rd, Millerton, NY 12546
• 

  

  /19

  $2,325,000

  • 3 Beds
  • 3 Baths
  • 3,032 Sq Ft

  490 Old State Route 82, Craryville, NY 12521

  THE GREAT ESCAPE Nestled on 10+ ultra-private acres with breathtaking views of the Taghkanic Hills, this thoughtfully designed home blends modern architecture with warmth, natural materials, and exceptional craftsmanship. Located just five minutes from the Taconic State Parkway, this home offers the perfect getaway for privacy and serenity, while remaining less than two hours from NYC. The

  Andrea Gabel Gabel Real Estate

  490 Old State Route 82, Craryville, NY 12521
• 

  

  /57

  $1,550,000

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft

  388 Sky Farm Rd Unit Stop 11, Copake, NY 12516

  Tranquil Contemporary Retreat Near Copake LakeDiscover this stunning 4 bedroom, 3.5 bath contemporary home situated on 5 private acres on a desirable corner lot. Enjoy the ultimate lake-area lifestyle with a location that offers easy walking access to Copake Lake.This quality-built home is an ideal sanctuary, designed with a focus on light and open living spaces that create an airy,

  Tia Nielsen Beach & Bartolo Realtors

  388 Sky Farm Rd Unit Stop 11, Copake, NY 12516
• 

  

  /15

  $2,999,000

  • Land
  • 242 Acres
  • $12,393 per Acre

  00 Dugway Rd, Austerlitz, NY 12017

  242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  00 Dugway Rd, Austerlitz, NY 12017
• 

  

  /8

  $175,000

  • Land
  • 0.71 Acre
  • $246,479 per Acre

  25 Chatham St, Kinderhook, NY 12106

  The only vacant lot for sale within steps of Kinderhook square. This quintessential village offer restaurants, galleries, a farmer's market and all the cultural and community events hosted at the Kinderhook Library, Historical Society, Van Buren Hall and The School (Jack Shaiman Art Gallery.) Bring your vision for village living to this .71 acre lot with municipal water.

  Jennifer Wall Anderson Agency

  25 Chatham St, Kinderhook, NY 12106
• 

  

  /28

  $490,000

  • 4 Beds
  • 5 Baths
  • 3,425 Sq Ft

  364 Yonderview Rd, Hillsdale, NY 12529

  Reduced Price! Close to skiing and the Berkshires. Once the Flood farmhouse, circa 1850. Over 3400 sf sited on 5 acres. Beautiful perennial gardens. Farmland views of the Taconic Range. Attached 2-car garage. The main floor has an office, that connects the home to the garage. Formal living room and formal dining room. The primary suite includes both his and hers full bathrooms, and a changing

  Lindsay Lebrecht Copake Lake Realty Corp.

  364 Yonderview Rd, Hillsdale, NY 12529
• 

  

  /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
• 

  

  /15

  $399,000

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft

  2457 State Route 82, Ancram, NY 12502

  Charming Historic Duplex. A Smart Country InvestmentJust two hours north of NYC, this well situated 0.8 acre duplex in Ancram's Historic District offers both immediate rental income and upside through tasteful renovations. Nestled on the Roeliff Jansen Kill, stocked by DEC with trout. This property includes a detached garage, and barn, property combines rustic appeal with strong investment

  Libby McKee Berkshire Hathaway HomeService

  2457 State Route 82, Ancram, NY 12502

Showing Results 161 - 200, Page 5 of 12