27

Homes for Sale in 12029

Section Image
  • /50

    $1,200,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,350 Sq Ft

    2073 County Route 5, Canaan, NY 12029

    Welcome to Tilden Crossing House, a distinctive country home with old-world charm. Privately sited down a long, gravel, wildflower-lined drive on over seven acres of pastoral Columbia County landscape, the property offers a unique approach to architectural storytelling through its carefully selected vintage elements.The 3,350-square-foot center-hall residence captures the essence of

    Anthony D'Argenzio Houlihan Lawrence, Inc

    2073 County Route 5, Canaan, NY 12029
  • /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

    $1,395,000

    • 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
  • /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
  • /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
  • /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
  • /61

    $885,000

    • 5 Beds
    • 3.5 Baths
    • 2,964 Sq Ft

    118 Old Shaker Rd, New Lebanon, NY 12125

    An historic eyebrow colonial with deep Shaker heritage, stunning views, and modern updates perfect for anyone seeking peace, privacy, and charm. The combination of mature flowering trees, landscaping, mountain and valley views, and historic remnants like the stacked stone barn walls make it feel like a truly special retreat. The perfect place to relax, sitting in your screened in Gazebo offers a

    Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

    118 Old Shaker Rd, New Lebanon, NY 12125
  • /69

    $1,590,000

    • 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 #2, & #3. 4616 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, LLC

    126 Shaker Ridge Dr, 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
  • /14

    $249,000

    • Land
    • 17 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
  • /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
  • /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
  • /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

    $335,000

    • Land
    • 7 Acres
    • $47,383 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), perfect for

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    13191 Route 22 Stop #20, Canaan, NY 12029
  • /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
  • /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
  • /53

    $1,350,000

    • 7 Beds
    • 7 Baths
    • 3,896 Sq Ft

    91 & 95 Miller Rd, Canaan, NY 12029

    Income-Generating Historic Estate in Canaan, NY - Dual Homes, Proven Rental History, Prime LocationInvestor's Dream in the Berkshires Gateway: This exceptional two-home estate in Canaan, NY presents a rare opportunity to own income-producing property in a highly desirable location. This is the first time this meticulously maintained estate has been offered for sale (in over 40yrs). Live

    Jessie Bennett William Pitt Sothebys Intn'l

    91 & 95 Miller Rd, Canaan, 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
  • /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
  • /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

    $115,500

    • Land
    • 11 Acres
    • $10,132 per Acre

    0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029

    This over 11 acres home site #6 is a wonderful parcel on a cul-de-sac of a town road in Deer Ridge off Co Rt 5, whimsically named Old Ghost. If beautiful scenic country roads and private wooded trails are on the wish list, this secluded paradise could be your home. Mostly wooded lot has a drive and numerous trails cut in already for you to easily find your new home site, further clearing will

    Rae Gilson The Kinderhook Group, Inc.

    0 Old Ghost Rd Unit 154524, New Lebanon, NY 12029
  • /16

    $115,500

    • Land
    • 11 Acres
    • $10,132 per Acre

    L67 Old Ghost Rd Unit Lot 6, New Lebanon, NY 12029

    Welcome to Deer Ridge, an enclave of 225 acres divided into parcels between 6 - 20+ acres.Lot 6 is tucked away in the woods amongst the many up-scale residences that exist and are coming soon.The driveway clearing has begun along with some trails into this nicely wooded, park-like setting in the Taconic Hills. Opening more could achieve far-reaching views including a small creek and lovely

    Sharyn Richards Marks The Kinderhook Group, Inc.

    L67 Old Ghost Rd Unit Lot 6, New Lebanon, NY 12029
  • /14

    $115,000

    • Land
    • 7 Acres
    • $15,972 per Acre

    287 U S 20, New Lebanon, NY 12125

    Discover the potential of this expansive 7.2-acre lot, ideally situated on Route 20 and moments before the Massachusetts line. Previously serving as a non-profit Kennel for dogs, this unique property offers versatility for both commercial and residential development. With a drilled well already in place, the lot is ready for your vision ~ whether you're looking to create a serene residential

    Paige Ryan Coldwell Banker Prime Properti

    287 U S 20, New Lebanon, NY 12125
  • /4

    $35,000

    • Land
    • 1.87 Acres
    • $18,717 per Acre

    0 Churchill Rd Unit 156840, New Lebanon, NY 12125

    New Lebanon one lot in approved 3-lot subdivision (great for tiny homes) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20. Minutes to Pittsfield, Mass and Berkshires. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

    David Birch Barns & Farms Realty, LLC

    0 Churchill Rd Unit 156840, New Lebanon, NY 12125
  • /4

    $97,000

    • Land
    • 6 Acres
    • $17,572 per Acre

    0 Churchill Rd Unit 156214, New Lebanon, NY 12125

    New Lebanon 3 lot approved subdivision (great for tiny homes & air bnb) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20.Commute to Pittsfield, Mass, Berkshires and Albany. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

    David Birch Barns & Farms Realty, LLC

    0 Churchill Rd Unit 156214, New Lebanon, NY 12125
How to Buy a Home How to Finance a Home How to Sell a Home