Berkshires, MA Homes for Sale with Garage

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  /5

  $179,900

  • 6 Beds
  • 2 Baths
  • 2,376 Sq Ft

  24 Glenwood Ave, Pittsfield, MA 01201

  For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

  John Dill Colebrook Realty Services, Inc.

  24 Glenwood Ave, Pittsfield, MA 01201
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  /31

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,114 Sq Ft

  309 Tamarack Trail, Sandisfield, MA 01255

  Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This cozy home has an open concept kitchen/living/dining area with vaulted ceilings. Access the screened-in porch and deck from the sunken living room. Primary bedroom with skylight and deck access. Detached two-car garage with storage above. An easy-to-maintain property. Association amenities include tennis/pickleball

  Emily Piacquadio LANCE VERMEULEN RE, INC

  309 Tamarack Trail, Sandisfield, MA 01255
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  /30

  $699,000

  • 5 Beds
  • 3 Baths
  • 3,035 Sq Ft

  133 Front St, Great Barrington, MA 01236

  Unique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has its own kitchen and bath ideal

  Judi Panzano HOUSATONIC REAL ESTATE

  133 Front St, Great Barrington, MA 01236
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  /39

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 4,044 Sq Ft

  374 Watson Spruce Corner Rd, Ashfield, MA 01330

  Your peaceful oasis exists in this beautiful custom built home on 87 acres in Ashfield! Set way back from the road in a large open clearing sits an impressive 4044 sq ft home that has been meticulously cared for since it was built in 1989. Step through the mudroom to a spacious kitchen w/ cozy woodstove & island with open flow to dining & family rooms, down the hall a great room with high

  Sarah Shipman 5 College REALTORS® Northampton

  374 Watson Spruce Corner Rd, Ashfield, MA 01330
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  /36

  $448,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  16 East Rd, Adams, MA 01220

  The market has changed and so has the price! At this price it won’t last! Open house 8/16, 11am-1pm. Come see this meticulously cared-for residence that offers move-in-ready living with something for everyone. The downstairs flows beautifully, ideal for gatherings, and boasts a stunning formal dining space, along with a convenient first-floor half bath & laundry. The large open kitchen features

  Shannon Regan KRG - Key Realty Group

  16 East Rd, Adams, MA 01220
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  /51

  $549,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /33

  $337,000

  • 3 Beds
  • 1 Bath
  • 1,575 Sq Ft

  4 Paula Ave, Pittsfield, MA 01201

  Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

  Kim Gordnier RE/MAX COMPASS

  4 Paula Ave, Pittsfield, MA 01201
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  /40

  $1,295,000

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

  247 Peter Menaker Rd, Great Barrington, MA 01230

  Experience the epitome of luxury and leisure in this exceptional custom-built contemporary home, nestled within a prestigious lakefront community. Sited on over four acres, this property offers exclusive access to a private beach and tennis courts, ensuring a lifestyle of both privacy and recreation. Boasting a sun-filled open floor plan, this residence features three well-appointed bedrooms and

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  247 Peter Menaker Rd, Great Barrington, MA 01230
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  /40

  $430,000

  • 5 Beds
  • 2 Baths
  • 2,858 Sq Ft

  6 Crandall St, Adams, MA 01220

  Step into this timeless elegance with this spacious 5-bedroom, 2-bath Colonial built in 1900 in a historic district. Full of classic charm inside and out, including original architectural details, hardwood floors, wide trim, and tall ceilings. Two full staircases, a formal front staircase, and a more private back staircase that adds historic charm and functionality. The main floor boasts of

  Barbara DeMers NOCHER REALTY

  6 Crandall St, Adams, MA 01220
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  /54

  $939,000

  • 5 Beds
  • 4.5 Baths
  • 3,700 Sq Ft

  127 Alpine Trail, Pittsfield, MA 01201

  This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level

  Cortney Dupont COHEN & WHITE ASSOCIATES

  127 Alpine Trail, Pittsfield, MA 01201
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  /44

  $2,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,752 Sq Ft

  35 Stratford Rd, New Marlborough, MA 01259

  Discover lakeside serenity at this beautifully renovated waterfront home on Lake Windemere completed in 2020. Nestled just minutes from the charming village of Southfield, this residence offers easy access to local favorites like the Old Inn on the Green, Cantina, Gedney Farm and Southfield Store, as well as outdoor adventures at York Lake. Boasting 3 bedrooms and 2.5 baths, this home features a

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  35 Stratford Rd, New Marlborough, MA 01259
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  /36

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  20 Summer St, Lee, MA 01238

  Antique Greek Revival style home overlooking downtown Lee! Beautiful view with splendid sunrises over October Mountain. Wise investment, located within the up-and-coming downtown redevelopment district in historic Lee, Ma. ''Gateway to the Berkshires'', voted one of the top ten small towns, known for the scenery, the arts and activities. This lovely home offers wood flooring throughout, light &

  Lisa Kelley MACCARO REAL ESTATE

  20 Summer St, Lee, MA 01238
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  /46

  $1,500,000

  • 7 Beds
  • 7.5 Baths
  • 6,232 Sq Ft

  802 State Rd, Richmond, MA 01254

  Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. Spanning 11 bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages and a great barn for entertaining. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  802 State Rd, Richmond, MA 01254
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  /41

  $569,000

  • 3 Beds
  • 1.5 Baths
  • 2,496 Sq Ft

  1196 Bancroft Rd, Becket, MA 01223

  Located on the east side of Becket is this beautiful home with a spring fed swimming pond and year round brook running directly thru the middle of the lot. One owner home that has been maintained and updated with the following: Broadband, roof, porch, kitchen, flooring, baths and lower level. Three large bedrooms on second level and open kitchen/living room on first floor. The lower level is

  Susan Deacon RE/MAX Compass

  1196 Bancroft Rd, Becket, MA 01223
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  /38

  $418,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  24 Henderson Rd, Williamstown, MA 01267

  This thoughtfully maintained ranch-style home offers charm, comfort, and convenience. The main level features a bright kitchen that flows into a cozy living area with a brick fireplace, two spacious bedrooms and a renovated full bath with radiant heated slate flooring. The partially finished basement includes a second bathroom and an additional room ideal for guests, a home office, or creative

  Patricia Molina CENTURY 21 NORTHEAST

  24 Henderson Rd, Williamstown, MA 01267
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  /35

  $520,000

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /39

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  9 Bolton Dr, Lenox, MA 01240
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  /83

  $1,695,000

  • 4 Beds
  • 4.5 Baths
  • 5,636 Sq Ft

  765 Canaan Rd, Richmond, MA 01254

  Set on 4.7 beautifully landscaped acres with distant views, this impeccably maintained home offers generous space, thoughtful craftsmanship, and remarkable indoor-outdoor living.Located just minutes from so many of the Berkshires' most beloved attractions, including only 15 minutes from the main gate at Tanglewood, this Richmond property also boasts easy access to major traffic routes connecting

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  765 Canaan Rd, Richmond, MA 01254
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  /16

  $1,800,000

  • 40 Beds
  • 20 Baths
  • 30,000 Sq Ft

  15 East St, Stockbridge, MA 01262

  Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

  Tim Damon Mercury Real Estate

  15 East St, Stockbridge, MA 01262
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  /45

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,395 Sq Ft

  62 Stockbridge Terrace, Lee, MA 01238

  Updated and spacious condo just a short distance from Main Street Stockbridge, and all Berkshire attractions! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete

  Lauren Molk ELYSE HARNEY REAL ESTATE

  62 Stockbridge Terrace, Lee, MA 01238
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  /33

  $399,000

  • 4 Beds
  • 1.5 Baths
  • 2,926 Sq Ft

  92 Elm St, Pittsfield, MA 01201

  This significantly improved building is located in a highly desirable, high-traffic area, offering both visibility and convenience. Featuring low-maintenance vinyl siding and ramp access, this property is fully equipped to meet a variety of business needs. The building is heated with natural gas, offering efficiency and comfort. The third-floor finished attic provides additional flexible space

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  92 Elm St, Pittsfield, MA 01201
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  /24

  $489,000

  • 5 Beds
  • 3 Baths
  • 3,696 Sq Ft

  321 High St, Dalton, MA 01226

  Welcome to 321 High Street, Dalton! This spacious home offers the perfect balance of New England charm and modern comfort. Located across from Pine Grove Park, it features inviting curb appeal with well-maintained landscaping and a generous backyard. You'll find light-filled rooms with newly refinished hardwood floors, a spacious living room and an updated kitchen with a stunning cathedral

  Cheryl Ryan BISHOP WEST REAL ESTATE

  321 High St, Dalton, MA 01226
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  /42

  $499,000

  • 5 Beds
  • 2 Baths
  • 1,745 Sq Ft

  9 & 14 Bear Hill Rd, Hinsdale, MA 01235

  This offshore Ashmere Lake family compound is a rare find offering lake access just a few steps from your properties. The rustic chic Cottage boasts a lushly landscaped corner lot with overflow parking, 3 bedrooms, yoga room, 1 bath, large living room with pellet stove, a dining room, spacious kitchen, inviting front porch, a wrap-around deck, and a one-car garage. Across the street, you'll find

  Victoria Standring LAMACCHIA REALTY, INC

  9 & 14 Bear Hill Rd, Hinsdale, MA 01235
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  /53

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  659 Pecks Rd, Pittsfield, MA 01201

  Charming 3-Bedroom Cape Near the LakeWelcome to your perfect summer retreat! This lovely 3-bedroom Cape-style home is nestled just a short stroll from the lake, offering the ideal blend of comfort, charm, and convenience. Step inside to find a cozy, light-filled interior with classic Cape character and modern updates throughout.Outside, a beautiful stone patio invites you to relax and unwind.

  Michele Purcell LAMACCHIA REALTY, INC

  659 Pecks Rd, Pittsfield, MA 01201
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  /42

  $354,900

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft

  20 White Oaks Rd, Williamstown, MA 01267

  Tastefully renovated, lead compliant 3BR/2 bath home in quiet Williamstown neighborhood. First floor features two bedrooms, full bath, open kitchen/dining room and living room with working fireplace. Second floor is host to a full-floor primary suite w/ensuite bath. Enjoy relaxation on one of three porches or entertaining in your partially fenced yard with screened gazebo! And ... enjoy toasty

  Deb Trzcinski Steepleview Realty - Mass

  20 White Oaks Rd, Williamstown, MA 01267
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  /54

  $1,190,000

  • 4 Beds
  • 2.5 Baths
  • 3,155 Sq Ft

  405 S Undermountain Rd, Sheffield, MA 01257

  Idyllic Contemporary Cape on Sprawling 13 Acres in Sheffield - Welcome to 405 South Undermountain Road, where the charm of a classic cape meets the allure of modern living on 13 private acres in Sheffield. Built in 1955 and beautifully updated, this home strikes a harmonious balance between comfort and elegance. Offering an open floor plan with 2 full baths, one 1/2 bath and a functional tiled

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  405 S Undermountain Rd, Sheffield, MA 01257
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  /67

  $649,000

  • 3 Beds
  • 2 Baths
  • 3,273 Sq Ft

  106 Stoney Brook Rd, Becket, MA 01223

  Nestled in the hills of Becket, this delightful home offers a perfect blend of privacy and convenience. This 3-bedroom, 2-bathroom home boasts an open floor plan with abundant natural light. A modern kitchen fully equipped with stainless steel appliances and ample counter space, ideal for cooking and entertaining. The cozy living room with views of the woods and charming pellet stove is perfect

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  106 Stoney Brook Rd, Becket, MA 01223
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  /37

  $729,000

  • 5 Beds
  • 5 Baths
  • 2,698 Sq Ft

  395 Laurel St, Lee, MA 01238

  Incredible location, close to everything Berkshires. One of the most iconic properties in South County located just north of the new housing development in downtown Lee. This property has a total of 3 residential units and 2 commercial units. Unit A ($1,600/mo.) is a two bedroom townhouse style apartment. Unit B ($1,300/mo.) is a two bedroom apartment. Unit C ($950/mo) is a one bedroom apartment.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  395 Laurel St, Lee, MA 01238
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  /42

  $965,000

  • 3 Beds
  • 4.5 Baths
  • 3,648 Sq Ft

  150 Northwest Rd, Westhampton, MA 01027

  MOTIVATED SELLERS! Complete one level living if needed, three levels if desired. Gorgeous home and IDEAL opportunity for remote home workers equipped with CAT 6 Ethernet connectivity in every room. Custom designed by owner/builder & unique in every aspect of floorplan for today's lifestyle! Modern Multi-level Farmhouse 20 Minutes from Northampton!!!. Enter into a beautiful, spacious Foyer,

  Jeanne Garvin Park Square Realty

  150 Northwest Rd, Westhampton, MA 01027
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  /47

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  18 Lacona St, Pittsfield, MA 01201

  Step in to the inviting foyer in this brand new colonial featuring beautiful kitchen dining open floor plan, first floor laundry, 3 spacious bedrooms and two full baths on second floor, sliders from dining room out to deck, 2 car garage EV car ready, large basement plumbed for 4th bath and sliders to nice yard all located walking distance to Pontoosuc lake and park. Come make this your new

  Robin Moore 413 REAL ESTATE

  18 Lacona St, Pittsfield, MA 01201
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  /82

  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,842 Sq Ft

  173 Hillsdale Rd, Egremont, MA 01230

  Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and protected land on three sides, this one-of-a-kind, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship and timeless beauty.

  Robert Cohen eXp REALTY

  173 Hillsdale Rd, Egremont, MA 01230
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  /37

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  116 Skyline Trail, Middlefield, MA 01243

  ***BERKSHIRE AREA Rustic Log Cabin nestled in the woods of Middlefield, MA. offering plenty of privacy and room to roam. 13.74 +/- acres with many trails for hiking, snow sports of all sorts, or just enjoying nature at its best. INVESTERS TAKE NOTE:: AIR BNB potential. Close to many cultural amenities, Jacobs Pillow Dance, Otis Reservoir, Otis Ridge Ski, Butternut, Stockbridge, Northampton,

  Evamarie Best Wolcott Realty

  116 Skyline Trail, Middlefield, MA 01243
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  /39

  $950,000

  • 4 Beds
  • 2 Baths
  • 2,346 Sq Ft

  310 S River Rd, Charlemont, MA 01339

  Exceptionally well kept family homestead being offered for the first time in almost 60 years with an amazing mix of open meadow and forestlands. Your land stretches to Hawley and Berkshire East Mountain Resort! the home has been restored and updated over the years including electrical, plumbing/heating, structural and cosmetic . The expansive road frontage offers more options as to the

  Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  310 S River Rd, Charlemont, MA 01339
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  /40

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft

  792 Middle Rd, Clarksburg, MA 01247

  Welcome home to this spacious Ranch/Rambler home with 4 bedrooms and two full bathrooms. Vaulted ceiling in the living room. The floor plan conveniently flows well through the kitchen and dining room. The kitchen has a penincela with seating. Off the dining room is a slider out to the large deck that also connects to the swimming pool. The lower level has a bonus/family room with a bar. Two car

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  792 Middle Rd, Clarksburg, MA 01247
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  /84

  $2,399,990

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  141 Stevens Lake Way, Monterey, MA 01245

  Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional

  Derek Strzepa NOCHER REALTY

  141 Stevens Lake Way, Monterey, MA 01245
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  /63

  $875,000

  • 3 Beds
  • 1.5 Baths
  • 2,414 Sq Ft

  860 Stratton Rd, Williamstown, MA 01267

  The opportunity of a lifetime! Absolutely breathtaking 360 degree views from this singular hilltop property! Situated at the turn of Stratton and Blair Roads, adjacent to 80+ acres of conserved land and close by and with access to hundreds more which ascend the flank of Mount Greylock Reservation's Prospect Mountain, this incomparable parcel is available for public sale for the first time in

  Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

  860 Stratton Rd, Williamstown, MA 01267
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  /31

  $619,900

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  4 Filomena Dr, Pittsfield, MA 01201

  Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

  Joseph Jennings SIGNATURE ASSOCIATES

  4 Filomena Dr, Pittsfield, MA 01201
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  /32

  $368,000

  • 3 Beds
  • 1 Bath
  • 1,428 Sq Ft

  6 Margerie St, Lee, MA 01238

  Welcome to this inviting and well-built 3-bedroom Brick Cape nestled in the heart of the picturesque town of Lee, MA. Located on a convenient desirable street, this home offers a perfect blend of classic charm and modern convenience. Step inside to discover a spacious living room with fireplace, potential expansion of living area in the lower level full basement with laundry and a formal dining

  Paula McLean PAULA MCLEAN REALTORS INC.

  6 Margerie St, Lee, MA 01238
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  /72

  $4,290,000

  • 4 Beds
  • 4.5 Baths
  • 5,800 Sq Ft

  113 Brush Hill Rd, Great Barrington, MA 01230

  THE GOAT......This exceptional Berkshire minimalistic sensation has been architecturally designed to maximize the open floor plan concept while being mindful of private work/play spaces. A showpiece with 12+ acres of privacy surrounds you while the panoramic western views in every season bring you peace and calmness. The walls of glass integrate nature and the tranquil spellbinding views with

  Mary Jane White COHEN & WHITE ASSOCIATES

  113 Brush Hill Rd, Great Barrington, MA 01230
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  /67

  $2,200,000

  • 5 Beds
  • 3.5 Baths
  • 4,840 Sq Ft

  111 Park St, Williamstown, MA 01267

  Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  111 Park St, Williamstown, MA 01267

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