Canaan Real Estate

Welcome to Canaan, Connecticut, a hidden gem nestled in the heart of Litchfield County. Known for its picturesque landscapes and small-town charm, Canaan offers a unique blend of rural tranquility and vibrant community spirit. This quaint town, often referred to as the "Gateway to the Berkshires," is surrounded by the stunning natural beauty of the Appalachian Trail and the Housatonic River, making it an ideal destination for outdoor enthusiasts and nature lovers alike.

Canaan boasts a rich history, with roots dating back to the 18th century. The town's historic architecture, including beautifully preserved homes and buildings, reflects its storied past and adds to its quaint allure. Residents and visitors can enjoy a leisurely stroll through the charming downtown area, which features local shops, cozy cafes, and artisanal markets that showcase the talents of local artisans.

For families, Canaan offers a tight-knit community with excellent schools and recreational facilities, ensuring a nurturing environment for children to grow and thrive. The town hosts various events throughout the year, from seasonal festivals to farmer’s markets, fostering a strong sense of community and connection among residents.

With its convenient location, Canaan is just a short drive away from larger cities like Hartford and Albany, providing easy access to urban amenities while still enjoying the peacefulness of rural living. Whether you’re looking to settle down or invest in a vacation home, Canaan, CT, offers an enchanting lifestyle that beautifully balances nature, history, and community. Come discover the charm of Canaan—your new home awaits!

Newest Listings in Canaan

$225,000

24194621 MLS

Beautiful 6.67 +- Acre parcel offers a private retreat setting surrounded by towering evergreens off a quiet town maintained road in desirable Falls Village, CT. Enjoy serene seclusion and natural beauty without isolation. This is a perfect location for building your dream home or weekend getaway. With unmatched privacy, this property offers a peaceful escape yet is accessible to local amenities. A special feature of this parcel is the shared driveway already in place to make access easy to start to build on the parcel. This shared drive does NOT influence the privacy of this site at all. Perc and deep hole testing was done but will need to be reviewed by the health department and or redone prior to building. The location is perfect for those who like to be at the gateway to the Berkshires and to enjoy all that Litchfield County has to offer!

100 Johnson Rd, Canaan

$389,000

24194489 MLS

Build Your Dream Home in the Heart of Litchfield County Discover the possibilities on this beautiful 19.09-acre parcel located on scenic Music Mountain Road in Canaan (Falls Village). Nestled in one of northwestern Connecticut's most picturesque settings, this private, wooded property offers the perfect canvas to create your custom home or country retreat. Situated in the R80 residential zone, the parcel features mature trees and a natural landscape, providing exceptional privacy and the opportunity to design your homesite to maximize the beauty of the surrounding countryside. Whether you envision a year-round residence or a peaceful weekend escape, this expansive property offers the space and tranquility you've been searching for. Enjoy the charm of nearby Falls Village, the Housatonic River, hiking trails, Music Mountain, and the many cultural and recreational amenities that make Litchfield County one of Connecticut's premier destinations. Convenient to Great Barrington, Salisbury, Norfolk, and the Berkshires. Bring your vision and explore the endless possibilities this exceptional 19.09-acre parcel has to offer. Buyer to conduct their own due diligence regarding permitted uses, site improvements, and approvals.

Music Mountain Rd, Canaan

$99,900

24188551 MLS

Looking to build your dream home? This 4 Acre property is level, lightly wooded and located in an area with fine homes. A beautiful county setting!

62 Rte 126, Canaan

$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

167 Beebe Hill Rd, Canaan

$195,000

24184827 MLS

This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. Hardly any clearing required. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

198-4 Beebe Hill Rd, Canaan

$185,000

24184821 MLS

This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

198-3 Beebe Hill Rd, Canaan

$595,000

24184815 MLS

This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed, and you don't have to hike to be amazed by the primary home location with the view. Most pictures are taken from ground level and only 15' up (the average height of a second floor). More photos available on request. Assessed value and taxes are TBD because this is a new subdivision.

198-2 Beebe Hill Rd, Canaan

$725,000

24184809 MLS

This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into Massachusetts to the north and west and New York state to the west and south. No view clearing is needed, and you don't have to hike to be amazed by the primary home site. Most pictures are taken from ground level and only 15' up (the average height of a second floor). This is a must see - more photos available on request. Assessed value and taxes are TBD because this is a new subdivision.

198-1 Beebe Hill Rd, Canaan

$650,000

2 Baths ⋅ 24113779 MLS

This well-maintained 2183 sq ft commercial building is home to the Falls Village Post Office and offers a secure long-term investment with a 5-year lease currently in place. Located in the charming and walkable town center, the property features a lobby, private office, two restrooms, a large shipping and receiving area, and a loading dock. Paved parking provides easy access for customers and deliveries. A solid, low-maintenance addition to any investment portfolio!

5 Miner 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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