Columbia, NY Homes

• 

  

  

  /27

  $530,000 Sold Apr 22, 2025

  • 1,308 Sq Ft
  • $405/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  116B Cunningham Hill Rd, Canaan, NY 12029

  Escape to your perfect mountain Chalet in Canaan, New York! This beautiful home offers a serene and stylish sanctuary with 3 bedrooms, 2 bathrooms, and 1,300 square feet of thoughtfully designed living space. Surrounded by the breathtaking beauty of the mountains, this property promises stunning views that will captivate you every day. a convenient first-floor bedroom and full bathroom, provide

  Jessie Bennett William Pitt Sothebys Intn'l

  116B Cunningham Hill Rd, Canaan, NY 12029
• 

  

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,094 Sq Ft

  1480 State Route 295, Canaan, NY 12029

  1480 State Route 295, Canaan, NY 12029
• 

  

  

  /17

  $4,700,000

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

  69 County Rte 24, Chatham, NY 12037

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

  Anne Harrison Country Life Real Estate, LLC

  69 County Rte 24, Chatham, NY 12037
• 

  

  

  /36

  $960,000 Sold Apr 22, 2025

  • 3,415 Sq Ft
  • $281/SF
  • 314 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1814

  41 Warner Crossing Rd, Canaan, NY 12029

  This c.1814 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings begin to greet you .. 3,415 sqft home plus 4-stall 2-story horse barn with paddocks, a corn crib, separate garden house, a

  Natalia de Amorim Preferred Country Properties

  41 Warner Crossing Rd, Canaan, NY 12029
• 

  

  

  /9

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /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
• 

  

  /13

  Sold Apr 21, 2025

  • Land
  • 10 Acres

  • 108 Days On Market

  0 Madison Ave Unit 155470, Canaan, NY 12029

  Catskill Mountain Views!! Nestled in at the end of a private road surrounded by moss covered rock outcrops, this 10 acres of land is ready for your dream home.Expansive western views that stretch across the horizon, offering a front-row seat to some of the most breathtaking sunsets. Whether you're savoring the warm hues of dusk or enjoying the crisp mountain air, this land invites you to relax

  Nikki Carchedi Stone House Properties, LLC

  0 Madison Ave Unit 155470, Canaan, NY 12029
• 

  

  /21

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  1176 State Route 295, Canaan, NY 12029

  1176 State Route 295, Canaan, NY 12029
• 

  

  /18

  $335,000

  • Land
  • 7 Acres
  • $47,383 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), perfect for

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

  

  /29

  $263,000 Sold Apr 21, 2025

  • Land
  • 10 Acres
  • $25,534 per Acre

  • 109 Days On Market

  Unlisted Address

  Catskill Mountain Views!! Nestled in at the end of a private road surrounded by moss covered rock outcrops, this 10 acres of land is ready for your dream home. Expansive western views that stretch across the horizon, offering a front-row seat to some of the most breathtaking sunsets. Whether you're savoring the warm hues of dusk or enjoying the crisp mountain air, this land invites you to relax

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  Unlisted Address
• 

  /2

  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 5,082 Sq Ft

  261 Flints Crossing Rd, Canaan, NY 12029

  261 Flints Crossing Rd, Canaan, NY 12029
• 

  

  /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
• 

  

  /34

  $429,000 Sold Mar 28, 2025

  • 1,440 Sq Ft
  • $298/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  14 Cunningham Hill Rd, Canaan, NY 12029

  Welcome to this beautiful, move-in-ready home, built less than 5 years ago and perfectly set back from the road for maximum privacy and tranquility. This spacious property offers a serene pond on-site, adding to the peaceful ambiance. Inside, you'll find an open floor plan that flows seamlessly, ideal for entertaining or relaxed everyday living. The kitchen is a chef's dream, featuring brand-new

  Cole Cioffi Weichert Realtors-Reliable Properties

  14 Cunningham Hill Rd, Canaan, NY 12029
• 

  /2

  Est $639,487 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  450 New Concord Rd, East Chatham, NY 12060

  450 New Concord Rd, East Chatham, NY 12060
• 

  

  /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
• 

  

  /19

  Sold Feb 07, 2025

  • 1,510 Sq Ft
  • 151 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  156 Upper Queechy Rd, Canaan, NY 12029

  Aladdin homes Pomona. Shaded by the picturesque maple planted when the house was built this 1900s gem located on a rural byway for a location as quiet as can be. Greeted by the extra deep rocking porch. Enter into the living room with a local fieldstone fireplace and wood floors. Bright office and laundry on first floor. Wonderful working kitchen with many windows and doors to bring the light in.

  Tracy Tassinari Gabel Real Estate

  156 Upper Queechy Rd, Canaan, NY 12029
• 

  

  /13

  Not Listed For Sale

  • 2 Beds

  0 Bristol Rd, Canaan, NY 12029

  0 Bristol Rd, Canaan, NY 12029
• 

  

  /10

  $1,880,000

  • 4 Beds
  • 1 Bath
  • 1,443 Sq Ft

  105 Norton Rd, Unknown Ny City, NY 12029

  Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  105 Norton Rd, Unknown Ny City, NY 12029
• 

  

  /37

  $645,000 Sold Jan 22, 2025

  • 1,100 Sq Ft
  • $586/SF
  • 241 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  84 Old Hudson Turnpike, Canaan, NY 12029

  On a road less traveled, and the first time on the market in a century, is this 93 ACRE property with an updated 2 bedroom 1950's cottage. Lots to explore from lightly wooded land to hilltop views The well constructed and updated cottage has central AC, a living room with WB fireplace, a large kitchen with a dining area, 2 bedrooms, a screened porch and updated bath. The lower level is newly

  Peter Newman Beach & Bartolo Realtors

  84 Old Hudson Turnpike, Canaan, NY 12029
• 

  

  /50

  Est $747,290 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,957 Sq Ft

  56 Beebe Pond Rd, Canaan, NY 12029

  56 Beebe Pond Rd, Canaan, NY 12029
• 

  

  /53

  $1,350,000

  • 7 Beds
  • 7 Baths
  • 3,896 Sq Ft

  91 & 95 Miller Rd, Canaan, NY 12029

  Income-Generating Historic Estate in Canaan, NY - Dual Homes, Proven Rental History, Prime LocationInvestor's Dream in the Berkshires Gateway: This exceptional two-home estate in Canaan, NY presents a rare opportunity to own income-producing property in a highly desirable location. This is the first time this meticulously maintained estate has been offered for sale (in over 40yrs). Live

  Jessie Bennett William Pitt Sothebys Intn'l

  91 & 95 Miller Rd, Canaan, NY 12029
• 

  $900,000 Sold Jan 17, 2025

  • 1,795 Sq Ft
  • $501/SF
  • 76 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1904

  585 County Route 5, East Chatham, NY 12060

  Welcome to this charming gem nestled in the heart of Austerlitz & Canaan. This unique property features a historic main house, built in 1904, offering 3 spacious bedrooms & 1.5 baths. With 1,786 sq ft of living space, it boasts classic details including a cozy fireplace & the warmth of oil heat. The home’s picturesque location provides serene views of a tranquil pond & is complemented by its

  Deborah Cuiffo Coldwell Banker Realty

  585 County Route 5, East Chatham, NY 12060
• 

  

  /10

  Not Listed For Sale

  0 Goetz Rd, Canaan, NY 12060

  0 Goetz Rd, Canaan, NY 12060
• 

  

  /45

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  95 Miller Rd, Canaan, NY 12029

  95 Miller Rd, Canaan, NY - Renovated 1890 Farmhouse with Guest Cottage on 7.9 AcresThis fully renovated 1890 farmhouse on 7.9 acres offers the perfect blend of historic charm and modern convenience. Located on a quiet country road in Canaan, NY, the home features original exposed beams, wide plank floors, and a thoughtfully updated kitchen and dining area (2023). The layout includes 3 bedrooms

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  95 Miller Rd, Canaan, NY 12029
• 

  

  /38

  $935,000 Sold Dec 20, 2024

  • 3,116 Sq Ft
  • $300/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1989

  43 Shaker Ridge Dr, Canaan, NY 12029

  As you enter this peaceful paradise, you are struck by the stunning landscaped gardens, the glorious pool and patio area, and the serenity that the 7+ acre property offers. The outdoor amenities include wrap around decks and a screened porch, beckoning you to come enjoy Mother Nature at her finest. Upon entering this contemporary gem, you will immediately be struck with the abundance of

  Philip Feiner COUNTRY LIFE REAL ESTATE LLC

  43 Shaker Ridge Dr, Canaan, NY 12029
• 

  

  /11

  Not Listed For Sale

  0 Deer Ridge Rd Unit 134804, Chatham, NY 12060

  0 Deer Ridge Rd Unit 134804, Chatham, NY 12060
• 

  

  /19

  $485,000

  • Land
  • 60 Acres
  • $8,066 per Acre

  0 County Route 5 & I90 Unit 202517807, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Route 5 & I90 Unit 202517807, Canaan, NY 12060
• 

  

  /35

  $658,000 Sold Dec 12, 2024

  • 2,134 Sq Ft
  • $308/SF
  • 32 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  319 Shaker Ridge Dr, Canaan, NY 12029

  Built in 2018, this pristine, light filled contemporary ranch home is now available for the first time. Experience the ease of single-level living with a seamless open-concept kitchen and living area, highlighted by a charming gas fireplace. Sip your morning coffee in the cozy breakfast nook or take in the serene backyard views from your private deck. The primary bedroom features an ensuite bath,

  Nikki Carchedi Stone House Properties, LLC

  319 Shaker Ridge Dr, Canaan, NY 12029
• 

  

  /12

  Not Listed For Sale

  0 Tunnel Hill Rd Unit 126593, Canaan, NY 12029

  0 Tunnel Hill Rd Unit 126593, Canaan, NY 12029
• 

  

  /16

  $485,000

  • Land
  • 60 Acres
  • $8,066 per Acre

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60-acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
• 

  

  /40

  $1,250,000 Sold Dec 03, 2024

  • 3,721 Sq Ft
  • $336/SF
  • 23 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1965

  240 Colane Rd, East Chatham, NY 12060

  Welcome to Birch Hill-- a hilltop contemporary in a spectacular setting with stunning Catskill Mountain and Hudson Valley views.A gentle driveway weaves through woods and fields to the entrance of this mid century modern home nestled high on 47 acres. The main level is designed for open living and entertaining with the living room, kitchen and dining room all facing the panoramic views. Two

  Nancy Cuddihy Stone House Properties, LLC

  240 Colane Rd, East Chatham, NY 12060
• 

  

  /6

  Not Listed For Sale

  0 County Route 5 Unit 126497, Canaan, NY 12029

  0 County Route 5 Unit 126497, Canaan, NY 12029
• 

  

  /33

  $1,900,000

  • 9 Beds
  • 8 Baths
  • 6,967 Sq Ft

  Tbd Ny-22, Canaan, NY 12029

  We are proud to offer this extraordinary historical property comprised of two Shaker built homes dating to 1854, situated on 344 acres. In addition to the two residences are two barns and a screened gazebo. Both houses face a 40 acre + or - open field and one of the most notable hillsides that identify the region as Shaker Valley. The land continues up and over the top of the mountain with a peak

  Fred Waring Corcoran Country Living

  Tbd Ny-22, Canaan, NY 12029
• 

  

  /36

  $315,000 Sold Nov 26, 2024

  • 1,100 Sq Ft
  • $286/SF
  • 128 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1945

  13249 State Route 22, Canaan, NY 12029

  A VERY MOTIVATED SELLER would like you to see this perfectly renovated and adorable COUNTRY COTTAGE with the FRONT PORCH you have dreamed about, on 2.6 acres and is move-in ready. Beautiful landscaping and a private setting ensure that this home will provide lots of enjoyment for you, friends and family. The sun filled home and property await your gardening inspirations. A large 2 story barn is

  Peter Newman Beach & Bartolo Realtors

  13249 State Route 22, Canaan, NY 12029
• 

  

  /5

  Not Listed For Sale

  12 - Lot Mercer Mountain Rd, Canaan, NY 12029

  12 - Lot Mercer Mountain Rd, Canaan, NY 12029
• 

  

  /17

  $99,000

  • Land
  • 8 Acres
  • $12,532 per Acre

  2320 Route 295, Canaan, NY 12060

  Building lot with views of Queechy Lake on almost eight acres! Coveted lake rights accompany this mostly wooded lot with an old road meandering up to potential build sites. This is a perfect place to build a weekend getaway or your dream home. Nature abounds in this rural setting with mature trees, stone walls and wildlife everywhere. Surrounded on two sides by protected land, the location could

  Ryan Lane Gilcrest Properties

  2320 Route 295, Canaan, NY 12060
• 

  

  /42

  $400,000 Sold Nov 13, 2024

  • 1,320 Sq Ft
  • $303/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  13149 New York 22, Canaan, NY 12029

  A Rare Find and Opportunity on Route 22 in Canaan is this 43 acre property with a HUGE Dutch Barn and small home (in need of rehab) The property awaits your visions; a.home site, a destination venue, farming or? This property is residential/commercial and can be subdivided. There is extensive road frontage and the 43 acres consists of meadows, fields, open land, forest, a stream, and beautiful

  Peter Newman Beach & Bartolo Realtors

  13149 New York 22, Canaan, NY 12029
• 

  /2

  Est $699,874 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,678 Sq Ft

  868 New Concord Rd, East Chatham, NY 12060

  868 New Concord Rd, East Chatham, NY 12060
• 

  

  /10

  $150,000

  • Land
  • 5.00 Acres
  • $30,000 per Acre

  13191 New York 22, Canaan, NY 12029

  This 5-acre parcel is the perfect place to build your dream home. Set in a private, wooded setting, the lot offers stunning mountain views and a peaceful, secluded atmosphere. Located on a private road, it is surrounded by upscale homes, providing both privacy and a sense of community. With its serene environment and beautiful vistas, this property is ready for you to create your ideal retreat.

  Jessie Bennett William Pitt Sothebys Intn'l

  13191 New York 22, Canaan, NY 12029
• 

  

  /34

  $560,000 Sold Nov 06, 2024

  • 1,435 Sq Ft
  • $390/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1959

  365 County Route 24, East Chatham, NY 12060

  This cheerful, thoughtfully designed mid-century home with a separate +/422sf finished studio is in the Hudson Valley's Columbia County and close to the Berkshires, offering quintessential country appeal in a peaceful setting. Perched amongst mature trees overlooking the picturesque Indian Creek, enjoy a charming home within the beauty of nature for weekend escapes or year-round living.Laid out

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

  365 County Route 24, East Chatham, NY 12060

Showing Results 41 - 80, Page 2 of 18