26

Canaan, NY Homes for Sale

Section Image
  • /24

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /32

    $349,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    70 Miller Rd, Canaan, NY 12029

    Down a quiet country road where blacktop meets gravel and lush forest surrounds you, find the Canaan Cape peeking through the leaves. Perfectly situated equidistant from Boston and New York City this property offers a tranquil retreat from city life. For those who have already made the Hudson Valley or Berkshires your home you will enjoy the serene quiet of life in the woods while being within

    Thomas Pawlowski Four Seasons Sotheby's Int.

    70 Miller Rd, Canaan, NY 12029
  • /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
  • /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
  • /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
  • /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
  • /32

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    70 Reardon York Estates, Canaan, NY 12029

    Down the end of a long, private drive awaits the dream you’ve been searching for. Welcome to 70 Reardon York Estates - a contemporary build that marries modern amenities with enchanting grounds. Nestled on 29 acres with extensive Stony Kill stream frontage, this thoughtfully designed home offers an unparalleled sense of peace and serenity, creating an ideal private refuge. The residence features

    Shaina Marron Houlihan Lawrence, Inc

    70 Reardon York Estates, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /14

    $150,000

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

    13191 Ny-22 -Lot 5, 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 SOTHEBY'S - GT BARRINGTON

    13191 Ny-22 -Lot 5, 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
  • /47

    $699,000

    • 5 Beds
    • 4 Baths
    • 3,180 Sq Ft

    105 McNamee Rd, Canaan, NY 12029

    2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished with new bath. Other floors recently renovated. Organized to

    David Birch Barns and Farms Realty LLC

    105 McNamee Rd, Canaan, NY 12029
  • /4

    $219,000

    • Land
    • 12 Acres
    • $17,520 per Acre

    0 Mercer Mountian Rd, Canaan, NY

    Situated in the rolling Taconic Mountains between the cultural corridor of the Berkshires and the breathtaking views of the Catskill Mountains is the prestige neighborhood of million dollar plus homes called Mercer Mountain. In the ever so popular Columbia County of the Hudson Valley, this offering is a generous 12.5 acre buildable lot with 6.5 acre homesite and a 6 acre zoned 2 auxiliary

    Parker Meyer Four Seasons Sotheby's Int.

    0 Mercer Mountian Rd, Canaan, NY
  • /99

    $1,600,000

    • 7 Beds
    • 5.5 Baths
    • 7,316 Sq Ft

    126 Shaker Ridge Dr, Canaan, NY 12029

    Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS # 1, & #2. 6005 sf Main Home (3100 + 1516 + storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with

    David Birch Barns & Farms Realty

    126 Shaker Ridge Dr, Canaan, NY 12029
  • /24

    $1,880,000

    • Land
    • 367 Acres
    • $5,123 per Acre

    105 Norton Rd, Canaan, NY 12037

    Discover 367 acres of serene privacy, complete with your own 6-acre lake, meandering trails, and gentle streams. Imagine building your dream home or a family retreat, all nestled in and embraced by nature. For even more adventure and hiking opportunities, this land is bordered by the expansive 2,000-acre Beebe Hill State Forest. Come experience the perfect blend of tranquility and recreation.

    Nikki Carchedi Stone House Properties, LLC

    105 Norton Rd, Canaan, NY 12037
  • /12

    $212,900

    • Land
    • 4.00 Acres
    • $53,225 per Acre

    0 Cross Rd, West Stockbridge, MA 01266

    Spectacular 4+/- acre partial in a peaceful setting. This beautiful parcel is perfectly cleared and ready for your new home! Nestled in a tranquil area this property boasts the ideal combination of privacy and natural beauty. The land has a recent perk test and a survey. Come develop your dream home on this beautiful parcel that is next to a conservatory which means there will be no future

    Kimber Bradley Robin Delaney Real Estate

    0 Cross Rd, West Stockbridge, MA 01266
How to Buy a Home How to Finance a Home How to Sell a Home