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Newest Homes for Sale in Ashley Falls, MA

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  • /33

    $249,900

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    24 E Main St, Canaan, CT 06018

    Move-in ready 2-bedroom ranch located in the heart of North Canaan. This well-maintained home offers easy single-level living with a bright and functional layout. The living area flows into the eat-in kitchen, making it perfect for everyday living and entertaining. Two comfortable bedrooms and a full bathroom complete the main level. Recent care and updates allow the next owner to move right in

    Victor Santana Santana Realty Group LLC

    24 E Main St, Canaan, CT 06018
  • /37

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft

    334 S Undermountain Rd, Sheffield, MA 01257

    Solidly built post-and-beam log cabin set within beautiful sought-after Sheffield, just minutes from Berkshire School. Built in 1987, this three-bedroom home features vaulted ceilings in the living room and a dramatic wood-burning fireplace that anchors the space. Warm wood tones and exposed beams create classic Berkshire charm throughout. A detached one-car garage or workshop offers flexibility

    Victoria Standring LAMACCHIA REALTY, INC

    334 S Undermountain Rd, Sheffield, MA 01257
  • /36

    $799,000

    • 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, with a septic system that can service up to FOUR bedrooms, 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

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 792-5920

    48 Preston Ln, Salisbury, CT 06068
  • /28

    $1,995,000

    • 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
  • /2

    $79,000

    • Land
    • 2.3 Acres
    • $34,348 per Acre

    0 Clayton Mill River Rd, New Marlborough, MA 01244

    Over 2 + acres overlooking the Konkapot River in the village of Mill River.1 mile to Umpachene Falls.

    Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    0 Clayton Mill River Rd, New Marlborough, MA 01244
  • /36

    $388,000

    • 3 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    2010-2012 Clayton Mill River Rd, New Marlborough, MA 01259

    Nestled in the foothills of beautiful Southern Berkshires this turn key 3 bed 1.5 ba home is flanked on its eastern & western boundaries by protected farmland. Historic Southfield Village & nearby surrounds offers a variety of venues for dining on farm to table fare, a myriad of cultural events, nearby shopping, public & private schools. Kayak, fish & play in our many lakes, rivers & streams.

    Brenda McLean WILLIAM PITT SOTHEBY'S - SALISBURY

    2010-2012 Clayton Mill River Rd, New Marlborough, MA 01259
  • /31

    $795,000

    • 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
  • /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
  • /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
  • /23

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,531 Sq Ft

    95 Water Farm Rd, Sheffield, MA 01257

    Open House 10-11-25, 11:00-1:00. Inside pictures to follow soon. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanicals. Freshly painted inside and out, this home is truly move-in

    Suzann Ward HOUSATONIC REAL ESTATE

    95 Water Farm Rd, Sheffield, MA 01257
  • /17

    $265,000

    • Land
    • 6.79 Acres
    • $39,016 per Acre

    00 Konkapot Rd, New Marlborough, MA 01259

    The tree lined drive leads to a level, private, cleared building site on this 6.8 acre lot. Underground 200 amp service, a new well, and 4 bedroom septic fields are installed. A short stroll brings you to the association tennis courts and swimming pool. This is a rare opportunity in a very desirable Southern Berkshires location.

    David Taylor ELYSE HARNEY REAL ESTATE

    00 Konkapot Rd, New Marlborough, MA 01259
  • /40

    $5,875,000

    • 4 Beds
    • 6.5 Baths
    • 6,100 Sq Ft

    102 S Shore Rd, Salisbury, CT 06068

    Seize the best value on Twin Lakes! Compare this stunning Salisbury estate to the recently sold 29 Morgan Lane & discover unparalleled luxury at an extraordinary price. Nestled on the tranquil shores of East Twin Lake, this masterpiece blends Adirondack charm with modern elegance, offering breathtaking views, grand living spaces, & exquisite craftsmanship. This home is a testament to visionary

    David Mallison William Pitt Sotheby's Int'l

    102 S Shore Rd, Salisbury, CT 06068
  • /7

    $349,000

    • Land
    • 19.73 Acres
    • $17,689 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
  • /40

    $274,000

    • 2 Beds
    • 1 Bath
    • 1,616 Sq Ft

    65 E Main St, Canaan, CT 06018

    Beautifully remodeled 2-bedroom Colonial in North Canaan! This 1,616 sq ft single-family home blends classic charm with modern updates. Set on a spacious 0.33-acre lot with a fenced yard and sloping landscape, the property offers 5 total rooms, 1 full bath, and an updated, bright interior featuring a cozy fireplace, fresh finishes, and contemporary touches throughout. Classic wood siding and a

    Alex King Lock and Key Realty, Inc

    65 E Main St, Canaan, CT 06018
  • /43

    $449,000

    • 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
  • /27

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,482 Sq Ft

    153 E Main St, Ashley Falls, MA 01222

    Mid-1960s ranch on a quiet street with nearly 1/2 acre! A perfect family home to settle down in Southern Berkshire County. Semi-finished basement is a huge bonus, plus garage and additional detached barn/workshop. Sunny, spacious and ripe with potential. Some thoughtful updates will be needed -- or move in today and make it yours!

    John Segalla HOUSATONIC REAL ESTATE

    153 E Main St, Ashley Falls, MA 01222
  • /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
  • /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'', will escrow funds for the septic. A worthwhile project in a private, natural setting.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1089 Canaan Southfield Rd, Southfield, MA 01259
  • /27

    $485,000

    • 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
  • /38

    $695,000

    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft

    483 Home Rd, Great Barrington, MA 01230

    A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

    Suzann Ward HOUSATONIC REAL ESTATE

    483 Home Rd, Great Barrington, MA 01230
  • /32

    $775,000

    • 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 to a lovely backyard patio--perfect for indoor-outdoor living. Nearby hiking, biking, and skiing offer endless recreation, or simply relax and enjoy the peaceful

    Claire Pollart LANCE VERMEULEN RE, INC

    1427 Hewins St, Sheffield, MA 01257
  • /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
  • /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 LANCE VERMEULEN RE, INC

    168 Main St, Sheffield, MA 01257
  • /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

    Tony Segalla LANCE VERMEULEN RE, INC

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
  • /50

    $725,000 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
  • /41

    $995,000

    • 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
  • /9

    $125,000

    • Land
    • 6.12 Acres
    • $20,432 per Acre

    0 Amory Ln, Southfield, MA 01259

    Discover the perfect setting for your custom retreat on this expansive 6+ acre lot nestled on a tranquil cul-de-sac off a scenic Berkshire country road. Located in New Marlborough, with a small portion extending into Sheffield, this beautiful parcel offers endless possibilities for your vision. Enjoy the serenity of nature, the charm of rural living, and the potential for lovely views. Whether

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    0 Amory Ln, Southfield, MA 01259
  • /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
  • /40

    $340,000

    • 5 Beds
    • 2 Baths
    • 2,485 Sq Ft

    254 Main St, Sheffield, MA 01257

    Welcome the historic Foxdale and the opportunity to own a piece of history that begins before the declaration of independence. This property originally was built in the 1750s. If a house with character is what you're looking for, look no further! In the heart of the village of Sheffield, you will find this property unlike any other. After its complete restoration by its visionary new owner this

    Cortney Dupont COHEN & WHITE ASSOCIATES

    254 Main St, Sheffield, MA 01257
  • /41

    $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
  • /24

    $299,900

    • 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
  • /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
  • /41

    $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

Frequently Asked Questions

What are the most popular zip codes in Ashley Falls, MA?
The most popular zip codes in Ashley Falls, MA include 01222, 01257, 06018, 01259 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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