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North Canaan, CT Homes for Sale

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  • /25

    $325,000

    • 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
  • /29

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    77 Clayton Rd, Canaan, CT 06018

    Beautifully Maintained Colonial with Outdoor Oasis! This well-kept Colonial offers three bedrooms, two full baths, and a wonderful balance of indoor comfort and outdoor enjoyment. The first floor features a bright kitchen with a 6-burner Viking stove, a formal dining room with sliders leading to the deck and gazebo, a spacious living room, and a full bath with laundry. A large, dry basement

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 775-6152

    77 Clayton Rd, Canaan, CT 06018
  • /29

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,316 Sq Ft

    91 Main St, Canaan, CT 06018

    91 Main Street in Falls Village, CT is a gracious antique with stately front doors leading into a cozy foyer. To your left is a spacious Living Room with 9 ft ceiling height, dental molding, a fireplace, beautiful antique wide floor boards and French doors leading to a stone patio. The over-size windows invite in light while built in book cases and a seating area near the French doors offer a

    Mary Taylor William Pitt Sotheby's Int'l

    91 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 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 spaces can

    Christopher Virtuoso KW Legacy Partners

    26 Granite Ave, Canaan, CT 06018
  • /33

    $1,285,000

    • 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
  • /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, 01222, 01259, 01257 and 06031.
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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