38

Ashley Falls, MA Homes for Sale

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  • /36

    $750,000

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

    48 Preston Ln, Salisbury, CT 06068

    Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-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.

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 792-5920

    48 Preston Ln, Salisbury, CT 06068
  • /22

    $310,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    22 Pease St, Canaan, CT 06018

    Surprisingly spacious and full of charm, this well-maintained home offers comfortable living on a small in-town lot in a highly convenient sidewalk neighborhood. Enter through the welcoming enclosed porch into a warm and inviting interior featuring beautifully refinished hardwood floors throughout and freshly painted rooms. The main living area includes a bright living room with built-in shelving

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 787-8325

    22 Pease St, Canaan, CT 06018
  • /6

    $325,000

    • Land
    • 21.7 Acres
    • $14,977 per Acre

    0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

    21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 848-6618

    0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
  • /10

    $345,000

    • Land
    • 37.44 Acres
    • $9,215 per Acre

    0 Old Turnpike Rd N, Canaan, CT 06018

    37.437 acres bordering the Konkapot River. A small portion of this land on the back side is in Massachusetts. New survey is complete. Nice location with great possibilities!

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 609-6471

    0 Old Turnpike Rd N, Canaan, CT 06018
  • /33

    $1,135,000

    • 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
  • /66

    $1,950,000

    • 5 Beds
    • 4 Baths
    • 3,404 Sq Ft

    415 Brewer Branch Rd, New Marlborough, MA 01259

    Set on 21.5 acres at the end of a long, winding private drive, this extraordinary residence is a true architectural gem--where art, landscape, and modern living converge. Originally designed by Robert McMahon and built by Lou Boxer and later reimagined through a contemporary project by Deborah Reiser of the award-winning RUR Architecture with Hird Design and Construction as the builder, the home

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    415 Brewer Branch Rd, New Marlborough, MA 01259
  • /28

    $1,750,000

    • 3 Beds
    • 4 Baths
    • 4,442 Sq Ft

    552 Twin Lakes Rd, Salisbury, CT 06068

    "The Taconic School House" 1st Time on the Market in over 25 Years. Special Salisbury Location Set Amongst Large Estates & the Twin Lakes in the Coveted Taconic Section of Salisbury CT. A Gracious & Magical Paneled Room with Large Fireplace Welcomes All to this Whimsical & Eclectic c1890 Home. 3-4 Bedrooms, 4 Full Baths. Lower Level Acts as Pool Cabana & Contains Glass Enclosed Siting Room,

    Graham Klemm Klemm Real Estate Inc

    552 Twin Lakes Rd, Salisbury, CT 06068
  • /36

    $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
  • /83

    $1,650,000

    • 4 Beds
    • 5.5 Baths
    • 4,355 Sq Ft

    605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259

    Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, and had a major update in 1998. Set on 5.96 acres of rolling pasture framed by stone walls, this charming estate is spacious but manageable, complete with a garage/horse barn, larger barn, fenced paddocks, and a small pond. Rich in character and

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259
  • /39

    $885,000

    • 2 Beds
    • 3 Baths
    • 1,753 Sq Ft

    856 Barnum St, Sheffield, MA 01257

    Modernist retreat in a pastoral Berkshire setting; an artful sanctuary where design, landscape, and light exist in quiet harmony. Designed by acclaimed architect Debra K. Reiser, this light-filled two-bedroom, three-bath home blends refined urban modernism with the stillness of the countryside. Set along a quiet dirt road beside Moon In The Pond Farm, (an eco-conscious farm) a landscape of

    Lauren Molk ELYSE HARNEY REAL ESTATE

    856 Barnum St, Sheffield, MA 01257
  • /31

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 1,421 Sq Ft

    118 Washinee Heights Rd, Salisbury, CT 06068

    Embrace the lakeside lifestyle at 118 Washinee Heights-a well-built and meticulously maintained split-level ranch set on a private, quiet 3.01-acre parcel along peaceful Washinee Lake. This 3-bedroom, 2-bath home offers 1,421 square feet of comfortable living space with a warm fireplace, long pastoral views from the deck, and beautifully landscaped grounds featuring mature plantings. Nestled on a

    John Harney William Pitt Sotheby's Int'l

    118 Washinee Heights Rd, Salisbury, CT 06068
  • /40

    $970,000

    • 5 Beds
    • 4.5 Baths
    • 3,024 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 WILLIAM RAVEIS - BERKSHIRE

    60 Parsley Ln, Sheffield, MA 01257
  • /40

    $889,000

    • 5 Beds
    • 3.5 Baths
    • 5,096 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
  • /57

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    594 Shunpike Rd, Sheffield, MA 01257

    Experience refined country living in this completely reimagined masterpiece by Wingate Ltd. Spanning 3 floors of gracious living space, 594 Shunpike offers architectural drama and modern efficiency on a truly scenic Berkshire corridor. Inside, a sculptural staircase leads to a sun-drenched open living area with white oak floors and a gas fireplace. This open plan flows into the chef's kitchen

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    594 Shunpike Rd, Sheffield, MA 01257
  • /33

    $775,000

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

    86 Main St, Sheffield, MA 01257

    SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing and

    David Taylor ELYSE HARNEY REAL ESTATE

    86 Main St, Sheffield, MA 01257
  • /24

    $250,000

    • 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
  • /55

    $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 WILLIAM RAVEIS - BERKSHIRE

    168 Main St, Sheffield, MA 01257
  • /11

    $395,000

    • 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 updates and cosmetics. The land is beautiful, 7.87 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''. A worthwhile project in a private, natural setting.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1089 Canaan Southfield Rd, Southfield, MA 01259
  • /30

    $479,000

    • 3 Beds
    • 3 Baths
    • 1,765 Sq Ft

    107 S Main St, Sheffield, MA 01257

    The Hatfield House -- a rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility.Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

    Judi Panzano HOUSATONIC REAL ESTATE

    107 S Main St, Sheffield, MA 01257
  • /27

    $433,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2170 Canaan Southfield Rd, Southfield, MA 01259

    Located in the desirable Clayton section of New Marlborough, this 3-bedroom, 2-bath home offers a rare opportunity to own 7.2 acres with 383 feet of frontage on the Konkapot River. The property features a natural setting with direct river access and plenty of room to make it your own.The home has a functional layout with three bedrooms and two full baths. While move-in ready, it would benefit

    Freddy Friedman BIRCH PROPERTIES

    2170 Canaan Southfield Rd, Southfield, MA 01259
  • /2

    $369,000 Open House 5/24

    • 3 Beds
    • 1 Bath
    • 1,784 Sq Ft

    287 W Main St, Canaan, CT 06018

    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

    Brooke Sherwood Turning Point Realty, LLC

    287 W Main St, Canaan, CT 06018
  • /50

    $695,000 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 WILLIAM RAVEIS - BERKSHIRE

    18 Cross To Canaan Valley Rd, New Marlborough, MA 01259
  • /21

    $110,000

    • Land
    • 7.07 Acres
    • $15,559 per Acre

    730 Clayton Rd, Sheffield, MA 01222

    BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own for observing its nature views that change the year around. Whether you would want to build a home, and/or build a viewing platform for regular visits, it has 7.2 acres (see map with) about 3.5+acres in a bog like 'state', the remainder being usable for building and walking along the bog's

    Robin Leech Robinson Leech Real Estate

    730 Clayton Rd, Sheffield, MA 01222
  • /7

    $329,000

    • Land
    • 19.73 Acres
    • $16,675 per Acre

    0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

    Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

    Lawrence Reilly THE KINDERHOOK GROUP

    0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
  • /31

    $695,000

    • 3 Beds
    • 6 Baths
    • 4,044 Sq Ft

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

    Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

    Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
  • /18

    $195,000

    • 3 Beds
    • 1 Bath
    • 1,704 Sq Ft

    315 Salisbury Rd, Canaan, CT 06018

    Opportunity knocks! This 2-story Cape Cod is set on .67 acres and offers strong potential for investors, contractors, "ideal for those looking to add value over time." Being sold as-is, the home currently offers 3 bedrooms and 1 full bath, while town records reflect 4 bedrooms and 2 baths. The layout has been opened to create a more spacious living area and features a functional floor plan ready

    VIRGINIA HAYES Century 21 Alliance Realty

    315 Salisbury Rd, Canaan, CT 06018
  • /75

    $3,250,000

    • 6 Beds
    • 5.5 Baths
    • 3,416 Sq Ft

    651 Hayes Hill Rd, New Marlborough, MA 01230

    Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    651 Hayes Hill Rd, New Marlborough, MA 01230
  • /26

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,389 Sq Ft

    1001 Canaan Southfield Rd, Southfield, MA 01259

    Step into history at 1001 Canaan Southfield Rd, a rare 1797 Colonial estate set on over 23 breathtaking acres of mature, landscaped grounds. This extraordinary property features two serene ponds with fountains, over 300 feet of classic stone walls, and the scenic Umpachene River winding through the land. Extensive landscaping, stone patios, and picturesque outdoor spaces create a private retreat

    Suzann Ward HOUSATONIC REAL ESTATE

    1001 Canaan Southfield Rd, Southfield, MA 01259
  • /40

    $1,895,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,952 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
  • /46

    $3,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,407 Sq Ft

    1779 Canaan Southfield Rd, New Marlborough, MA 01259

    NODIN FARM. A spectacular 130 acre property, rich in history, and lovingly maintained by only four owners during the past 225 years. Perhaps the word ''Farm'' understates the true magnificent character and charm of this outstanding home that has been carefully expanded and preserved and updated with premium appliances, the highest quality cabinetry, and with state-of-the art heating and AC

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1779 Canaan Southfield Rd, New Marlborough, MA 01259
  • /26

    $649,000

    • 4 Beds
    • 1.5 Baths
    • 3,708 Sq Ft

    76 S Canaan Rd, Canaan, CT 06018

    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

    Victor Chaves The Gonzalez Property Group

    76 S Canaan Rd, Canaan, CT 06018
  • /52

    $1,900,000

    • 4 Beds
    • 3 Baths
    • 2,976 Sq Ft

    1269 Clayton Mill River Rd, New Marlborough, MA 01259

    Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of

    Lisa Hoe THE KINDERHOOK GROUP

    1269 Clayton Mill River Rd, New Marlborough, MA 01259
  • /38

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,346 Sq Ft

    94 Washinee Heights Rd, Salisbury, CT 06068

    This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan

    David Mallison William Pitt Sotheby's Int'l

    94 Washinee Heights Rd, Salisbury, CT 06068
  • /43

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    166 Berkshire School Rd, Sheffield, MA 01257

    Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

    Suzann Ward HOUSATONIC REAL ESTATE

    166 Berkshire School Rd, Sheffield, MA 01257
  • /6

    $120,000

    • Land
    • 5.41 Acres
    • $22,181 per Acre

    00 N Elm St, Canaan, CT 06018

    Here is a rare chance to own an affordable 5.41 ac parcel of land in North Canaan, a village in the Litchfield Hills. Its Location on a secondary town road offers public utilities from the street. The wooded lot shares a border with CT State land and is accessed by a deeded right of way. Just minutes from what both Litchfield and Berkshire counties offer - shopping, outdoor activities, fine

    MICHAEL CONLOGUE William Pitt Sotheby's Int'l

    00 N Elm St, Canaan, CT 06018
  • /30

    $1,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,777 Sq Ft

    19 Hemlock Ln, Salisbury, CT 06068

    Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that connects the home

    Thomas Callahan Elyse Harney Real Estate

    19 Hemlock Ln, Salisbury, CT 06068
  • /22

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,511 Sq Ft

    59 Prospect St, Canaan, CT 06018

    This charming home in Falls Village features 3 bedrooms and 1.5 bathrooms, along with two additional bonus rooms-one located on the main floor and the other upstairs. The spacious eat-in kitchen includes a separate laundry alcove for convenient access. There is a separate dining room and a sun-drenched living room, in addition to another room that can serve as an office, den, or simply extra

    Holly Leibrock Elyse Harney Real Estate

    59 Prospect St, Canaan, CT 06018
  • /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

Frequently Asked Questions

What are the most popular zip codes in Ashley Falls, MA?
The most popular zip codes in Ashley Falls, MA include 01257, 06018, 01259, 01230 and 06068.
What are the most popular neighborhoods near Ashley Falls, MA?
The most popular neighborhood near Ashley Falls, MA is North East.
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