Canaan, CT homes for sale & real estate

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ABOUT THIS HOME
Canaan, CT Homes for Sale
First Time on the Market Since 1963! Well-maintained Cape conveniently located close to town with town water and sewer. Features include a living room with fireplace and woodstove insert, dining room with bay window, kitchen, den, full bath, and laundry on the first floor. Upstairs offers three bedrooms and a full bath with a charming clawfoot tub. Enjoy the front porch and large detached two-car garage. Shared driveway. Roof approximately 10 years old. Don't miss this opportunity! Room sizes are approximate

$299,000

3 beds2 baths1,308 sq ft

58 E Main St, Canaan, CT 06018

Front porch • Woodstove insert • 0.34 acre lot

ABOUT THIS HOME
Canaan, CT Homes for Sale
Welcome to 65 E Main Street, nestled in the quiet, close-knit town of North Canaan, in the northwest corner of Litchfield County, at the foothills of the beautiful Berkshire Mountains. This charming countryside retreat offers the perfect blend of comfort, convenience, and natural beauty. Whether you're searching for a cozy primary residence or a serene weekend getaway, this home provides a peaceful escape from the hustle and bustle of everyday life. Step outside onto your backyard deck, where you can unwind among the trees and enjoy the tranquility of nature. Outdoor enthusiasts will love the nearby hiking trails, Bunny McGuire Park, fishing along the Housatonic River, and scenic Campbell F

$249,900

2 beds1 bath1,616 sq ft

E Main St, Canaan, CT 06018

Newer appliances • Backyard deck • Updated kitchen

FLOOR PLAN

ABOUT THIS HOME
Canaan, CT Homes for Sale
Charming Colonial situated on a quiet, private street in North Canaan, just a short walk to town. Recently updated, this inviting home offers four bedrooms and 1.5 baths, blending classic character with modern improvements. Beautiful old hardwood floors run throughout, adding warmth and charm. Recent upgrades include all new windows, a new entryway, and spray foam insulation in the attic for improved energy efficiency. Outside, a level, private backyard provides a wonderful setting for outdoor entertaining, gardening, or simply relaxing. A lovely home in a convenient location, offering the perfect combination of classic New England charm and modern comfort.

$395,000

4 beds1 bath1,396 sq ft

41 Reed St, Canaan, CT 06018

Recent upgrades • Level backyard • Private street

ABOUT THIS HOME
Canaan, CT Homes for Sale
Welcome to 37 Foote Avenue! Tucked away on a quiet dead-end street just minutes from downtown Canaan, this spacious 5-bedroom, 2.5-bath home offers 2,276 square feet of living space on a 0.39-acre lot. Featuring an updated kitchen and bathrooms, this home combines modern improvements with warmth, character, and plenty of potential. A wood stove provides an additional source of heat, while convenient main-level laundry adds to the home's functionality. The walk-up attic, already equipped with electricity, offers excellent potential for additional living space, a home office, or recreation area, subject to necessary approvals. Outside, a detached two-car garage provides ample parking, storage

$489,900

3 beds2.5 baths2,276 sq ft

37 Foote Ave, Canaan, CT 06018

Near downtown canaan • Updated kitchen • Main-level laundry

ABOUT THIS HOME
Canaan, CT Homes for Sale
Welcome to this beautifully renovated and professionally decorated 3-bedroom, 2-full-bath ranch, offering the perfect combination of style, comfort, and easy one-level living! Thoughtfully updated throughout, this home features a spacious, flowing floor plan, abundant closet space, and tasteful finishes that create a warm and inviting atmosphere. The beautifully landscaped, level lot provides a wonderful setting for outdoor enjoyment, while the gorgeous rear stone patio is perfect for entertaining or simply relaxing. Recent improvements include new appliances, new windows, a new oil burner, updated electrical panel, totally renovated bathroom, and the addition of a third bedroom, adding val

$499,000

3 beds2 baths1,937 sq ft

53 Orchard Rd, Canaan, CT 06018

Spacious floor plan • Rear stone patio • Landscaped lot

Property at 50 New St, Canaan, CT 06018, 3 beds, 2 baths

$550,000

3 beds2 baths1,638 sq ft

50 New St, Canaan, CT 06018

Property at 125 S Canaan Rd, Canaan, CT 06018, 3 beds, 2.5 baths

$469,000

3 beds2.5 baths1,720 sq ft

125 S Canaan Rd, Canaan, CT 06018

Property at 287 W Main St, Canaan, CT 06018, 3 beds, 1 bath

$320,000

3 beds1 bath1,784 sq ft

287 W Main St, Canaan, CT 06018

Property at 35 Emmons Ln, Canaan, CT 06018, 4 beds, 3.5 baths

$1,135,000

4 beds3.5 baths2,460 sq ft

35 Emmons Ln, Canaan, CT 06018

Property at Trescott Hill Rd, North Canaan, CT 06018

$195,000

Land14.89 acres (lot)

Trescott Hill Rd, North Canaan, CT 06018

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ABOUT THIS HOME
Canaan, CT Homes for Sale
Enjoy easy one-level living in this set-back-from-the-road home! Featuring 2 bedrooms, 1.5 baths, an eat-in kitchen, comfortable living room, and convenient mudroom. Additional highlights include owned solar panels, updated windows, newer appliances, a basement with hatchway, and a one-car garage. Nice yard offers room to relax and enjoy the outdoors! All room sizes are approximate.

$385,000

2 beds1.5 baths1,190 sq ft

203 Canaan Rd, Ashley Falls, MA 01222

Updated windows • Newer appliances • Owned solar panels

ABOUT THIS HOME
Canaan, CT Homes for Sale
Blackberry River Oasis! With 1,100 feet of frontage on the Blackberry River and thousands of acres of protected state land as its backdrop, Stirling Farm offers a rare sense of privacy and tranquility. Cross a charming bridge with views of historic Beckley Furnace and its rushing spillway, then follow a private drive to a circa 1890 farmhouse nestled in a sunlit meadow. The home offers 3 bedrooms, 2 baths, and 1,500 square feet of living space. An updated kitchen with stainless steel appliances and a six-burner gas range complements original fir floors rich with patina, while a native stone fireplace anchors the spacious living room. Full of character and ready for its next chapter, the hom

$575,000

3 beds2 baths1,496 sq ft

136 Lower Rd, East Canaan, CT 06024

Circa 1890 farmhouse • Updated kitchen • Protected state land

VIDEO TOUR

ABOUT THIS HOME
Canaan, CT Homes for Sale
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 room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its fu

$279,000

3 beds2 baths2,004 sq ft

335 Norfolk Rd, East Canaan, CT 06024

Flexible layout • Two-family home • Screened porch

3D WALKTHROUGH

ABOUT THIS HOME
Canaan, CT Homes for Sale
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 cozy study with a stunning stone hearth. The kitchen includes an informal dining area and plenty of storage, making it perfect for both everyday meals and entertaining. It is a chef's delight. Dual ovens w air fryer, induction cook top, stainless hood and a natural live edge wood top. Step outside to

$799,000

5 beds3.5 baths3,752 sq ft

11 College Hill Rd, Canaan, CT 06018

Screened-in porch • Hot tub • Tranquil backyard

ABOUT THIS HOME
Canaan, CT Homes for Sale
A DRILLED WELL, A COMPLETE 6 BEDROOM SEPTIC SYSTEM, A HORSE BARN AND A SHED COMES WITH THIS FABULOUS 42 PLUS ACRE PARCEL. BEAUTIFUL STONE WALLS SURROUND THE BUILDING SITE AND ACROSS FROM PROTECTED LAND

$1,200,000

Land42.50 acres (lot)

155 Canaan Valley Rd, Southfield, MA 01259

Shed • Protected land • Stone walls

Average home prices near Canaan, CT

Cities

Zip Codes
Minor Civil Divisions

06018 homes for sale
$472,000

Canaan, CT real estate trends

All Home Types trends in Canaan, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$334,841

-11.1% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Canaan, CT

$334,841

-11.1%

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