27 Tobey Hill Road, North Canaan, CT 06018

Local realty services provided by:ERA Treanor Real Estate
27 Tobey Hill Road,North Canaan, CT 06018
$649,000
  • 5 Beds
  • 3 Baths
  • 3,436 sq. ft.
  • Single family
  • Pending
Listed by:tommy connors
Office:redfin corporation
MLS#:24100923
Source:CT

Price summary

  • Price:$649,000
  • Price per sq. ft.:$188.88

About this home

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

Contact an agent

contact an agent

Yes, I would like more information from ERA®. Please use and/or share my information with an ERA affiliated agent to contact me about my real estate needs. By clicking Send message, I agree an ERA affiliated agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1790
  • Listing Id #:24100923
  • Added:69 day(s) ago
  • Updated:August 14, 2025 at 10:42 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:3
  • Full bathrooms:1
  • Half bathrooms:2
  • Living area:3,436 sq. ft.

Heating and cooling

  • Cooling:Window Unit
  • Heating:Hot Water

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1790
  • Building area:3,436 sq. ft.
  • Lot area:3.88 Acres

Schools

  • High school:Housatonic
  • Middle school:Per Board of Ed
  • Elementary school:North Canaan

Utilities

  • Water:Private Well

Finances and disclosures

  • Price:$649,000
  • Price per sq. ft.:$188.88
  • Tax amount:$9,142 (July 2025-June 2026)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.