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5-Bedroom Homes for Sale in Berkshire County MA

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  • /31

    $380,000

    • 7 Beds
    • 3 Baths
    • 2,890 Sq Ft

    132 E Quincy St, North Adams, MA 01247

    Well maintained 3 family home at a great price. Large open units with full sized bedrooms. Off street parking. Large lot. Do the numbers on this property it's a great investment or owner occupied home. Effective the end of June, all units will be occupied.

    Tyler Scaglione Cameron Real Estate Group

    132 E Quincy St, North Adams, MA 01247
  • /48

    $995,000

    • 7 Beds
    • 4 Baths
    • 2,998 Sq Ft

    49 South St, Great Barrington, MA 01230

    Immaculate home on ''The Hill'' with stunning hardwood floors and abundant natural light from its many large windows. This versatile three-level property is currently enjoyed as a stately single-family residence, but can seamlessly be divided into two separate apartments, offering a range of layout options and rental income potential. The ground floor features a bright, modern kitchen, a spacious

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    49 South St, Great Barrington, MA 01230
  • /51

    $749,000

    • 5 Beds
    • 2.5 Baths
    • 4,078 Sq Ft

    40 Commonwealth Ave, Pittsfield, MA 01201

    Immaculately restored antique Colonial dripping with charm offering modern conveniences. Chef's kitchen with Quartz counters, glass back splash, beautiful cabinets, and double sized Wolf Range. Entertaining is made easy with a large dining area, grand fire-placed living room with floor to ceiling windows overlooking the private and lush green lawn. Glorious master suite with new spa like bath.

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    40 Commonwealth Ave, Pittsfield, MA 01201
  • /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
  • /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
  • /26

    $390,000

    • 5 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    145 Bartlett Ave, Pittsfield, MA 01201

    Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

    Jarrett Hernandez 360BERKSHIRE REALTY GROUP

    145 Bartlett Ave, Pittsfield, MA 01201
  • /50

    $4,985,000

    • 13 Beds
    • 13.5 Baths
    • 9,556 Sq Ft

    2 Kemble St, Lenox, MA 01240

    The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    2 Kemble St, Lenox, MA 01240
  • /36

    $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
  • /53

    $359,900

    • 8 Beds
    • 2.5 Baths
    • 4,263 Sq Ft

    119 Appleton Ave, Pittsfield, MA 01201

    This large two-family home blends timeless character with thoughtful updates. Featuring beautiful original woodwork, wood floors, and charming built-ins, each unit offers a warm and inviting atmosphere. One side boasts a newer, modern kitchen perfect for today's lifestyle, while both units enjoy generous living spaces. A finished attic provides additional versatile space--ideal for an office,

    Robin Moore 413 REAL ESTATE

    119 Appleton Ave, Pittsfield, MA 01201
  • /38

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,350 Sq Ft

    113 Iroquois Ave, Becket, MA 01223

    Stunning Indian lakes post & beam with beautiful natural gardens wrapped around the property. 5 bedrooms plus an office and 3 full baths. Screened porches, private decksStainless steel kitchen, Wood floors, Wood stove for the cozy nights that heats most of the home. Soaring ceiling with glass front. The layout is perfect for a large family, the lower level has its own 2 bedrooms, full bath, Tv

    Ginger Conner RED HORSE REAL ESTATE, LLC

    113 Iroquois Ave, Becket, MA 01223
  • /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
  • /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
  • /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
  • /40

    $1,995,000

    • 6 Beds
    • 8 Baths
    • 10,507 Sq Ft

    14 Pine St, Stockbridge, MA 01262

    Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Pine St, Stockbridge, MA 01262
  • /82

    $2,375,000

    • 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
  • /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
  • /10

    $174,900

    • 6 Beds
    • 3 Baths
    • 1,646 Sq Ft

    10 Miner St, North Adams, MA 01247

    This fully occupied two-family home is an income-producing asset with clear upside potential. Both units are rented, providing immediate cash flow. Each unit has separate updated utilities, making management simple and efficient. Just minutes from downtown, MCLA, and local shopping, the location offers unbeatable convenience.The first-floor unit features two bedrooms, one bath, and an enclosed

    Corey Bishop BISHOP WEST REAL ESTATE

    10 Miner St, North Adams, MA 01247
  • /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
  • /50

    $1,125,000

    • 9 Beds
    • 9 Baths
    • 5,690 Sq Ft

    465 Chapel St, Lee, MA 01238

    Prime Investment Opportunity - Fully Occupied 9-Unit Victorian on 2.5 Acres!This exceptional income-producing property features a beautifully maintained Victorian-style building with nine rental units--a mix of studios, four 1-bedroom units, and one spacious 2-bedroom apartment with open-concept kitchens. Situated on 2.5 acres, the property offers ample off-street parking for 15 cars, a

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    465 Chapel St, Lee, MA 01238
  • /49

    $1,999,000

    • 6 Beds
    • 6 Baths
    • 4,850 Sq Ft

    71 Blunt Rd, Great Barrington, MA 01230

    Artist Retreat / Family Compound! This very special property has a lot more to offer than anything on the market with three separate living/working spaces all thoughtfully designed for inspiration and comfort! Completely remodeled from top to bottom, the main house has three bedrooms, three bathrooms and featuring in-floor radiant heat under reclaimed ancient teak floors. There is a first floor

    Ryan Lane Gilcrest Properties

    71 Blunt Rd, Great Barrington, MA 01230
  • /49

    $1,999,000

    • 6 Beds
    • 6 Baths
    • 4,850 Sq Ft

    71 Blunt Rd, Egremont, MA 01230

    Artist Retreat / Family Compound! This very special property has a lot more to offer than anything on the market with three separate living/working spaces all thoughtfully designed for inspiration and comfort! Completely remodeled from top to bottom, the main house has three bedrooms, three bathrooms and featuring in-floor radiant heat under reclaimed ancient teak floors. There is a first floor

    Ryan Lane GILCREST PROPERTIES

    71 Blunt Rd, Egremont, MA 01230
  • /16

    $485,000

    • 8 Beds
    • 6 Baths
    • 8,543 Sq Ft

    153 First St, Pittsfield, MA 01201

    Looking to add a well-performing asset that provides you with income from day one? This six-family investment property offers investors immediate cash flow and upside potential... sitting at a 11 cap rate, this property offers a strong return on investment with room to grow based on some under market rents! This property offers a range of studio to 3-bedroom units and Off street parking.

    Corey Bishop BISHOP WEST REAL ESTATE

    153 First St, Pittsfield, MA 01201
  • /36

    $259,900

    • 6 Beds
    • 3 Baths
    • 2,878 Sq Ft

    15 N Summer St, Adams, MA 01220

    Video-tour available!This 3-family home sits on a corner lot, with apartments featuring 1, 2 & 3 bedrooms each. City water & sewer and natural gas heat! Good parking. This multifamily is just minutes from downtown Adams and about 10 min drive to the College MCLA and MassMoca in North Adams.

    Maria Liccardi LAMACCHIA REALTY, INC

    15 N Summer St, Adams, MA 01220
  • /31

    $4,900,000

    • 5 Beds
    • 6.5 Baths
    • 5,890 Sq Ft

    390 Tamaridge Rd, Great Barrington, MA 01230

    STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    390 Tamaridge Rd, Great Barrington, MA 01230
  • /53

    $3,150,000

    • 5 Beds
    • 4.5 Baths
    • 5,238 Sq Ft

    56 Crooked Hill Rd, Great Barrington, MA 01230

    Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    56 Crooked Hill Rd, Great Barrington, MA 01230
  • /75

    $2,895,000

    • 7 Beds
    • 9 Baths
    • 6,578 Sq Ft

    813 East St, Lenox, MA 01240

    Don't miss seeing the beautiful renovation just completed on this lovely Lenox Contemporary on almost 5A of privacy...enjoy incredible outdoor living spaces including an in-ground Gunite pool, Pavilion with outdoor kitchen and pool house with living space, kitchen, outdoor and indoor showers and even an outdoor TV! A real STAYCATION! The main house boasts lovely common spaces in the open floor

    Mary Jo Piretti PIRETTI REAL ESTATE

    813 East St, Lenox, MA 01240
  • /30

    $189,000

    • 6 Beds
    • 4 Baths
    • 2,522 Sq Ft

    62-64 Chase Ave, North Adams, MA 01247

    Multi-family home close to downtown North Adams. Opportunity for owner occupied! Updates include: new appliances in the move-in ready unit, the two 1-bedroom units have new stoves installed in 2025, new furnaces 2023 and 2025, new water heater. TLC required, being sold As-Is. Motivated Seller.

    Patricia Molina CENTURY 21 NORTHEAST

    62-64 Chase Ave, North Adams, MA 01247
  • /41

    $1,499,900

    • 12 Beds
    • 7 Baths
    • 7,956 Sq Ft

    45 Forest St, Lee, MA 01238

    This stunning 6-family home sits on 1.5 acres, just a couple minutes away from the Lee Outlets, a convenient location with easy access to the Mass Pike. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and primary bedroom on the the 1st floor, and 3 bedrooms

    Maria Liccardi Lamacchia Realty, Inc.

    45 Forest St, Lee, MA 01238
  • /4

    $279,900

    • 6 Beds
    • 2 Baths
    • 2,736 Sq Ft

    29 Glenwood Ave, Pittsfield, MA 01201

    Spacious duplex with 3bed 1 bath on each side. Each side has a walk up attic and laundry hook ups.Plenty of off street parking.

    Scott Higuera 413 REAL ESTATE

    29 Glenwood Ave, Pittsfield, MA 01201
  • /51

    $2,975,000

    • 5 Beds
    • 5.5 Baths
    • 3,940 Sq Ft

    19 Mill Rd, Egremont, MA 01230

    Escape to Your Own Lakefront Sanctuary in the Berkshires Nestled in the heart of the picturesque Berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly

    Suzann Ward HOUSATONIC REAL ESTATE

    19 Mill Rd, Egremont, MA 01230
  • /24

    $3,490,000

    • 5 Beds
    • 2 Baths
    • 12,225 Sq Ft

    350 Old Cheshire Rd, Lanesborough, MA 01237

    Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Located on Cheshire Reservoir, a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Would make a lovely family compound, or could

    Lisa Hoe THE KINDERHOOK GROUP - PITTSFIELD

    350 Old Cheshire Rd, Lanesborough, MA 01237
  • /52

    $1,675,000

    • 12 Beds
    • 7 Baths
    • 8,881 Sq Ft

    29 Main St, West Stockbridge, MA 01266

    Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

    Suzann Ward HOUSATONIC REAL ESTATE

    29 Main St, West Stockbridge, MA 01266
  • /43

    $1,890,000

    • 5 Beds
    • 4.5 Baths
    • 6,000 Sq Ft

    248 East Rd, West Stockbridge, MA 01266

    A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    248 East Rd, West Stockbridge, MA 01266
  • /66

    $6,850,000

    • 5 Beds
    • 3.5 Baths
    • 3,474 Sq Ft

    77 Seekonk Cross Rd, Great Barrington, MA 01230

    Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

    Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

    77 Seekonk Cross Rd, Great Barrington, MA 01230
  • /43

    $725,000

    • 7 Beds
    • 6.5 Baths
    • 3,684 Sq Ft

    3 Lake Buel Rd, Great Barrington, MA 01230

    Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

    Tony Segalla LANCE VERMEULEN RE, INC

    3 Lake Buel Rd, Great Barrington, MA 01230
  • /4

    $549,000

    • 5 Beds
    • 3 Baths
    • 2,899 Sq Ft

    5, 15, 17 Fuller St, Lee, MA 01238

    Prime Commercial / Residential / Mixed-Use Development Parcel on Route 20. Corner Parcel. Almost a full Acre. Comprised of 2 Lots. High traffic count,. Zoning allows for several uses. **Includes 2 Residential Buildings that can be delivered tenanted, vacant or can be raised by Seller for an additional fee.(note: Property delineation lines on photographs are approximations only.)

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    5, 15, 17 Fuller St, Lee, MA 01238
  • /62

    $2,495,000

    • 5 Beds
    • 3.5 Baths
    • 6,254 Sq Ft

    84 Undermountain Rd, Egremont, MA 01230

    Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it

    Tony Segalla LANCE VERMEULEN RE, INC

    84 Undermountain Rd, Egremont, MA 01230
  • /11

    $799,000

    • 6 Beds
    • 5 Baths
    • 4,016 Sq Ft

    129 W Shore Rd, Otis, MA 01253

    Otis Reservoir Deeded Access is steps away from this versatile property. Four units primarily used, on a casual basis, as vacation rentals with nightly rates ranging from $140 to $171. Current retiring owner has set the stage for the next owner to grow a highly profitable venture. Most furniture, fixtures and supplies convey so the new owner can hit the ground running. Portions of the

    Karen Chenausky Cetto Real Estate

    129 W Shore Rd, Otis, MA 01253
  • /2

    $299,000

    • 6 Beds
    • 6 Baths
    • 3,627 Sq Ft

    62 Dalton Ave, Pittsfield, MA 01201

    3 floors, 6 one-bedroom apartments.Will need remodeling.New area of Tyler St ApartmentsOnce remodeled, projected rents $1200-$1500/monthowner-occupied with family 40+years

    James McRory BERKSHIRE COUNTY REALTY

    62 Dalton Ave, Pittsfield, MA 01201
  • /42

    $375,000

    • 5 Beds
    • 3 Baths
    • 2,928 Sq Ft

    17 Chamberlain Ave Unit 21, Dalton, MA 01226

    Marc Bellora Lamacchia Realty, Inc.

    17 Chamberlain Ave Unit 21, Dalton, MA 01226

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