10

North Canaan, CT Homes for Sale

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  • /25

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    182 Church St, Canaan, CT 06018

    Welcome to this classic 3-bedroom Colonial, ideally situated on the outskirts of town yet just a short stroll to the sidewalk district. This home blends timeless charm with functional living spaces, perfect for families or anyone looking for a comfortable setting with easy access to town amenities. Step inside to discover hardwood floors that flow throughout the home, adding warmth and character

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 295-3073

    182 Church St, Canaan, CT 06018
  • /22

    $369,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    246 Ashley Falls Rd, Canaan, CT 06018

    Welcome to this Spacious 4-bedroom, 2-bathroom Colonial offering 2,214 sq. ft of inviting living space on a .44-acre in-town lot in the heart of North Canaan. Step inside to a spacious country kitchen, perfect for family gatherings. The bright and airy floor plan features multiple living areas with plenty of natural light and traditional charm throughout. Upstairs, you will find generous

    Roberta Green Elyse Harney Real Estate

    246 Ashley Falls Rd, Canaan, CT 06018
  • /13

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    41 Prospect St, Canaan, CT 06018

    Looking for small town charm, a country home, investment property or weekend retreat? This one level, three bedroom, two bath home is waiting for your creative vision. Situated on a quiet street, filled with natural light, hardwood flooring, enclosed front porch and detached garage. Just minutes to local shops, short drive to the Berkshires and a great location for outdoor enthusiasts. This home

    Dawn Sanderson Northwest CT Realty

    41 Prospect St, Canaan, CT 06018
  • /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
  • /17

    $375,000

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

    10 College Hill Rd, Canaan, CT 06018

    Privacy and Winter Views - This is a sweet Cape at the end of a private road. Features include a large Great Room with Living Room, Dining Area, and Kitchen, plus Mudroom with half Bath. The Primary Bedroom is on the Main Floor with Full Bath and walk-in closet, and 2 additional Bedrooms and a Full Bath are on the Second Floor. A large finished Family Room on the Lower Level with a Full Bath /

    Juliet Moore Elyse Harney Real Estate

    10 College Hill Rd, Canaan, CT 06018
  • /39

    $289,000

    • 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
  • /34

    $679,000

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

    19 Ryan Ave, Canaan, CT 06018

    This stunning 2,299 sq ft log cabin-inspired Beaver Mountain home on 4.42 private acres in North Canaan has been meticulously cared for by its original owners. Built in 2005, this exceptional property showcases rustic charm with modern comfort while delivering breathtaking panoramic views across the rolling Litchfield Hills. Featuring 2 bedrooms, den, loft, 2.5 baths, soaring timber details, and

    Phil Fox William Pitt Sotheby's Int'l

    19 Ryan Ave, Canaan, CT 06018
  • /26

    $699,000

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

    26 Granite Ave, Canaan, CT 06018

    Welcome to a circa 1882 Victorian home nestled on a picturesque street in the heart of Canaan, CT. This exceptional INVESTMENT property set on 1.32 acres, offers a rare blend of historic elegance and contemporary living. The main residence boasts 4 bedrooms and 3 full baths. Step inside to discover three gracious first-floor parlors, adorned with original architectural details. These versatile

    Christopher Virtuoso KW Legacy Partners

    26 Granite Ave, 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
  • /35

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    1460 Ashley Falls Rd, Sheffield, MA 01257

    Stunning contemporary sanctuary in Ashley Falls offering perfect blend of modern design & natural surroundings. 3BR/2.5BA residence bathed in natural light. The first floor features a comfortable den, eat-in kitchen and gracious living room with marble wood burning fireplace. A thoughtfully designed floor plan flows seamlessly to outdoor spaces including large deck for al fresco dining &

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1460 Ashley Falls Rd, Sheffield, MA 01257

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, 06754, 01222, 01259 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 Lee H. Kellogg School, North Canaan Elementary School and Northwestern Regional High School. Browse all the schools in North Canaan, CT to learn more.
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