Newest Homes for Sale in Ashley Falls, MA

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  /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
• 

  

  

  /22

  $369,000

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  246 Ashley Falls Rd, Canaan, CT 06018

  Welcome to this Spacious 4-bedroom, 2-bathroom Colonial offering 2,214 sq. ft of inviting living space on a .44-acre in-town lot in the heart of North Canaan. Step inside to a spacious country kitchen, perfect for family gatherings. The bright and airy floor plan features multiple living areas with plenty of natural light and traditional charm throughout. Upstairs, you will find generous

  Roberta Green Elyse Harney Real Estate

  246 Ashley Falls Rd, Canaan, CT 06018
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  /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
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  /13

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  41 Prospect St, Canaan, CT 06018

  Looking for small town charm, a country home, investment property or weekend retreat? This one level, three bedroom, two bath home is waiting for your creative vision. Situated on a quiet street, filled with natural light, hardwood flooring, enclosed front porch and detached garage. Just minutes to local shops, short drive to the Berkshires and a great location for outdoor enthusiasts. This home

  Dawn Sanderson Northwest CT Realty

  41 Prospect St, Canaan, CT 06018
• 

  

  

  /31

  $825,000

  • 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
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  /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
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  /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

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 848-6618

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

  

  /31

  $2,045,000

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

  19 Hemlock Ln, Salisbury, CT 06068

  Solitude in Salisbury - 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

  Thomas Callahan Elyse Harney Real Estate

  19 Hemlock Ln, Salisbury, CT 06068
• 

  

  /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
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  /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
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  /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
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  /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
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  /39

  $284,000

  • 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
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  /37

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  414 S Undermountain Rd, Sheffield, MA 01257

  Custom modern home with open plan living area, high ceilings and oversized windows everywhere bringing in tremendous natural light. One level living with large gorgeous marble kitchen, great working island and wall pantry. Guest wing off entry with two bedrooms and a hall bath. Entry hall has a powder room, hooks for coats and closet. The primary suite, on the south side, has french doors to

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  414 S Undermountain Rd, Sheffield, MA 01257
• 

  

  /13

  $365,000

  • Land
  • 15 Acres
  • $24,333 per Acre

  0 Brewer Branch Rd, New Marlborough, MA 01244

  Bucolic New Marlborough at its best. 15 gorgeous acres with meadows, woods and Brewer Brook. Gently rolling terrain. Lovely views of the hills, fields and trees in all directions. Sits beautifully at the southwest corner of Brewer Branch and Brewer Hill Roads. This property is perfect as an estate parcel with space for a full guest house, barns or other outbuildings. It does meet the

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  0 Brewer Branch Rd, New Marlborough, MA 01244
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  /27

  $399,000

  • 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
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  /85

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 6,915 Sq Ft

  662 Brewer Hill Rd, New Marlborough, MA 01230

  Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirees to intimate retreats.At its heart is the Great House--a 6,000 sq. ft. architectural masterpiece by renowned

  Claire Pollart LANCE VERMEULEN RE, INC

  662 Brewer Hill Rd, New Marlborough, MA 01230
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  /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
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  /40

  $1,975,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,552 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
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  /4

  $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 significant 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

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1089 Canaan Southfield Rd, Southfield, MA 01259
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  /35

  $799,000

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

  1460 Ashley Falls Rd, Sheffield, MA 01257

  Stunning contemporary sanctuary in Ashley Falls offering perfect blend of modern design & natural surroundings. 3BR/2.5BA residence bathed in natural light. The first floor features a comfortable den, eat-in kitchen and gracious living room with marble wood burning fireplace. A thoughtfully designed floor plan flows seamlessly to outdoor spaces including large deck for al fresco dining &

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1460 Ashley Falls Rd, Sheffield, MA 01257
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  /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
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  /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
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  /28

  $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
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  /26

  $699,000

  • 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 INVESTMENT 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

  Christopher Virtuoso KW Legacy Partners

  26 Granite Ave, Canaan, CT 06018
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  /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, or build a viewing platform for regular visits, it has 7+ acres with roughly 60-70% in a bog like status, the remainder being usable for building and walking along the bog's boundaries. All earlier

  Robin Leech Robinson Leech Real Estate

  730 Clayton Rd, Sheffield, MA 01222
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  /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
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  /30

  $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
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  /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 one-level home with room for expansion, 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

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /25

  $300,000

  • 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

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 295-3073

  182 Church St, Canaan, CT 06018
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  /40

  $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
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  /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
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  /17

  $795,000

  • 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
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  /39

  $3,680,000

  • 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
• 

  

  /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
• 

  

  /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

  

  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

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