28

Canaan, NY Homes for Sale

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  • /46

    $1,590,000

    • 7 Beds
    • 5.5 Baths
    • 6,005 Sq Ft

    126 Shaker Ridge Dr, Canaan, NY 12029

    Welcome to Cannondale Compound. Set on 20 private acres with far-reaching mountain views, this 7,300-square-foot architectural retreat is ideally suited for large gatherings. Designed with soaring modernist lines and exceptional craftsmanship, the home offers multiple living and dining areas, seven bedrooms across two connected wings, expansive porches and balconies, and both indoor and outdoor

    Anthony D'Argenzio Houlihan Lawrence, Inc

    126 Shaker Ridge Dr, Canaan, NY 12029
  • /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
  • /46

    $955,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 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
  • /11

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    92 Cunningham Hill Rd, Canaan, NY 12029

    Shangri La. Perfect country cottage tucked on a private 4.69 acre piece of usable land off a quiet dirt road. Open floor plan with kitchen and eating area moving into the great room with cathedral ceilings. Wood fireplace at the center perfect for apres ski or cozy fall and winter nights. Doors to an oversized deck overlooking the firepit and private grounds and view. Large primary suite with

    Tracy Tassinari Gabel Real Estate

    92 Cunningham Hill Rd, Canaan, NY 12029
  • /28

    $795,000

    • 2 Beds
    • 1 Bath
    • 9,405 Sq Ft

    165 Queechy Lake Dr, Canaan, NY 12029

    Fall in love with this Queechy Lake opportunity - where the lake itself is considered one of the most pristine lakes in New York state! An amazing lakefront property where the views continue far beyond the distant shores. With a combined total land area of just over 9 acres; spanning two parcels and with over 100' of private shoreline, the possibilities seem endless. The original motel and use

    Michael Stasi Corcoran Country Living

    165 Queechy Lake Dr, Canaan, NY 12029
  • /32

    $695,000

    • 5 Beds
    • 4 Baths
    • 3,165 Sq Ft

    53 Whitings Pond Rd, Canaan, NY 12029

    Whitings Pond Farmhouse is a c.1790 farmhouse set in the heart of Columbia County. Located by Queechy Lake, the home is situated on 75 acres of conserved land and exudes classic farmhouse charm. Arrive at a generous front porch that frames the home’s façade. Enter through a half-lite door into a center hall. Wide-plank wood floors run the length of the entry and lead to another half-lite

    MATTHEW CAREY Rouse + Co Real Estate LLC

    53 Whitings Pond Rd, Canaan, NY 12029
  • /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
  • /45

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    3124 County Route 9, East Chatham, NY 12060

    Modern Country FarmhouseBuilt to pamper its proud owner by offering a quiet, peaceful and very private get away w/ cathedral ceiling living room semi open to wonderfully equipped kitchen and breakfast area. Primary ensuite is spacious and bright -- offers all amenities you would ever wish for from a walk in closet, to bath with double vanity, Jacuzzi soaking tub, separate shower, separate toilet

    Natalia de Amorim PREFERRED COUNTRY PROPERTIES

    3124 County Route 9, East Chatham, NY 12060
  • /33

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    1476 County Route 5, Canaan, NY 12029

    Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

    Chris Getman Houlihan Lawrence Inc.

    1476 County Route 5, Canaan, NY 12029
  • /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
  • /3

    $245,000

    • Land
    • 6.02 Acres
    • $40,698 per Acre

    590 County Route 24, Canaan, NY 12060

    Six Acres of open and wooded land located in the desirable Red Rock area of Canaan. This raw land offers an excellent opportunity for buyers ready to bring their vision to life. A deeded right of way along the Narrows Road is available for this property. The Indian Creek runs through the rear of the parcel. A right of first refusal for this property is being given to the buyers of the home, 605

    Barbara Conkling Houlihan Lawrence, Inc.

    590 County Route 24, Canaan, NY 12060
  • /64

    $12,500,000

    • 4 Beds
    • 6 Baths
    • 6,829 Sq Ft

    241 Cunningham Hill Rd, Canaan, NY 12029

    A Home like no other. You will simply not find a Property like PIERCE PEAK, anywhere. AIA Award Winning Architectural Design by Burr & Mc Callum, crested upon the summit of Cunningham Hill (site cleared for HELIPAD). Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connnected Loft spaces. 2 Bedroom Guest Quarters (that can sleep 8), and Infinity Pool with

    Steven Weisz William Pitt Sothebys Intn'l

    241 Cunningham Hill Rd, Canaan, NY 12029
  • /2

    $89,000

    • Land
    • 20 Acres
    • $4,450 per Acre

    0 Flints Crossing Rd, Canaan, NY 12029

    Canaan NY Flints Crossing Rd. This is a 20-50 Acre large parcel (exact acrage to be verified), borders on Massachusetts State Line and beyond. Wooded and open areas. Access to town road must be verified.

    David Birch Barns & Farms Realty, LLC

    0 Flints Crossing Rd, Canaan, NY 12029
  • /5

    $89,000

    • Land
    • 5 Acres
    • $17,800 per Acre

    155 Shaver, Canaan, NY 12029

    Ideal location for commercial or residential construction or combination of both. Site is close to junction of Routes 22 and 295 and Queechy Lake. Access to the Berkshires (Richmond & Tanglewood) and New Lebanon and Rensselaer County & Jiminy Peak. Lots of gravel on property. Zoned commercial (C-2) Close to Massachusetts & Berkshires.

    David Birch Barns & Farms Realty, LLC

    155 Shaver, Canaan, NY 12029
  • /14

    $249,000

    • Land
    • 17.05 Acres
    • $14,604 per Acre

    13191 Route 22 Stop #80, Canaan, NY 12029

    17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just

    Jessie Bennett William Pitt Sothebys Intn'l

    13191 Route 22 Stop #80, Canaan, NY 12029
  • /20

    $725,000

    • 2 Beds
    • 2 Baths
    • 2,366 Sq Ft

    156 Mercer Mountain Rd, East Chatham, NY 12060

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

    Terry Cozzolino Cozzolino Real Estate Inc

    156 Mercer Mountain 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
  • /12

    $160,000

    • Land
    • 7.68 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

    $416,690

    • 3 Beds
    • 3 Baths
    • 2,260 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
  • /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
  • /17

    $465,000

    • Land
    • 60.13 Acres
    • $7,733 per Acre

    L21.3 County Route 5 & I90, 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

    L21.3 County Route 5 & I90, Canaan, NY 12060
  • /16

    $465,000

    • Land
    • 60.13 Acres
    • $7,733 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
  • /47

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    263 Old Hudson Turnpike, Canaan, NY 12029

    NEW PRICE!! Top area builder. All brand new eyebrow colonial transformed in to a modern energy efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, insulation, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. Conservancy across the road to further protect against development.New hot water

    Sharon McArdle Berkshire Hathaway Home Services Blake

    263 Old Hudson Turnpike, Canaan, NY 12029
  • /52

    $549,000

    • 5 Beds
    • 3 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. Estimate income with both units rent: 25,000. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished . Other floors

    David Birch Barns & Farms Realty, LLC

    105 McNamee Rd, 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
  • /15

    $169,000

    • Land
    • 26.5 Acres
    • $6,377 per Acre

    0 County Route 9 Unit 20255066, New Lebanon, NY 12060

    26.5 acres of land to farm or build on . Fabulous views over surrounding farmland, valley and mountains.Great mix of open land & woods . Pond for fishing or irrigation for crops. Beautiful stream & rock walls. Perfect land to put in an agricultural program for lower taxes.Just 2.5 hours from NYC, 35 minutes to Hudson, 30 minutes to Albany, 15 minutes to Pittsfield & Jiminy Peak.

    Anne Harrison Country Life Real Estate, LLC

    0 County Route 9 Unit 20255066, New Lebanon, NY 12060
  • /12

    $212,900

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

    0 Cross Rd, West Stockbridge, MA 01266

    Spectacular 4+/- acre parcel in a peaceful setting. It is backed up to a state conservatory so your privacy will remain in tact! This beautiful parcel is ready for your new home with a recent survey and perc test. Nestled in a tranquil area, that’s close to Card Pond and downtown Lenox. Come develop your dream home on this private parcel, but yet still be near all of the local attractions and

    Kimber Bradley Robin Delaney Real Estate

    0 Cross Rd, West Stockbridge, MA 01266

Frequently Asked Questions

What are the most popular zip codes in Canaan, NY?
The most popular zip codes in Canaan, NY include 12029, 12060, 12017, 12037 and 01254.
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