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Welcome to 65 E Main Street, nestled in the quiet, close-knit town of North Canaan, in the northwest corner of Litchfield County, at the foothills of the beautiful Berkshire Mountains. This charming countryside retreat offers the perfect blend of comfort, convenience, and natural beauty. Whether you're searching for a cozy primary residence or a serene weekend getaway, this home provides a peaceful escape from the hustle and bustle of everyday life. Step outside onto your backyard deck, where you can unwind among the trees and enjoy the tranquility of nature. Outdoor enthusiasts will love the nearby hiking trails, Bunny McGuire Park, fishing along the Housatonic River, and scenic Campbell Falls. Inside, the home offers thoughtful updates and modern conveniences, including an updated kitchen and bathroom, newer appliances, modern fixtures, updated flooring, and a beautiful vaulted-ceiling dining room that adds character and an airy feel. Additional improvements include a high-efficiency heating and hot water system, propane heating, a Timberline wood stove for added warmth and charm, washer and dryer hookups, an updated concrete driveway, and new gutters. The walkout deck leads to a welcoming backyard, perfect for relaxing, entertaining, or enjoying time outdoors with family and pets. Experience the charm of countryside living without sacrificing the comforts of home. Schedule your private showing today! (Agent/ Owner)

2 Beds ⋅ 1 Baths ⋅ 24218232 MLS

Welcome to 65 E Main Street, nestled in the quiet, close-knit town of North Canaan, in the northwest corner of Litchfield County, at the foothills of the beautiful Berkshire Mountains. This charming countryside retreat offers the perfect blend of comfort, convenience, and natural beauty. Whether you're searching for a cozy primary residence or a serene weekend getaway, this home provides a peaceful escape from the hustle and bustle of everyday life. Step outside onto your backyard deck, where you can unwind among the trees and enjoy the tranquility of nature. Outdoor enthusiasts will love the nearby hiking trails, Bunny McGuire Park, fishing along the Housatonic River, and scenic Campbell Falls. Inside, the home offers thoughtful updates and modern conveniences, including an updated kitchen and bathroom, newer appliances, modern fixtures, updated flooring, and a beautiful vaulted-ceiling dining room that adds character and an airy feel. Additional improvements include a high-efficiency heating and hot water system, propane heating, a Timberline wood stove for added warmth and charm, washer and dryer hookups, an updated concrete driveway, and new gutters. The walkout deck leads to a welcoming backyard, perfect for relaxing, entertaining, or enjoying time outdoors with family and pets. Experience the charm of countryside living without sacrificing the comforts of home. Schedule your private showing today! (Agent/ Owner)

65 E Main St, Canaan

$975,000

The Seller says: 'Own a piece of heaven' in this passive solar cape style home', Sitting with 10.5 acres on Canaan Mountain, it has stunning views of the Berkshires, and offers 3 bedrooms, along with an additional semi-finished bonus room, on the upper level, suitable for a variety of uses when finished. Enjoy a cozy living room that has a cast iron coal fired stove that can supplement, or supplant, the standard heating system when connected. A solar heated sunroom is a perfect place to relax and enjoy the valley view and horses in an adjoining farm's pasture, and riding center. The kitchen has SS appliances, granite counters, and breakfast bar; the dining area has a vaulted ceiling and similar views. A TREKS deck is great for outdoor summer relaxation. The land a has a lovely walking path down to a valley brook. The nearby GREAT MOUNTAIN FOREST is across the way and offers the Iron Trail, extensive hiking, winter season cross-country skiing, or biking. Mohawk Mountain and the Housatonic River are both nearby for additional fun, as are many other sports attractions, and the Arts that exist around the NW CT corner, Mass, and NY. It is a well-built home that is easy to own and maintain.

3 Beds ⋅ 2 Baths ⋅ 24217148 MLS

The Seller says: 'Own a piece of heaven' in this passive solar cape style home', Sitting with 10.5 acres on Canaan Mountain, it has stunning views of the Berkshires, and offers 3 bedrooms, along with an additional semi-finished bonus room, on the upper level, suitable for a variety of uses when finished. Enjoy a cozy living room that has a cast iron coal fired stove that can supplement, or supplant, the standard heating system when connected. A solar heated sunroom is a perfect place to relax and enjoy the valley view and horses in an adjoining farm's pasture, and riding center. The kitchen has SS appliances, granite counters, and breakfast bar; the dining area has a vaulted ceiling and similar views. A TREKS deck is great for outdoor summer relaxation. The land a has a lovely walking path down to a valley brook. The nearby GREAT MOUNTAIN FOREST is across the way and offers the Iron Trail, extensive hiking, winter season cross-country skiing, or biking. Mohawk Mountain and the Housatonic River are both nearby for additional fun, as are many other sports attractions, and the Arts that exist around the NW CT corner, Mass, and NY. It is a well-built home that is easy to own and maintain.

Canaan

$2,095,000

Exceptional Country Retreat in the Litchfield Hills! Set on more than seven acres in the desirable Music Mountain area of Falls Village, this gracious custom Colonial features rolling lawns, open meadows, a mature private apple orchard, sweeping westerly views, and spectacular sunsets. An expansive covered front porch welcomes you into a thoughtfully designed interior featuring a spacious kitchen, cozy fireside den, sunroom, formal dining room, and private library. The spectacular great room addition features soaring ceilings, a magnificent stone fireplace, walls of windows, and French doors framing the surrounding landscape - an impressive space for gathering and entertaining. The primary suite offers a wood-burning fireplace, while three additional bedrooms provide comfortable accommodations. An expanded upper level includes a versatile fifth bedroom with its own full bath. The two-car garage includes a tool workbench, while the expansive basement, with high ceilings, offers excellent potential for additional finished living space. Above the garage, a finished room currently used as an art room and stained-glass workshop provides a creative retreat or flexible studio. Outdoors, a sparkling swimming pool is surrounded by expansive bluestone terraces, an outdoor kitchen with pizza oven, landscape lighting, and inviting spaces for relaxation and entertaining. The pool house, with electrical, HVAC and plumbing rough-ins in place, offers potential for future customization.

5 Beds ⋅ 4 Baths ⋅ 24216486 MLS

Exceptional Country Retreat in the Litchfield Hills! Set on more than seven acres in the desirable Music Mountain area of Falls Village, this gracious custom Colonial features rolling lawns, open meadows, a mature private apple orchard, sweeping westerly views, and spectacular sunsets. An expansive covered front porch welcomes you into a thoughtfully designed interior featuring a spacious kitchen, cozy fireside den, sunroom, formal dining room, and private library. The spectacular great room addition features soaring ceilings, a magnificent stone fireplace, walls of windows, and French doors framing the surrounding landscape - an impressive space for gathering and entertaining. The primary suite offers a wood-burning fireplace, while three additional bedrooms provide comfortable accommodations. An expanded upper level includes a versatile fifth bedroom with its own full bath. The two-car garage includes a tool workbench, while the expansive basement, with high ceilings, offers excellent potential for additional finished living space. Above the garage, a finished room currently used as an art room and stained-glass workshop provides a creative retreat or flexible studio. Outdoors, a sparkling swimming pool is surrounded by expansive bluestone terraces, an outdoor kitchen with pizza oven, landscape lighting, and inviting spaces for relaxation and entertaining. The pool house, with electrical, HVAC and plumbing rough-ins in place, offers potential for future customization.

128 Music Mountain Rd, Canaan

$1,947,000

A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special.

4 Beds ⋅ 3 Baths ⋅ 24207965 MLS

A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special.

15 Cobble Rd, Canaan

$985,000

Direct Housatonic River views set the backdrop for this beautifully updated cottage, quietly tucked away near the end of a private drive. Thoughtful renovations complement classic charm throughout, highlighted by warm wood floors, three wood-burning fireplaces, and the river just beyond the backyard. The main level features a welcoming living room with a hearth and bay window seat, opening to the dining area and an updated kitchen with a center island, gas cooktop, double wall ovens, and custom open shelving. Just off the dining space is the enclosed porch, a standout multi-season retreat with its own brick fireplace and removable glass inserts. The updated mudroom adds everyday practicality with main-level laundry, built-in storage, and exterior access. The first-floor primary suite offers easy single-level living, complemented by a renovated bathroom. The upper level offers two comfortable bedrooms sharing an updated full bath. Outside, broad stone terraces step down toward the lawn and water's edge. Ideally situated between Salisbury and Falls Village, this home pairs riverfront seclusion with quick access to local schools, dining, and Litchfield Hills charm.

3 Beds ⋅ 3 Baths ⋅ 24205488 MLS

Direct Housatonic River views set the backdrop for this beautifully updated cottage, quietly tucked away near the end of a private drive. Thoughtful renovations complement classic charm throughout, highlighted by warm wood floors, three wood-burning fireplaces, and the river just beyond the backyard. The main level features a welcoming living room with a hearth and bay window seat, opening to the dining area and an updated kitchen with a center island, gas cooktop, double wall ovens, and custom open shelving. Just off the dining space is the enclosed porch, a standout multi-season retreat with its own brick fireplace and removable glass inserts. The updated mudroom adds everyday practicality with main-level laundry, built-in storage, and exterior access. The first-floor primary suite offers easy single-level living, complemented by a renovated bathroom. The upper level offers two comfortable bedrooms sharing an updated full bath. Outside, broad stone terraces step down toward the lawn and water's edge. Ideally situated between Salisbury and Falls Village, this home pairs riverfront seclusion with quick access to local schools, dining, and Litchfield Hills charm.

54 Lime Rock Sta, Canaan

$1,295,000

Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open layout flows seamlessly onto an expansive deck, perfect for outdoor dining or taking in the peaceful, scenic outdoors. Practical amenities abound with a spacious circle driveway for ample guest parking, plus a massive 1,200+ square foot detached 3-car garage with dedicated shop space-ideal for creators, hobbyists, or extra storage. Just two minutes from historic Falls Village-one of Connecticut's most charming small towns-offering cozy local eateries, immediate access to the Appalachian Trail, and the natural beauty of Great Falls. All the while, less than 30 minutes from Metro North train station!

3 Beds ⋅ 2 Baths ⋅ 24203845 MLS

Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open layout flows seamlessly onto an expansive deck, perfect for outdoor dining or taking in the peaceful, scenic outdoors. Practical amenities abound with a spacious circle driveway for ample guest parking, plus a massive 1,200+ square foot detached 3-car garage with dedicated shop space-ideal for creators, hobbyists, or extra storage. Just two minutes from historic Falls Village-one of Connecticut's most charming small towns-offering cozy local eateries, immediate access to the Appalachian Trail, and the natural beauty of Great Falls. All the while, less than 30 minutes from Metro North train station!

73 Dublin Rd, Canaan

$595,000

Renovated two years ago by respected local development company, this 3-bedroom, 2.5-bath home delivers 2,000+ square feet of easy, light-filled living space with the warm, New England characteristic. The main level is built for real life: an open kitchen, dining, and living space that flows together with a laundry room and half bath right where you need them. Upstairs, the primary suite offers a walk-in closet and private bath. Two more bedrooms share a full bath, and one hides a nook-perfect as a hideaway, reading corner, or extra storage. Up top, the finished third floor is a sun-filled additional space: second living room, home office, playroom, or all three. Outside, a covered front porch made for slow evenings, an oversized two-car garage, and a storage room for bikes, skis, and everything the Litchfield Hills known for. And the location? Thirty minutes to Wassaic Metro-North, under thirty to Great Barrington - hiking trails, great restaurants, and weekend shopping all within reach, with Falls Village just down the road. Move-in ready and waiting. Full furnishing is available separately. Agent/Owner.

3 Beds ⋅ 3 Baths ⋅ 24197212 MLS

Renovated two years ago by respected local development company, this 3-bedroom, 2.5-bath home delivers 2,000+ square feet of easy, light-filled living space with the warm, New England characteristic. The main level is built for real life: an open kitchen, dining, and living space that flows together with a laundry room and half bath right where you need them. Upstairs, the primary suite offers a walk-in closet and private bath. Two more bedrooms share a full bath, and one hides a nook-perfect as a hideaway, reading corner, or extra storage. Up top, the finished third floor is a sun-filled additional space: second living room, home office, playroom, or all three. Outside, a covered front porch made for slow evenings, an oversized two-car garage, and a storage room for bikes, skis, and everything the Litchfield Hills known for. And the location? Thirty minutes to Wassaic Metro-North, under thirty to Great Barrington - hiking trails, great restaurants, and weekend shopping all within reach, with Falls Village just down the road. Move-in ready and waiting. Full furnishing is available separately. Agent/Owner.

11 Rte 7 N, Canaan

$2,300,000

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.

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

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.

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

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