Canterbury Homes with Historic Antique Style

Welcome to Canterbury, Connecticut—a charming town nestled in the heart of Windham County, where history and natural beauty converge to create a truly enchanting living experience. With its roots dating back to the 17th century, Canterbury is steeped in rich history, offering a unique blend of antique charm and modern amenities.

As you stroll through the picturesque streets, you’ll be captivated by the stunning historic homes that line the avenues. Many of these residences showcase exquisite antique styles, reflecting the craftsmanship and architectural elegance of a bygone era. From stately Colonial houses to quaint Victorian cottages, each property tells a story of its own, inviting you to become part of Canterbury's ongoing narrative.

Living in Canterbury means embracing a lifestyle that values community and connection. The town boasts a tight-knit atmosphere, where neighbors become friends and local events bring everyone together. Enjoy leisurely afternoons exploring the scenic parks, hiking the nearby trails, or visiting the local farmer's market for fresh produce and handmade goods.

For those who appreciate the beauty of historic architecture, Canterbury offers a rare opportunity to own a piece of history. These homes not only provide character and charm but also promise a sense of belonging in a community that cherishes its past while looking forward to the future.

Whether you’re drawn to the rich history, the beautiful landscapes, or the welcoming spirit of the town, Canterbury is a place where you can truly feel at home. Come discover the magic of this delightful town and find your dream historic home today!

Newest Canterbury Homes with Historic Antique Style

$615,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180596 MLS

A rare 16-acre country property in Canterbury's Rural District - a private residence rich with timeless New England character, set on extraordinary grounds. The home pairs a 1934 original (stone foundation, knotty pine ceilings, deep farm-style kitchen) with a spacious 1989 addition featuring a double-sided fireplace, wide-plank floors, and a one-of-a-kind cut-out balustrade staircase. Configured with two residential units, it offers flexible living for an owner-occupant - live in one and enjoy the second as guest, family, or extended living space, or maintain the in-place tenancy. A separately permitted guest house (Section 10.1.5) provides additional owner-occupied flexibility for family, guests, or a home office; it is owner-occupied and not a year-round rental. The grounds are exceptional: two scenic ponds, a fenced paddock and open pasture, a versatile workshop with French doors, raised garden beds, a screened gazebo, a barn, and a collection of charming outbuildings. Currently home to horses, peacocks, and a duck. Recent updates include a new roof and chimney liner. Ideally suited to an owner-occupant seeking land, space, and a one-of-a-kind rural lifestyle - perfect for the equestrian or hobby-farm buyer. A truly singular offering you simply won't find twice.

189 Butts Bridge Rd, Canterbury

Start Your Search

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 2026 SmartMLS, Inc.