Newest Homes for Sale in The Berkshires, MA

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  /62

  $3,375,000

  • 5 Beds
  • 5 Baths
  • 2,894 Sq Ft

  475 Rossiter Rd, Richmond, MA 01254

  Brookside Acres awaits your arrival, privately sited on 15 + acres, on one of the most scenic country roads in Richmond. This exquisitely renovated Contemporary offers a plethora of amenities for the person looking for a private retreat for a few or someone that likes to entertain and gather with a crowd. From the moment you enter your monitored driveway you realize Brookside Acres has it all;

  Mary Jane White COHEN & WHITE ASSOCIATES

  475 Rossiter Rd, Richmond, MA 01254
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• 

  

  

  /50

  $379,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  171 Pine Grove Dr, Pittsfield, MA 01201

  Charming 3-bedroom, 2-full-bath Cape nestled in a premier location! This well-maintained home offers a full dormer, a spacious sun-filled kitchen with new floors, generous cabinet and counter space, and gleaming hardwood floors throughout. The large primary bedroom provides plenty of comfort and versatility. Enjoy added living space (almost 300 sq.ft.) in the recently renovated semi-finished

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  171 Pine Grove Dr, Pittsfield, MA 01201
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  /28

  $826,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft

  26 E Hill Rd, Southfield, MA 01259

  Picture perfect, totally renovated and expanded Southfield Village home. The stunning kitchen -- featured in Bon Appetit -- just received new stone countertops & sink. A gorgeous, wrap-around screened porch overlooks the entire backyard and stream. Cross the stream via a walking bridge to the lush garden beyond. A new full bath has been added to create a primary suite on the first floor.It's

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  26 E Hill Rd, Southfield, MA 01259
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  /19

  $115,000

  • Land
  • 5.23 Acres
  • $21,989 per Acre

  0 West St, Plainfield, MA 01070

  Claim your place in the quiet Berkshire hill towns on this rare, fully engineered 5-acre parcel, where thousands of dollars & months of planning, testing and site work have already been completed for you. A west-facing backyard offers sunset glow & partial distant views from elevated portions of the land, set along a low-traffic paved country road with electricity at the street & Starlink

  Jill Normandin Century 21 North East

  0 West St, Plainfield, MA 01070
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  /32

  $1,995

  • 2 Beds
  • 1 Bath
  • 1,241 Sq Ft

  209 Corinth St, North Adams, MA 01247

  Located on a quiet dead-end street close to MCLA and Mass MoCA, this well-kept home features gleaming hardwood floors and a bright, inviting layout. Fully furnished and ready for you to move in. The kitchen offers granite counters and opens to a spacious dining area and cozy fireplaced living room. One furnished bedroom and a full tiled bath are on the first floor; two additional furnished

  Jessica Sperry MAVERICK REALTY

  209 Corinth St, North Adams, MA 01247
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  /4

  $165,000

  • Land
  • 32.28 Acres
  • $5,112 per Acre

  1282 Burt Hill Rd, Tolland, MA 01034

  Discover the possibilities with this 32-acre property in the scenic Hilltown of Tolland, Massachusetts. The land has already been divided into two approved building lots of approximately 16 and 15 acres, creating flexibility for development, investment, or a private retreat. Portions of the property have been cleared, with a curved driveway plan already cut in and marked trees outlining potential

  

  Mary O'Connell

  Wolcott Realty

  (413) 899-7164

  1282 Burt Hill Rd, Tolland, MA 01034
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  /42

  $499,000

  Open Sun 12PM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  1874 Home Rd, Great Barrington, MA 01230

  Tucked away in a peaceful Berkshire setting, this 3-bedroom, 2-bath home offers a blend of comfort, nature, and everyday convenience just minutes from downtown Great Barrington. Imagine mornings filled with natural light streaming through skylights as vaulted ceilings open the living, kitchen, and dining areas into a bright, airy gathering space designed for connection and ease.The home

  Gabriela Dearstyne KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1874 Home Rd, Great Barrington, MA 01230
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  /18

  $125,000

  • Land
  • 10.18 Acres
  • $12,279 per Acre

  Lot 84 Churchill Rd, Otis, MA 01253

  Located on a quiet county road. This 10 plus acre wooded lot offers a blend of level along with a gentle sloping terrain that gives you the option to build whatever style of Home you desire. The large beautiful Town Beach with a picnic and playground area on Big Pond is only a mile around the corner. This property gives you rural Berkshire living with the convenience of being approximately 20

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  Lot 84 Churchill Rd, Otis, MA 01253
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  /46

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,023 Sq Ft

  267 East St, South Egremont, MA 01258

  Being sold as-is, this property presents an opportunity for buyers willing to bring their vision and updates. Septic system has been inspected and failed report in documents Charming 2-bedroom, 1.5-bath home set on 5.75 private acres in the peaceful mountaintop community of Mount Washington, MA. This cozy retreat offers a rare blend of tranquility and natural beauty, surrounded by some of the

  Jeff Marget Lamacchia Realty, Inc. - Dalton

  267 East St, South Egremont, MA 01258
• 

  

  /42

  $299,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  51 Middlefield Rd, Peru, MA 01235

  Embrace the absolute tranquility of this unique, beautifully maintained property perched on a hill. Set back over 300 feet from the road, a pristine, fully paved driveway leads you up to this ultimate secluded escape. Nature lovers will instantly fall in love with the spacious back porch is the perfect private spot to sip your morning coffee, listen to the birds, and enjoy the serene, wooded

  Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

  51 Middlefield Rd, Peru, MA 01235
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  /18

  $1,290

  • 2 Beds
  • 1 Bath

  40 E Jordan St Unit 3, Adams, MA 01220

  Looking for that perfect blend of ''downtown pulse'' and ''cozy sanctuary''? This updated two-bedroom gem proves that the best things really do come in small, stylish packages.This unit is all about maximizing every square inch with modern finishes and a warm, inviting energy. Whether you're a minimalist maven or a city seeker, this space hits all the right notes. No laundry hook-ups, less

  Jason Nocher NOCHER REALTY

  40 E Jordan St Unit 3, Adams, MA 01220
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  /42

  $850,000

  • 4 Beds
  • 2 Baths
  • 2,838 Sq Ft

  40 Whately Glen Rd, Conway, MA 01341

  Discover one of Conway's most extraordinary countryside settings, featuring 59 acres of rolling meadows, woodlands, a picturesque pond, barn, and historic antique home. The pond serves as the centerpiece of this remarkable property, creating a peaceful retreat for wildlife watching, kayaking, or simply enjoying the natural beauty. With approximately 15 open acres and 2,750 feet of road frontage,

  Wanda Mooney Coldwell Banker Community REALTORS®

  40 Whately Glen Rd, Conway, MA 01341
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  /6

  $150,000

  • Land
  • 31 Acres
  • $4,839 per Acre

  0 Indian Oven Rd, Worthington, MA 01098

  31 acres of unspoiled countryside on picturesque Indian Oven Road. With Wards Stream flowing along the back of the property, this peaceful parcel offers privacy, natural beauty, and endless potential. Whether you're dreaming of a country retreat, recreational escape, or a place to build your future, this is an opportunity to start with a blank canvas and create something uniquely your own.

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  0 Indian Oven Rd, Worthington, MA 01098
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  /66

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  109 Stebbins Rd, Otis, MA 01253

  Whether you're seeking a peaceful country retreat or a full-time residence, this beautifully renovated home offers the perfect blend of rustic elegance and modern comfort. Privately situated on nearly 5 acres and set well back from a quiet country road, the property enjoys expansive yard space, distant views, and a truly bucolic setting.Move-in ready and thoughtfully updated, the open and airy

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  109 Stebbins Rd, Otis, MA 01253
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  /61

  $479,000

  • 4 Beds
  • 3 Baths
  • 3,137 Sq Ft

  101 Harris St, North Adams, MA 01247

  A rare in-town retreat offering privacy, nature, and exceptional craftsmanship just moments from downtown North Adams. Tucked away on a dead-end street and surrounded by mature landscaping, rhododendrons, flowering trees, and woodland views, this property feels like your own private compound. Features include a beautifully updated home with new siding, roof, windows, a charming front porch,

  Christine Girard Lamacchia Realty, Inc. - North Adams

  101 Harris St, North Adams, MA 01247
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  /30

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,362 Sq Ft

  1952 East St, Pittsfield, MA 01201

  Charming 3-bed, 1-bath brick Cape perfect for first-time buyers or downsizers. Features functional layout, warm hardwood floors, and a fully fenced backyard for kids and pets. Conveniently located minutes from grocery stores, retail, and amenities. Bring your vision to this cozy home and build equity today!

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1952 East St, Pittsfield, MA 01201
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  /38

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft

  30 Imperial St, Pittsfield, MA 01201

  Just minutes from Pontoosuc Lake, this charming two-bedroom, two-bath home offers the perfect combination of comfort, style, and convenience in a sought-after lake neighborhood. Filled with natural light throughout, the home features partial lake views & lake access right at the end of the street. Inside, you'll find a bright and inviting layout with tasteful updates throughout. The kitchen

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  30 Imperial St, Pittsfield, MA 01201
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  /37

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  15 Cross Rd, West Stockbridge, MA 01266

  Meticulously maintained, thoughtfully designed move-in ready 3 bedroom, 2 full bathroom ranch on 2.23 park like acres in West Stockbridge, with a portion of the land extending into Richmond. See map in document tab. An adjoining 4 acre non-buildable lot behind is available for purchase upon request. Improvements: New Hardie siding, boral trim; significant insulation upgrades; improved lighting

  Donna DiGrigoli DIGRIGOLI REAL ESTATE

  15 Cross Rd, West Stockbridge, MA 01266
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  /33

  $1,295,000

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  164 Alford Rd, Great Barrington, MA 01230

  Single level Berkshire retreat tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. This custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing floor plan ideal for everyday living or entertaining. The

  John Segalla HOUSATONIC REAL ESTATE

  164 Alford Rd, Great Barrington, MA 01230
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  /42

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  4 Lenox Rd, West Stockbridge, MA 01266

  This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  4 Lenox Rd, West Stockbridge, MA 01266
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  /38

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  457 N Eagle St, Clarksburg, MA 01247

  Neat as a pin - just pack your bags and move right in! This meticulously maintained 2-bedroom, 2-bath home offers worry-free living with no deferred maintenance to be found. Situated on a desirable corner lot in Clarksburg with public water & sewer, this home features an open-concept floor plan designed for comfortable and efficient living. Beautiful oak floors flow throughout most of the main

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  457 N Eagle St, Clarksburg, MA 01247
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  /49

  $465,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft

  156 Bailey Rd, Lanesborough, MA 01237

  BEAUTIFUL BAILEY ROAD, WALK YOUR DOG, TAKE A BIKE RIDE, ENJOY THE MOUNTAIN VIEW.HOUSE OFFERS 3 BEDROOMS, VAULTED CEILING WITH BEAMS IN LIVING ROOM WITH WOOD BURNING FIREPLACE, OPEN PLAN CONCEPT, 2 FINISHED ROOMS ON LOWER LEVEL WITH HALF BATH / LAUNDRY ROOM AND PELLET STOVE FOR ADDED WARMTH. NEW SOUTH FACING TREX DECK, ATTACHED 2 CAR GARAGE. CLOSE TO BRODIE AND BOUSQUET SKI AREAS, EXCELLENT

  Rosemary Baumann HOUSATONIC REAL ESTATE

  156 Bailey Rd, Lanesborough, MA 01237
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  /40

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
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  /45

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  359 New Lenox Rd, Lenox, MA 01240

  Lenox! Don't miss this move-in ready three-bedroom cape. Outdoor enthusiasts will enjoy proximity to October Mt state forest - miles of trails for hiking, mountain biking, x-country skiing! Canoe or kayak up the road at the Decker boat launch! Inside this meticulously maintained charmer you'll find open floor plan with fireplaced living room, dining, updated kitchen, two first-floor bedrooms and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  359 New Lenox Rd, Lenox, MA 01240
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  /25

  $329,500

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  15 Tamarack Ave, Lee, MA 01238

  Ranch-style home located on a quiet street in Lee with a huge backyard offering plenty of space for gardening and recreation. This 3-bedroom, 1-bath home features central air conditioning, solid mechanical systems, and a functional layout. While some cosmetic updates would help bring out its full potential, the home offers a great opportunity to build equity and make it your own. Well worth the

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  15 Tamarack Ave, Lee, MA 01238
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  /36

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft

  496 Old Post Rd, Worthington, MA 01098

  Welcome, a stunning sunfilled log home tucked far off the road, offering exceptional privacy and sustainable living. Whether you're seeking a weekend retreat or year-round residence this property delivers. An open field allows space for gardens, horses, sheep, or simply enjoying the landscape. An owned solar array powers the entire home. A smart heating system combines a solar-powered heat pump

  Grace Golden Equine Homes Real Estate, LLC

  496 Old Post Rd, Worthington, MA 01098
• 

  

  /35

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  15 Lillian St, Pittsfield, MA 01201

  Welcome home to this sweet split-level in desirable Southeast Pittsfield neighborhood. Offering 3 bedrooms and 1.5 baths, this well-maintained home features a spacious, well-appointed kitchen with granite countertops, abundant cabinetry, and great functionality for everyday living. Cozy up by the wood-burning fireplace or unwind in the inviting four-season room overlooking the deck and backyard.

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  15 Lillian St, Pittsfield, MA 01201
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  /42

  $525,000

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

  48 Canterbury Ln, Hinsdale, MA 01235

  This four bedroom two bath Log home has had many updated including the furnace, added garage and a Generac generator. The property will include an extra lot for possible expansion or just privacy. There are deeded lake rights.The currant owner brought the laundry up to the first floor. There are hook ups in the basement..The property includes lot 13 that the home is on and Lot 12 is a

  Sherry Street REALTY STREET, LLC

  48 Canterbury Ln, Hinsdale, MA 01235
• 

  

  /22

  $229,999

  • 2 Beds
  • 1 Bath
  • 1,131 Sq Ft

  116 Bromback St, Pittsfield, MA 01201

  Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan

  Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  116 Bromback St, Pittsfield, MA 01201
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  /18

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,462 Sq Ft

  39 Meleca Ave, Pittsfield, MA 01201

  Spacious Southeast Pittsfield Ranch with great bones and endless potential! Generous room sizes and a thoughtful layout provide a wonderful foundation for additional updates that will make this home your own. A brand-new furnace offers added peace of mind, while the unfinished basement is ready for your vision, whether additional living space, a workshop, or recreation area. Outside, you'll find

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  39 Meleca Ave, Pittsfield, MA 01201
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  /30

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  428 Dalton Ave, Pittsfield, MA 01201

  Well-maintained Cape-style home situated on a corner lot in a convenient Pittsfield location. The main level offers three bedrooms, a full bath, a bright living room, dining area, and kitchen, along with hardwood floors throughout much of the living space. The walk-up attic provides excellent storage and potential for future expansion, while the partially finished lower level offers additional

  Christina Acor Lamacchia Realty, Inc. - Dalton

  428 Dalton Ave, Pittsfield, MA 01201
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  /9

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  7 N Church St, Stockbridge, MA 01262

  Not for the faint of heart, this unique 2BR/2BA property near downtown Stockbridge is pulled back to the studs and ready for a total revival. Currently uninhabitable, but brimming with whimsical potential, its one-of-a-kind footprint features unique octagonal rooms, a central fireplace and a detached garage with an adjacent mini studio--perfect for an artist nook or home office. Located in a

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  7 N Church St, Stockbridge, MA 01262
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  /37

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  8 Stillwell St, Great Barrington, MA 01230

  Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Stillwell St, Great Barrington, MA 01230
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  /30

  $204,900

  • 2 Beds
  • 1 Bath
  • 833 Sq Ft

  106 E Housatonic St Unit 3, Pittsfield, MA 01201

  Lovely and affordable Condominium in Southeast Pittsfield. @nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

  Wendy Smith RE/MAX COMPASS

  106 E Housatonic St Unit 3, Pittsfield, MA 01201
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  /58

  $440,000

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft

  95 Town Hill Rd, Middlefield, MA 01243

  Set on 16 private acres, this four-bedroom, one-and-a-half-bath home has been lovingly updated while preserving its rustic warmth and character. Soulful wood floors, cozy living spaces, and a versatile attic retreat give this home an authenticity you simply cannot manufacture.A two-story wood stove heated barn bursting with natural light makes for an ideal studio or creative workspace. Step

  Dana Fuchs WILLIAM RAVEIS - BERKSHIRE

  95 Town Hill Rd, Middlefield, MA 01243
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  /51

  $350,000

  • 6 Beds
  • 4 Baths
  • 2,700 Sq Ft

  3 Apple St, Stockbridge, MA 01236

  Rare opportunity to acquire a updated two-family property in Stockbridge with nearly 1.9 acres across two included lots. Come take a look to add your finishing touches to this project. Situated on a dead-end street on a spacious and clear lot. Each unit features three bedrooms and one-and-a-half baths, across approximately 2,700 square feet. Separate utilities for each unit, off street parking,

  Cory Evangelisto NOCHER REALTY

  3 Apple St, Stockbridge, MA 01236
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  /66

  $4,500,000

  • 5 Beds
  • 5 Baths
  • 4,700 Sq Ft

  729 Hewins St, Sheffield, MA 01257

  Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  729 Hewins St, Sheffield, MA 01257
• 

  

  /10

  $200,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  57 E Hawley Rd, Charlemont, MA 01339

  Discover this Cape Cod-style home featuring three bedrooms, three full bathrooms, and 1,900 square feet of living space. Situated on a private lot of just under half an acre, the home is enveloped by trees, ensuring plenty of privacy and shade. The property boasts multiple levels of living space, creating a convenient and open environment. With cathedral ceilings, the interior feels spacious and

  john oliveri Property Works New England

  57 E Hawley Rd, Charlemont, MA 01339
• 

  

  /44

  $689,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  85 Pixley Rd, Great Barrington, MA 01230

  Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Pixley Rd, Great Barrington, MA 01230
• 

  

  /23

  $327,500

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  162 Nash Rd, Cummington, MA 01026

  Charming antique post and beam cape is full of light, quiet location with protected land across the street. Roof structure was completely rebuilt in 2025 allowing for higher ceilings upstairs, great dense pack cellulose insulation and a metal roof. House is just waiting your finishing touches. There is a collection of old doors for the upstairs if you chose to use them. Upstairs half bath has

  Carla Ness Delap Real Estate LLC

  162 Nash Rd, Cummington, MA 01026

Showing Results 41 - 80, Page 2 of 18