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Canaan Homes for Sale

Newest Canaan, CT Homes For Sale

128 Music Mountain Rd, Canaan
$2,095,000
5 Beds ⋅ 4 Baths ⋅ 24216486 MLS
Additional photos coming soon. 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, landscape lighting, and inviting spaces for relaxation and entertaining. The adjoining pool house, with electrical and plumbing rough-ins in place, offers potential for future customization.

128 Music Mountain Rd, Canaan
15 Cobble Rd, Canaan
$1,947,000
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
54 Lime Rock Sta, Canaan
$985,000
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
73 Dublin Rd, Canaan
$1,295,000
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
Aspen Hill Dr, Canaan
$315,000
24199195 MLS
Rare Dual Parcel Offering With Pond Views, Mountain Vistas & Estate Potential - An exceptional opportunity to own two adjoining parcels in Litchfield County, combining privacy, natural beauty, and development flexibility. Lot 10 features a former logging road, easily reopened to create a driveway to a scenic home site overlooking a peaceful pond and the surrounding mountain views. Lot 9 offers its own pond, nestled in the lower valley, presenting an equally tranquil setting with the potential for captivating long-range vistas. Together, these combined 19.69 acres offer the ideal canvas for a private country estate, family compound, or investment opportunity. Enjoy the serenity of wooded walking trails, water features, and open space, with utilities already in place at the street, including Eversource power and high-speed cable/internet. This is a must-see for buyers searching for land for sale in Connecticut with water features, mountain view lots, or multi-lot estate potential.

Aspen Hill Dr, Canaan
11 Rte 7 N, Canaan
$595,000
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
100 Johnson Rd, 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
Music Mountain Rd, Canaan
$289,000
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
167 Beebe Hill Rd, 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
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
198-4 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
198-3 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
198-2 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
198-1 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
5 Miner St, Canaan
$620,000
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
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