Lanesboro, MA Homes for Sale

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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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  /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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  /38

  $312,000

  • 3 Beds
  • 1 Bath
  • 1,394 Sq Ft

  36 Pittsfield Ave, Pittsfield, MA 01201

  Step into this charming 3-bedroom, 1-bath home tucked away in the comfortable Allendale Parkway neighborhood. With nearly a half acre of land, it could be your perfect blend of comfort and outdoor beauty.Inside, you'll find 1,394 sq. ft. of freshly painted living space with easy-care laminate floors. The first floor offers kitchen, dining room, and a spacious living room where a large bow window

  

  Mary Smith

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 628-2060

  36 Pittsfield Ave, Pittsfield, MA 01201
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  /54

  $2,649,000

  • 6 Beds
  • 6.5 Baths
  • 4,289 Sq Ft

  250 West St, Lenox, MA 01240

  Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  /55

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  8 Samson Ave, Pittsfield, MA 01201

  Lovely 3-Bedroom Ranch with Scenic Views and Endless Potential. Nestled on just over half an acre, this delightful ranch offers peaceful surroundings and picturesque views. Perfect for those seeking tranquility with room to grow. Step into the inviting living room, where a graceful bow window fills the space with natural light, complemented by a cozy fireplace and newer laminate flooring.The

  

  Mary Smith

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 767-4399

  8 Samson Ave, Pittsfield, MA 01201
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  /21

  $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 SPECTACULAR, 14 ACRE, WATERFRONT PROPERTY IN THE HEART OF THE BERKSHIRES. PRIVATE, QUIET, BUT NOT ISOLATED. FROM YOUR NEW RESIDENCE, BEAUTIFUL LAUREL LAKE IS AN EASY STROLL DOWN THE BOARDWALK TO YOUR PRIVATE DOCK AND SITTING AREA. FIVE MINUTES TO DOWNTOWN LENOX, TEN MINUTES TO TANGLEWOOD AND CONVENIENT TO ALL THE BERKSHIRES HAS TO

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  286 Lee Rd, Lenox, MA 01240
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  /17

  $599,900

  • 12 Beds
  • 12 Baths
  • 6,803 Sq Ft

  217 Francis Ave, Pittsfield, MA 01201

  Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

  Nolan Fernandez 413 REAL ESTATE

  217 Francis Ave, 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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  /28

  $255,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  326 Dalton Ave, Pittsfield, MA 01201

  PRICE PERFECTED @ $255,000 Affordable and Adorable! 3-bedroom, 1-bathroom cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of

  Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  /60

  $1,585,000

  • 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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  /69

  $730,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
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  /37

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  1070 Holmes Rd, Pittsfield, MA 01201

  Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

  Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, Pittsfield, MA 01201
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  /15

  $368,000

  • 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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  /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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  /25

  $3,200,000

  • 2 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  165 Kemble St Unit 5, Lenox, MA 01240

  A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 5, Lenox, MA 01240
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  /18

  $209,900

  • 2 Beds
  • 1 Bath
  • 1,430 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Large 2 bedroom condo in a great complex. Bright and sunny living area. Large bedrooms. Tons of cabinets in the well maintained kitchen. Great price and cheaper than renting.

  Tyler Scaglione Cameron Real Estate Group

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
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  /2

  $37,500

  • Land
  • 0.38 Acre
  • $98,168 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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  /29

  $370,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  16 E New Lenox Rd, Lenox, MA 01240

  Welcome to this classic 1950s ranch on East New Lenox Road — full of character and comfort. Featuring three bedrooms and one full bath, this home showcases beautiful wood floors, freshly painted interiors, and that timeless New England charm that never goes out of style.Enjoy the added versatility of a three-season porch connecting to the attached two-car garage, perfect for morning coffee or an

  Bresdin Mihlek Coldwell Banker Realty - Western MA

  16 E New Lenox Rd, Lenox, MA 01240
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  /40

  $439,000

  • 6 Beds
  • 3 Baths
  • 3,822 Sq Ft

  247 South St, Pittsfield, MA 01201

  *Brand new roof January 2026* Beautifully renovated multi-use building has multiple possibilities. From office space, Dental or Medical offices to Residential. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This property offers an enormous kitchen area with washer & dryer, 6

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  247 South St, Pittsfield, MA 01201
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  /40

  $325,000

  • 12 Beds
  • 3.5 Baths
  • 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

  Brandon Murray RE/MAX TRANSITIONS, NORTH ADAMS

  292 West 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
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  /11

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /62

  $549,000

  • 4 Beds
  • 4 Baths
  • 3,008 Sq Ft

  100 Northumberland Rd, Pittsfield, MA 01201

  Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  100 Northumberland Rd, Pittsfield, MA 01201
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  /16

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  51 Foote Ave, Pittsfield, MA 01201

  A 3 bedroom 1 bath colonial home on large lot in a desirable location close to all amenities, updates include, laminate flooring, tastefully painted, first floor laundry, new heat/hot water boiler, both open and closed front porch, large yard with sitting/relaxing area

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  51 Foote Ave, Pittsfield, MA 01201
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  /41

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  6 Vine St, Pittsfield, MA 01201

  This well-maintained home is located in a highly desirable neighborhood in the southern part of Pittsfield and is ready for its new owners to move in and make it their own.The first floor features a bright kitchen, a full bathroom, a versatile heated bonus room with sliding doors, and a cozy living room with sliders that lead to a private deck overlooking a beautiful, spacious yard, perfect for

  Jose Larios LAMACCHIA REALTY, INC

  6 Vine St, Pittsfield, MA 01201
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  /17

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 2,299 Sq Ft

  86 Winesap Rd, Pittsfield, MA 01201

  Nestled in the sought-after Orchards neighborhood, this beautifully upgraded 3-bedroom, 3-bath raised ranch offers refined living with a bright, open layout and timeless Craftsman details throughout. The fireplaced living room showcases hardwood floors and custom built-ins, seamlessly connecting to the dining area, ideal for both everyday living and entertaining. The refreshed kitchen features

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  86 Winesap Rd, Pittsfield, MA 01201
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  /30

  $555,000

  • 4 Beds
  • 2 Baths
  • 3,087 Sq Ft

  490 Kirchner Rd, Dalton, MA 01226

  Nestled on a serene private 5.52 -acre lot with a picturesque brook running through, this beautifully updated brick ranch offers the perfect blend of comfort, style, and nature. Located in desirable Dalton, this home features 4 spacious bedrooms with a versatile office space ideal for remote work -- and 2 full bathrooms. Step into the heart of the home with a chef's kitchen with stunning granite

  Debra Goddeau ASHMERE REALTY, INC.

  490 Kirchner Rd, Dalton, MA 01226
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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /4

  $279,900

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

  29 Glenwood Ave, Pittsfield, MA 01201

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

  Scott Higuera 413 REAL ESTATE

  29 Glenwood Ave, Pittsfield, MA 01201
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  /27

  $389,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  6 Morgan Manor Unit 6-2, Lenox, MA 01240

  Beautifully updated 2-bedroom, 2-bath end unit at Morgan Manor, offering exceptional natural light with three walls of windows--every room feels open and inviting. This condo features wood floors, many thoughtful updates throughout, and a washer and dryer hookup for added convenience. The layout provides comfortable living with great flow, while the end-unit location adds a quieter feel.

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  6 Morgan Manor Unit 6-2, Lenox, MA 01240
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  /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
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  /2

  $569,900

  • 14 Beds
  • 6.5 Baths
  • 4,800 Sq Ft

  56 Spring St, Pittsfield, MA 01201

  Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  56 Spring St, Pittsfield, MA 01201
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  /24

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  28 Jayne Ave, Pittsfield, MA 01201

  In a very desirable neighborhood sits this charming ranch with 3 bedrooms, 1.5 baths, and fully fenced yard.Enter through the garage to a generous mudroom, then into the family room with oak floors and sliding doors open to the spacious deck and yard. The dining room connects seamlessly to the birch cabinet kitchen, and French doors lead to a cozy living room with a gas fireplace, perfect for

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  28 Jayne Ave, Pittsfield, MA 01201
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  /22

  $294,900

  • 6 Beds
  • 2 Baths
  • 2,214 Sq Ft

  3 Pleasant St, Pittsfield, MA 01201

  Two Family Flat fully rented in the Morningside Neighborhood! Each unit has three bedrooms and one bathroom. Updated kitchens and hardwood floors. Heat and hot water included. Washer and dryer hookups in the basement. Fully fenced in yard on a corner lot. Well maintained and ready for its new owner!

  Derek Strzepa NOCHER REALTY

  3 Pleasant St, Pittsfield, MA 01201
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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. An excuisite example of Period living, this sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd, Stockbridge, MA 01262
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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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  /3

  $29,900

  • Land
  • 0.34 Acre
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /37

  $384,900

  • 3 Beds
  • 1.5 Baths
  • 2,061 Sq Ft

  240 Kirchner Rd, Dalton, MA 01226

  Step inside and you'll be welcomed by a warm, cabin-like feel featuring wood-beamed ceilings and walls, gleaming hardwood floors, and a cozy wood stove in the open-concept living and dining area. The kitchen is complete with maple cabinetry and plenty of storage, making it as functional as it is inviting. With 2-3 bedrooms and 1.5 baths, this single-level home is designed for easy living. An

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  240 Kirchner Rd, Dalton, MA 01226
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  /27

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  100 Boylston Street Extension, Pittsfield, MA 01201

  Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  100 Boylston Street Extension, Pittsfield, MA 01201
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  /27

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201

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