Columbia County NY Homes for Sale with Acreage

• 

  

  

  /20

  $479,000

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  13 Tremper Property Assn Rd, Canaan, NY 12029

  Vintage 1920 Queechy Lake cottage with deeded right of way to the lake shore. Enjoy complete privacy here at your 4-season getaway. Magical tree-house setting on one full acre with cozy front porch. Turn-key property with hardwood floors, great room with cathedral ceiling, kitchen with dishwasher and washer & dryer, two bedrooms, one bath. Room to expand. A sweet shed for your kayak and bike. A

  Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

  13 Tremper Property Assn Rd, Canaan, NY 12029
• 

  

  

  /11

  $1,795,000

  • Land
  • 20 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
• 

  

  

  /12

  $1,995,000

  • Land
  • 62 Acres
  • $32,418 per Acre

  0 High Meadow Rd, Copake, NY 12516

  Nestled on a serene 61.54-acre expanse in the heart of Copake, NY, this extraordinary property offers a rare opportunity to own a premier building site atop a private promontory. Accessed by a long, meandering driveway that winds gracefully through the landscape, the approach reveals a breathtaking flat homesite that commands expansive eastern views of rolling farmland and the majestic Taconic

  John Panzer Elyse Harney Real Estate

  0 High Meadow Rd, Copake, NY 12516
• 

  

  

  /50

  $2,350,000

  • 3 Beds
  • 4 Baths
  • 4,220 Sq Ft

  1202 Jackson Corners Rd, Red Hook, NY 12571

  Exquisite Mid-Century Home with scenic water views and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this stunning three bedroom home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, double ovens, large pantry and s/s refrigerator. Relax by the stone wood burning fireplace or step

  Sharon Farley Corcoran Country Living

  1202 Jackson Corners Rd, Red Hook, NY 12571
• 

  

  

  /23

  $650,000

  • 3 Beds
  • 1 Bath
  • 2,154 Sq Ft

  2322 Us Route 9, Hudson, NY 12534

  Charming Home on 10.27 acres with Pond & Vineyard - Zoned Commercial.Welcome to 2322 US Route 9, a unique 10.27-acre property in the town of Livingston offering a blend of historic charm and modern opportunity.This 1930s single-family home includes a two-car detached garage with an attached shed, plus a spacious two-story barn in the back, providing ample storage or workspace.Zoned commercial,

  Laurel Jurkowski Coldwell Banker Advisor Realty

  2322 Us Route 9, Hudson, NY 12534
• 

  

  /28

  $189,900

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

  00WP Albany Turnpike, 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

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP Albany Turnpike, Old Chatham, NY 12136
• 

  

  /50

  $3,199,000

  • 4 Beds
  • 4.5 Baths
  • 4,635 Sq Ft

  211 Mitchell St, Hillsdale, NY 12529

  Elevate Your Lifestyle in Columbia CountyDiscover the pinnacle of modern luxury in this extraordinary Columbia County estate, set against the breathtaking backdrop of the Berkshire Hills and Catamount Mountains. Spanning over 10 meticulously landscaped acres, this architectural gem blends serene country living with sophisticated design.Step into a grand double-height foyer that

  Christopher Halliburton Beach & Bartolo Realtors

  211 Mitchell St, Hillsdale, NY 12529
• 

  /2

  $75,000

  • Land
  • 3.00 Acres
  • $25,000 per Acre

  0 County Route 2, Elizaville, NY 12523

  Welcome to Blackberry Hill Road! Nice 3 acre corner lot on Blackberry Hill Road, 5 minutes to Taconic, 10 min to Red Hook or Pine Plains. Nice flat piece of land on lovely residential road ready for you to build your perfect home. Low Taxes and Pine Plains schools, this is a great opportunity to get an affordable homestead.

  Chelsea Pollard-Seiler Mondello Upstate Properties

  0 County Route 2, Elizaville, NY 12523
• 

  

  /50

  $8,475,000

  • 6 Beds
  • 7.5 Baths
  • 12,418 Sq Ft

  367 Prospect Hill Rd, Ancramdale, NY 12503

  First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation,

  George Langa Houlihan Lawrence Inc.

  367 Prospect Hill Rd, Ancramdale, NY 12503
• 

  

  /41

  $499,900

  • 3 Beds
  • 1 Bath
  • 1,133 Sq Ft

  135 Millbrook Rd, Hudson, NY 12534

  Nestled on 6.67 secluded acres, this charming 1935 Cape Cod home offers a perfect blend of privacy and nature! Wake up to the stunning vistas of the Catskill Mountains, where nature's beauty surrounds you, creating a tranquil retreat away from the hustle and bustle of everyday life.As you step inside, you'll be greeted by a warm and inviting living room featuring a cozy fireplace with a

  Barbara Robinson Red Apple Realty

  135 Millbrook Rd, Hudson, NY 12534
• 

  

  /18

  $385,000

  • Land
  • 7 Acres
  • $54,455 per Acre

  13191 Route 22 Stop #20, Canaan, NY 12029

  7 Acres of Prime Farmland with Barns in Canaan, NYLooking to start or grow your farm? This 7-acre parcel right on State Route 22 in Canaan has everything you need to hit the ground running. The fields have a high pH level—great for growing crops—and there's a reliable well on site producing 8 gallons per minute.You'll also find two solid barns with newer roofs (just 5 years old),

  Jessie Bennett William Pitt Sothebys Intn'l

  13191 Route 22 Stop #20, Canaan, NY 12029
• 

  

  /19

  $625,000

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

  526 Taghkanic Rd, Elizaville, NY 12523

  Pond side wonder. Tucked on 8 acres privately situated off a quiet dirt road yet 10 minutes to Hudson. Bucolic fields with open areas for animals or organic gardens. Long private drive past stands of Norway spruce, ancient maples and beautiful mature hardwoods. Swim/skate pond with waterfall and fountain. Open floorplan with fieldstone fireplace and cathedral ceilings. Designed kitchen with

  Tracy Tassinari Gabel Real Estate

  526 Taghkanic Rd, Elizaville, NY 12523
• 

  

  /17

  $499,000

  • Land
  • 50 Acres
  • $9,980 per Acre

  00 Mambert Rd, Livingston, NY 12534

  Discover 50 acres of serene countryside, where open meadows, a tranquil pond, and two period barns create a picturesque and private retreat. With approximately 4,000 feet of road frontage, this expansive property is perfectly positioned just minutes from the vibrant towns of Hudson, Catskill, and Rhinebeck—offering easy access to fine dining, boutique shopping, and acclaimed art galleries. Ideal

  Michael Tellerday Houlihan Lawrence, Inc.

  00 Mambert Rd, Livingston, NY 12534
• 

  

  /10

  $505,000

  • Land
  • 21 Acres
  • $24,163 per Acre

  Lot 7 Stickles Rd, Livingston, NY 12534

  In the heart of the Rockefeller land holdings and at the foot of the newly imagined Klocke Estate, we have two primo, contiguous land parcels available on the market for Columbia County. Introducing Lot 6 Stickles Road at 10 acres and Lot 7 Stickles Road at 20 acres in the hamlet of Claverack and within a few miles of downtown Hudson. This agricultural district is fresh with newborn

  Parker Meyer Four Seasons Sotheby's Int.

  Lot 7 Stickles Rd, Livingston, NY 12534
• 

  

  /11

  $285,000

  • Land
  • 10 Acres
  • $28,500 per Acre

  Lot 6 Stickles Rd, Livingston, NY 12534

  In the heart of the Rockefeller land holdings and at the foot of the newly imagined Klocke Estate, we have two primo, contiguous land parcels available on the market for Columbia County. Introducing Lot 6 Stickles Road at 10 acres and Lot 7 Stickles Road at 20 acres in the hamlet of Claverack and within a few miles of downtown Hudson. This agricultural district is fresh with newborn

  Parker Meyer Four Seasons Sotheby's Int.

  Lot 6 Stickles Rd, Livingston, NY 12534
• 

  

  /50

  $3,300,000

  • 4 Beds
  • 3 Baths
  • 2,825 Sq Ft

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513

  Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property’s original stone well. Two large ponds grace the land, one directly in front of the house that

  Anthony D'Argenzio Houlihan Lawrence, Inc

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
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  /28

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  41 Cheviot Rd, Germantown, NY 12526

  Well-maintained and cared for home just a short stroll from the banks of the Hudson River located in the picturesque Hamlet of Cheviot in the town of Germantown. Enjoy year-round views of the Catskill Mountains blue silhouette from the rear deck and partial-year views of the majestic Hudson River. Move-in ready but with options for updates to make the space your own. Only minutes from the

  Marco Carvajal Coldwell Banker Prime

  41 Cheviot Rd, Germantown, NY 12526
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  /37

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  803 County Route 27, Ancram, NY 12502

  All offers considered, sellers want to sell! This spacious ranch-style home offers easy single-story living with room to spread out. 2+ acres featuring 3 bedrooms, 2 bathrooms, an office or spare room, and a second living room, the layout is both functional and inviting. Convenient laundry on primary floor tucked away. A cozy fireplace anchors the main living space, while the open kitchen flows

  Daniel Mahar Mahar Real Estate, LLC

  803 County Route 27, Ancram, NY 12502
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  /30

  $795,000

  • 2 Beds
  • 2.5 Baths
  • 1,603 Sq Ft

  110 County Route 7a, Copake, NY 12516

  Introducing to the market for the first time in over 20 years, Three Willows, an adorable Cape Cottage built in 1954 in the historic hamlet of Copake, NY. This wonderfully situated 2 bedroom 2.5 bathroom residence is located in the quaint hamlet center within walking distance to both the Copake General Store and the local yoga studio. The grounds of this lovely home are a garden paradise with

  Parker Meyer Four Seasons Sotheby's Int.

  110 County Route 7a, Copake, NY 12516
• 

  

  /28

  $580,000

  • 3 Beds
  • 2 Baths
  • 1,936 Sq Ft

  34 Sunset Ave, Kinderhook, NY 12106

  Sunsets & Simplicity in the Heart of Kinderhook Village! On one of the most coveted, walkable streets in the historic village of Kinderhook sits this beautifully maintained turnkey Colonial, gracefully set on a full acre of landscaped grounds, perfect for a pool. Facing west over wide open farmland, the home lives up to its name—offering postcard-worthy sunsets from nearly every angle. Step back

  Brittany Craig Houlihan Lawrence Inc.

  34 Sunset Ave, Kinderhook, NY 12106
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  /37

  $595,900

  • 4 Beds
  • 4 Baths
  • 3,344 Sq Ft

  2323 Us Route 9, Hudson, NY 12534

  Burroughs-Foland Farm - A Timeless Treasure in Livingston - Prime Commercial Opportunity - 2 Houses -Discover a unique opportunity with this historic property, proudly listed on the National Register of Historic Places. Built-in 1908, this mission-style home combines Old World charm with modern potential, featuring a stucco facade and classic clay tile roof. On the market for the first time in

  Laurel Jurkowski Coldwell Banker Advisor Realty

  2323 Us Route 9, Hudson, NY 12534
• 

  

  /12

  $160,000

  • Land
  • 8 Acres
  • $20,833 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 in one of the Hudson Valley’s most sought-after

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /61

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 2,400 Sq Ft

  361 Schnackenberg Rd, Ghent, NY 12075

  An incredible 188 acre property on a highly desirable rural road in the heart of the rolling farmlands of Columbia County. Spectacular west facing views make for incredible sunsets over the Catskill Mountains, the Hudson Valley spreads out beneath them. The acreage includes pastoral farm fields, largely maintained by the neighboring biodynamic farm, forest, and a beautiful swimming pond to cool

  Annabel Taylor Four Seasons Sotheby's Int.

  361 Schnackenberg Rd, Ghent, NY 12075
• 

  

  /27

  $399,800

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  623 New York 9j, Stuyvesant, NY 12173

  Tucked away along the serene banks of the Hudson River, this beautifully maintained three-bedroom home offers a rare blend of rustic charm and tranquil living. Centered around a stunning, oversized stone fireplace, the heart of the home radiates warmth and comfort, perfectly complemented by rich wood tones and exposed timber beams. Outdoors, the property feels like your own private nature

  Ryan Lane Gilcrest Properties

  623 New York 9j, Stuyvesant, NY 12173
• 

  

  /17

  $559,000

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

  1626 Route 9, Tivoli, NY 12583

  This delightful 3-bedroom*, 2-bath* home offers peaceful living just minutes from Red Hook and Hudson. Set on a private lot with a pond, this property combines the best of convenience and country charm. Step inside to find sun-filled rooms, hardwood floors, and a cozy, welcoming vibe throughout. Enjoy morning coffee on the front porch and unwind on the back deck while watching the sunset over

  Lindsay Schultz JFIVE HOMES REALTY LLC

  1626 Route 9, Tivoli, NY 12583
• 

  

  /11

  $1,250,000

  • Land
  • 12 Acres
  • $102,041 per Acre

  0 Roundtop Rd Unit 20252352, Germantown, NY 12526

  Serene and peaceful parcel of 12.24 acres is ready to build your passive home, off grid retreat, or Hudson Valley homestead. Cleared land buffered by trees on the east and west offers your homesite southern exposure with privacy and seclusion. Enough acreage to continue agricultural pursuits and apply for farm tax exemption. Come see this land, it feels like home. Year round Catskill Mountain

  Vernon Oehlke Patricia A. Hinkein Realty

  0 Roundtop Rd Unit 20252352, Germantown, NY 12526
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  /103

  $2,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,484 Sq Ft

  1114 County Route 3, Ancram, NY 12502

  Welcome to Iris Valley Estatea€''a palatial, contemporary estate set on 24 acres with sweeping views of the Berkshire Mountains, thoughtfully designed for year-round living, gathering, and creative pursuits. At its center is a spacious three-level main house featuring an open-concept kitchen, breezeway-connected bedroom wings, a heated gunite pool, and outdoor entertaining areas. A modern guest

  Anthony D'Argenzio Houlihan Lawrence

  1114 County Route 3, Ancram, NY 12502
• 

  

  /35

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  132 Decker Rd, Ancram, NY 12502

  Clockhouse | Ancram, Hudson Valley, NYPerched at one of Columbia County’s highest elevations, Clockhouse is a rare and storied escape—where history, design, and nature converge. Set on 5 landscaped acres and surrounded by over 100 acres of protected land, this 1820s gem offers 3,200 sq ft of exquisitely restored living space with sweeping views, privacy, and undeniable soul.Inside,

  Kathryn Johnson William Pitt Sothebys Int Rlty

  132 Decker Rd, Ancram, NY 12502
• 

  

  /12

  $390,000

  • Land
  • 10 Acres
  • $40,710 per Acre

  2094 County Route 8, Taghkanic, NY 12523

  Elizaville area 9.58 acre parcel of land with electric, well, 300 sq ft outbuilding/studio and Doove Kill Stream frontage. Cleared building site, privately located back from the road. Board of Health approved for an inground septic system. Easy to reach from the Taconic Parkway and 15 minutes from Hudson and the Amtrack Station.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  2094 County Route 8, Taghkanic, NY 12523
• 

  

  /20

  $599,000

  • Land
  • 29 Acres
  • $20,669 per Acre

  78-79 Fox Ln, Clermont, NY 12583

  This exceptional 29-acre property in Tivoli, NY, presents a rare opportunity to craft a private sanctuary amidst the natural beauty of the Hudson Valley. Set at the end of quiet Fox Lane, the approach is nothing short of enchanting, with a stone bridge crossing a gentle stream and leading to a world apart. Comprising two distinct tax lots, the land is fully Board of Health approved for the

  Angelica Ferguson Houlihan Lawrence-R

  78-79 Fox Ln, Clermont, NY 12583
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  /45

  $700,000

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft

  125 County Road 6, Germantown, NY 12526

  Clermont Heritage Project 1: Restore, Reimagine, ReviveSet on 14.4 bucolic acres in the heart of Clermont, this two-bedroom, two-bathroom farmhouse with a wood-burning fireplace offers a rare opportunity to restore and reimagine a property steeped in character, history, and natural beauty. Once the vibrant residence of a master gardener, the home was inherited by its current owners. While

  DeWayne A. Powell William Pitt Sotheby's Int'l

  125 County Road 6, Germantown, NY 12526
• 

  

  /18

  $695,000

  • 5 Beds
  • 4 Baths
  • 2,731 Sq Ft

  20 Depot Ln, Old Chatham, NY 12136

  Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for family

  Andrea Gabel Gabel Real Estate

  20 Depot Ln, Old Chatham, NY 12136
• 

  

  /11

  $1,000,000

  • Land
  • 55 Acres
  • $18,057 per Acre

  166 Fingar Rd, Hudson, NY 12534

  A unique property with a lot of potential ! Opportunity to acquire around 55 acres of versatile land with multiple existing structures and flexible land use, this property blends history, privacy, and opportunity just outside the heart of Hudson in Columbia County, in rural Greenport, just minutes from Hudson, NY. This property features open farmland, wooded areas, and frontage on both sides of

  Janet Bingham Keller Williams Realty Group

  166 Fingar Rd, Hudson, NY 12534
• 

  

  /9

  $449,000

  • Land
  • 12 Acres
  • $38,541 per Acre

  0 County Route 7 Unit 20252252, Ancram, NY 12502

  Build your dream estate on 11.65 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252252, Ancram, NY 12502
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  /9

  $449,000

  • Land
  • 11 Acres
  • $40,269 per Acre

  0 County Route 7 Unit 20252251, Ancram, NY 12502

  Build your dream estate on 11.15 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252251, Ancram, NY 12502
• 

  

  /10

  $349,000

  • Land
  • 32 Acres
  • $11,051 per Acre

  0 White Barn Rd, Copake, NY 12516

  Tucked away at the end of a quiet, unpaved private road in scenic Copake, this 31.58-acre parcel offers unmatched privacy, natural beauty, and readiness for your dream home or retreat. Enjoy expansive, panoramic views of the Taconic Range and the iconic Bash Bish Gap—an ever-changing landscape of light and color across the seasons. With the groundwork already in place, this property is primed for

  John Panzer Elyse Harney Real Estate

  0 White Barn Rd, Copake, NY 12516
• 

  

  /7

  $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
• 

  

  /10

  $399,000

  • Land
  • 10 Acres
  • $39,272 per Acre

  0 Pleasantvale Rd, Tivoli, NY 12583

  Your Hudson Valley dream enclave awaits. Set at the end of a quiet road lined with hard woods framing your drive to paradise, this 10-acre parcel is something out of a story book. Bucolic and majestic views unroll on every acre of this parcel. The perfect home site has already been chosen, with dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime

  Chelsea Pollard-Seiler Mondello Upstate Properties

  0 Pleasantvale Rd, Tivoli, NY 12583
• 

  

  /17

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  1900 New York 203, Chatham, NY 12037

  Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

  Jennifer Wall Anderson Agency

  1900 New York 203, Chatham, NY 12037
• 

  

  /27

  $423,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029

Showing Results 81 - 120, Page 3 of 10