South Lee, MA Homes for Sale

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  /2

  $320,000

  • 6 Beds
  • 4 Baths
  • 3,912 Sq Ft

  40 Henry Ave, Pittsfield, MA 01201

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 27-31 Pleasant St. Pittsfield, MA 01201 and 101-103 Lincoln St. Pittsfield, MA 01201. Acquire three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 339-3453

  40 Henry Ave, 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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  /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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  /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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  /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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  /2

  $300,000

  • 6 Beds
  • 3 Baths
  • 2,118 Sq Ft

  27 Pleasant St, Pittsfield, MA 01201

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 101-103 Lincoln St. Pittsfield, MA 01201. Acquire three multifamily package offered at $920,000. Income & expense and rent roll available under documents or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 722-5941

  27 Pleasant St, Pittsfield, MA 01201
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  /46

  $1,280,000

  • 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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  /15

  $110,000

  • Land
  • 4.62 Acres
  • $23,810 per Acre

  0 Dalton Division Rd, Pittsfield, MA 01201

  Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 366-3881

  0 Dalton Division Rd, Pittsfield, MA 01201
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  /2

  $300,000

  • 6 Beds
  • 4 Baths
  • 4,136 Sq Ft

  Unlisted Address

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 27-31 Pleasant St. Pittsfield, MA 01201. Acquire this three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 779-3154

  Unlisted Address
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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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  /97

  $349,000

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
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  /47

  $650,000 Open Sat 1PM - 3PM

  • 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

  $1,280,000

  • 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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  /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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  /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

  $250,000

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  9 Lincoln St, Pittsfield, MA 01201

  Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

  Jessica Rizzo LAMACCHIA REALTY, INC

  9 Lincoln St, Pittsfield, MA 01201
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  /73

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, 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

  $435,000

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  184 Washington Mountain Rd, Lee, MA 01238

  Welcome to 184 Washington Mountain Rd -- an inviting three-bedroom, one-and-a-half bath raised ranch ideally situated in a quiet, highly desirable location. This thoughtfully updated home features a stylish eat-in kitchen that flows seamlessly into a bright, open living area with direct access to a sunroom, creating the perfect space for relaxing or entertaining year-round. Beautiful hardwood

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  184 Washington Mountain Rd, Lee, MA 01238
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  /16

  $259,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  67 Reuter Ave, Pittsfield, MA 01201

  Move-in ready cape-style home located in southeast Pittsfield. Offering 3 bedrooms and 1 full bath, this is the perfect starter home or ideal for those looking to downsize without sacrificing comfort or quality.Updates include a newer roof and electrical panel (2014) and a high-efficiency combo boiler installed in 2025. Conveniently located close to local amenities, schools, and parks, this home

  Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  67 Reuter Ave, Pittsfield, MA 01201
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  /28

  $347,700

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

  14 Blotz Rd, Washington, MA 01223

  Set along a quiet country road in Washington, this lovingly preserved 1845 Cape exudes charm and timeless character. From the moment you step inside, wide-plank floors, hand-hewn beams, and the cozy glow of a wood stove make you feel instantly at home.Winter evenings here are magical--imagine snow falling outside while you curl up with a book, listen to the fire crackle, and let the world slow

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
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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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  /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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  /5

  $39,000

  • Land
  • 0.41 Acre
  • $95,120 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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  /15

  $358,000

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  4 Morgan Manor Unit 4, Lenox, MA 01240

  Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Morgan Manor Unit 4, Lenox, MA 01240
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  /56

  $1,490,000

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
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  /50

  $7,975,000

  • 8 Beds
  • 6.5 Baths
  • 9,364 Sq Ft

  399 Under Mountain Rd, Lenox, MA 01240

  Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  399 Under Mountain Rd, Lenox, MA 01240
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  /39

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /28

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft

  10 Huron St, Pittsfield, MA 01201

  Welcome home to this inviting 3-bedroom, 1-bath Cape located in Southeast Pittsfield. Thoughtfully updated & truly move-in ready, this home offers the perfect blend of classic character & modern improvements.Recent upgrades include a remodeled bathroom, kitchen updates featuring new flooring & the addition of a convenient pantry for extra storage, & a stunning new paver patio--ideal for outdoor

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  10 Huron St, Pittsfield, MA 01201
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  /65

  $895,000

  • 5 Beds
  • 3 Baths
  • 4,802 Sq Ft

  581 Red Barn Rd, Dalton, MA 01226

  Immaculate 4800 square foot, 5BR, 4 full bath jewel located at arguably the finest condominium community in The Berkshires. Enjoy looking at spectacular foliage with private panoramic wooded views and open space from the magnificent all seasons room, great room and primary suite. The garden level features a full kitchen as well as a screened in porch. The Buterus furnace system powers baseboard

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  581 Red Barn Rd, Dalton, MA 01226
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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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  /2

  $29,999

  • Land
  • 0.38 Acre
  • $78,531 per Acre

  0 Brown St, Pittsfield, MA 01201

  Build your vision on this 0.382-acre residential lot located in the heart of Pittsfield, Massachusetts. Classified as Residential - Land, this 16,649 sq ft parcel sits within the R6 zoning district, offering excellent potential for a single-family home or a thoughtful residential development. Positioned in District 236, Block 1, Lot 6 (APN: M:I12 B:0001 L:006), this property provides a great

  Alex King Lock and Key Realty, Inc

  0 Brown St, Pittsfield, MA 01201
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  /53

  $449,000

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

  500 Walker St, Lenox, MA 01242

  Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

  Matt Carlino MACCARO REAL ESTATE

  500 Walker St, Lenox, MA 01242
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  /56

  $349,000

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  47 Onota St, Pittsfield, MA 01201

  MOTIVATED SELLER! SELLER IS OFFERING A $10,000 CREDIT TO BUYER!!Step onto the spacious covered porch then enter into the grand foyer while you are there take notice of the beautiful hardwood details throughout the home. First floor offers a large living room, dining room, bathroom and a remodeled kitchen. Second floor you have three-bedrooms, full bathroom and a conveniently located laundry room.

  Michelle Picard NOCHER REALTY

  47 Onota St, Pittsfield, MA 01201
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  /24

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 Second St, Pittsfield, MA 01201

  This beautiful home has been recently renovated and it is ready for immediate occupancy. 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 improvements include flooring,

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  139 Second St, Pittsfield, MA 01201
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  /6

  $70,000

  • 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
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  /31

  $199,900

  • 7 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  15 Buel St, Pittsfield, MA 01201

  Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /2

  $225,900

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  762 East St, Pittsfield, MA 01201

  Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

  James McRory BERKSHIRE COUNTY REALTY

  762 East St, Pittsfield, MA 01201
• 

  

  /13

  $390,000 Open Sat 2:30PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  112 Sampson Pkwy, Pittsfield, MA 01201

  Beautifully maintained 2 bedroom brick ranch featuring gorgeous wood floors throughout. The inviting living room showcases a cozy fireplace & flows seamlessly into the formal dining room. The remodeled kitchen offers many cabinets & counter space.A bright & sunny room overlooks the fully fenced rear yard & provides direct access to the deck - ideal for relaxing or outdoor gatherings.The finished

  Deborah Dwyer DWYER AGENCY

  112 Sampson Pkwy, Pittsfield, MA 01201
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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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