Columbia, NY Homes

/32
$949,000
- 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 forguests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

Philip Feiner Country Life Real Estate

1977 State Route 295, Canaan, NY 12029
/50
$1,265,000 Sold Aug 04, 2025
- 2,142 Sq Ft
- $591/SF
- 44 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
169 Cunningham Hill Rd, Canaan, NY 12029

Experience the enchantment of this idyllic retreat! Nestled on a sprawling 36.95 acres, this stunning three-bedroom, two-bath contemporary farmhouse offers a serene escape from the hustle and bustle of everyday life. Accessed via a picturesque stone wall-lined driveway, off a quiet country dirt road, this property is a nature lover's paradise.Immerse yourself in the beauty of spectacular gardens,

Anne Harrison Country Life Real Estate, LLC

169 Cunningham Hill Rd, Canaan, NY 12029

/5
Not Listed For Sale
0 Barnegat Rd, East Chatham, NY 12060

0 Barnegat Rd, East Chatham, NY 12060

/50
$1,395,000
- 3 Beds
- 3 Baths
- 3,288 Sq Ft
75 Shaker Ridge Dr Unit 24, Canaan, NY 12029

Welcome to Shaker Forge House, a private, modern retreat set on over six wooded acres with deeded access to the shimmering waters of Queechy Lake. This thoughtfully designed contemporary offers secluded indoor-outdoor living in a peaceful, natural setting near the New York–Massachusetts border.The home makes a striking first impression, with a circular drive leading to its hardwood-clad

Anthony D'Argenzio Houlihan Lawrence, Inc

75 Shaker Ridge Dr Unit 24, Canaan, NY 12029
/7
$290,000 Sold Aug 01, 2025
- Land
- 32 Acres
- $8,987 per Acre
- 349 Days On Market
0 Route 295, Canaan, NY 12060

BUY LAND, they're not making more of it ..... 32 surveyed acres of nature incl open plateau, gently undulating countryside and soft far-reaching views -- behind Buddhist retreat only 4 miles to Queechy Lake, 13 to Tanglewood/Lenox Mass and 7 to Chatham Village NY 439' road frontage on Rte 295580' on Barnegat RoadFIRST TIME OFFERED

Natalia de Amorim Preferred Country Properties

0 Route 295, Canaan, NY 12060

Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 5,537 Sq Ft
104 Black Bridge Rd, East Chatham, NY 12060

104 Black Bridge Rd, East Chatham, NY 12060

/46
$841,500
- 3 Beds
- 2.5 Baths
- 3,204 Sq Ft
2205 County Route 5, Canaan, NY 12029

Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Built in 1995 by a skilled contractor as a spec project, the home was thoughtfully customized to suit a relaxed yet refined lifestyle. With two spacious bedrooms, a cozy den that doubles as a convenient ground-floor guest bedroom, and three

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

2205 County Route 5, Canaan, NY 12029
/7
$290,000 Sold Aug 01, 2025
- Land
- 32 Acres
- $8,987 per Acre
- 364 Days On Market
0 New York 295, Canaan, NY 12029

Over 32 surveyed acres of pure nature including open plateau, gently undulating countryside and soft far-reaching views ---- Located behind the Buddhist retreat and only 4 miles to Queechy Lake, 13 to Tanglewood/Lenox Mass and 7 to Chatham Village NY ---- 439' road frontage on Rte 295 ---- 580' on Barnegat Road ---- FIRST TIME ON MARKET

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

0 New York 295, Canaan, NY 12029

/36
Est $1,425,000 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,760 Sq Ft
13191 State Route 22 Unit 27, Canaan, NY 12029

13191 State Route 22 Unit 27, Canaan, NY 12029

/17
$782,000
- 2 Beds
- 2 Baths
- 1,616 Sq Ft
156 Mercer Mountain Rd, East Chatham, NY 12060

A magical spot 1500' above sea level and offering 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while toasting toes in front of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished, walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or Albany.

Terry Cozzolino Cozzolino Real Estate Inc

156 Mercer Mountain Rd, East Chatham, NY 12060
/7
$290,000 Sold Aug 01, 2025
- Land
- 32 Acres
- $8,987 per Acre
- 293 Days On Market
L50.1 New York 295, Canaan, NY 12029

Over 32 surveyed acres of pure nature including open plateau, gently undulating countryside and soft far-reaching views ---- Located behind the Buddhist retreat and only 4 miles to Queechy Lake, 13 to Tanglewood/Lenox Mass and 7 to Chatham Village NY ---- 439' road frontage on Rte 295 ---- 580' on Barnegat Road ---- FIRST TIME ON MARKET

Natalia de Amorim Preferred Country Properties

L50.1 New York 295, Canaan, NY 12029

/45
Est $741,916 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,640 Sq Ft
129 Barnegat Rd, East Chatham, NY 12060

129 Barnegat Rd, East Chatham, NY 12060

/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
$895,000 Sold Jul 23, 2025
- 2,048 Sq Ft
- $437/SF
- 51 Days On Market
- 3 Beds
- 3 Baths
- Built 1975
598 County Route 24, Canaan, NY 12060

On a quiet Columbia County road in the historic hamlet of Red Rock, Chatham sits this charming 2/3 bedroom, 3 full bath home. With the exception of a second-floor bedroom and ensuite bath, all of the living and entertaining takes place on the main level. Connecting the gourmet kitchen and dining area to the outdoor deck is a very spacious screened-in porch. The living room accesses a bluestone

Simone Consor Corcoran Country Living

598 County Route 24, Canaan, NY 12060

/2
Est $1,059,473 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,261 Sq Ft
104 Ridge Rd, East Chatham, NY 12060

104 Ridge Rd, East Chatham, NY 12060

/25
$765,000
- 5 Beds
- 4 Baths
- 3,165 Sq Ft
53 Whitings Pond Rd, Canaan, NY 12029

Step back in time in this sprawling, light filled, spacious gem. Huge front porch to sit in the shade of mature trees and perennials. Center hall branches off into large mostly original rooms with wide plank flooring, high ceilings, original period moldings and built in's. Large main bedroom on the first floor with walk in closet and bath. Country kitchen looking out over the special sun

Leonard Brown Berkshire Hathaway HomeService

53 Whitings Pond Rd, Canaan, NY 12029
/49
$650,000 Sold Jul 22, 2025
- 3,200 Sq Ft
- $203/SF
- 47 Days On Market
- 3 Beds
- 3 Baths
- Built 1960
116 Cunningham Hill Rd, Canaan, NY 12029

Welcome to Constellation Farm, nestled in the peaceful countryside of Canaan, NY, where modern living meets the natural charm of rural life. This expansive property spans 10 acres and features a spacious home with 3 bedrooms and 3 bathrooms. The residence includes a luxurious primary suite addition, completed in 2019, designed as a private retreat with ample space and high-quality details.

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

116 Cunningham Hill Rd, Canaan, NY 12029

/31
Est $625,325 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,111 Sq Ft
70 Lillie Rd, Canaan, NY 12029

70 Lillie Rd, Canaan, NY 12029

/39
$850,000
- 4 Beds
- 4 Baths
- 2,500 Sq Ft
91 Miller Rd, Canaan, NY 12029

Knoll Rock - Restored 1700s Farmhouse in Canaan, NY Knoll Rock is a beautifully restored post-and-beam farmhouse dating back to the 1700s, set on 2.79 serene acres in Canaan, New York. This distinctive property seamlessly blends historic charm with modern comforts, offering a rare opportunity to own a piece of early American architecture in a location convenient to both the Berkshires and Hudson

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

91 Miller Rd, Canaan, NY 12029
/43
$890,000 Sold Jul 15, 2025
- 2,245 Sq Ft
- $396/SF
- 239 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2001
192 Old Queechy Rd, Canaan, NY 12029

Nestled on 8.6 private acres, surrounded by nature conservancy and historic preservation land, this architect-designed compound offers the perfect blend of understated elegance and contemporary comfort. Located just minutes from Tanglewood, Jacob's Pillow, Kripalu, and world-class skiing in NY, MA, and Vermont, this serene escape is also within walking distance of one of the cleanest lakes in New

Jean Howard RE/MAX Solutions - Troy

192 Old Queechy Rd, Canaan, NY 12029

/48
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,120 Sq Ft
134 Top of Dean Hill Rd, Canaan, NY 12029

134 Top of Dean Hill Rd, Canaan, NY 12029

/44
$865,000
- 3 Beds
- 2.5 Baths
- 2,623 Sq Ft
25 Ridge Rd, East Chatham, NY 12060

Exceptional Views & Elevated ComfortPerched high above Mercer Road at the top of Ridge, this stunning 2,600+ sq ft contemporary home offers panoramic views that stretch across the valley to the Catskills—some of the best in the region. Set on 10 private acres, the home pairs modern ease with total tranquility.The vaulted great room, anchored by a floor-to-ceiling wood-burning fireplace, is

Baris Demirel Serhant LLC

25 Ridge Rd, East Chatham, NY 12060
/23
$539,900 Sold Jul 09, 2025
- 950 Sq Ft
- $568/SF
- 52 Days On Market
- 4 Beds
- 1 Bath
- Built 1910
22 Paige Rd, Canaan, NY 12029

Charming Lakefront Cottage with Stunning Berkshire ViewsDon't miss this rare opportunity to own a delightful four-bedroom, one-bath cottage nestled at the end of a quiet dirt road, overlooking the pristine waters of Queechy Lake, one of the cleanest lakes in New York. Thoughtfully designed and built with Scandinavian craftsmanship, this cozy 3 season retreat offers sunrise views over the

Elisha Poirier STONE HOUSE PROPERTIES, LLC

22 Paige Rd, Canaan, NY 12029

/65
Est $1,478,428 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,942 Sq Ft
42 Fern Hill Rd, Canaan, NY 12029

42 Fern Hill Rd, Canaan, NY 12029

/47
$745,000
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
263 Old Hudson Turnpike, Canaan, NY 12029

PRICE CUT! All new eyebrow colonial transformed in to a modern efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. New hot water heater tank with heat pump, water purification system. New Radon system.New wrap around deck to enjoy your

Sharon McArdle Berkshire Hathaway Home Services Blake

263 Old Hudson Turnpike, Canaan, NY 12029
/40
$987,000 Sold Jun 16, 2025
- 3,270 Sq Ft
- $302/SF
- 41 Days On Market
- 5 Beds
- 2 Baths
- Built 2003
44 Old Queechy Rd, Canaan, NY 12029

This stunning five-bedroom, four-bath country cape is situated on 7.6 acres, surrounded by natural beauty, with breathtaking views overlooking a beaver pond and the Canaan Valley. This lovely home features a spacious open living room and dining room highlighted by a cozy wood-burning fireplace. There is also a generous sunroom equipped with a gas stove, and an oversized two-car garage with an

Anne Harrison Country Life Real Estate, LLC

44 Old Queechy Rd, Canaan, NY 12029

/28
Est $786,423 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,659 Sq Ft
98 Goetz Rd, East Chatham, NY 12060

98 Goetz Rd, East Chatham, NY 12060

/47
$789,000 Pending
- 4 Beds
- 2 Baths
- 2,910 Sq Ft
344 Peaceful Valley Rd, Canaan, NY 12029

Welcome to the Capt. Silvanus Brown house, a historic country home located at the crossroads of Columbia and Berkshire Counties. This remarkable 1790 Colonial home retains many of the original 18th century details including high ceilings, spacious rooms, five fireplaces, original hardware, and beautifully burnished wood floors. The residence offers an easy flow with plenty of room for friends

Nancy Cuddihy Stone House Properties, LLC

344 Peaceful Valley Rd, Canaan, NY 12029
/49
$585,000 Sold May 30, 2025
- 1,662 Sq Ft
- $352/SF
- 284 Days On Market
- 4 Beds
- 2 Baths
- Built 1790
627 County Road 24, East Chatham, NY 12060

Discover country charm with modern comfort in this delightful farmhouse, nestled near the hamlet of Red Rock. Enjoy easy access to Chatham, Great Barrington, and the Berkshires.This property features nearly 8 acres of well-maintained land, including a private pond, fenced garden, sheds, and a spacious garage. Queechy Lake rights provide opportunities for swimming, kayaking, boating, and

Rochelle Bartolo Beach & Bartolo Realtors

627 County Road 24, East Chatham, NY 12060

/16
Not Listed For Sale
L15 New York 295, Canaan, NY 12029

L15 New York 295, Canaan, NY 12029

/32
$875,000 Pending
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
72 Old Queechy Rd, Canaan, NY 12029

Nestled in the foothills of the Berkshires sits this charming country cabin on seven lush acres with walking trails, a swimming pond, and rights to Queechy Lake. The home is light-filled and abundantly peaceful - each window looks out onto the surrounding greenery, with only the sounds of birds chirping flowing in. The first floor consists of a formal living room, office, guest bedroom and

Raj Kumar Four Seasons Sotheby's International Realty

72 Old Queechy Rd, Canaan, NY 12029
/41
$463,000 Sold May 16, 2025
- 2,152 Sq Ft
- $215/SF
- 145 Days On Market
- 4 Beds
- 2 Baths
- Built 1925
42 Frisbee St, East Chatham, NY 12060

Welcome to The Tullar Estate - Nestled amidst the picturesque charm of East Chatham, NY.This enchanting four-bedroom, two-bathroom bungalow-style country home presents a rare opportunity to embrace the beauty of the Hudson Valley. Situated on over three groomed acres, this retreat offers the ultimate blend of rustic elegance and modern comfort. The home's interior showcases warm, wood-crafted

Rebecca Sullivan Miranda Real Estate Group Inc

42 Frisbee St, East Chatham, NY 12060

/8
Not Listed For Sale
L38.1 Beebe Pond Rd, Canaan, NY 12029

L38.1 Beebe Pond Rd, Canaan, NY 12029

/72
$1,148,000 Under Contract
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
54 Mercer Mountain Rd, East Chatham, NY 12060

On a clear day, you can see forever and ever... VIEWS, VIEWS, VIEWS, for endless miles.to The.Catskills, and the Towers in Albany. From sunrise to sunset, you will be mesmerized by the gorgeous rolling hillside vistas to the mountains beyond. The sleekly styled contemporary home on 12 acres is your window to the world. Built in the late 1980's, and updated, the open space brings the 4 seasons

Peter Newman Beach & Bartolo Realtors

54 Mercer Mountain Rd, East Chatham, NY 12060
/4
$60,000 Sold May 09, 2025
- Land
- 3.12 Acres
- $19,231 per Acre
- 90 Days On Market
0 Old Queechy Rd, Canaan, NY 12029

Three usable acres off a quiet dirt road in Canaan with Queechy Lake rights. Level parcel with a gentle rise that opens up for southern exposure. Lightly wooded. Great value.

Tracy Tassinari Gabel Real Estate

0 Old Queechy Rd, Canaan, NY 12029

Est $859,794 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
134 Cunningham Hill Rd, Canaan, NY 12029

134 Cunningham Hill Rd, Canaan, NY 12029

/46
$955,000
- 4 Beds
- 2.5 Baths
- 1,689 Sq Ft
308 Shaker Ridge Dr, Canaan, NY 12029

MAJOR PRICE IMPROVEMENT TO SELL!! 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

Leonard Brown Berkshire Hathaway HomeService

308 Shaker Ridge Dr, Canaan, NY 12029
/20
$449,900 Sold May 02, 2025
- 2,000 Sq Ft
- $225/SF
- 42 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
27 N Valley Rd, Canaan, NY 12029

OPEN HOUSE SUNDAY 3/9 11am-1pmMotivated owners are ready for your offer!Charming 3-Bed, 3-Bath Home on 2 Acres in Canaan, NY - A Perfect Retreat Near Chatham and the BerkshiresNestled on 2 serene acres in Canaan, NY, this inviting 3-bedroom, 3-bathroom home offers both tranquility and convenience. Just a short drive to the vibrant town of Chatham, NY, and the scenic Berkshires, this property is

Carrie Dandridge Mahar Real Estate, LLC

27 N Valley Rd, Canaan, NY 12029

/34
Not Listed For Sale
- 4 Beds
- 5 Baths
- 5,018 Sq Ft
273 Mercer Mountain Rd, Canaan, NY 12029

273 Mercer Mountain Rd, Canaan, NY 12029

/29
$290,000
- 2 Beds
- 1 Bath
- 1,099 Sq Ft
28 Upper Queechy Rd, Canaan, NY 12029

The home you've been looking for! This charming cottage with Queechy Lake rights offers comfortable living with modern amenities! The spacious chef's kitchen is the heart of the home, complemented by a separate living room, dining area, sunroom and bathroom on the first floor. Upstairs, you'll find a primary bedroom with ample space (including a cedar-lined walk-in closet,) a second bedroom, and

Brian Wagner Beach & Bartolo Realtors

28 Upper Queechy Rd, Canaan, NY 12029

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