Canaan Homes for Sale

Canaan Homes for Sale

Welcome to Canaan, Connecticut—a hidden gem nestled in the picturesque Litchfield County. Known for its serene landscapes and charming small-town vibe, Canaan offers a unique blend of rural beauty and community spirit. Surrounded by rolling hills and lush greenery, this quaint town is perfect for those seeking a peaceful retreat from the hustle and bustle of city life.

Canaan boasts a rich history, with its roots dating back to the 18th century. The town’s historic architecture, coupled with its vibrant local culture, creates an inviting atmosphere for residents and visitors alike. Enjoy leisurely strolls down tree-lined streets, explore local boutiques, or savor a meal at one of the delightful eateries that dot the area. Outdoor enthusiasts will revel in the abundance of recreational opportunities, from hiking and biking to fishing in the nearby Housatonic River.

For those considering making Canaan their home, you’ll be pleased to discover a variety of homes for sale that cater to diverse tastes and lifestyles. Whether you’re looking for a cozy cottage, a charming colonial, or a spacious modern home, Canaan has something to suit every preference. Many properties are set on generous lots, offering ample space for gardening, entertaining, or simply enjoying the tranquility of nature.

With its welcoming community, stunning scenery, and a range of housing options, Canaan is an ideal place to call home. Explore our listings today and take the first step toward your dream home in this enchanting corner of Connecticut!

Newest Canaan Homes for Sale

$2,300,000
4 Beds ⋅ 3 Baths ⋅ 24187424 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

167 Beebe Hill Rd, Canaan
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 24187539 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan
$595,000
2 Beds ⋅ 2 Baths ⋅ 24182277 MLS
This jewel box is small but mighty! Set on a lovely side street, this 1870 home has recently undergone a down-to-the-studs renovation. Every wall was opened up, allowing for all-new plumbing, electrical, insulation, and roofing. The interior was reimagined to create dramatic yet inviting spaces, like the entertaining kitchen featuring a waterfall-edge marble island, induction range with pot filler, and an exposed beamed ceiling. Designed to feel like a seamless part of the living space, a hidden "prep" kitchen houses the sink, additional appliances, and storage, keeping the mess completely out of view. The soaring ceiling of the living room is an unexpected find in a home of this footprint. A wall of windows and French doors fills the room with light, taking in the large yard and accessing the patio for summer soirees around the fire pit. The first-floor bedroom, currently used as a cozy den, also features a lovely exposed beam ceiling and sits adjacent to a full bath. Upstairs, the entire second floor encompasses a large bedroom suite. It currently features a half bath, with plenty of room to easily add a tub, shower, or both to create a custom en-suite. Down in the basement, a fresh concrete floor was poured and all mechanicals are brand new. This property offers all the charm and character of a historic home with none of the headaches!

13 Prospect St, Canaan
$745,000
3 Beds ⋅ 2 Baths ⋅ 24092839 MLS
Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor adventure. As you step inside, the home's expansive windows frame the picturesque landscape, inviting the beauty of the surrounding woodlands and river into every room. the home features a modern design with 3 well-appointed bedrooms and 2 baths. . The deck is the perfect vantage point for observing the river's twists and turns forming natural swimming and fishing holes. Anglers will delight in the proximity to the Hollenbeck Club, with the benefit of a stocked preserve of trout migrating downriver to your doorstep. Located in the picturesque town of Falls Village, this property is a rare offering that combines the best of contemporary living with the allure of a natural paradise. Don't miss the opportunity to own this enchanting riverside retreat.

185 Rte 63, Canaan
$925,000
2 Beds ⋅ 2 Baths ⋅ 24125672 MLS
Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The thoughtfully designed interior features a spacious kitchen with high-end appliances and a wood-burning fireplace, complemented by an attached greenhouse perfect for year-round gardening. The generous, light-filled living room provides direct access to the professionally designed gardens, while a versatile library could easily serve as a first-floor primary bedroom adjacent to a full bathroom. Upstairs, two additional bedrooms share an oversized bathroom, with a walk-up attic offering abundant storage space. The property's outdoor spaces are equally compelling, highlighted by a charming sunken garden bordered by boxwood trees that creates an ideal setting for entertaining. A crushed stone entrance marked by espaliered apple and pear trees sets the tone for this special retreat. Multiple outbuildings provide endless possibilities for workshops, studios, or additional storage. This exceptional property sits above the magnificent Great Falls and enjoys proximity to the Housatonic River and Appalachian Trail, with convenient access to Metro North for commuters.

163 Dublin Rd, Canaan
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