Berkshire, MA Homes for Sale

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  /4

  $500,000

  • Land
  • 3.44 Acres
  • $145,349 per Acre

  117 Lime Kiln Rd, Lenox, MA 01240

  Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 393-2997

  117 Lime Kiln Rd, Lenox, MA 01240
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  /46

  $1,280,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 319-9976

  18 Highcrest Rd, Lenox, MA 01240
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  /47

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /42

  $2,649,000

  • 6 Beds
  • 6.5 Baths
  • 6,225 Sq Ft

  250 West St, Lenox, MA 01240

  Seconds—not minutes—from Tanglewood’s main gate, this reimagined contemporary estate in Lenox is tucked into a sunlit woodland setting offering rare privacy and unrivaled proximity. Originally built in 2017 and completely updated in 2020, the home features soaring ceilings, rich mahogany and cherry finishes, a chef’s kitchen, and multiple entertaining spaces. The ground-floor primary suite is

  

  Selina Lamb

  Birch Properties

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  /2

  $39,900

  • Land
  • 0.15 Acre
  • $266,000 per Acre

  0 Courtland Place, Pittsfield, MA 01201

  Cleared City lot with public water and sewer

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 553-1360

  0 Courtland Place, Pittsfield, MA 01201
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  /42

  $1,280,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd Unit 20, Lenox, MA 01240

  

  Selina Lamb

  Birch Properties

  (413) 591-5654

  18 Highcrest Rd Unit 20, Lenox, MA 01240
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  /57

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  11 Concord Pkwy, Pittsfield, MA 01201

  Located in one of Southeast Pittsfield's most desirable neighborhoods, this classic center entrance Colonial offers timeless appeal and a traditional, well balanced layout. A gracious foyer welcomes you in, anchored by a switchback staircase and flanked by inviting living spaces featuring hardwood floors, a wood burning fireplace, and charming built-ins.The eat-in kitchen is both functional and

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 776-5120

  11 Concord Pkwy, Pittsfield, MA 01201
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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /39

  $325,000

  • 12 Beds
  • 1 Bath
  • 4,215 Sq Ft

  292 West St, Pittsfield, MA 01201

  This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 884-5511

  292 West St, Pittsfield, MA 01201
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  /4

  $215,000

  • Land
  • 14.3 Acres
  • $15,035 per Acre

  L16 Reservoir Rd, Out-Of State, MA 99999

  Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

  

  Gary Fuls Jr

  Gary L Fuls DBA Re/MAX Transit

  (866) 819-0148

  L16 Reservoir Rd, Out-Of State, MA 99999
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  /43

  $445,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 323-3512

  35 Chapman Rd, Pittsfield, MA 01201
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  /44

  $349,990 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft

  1842 East St, Pittsfield, MA 01201

  Move right into this beautifully renovated 3-bedroom, 1.5-bath home offering 1,940 square feet of stylish and functional living space. Renovated in 2022, this home blends modern updates with classic charm. The main level features a bright living room with a cozy fireplace and gleaming wood floors, plus an oversized primary bedroom with two closets--a rare and valuable find on the first floor. The

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 848-7998

  1842 East St, Pittsfield, MA 01201
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  /49

  $349,900

  • 7 Beds
  • 2.5 Baths
  • 2,870 Sq Ft

  5 Monteleone Place, Pittsfield, MA 01201

  Large side-by-side two family brick home with a total of 6 garage bays: 2-car attached garage plus detached 4-bay garage. Unit 6 is vacant and has been renovated. The first floor offers an enclosed porch, new beautiful kitchen with quartz countertops and stainless appliances, dining room, living room and full bathroom. The layout offers a possibility to turn one of the rooms into a first floor

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  5 Monteleone Place, Pittsfield, MA 01201
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  /15

  $285,000 Open Fri 4PM - 5:30PM

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  51 Bushey Rd, Pittsfield, MA 01201

  Charming Southeast ranch located on a quiet street in one of Pittsfield's most desirable neighborhoods. This well-maintained 3-bedroom, 1-bath home was completely rebuilt from the studs in 2004, offering peace of mind with updated systems throughout. Enjoy easy one-level living with a comfortable layout and abundant natural light. Step outside to a nicely fenced backyard featuring a newer deck,

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  51 Bushey Rd, Pittsfield, MA 01201
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  /46

  $749,000

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

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /28

  $290,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  145 Jason St, Pittsfield, MA 01201

  Move-In Ready Ranch on Desirable Corner LotWelcome to this beautifully updated 960 sq. ft. ranch, ideally situated on a spacious corner lot in a welcoming, family-friendly neighborhood. Offering true one-level living, this home is the perfect blend of comfort & efficiency.Step inside to a sun-filled living room with large front windows & built-in shelving, creating a warm & inviting space to

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  145 Jason St, Pittsfield, MA 01201
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  /27

  $385,000

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /28

  $1,250,000

  • 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
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  /26

  $680,000

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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  /5

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /40

  $449,000

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

  153 Sherwood Dr, Pittsfield, MA 01201

  Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring

  Timothy Johnson NOCHER REALTY

  153 Sherwood Dr, Pittsfield, MA 01201
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  /23

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,307 Sq Ft

  41 Imperial Ave, Pittsfield, MA 01201

  Yankee Orchards is one of the area's highly sought-after neighborhoods. *Charming, sun-filled Cape home with level backyard. * Updated kitchen w/beautiful white cabinetry, gorgeous granite counters, stainless steel appliances! *Hardwood flooring throughout. *Freshly painted walls. *Large living room. *Updated main floor bathroom with tub and tiled walls! *Updated 2nd floor bathroom with tiled

  John Vangos Alpha Realty

  41 Imperial Ave, Pittsfield, MA 01201
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  /33

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft

  156 E New Lenox Rd, Pittsfield, MA 01201

  Charming & Peaceful Cape with Endless PotentialDiscover the perfect blend of classic charm and future opportunity in this move-in-ready 2-bedroom Cape. Nestled in a quiet, sought-after neighborhood, this home offers a serene retreat with a backyard that feels like a private park, backing up to protected property for ultimate privacy. Both oversized bedrooms feature double closets, providing rare

  Timothy Johnson NOCHER REALTY

  156 E New Lenox Rd, Pittsfield, MA 01201
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  /34

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  73 Plymouth St, Pittsfield, MA 01201

  Discover timeless elegance in this classic 3-bedroom, 1.5-bath Colonial, perfectly situated on a spacious corner lot in a highly desirable neighborhood. This home is defined by its bright, airy atmosphere, featuring expansive windows that invite abundant natural sunlight into every room.The main level offers a seamless flow between the inviting living spaces and a convenient half-bath, while the

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /41

  $4,850,000

  • 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
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  /18

  $1,500,000

  • 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
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  /38

  $259,900

  • 6 Beds
  • 3 Baths
  • 3,200 Sq Ft

  165 Appleton Ave, Pittsfield, MA 01201

  Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with

  Cory Evangelisto NOCHER REALTY

  165 Appleton Ave, Pittsfield, MA 01201
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  /30

  $179,900

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm

  Cindy Carrigan LAMACCHIA REALTY, INC

  24 Southern Ave, Pittsfield, MA 01201
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  /44

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  153 Dewey Ave, Pittsfield, MA 01201

  Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

  Cindy Carrigan LAMACCHIA REALTY, INC

  153 Dewey Ave, Pittsfield, MA 01201
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  /37

  $189,900

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  147 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest

  Cindy Carrigan LAMACCHIA REALTY, INC

  147 Dewey Ave, Pittsfield, MA 01201
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  /5

  $399,000

  • 8 Beds
  • 4 Baths
  • 3,536 Sq Ft

  144 Madison Ave Unit 4, Pittsfield, MA 01201

  Centrally located four-unit investment property on large corner lot with plenty of off-street private parking. New natural gas hot water boiler. Property is welll maintained with long term tenants and recent renovations. Large basement with separate electric. Conveniently located near restaurants, retail, medical facilities and key city amenities, a good location that supports strong tenant

  Lisa Kelley MACCARO REAL ESTATE

  144 Madison Ave Unit 4, Pittsfield, MA 01201
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  /38

  $305,000

  • 7 Beds
  • 3 Baths
  • 3,264 Sq Ft

  139 Robbins Ave, Pittsfield, MA 01201

  Expansive duplex offering a three bedroom unit and a four bedroom unit. Recently remodeled with updated kitchens, bathrooms, flooring, and paint throughout. One unit enters into a open and bright living room off the kitchen with a first floor bedroom and full bathroom with laundry. Second floor includes another full bathroom and three large bedrooms. The second unit which has also been updated

  Cory Evangelisto NOCHER REALTY

  139 Robbins Ave, Pittsfield, MA 01201
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /15

  $80,000

  • 8 Beds
  • 8 Baths
  • 1,584 Sq Ft

  71 Center St, Pittsfield, MA 01201

  This property is a blank canvas ready for your vision. Previously operated as an 8-unit building consisting of studio and one-bedroom apartments, it is currently registered with the city as a two-family property. Any future changes or redevelopment will require approval through the local building department.With the right improvements, this property offers excellent potential for a strong

  Michele Purcell LAMACCHIA REALTY, INC

  71 Center St, Pittsfield, MA 01201
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  /23

  $3,400,000

  • 14 Beds
  • 16.5 Baths
  • 11,945 Sq Ft

  615 Laurel St, Lee, MA 01238

  An exceptional opportunity awaits at 615 Laurel Street, Lee, MA, presenting a property of enduring character with 530 feet of lakefront. The expansive interior environment encompasses fourteen dedicated bedrooms, each offering an individual sanctuary for rest and rejuvenation. Complementing these private quarters are sixteen full bathrooms, providing unparalleled comfort and convenience

  Mitchell B Muroff Mitchell B. Muroff

  615 Laurel St, Lee, MA 01238
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  /27

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  132 Daniels Ave, Pittsfield, MA 01201

  This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added

  Jim Thurston LAMACCHIA REALTY, INC

  132 Daniels Ave, Pittsfield, MA 01201
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  /2

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /5

  $39,000

  • Land
  • 0.41 Acre
  • $95,122 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
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  /86

  $1,590,000

  • 4 Beds
  • 3.5 Baths
  • 3,805 Sq Ft

  130 E Dugway Rd, Lenox, MA 01240

  Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  130 E Dugway Rd, Lenox, MA 01240
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  /80

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,379 Sq Ft

  2 Saint Andrews Ct, Lenox, MA 01240

  Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

  Jose Larios LAMACCHIA REALTY, INC

  2 Saint Andrews Ct, Lenox, MA 01240

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