Berkshire County MA Homes for Sale

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  /42

  $739,900

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  134 Kibbe Rd, Otis, MA 01029

  Rare Waterfront property on Otis Reservoir with large boat dock. Otis Reservoir is the state's largest recreational body of water. Completely remodeled home has 2 bedrooms and 2 full bathrooms. SLEEPS 7 . wood Cathedral ceilings., and ship lack. thru out .

  Peter Strniste Peter E. Strniste, Jr.

  134 Kibbe Rd, Otis, MA 01029
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  /29

  $279,900

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  60 Churchill Crest, Pittsfield, MA 01201

  Welcome to Modern One Level Easy Living at Churchill Crest Condominiums. This unique offering has been meticulously updated and finished with new and improved features in each room. Enter spacious living room with expansive newer slider framing front to back views. Bousquet mountain out front and to rear see the rear patio, privacy, woods and beautiful custom landscape that has evolved from over

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  60 Churchill Crest, Pittsfield, MA 01201
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  /27

  $474,900

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

  102 Wells Rd, Becket, MA 01223

  Be the first to live in this newly built split-entry home in Becket. Located in the Sherwood Forest community, it is just a few minute walk away from the private beach and lake. A private, fenced-in yard with gated access welcomes you on arrival. Exterior highlights include a deck overlooking serene wooded views and a covered patio below—perfect for outdoor entertaining. The main level offers an

  Nikolay Yusenko Class Realty, Inc.

  102 Wells Rd, Becket, MA 01223
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  /15

  $239,900

  • 6 Beds
  • 2 Baths
  • 1,928 Sq Ft

  17 Wallace Place, Pittsfield, MA 01201

  Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this

  Michele Purcell LAMACCHIA REALTY, INC

  17 Wallace Place, Pittsfield, MA 01201
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  /38

  $312,000

  • 3 Beds
  • 1 Bath
  • 1,394 Sq Ft

  36 Pittsfield Ave, Pittsfield, MA 01201

  Step into this charming 3-bedroom, 1-bath home tucked away in the comfortable Allendale Parkway neighborhood. With nearly a half acre of land, it could be your perfect blend of comfort and outdoor beauty.Inside, you'll find 1,394 sq. ft. of freshly painted living space with easy-care laminate floors. The first floor offers kitchen, dining room, and a spacious living room where a large bow window

  

  Mary Smith

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 628-2060

  36 Pittsfield Ave, Pittsfield, MA 01201
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  /24

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  28 Jayne Ave, Pittsfield, MA 01201

  In a very desirable neighborhood sits this charming ranch with 3 bedrooms, 1.5 baths, and fully fenced yard.Enter through the garage to a generous mudroom, then into the family room with oak floors and sliding doors open to the spacious deck and yard. The dining room connects seamlessly to the birch cabinet kitchen, and French doors lead to a cozy living room with a gas fireplace, perfect for

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  28 Jayne Ave, Pittsfield, MA 01201
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  /33

  $779,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  165 Maple Ave, Great Barrington, MA 01230

  Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

  Tony Segalla LANCE VERMEULEN RE, INC

  165 Maple Ave, Great Barrington, MA 01230
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  /33

  $779,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  165 Maple Ave Unit D, Great Barrington, MA 01230

  Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

  Tony Segalla LANCE VERMEULEN RE, INC

  165 Maple Ave Unit D, Great Barrington, MA 01230
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  /60

  $2,185,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,952 Sq Ft

  14 Old Tree Farm Rd, Stockbridge, MA 01262

  Set on a quiet country road w/ private driveway, this charming 3 BR, 2.5 BA home sits on 8 picturesque acres just minutes from Tanglewood, Stockbridge Bowl & the villages of Stockbridge, Lenox & West Stockbridge. Perfect for outdoor enthusiasts, culture lovers or anyone seeking a peaceful Berkshire retreat. The location offers hiking, yoga & wellness centers, boating, skiing, & convenient access

  Claire Pollart LANCE VERMEULEN RE, INC

  14 Old Tree Farm Rd, Stockbridge, MA 01262
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  /21

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

  Mark Rosengren LANCE VERMEULEN RE, INC

  115 Bridge St, Great Barrington, MA 01230
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  /35

  $3,650,000

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  42 W Alford Rd, West Stockbridge, MA 01266

  MODERN LUXURY-NO UTILITY BILLS. A net zero home. Framed by sweeping walls of glass, nature itself becomes part of the design in this single-level modernist retreat. The seamless indoor-outdoor flow invites you to take in mountain views from every angle. Refined simplicity define the space, with sleek lines, a cohesive palette, and high-end finishes creating effortless sophistication. Created by

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  42 W Alford Rd, West Stockbridge, MA 01266
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  /11

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /11

  $1,176,800

  • 4 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  411 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  /7

  $809,900

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

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /32

  $369,900

  • 3 Beds
  • 4 Baths
  • 8,544 Sq Ft

  50-52 N Summer St, Adams, MA 01220

  This is a rare opportunity to acquire a robust, four-unit, mixed-use commercial and residential building strategically located near downtown attractions. The classic brick construction provides enduring appeal, while recent capital improvements significantly enhance the property's longevity and reduce immediate maintenance concerns. New roof in 2025, heating systems less than 6 years old, most

  Jason Nocher NOCHER REALTY

  50-52 N Summer St, Adams, MA 01220
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  /57

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
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  /39

  $269,900

  • 4 Beds
  • 2 Baths
  • 2,172 Sq Ft

  41 Prospect St, North Adams, MA 01247

  Recently Renovated Colonial! This updated home has room for everyone! Featuring main level primary bedroom and full bath, 3 additional bedrooms upstairs with a second full bath and extra living space galore! Enjoy a spacious new kitchen, new appliances, new flooring, new lighting, fresh paint and many new windows throughout! Plenty of room to spread out! If you have been looking for a large home

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  41 Prospect St, North Adams, MA 01247
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  /32

  $200,000

  • 8 Beds
  • 4 Baths
  • 5,142 Sq Ft

  32-38 Spring St, North Adams, MA 01247

  This is a four-family property. Property is VACANT. Seller is conveying lot 56-A & Lot 56-B Updated mechanicals ready for the next owner to complete. Each unit has 2 bedrooms, 1 bathroom, and a bigger living room space with windows that allow lots of natural light to shine through. The kitchen is a moderate size giving enough area for people to maneuver. The property is located close to schools,

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  32-38 Spring St, North Adams, MA 01247
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  /11

  $839,900

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

  407 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  /40

  $384,000

  • 3 Beds
  • 1.5 Baths
  • 1,677 Sq Ft

  20 Moscow Rd, West Stockbridge, MA 01266

  Short walk to quaint downtown West Stockbridge featuring local coffee shop, variety store, restaurants and shops. Just a few minutes to local theatres, music venues, Tanglewood, historic Stockbridge, and the Mass Pike. Beautiful open yard great for summer entertaining including cookouts, yard games or just relaxing and reading a book! Cozy fireplace for those beautiful snowy New England nights.

  Mark Harris SIGNATURE ASSOCIATES

  20 Moscow Rd, West Stockbridge, MA 01266
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  /26

  $349,500

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  63 Asci Dr, Pittsfield, MA 01201

  Welcome to this lovingly cared-for 3-bedroom, 1.5-bath home, offered for the first time in many years. The home has been exceptionally maintained--a rare find for buyers who value quality, solid construction, and the opportunity to personalize a space to their own taste.Step inside to an inviting layout with warm natural light throughout. The main level offers comfortable living and dining areas,

  Tanya Shepardson LAMACCHIA REALTY, INC

  63 Asci Dr, Pittsfield, MA 01201
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  /60

  $4,950,000

  • 7 Beds
  • 8.5 Baths
  • 7,073 Sq Ft

  1 Pinecroft Dr, Lenox, MA 01240

  Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Pinecroft Dr, Lenox, MA 01240
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  /29

  $264,900

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  26 Davis St, Pittsfield, MA 01201

  Set on a private .41-acre lot, this renovated three bedroom, one bath home gives you the chance to move in without worrying about projects. The updates are fresh throughout, and the house has not been lived in since the work was completed.A large garage provides plenty of storage or space for hobbies, and the yard offers room to spread out, garden, or just enjoy the outdoors.26 Davis Street

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  26 Davis St, Pittsfield, MA 01201
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  /30

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  37 Corey Rd Unit 14, Hancock, MA 01237

  Enjoy the ultimate convenience of living at a ski resort, with easy access to slopes, hiking trails, mountain biking, dining, and other resort amenities right at your doorstep. Wood burning fireplace will keep you warm on those cold winter nights. Embrace the year-round mountain lifestyle in this exceptional 3-bedroom, 2-full-bath home, ideally situated for both adventure and relaxation. Nestled

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 14, Hancock, MA 01237
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  /47

  $399,900

  • 4 Beds
  • 1.5 Baths
  • 2,245 Sq Ft

  34 Goodrich St, North Adams, MA 01247

  Welcome to 34 Goodrich Street, a beautifully maintained colonial-style home in North Adams, MA. This charming residence features 4 spacious bedrooms and 1.5 baths, combining classic elegance with modern comfort. Step inside to find a bright living area that flows seamlessly into the dining space, perfect for entertaining. The kitchen is equipped with plenty of space and ample storage, making meal

  Doug Collins LAMACCHIA REALTY, INC

  34 Goodrich St, North Adams, MA 01247
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  /12

  $139,900

  • Land
  • 3.59 Acres
  • $38,969 per Acre

  407 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 216-4191

  407 Churchill St, Pittsfield, MA 01201
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  /10

  $109,900

  • Land
  • 2.14 Acres
  • $51,355 per Acre

  403 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-4478

  403 Churchill St, Pittsfield, MA 01201
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  /9

  $254,900

  • Land
  • 8.93 Acres
  • $28,544 per Acre

  411 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 359-6411

  411 Churchill St, Pittsfield, MA 01201
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  /3

  $29,900

  • Land
  • 0.34 Acre
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /16

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,133 Sq Ft

  37 Corey Rd Unit 872, Hancock, MA 01237

  Experience the pinnacle of slope-side living in this 3-bedroom, 2-full bathroom ski-on/ski-off condo. Boasting 1,133 sq. ft. of meticulously designed living space, this mountain retreat offers unparalleled convenience and comfort. Step directly from the lodge onto the trails, maximizing your time on the slopes and eliminating transportation hassles.Inside, you'll find an inviting atmosphere with

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 872, Hancock, MA 01237
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  /26

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  64 King St, Pittsfield, MA 01201

  This 3-bedroom, 1-bath home with a detached garage offers great potential and a convenient in-town location. Featuring a solid layout and classic floor plan, it's an excellent opportunity for buyers looking to update, customize, or invest for instant equity. The home needs cosmetic improvements, and the garage, basement, and parts of the interior contain personal property that will remain.

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  64 King St, Pittsfield, MA 01201
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  /20

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  52 Alger St, Adams, MA 01220

  This cherished family home is ready for it's next chapter. The first floor offers a large, open kitchen, dining room, living room, versatile bedroom or office and a half bath. A welcoming four-season sunroom at the front entry provides the perfect spot to relax year-round. The second floor features two additional bedrooms and a full bath. Nestled in a quiet neighborhood, the home sits on a large

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  52 Alger St, Adams, MA 01220
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  /43

  $3,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  21A Interlaken Rd, Stockbridge, MA 01262

  Modern country living at its finest--crafted with exceptional quality, refined taste, and a true sense of warmth. A dramatic double-height entry and living room create a seamless dialogue with the surrounding landscape while offering the comfort of home. The main level features an open-concept kitchen, living, and dining area, anchored on one side by the primary suite and on the other by a

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  21A Interlaken Rd, Stockbridge, MA 01262
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  /40

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,269 Sq Ft

  26 Lenox Rd, West Stockbridge, MA 01266

  1900's cottage set above the village of West Stockbridge. Open plan living with updated kitchen and bath, with laundry tucked in below the stairs and second floor has three bedrooms. Fenced yard creating a nice private space with wraparound deck. Shed at the back of the property providing a lovely additional space.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  26 Lenox Rd, West Stockbridge, MA 01266
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  /53

  $1,850,000

  • 4 Beds
  • 1.5 Baths
  • 3,084 Sq Ft

  1130 East Rd, Richmond, MA 01254

  ICE HOUSE HILL FARM. Richmond, MA There are properties with views in the Berkshires. Then there is Ice House Hill Farm270 degrees of sweeping, layered vistas, and exceptional distant views - guaranteed forever by 130 acres of land that can never be developed. The facts: Exceptional building parcel on one of the Berkshires most beautiful roads, commanding staggering views. | 143 total acres. |

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1130 East Rd, Richmond, MA 01254
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  /61

  $365,000

  • 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
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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
• 

  /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
• 

  

  /60

  $1,585,000

  • 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

Showing Results 81 - 120, Page 3 of 14