25

Canaan, NY Homes for Sale with Acreage

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  • /42

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    116 Ridge Rd, East Chatham, NY 12060

    Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and

    Agent Photo

    Joseph Briggs

    William Pitt Sothebys International Real

    116 Ridge Rd, East Chatham, NY 12060
  • /9

    $125,000

    • Land
    • 3 Acres
    • $41,667 per Acre

    0 Schillings Crossing Rd Unit KEY1043260, East Chatham, NY 12060

    Discover the possibilities with this beautiful 3-acre parcel located on Schillings Crossing Road in the Town of Canaan, NY. Situated in the Chatham School District this vacant land offers a peaceful country setting with plenty of room to enjoy the outdoors, this residential vacant land provides an opportunity to create your own private retreat. Conveniently located while still offering the

    Agent Photo

    Teddie Leonaggeo

    McGrath Realty Inc

    0 Schillings Crossing Rd Unit KEY1043260, East Chatham, NY 12060
  • /9

    $599,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    24 Paige Rd, Canaan, NY 12029

    ''Remember that time when'' Thats what you'll say, what your kids will say, what your grandkids will say because thats what a lakefront property creates. It's a camp built for summer - a bunkhouse upstairs, a huge deck and a dock for your boat. You'll swim and boat on one of the cleanest lakes in NY. You'll learn why they call it Last Ray Bay. You'll enter a craft in the regatta and put on a

    Andrea Gabel Gabel Real Estate

    24 Paige Rd, Canaan, NY 12029
  • /50

    $1,880,000

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

    105 Norton Rd, Unknown Ny City, NY 12029

    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

    Nikki Carchedi Stone House Properties, LLC

    105 Norton Rd, Unknown Ny City, NY 12029
  • /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
  • /24

    $475,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    738 County Route 5, East Chatham, NY 12060

    Rustic mid-century modern sprawling ranch, built in 1951. Designed with entertaining in mind, whether in the very large dining room with cathedral ceiling, the generously sized living room with wood burning stove, or the private screened in porch - your friends and family can make themselves right at home.The primary bedroom includes a tucked away stackable washer/dryer, ensuite bathroom and

    John Peterson THE TRUSS GROUP LLC

    738 County Route 5, East Chatham, NY 12060
  • /49

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    120 Beebe Pond Rd, Austerlitz, NY 12017

    Welcome to the Beebe Pond House & Cabin, a breathtaking 14-acre private sanctuary offering two distinct dwellings, natural water features, and lucrative multi-house versatility.The turn-of-the-century main house blends timeless historic craftsmanship with modern energy efficiency across three bedrooms and two bathrooms. Expansive, light-filled living spaces showcase original hardwood

    Rachel Haley Compass Greater NY, LLC

    120 Beebe Pond Rd, Austerlitz, NY 12017
  • /39

    $695,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 4 Baths
    • 3,204 Sq Ft

    2205 County Route 5, Canaan, NY 12029

    *OPEN HOUSE-SATURDAY, 9/19-11AM-1PM* Set on eight acres, between the Hudson Valley and the Berkshires, this idyllic, light-filled house offers ample opportunity for living, work, and entertaining. With three bedrooms, four full baths, and a recent addition, the property has stunning views of the surrounding hills, a large deck, a two-car garage, a creative studio, and a picturesque pond. Enter

    Sarah Lipsky William Pitt Sothebys Intn'l

    2205 County Route 5, Canaan, NY 12029
  • /72

    $1,820,000

    • Land
    • 75.47 Acres
    • $24,116 per Acre

    158 Bristol Rd, Canaan, NY 12029

    Discover the perfect blend of privacy and endless possibilities on this exceptional 75.47-acre country retreat featuring trails, a scenic pond with westerly views, and breathtaking Catskill Mountain views. Whether you envision a private estate, recreational getaway, or family compound, this remarkable property offers an unparalleled opportunity. The updated ranch is move-in ready and features

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    158 Bristol Rd, Canaan, NY 12029
  • /38

    $4,600,000

    • 4 Beds
    • 2.5 Baths
    • 5,600 Sq Ft

    205 County Route 24, East Chatham, NY 12060

    See Supplemental Remarks Welcome to Red Rock House, a remarkable architectural compound privately set on 16 acres in the historic hamlet of Red Rock in East Chatham, New York. Designed by Anmahian Winton Architects with landscapes by Studio Reed-Hilderbrand, this extraordinary retreat seamlessly blends contemporary design with the surrounding natural landscape, creating an exceptional sanctuary.

    Richard Orenstein Brown Harris Stevens Hudson

    205 County Route 24, East Chatham, NY 12060
  • /53

    $269,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    43 Frisbee St, East Chatham, NY 12060

    Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions,

    Jerome Newkirk Revision Real Estate

    43 Frisbee St, East Chatham, NY 12060
  • /18

    $130,000

    $30K PRICE DROP
    • Land
    • 7.68 Acres
    • $16,927 per Acre

    400 Mercer Mountain Rd, East Chatham, NY 12060

    Welcome to Mercer Mountain — an exclusive enclave of 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 private road in one of the Hudson Valley’s

    Callan Bergmann Compass Greater NY, LLC

    400 Mercer Mountain Rd, East Chatham, NY 12060
  • /6

    $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 beauty.

    Nikki Carchedi Stone House Properties, LLC

    O Mercer Mountain Rd, Canaan, NY 12029
  • /38

    $9,950,000

    • 4 Beds
    • 6 Baths
    • 6,240 Sq Ft

    241 Cunningham Hill Rd, Canaan, NY 12029

    Introducing Pierce Peak, an extraordinary estate set on 31+ acres of private mountaintop where the Hudson Valley meets the Berkshires. Designed by acclaimed architects Burr & McCallum, the 6,000-plus-square-foot residence crowns Cunningham Hill, commanding 360-degree views across the New York and Massachusetts countryside. A dramatic 300-foot roofline stretches across the landscape, interrupted

    Louis Naccarato Corcoran Country Living

    241 Cunningham Hill Rd, Canaan, NY 12029
  • /49

    $346,500

    • 2 Beds
    • 1 Bath
    • 1,575 Sq Ft

    199 Flints Crossing Rd, Canaan, NY 12029

    A true sanctuary for animal lovers, homesteaders, or anyone seeking open land and timeless charm. Built in 1865, this classic farmhouse has stood the test of time, lovingly cared for by the same owner for over 60 years. The home features two bedrooms plus an office/third bedroom, living room and family room with a wall of windows overlooking sweeping fields, country kitchen with an adjacent

    Leonard Brown Berkshire Hathaway HomeService

    199 Flints Crossing Rd, Canaan, NY 12029
  • /25

    $459,000

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft

    13 Tremper Association Rd, Canaan, NY 12029

    Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and winterized, while retaining its original charm. The one-acre setting offers rare peace and privacy with room to grow. Sitting on the cozy front porch feels like being in a tree house. This 4-season home features hardwood floors, a great room with

    Nancy Cuddihy Stone House Properties, LLC

    13 Tremper Association Rd, Canaan, NY 12029
  • /25

    $459,000

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft

    13 Tremper Property Assn Rd, Canaan, NY 12029

    Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and winterized, while retaining its original charm. The one-acre setting offers rare peace and privacy with room to grow. Sitting on the cozy front porch feels like being in a tree house. This 4-season home features hardwood floors, a great room with

    Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

    13 Tremper Property Assn Rd, Canaan, NY 12029
  • /50

    $600,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    306 Tunnel Hill Rd, Canaan, NY 12029

    Where old meets new in perfect harmony! The current owners have taken great care in renovating this classic eyebrow colonial on nearly 16 ACRES. From the outside, the house is as beautiful as when it was built over Two Hundred Years Ago. Inside, rooms have been reconfigured to accommodate modern living with a RENOVATED KITCHEN designed with a timeless appearance and including NEW APPLIANCES, a

    Jeffrey McKinney Beach & Bartolo Realtors

    306 Tunnel Hill Rd, Canaan, NY 12029
  • /41

    $937,000

    • 6 Beds
    • 5.5 Baths
    • 4,664 Sq Ft

    35 Whitetail Trace, Canaan, NY 12029

    Escape to this beautiful Mountain retreat!!Saunter into the custom designed forurer that opens up to breath taking light-filled, massive living area with a dramatic wall of windows, featuring a showcase of mountain views. Step outside on the back deck, sit and absorb it all in. Just Relax & Breath. Spacious 3-Story, Fully Furnished home on all three levels complete with all the toys. So many

    Leonard Brown Berkshire Hathaway HomeService

    35 Whitetail Trace, Canaan, NY 12029
  • /28

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft

    18 Old Queechy Rd, Canaan, NY 12029

    Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of

    Thomas Pawlowski Four Seasons Sotheby's Int.

    18 Old Queechy Rd, Canaan, NY 12029
  • /42

    $840,000

    $85K PRICE DROP
    • 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, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. 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 stunning views

    Sharon McArdle Berkshire Hathaway Home Services Blake

    308 Shaker Ridge Dr, Canaan, NY 12029
  • /58

    $1,349,000

    $186K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,349 Sq Ft

    13 Conster Rd, East Chatham, NY 12060

    Lush, unobstructed mountain views set the stage for this exceptional five-bedroom, four-bathroom retreat set on five verdant acres. This sophisticated home offers a rare blend of seclusion and convenience. Close to charming Berkshires towns and the cultural riches of Tanglewood and Jacob's Pillow, four ski slopes, hiking trails and the delights of the Hudson Valley.From the moment you

    Gary Lazarus Compass Greater NY LLC

    13 Conster Rd, East Chatham, NY 12060
  • /45

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    120 Beebe Pond Rd, Canaan, NY 12029

    Welcome to the Beebe Pond House & Cabin, a breathtaking 14-acre private sanctuary offering two distinct dwellings, natural water features, and lucrative multi-house versatility.The turn-of-the-century main house blends timeless historic craftsmanship with modern energy efficiency across three bedrooms and two bathrooms. Expansive, light-filled living spaces showcase original hardwood floors,

    Rachel Haley Compass Greater NY, LLC

    120 Beebe Pond Rd, Canaan, NY 12029
  • /22

    $399,000

    $40K PRICE DROP
    • 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 single

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    13149 New York 22, Canaan, NY 12029
  • /15

    $145,000

    $24K PRICE DROP
    • Land
    • 18.2 Acres
    • $7,967 per Acre

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

    18.2 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.

    Philip Feiner Country Life Real Estate, LLC

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

Home Price Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$675,000
Median 2 Bedroom Sale Price
$459,000
Median 1 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$422
Number of Homes for Sale
19
Last 12 months Home Sales
27
Months of Supply
8.40
Median List Price
$689,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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