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Ashley Falls, MA Houses for Sale

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  • /25

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    182 Church St, Canaan, CT 06018

    Welcome to this classic 3-bedroom Colonial, ideally situated on the outskirts of town yet just a short stroll to the sidewalk district. This home blends timeless charm with functional living spaces, perfect for families or anyone looking for a comfortable setting with easy access to town amenities. Step inside to discover hardwood floors that flow throughout the home, adding warmth and character

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 295-3073

    182 Church St, Canaan, CT 06018
  • /36

    $850,000

    • 2 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    48 Preston Ln, Salisbury, CT 06068

    Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom one-level home offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction. The original home was built in 1950. There was a complete

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 792-5920

    48 Preston Ln, Salisbury, CT 06068
  • /40

    $499,000

    • 6 Beds
    • 2.5 Baths
    • 3,184 Sq Ft

    119 S Main St, Sheffield, MA 01257

    A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 481-1637

    119 S Main St, Sheffield, MA 01257
  • /53

    $645,000

    • 4 Beds
    • 4 Baths
    • 3,455 Sq Ft

    64 Hewins St, Sheffield, MA 01257

    A rare & authentic 1842 post & beam farmhouse w/ many original details. This one-of-a-kind antique home awaits the reinvention & stewardship of it's next owners. In the same family for the last 125 years, and with just two prior owners since being built, the structure features post & beam construction, two original fireplaces, antique hardware, woodwork and doors that exemplify early American

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 296-3500

    64 Hewins St, Sheffield, MA 01257
  • /34

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 3,217 Sq Ft

    2105 S Undermountain Rd, Sheffield, MA 01257

    If you've been looking for a grand fixer-upper, this might be the property for you! Situated on the MA/CT line (house & 4.79 acres in MA, with 3.1 acres in CT bordering Sage's Ravine), the 1790's home has been partially updated and awaits the inspiration & vision of it's next owners. The first floor offers a large living room, parlor, dining room, semi-updated kitchen & modern full bath, large

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 393-2038

    2105 S Undermountain Rd, Sheffield, MA 01257
  • /53

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,452 Sq Ft

    1872 S Undermountain Rd, Sheffield, MA 01257

    This 4 Bedroom, 2.5 Bath streamside retreat is tucked perfectly into an idyllic private setting, just the spot to let those cares go. Thoughtfully updated in 2022, with nature out every window, the comfortable blend of public and private spaces is convenient for any use.. With exposed beams, walls of windows, a spiral staircase, main floor bedrooms and baths, mini split a/c units, garden doors

    David Taylor ELYSE HARNEY REAL ESTATE

    1872 S Undermountain Rd, Sheffield, MA 01257
  • /63

    $730,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    461 Hulett Hill Rd, Sheffield, MA 01257

    Views galore define this Sheffield gem, situated on 1.4 acres overlooking rolling pastures, hills, and a winding stream. Built in 1990, the home exudes Shaker charm with wide plank wood floors and special touches throughout. First floor features sunny living room with wood burning fireplace and peek-a-boo TV cabinet, farm kitchen/dining area off expansive deck, powder room, boot room entry, and

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    461 Hulett Hill Rd, Sheffield, MA 01257
  • /39

    $889,000

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    1460 Ashley Falls Rd, Sheffield, MA 01257

    Immaculate contemporary home in Ashley Falls offering a perfect blend of modern design & natural surroundings. The 3-bedroom, 2.5-bath residence is bathed in natural light, creating an inviting & airy atmosphere.The heart of the home features a striking marble-faced fireplace, an elegant focal point for entertaining & relaxation. The thoughtfully designed floor plan flows seamlessly to outdoor

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1460 Ashley Falls Rd, Sheffield, MA 01257
  • /25

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft

    1427 Hewins St, Sheffield, MA 01257

    Beautifully Built New Construction in SheffieldMove-in-ready and thoughtfully crafted by a local custom builder, this 3-bedroom, 2-bath home sits on 1.64 private acres. The open-concept living, dining, and kitchen area flows seamlessly with a lovely backyard patio--perfect for indoor-outdoor living. Ideal for both outdoor enthusiasts, with hiking, biking, and skiing nearby or one could just enjoy

    Claire Pollart LANCE VERMEULEN RE, INC

    1427 Hewins St, Sheffield, MA 01257
  • /44

    $685,000

    • 3 Beds
    • 3 Baths
    • 2,395 Sq Ft

    649 Hewins St, Sheffield, MA 01257

    Located on a pastoral country road in Sheffield, this thoughtfully updated early 1900s farmhouse with carriage house sits on 1 open acre with sweeping views to the west of conservation land. The home blends original character withmodern touches--vaulted ceilings, exposed beams, hard wood floors, and high-end finishes throughout. In the main house a sunlit kitchen anchors the home featuring custom

    Lauren Molk ELYSE HARNEY REAL ESTATE

    649 Hewins St, Sheffield, MA 01257
  • /26

    $749,000

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft

    26 Granite Ave, Canaan, CT 06018

    Welcome to a circa 1882 Victorian home nestled on a picturesque street in the heart of Canaan, CT. This exceptional property set on 1.32 acres, offers a rare blend of historic elegance and contemporary living. The main residence boasts 4 bedrooms and 3 full baths. Step inside to discover three gracious first-floor parlors, adorned with original architectural details. These versatile spaces can

    Christopher Virtuoso KW Legacy Partners

    26 Granite Ave, Canaan, CT 06018
  • /54

    $649,000

    • 5 Beds
    • 2.5 Baths
    • 2,750 Sq Ft

    168 Main St, Sheffield, MA 01257

    Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

    Tony Segalla LANCE VERMEULEN RE, INC

    168 Main St, Sheffield, MA 01257
  • /33

    $1,385,000

    • 3 Beds
    • 3 Baths
    • 2,460 Sq Ft

    35 Emmons Ln, Canaan, CT 06018

    CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a

    David Taylor Elyse Harney Real Estate

    35 Emmons Ln, Canaan, CT 06018
  • /34

    $739,000

    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    662 Foley Rd, Sheffield, MA 01257

    Nature-Lover's Retreat Enjoy the best of country living on 4.55 acres in Sheffield. Tucked away, this sunlit Cape offers privacy, and timeless charm. A wooded drive leads to a 4-bed, 2-bath home with 2,300 sq ft of living space and a warm, open-concept layout featuring wood-beamed ceilings and a spacious great room addition. The second-floor primary suite offers a peaceful escape, while the

    Claire Pollart LANCE VERMEULEN RE, INC

    662 Foley Rd, Sheffield, MA 01257
  • /40

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 3,752 Sq Ft

    11 College Hill Rd, Canaan, CT 06018

    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

    Dave Jones Dave Jones Realty, LLC

    11 College Hill Rd, Canaan, CT 06018
  • /40

    $1,240,000

    • 5 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    60 Parsley Ln, Sheffield, MA 01257

    Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

    Vashti Poor LANCE VERMEULEN RE, INC

    60 Parsley Ln, Sheffield, MA 01257
  • /17

    $845,000

    • 3 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    1786 S Undermountain Rd, Sheffield, MA 01257

    Classic 3-Bedroom Cape with Pool Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another

    Juliet Moore Elyse Harney Real Estate

    1786 S Undermountain Rd, Sheffield, MA 01257
  • /34

    $773,000

    • 3 Beds
    • 2.5 Baths
    • 3,082 Sq Ft

    86 Main St, Sheffield, MA 01257

    GRACIOUS IN-TOWN LIVING IN THE SOUTHERN BERKSHIRES This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric

    David Taylor Elyse Harney Real Estate

    86 Main St, Sheffield, MA 01257
  • /82

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 4,492 Sq Ft

    978 Clayton Mill River Rd, New Marlborough, MA 01259

    The Ephraim Chapin House, a.k.a the ''Landlord Abel House'' was built in Chicopee c. 1725. In 1979 this handsome home & tavern was dismantled and relocated to Southfield. There it was re-erected upon a new foundation atop a hill, where it now resides on a 51-acre estate straddling the banks of Konkapot River. Once the beloved retreat of an artist and a serious collector of early American art and

    Vashti Poor LANCE VERMEULEN RE, INC

    978 Clayton Mill River Rd, New Marlborough, MA 01259
  • /37

    $1,475,000

    • 1 Bed
    • 2 Baths
    • 1,296 Sq Ft

    481 Shunpike Rd, Sheffield, MA 01257

    A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

    Suzann Ward HOUSATONIC REAL ESTATE

    481 Shunpike Rd, Sheffield, MA 01257
  • /60

    $998,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    856 Barnum St, Sheffield, MA 01257

    Modernist delight in a Berkshire pastoral setting. A refined retreat where every detail reflects quality and style. Designed by acclaimed architect Deby Reiser, this light-filled three-bedroom, three-bath home blends the sophistication of urban design with the calm of Berkshire countryside living. Tucked away on a quiet country road beside Moon In the Pond Farm an eco-friendly farm with peaceful

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    856 Barnum St, Sheffield, MA 01257
  • /49

    $798,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    18 Cross To Canaan Valley Rd, New Marlborough, MA 01259

    Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany

    Vashti Poor LANCE VERMEULEN RE, INC

    18 Cross To Canaan Valley Rd, New Marlborough, MA 01259
  • /5

    $449,900 Open Sat 10AM - 12PM

    • 5 Beds
    • 2 Baths
    • 2,494 Sq Ft

    33 Granite Ave, Canaan, CT 06018

    Charming 5-Bed Village Colonial in the Heart of North Canaan Set in a desirable sidewalk neighborhood, this fully renovated Colonial blends timeless charm with modern comfort. Updates include new electrical, plumbing, replastered walls, refinished main-level floors, all-new baths, and a stunning kitchen. Freshly painted throughout, it's move-in ready. A welcoming front porch opens to a

    Daniel Smith Raynard & Peirce Realty,LLC

    33 Granite Ave, Canaan, CT 06018
  • /24

    $63,000

    • 1 Bed
    • 1 Bath
    • 416 Sq Ft

    44 O'Hara Ln, Salisbury, CT 06068

    Welcome to a charming 3 season cottage in the Twin Lakes area. Simple and sweet and somewhat private & cozy, this classic cabin is surrounded by a few other cabins that can be seen from a distance. The fenced-in level yard is desirable for all and quite special to take a break. The rear woods are state owned with a "conservation land" status and enable you to enjoy nature for every stay. *Please

    Jennifer Good Raynard & Peirce Realty,LLC

    44 O'Hara Ln, Salisbury, CT 06068
  • /40

    $2,400,000

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    26 Preston Ln, Salisbury, CT 06068

    Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows,

    Brenda McLean William Pitt Sotheby's Int'l

    26 Preston Ln, Salisbury, CT 06068
  • /4

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1089 Canaan Southfield Rd, Southfield, MA 01259

    An enchanting parcel of land with a 2 Bedroom Ranch, in need of significant updates and cosmetics. The land is beautiful, 5.59 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1089 Canaan Southfield Rd, Southfield, MA 01259
  • /38

    $385,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    123 Lower Rd, East Canaan, CT 06024

    This is an amazing opportunity to own a completely renovated home offering a private yard and a fabulous location! Step inside to a spacious living room that flows seamlessly into the dining area, creating the perfect space for entertaining. Just off the main living area is a versatile bonus room-ideal for a home office, playroom, or first-floor guest bedroom. The first floor also features a

    Lauren Freedman Coldwell Banker Realty

    123 Lower Rd, East Canaan, CT 06024
  • /53

    $2,690,000

    • 4 Beds
    • 3.5 Baths
    • 3,459 Sq Ft

    232 Giberson Rd, Sheffield, MA 01257

    The Quarry - A One-of-a-Kind Berkshire Estate on 60 Private Acres!Singular, stunning, and secluded--the quarry pool at the heart of this 60-acre Berkshire estate is truly one of its kind: the culmination of geology, industry, and artistry. Carved into a reclaimed limestone quarry and framed by towering stone walls and a 16-foot waterfall, the quarry pool is a marvel in and of itself--equal parts

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    232 Giberson Rd, Sheffield, MA 01257
  • /39

    $4,321,000

    • 5 Beds
    • 8 Baths
    • 5,005 Sq Ft

    65 Hammertown Rd, Salisbury, CT 06068

    The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

    Elyse Morris Elyse Harney Real Estate

    65 Hammertown Rd, Salisbury, CT 06068
  • /30

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    179 S Main St, Sheffield, MA 01257

    Step back in time with this charming 1826 gem, nestled in the quiet village of Sheffield on Main Street. Featuring 3 bedrooms, 3 bathrooms, and a first-floor ensuite, this home offers classic simplicity and historical integrity. The screened-in porch is perfect for enjoying the peaceful surroundings, while the 1-car garage adds convenience. Untouched by modern trends, this property is a blank

    Tony Segalla LANCE VERMEULEN RE, INC

    179 S Main St, Sheffield, MA 01257
  • /48

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 1,617 Sq Ft

    454 Sheffield Plain, Sheffield, MA 01257

    Beautifully restored New England Farmhouse located in the quaint town of Sheffield. Exterior features fresh paint, new vinyl windows, and a new roof. Stepping inside this home has retained most of the original wide-plank hardwood flooring that has been restored on the first and second levels. Throughout the first floor there are custom updates in the half bathroom with new ceramic tiles, a new

    Cory Evangelisto NOCHER REALTY

    454 Sheffield Plain, Sheffield, MA 01257
  • /39

    $1,275,000

    • 4 Beds
    • 5 Baths
    • 3,528 Sq Ft

    1669 Silver St, Sheffield, MA 01257

    Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views.Step inside to discover an

    Elyse Morris ELYSE HARNEY REAL ESTATE

    1669 Silver St, Sheffield, MA 01257
  • /17

    $359,900

    • 2 Beds
    • 2 Baths
    • 2,127 Sq Ft

    277 Ashley Falls Rd, Canaan, CT 06018

    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

    John Harney William Pitt Sotheby's Int'l

    277 Ashley Falls Rd, Canaan, CT 06018
  • /24

    $315,000

    • 6 Beds
    • 5.5 Baths
    • 3,683 Sq Ft

    175 Main St, Sheffield, MA 01257

    Come this charming 1820 colonial located in Downtown Sheffield! This unique property features 6 bedrooms and 5 and half bathrooms. Lovely hardwood showcasing wide plank and parquet style floors encompass 3,683 square feet of living space. Plenty of off street parking due to the oversized driveway and 2 car attached garage with loft space. Full, unfinished basement can provide additional storage

    Nicholas Decaro Property Works New England

    175 Main St, Sheffield, MA 01257
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