Berkshire County MA Homes for Sale

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  /61

  $365,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  25 Calumet St, Pittsfield, MA 01201

  This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  25 Calumet St, Pittsfield, MA 01201
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  /58

  $1,995,000

  • 6 Beds
  • 2.5 Baths
  • 4,138 Sq Ft

  32 Benton Ave, Great Barrington, MA 01230

  Spectacular 1896 Victorian on The Hill, completely and stylishly renovated in 2025! This six-bedroom beauty seamlessly blends original floors and grand woodwork with all-new, high-efficiency systems. Key 2025 updates include full insulation, exterior paint and two new upstairs luxury baths. 2024 brought fully ducted Air Source Heat Pumps (central AC/heating) and new windows. A 2023 heat pump

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  32 Benton Ave, Great Barrington, MA 01230
• 

  

  

  /31

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  184 Old Hitchcock Rd, New Marlborough, MA 01230

  Tucked away deep in the quiet woods of New Marlborough, a low tax town, this distinctive property sits on 18+ very private acres. Perfect for anyone seeking true seclusion, natural beauty, and a life off the beaten trail. Surrounded by mature trees and untouched wilderness, it offers exceptional privacy and a peaceful atmosphere where the only sounds are birdsong, flowing breeze, and the soft

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  184 Old Hitchcock Rd, New Marlborough, MA 01230
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  /59

  $429,000 Open Sat 10AM - 11:30PM

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  67 Cherry St, North Adams, MA 01247

  Located in the desirable historic Cherry Street neighborhood of North Adams, just moments from Downtown North Adams & MCLA, this impeccably maintained Victorian blends preserved period charm with thoughtful modern updates. Rich woodwork, pocket doors, and original architectural details showcase the home's character, while modern conveniences provide comfort and efficiency. A stunning 2022 custom

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  67 Cherry St, North Adams, MA 01247
• 

  

  

  /10

  $45,000

  • 7 Beds
  • 3.5 Baths
  • 2,117 Sq Ft

  159 Eagle St, North Adams, MA 01247

  Located in the downtown district of North Adams, this 3-unit property is close to local amenities and services. It is in need of complete renovation and is being sold AS IS.

  Pam Tworig BISHOP WEST REAL ESTATE

  159 Eagle St, North Adams, MA 01247
• 

  

  /19

  $249,900 Open Sat 11AM - 12:30PM

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  25 Robert St, Pittsfield, MA 01201

  Don't miss this charming 984 sq. ft. ranch, lovingly maintained by the same owners for over 20 years! Featuring 2 bedrooms and 1 full bath, this home offers the ease of single-level living with a bright, open layout perfect for relaxing or entertaining. The cozy kitchen flows into dining and living areas, while the attached garage provides convenience and extra storage. Step outside to a

  Andrew Manns LAMACCHIA REALTY, INC

  25 Robert St, Pittsfield, MA 01201
• 

  

  /25

  $249,900 Open Sat 2PM - 3:30PM

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  87 Maryland Ave, Pittsfield, MA 01201

  Charming and cozy, this well-maintained cape style home sits in a peaceful area with beautiful distant mountain views. On the first floor you'll find 2 bedrooms with a well-sized bathroom, and on the lower level another bonus room, which could be used as a 3rd bedroom, office or extra living space. The basement also offers plenty of other storage with a workshop area as well and access to the

  Andreea Duta BISHOP WEST REAL ESTATE

  87 Maryland Ave, Pittsfield, MA 01201
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  /27

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  100 Boylston Street Extension, Pittsfield, MA 01201

  Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  100 Boylston Street Extension, Pittsfield, MA 01201
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  /58

  $349,900 Open Sat 12PM - 1:30PM

  • 5 Beds
  • 5 Baths
  • 2,976 Sq Ft

  41 Reed St, Pittsfield, MA 01201

  Spacious two family flat with great parking area and fabulous location, in proximity to bank, stores, restaurants and more downtown attractions! This home was recently renovated with improvements that include brand new natural gas high efficiency heating systems, painting and more! There are vinyl replacement windows throughout the building, and city water and sewer. The large upstairs features 3

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  41 Reed St, Pittsfield, MA 01201
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  /34

  $380,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  20 Marshall Ave, Pittsfield, MA 01201

  There's plenty of room to spread out in this classic 1935 Colonial, thoughtfully updated for modern living. Located in Southeast Pittsfield, just across the street from Herberg Middle School, the home offers a large private backyard with a patio and awning--perfect for relaxing or entertaining. Inside, you'll find an eat-in kitchen, formal dining room, a cozy den with abundant built-ins and

  

  Keytoria Jenkins

  THE KINDERHOOK GROUP

  (413) 216-3823

  20 Marshall Ave, Pittsfield, MA 01201
• 

  

  /17

  $179,900

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  10 Enterprise St, Adams, MA 01220

  Welcome to 10 Enterprise Street -- a freshly updated home offering a bright and versatile layout with modern finishes throughout. The first floor features new flooring, an open living area, and a spacious eat-in kitchen with plenty of cabinet and counter space. The full bath has been recently updated with a new vanity and fixtures. A first-floor room provides flexible use options such as a

  Jesse Dimitropolis RE/MAX COMPASS

  10 Enterprise St, Adams, MA 01220
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  /24

  $419,900

  • 4 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  31 Eric Dr, Pittsfield, MA 01201

  Beautiful views and move-in condition! This home has a new kitchen with SS appliances, stone countertops, tile back splashes and slider to the 2 tiered deck overlooking Noble farm fields. Relax and take in nature's beauty! There are all new floors, interior and exterior paint, and extreme low temp high efficiency heat pump/Air conditioning. Updated 2.5 bathrooms and a 2 car garage make this home

  Tim Hart HART REALTY

  31 Eric Dr, Pittsfield, MA 01201
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  /2

  $37,500

  • Land
  • 0.38 Acre
  • $98,168 per Acre

  0 Brown St, Pittsfield, MA 01201

  Build your vision on this 0.382-acre residential lot located in the heart of Pittsfield, Massachusetts. Classified as Residential - Land, this 16,649 sq ft parcel sits within the R6 zoning district, offering excellent potential for a single-family home or a thoughtful residential development. Positioned in District 236, Block 1, Lot 6 (APN: M:I12 B:0001 L:006), this property provides a great

  Alex King Lock and Key Realty, Inc

  0 Brown St, Pittsfield, MA 01201
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  /61

  $1,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
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  /33

  $360,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  135 Allengate Ave, Pittsfield, MA 01201

  This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite

  Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  135 Allengate Ave, Pittsfield, MA 01201
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  /12

  $69,900

  • Land
  • 10.4 Acres
  • $6,721 per Acre

  Lot 8 Benton Hill Rd, Becket, MA 01223

  10+ acre lot with a recent passing perc test. and two brooks. A small brook crosses the property towards the rear as it heads towards Center Pond Brook. Town maintained road, no HOA, electric & fiber optic at the street. Abutting property also available.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  Lot 8 Benton Hill Rd, Becket, MA 01223
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  /11

  $64,900

  • Land
  • 6.52 Acres
  • $9,954 per Acre

  LOT9 Benton Hill Rd, Becket, MA 01223

  6.5 acres with frontage on Center Pond Brook and newly perced. Rough driveway in with some overgrown cleared areas. Abutting properties on both sides available.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT9 Benton Hill Rd, Becket, MA 01223
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  /14

  $119,000

  • Land
  • 1.17 Acres
  • $101,710 per Acre

  2 Terra Ferma Dr, Egremont, MA 01230

  Build your dream home on Terra Ferma Drive--arguably the best dead-end road in the Berkshires. Located just minutes from South Egremont, Great Barrington, and Catamount Ski Area, this is the ideal location to stake your ground. The road hosts a quiet neighborhood that leads directly to state hiking trails, putting the outdoors just steps from your door. This lot is perced and ready to build.

  Tony Segalla LANCE VERMEULEN RE, INC

  2 Terra Ferma Dr, Egremont, MA 01230
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  /8

  $64,900

  • Land
  • 6.73 Acres
  • $9,651 per Acre

  LOT10 Benton Hill Rd, Becket, MA 01223

  6.7 acre parcel with frontage on Center Pond Brook and a fresh October 2025 perc. Private location on a town maintained road. Fiber optic and electric on the street. No HOA. Abutting property also available.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT10 Benton Hill Rd, Becket, MA 01223
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  /42

  $324,999 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,269 Sq Ft

  42 Harding Ave, North Adams, MA 01247

  Fully renovated 6-room home featuring 3 spacious bedrooms. This move-in ready property has been freshly painted and upgraded with new windows and doors. Enjoy durable LVT flooring throughout, a brand-new Trex deck perfect for outdoor living, and a roof that is only 6 years old. A new furnace adds peace of mind and long-term comfort. A beautifully updated home ready for its next owner! 3% buyer's

  Zahi Haddad Zee Haddad Realty

  42 Harding Ave, North Adams, MA 01247
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  /58

  $399,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  668 N Main St, Lanesboro, MA 01237

  **Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers,

  David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  668 N Main St, Lanesboro, MA 01237
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  /2

  $299,900

  • Land
  • 6 Acres
  • $49,983 per Acre

  0 West St, Pittsfield, MA 01201

  This land is ideally located near downtown, 6 acres in an R6 zone, this has been approved for subdivision in the past. Come with complete engineering including maps, topo's, traffic study and much more. Beautiful views of Bousquet, bus line, all public utilities available. A RARE development opportunity to change the housing market in Pittsfield.

  Steve Ray BERKSHIRE REAL ESTATE

  0 West St, Pittsfield, MA 01201
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  /45

  $519,900

  • 4 Beds
  • 3 Baths
  • 2,020 Sq Ft

  46 E Orchard Terrace, Adams, MA 01220

  Step inside and be greeted by an inviting and light-filled interior. Offering 4 bedrooms and 3 baths, the thoughtful, open-flow floor plan is an entertainer's delight, ensuring guests are always part of the conversation, whether gathered around the large kitchen island or relaxing in the main living space.The versatility of two separate living rooms is a rare find, offering endless possibilities

  Jason Nocher NOCHER REALTY

  46 E Orchard Terrace, Adams, MA 01220
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  /18

  $675,000 Open Sat 10AM - 4PM

  • 1 Bed
  • 1.5 Baths
  • 1,250 Sq Ft

  520 State Rd Unit 207, North Adams, MA 01247

  Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 350-1098

  520 State Rd Unit 207, North Adams, MA 01247
• 

  /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 Riverin 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
• 

  

  /23

  $1,340,000 Open Sat 10AM - 4PM

  • 2 Beds
  • 2 Baths
  • 2,110 Sq Ft

  520 State Rd Unit 402, North Adams, MA 01247

  Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 725-4556

  520 State Rd Unit 402, North Adams, MA 01247
• 

  

  /19

  $610,000 Open Sat 10AM - 4PM

  • 1 Bed
  • 1.5 Baths
  • 1,150 Sq Ft

  520 State Rd Unit 208, North Adams, MA 01247

  Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 798-5680

  520 State Rd Unit 208, North Adams, MA 01247
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  /50

  $599,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 3 Baths
  • 3,228 Sq Ft

  16 Opeechee St, Lanesborough, MA 01237

  Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all

  Laiken Rapisarda LAMACCHIA REALTY, INC

  16 Opeechee St, Lanesborough, MA 01237
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  /32

  $689,000

  • 3 Beds
  • 3 Baths
  • 1,968 Sq Ft

  9102 Mountainside Dr, Hancock, MA 01237

  Step into this beautifully updated 3-bedroom, 3-bathroom retreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and

  Kevin Moderski JIMINY REALTY

  9102 Mountainside Dr, Hancock, MA 01237
• 

  

  /15

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  84 W Main St, North Adams, MA 01247

  Remodeled and ready to move in!! Brand new kitchen with granite countertop and highend appliances New bathroom with a beautiful double sink.. All windows have been replaced updated electric and heating

  Christina Nicholas STEEPLEVIEW REALTY - N. ADAMS

  84 W Main St, North Adams, MA 01247
• 

  

  /23

  $279,900

  • 4 Beds
  • 1 Bath
  • 1,231 Sq Ft

  14 Glassworks Rd, Berkshire, MA 01224

  Well kept cape home with 4 bedrooms 1 bath. 1 year old kitchen with stone counters and stainless appliances. Rear Deck, 1 car garage. Walkout basement for future livable space. Water betterment of $1153/Yr for new public water lines (2022) in the neighborhood for 40 year duration.

  Tim Hart HART REALTY

  14 Glassworks Rd, Berkshire, MA 01224
• 

  

  /25

  $665,000

  • 2 Beds
  • 2 Baths
  • 971 Sq Ft

  160 Water St Unit 403, Williamstown, MA 01267

  Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed 'Purple Mountains' and the rolling Green

  StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 403, Williamstown, MA 01267
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  /43

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,686 Sq Ft

  155 Laurel St, Lee, MA 01238

  This thoughtfully updated home blends warmth, comfort, and history. An amazing front porch welcomes you before you even step inside, and the short walk to downtown or quick drive to the lake offers an easy, connected Berkshire lifestyle. Inside, bright and inviting rooms and beautiful wood floors create a natural sense of warmth, while the layout makes everyday living feel effortless. Flexible

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  155 Laurel St, Lee, MA 01238
• 

  

  /17

  $499,900

  • Land
  • 17.94 Acres
  • $27,865 per Acre

  2439 W Center Rd, Otis, MA 01253

  Imagine building your dream home atop a stunning mountain in the Berkshires, where breathtaking views of Tyringham Valley stretch out on one side and the serene landscape of Sandersfield graces the other. This picturesque location not only offers a tranquil retreat but also boasts a completed perc test and a roughed-in driveway, making your construction process smooth and straightforward. Plus,

  Lori Kroh Century 21 AllPoints Realty

  2439 W Center Rd, Otis, MA 01253
• 

  

  /33

  $249,900

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  233 Stebbins Rd, Otis, MA 01253

  Welcome to 233 Stebbins Road in Otis, MA! This charming contemporary home features 1 bedroom and a loft, perfect for guests or a home office. With 1 bathroom, the layout is both functional and inviting. Nestled on approximately 2 acres, this property offers plenty of outdoor space including a spacious deck for relaxation and recreation. The two-car garage adds convenience and ample storage for

  Doug Collins LAMACCHIA REALTY, INC

  233 Stebbins Rd, Otis, MA 01253
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  /44

  $539,900

  • 4 Beds
  • 1.5 Baths
  • 1,865 Sq Ft

  573 Stafford Hill Rd, Cheshire, MA 01225

  Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,865 sq ft. of comfortable living space on a generous 1.42 acre lot in the beautiful town of Cheshire. This property features a bright and inviting layout, well-sized bedrooms, and ample room for everyday living or entertaining. New vinyl siding, gutters & awnings added in the most recent years. Enjoy the privacy and outdoor

  Sara Bresett NOCHER REALTY

  573 Stafford Hill Rd, Cheshire, MA 01225
• 

  

  /29

  $219,000

  • 5 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  26 Bradford St, North Adams, MA 01247

  Discover the perfect blend of space, charm, and convenience in this centrally located 4-5 bedroom single-family home in the heart of North Adams. Just a short walk to downtown, restaurants, galleries, and everyday amenities, this well-maintained residence offers newly painted interiors, an updated furnace, and a brand-new hot water tank for peace of mind. Enjoy a cute backyard with stunning city

  Christine Girard STEEPLEVIEW REALTY - N. ADAMS

  26 Bradford St, North Adams, MA 01247
• 

  

  /51

  $3,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,225 Sq Ft

  40 E Alford Rd, West Stockbridge, MA 01266

  Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  40 E Alford Rd, West Stockbridge, MA 01266
• 

  

  /8

  $39,900

  • Land
  • 0.3 Acre
  • $135,088 per Acre

  0 Friend St, Adams, MA 01220

  Adams! Looking to build a new home? Nestled at the foot of Mt. Greylock in the Berkshires! This building lot offers views of eastern mountain ridges & glorious sunrises and Western Views with beautiful afternoon sunsets. Minutes from Greylock Glen, Jaeschke Apple Orchards and close to down town. There are utilities along the road and the land has been surveyed. Great location with easy access to

  Colleen Zajac MONARCH REALTY, INC.

  0 Friend St, Adams, MA 01220
• 

  

  /30

  $325,000

  • 6 Beds
  • 3 Baths
  • 2,282 Sq Ft

  152 Furnace St, North Adams, MA 01247

  Exceptional investment opportunity in the heart of North Adams! This well-maintained, tastefully decorated three-family property offers three spacious floors of turnkey living with stunning city views from every level. Two of the apartments come fully furnished, making them ideal for Airbnb, short-term rentals, or immediate tenant occupancy. The building features updated furnaces, plumbing, and

  Christine Girard STEEPLEVIEW REALTY - N. ADAMS

  152 Furnace St, North Adams, MA 01247

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