27

Canaan, NY Homes for Sale

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  • /57

    $575,000

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

    105 McNamee Rd, Canaan, NY 12029

    Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with

    Agent Photo

    Joseph Cardinale

    Howard Hanna Capital, Inc.

    (518) 768-9819

    105 McNamee Rd, Canaan, NY 12029
  • /28

    $695,000

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

    156 Mercer Mountain Rd, East Chatham, NY 12060

    A magical Spot 1500' above sea level offering 75 mile-long views of the picturesque Catskill Mts.! Modern, minimalist home with clean lines and floor-to-ceiling windows to soak in the views while toasting toes in front of a crackling fireplace. Two bedrooms/two bath and a finished, kwalk-out basement. A one of a kind property located minutes to the Berkshires, Hudson, Chatham, or Albany. Start

    Terry Cozzolino Cozzolino Real Estate Inc

    156 Mercer Mountain Rd, East Chatham, NY 12060
  • /45

    $695,000

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

    3124 County Route 9, East Chatham, NY 12060

    Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly positioned for enjoyment of everything in between. Modern farmhouse blends volume, light and quiet luxury. Cathedral-ceiling LR opens to beautifully appointed kitchen w/breakfast area creating an effortless flow for daily living. 1st flr primary ensuite is

    Natalia de Amorim PREFERRED COUNTRY PROPERTIES

    3124 County Route 9, East Chatham, NY 12060
  • /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
  • /90

    $1,450,000

    • 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
  • /38

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    308 Shaker Ridge Dr, Canaan, NY 12029

    Significant price reduction. Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Relax or entertain on expansive multi‑level decks that overlook the water, perfect for a weekend retreat or full‑time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and

    Sharon McArdle Berkshire Hathaway Home Services Blake

    308 Shaker Ridge Dr, Canaan, NY 12029
  • /21

    $439,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    13149 New York 22, Canaan, NY 12029

    Welcome to 13149 NY 22, Canaan, NY 12029—a beautifully updated 3-bedroom, 1.5-bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient

    Jessie Bennett William Pitt Sothebys Intn'l

    13149 New York 22, Canaan, NY 12029
  • /40

    $549,000

    • 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

    $1,880,000

    • 4 Beds
    • 1 Bath
    • 1,443 Sq Ft

    105 Norton Rd, Austerlitz, NY 12017

    Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

    Nikki Carchedi Stone House Properties, LLC

    105 Norton Rd, Austerlitz, NY 12017
  • /37

    $495,000

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

    263 Old Hudson Turnpike, Canaan, NY 12029

    PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

    Sharon McArdle Berkshire Hathaway Home Services Blake

    263 Old Hudson Turnpike, Canaan, NY 12029
  • /18

    $279,000

    • Land
    • 17.05 Acres
    • $16,364 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 minutes from

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    13191 Route 22 Stop #80, Canaan, NY 12029
  • /36

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    127 Queechy Shore Beach Rd, Canaan, NY 12029

    Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County’s Canaan. Built in the 1930s on land that once served as a boys' camp, this charming 1,008-square-foot cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and the kind of peaceful lake living that feels increasingly rare.The interior centers on an open living

    Anthony D'Argenzio Houlihan Lawrence, Inc

    127 Queechy Shore Beach 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
  • /3

    $45,000

    • Land
    • 1.95 Acres
    • $23,077 per Acre

    L4 County Route 5, Canaan, NY 12029

    Almost 2 acres on scenic County 5 populated with nicer homes and properties. This is a wooded lot on an incline with a nice setting for a future home. Route 5 is close to the Berkshires, not far from Albany, the TSP and Thruway. Tennessee Pipeline borders property.

    Sharon McArdle Berkshire Hathaway Home Services Blake

    L4 County Route 5, Canaan, NY 12029
  • /14

    $144,000

    • Land
    • 7.68 Acres
    • $18,750 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 toward the very end of the road in one of the Hudson

    Callan Bergmann Compass Greater NY, LLC

    400 Mercer Mountain Rd, East Chatham, NY 12060
  • /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
  • /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
  • /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
  • /30

    $399,000

    • 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
  • /8

    $142,000

    • 3 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    1169 New York 295, East Chatham, NY 12060

    Opportunity awaits. This 3 bedroom, 1.1 bath Dutch Colonial home offers 1372sf of living space and is ready for it's next chapter. Home needs fair amount of renovation and will be cash only, sold ''as-is.'' Good sized living room with separate dining space, kitchen with good space , first floor bathroom is a full bath. Enclosed rear porch, and nice front porch. 2nd floor has 3 bedrooms, with

    Brian Brosen eXp Realty

    1169 New York 295, East Chatham, NY 12060
  • /36

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    127 Queechy Shores, Canaan, NY 12029

    Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County. Built in the 1930s on land that once served as a boys' camp, this charming cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and peaceful lake access. The open living area has vaulted ceilings, warm wood paneling, and a lovely screened porch with mahogany wood

    Anthony D'Argenzio Houlihan Lawrence

    127 Queechy Shores, 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
  • /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
  • /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

Why Live in Canaan

Canaan is a quiet, rural town just outside the Berkshires, known for its friendly atmosphere, wooded landscapes and wide-open farmland. It appeals to homebuyers who want privacy and space while still being within a short drive of Chatham and Pittsfield for shopping, dining and everyday services. The housing mix includes rustic cabins, classic farmhouses and larger vacation homes, making it attractive to buyers coming from Western Massachusetts or the Boston area who want more room to spread out. While home prices tend to be lower than in nearby Massachusetts, buyers should expect higher property taxes typical of New York. Outdoor recreation shapes daily life, with summer activity centered around Queechy Lake and easy access to hiking and fall foliage throughout the surrounding state forests. Winters bring more snow than in the lower-lying parts of the county, with nearby ski resorts to stay active. Canaan has no large town center, so errands often require a short drive, and services like internet and cell coverage vary by location. Overall, Canaan is best suited for buyers seeking peaceful, nature-focused living with Berkshire access, and for those who are comfortable with the realities of rural life.

Frequently Asked Questions

What is the average home price in Canaan, NY?
Homes for sale in Canaan, NY have an average home price of $1,226,511.
How many homes have sold over the last 12 months in Canaan, NY?
41 homes have sold in Canaan, NY over the last 12 months.
What are the most popular zip codes in Canaan, NY?
The most popular zip codes in Canaan, NY include 12029, 12060, 12017, 12037 and 12136.
How much do you need to make to afford a house in Canaan?
The median home price in Canaan is $732,000. If you put a 20% down payment of $146,400 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,660 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $157K a year to afford the median home price in Canaan. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Canaan, NY?
Canaan, NY has highly rated public and private schools. Some of the best schools in Canaan based on Niche Grades are Darrow School, Chatham High School and New Lebanon Junior/Senior High School. Browse all the schools in Canaan, NY to learn more.

Home Trends in Canaan, NY

Housing Trends

Median Sale Price
$750,000
Median Single Family Sale Price
$732,500
Average Price Per Sq Ft
$388
Number of Homes for Sale
11
Last 12 months Home Sales
41
Months of Supply
3.20
Median List Price
$732,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
14%
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