Homes in ZIP Code 12029

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  /46

  $841,500

  • 3 Beds
  • 3.5 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

  

  DeWayne A. Powell

  William Pitt Sotheby's Int'l

  (518) 919-3022

  2205 County Route 5, Canaan, NY 12029
• 

  

  

  /29

  $5,600 per month

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft
  • House for Rent

  121 Queechy Lake Dr, Canaan, NY 12029

  This newly renovated lakefront home on Queechy Lake is an inviting Upstate New York escape for any season. Set in the foothills of the Berkshires, the post-and-beam 4-bedroom house offers direct lake access, a brand-new wraparound deck for grilling and sunset watching, and plenty of space to unwind. In the warmer months, enjoy the crystal-clear water with your own private dock just across the

  Kelcey Otten Compass Greater NY, LLC d/b/a

  121 Queechy Lake Dr, Canaan, NY 12029
• 

  

  

  /43

  $890,000 Sold Jul 15, 2025

  192 Old Queechy Rd, Canaan, NY 12029

  • 4 Beds
  • 2.5 Baths
  • 2,245 Sq Ft
  • Built 2001

  Last Sold Summary

  • 24% Below List Price
  • $396/SF
  • 239 Days On Market

  Last Listing Agent Jean Howard RE/MAX Solutions - Troy

  192 Old Queechy Rd, Canaan, NY 12029
• 

  

  /2

  Est $983,395 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  43 Shaker Ridge Dr, Canaan, NY 12029

  43 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
• 

  

  /11

  $4,850 per month

  • 3 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  208 Cunningham Hill Rd, Canaan, NY 12029

  Down a beautiful country road lies this fully furnished, completely renovated 3-bedroom, 3.5 bath home--the perfect blend of comfort and countryside charm. Conveniently located between Chatham, NY and The Berkshires, you'll enjoy easy access to fine restaurants, skiing and year-round cultural attractions. Home rental includes access to Queechy Lake.Features include:Central AC,

  Janet Kain The Kinderhook Group, Inc.

  208 Cunningham Hill Rd, Canaan, NY 12029
• 

  

  /27

  $530,000 Sold Apr 22, 2025

  116B Cunningham Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $405/SF
  • 18 Days On Market

  Current Estimated Value $567,166

  Last Listing Agent Jessie Bennett William Pitt Sothebys Intn'l

  116B Cunningham Hill Rd, Canaan, NY 12029
• 

  

  /36

  Est $1,248,500 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  13191 State Route 22 Unit 27, Canaan, NY 12029

  13191 State Route 22 Unit 27, 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
• 

  

  /34

  $429,000 Sold Mar 28, 2025

  14 Cunningham Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2020

  Last Sold Summary

  • $298/SF
  • 6 Days On Market

  Current Estimated Value $453,445

  Last Listing Agent Cole Cioffi Weichert Realtors-Reliable Properties

  14 Cunningham Hill Rd, Canaan, NY 12029
• 

  

  /10

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft

  179 Churchill Rd, New Lebanon, NY 12125

  179 Churchill Rd, New Lebanon, NY 12125
• 

  

  /40

  $579,000

  • 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
• 

  

  /7

  $290,000 Sold Aug 01, 2025

  L50.1 New York 295, Canaan, NY 12029

  • Land
  • 32.27 Acres
  • $8,987 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 293 Days On Market

  Last Listing Agent Natalia de Amorim Preferred Country Properties

  L50.1 New York 295, Canaan, NY 12029
• 

  

  /29

  Est $806,762 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,336 Sq Ft

  2142 County Route 5, Canaan, NY 12029

  2142 County Route 5, 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
• 

  

  /23

  $539,900 Sold Jul 09, 2025

  22 Paige Rd, Canaan, NY 12029

  • 4 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1910

  Last Sold Summary

  • $568/SF
  • 52 Days On Market

  Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  22 Paige Rd, Canaan, NY 12029
• 

  

  /36

  Est $336,399 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  13249 State Route 22, Canaan, NY 12029

  13249 State Route 22, Canaan, NY 12029
• 

  

  /18

  $335,000 Pending

  • Land
  • 7.07 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
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  /32

  $375,000 Sold Aug 20, 2025

  70 Miller Rd, Canaan, NY 12029

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1947

  Last Sold Summary

  • 7% Above List Price
  • $375/SF
  • 14 Days On Market

  Current Estimated Value $370,120

  Last Listing Agent Thomas Pawlowski Four Seasons Sotheby's Int.

  70 Miller Rd, Canaan, NY 12029
• 

  Est $396,653 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  187 Tunnel Hill Rd, Canaan, NY 12029

  187 Tunnel Hill Rd, Canaan, NY 12029
• 

  

  /28

  $795,000 Under Contract

  • 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

  $880,000 Sold Aug 21, 2025

  72 Old Queechy Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Above List Price
  • $367/SF
  • 99 Days On Market

  Current Estimated Value $875,850

  Last Listing Agent Raj Kumar Four Seasons Sotheby's International Realty

  72 Old Queechy Rd, Canaan, NY 12029
• 

  

  /31

  Est $636,742 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft

  70 Lillie Rd, Canaan, NY 12029

  70 Lillie Rd, 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
• 

  

  /49

  $650,000 Sold Jul 22, 2025

  116 Cunningham Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1960

  Last Sold Summary

  • $203/SF
  • 47 Days On Market

  Current Estimated Value $1,047,513

  Last Listing Agent Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  116 Cunningham Hill Rd, Canaan, NY 12029
• 

  

  /35

  Est $737,802 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  319 Shaker Ridge Dr, Canaan, NY 12029

  319 Shaker Ridge Dr, Canaan, NY 12029
• 

  

  /59

  $689,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  1907 County Route 5, Canaan, NY 12029

  Discover a hidden oasis in Canaan. This magical, meticulously maintained home is set on 2.8 acres of mature landscape, with European-inspired outdoor spaces designed for tranquility and enjoyment. This quality-built, mid-century cape is move-in ready. The many luxury features includes a complete suite on the upper floor. The updated, eat-in kitchen is a cook's delight, and the grand living room,

  Peter Newman Beach & Bartolo Realtors

  1907 County Route 5, Canaan, NY 12029
• 

  

  /7

  $290,000 Sold Aug 01, 2025

  0 New York 295, Canaan, NY 12029

  • Land
  • 32.27 Acres
  • $8,987 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 364 Days On Market

  Last Listing Agent Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  0 New York 295, Canaan, NY 12029
• 

  

  /22

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  58 Queechy Shores Rd, Canaan, NY 12029

  58 Queechy Shores 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
• 

  

  /4

  $60,000 Sold May 09, 2025

  0 Old Queechy Rd, Canaan, NY 12029

  • Land
  • 3.12 Acres
  • $19,231 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 90 Days On Market

  Last Listing Agent Tracy Tassinari Gabel Real Estate

  0 Old Queechy Rd, Canaan, NY 12029
• 

  

  /10

  Not Listed For Sale

  • 1 Bed
  • 0.5 Baths
  • 1,050 Sq Ft

  215 County 24, Canaan, NY 12029

  215 County 24, 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
• 

  

  /19

  Sold Feb 07, 2025

  156 Upper Queechy Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1900

  Last Sold Summary

  • 151 Days On Market

  Current Estimated Value $430,481

  Last Listing Agent Tracy Tassinari Gabel Real Estate

  156 Upper Queechy Rd, Canaan, NY 12029
• 

  

  /48

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  134 Top of Dean Hill Rd, Canaan, NY 12029

  134 Top of Dean Hill 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
• 

  

  /7

  $229,000 Sold Oct 28, 2025

  394 Peaceful Valley Rd, Canaan, NY 12029

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $160/SF
  • 27 Days On Market

  Last Listing Agent Kelly Harrison Taconic Valley Real Estate

  394 Peaceful Valley Rd, Canaan, NY 12029
• 

  

  /6

  Not Listed For Sale

  L66 Old Ghost Rd Unit Lot 5, New Lebanon, NY 12029

  L66 Old Ghost Rd Unit Lot 5, New Lebanon, 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
• 

  

  /50

  $1,265,000 Sold Aug 04, 2025

  169 Cunningham Hill Rd, Canaan, NY 12029

  • 3 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $591/SF
  • 44 Days On Market

  Current Estimated Value $1,154,228

  Last Listing Agent Anne Harrison Country Life Real Estate, LLC

  169 Cunningham Hill Rd, Canaan, NY 12029

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