The Matthews TeamWilliam Raveis

The Matthews Team

North Canaan CT Real Estate

North Canaan is in the northwest corner of the state at the junctions of Route 44 and Route 7. The Canaan Railroad Station is the oldest railroad station in continuous service in the country. Children in grades K-8 attend K-8 North Canaan Elementary School. Browse all real estate and homes for sale in North Canaan, CT below. 

North Canaan Real Estate

Contact The Matthews Team at 860-868-0511 with any questions or to schedule a private tour.

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5 Elm Street North Canaan CT 06018

North Canaan, CT5 Elm Street

Price$684,900

Est. Mortgage: $/month

MLS Number 170455131

  • Single Family
  • Square Feet 4,852
  • Year Built 1810
  • Bathroom 3
  • Property Style Colonial

Ready and waiting for you to move right in and enjoy this spacious 1810 Colonial-style home, loaded with that New England charm! Sitting on 0.8 acres, with a breathtaking view of the Canaan Mountain, this home offers over 4,800 sq ft of living space. As you enter, you will instantly be in awe of the care and attention given to retain the home's original characteristics. This home boasts an extremely spacious living room with a fireplace & gorgeous hardwood floors. The living room flows beautifully into its formal dining room, with pocket doors, built-in cabinets, & a lovely fireplace-perfect for hosting holidays. The spacious eat-in kitchen, a library/office, gathering/game room, half bath, pantry, and storage room complete the main level. Head upstairs using the stunningly-crafted staircase to find the spacious master bedroom, with its own private balcony that allows you to sit & relax while enjoying the scenery. Six additional bedrooms and two full baths are also on the 2nd level. This home offers plenty of updates that blends its original characteristics with today's favorite features-newer windows and supplemented heating with propane fireplaces. Two additional gems include a historic carriage house and barn. The home's central location allows you to enjoy all that the area has to offer-hiking, biking, fishing, skiing, & more! The accessible Wassaic train station is just minutes away and provides an easy trip into NYC. Also listed as commercial, reference MLS# 170455981.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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176 Lower Road North Canaan CT 06024

MLS Number 170441326

  • Single Family
  • Square Feet 2,088
  • Bathroom 2
  • Property Style Colonial
  • Year Built 1825

Enjoy beautiful view of Canaan Mountain from this renovated circa 1825 home with new 56x56 insulated workshop. This 5 bedroom home sits on two nicely landscaped acres. Many newer upgrades include septic, roof, furnace, decking, water tank, appliances and front porch. First floor bedroom can also serve as office. A full bathroom on each floor - upstairs bathroom includes laundry hookups. Original wide board chestnut flooring. Pellet Stove in Living Room. Additional wood stove in basement. 23x22 deck facing the mountains. The large workshop was built in 2016. This is perfect for work and play! Large area upstairs can be finished for game room/office or potential living space. Workshop is well insulated and prepped for radiant heat All room sizes are approximate.

Listing Courtesy of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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76 South Canaan Road North Canaan CT 06018

MLS Number 170442286

  • Single Family
  • Square Feet 3,708
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1762

Built in 1762 and one of the first few homes to be built in North Canaan. This home is a total renovation project with great potential! Large home located next to a golf course also has commercial income with rental buildings. Large 2,880 sq ft. workshop is currently rented along with 5 attached garages that also provide income. Large two room former office is also attached to this house. Post and Beam house with original wide board flooring. Large rooms, 4 fireplaces. 4 bedrooms upstairs. Property contains 17+ acres - approximately four acres surround house and buildings and an additional 13 acre bird & wildlife sanctuary. This home will be spectacular once restored to it's original state. All room sizes are approximate.

Listing Courtesy of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Church Terrace North Canaan CT 06018

North Canaan, CT12 Church Terrace

Price$478,000

Est. Mortgage: $/month

MLS Number 170428663

  • Single Family
  • Square Feet 2,637
  • Bedrooms 4
  • Property Style Colonial
  • Year Built 1818

Affordability with lots of space and an in-ground pool in the Litchfield Hills! This move-in ready home offers generous rooms with well-maintained conditions both inside and out. Add newer replacement windows, abundant foam insulation, & a newer boiler & HWH to what you can see in the photos, and you have a complete package. The current owner has maintained historic period features and incorporated pleasant contemporary finishes inside, and the outside offers a recently-built, spacious 3 car garage, a 7-run dog kennel easily converted to a workshop or office, and a beautiful pool in a private setting. This home has been cared for, details have received love and attention, and this critically important fact shows throughout. Town water and sewer too! Close proximity to town, close proximity to nature, hiking trails, and recreation, and close proximity to all the wonderful entertainment and events that the Litchfield Hills and the Berkshires have to offer. This is a great opportunity; don't let it pass by...

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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277 Ashley Falls Road North Canaan CT 06018

MLS Number 170462585

  • Single Family
  • Square Feet 2,184
  • Year Built 2001
  • Bedrooms 2
  • Property Style Cape Cod

Currently occupied by a successful construction company, this building IS a warm and friendly home. The rooms are laid out nicely, with modern updates and contemporary styling. Ample parking, main road convenience, and a clean, neat environment means you're ready to move in! A simple wall and door could be added to the office space on the 2nd floor to make this a 3BR home. There are one full and one half baths, hardwoods floors, and a modern propane fireplace! Town water and sewer. One owner is a licensed real estate agent.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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278 Ashley Falls Road North Canaan CT 06018

MLS Number 170440852

  • Single Family
  • Square Feet 3,058
  • Bedrooms 5
  • Property Style Colonial
  • Bathroom 3

This 1805 colonial is set privately on top of a hill and surrounded by trees. A great weekend getaway, or a full-time home only 5 mins away from the Berkshires. Minutes from hiking, and 20 minutes from Catamount and Butternut ski resorts. With the Housatonic River in your backyard kayaking, tubing, and fly fishing can be a daily activity. For the investment savvy, the northeast corner/Berkshires is an Airbnb destination for New York city folk. Or live full time and make it into your dream home. Perfect for the DYIer 5 bedrooms and bathrooms, unlike many older homes, there is an abundance of walk-in closets. Wide-board hardwood floors throughout and new double-paned windows. The primary suite features a fireplace, two bedrooms, a walk-out porch, a full bathroom, and a private staircase. It also easily connects to the rest of the bedrooms on the second floor. The living room has two glass-paned doors that open up onto a covered patio. The flow between the oversized dining room with fireplace, living room, and eat-in kitchen offers great opportunities for entertaining. The main level includes a half bath and office. On the second floor, youll find a full bath, and two more bedrooms. There is an oversized post and beam 2 car garage, that could easily be made into a workshop with the preexisting underground electricity and plumbing. The 1.96 acres property can easily be subdivided along Rte 7 and Ashley Falls rd, or additional buildings could be added.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Browns Lane North Canaan CT 06024

MLS Number 170458612

  • Single Family
  • Square Feet 1,586
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1953

This 3 bedroom (potential 4th) ranch is nestled in the picturesque Berkshire Mountains surrounded by rolling corn fields & stunning sunrises and sunsets. This home was renovated down to the studs & town records are updated with assessor. The integrity of this contractor left no detail forgotten. The interior framing, insulation (double around the bathrooms for sound proofing.) furnace, central air are all new. The well was re-drilled and offers over 20 gallons of water a minute. The basement has a new fresh poured concrete floor and sump pump. The exterior has new Hardie siding, roof, windows, & gutters. The front steps will be fully refreshed prior to close & the front landscaping has been updated to low maintenance shrubs & grasses. The open floor plan showcases the gorgeous kitchen with a breakfast bar and granite countertops. Follow the sunlight into the living room or sun room and soak in the warmth. The upper level has loads of potential for a 4th bedroom, playroom, home office, or rec. room. Whether you're a first time homebuyer, looking to downsize, or simply right sizing, the versatility of this homes floorplan is marvelous. The backyard features a shed & spacious deck for outdoor entertaining. Please note that all measurements are estimated. A few details coming soon: Cabinets will have handles, shower will have glass, front steps & columns will be updated, all construction materials will be removed. Ask your agent for the complete list.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62 Granite Avenue North Canaan CT 06018

North Canaan, CT62 Granite Avenue

Price$375,000

Est. Mortgage: $/month

MLS Number 170438562

  • Multi Family Multi-Family For Sale
  • Square Feet 3,004
  • Year Built 1889
  • Bathroom 3
  • Bedrooms 7

This three apartment multi-family has a steady income stream. The building and grounds are well maintained with a small garage/shed as possible storage. Each apartment has separate utilities. There's a spacious yard with ample parking and each apartment has a private entrance. Heat is provided by an oil fired hot air system for the 1st floor unit, a propane fired hot water baseboard system for the 2nd floor unit, and zoned electric baseboard system for the 3rd floor unit. Town water and sewer. The apartments are fully occupied due to the location, on a convenient side street well within walking distance to town. One of the owners is a licensed real estate agent.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Old Turnpike Road South North Canaan CT 06024
Pending Continue to Show

MLS Number 170456040

  • Single Family
  • Square Feet 1,056
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1973

Newly renovated three bedroom ranch with 1.5 baths. Beautiful hardwood floors compliment a light filled open floor plan. Large kitchen area with butcher block countertops and stainless appliances. Sliding glass door leads to expansive deck with mountain views. Fully renovated lower level with an additional fireplace adds significant living space to this home - perfect for entertaining and optional home office space. 1/2 bath in lower level includes laundry room. Large yard with driveway that offers plenty of parking options. New roof, heating system and central air. Available for immediate occupancy. All room measurements are approximate.

Listing Courtesy of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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276 West Main Street North Canaan CT 06018

MLS Number 170416251

  • Single Family
  • Square Feet 1,430
  • Bathroom 2
  • Property Style Victorian
  • Bedrooms 3

1890 Victorian with charm. Perfect combination of peaceful neighborhood & walking distance (0.4 miles) to town & amenities. Circular paved driveway to spacious backyard w/ mature plantings & fenced in garden. Large barn w/ ample storage, 2 car garage & tool shed. Enjoy your morning coffee in the downstairs screened in, 3 season porch. Country Kitchen, DR & LR w/ oversized windows providing ample sunlight, 1/2 bath off kitchen, washer & dryer in basement. Inviting front porch, upstairs 3 BR, full bath. Master BR newly constructed w/ cathedral ceiling. Upstairs sitting area & a 2nd screened in porch. Walk up attic. At one point, was a 2 family home w/plumbing, electrical & separate entrance w/potential to convert back to 2 family if desired. Adjacent to North Canaan Town Hall & Elementary School. Close proximity to Community Pool, Canaan Country Club, Private Schools - Indian Mountain, Hotchkiss, Salisbury & Berkshire. Mass border 6 miles away. Desirable price, location, & value.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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84 Orchard Road North Canaan CT 06018
Pending Continue to Show

MLS Number 170430870

  • Single Family
  • Square Feet 1,613
  • Bathroom 2
  • Year Built 1955
  • Bedrooms 3

Village Home Simplicity - This in-town 3-Bedroom home with a deck overlooking its beautiful gardens and yard is ideally sited in the village of North Canaan. A graceful entry foyer opens to a large Living Room with propane Fireplace and beautiful sunlight. A Kitchen, overlooking the backyard joins the Dining Room and Outdoor Dining Deck, and Half Bath in the back of the home. Upstairs there are three bedrooms and a Full Bath. A walkout basement with Laundry, Garage, and storage space complete the lower level.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 Prospect Street North Canaan CT 06018

North Canaan, CT30 Prospect Street

Price$299,000

Est. Mortgage: $/month

MLS Number 170438289

  • Single Family
  • Square Feet 1,620
  • Property Style Colonial
  • Bedrooms 3
  • Year Built 1860

Nicely maintained three bedroom Colonial with large fenced in yard. This 1860 Colonial has open, spacious rooms with exposed beams. Full bath on first and second floor. Open kitchen with island/breakfast bar and separate dining room. Three large bedrooms with a full bath upstairs. Large covered porch is perfect for relaxing. One car garage and separate shed/workshop. Newer Buderus furnace. Town water and sewer. Located near the downtown area and elementary school. Room sizes are approximate.

Listing Courtesy of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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