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North Canaan, CT Homes for Rent

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  • /23

    $2,800 per month

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft
    • House for Rent

    37 Greene Ave, Canaan, CT 06018

    This desirable, fully furnished 3-bedroom rental nestled in a quiet corner of Litchfield County is available this fall, September 1, 2025 - June 30, 2026, for an academic rental season. Bright and tastefully decorated, this home is a peaceful retreat offering comfortable country living. This home features a fully equipped, spacious kitchen, ideal for entertaining, cozy living, and dining areas

    Roberta Green Elyse Harney Real Estate

    37 Greene Ave, Canaan, CT 06018
  • /23

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • House for Rent

    11 Raymond Ave, Canaan, CT 06018

    Located down a quiet country road on the border of North Canaan and Salisbury, this meticulously maintained 2-bedroom Cape is available for annual lease. Pull into the covered carport and enter through the mudroom, complete with generous storage and a dedicated laundry area. The open kitchen offers a new dishwasher, ample space for a dining table, and features large sliding glass doors that lead

    Brierley Hannan William Pitt Sotheby's Int'l

    11 Raymond Ave, Canaan, CT 06018
  • /19

    $3,300 per month

    • 1 Bed
    • 1.5 Baths
    • 1,900 Sq Ft
    • House for Rent

    174 Weatogue Rd, Salisbury, CT 06068

    Enjoy a unique retreat at the Lodge! This fully furnished rental boasts a large open floor plan that includes kitchen/dining area, seating area in front of large stone fireplace, sleigh bed, tv area and a beautiful custom bar. One full bath and one half bath. Plenty of space for a gathering or just a few. Vacation at the Lodge and enjoy the beauty of the Northwest Corner of Connecticut.

    Wendy Eichman Raynard & Peirce Realty,LLC

    174 Weatogue Rd, Salisbury, CT 06068

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.

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