153

Berkshire, MA Homes for Sale

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  • /23

    $209,900

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 866 Sq Ft

    139 Second St, Pittsfield, MA 01201

    The home just passed an FHA appraisal at over the listing price! This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other

    Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

    139 Second St, Pittsfield, MA 01201
  • /12

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft

    20 Franklin St, Pittsfield, MA 01201

    Don't miss this charming & highly desirable ranch with approximately 1600 sq. ft. of beautifully maintained living space. Open floor plan, hardwood floors throughout, a stunning recently updated kitchen & dining area with granite countertops. a perfect home for everyday living & entertaining. 3 bedrooms, nice screened 3 season porch to enjoy your morning coffee and an extra lot for outdoor

    Deborah Dwyer DWYER AGENCY

    20 Franklin St, Pittsfield, MA 01201
  • /26

    $299,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft

    38 Connecticut Ave, Pittsfield, MA 01201

    Welcome home to this charming and well-maintained three-bedroom, two-bath property located in a desirable neighborhood just moments from Allendale School, downtown Pittsfield, shopping, dining, and everyday conveniences. This inviting home offers a wonderful blend of character and comfort, featuring beautiful hardwood floors in excellent condition, vinyl replacement windows, and a cozy

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    38 Connecticut Ave, Pittsfield, MA 01201
  • /37

    $579,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    205 Golden Hill Rd, Lee, MA 01238

    Beautiful 3-bedroom, 2-bath ranch home offering an inviting layout, excellent flow, and plenty of room to spread out across 2,448 square feet. You'll never feel cramped in this spacious and comfortable home.The location is hard to beat--just minutes from downtown Lee and a short drive to downtown Lenox, yet tucked away on a peaceful country road. Enjoy scenic pastoral and mountain views while

    Matt Carlino MACCARO REAL ESTATE

    205 Golden Hill Rd, Lee, MA 01238
  • /16

    $249,900

    $15K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,510 Sq Ft

    32 Westminster St, Pittsfield, MA 01201

    Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final

    Clifford Ponte KELLER WILIAMS SOUTH WATTUPA

    32 Westminster St, Pittsfield, MA 01201
  • /10

    $59,900

    • Land
    • 5,662 Sq Ft
    • $460,769 per Acre

    69 Tyler St, Pittsfield, MA 01201

    Commercial Lot located in a prime business district. Just steps away from one of Pittsfield's busiest intersections Tyler St and Rt 7 North and next to the Berkshire Medical Center Campus, the possibilities are endless. A note, the underlying zoning for the parcel is B-G, which has no setback requirements and no lot minimum size. This means that there are many options you could choose from if you

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    69 Tyler St, Pittsfield, MA 01201
  • /8

    $1,850,000

    • 15 Beds
    • 15 Baths
    • 18,329 Sq Ft

    68 Union St, Pittsfield, MA 01201

    68-80 Union Street presents a rare opportunity to acquire a stabilized, fully renovated 15-unit multifamily property in the heart of Pittsfield, Massachusetts. The property delivers strong in-place cash flow at a 7.52 cap rate with meaningful embedded upside through below-market rents and two ready-to-lease vacant units. Every unit has been comprehensively renovated: kitchens include new

    Cole Ungar SKYTOP ASSET MANAGEMENT

    68 Union St, Pittsfield, MA 01201
  • /41

    $4,690,000

    $160K PRICE DROP
    • 13 Beds
    • 13.5 Baths
    • 9,510 Sq Ft

    2 Kemble St, Lenox, MA 01240

    The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    2 Kemble St, Lenox, MA 01240
  • /15

    $195,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,923 Sq Ft

    47 Lake St, Pittsfield, MA 01201

    Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor,

    Lisa Kelley MACCARO REAL ESTATE

    47 Lake St, Pittsfield, MA 01201
  • /18

    $449,900

    • 4 Beds
    • 4 Baths
    • 2,790 Sq Ft

    21 Linden St, Pittsfield, MA 01201

    Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

    Michael Castellano GILCREST PROPERTIES

    21 Linden St, Pittsfield, MA 01201
  • /29

    $289,900

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

    38 Grove St, Pittsfield, MA 01201

    Two-family flat ideally located and offering an excellent opportunity for investors. Each apartment features 3 bedrooms and separate utilities. The property is serviced by public water and sewer and includes two electric meters, two boilers, and two hot water heaters, with natural gas heating and hot water.The first-floor unit features a newer kitchen.The second-floor unit offers an

    Jose Larios Lamacchia Realty, Inc. - Dalton

    38 Grove St, Pittsfield, MA 01201
  • /13

    $259,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,672 Sq Ft

    29 Westminster St, Pittsfield, MA 01201

    Income-producing two-family ranch with one vacant unit and one occupied unit, offering an excellent opportunity for both owner-occupants and investors looking to expand their portfolio. The occupied unit is supported by Section 8 assistance, providing reliable rental income. Each mirrored unit features 2 bedrooms and 1 full bathroom with functional, well-designed layouts. The vacant unit has been

    Matthew Keller KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    29 Westminster St, Pittsfield, MA 01201
  • /10

    $189,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,493 Sq Ft

    23 Walnut St, Pittsfield, MA 01201

    Opportunity awaits with this home offering approximately 1,493 square feet of living space on a generous 12,807 sq. ft. lot. This property presents a great starter-home opportunity with solid bones and plenty of potential for updates and personalization. The spacious lot provides ample room for outdoor enjoyment and future improvements. With some TLC, this home offers an excellent opportunity to

    Derek Greene The Greene Realty Group

    23 Walnut St, Pittsfield, MA 01201
  • /46

    $359,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    94 Velma Ave, Pittsfield, MA 01201

    The ranch everyone's been looking for! Spotless, beautifully updated and truly move-in ready, this one-level home checks all the boxes--quiet dead-end street, beautifully landscaped gardens, composite deck overlooking an amazing backyard, extra-wide driveway and one-car garage. Inside, enjoy wood floors throughout, an updated kitchen with high-end stainless appliances, built-in dining banquette

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    94 Velma Ave, Pittsfield, MA 01201
  • /38

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    6 May St, Lenox, MA 01240

    Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located

    Andreea Duta BISHOP WEST REAL ESTATE

    6 May St, Lenox, MA 01240
  • /68

    $735,000

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    47 Warwick St, Pittsfield, MA 01201

    This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    47 Warwick St, Pittsfield, MA 01201
  • /40

    $385,000

    $15K PRICE DROP
    • 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
  • /32

    $280,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,275 Sq Ft

    16 Wealthy Ave, Pittsfield, MA 01201

    3 bedroom, 1 bath ranch in Pittsfield's desirable Orchards neighborhood! Featuring beautifully refinished hardwood floors, this home offers comfortable one level living with plenty of potential to make it your own. Enjoy morning coffee or unwind in the screened porch overlooking the backyard. Additional features include a one car garage, full basement offering ample storage or workshop space, and

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    16 Wealthy Ave, Pittsfield, MA 01201
  • /80

    $1,685,000

    • 4 Beds
    • 4 Baths
    • 3,282 Sq Ft

    30 Cliffwood St, Lenox, MA 01240

    Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals,

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    30 Cliffwood St, Lenox, MA 01240
  • /25

    $1,450,000

    • 20 Beds
    • 18 Baths
    • 8,653 Sq Ft

    162 Woodlawn Ave, Pittsfield, MA 01201

    162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

    Michael Bradley Horvath & Tremblay

    162 Woodlawn Ave, Pittsfield, MA 01201
  • /51

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    478 Washington Mountain Rd, Dalton, MA 01226

    Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    478 Washington Mountain Rd, Dalton, MA 01226
  • /26

    $1,400,000

    • Land
    • 14.6 Acres
    • $95,890 per Acre

    286 Lee Rd, Lenox, MA 01240

    A once-in-a-lifetime opportunity to build your dream home on a large waterfront parcel in Lenox. This spectacular 14-acre property offers privacy, tranquility, and direct frontage on beautiful Laurel Lake while remaining just minutes from downtown Lenox, Tanglewood, shopping, dining, and all the Berkshires has to offer. Enter through the stone and metal electric gate, cross the stone bridge, and

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    286 Lee Rd, Lenox, MA 01240
  • /61

    $689,000

    $11K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,268 Sq Ft

    10 Lori Ct, Pittsfield, MA 01201

    Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    10 Lori Ct, Pittsfield, MA 01201
  • /78

    $1,950,000

    $150K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,387 Sq Ft

    19 Cliffwood St, Lenox, MA 01240

    Iconic Lenox home: very rarely does a home with this historic integrity come on the market...now is your time to continue its legacy . Built in 1915 as one of the focal points of Cliffwood Street, this charming home has been updated for today's life style without sacrificing its significant architectural details. Beautiful common rooms including a dream kitchen with marble counters, formal Dining

    Mary Jo Piretti PIRETTI REAL ESTATE

    19 Cliffwood St, Lenox, MA 01240
  • /5

    $385,900

    • Land
    • 15.91 Acres
    • $24,255 per Acre

    2 New Lenox Rd, Lenox, MA 01240

    Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

    Sean Taylor MORESI REAL ESTATE PARTNERS

    2 New Lenox Rd, Lenox, MA 01240
  • /23

    $79,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240

    Totally renovated and move-in ready mobile home in Lenox! This 2-bedroom home is located on a quiet dead-end street in the Berkshire Mobile Park and offers a nice deck along with an ample side yard to enjoy. Shed in the back needs some repairs to the roof.

    Tanya Shepardson Lamacchia Realty, Inc. - Dalton

    405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240
  • /6

    $65,000

    • 12 Beds
    • 5 Baths
    • 4,032 Sq Ft

    48 Brown St, Pittsfield, MA 01201

    Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

    Xavier Cruz Fathom Realty

    48 Brown St, Pittsfield, MA 01201
  • /36

    $4,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,348 Sq Ft

    165 Kemble St Unit 18, Lenox, MA 01240

    Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berkshires. Ownership includes

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    165 Kemble St Unit 18, Lenox, MA 01240
  • /27

    $659,800

    $14K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a

    Heather Gallagher STONE HOUSE PROPERTIES, LLC

    28 Evergreen Trail Unit 28, Lenox, MA 01240
  • /54

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    576 Holmes Rd, Pittsfield, MA 01201

    Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    576 Holmes Rd, Pittsfield, MA 01201
  • /27

    $289,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    34 Hungerford St, Pittsfield, MA 01201

    Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout.The main living area flows seamlessly into the kitchen and dining space, creating

    Ahliya Phillips KELLER WILLIAMS REALTY

    34 Hungerford St, Pittsfield, MA 01201
  • /29

    $109,900

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    167 Daniels Ave, Pittsfield, MA 01201

    Maureen DeRito Landmark REO Inc.

    167 Daniels Ave, Pittsfield, MA 01201
  • /13

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    528 Walker St, Lenox Dale, MA 01242

    Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. One year American Home Shield Warranty included. PLEASE

    Tyler Scaglione Cameron Real Estate Group

    528 Walker St, Lenox Dale, MA 01242
  • /30

    $359,900

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    180 Doreen St, Pittsfield, MA 01201

    Well maintained 4 bedroom, 2 full bath cape set on a level quarter acre with mature landscaping! The first floor offers comfortable living space along with a full bathroom. Upstairs you will find additional bedrooms and a second full bath, so there is a full bathroom on each level. The home's electrical was upgraded in 2025. Other major updates include a brand new garage built in 2025 and a roof

    Kyle Crocker eXp REALTY

    180 Doreen St, Pittsfield, MA 01201
  • /36

    $1,150,000

    $100K PRICE DROP
    • 14 Beds
    • 14 Baths
    • 9,928 Sq Ft

    40 Reed St, Pittsfield, MA 01201

    14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    40 Reed St, Pittsfield, MA 01201
  • /37

    $349,900

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    30 Joan Dr, Pittsfield, MA 01201

    Well-located home nestled in a desirable neighborhood with convenient access to local amenities, schools, and outdoor recreation. This inviting property offers a comfortable layout designed for everyday living and entertaining, featuring bright, sun-filled spaces and a warm, welcoming atmosphere throughout.The home provides a functional flow with generously sized living areas, a thoughtfully

    John Ciepiela BISHOP WEST REAL ESTATE

    30 Joan Dr, Pittsfield, MA 01201
  • /60

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    86 Crofut St, Pittsfield, MA 01201

    Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    86 Crofut St, Pittsfield, MA 01201
  • /31

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    225 Brown St, Pittsfield, MA 01201

    Raised ranch with two-car garage, located on a double lot with almost half an acre of land. The main level features 3 bedrooms, full bathroom, living room and kitchen with dining area, with slider opening to deck which was recently painted. The finished lower level offers family room with sliders to the backyard. In addition to the hot water baseboard, this family room also features a pellet

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    225 Brown St, Pittsfield, MA 01201
  • /58

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    48 Brookside Dr, Pittsfield, MA 01201

    Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    48 Brookside Dr, Pittsfield, MA 01201
  • /38

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    100 Essex St, Pittsfield, MA 01201

    Recently renovated colonial home with detached garage, located on a corner lot in a desirable Pittsfield location! This property features a lovely front porch as well as a side porch and great yard! There are 3 bedrooms, however, the home could be used as a 4-bedroom. You will love the two updated full bathrooms, one on each floor! Other improvements include a new roof, newer vinyl replacement

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    100 Essex St, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 4

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