Lanesboro, MA Homes for Sale

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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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  /25

  $235,000

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  67 Strong Ave, Pittsfield, MA 01201

  Charming Craftsman Bungalow with cottage appeal! This very bright and sunny home offers 2 bedrooms and a full bath with a spacious step-in shower. Inside, you'll also find hardwood floors, classic built-ins, and a sweet kitchen with a cozy breakfast nook. The home also features central air/mini splits, a full basement, and an incredible unfinished attic with high ceilings, presenting incredible

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 889-3061

  67 Strong Ave, 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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  /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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  /38

  $349,990

  • 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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  /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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  /54

  $469,900 Open Wed 4:30PM - 6PM

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  ** Open House Wednesday April 15th, 4:30pm-6:00pm**Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home

  Jason Nocher NOCHER REALTY

  59 Joan Dr, Pittsfield, MA 01201
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  /30

  $595,000

  • 2 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1136 Barker Rd Unit 27, Pittsfield, MA 01201

  Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1136 Barker Rd Unit 27, Pittsfield, MA 01201
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  /33

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  27 Morgan St, Pittsfield, MA 01201

  Welcome to 27 Morgan Street, a bright and inviting home tucked away on a quiet dead-end street in Pittsfield.Natural light fills the main living spaces, highlighting gleaming wood floors and creating a warm, easy feel. The first floor offers a circular layout with a spacious, light-filled living room.Upstairs features three well-sized bedrooms and a full bath.Enjoy a charming front porch and a

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  27 Morgan St, Pittsfield, MA 01201
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  /44

  $525,000

  • 4 Beds
  • 3 Baths
  • 2,439 Sq Ft

  69 Commonwealth Ave, Pittsfield, MA 01201

  Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout.The formal dining room offers an

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  69 Commonwealth Ave, Pittsfield, MA 01201
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  /28

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  74 Holmes Rd, Lenox, MA 01240

  Charming Cape in Lenox! Spacious eat in kitchen with access to a screened porch and large deck overlooking the private backyard, living room with wood flooring, quaint dining area, mudroom that connects to the garage, first floor bedroom and full bath. Second level has two bedrooms and finished family room in lower level walkout. Property has had several improvements made within the last 15 years

  Cortney Dupont COHEN & WHITE ASSOCIATES

  74 Holmes Rd, Lenox, MA 01240
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  /13

  $195,000

  • 2 Beds
  • 1 Bath
  • 747 Sq Ft

  243 Robbins Ave, Pittsfield, MA 01201

  Completely renovated in 2021, this thoughtfully updated 2-bedroom, 1-bath home offers easy, low-maintenance living with a fresh, modern feel throughout. With 747 square feet of efficiently designed space, every inch has been maximized for comfort and functionality.The interior features updated finishes, an inviting layout, and abundant natural light, creating a warm and welcoming atmosphere. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  243 Robbins Ave, Pittsfield, MA 01201
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  /30

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 1,791 Sq Ft

  38 Rockland Dr, Pittsfield, MA 01201

  Rare opportunity to own this truly unique Southeast home offering an impressive five levels of living space--much larger than it appears from the outside. Designed for both comfort and flexibility, this home features beautiful wood floors throughout, a formal living room that leads to updated kitchen and a sunken family room with a cozy fireplace and air conditioning, perfect for year-round

  Robin Moore 413 REAL ESTATE

  38 Rockland Dr, Pittsfield, MA 01201
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  /57

  $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. The home comes with an attached 2-car garage plus a 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

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  5 Monteleone Place, Pittsfield, MA 01201
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  /15

  $285,000

  • 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

  $278,000

  • 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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  /31

  $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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  /41

  $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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  /24

  $315,000

  • 5 Beds
  • 4 Baths
  • 3,276 Sq Ft

  474 Tyler St, Pittsfield, MA 01201

  Strategic investment opportunity in the heart of Pittsfield! This 3-unit multi-family home features a versatile unit mix: two 1-bedroom/1-bath apartments and one spacious 3-bedroom/2-bath apartment. currently vacant! All tenants are on month-to-month leases, offering immediate flexibility for market rent adjustments or owner-occupancy. High rental demand area with proximity to Berkshire Medical

  Maria Cano NOCHER REALTY

  474 Tyler St, Pittsfield, MA 01201
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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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  /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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  /12

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  15 High St, Pittsfield, MA 01201

  Welcome to 15 High Street in Pittsfield -- a well-located two-family flat offering versatility, investment potential, & everyday convenience. Situated within walking distance to local schools, banking, restaurants, & shops, this property makes it easy to enjoy all that city living has to offer.Each unit provides comfortable living space with functional layouts, making it ideal for owner-occupants

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  15 High St, Pittsfield, MA 01201
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  /43

  $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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  /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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  /35

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft

  1 Monteleone Place, Pittsfield, MA 01201

  Renovated two-family home! The first floor unit is vacant and ready for immediate occupancy while the second floor unit is rented on a year lease at $1,550/month with the tenant paying for his own natural gas heat, hot water, and electric since these utilities are separate for each unit.The apartments have been tastefully renovated, they're freshly painted, each offering 2 bedrooms, full bath,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 Monteleone Place, Pittsfield, MA 01201
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  /2

  $219,900

  • 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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