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Homes for Sale in 12029

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  • /46

    $841,500

    • 3 Beds
    • 2.5 Baths
    • 3,204 Sq Ft

    2205 County Route 5, Canaan, NY 12029

    HIGHLY MOTIVATED SELLER! 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

    Agent Photo

    DeWayne A. Powell

    William Pitt Sotheby's Int'l

    (518) 919-3022

    2205 County Route 5, Canaan, NY 12029
  • /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
  • /30

    $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
  • /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
  • /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
  • /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
  • /27

    $165,000

    • Land
    • 33.66 Acres
    • $4,902 per Acre

    L9.111 U S 20, New Lebanon, NY 12125

    Seller financing is now available, and the price has been reduced by $20,000 on this exceptional 33.66-acre Upstate New York property. The land offers a picturesque creek, mature timber, abundant wildlife, and complete privacy, making it ideal for a year-end investment, a unique holiday gift, or a long-term retreat. Its versatile mixed-use zoning allows you to build a cabin or future homesite,

    John O'Neill-Knasick eXp Realty

    L9.111 U S 20, New Lebanon, NY 12125
  • /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
  • /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
  • /14

    $115,000

    • Land
    • 7.2 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 Block Coldwell Banker Prime Properti

    287 U S 20, New Lebanon, NY 12125
  • /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
  • /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
  • /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
  • /36

    $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
  • /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
    • 5.52 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
  • /43

    $495,000

    • 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 cozy 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

    Leonard Brown Berkshire Hathaway HomeService

    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
  • /4

    $99,500

    • Land
    • 11.4 Acres
    • $8,728 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

    $99,500

    • Land
    • 11.4 Acres
    • $8,728 per Acre

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

    Improved pricing and BOHA! A wonderful 11+ acre parcel sits at the end of a cul-de-sac on a quiet town road in Deer Ridge, off CR 5, whimsically named Old Ghost Road. If scenic country drives & private wooded trails are on your wish list, this secluded paradise could be your future home. The mostly wooded lot already has a driveway & numerous trails cut in, making it easy to explore & choose your

    Sharyn Richards Marks The Kinderhook Group, Inc.

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