North Canaan, CT Homes

• 

  

  

  /22

  $310,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  22 Pease St, Canaan, CT 06018

  Surprisingly spacious and full of charm, this well-maintained home offers comfortable living on a small in-town lot in a highly convenient sidewalk neighborhood. Enter through the welcoming enclosed porch into a warm and inviting interior featuring beautifully refinished hardwood floors throughout and freshly painted rooms. The main living area includes a bright living room with built-in shelving

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 787-8325

  22 Pease St, Canaan, CT 06018
• Explore North Canaan

• 

  

  

  /22

  $2,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,267 Sq Ft
  • House for Rent

  30 Housatonic Ave, Canaan, CT 06018

  Three bedroom ranch with attached one car garage. Hardwood floors throughout. Large walk out basement leads to a fully fenced backyard. Deck off of living room overlooks backyard. Primary bedroom has a half bath. Laundry is on main level. Rent includes mowing, plowing, garbage removal & septic pumping. Pets may be considered. Owner is installing a new propane heater in the living room. All room

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 217-3667

  30 Housatonic Ave, Canaan, CT 06018
• 

  $370,000

  Sold Apr 22, 2026

  37 Greene Ave, Canaan, CT 06018

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft
  • Built 1962

  Last Sold Summary

  • $280/SF
  • 62 Days On Market

  Current Estimated Value $365,360

  Last Listing Agent Jennifer Albanesi Berkshire Hathaway NE Prop.

  37 Greene Ave, Canaan, CT 06018
• 

  Est $300,969

  Not Listed For Sale

  88 Lower Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 2,212 Sq Ft
  • Built 1965

  88 Lower Rd, Canaan, CT 06018

  Last Sold Summary

  • 18 Days On Market
• 

  

  

  /27

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  348 Norfolk Rd Unit US, East Canaan, CT 06024

  Charming 1935 Cape full of character and timeless craftsmanship on 2.87 acres! This well-built home features custom carpentry throughout, including beautiful built-ins, classic woodworking details, and a built-in dining room hutch that adds warmth and charm. The flexible first-floor layout offers a possible bedroom or den, along with a full bath, kitchen, dining room, and inviting living room.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 831-4221

  348 Norfolk Rd Unit US, East Canaan, CT 06024
• 

  

  /12

  $1,350 Per Month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • House for Rent

  31 Railroad St, Canaan, CT 06018

  One bedroom apartment conveniently located. Immediate occupancy.

  Carolyn Butkevich Regency Real Estate, LLC

  31 Railroad St, Canaan, CT 06018
• 

  $654,000

  Sold Dec 05, 2025

  19 Ryan Ave, Canaan, CT 06018

  • 2 Beds
  • 2.5 Baths
  • 2,299 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $284/SF
  • 83 Days On Market

  Current Estimated Value $648,599

  Last Listing Agent Phil Fox William Pitt Sotheby's Int'l

  19 Ryan Ave, Canaan, CT 06018
• 

  Est $303,431

  Not Listed For Sale

  10 Railroad St, Canaan, CT 06018

  • 2 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1845

  10 Railroad St, Canaan, CT 06018

  Last Sold Summary

  • 97 Days On Market
• 

  

  /23

  $279,000

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  335 Norfolk Rd, East Canaan, CT 06024

  Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 364-6860

  335 Norfolk Rd, East Canaan, CT 06024
• 

  

  /4

  $1,350

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  31 Railroad St Unit Apartment 5, Canaan, CT 06018

  Nicely updated 1-bedroom apartment is. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

  31 Railroad St Unit Apartment 5, Canaan, CT 06018
• 

  $1,115,000

  Sold Sep 10, 2025

  36 Old Turnpike Rd N, Canaan, CT 06018

  • 3 Beds
  • 4 Baths
  • 3,472 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $321/SF
  • 54 Days On Market

  Last Listing Agent Elyse Morris Elyse Harney Real Estate

  36 Old Turnpike Rd N, Canaan, CT 06018
• 

  Est $292,773

  Not Listed For Sale

  140 W Main St, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1920

  140 W Main St, Canaan, CT 06018

  Last Sold Summary

  • 66 Days On Market
• 

  

  /10

  $345,000

  • Land
  • 37.44 Acres
  • $9,215 per Acre

  0 Old Turnpike Rd N, Canaan, CT 06018

  37.437 acres bordering the Konkapot River. A small portion of this land on the back side is in Massachusetts. New survey is complete. Nice location with great possibilities!

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 609-6471

  0 Old Turnpike Rd N, Canaan, CT 06018
• 

  

  /36

  $2,350 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • House for Rent

  15 Lower Rd, Canaan, CT 06018

  $2,350 per month - utilities not included. Available starting Monday, March 22. This is a private, furnished single-family home featuring three bedrooms and one and a half bathrooms, located just steps from the Blackberry River. A private staircase behind the house provides direct access to the riverbank, offering a unique outdoor setting. The home includes a kitchen, dining area, living room,

  Jorge Zea Blue Lighthouse Realty, Inc

  15 Lower Rd, Canaan, CT 06018
• 

  $412,500

  Sold Sep 10, 2025

  43 Greene Ave, Canaan, CT 06018

  • 2 Beds
  • 3 Baths
  • 2,246 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $184/SF
  • 123 Days On Market

  Current Estimated Value $418,848

  Last Listing Agent David Hurlburt William Pitt Sotheby's Int'l

  43 Greene Ave, Canaan, CT 06018
• 

  Est $565,218

  Not Listed For Sale

  5 Elm St, Canaan, CT 06018

  • 7 Beds
  • 2.5 Baths
  • 4,852 Sq Ft
  • Built 1810

  5 Elm St, Canaan, CT 06018

  Last Sold Summary

  • 293 Days On Market
• 

  

  /39

  $795,000

  Pending

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

  15 Honey Hill Rd, Canaan, CT 06018

  Oh, My Darling: Clementine. This 1752 Georgian Colonial is the missing piece in your New England dream. Lovingly and thoughtfully renovated by its current steward, no detail has been overlooked yet the home's original character remains beautifully intact: hand forged hardware, hand hewn beams, and wide plank floors. Enter through the gracious mudroom, which opens into the living room, where

  Lenore Mallett William Pitt Sotheby's Int'l

  15 Honey Hill Rd, Canaan, CT 06018
• 

  $365,000

  Sold Aug 08, 2025

  101I Sand Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,733 Sq Ft
  • Built 1986

  Last Sold Summary

  • $211/SF
  • 42 Days On Market

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  101I Sand Rd, Canaan, CT 06018
• 

  Est $374,864

  Not Listed For Sale

  72 Old Turnpike Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft
  • Built 1950

  72 Old Turnpike Rd, Canaan, CT 06018

  Last Sold Summary

  • 39 Days On Market
• 

  

  /26

  $649,000

  • 4 Beds
  • 1.5 Baths
  • 3,708 Sq Ft

  76 S Canaan Rd, Canaan, CT 06018

  Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural

  Victor Chaves The Gonzalez Property Group

  76 S Canaan Rd, Canaan, CT 06018
• 

  $310,000

  Sold Dec 05, 2025

  101-7 Sand Rd, Canaan, CT 06018

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1987

  Last Sold Summary

  • $196/SF
  • 48 Days On Market

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  101-7 Sand Rd, Canaan, CT 06018
• 

  Est $265,165

  Not Listed For Sale

  275 W Main St, Canaan, CT 06018

  • 6 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 1900

  275 W Main St, Canaan, CT 06018

  Last Sold Summary

  • 56 Days On Market
• 

  

  /33

  $1,135,000

  Open Sat 11AM - 1PM $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  35 Emmons Ln, Canaan, CT 06018

  CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a

  David Taylor Elyse Harney Real Estate

  35 Emmons Ln, Canaan, CT 06018
• 

  $297,000

  Sold Aug 20, 2025

  7 Lawrence Ave, Canaan, CT 06018

  • 3 Beds
  • 3 Baths
  • 1,456 Sq Ft
  • Built 1939

  Last Sold Summary

  • 6% Below List Price
  • $204/SF
  • 82 Days On Market

  Current Estimated Value $305,232

  Last Listing Agent Nicole Blass Raynard & Peirce Realty,LLC

  7 Lawrence Ave, Canaan, CT 06018
• 

  Est $274,313

  Not Listed For Sale

  9 Lawrence Ave, Canaan, CT 06018

  • 2 Beds
  • 1.5 Baths
  • 1,109 Sq Ft
  • Built 1937

  9 Lawrence Ave, Canaan, CT 06018

  Last Sold Summary

  • 12 Days On Market
• 

  

  /18

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,704 Sq Ft

  315 Salisbury Rd, Canaan, CT 06018

  Opportunity knocks! This 2-story Cape Cod is set on .67 acres and offers strong potential for investors, contractors, "ideal for those looking to add value over time." Being sold as-is, the home currently offers 3 bedrooms and 1 full bath, while town records reflect 4 bedrooms and 2 baths. The layout has been opened to create a more spacious living area and features a functional floor plan ready

  VIRGINIA HAYES Century 21 Alliance Realty

  315 Salisbury Rd, Canaan, CT 06018
• 

  $454,000

  Sold Aug 15, 2025

  100 Sand Rd, Canaan, CT 06018

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1993

  Last Sold Summary

  • 21% Below List Price
  • $234/SF
  • 267 Days On Market

  Current Estimated Value $500,252

  Last Listing Agent Carol Staats Elyse Harney Real Estate

  100 Sand Rd, Canaan, CT 06018
• 

  Est $467,879

  Not Listed For Sale

  68 Allyndale Rd, Canaan, CT 06018

  • 4 Beds
  • 3.5 Baths
  • 2,686 Sq Ft
  • Built 1991

  68 Allyndale Rd, Canaan, CT 06018

  Last Sold Summary

  • 13 Days On Market
• 

  

  /40

  $889,000

  • 5 Beds
  • 3.5 Baths
  • 3,752 Sq Ft

  11 College Hill Rd, Canaan, CT 06018

  Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a

  Dave Jones Dave Jones Realty, LLC

  11 College Hill Rd, Canaan, CT 06018
• 

  $630,000

  Sold Aug 25, 2025

  27 Tobey Hill Rd, Canaan, CT 06018

  • 5 Beds
  • 3 Baths
  • 3,436 Sq Ft
  • Built 1790

  Last Sold Summary

  • 3% Below List Price
  • $183/SF
  • 73 Days On Market

  Current Estimated Value $637,866

  Last Listing Agent Tommy Connors Redfin Corporation

  27 Tobey Hill Rd, Canaan, CT 06018
• 

  Est $463,264

  Not Listed For Sale

  32 Housatonic Ave, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 2,334 Sq Ft
  • Built 2003

  32 Housatonic Ave, Canaan, CT 06018

  Last Sold Summary

  • 28 Days On Market
• 

  

  /6

  $120,000

  Under Contract

  • Land
  • 5.41 Acres
  • $22,181 per Acre

  00 N Elm St, Canaan, CT 06018

  Here is a rare chance to own an affordable 5.41 ac parcel of land in North Canaan, a village in the Litchfield Hills. Its Location on a secondary town road offers public utilities from the street. The wooded lot shares a border with CT State land and is accessed by a deeded right of way. Just minutes from what both Litchfield and Berkshire counties offer - shopping, outdoor activities, fine

  MICHAEL CONLOGUE William Pitt Sotheby's Int'l

  00 N Elm St, Canaan, CT 06018
• 

  $355,000

  Sold Jun 01, 2026

  10 College Hill Rd, Canaan, CT 06018

  • 3 Beds
  • 2.5 Baths
  • 2,603 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $136/SF
  • 241 Days On Market

  Last Listing Agent Juliet Moore Elyse Harney Real Estate

  10 College Hill Rd, Canaan, CT 06018
• 

  Est $159,432

  Not Listed For Sale

  72 N Elm St Unit 2E, Canaan, CT 06018

  • 1 Bed
  • 1 Bath
  • 714 Sq Ft
  • Built 1989

  72 N Elm St Unit 2E, Canaan, CT 06018

  Last Sold Summary

  • 6 Days On Market
• 

  

  /22

  $335,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,511 Sq Ft

  59 Prospect St, Canaan, CT 06018

  This charming home in Falls Village features 3 bedrooms and 1.5 bathrooms, along with two additional bonus rooms-one located on the main floor and the other upstairs. The spacious eat-in kitchen includes a separate laundry alcove for convenient access. There is a separate dining room and a sun-drenched living room, in addition to another room that can serve as an office, den, or simply extra

  Holly Leibrock Elyse Harney Real Estate

  59 Prospect St, Canaan, CT 06018
• 

  $310,000

  Sold Oct 22, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1907

  Last Sold Summary

  • 10% Below List Price
  • $172/SF
  • 52 Days On Market

  Current Estimated Value $311,172

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  Unlisted Address
• 

  Est $196,622

  Not Listed For Sale

  70 Church St Unit A2, Canaan, CT 06018

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1990

  70 Church St Unit A2, Canaan, CT 06018

  Last Sold Summary

  • 48 Days On Market
• 

  

  /39

  $274,000

  $25K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,616 Sq Ft

  65 E Main St, Canaan, CT 06018

  Beautifully remodeled 2-bedroom Colonial in North Canaan! This 1,616 sq ft single-family home blends classic charm with modern updates. Set on a spacious 0.33-acre lot with a fenced yard and sloping landscape, the property offers 5 total rooms, 1 full bath, and an updated, bright interior featuring a cozy fireplace, fresh finishes, and contemporary touches throughout. Classic wood siding and a

  Alex King Lock and Key Realty, Inc

  65 E Main St, Canaan, CT 06018
• 

  $235,000

  Sold Mar 19, 2026

  24 E Main St, Canaan, CT 06018

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Below List Price
  • $196/SF
  • 59 Days On Market

  Current Estimated Value $238,411

  Last Listing Agent Victor Santana Santana Realty Group LLC

  24 E Main St, Canaan, CT 06018
• 

  Est $478,762

  Not Listed For Sale

  15 Marilyn Dr, Canaan, CT 06018

  • 4 Beds
  • 2.5 Baths
  • 2,162 Sq Ft
  • Built 1986

  15 Marilyn Dr, Canaan, CT 06018

  Last Sold Summary

  • 195 Days On Market

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