North Canaan Homes for Sale

North Canaan Homes for Sale

Welcome to North Canaan, Connecticut—a hidden gem nestled in the heart of Litchfield County. This charming town is a perfect blend of rural tranquility and vibrant community life, making it an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city living. With its picturesque landscapes, North Canaan offers stunning views of the surrounding hills and lush greenery, creating a serene backdrop for your new home.

North Canaan is steeped in history, boasting a rich heritage that dates back to the 18th century. The town is known for its warm, welcoming atmosphere and tight-knit community, where neighbors become friends and local events bring everyone together. Enjoy exploring the quaint downtown area, filled with unique shops, delightful eateries, and cultural attractions that reflect the town's character.

For those seeking a new home, North Canaan has a variety of properties available for sale. From charming historic homes with character to modern residences equipped with all the amenities you desire, there’s something for everyone. Whether you’re looking for a cozy cottage or a spacious family home, the real estate options here cater to diverse lifestyles and budgets.

In addition to its beautiful homes, North Canaan offers access to outdoor activities, including hiking, biking, and fishing, making it a haven for nature lovers. With excellent schools, friendly neighbors, and a strong sense of community, North Canaan is not just a place to live—it’s a place to call home. Explore the homes for sale today and discover the perfect spot for your new beginning in this enchanting town!

Newest North Canaan Homes for Sale

$335,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195177 MLS
Rare Opportunity! This charming in-town, one-level ranch is located within the desirable sidewalk district and offers exceptional potential. The well-maintained home features a spacious living room with a cozy fireplace, an eat-in kitchen with a new range and dishwasher, a dining room, laundry room, two comfortable bedrooms, and a full bath. Recent improvements include a new roof, replacement windows, two new Roth oil tanks, upgraded 200-amp electrical service, and a chimney that has been repointed, capped, and lined for added peace of mind. Outside, you'll appreciate the beautifully landscaped yard, a heated two-car garage with propane heat, and a 12' x 16' insulated shed with electricity-perfect for a workshop, hobby space, or additional storage. Whether you're looking for a move-in-ready home with room to grow or a property with outstanding development potential, this unique offering is one you won't want to miss. All room sizes are approximate.

119 Bragg St, North Canaan
$499,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193487 MLS
Nestled on a quiet cul-de-sac, this beautifully maintained Cape-style home offers privacy, character, and exceptional outdoor space on a level 2.37-acre lot. Featuring an attractive chateau-inspired exterior with a combination of stucco and wood siding, this home blends timeless charm with modern updates. Inside, you'll find four bedrooms, including a convenient first-floor bedroom and three additional bedrooms on the second level. The spacious primary bedroom features a private balcony overlooking the beautiful grounds. A full bath on both the first and second floors provides added convenience for family and guests. The home offers a large combination living and dining room, an inviting eat-in kitchen, and a cozy den warmed by a propane stove-perfect for relaxing on cool evenings. The finished lower level expands the living space with a generous family room, dedicated office area, workshop, and abundant storage. Additional highlights include a detached two-car garage with pull-down attic storage, a new roof installed in 2026, and a portable generator hookup for added peace of mind. The picturesque yard is a true highlight, featuring mature fruit trees, a lush green grape arbor, and plenty of open, level space for gardening, recreation, or entertaining. This is a wonderful opportunity to enjoy peaceful country living with the convenience of a thoughtfully maintained home. All room sizes are approximate.

4 Mountain View Ln, North Canaan
$1,135,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192466 MLS
CANAAN VALLEY HOME WITH POOL & STUDIO Indulge in Litchfield County luxury at this homestead, proudly situated in Canaan Valley, offering picturesque views of fields from both the front and back of this 4-Bedroom, 3-Bath residence, plus a Studio with its own Half Bath. This property features a spacious single-level living home, a separate studio, and an inground pool. The home has undergone comprehensive updates, presenting a modern and welcoming interior supported by robust system and structural enhancements, which include: well, septic, roof, siding, and heating and cooling systems, automatic generator. The inviting interior harmoniously blends indoor and outdoor spaces, ensuring a solid foundation for years to come, where cherished memories can be created in this new chapter. The desirable Canaan Valley area in Litchfield County is conveniently located just a short drive from Great Barrington as well as the lakes of Salisbury. Enjoy nearby skiing at Butternut and Catamount, hiking throughout the region, including the Appalachian Trail, and dining in the charming villages that decorate the area.

35 Emmons Ln, North Canaan
$535,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24191291 MLS
Rare Opportunity! This charming in-town, one-level ranch is located within the desirable sidewalk district and offers exceptional potential. Included with the property is an additional 1.82-acre parcel with access to town water and sewer. A feasibility study has been completed indicating the potential for three buildable lots, making this an outstanding investment or development opportunity. The well-maintained home features a spacious living room with a cozy fireplace, an eat-in kitchen with a new range and dishwasher, a dining room, laundry room, two comfortable bedrooms, and a full bath. Recent improvements include a new roof, replacement windows, two new Roth oil tanks, upgraded 200-amp electrical service, and a chimney that has been repointed, capped, and lined for added peace of mind. Outside, you'll appreciate the beautifully landscaped yard, a heated two-car garage with propane heat, and a 12' x 16' insulated shed with electricity-perfect for a workshop, hobby space, or additional storage. Whether you're looking for a move-in-ready home with room to grow or a property with outstanding development potential, this unique offering is one you won't want to miss. All room sizes are approximate. Seller will consider selling house & additional lot separately if there are buyers for both.

119 Bragg St, North Canaan
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184970 MLS
Blackberry River Oasis! With 1,100 feet of frontage on the Blackberry River and thousands of acres of protected state land as its backdrop, Stirling Farm offers a rare sense of privacy and tranquility. Cross a charming bridge with views of historic Beckley Furnace and its rushing spillway, then follow a private drive to a circa 1890 farmhouse nestled in a sunlit meadow. The home offers 3 bedrooms, 2 baths, and 1,500 square feet of living space. An updated kitchen with stainless steel appliances and a six-burner gas range complements original fir floors rich with patina, while a native stone fireplace anchors the spacious living room. Full of character and ready for its next chapter, the home presents an opportunity for thoughtful updates and personal touches to make it your own. The landscape is equally enchanting, with two magnificent mature Black Walnut trees, lovely apple trees, and a rare Rainier cherry tree offering its prized blush-colored fruit each June. Newly planted river birch, magnolias, and a graceful weeping willow add to the beauty of this ever-evolving setting. Private and serene, spend your days casting a line from the riverbank, listening to the gentle sound of the water, or simply unwinding as the Blackberry River sets the pace. With exceptional frontage and direct access, this is a place where nature, recreation, and quiet beauty come together.

136 Lower Rd, North Canaan
$279,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178614 MLS
Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its full charm and character. All room sizes are approximate.

335 Norfolk Rd, North Canaan
$339,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24172528 MLS
Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the unique New England Accordion Connection & Museum Company. Surrounded by nature, outdoor recreation, local dining, and a peaceful rural atmosphere, Canaan offers a lifestyle that's hard to leave once you experience it. Whether you're looking for your first home, a weekend retreat, or a place to put down roots, this property is a rare opportunity to become part of a truly special community.

287 W Main St, North Canaan
$850,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24170495 MLS
Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a cozy study with a stunning stone hearth. The kitchen includes an informal dining area and plenty of storage, making it perfect for both everyday meals and entertaining. It is a chef's delight. Dual ovens w air fryer, induction cook top, stainless hood and a natural live edge wood top. Step outside to enjoy your screened-in porch with ceiling fans, a large private deck w a hot tub, and a tranquil backyard surrounded by nature. The walkout lower level is finished with a full bath, an extra kitchen, and a bonus storage room ideal for a wine cellar. Additional features include a walk-up attic, central vacuum, ceiling fans, and garden spaces that attract gentle wildlife like deer, owls, and turkeys. Located on a quiet street and just minutes from skiing, golf, Lime Rock Park, fine dining, and cultural events, this home offers year-round enjoyment or a perfect weekend getaway. Lovingly cared for and thoughtfully updated by its current owners.Don't miss the chance to own one of Canaan's most serene and special properties. SqFt includes 1340 sqft in finished/heated lower level

11 College Hill Rd, North Canaan
$649,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24169703 MLS
Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural integrity and striking original details that highlight its historic charm. While the property is ready for extensive updates, its strong bones and preserved features provide an exceptional foundation for a transformative renovation. Ideally situated in North Canaan, the property abuts a popular golf course, offering scenic surroundings and added appeal for future value. The peaceful setting provides both privacy and a connection to nature, making it an excellent candidate for a full-time residence, weekend retreat, or investment project. Whether you're an investor, renovator, or a lover of historic homes, this is a rare chance to restore and elevate a true piece of New England history.

76 S Canaan Rd, North Canaan
$349,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 170599770 MLS
A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

277 Ashley Falls Rd, North Canaan
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