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North Canaan, CT Homes for Sale

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  • /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!

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 609-6471

    0 Old Turnpike Rd N, Canaan, CT 06018
  • /3

    $1,195,000 Coming Soon

    • 6 Beds
    • 2.5 Baths
    • 4,753 Sq Ft

    143 E Canaan Rd, East Canaan, CT 06024

    Exceptional country estate on 16.65 pristine acres offering the ultimate in luxury, privacy, and convenience. This remarkable North Canaan property features rare amenities including a private helipad for seamless arrivals and a car collector's dream garage-ideal for automotive enthusiasts. Inside, the chef's kitchen with commercial prep area is an entertainer's paradise, designed to accommodate

    Phil Fox William Pitt Sotheby's Int'l

    143 E Canaan Rd, East Canaan, CT 06024
  • /6

    $120,000

    • 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
  • /28

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,750 Sq Ft

    26 Granite Ave, Canaan, CT 06018

    This North Canaan home in town boasts a spacious Main Home along with a Guest House situated on a 1.32-acre lot. The 5-Bedroom Main House is bathed in sunlight and features a lovely flow on the main floor that seamlessly connects a formal Living Room with a fireplace, a Media Room, an Office, the Dining Room, and a Kitchen with a Breakfast Bar that overlooks the backyard. The generous ceiling

    Holly Leibrock Elyse Harney Real Estate

    26 Granite Ave, Canaan, CT 06018
  • /39

    $274,000

    • 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
  • /17

    $359,900

    • 2 Beds
    • 2 Baths
    • 2,127 Sq Ft

    277 Ashley Falls Rd, Canaan, CT 06018

    A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the

    John Harney William Pitt Sotheby's Int'l

    277 Ashley Falls Rd, Canaan, CT 06018

Why Live in North Canaan

North Canaan, Connecticut, is a small town with a rich history dating back to the 1700s, experiencing significant growth during the railroad boom of the mid-1800s. The town features a mix of historic homes from the mid-1700s and newer Cape Cod and ranch-style houses. Downtown Canaan, the village area, is characterized by Victorian-era residences with wide lawns and tall oaks, while the outskirts offer homes on multi-acre lots with private wells and septic systems. North Canaan Elementary School and Housatonic Valley Regional High School are highly rated public schools, and nearby private institutions like Salisbury School and The Hotchkiss School also receive top marks. Dining options in Canaan include Industry Kitchen & Bar, Picante’s, and Blackberry River Bistro, with cafes like Ilse Cafe & Roastery offering morning treats. For shopping, Stop & Shop serves as the main grocery store, with additional markets selling local produce and crafts. Recreational opportunities abound with youth programs, Bunny McGuire Park, and nearby hiking trails such as the Appalachian Trail and Campbell Falls State Park Reserve. Annual events like Old Railroad Days and the North Canaan Parade of Lights foster a strong sense of community. While freight trains still pass through, most residents rely on cars for travel, with access to U.S. routes 7 and 44. Local industries include a limestone quarry, dairy farms, and a Becton Dickson manufacturing plant, with Sharon Hospital and Bradley International Airport providing nearby services.

Frequently Asked Questions

What are the most popular zip codes in North Canaan, CT?
The most popular zip codes in North Canaan, CT include 06018, 01222, 01259, 06031 and 01257.
How are the schools in North Canaan, CT?
North Canaan, CT has highly rated public and private schools. Some of the best schools in North Canaan based on Niche Grades are Salisbury School, North Canaan Elementary School and Lee H. Kellogg School. Browse all the schools in North Canaan, CT to learn more.
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