309

Berkshire County MA Homes for Sale

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  • /18

    $275,000

    • Land
    • 1.5 Acres
    • $183,333 per Acre

    0 Lion Hill Rd, Otis, MA 01253

    Come build your dream home on Big Pond two separate lots being sold together one to build your home on and the other to access waterfront on Big Pond. Beautiful, wooded lot Perked and ready to build your retreat and second lot has conservation commission approval to build a boardwalk from the road to the water's edge. Here's your chance to own highly sought after Property on Big Pond with water

    Joy Salvini RE/MAX Compass

    0 Lion Hill Rd, Otis, MA 01253
  • /14

    $399,900

    • 6 Beds
    • 3 Baths
    • 3,016 Sq Ft

    672 N Hoosac Rd Unit 676, Williamstown, MA 01267

    Fantastic opportunity in desirable Williamstown! This charming three-unit multi-family sits on a spacious lot. Each unit offers comfortable living space with solid rental history. The large lot provides off-street parking, green space, or potential for future expansion (buyer to verify). Enjoy beautiful mountain views that add to the property's charm. A rare find--don't miss out!

    Alyssa Sherman MORESI REAL ESTATE PARTNERS

    672 N Hoosac Rd Unit 676, Williamstown, MA 01267
  • /32

    $875,000

    • 3 Beds
    • 2 Baths
    • 2,460 Sq Ft

    85 Main Rd, Monterey, MA 01245

    OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    85 Main Rd, Monterey, MA 01245
  • /4

    $29,000

    • Land
    • 1 Acre
    • $29,000 per Acre

    0 Moores Rd Unit 247336, Florida, MA 01247

    Beautiful One Acre approved building lot with winter mountain views near the top of Florida Mountain on Moore's Road in Florida, Mass. Perc approval and Septic Plan for conventional 4 bedroom septic system included with the sale. Water source located by a well known dowser away from the proposed septic system. Additional 2.9 acres abbutting this lot available for an additional $20,000, so 3.9

    Margo Van Peterson BEST OF THE BERKSHIRES REALTY

    0 Moores Rd Unit 247336, Florida, MA 01247
  • /48

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    14 Blotz Rd, Washington, MA 01223

    This charming cape in Washington, MA offers 1.75 acres of land, providing plenty of space and privacy, A standout feature is the picturesque walking bridge that crosses a small creek, adding to the serene and tranquil ambiance. Built in 1845, this home combines historic character with modern comfort, boasting classic shaker siding and a cozy wood stove for the colder months. Beautiful gardens

    Amy Shufelt BERKSHIRE LISTINGS

    14 Blotz Rd, Washington, MA 01223
  • /10

    $365,000

    • 5 Beds
    • 1.5 Baths
    • 2,490 Sq Ft

    15 Golden Hill Rd, Lee, MA 01238

    This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

    John Segalla HOUSATONIC REAL ESTATE

    15 Golden Hill Rd, Lee, MA 01238
  • /2

    $61,900

    • Land
    • 3 Acres
    • $20,633 per Acre

    0 Alum Hill Unit 73415610, Sheffield, MA 01257

    OWNER FINANCING AVAILABLE! This 3.00-acre wooded parcel in peaceful Sheffield, MA offers the perfect setting for your Berkshires retreat or year-round home. Surrounded by natural beauty, you'll enjoy nearby attractions like Bartholomew’s Cobble, the Appalachian Trail, and the cultural gems of Great Barrington just minutes away. Sheffield is known for its small-town charm, farm-to-table dining,

    Derek Greene The Greene Realty Group

    0 Alum Hill Unit 73415610, Sheffield, MA 01257
  • /34

    $749,000

    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft

    483 Home Rd, Great Barrington, MA 01230

    A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

    Suzann Ward HOUSATONIC REAL ESTATE

    483 Home Rd, Great Barrington, MA 01230
  • /13

    $275,000

    • Land
    • 2.1 Acres
    • $130,952 per Acre

    14 Blue Hill Rd, Monterey, MA 01245

    A 2400 sq. ft. barn in Monterey ready for residential conversion. The property has a completed, successful perc test and established access to a shared well. The project is ready for immediate architectural planning. This is a prime opportunity for a buyer looking to fast-track construction on a desirable Berkshire lot.

    Tony Segalla LANCE VERMEULEN RE, INC

    14 Blue Hill Rd, Monterey, MA 01245
  • /52

    $935,000

    • 4 Beds
    • 2.5 Baths
    • 2,631 Sq Ft

    20 Cooper Rd, Great Barrington, MA 01230

    This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A

    Tony Segalla LANCE VERMEULEN RE, INC

    20 Cooper Rd, Great Barrington, MA 01230
  • /6

    $295,000

    • Land
    • 1.97 Acres
    • $149,747 per Acre

    14 McGee Rd, Egremont, MA 01230

    Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    14 McGee Rd, Egremont, MA 01230
  • /30

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    127 Lindley Terrace, Williamstown, MA 01267

    OPEN HOUSE- SAT. 9/06/25, 11 am to 1 pm. This updated ranch offers single-level living on a spacious, level yard framed by mature deciduous trees, providing natural privacy in one of Williamstown's most peaceful and desirable neighborhoods. Oak hardwood floors lead you into an inviting open living/dining area, complete with a bay window that frames serene views of the backyard. The renovated

    Matt Chow ALTON & WESTALL REAL ESTATE AGENCY, LLC

    127 Lindley Terrace, Williamstown, MA 01267
  • /37

    $1,549,000

    • 4 Beds
    • 3.5 Baths
    • 3,724 Sq Ft

    5 Silver Mine Ln, West Stockbridge, MA 01266

    This must see outstanding, Move-in Ready, Beautifully Upgraded, Open Floor Plan, Country Contemporary is on a cul-de-sac located just minutes from Tanglewood! The main level features an En Suite Primary Bedroom and Bath, with large 2 walk-in closets! The bright spacious Great Room boasts a vaulted ceiling and a propane fireplace. Like to cook? The gourmet kitchen sports stainless appliances

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    5 Silver Mine Ln, West Stockbridge, MA 01266
  • /16

    $65,000

    • Land
    • 4.38 Acres
    • $14,857 per Acre

    0 Bailey Rd, New Ashford, MA 01237

    Discover the potential of this scenic , 4.38-acre parcel located on Bailey Rd. in beautiful Lanesboro. Surrounded by nature and offering mountain views, this peaceful setting is the perfect place to build your dream home or getaway retreat. Conveniently located near trails, lakes, skiing, and all the outdoor recreation the Berkshires have to offer. Don't miss this opportunity to own a slice of

    Jessica Rizzo LAMACCHIA REALTY, INC

    0 Bailey Rd, New Ashford, MA 01237
  • /21

    $579,000

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

    197 Clubhouse Dr, Otis, MA 01253

    The dream of your Berkshire country getaway can become a reality and enhanced by the amenities of the Otis Woodlands. Whether it's just enjoying this country home by sitting around the fire pit or use of the tennis courts,pool,lake, or exercise room. A simple hike in the nature of the Berkshires is also right out your door.

    David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

    197 Clubhouse Dr, Otis, MA 01253
  • /41

    $500,000

    • 3 Beds
    • 2 Baths
    • 2,106 Sq Ft

    117 Strykers Rd, Florida, MA 01247

    Two homes on almost 5 acres! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The “cabin” is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet , 2 addl. bedrooms. Impressive P&B

    Grace Golden Equine Homes Real Estate, LLC

    117 Strykers Rd, Florida, MA 01247
  • /52

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 2,742 Sq Ft

    22 Sheffield Rd, Great Barrington, MA 01230

    Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

    Suzann Ward HOUSATONIC REAL ESTATE

    22 Sheffield Rd, Great Barrington, MA 01230
  • /30

    $537,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    40 Ryan Rd, Washington, MA 01223

    Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional bonus rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well

    Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

    40 Ryan Rd, Washington, MA 01223
  • /25

    $75,000

    • Land
    • 0.72 Acre
    • $104,457 per Acre

    46 Falls Brook Terrace, Dalton, MA 01226

    Looking for the perfect spot to build your dream home? Look no further! Prime .72 acre building lot on quiet cul-de-sac near the heart of downtown Dalton. Cleared last year and ready for your new build! Connections available to all public utilities including electric, natural gas, sewer and water. Just minutes to shopping, dining, theatre, hiking/biking trails, and year-round cultural and

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    46 Falls Brook Terrace, Dalton, MA 01226
  • /11

    $99,500

    • Land
    • 1.22 Acres
    • $81,558 per Acre

    58 Stanley Rd, Otis, MA 01253

    THE PERFECT COMBINATION OF VIEWS + PRIVACY + DEEDED WATERFRONT ACCESS ON A MOTORBOAT LAKE A SHORT DISTANCE AWAY THE BEST OF ALL WORLDS The building parcel offers distant Southwestern Views and a large level elevated site to build on. Perc test has been completed and the building site has been partially cleared. Both beautiful distant views and deeded access to Big Pond a relatively short

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    58 Stanley Rd, Otis, MA 01253
  • /9

    $89,000

    • Land
    • 3.82 Acres
    • $23,298 per Acre

    62 Hadsell St, New Marlborough, MA 01230

    Wonderful opportunity to build your dream Berkshire home or getaway. This picturesque property is situated on just under 4 acres off a quiet paved country road. The winding Umpachenee River backs up to the land and it's modest building envelope. Quiet and serene country living yet not far from the bustling towns of Great Barrington and Sheffield. Quick access to the Mill River general store and

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    62 Hadsell St, New Marlborough, MA 01230
  • /13

    $297,500

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft

    412 Berkshire School Rd, Sheffield, MA 01257

    1995 split level home on .50 acres walking distance to the village of Sheffield. 3 bedrooms 1 full bath....eat in kitchen, living room....unfinished lower level....electric and forced hot air propane fired heat, vinal siding......septic.(Title 5 completed)....private water company

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    412 Berkshire School Rd, Sheffield, MA 01257
  • /11

    $35,000

    • Land
    • 2.14 Acres
    • $16,378 per Acre

    Lot 4 Ore Bed Rd, Lanesborough, MA 01237

    Just over two acres of land located in a private setting. Located just a short distance to Jiminy Peak and Pontoosuc Lake. Zoned R-A with the town, the lot is wooded but includes some level areas for a potential building site.

    Cory Evangelisto NOCHER REALTY

    Lot 4 Ore Bed Rd, Lanesborough, MA 01237
  • /61

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    674 Benton Hill Rd, Becket, MA 01223

    Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The

    Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    674 Benton Hill Rd, Becket, MA 01223
  • /33

    $469,900

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft

    193 Cold Spring Rd, Williamstown, MA 01267

    Welcome to this beautifully maintained 4-bedroom, 2-bath home that is truly move-in ready! The primary bedroom includes a sitting room with cherry cabinetry, a full bath and a large walk-in closet for added privacy and convenience. With its maintenance free vinyl siding, spacious 3.5-car garages, and inviting large porch, this property offers curb appeal and practicality in equal measure. You'll

    Suzette Lyons BURNHAM GOLD REAL ESTATE, LLC

    193 Cold Spring Rd, Williamstown, MA 01267
  • /66

    $479,900

    • 3 Beds
    • 2 Baths
    • 2,453 Sq Ft

    67 Gulf Rd, Lanesborough, MA 01237

    Discover the perfect blend of privacy, comfort, and country living at this 3-bedroom, 2-bathroom home surrounded by state woodland, this property offers the peace of a secluded retreat while still just minutes from local stores and amenities.The spacious farm-style kitchen and dining area boast sweeping mountain views, A dedicated office and large bonus room provide flexible living and working

    Robin Moore 413 REAL ESTATE

    67 Gulf Rd, Lanesborough, MA 01237
  • /54

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 5,233 Sq Ft

    55 Main St, Stockbridge, MA 01262

    Historic Elegance Reimagined!Wellness-forward design. Artisan craftsmanship. In-town privacy.A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    55 Main St, Stockbridge, MA 01262
  • /34

    $1,795,000

    • 4 Beds
    • 4 Baths
    • 3,524 Sq Ft

    1 Old Tree Farm Rd, Stockbridge, MA 01262

    Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.16 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas

    Suzann Ward Housatonic Real Estate

    1 Old Tree Farm Rd, Stockbridge, MA 01262
  • /55

    $1,490,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5 Glendale Rd, Stockbridge, MA 01262

    ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

    Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

    5 Glendale Rd, Stockbridge, MA 01262
  • /43

    $450,000

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

    127 Old Joe Rd, Great Barrington, MA 01230

    Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste.Enjoy seamless indoor-outdoor living with a large back deck--perfect for gatherings or quiet mornings

    Tony Segalla LANCE VERMEULEN RE, INC

    127 Old Joe Rd, Great Barrington, MA 01230
  • /56

    $3,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,313 Sq Ft

    147 Hupi Rd, Monterey, MA 01245

    A rare Lake Garfield offering - this 3300sf home sits on over an acre with sweeping southerly views across the lake's widest point. The expansive great room--encompassing living, dining, and kitchen--opens to two-story lakeside decks, as do the sunroom and primary bedroom, and rooms below. Two guest bedrooms and another full bath complete the main level, which also features two built-in A/C

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    147 Hupi Rd, Monterey, MA 01245
  • /20

    $3,799,000

    • 15 Beds
    • 15 Baths
    • 11,945 Sq Ft

    615 Laurel St, Lee, MA 01238

    The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

    Pamela J Long EAST COAST INN BROKERS

    615 Laurel St, Lee, MA 01238
  • /47

    $1,775,000

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

    9 Bott Hill Rd, Egremont, MA 01230

    Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide

    Suzann Ward HOUSATONIC REAL ESTATE

    9 Bott Hill Rd, Egremont, MA 01230
  • /56

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,447 Sq Ft

    6 Muddy Brook Cir, Great Barrington, MA 01230

    Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    6 Muddy Brook Cir, Great Barrington, MA 01230
  • /23

    $164,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    137 Sherwood Dr, Becket, MA 01223

    Sweet location in Lake community of Becket. Newly installed 2 bedroom septic system and extra 3/4 acre (AS IS) lot are a bonus with this furnished seasonal cottage. Open floor plan that accommodates for your sleeping area, living room and kitchen/dining. Two sheds, spacious flat back yard that borders a wooded area for privacy. Literally around the corner from the lake/beach area for swimming and

    Susan Deacon RE/MAX COMPASS

    137 Sherwood Dr, Becket, MA 01223
  • /43

    $494,900

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    345 Big Bass Ln, Becket, MA 01223

    Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C.The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts threewalls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer

    Ginger Conner RED HORSE REAL ESTATE, LLC

    345 Big Bass Ln, Becket, MA 01223
  • /41

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 1,684 Sq Ft

    18 Andes Rd, Hinsdale, MA 01235

    EXPERIENCE LIFE w/ EXCEPTIONAL OPPORTUNITY to OWN 18 Andes Road, Peru, MA — This RARE Find Charming Lindal Colonial-style Cedar Log Home offering the perfect balance of Rustic Character & Modern Comfort. Nestled on 4.34 private acres with 1,684 square feet, this home includes: 2 cozy BR's & 3rd Master w/ Balcony 1 Full BA w/ tile floors & heat lamps, Convenient 1/2 Bath & Closets throughout.

    Kim Dodge Kim Grant-Dodge

    18 Andes Rd, Hinsdale, MA 01235
  • /37

    $159,900

    • 3 Beds
    • 2 Baths
    • 2,491 Sq Ft

    155 River Rd, Clarksburg, MA 01247

    Charming Farmhouse Fixer-Upper with Endless Potential Discover the charm and possibilities in this classic farmhouse ready for your personal touch! This spacious home features large rooms filled with natural light, original hardwood floors, and timeless character throughout. With a little vision and TLC, it can be transformed into your dream country retreat. Outside, enjoy a beautifully

    Michele Purcell Lamacchia Realty, Inc.

    155 River Rd, Clarksburg, MA 01247
  • /38

    $875,000

    • 18,000 Sq Ft

    40 Pecks Rd, Pittsfield, MA 01201

    Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

    Xavier Cruz Fathom Realty

    40 Pecks Rd, Pittsfield, MA 01201
  • /70

    $1,085,000

    • 3 Beds
    • 2.5 Baths
    • 2,844 Sq Ft

    257 W Mountain Rd, Lenox, MA 01240

    Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone

    Nicole Moore KELLER WILLIAMS REALTY

    257 W Mountain Rd, Lenox, MA 01240

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