27 Tobey Hill Rd North Canaan, CT 06018
Property details
About 27 Tobey Hill Rd
Nestled in the foothills of the Berkshires on a quiet country road, this circa 1790 colonial, "The Tobey House," awaits its new stewards! This special property features authentic period details & is sited on a majestic 3.88 acre lot with direct access to the waterfalls at Campbells Falls. The sprawling, versatile floorplan is the perfect canvas to bring your antique Pinterest board to life! With windows in all the right places, the home is awash in natural light that perfectly showcases the rich patina of the wide plank flooring and rustic detailing throughout. Entering the architect-designed kitchen, you'll take a deep breath: this is truly a HOME. Cabinet packed with a large granite island overlooking one of 7 (4 functional) original fireplaces, it creates the perfect command center. Built-in enthusiasts will marvel at the absolutely stunning carpentry in every room. An XL dining room flows seamlessly into a charming den. The lovely center hall provides access to the ultimate work from home wing, guest room with ensuite 1/2 bath, & a fantastic covered porch overlooking the pastoral grounds, former pool area w hookups still intact, & massive barn. Upstairs, the capacious primary BR is adorned with hand-stenciled walls. 2 addl well sized BRs share a massive full bath w laundry. Ideal location on MA line - the perfect launch point to enjoy the best of the Berkshires & NW corner. This home's rich heritage is ready to converge with your next chapter: a dream homestead beckons!
Highlights
Virtual tour
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 1
- Appliances: Microwave, Refrigerator, Dishwasher, Washer, Dryer
- Basement: Yes
- Total Bedroom Count: 5
- Garage Space: 1 space
- Attached Garage: No
- Private Pool: No
- Parking: Detached Garage
- View: Trees/Woods
- Architectural Style: Colonial
- Heating: Hot Water
- Cooling: Window Unit(s)
- List Price: $649,000
- Price/SqFt: $188
- Lot: Wooded, Level
- Directions: Please use GPS.
- Year Built: 1790
- Living Area: 3,436 SqFt
- Lot Size: 3.88 Acres
- MLS Number: 24100923
- Office Name: Redfin Corporation
- Office Phone: (203) 349-8711
- Office Email: Tommy.connors@redfin.com
- Listing Agent: Tommy Connors
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Last updated on: 6/18/2025, 6:45:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$649,000
27 Tobey Hill Rd
$7,707
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Price information
Property sales
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Nearby schools
7
Undermountain Elementary
Public District PK-6
7.9 mi
•491 Berkshire School Rd
5
Pearson School
Public District 3-6
12.2 mi
•2 Wetmore Ave
7
Muddy Brook Regional Elementary School
Public District PK-4
14.8 mi
•318 Monument Valley Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $48,892. Most North Canaan, CT residents have annual incomes between $35k-100k. The majority of families are single, no kids. Residents of this area typically have high school diploma education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dick's Sporting Goods
Dillards
Wal-Mart
Where do the neighbors go to eat?
Texas Roadhouse
Cracker Barrel
Hardee's
What do the neighbors drive?
Subaru
Cadillac
Ram
What do the neighbors listen to?
New Country
News/Talk/Information
Classic Country
Frequently asked questions
About 27 Tobey Hill Rd
The listing price of 27 Tobey Hill Rd property is $649,000.
The property 27 Tobey Hill Rd is a house located in North Canaan, Connecticut, 06018.
Active Listing: 27 Tobey Hill Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 27 Tobey Hill Rd are: Undermountain Elementary (GreatSchools Rating 7/10), Pearson School (GreatSchools Rating 5/10), Muddy Brook Regional Elementary School (GreatSchools Rating 7/10), North Canaan Elementary School (GreatSchools Rating 8/10), Salisbury Central School (GreatSchools Rating 7/10), Northwestern Regional Middle School (GreatSchools Rating 9/10), Mt. Everett Regional School (GreatSchools Rating 6/10), Housatonic Valley Regional High School (GreatSchools Rating 5/10), Explorations (GreatSchools Rating 1/10).
The property at 27 Tobey Hill Rd has 5 bedrooms and 1 full and 2 half bathrooms.
The property 27 Tobey Hill Rd is 3,436 SqFt (source: MLS/tax record).
The year of construction for 27 Tobey Hill Rd is 1790.
This home is located at 27 Tobey Hill Rd in North Canaan, CT and zip code 06018. This 3,436 square foot home, which was built in 1790, sits on a 3.88 acre lot. Features: 5 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 6, 2025 and is currently priced at $649,000.