Homes for Sale near Hillcrest Educational Foundation

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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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• 

  

  

  /29

  $264,900

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  26 Davis St, Pittsfield, MA 01201

  Set on a private .41-acre lot, this renovated three bedroom, one bath home gives you the chance to move in without worrying about projects. The updates are fresh throughout, and the house has not been lived in since the work was completed.A large garage provides plenty of storage or space for hobbies, and the yard offers room to spread out, garden, or just enjoy the outdoors.26 Davis Street

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  26 Davis St, Pittsfield, MA 01201
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  /8

  $435,000

  • Land
  • 15 Acres
  • $29,000 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

  Sarah Carr Key Realty

  365 Churchill St, Pittsfield, MA 01201
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  /38

  $850,000

  • 18,000 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, Pittsfield, MA 01201
• 

  

  

  /40

  $439,000

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

  247 South St, Pittsfield, MA 01201

  **BRAND NEW ROOF BEING INSTALLED!**Beautifully renovated multi-zoned building has huge potential for residential use. 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 home offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  247 South St, Pittsfield, MA 01201
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  /14

  $1,399,000

  • 16 Beds
  • 16 Baths
  • 8,608 Sq Ft

  14 Highland Ave, Pittsfield, MA 01201

  Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  14 Highland Ave, Pittsfield, MA 01201
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  /37

  $325,000

  • 12 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  292 West St, Pittsfield, MA 01201

  This large multi-family 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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  /40

  $196,500

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201

  If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  33 Maplewood Ave Unit 103, 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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  /6

  $229,500

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  15 Orlando Ave, Pittsfield, MA 01201

  Investor Opportunity with Strong Upside! This 1.5-story New England–style bungalow offers an excellent value-add opportunity for investors and renovators seeking equity growth. Featuring a large enclosed front porch, the home currently includes 3 bedrooms and 2 bathrooms, with a flexible floor plan that may allow for the addition of a 4th bedroom and/or home office, enhancing future rental or

  Dennis LeClair RE/MAX Compass

  15 Orlando Ave, Pittsfield, MA 01201
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  /33

  $229,000

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

  61 Seymour St, Pittsfield, MA 01201

  Centrally located 2 family, side by side duplex! This 6 Bed / 2 Bath property offers spacious rooms throughout, replacement windows, off street parking, newer boilers & water heaters and 1st floor laundry rooms. Walking distance to downtown Pittsfield and Berkshire Medical Center makes this a great investment property.Along with the possibility to owner occupy with the existing vacant unit.

  Timothy Johnson NOCHER REALTY

  61 Seymour 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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  /50

  $569,000

  • 5 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  57 Palomino Dr, Pittsfield, MA 01201

  Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  57 Palomino Dr, 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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  /51

  $559,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  39 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  39 Lexington Pkwy, Pittsfield, MA 01201
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  /30

  $560,000

  • 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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  /61

  $365,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  25 Calumet St, Pittsfield, MA 01201

  This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  25 Calumet St, Pittsfield, MA 01201
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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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  /28

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  29 Murphy Place, Pittsfield, MA 01201

  Split-level ranch located at the end of a quiet street with a private backyard. This inviting home features three bedrooms and two bathrooms. Hardwood floors extend from the living room. Downstairs, you'll find a versatile space where the garage has been converted into functional areas, ideal for office or a utility room. This space can be reverted back to a garage, or with the addition of

  Mariah Worth LAMACCHIA REALTY, INC

  29 Murphy Place, Pittsfield, MA 01201
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  /19

  $449,900

  • Land
  • 1.24 Acres
  • $362,825 per Acre

  889 Holmes Rd, Pittsfield, MA 01201

  Turnkey 166.7 kWAC solar field on 1.25 surveyed acres in Pittsfield, MA. Ground-mounted, fully owned system with 784 panels, 5 SolarEdge inverters, and direct grid tie-in via oversized 400A service. Averaging $141K/year in gross income from energy sales and SREC credits. Minimal operating costs, transferable SREC II program (through 2027), and included spare components. Ideal for investors

  Nathan Girard ROYAL PROPERTY GROUP

  889 Holmes Rd, 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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  /58

  $4,995,000

  • 7 Beds
  • 8 Baths
  • 13,261 Sq Ft

  319 Under Mountain Rd, Lenox, MA 01240

  Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  319 Under Mountain Rd, Lenox, MA 01240
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  /41

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  932 Williams St, Pittsfield, MA 01201

  PRICE REDUCED! Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park with its open fields, playgrounds, and trails, this home offers a convenient setting close to schools, shopping, and everyday amenities. The main level includes a comfortable living room with a fireplace and an easy flow into the kitchen and dining area. Upstairs you'll find three bedrooms

  Kyle Crocker eXp REALTY

  932 Williams St, Pittsfield, MA 01201
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  /46

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  399 State Rd, Richmond, MA 01254

  Set on over 10 private acres along centrally located State Road this 3 bedroom 1.5 bath Cape offers the perfect blend of convenience and privacy. Enjoy mountain views, a spacious backyard ideal for recreation, gardening, horses or hobby farm. Inside, the home features a traditional Cape layout with comfortable living spaces and a flexible floor plan ready to make your own. Whether you're looking

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  399 State Rd, Richmond, MA 01254
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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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  /29

  $269,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  90 Cheshire Rd, Pittsfield, MA 01201

  Cute as a button! Welcome to 90 Cheshire Road! This 2 bedroom , 1 bath ranch is turnkey and move in ready! Tastefully updated with some of the updates including newer Kitchen & Bath amongst many others. The convenient layout is perfect for someone looking for single level living! On the exterior you will find a recently paved driveway and walkway, shed and a fenced in area complete with gazebo.

  Doug Collins LAMACCHIA REALTY, INC

  90 Cheshire Rd, Pittsfield, MA 01201
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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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  /35

  $369,900

  • 4 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  211 Hancock Rd, Pittsfield, MA 01201

  Colonial home with 4 bedrooms, 1.5 baths, fenced-in backyard and attached garage, located on a corner lot, within walking distance to Pontoosuc Lake, a motor-boat lake that is great for swimming, fishing and canoeing. It is a lovely place with picnic tables and a boat ramp! The property offers an inviting front porch leading to a great first floor layout , featuring living room with wood burning

  Angela Walker LAMACCHIA REALTY, INC

  211 Hancock Rd, Pittsfield, MA 01201
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  /23

  $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

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  18 Willow Ln, Lenox, MA 01240

  Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  18 Willow Ln, Lenox, MA 01240
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  /7

  $49,900

  • Land
  • 0.25 Acre
  • $199,600 per Acre

  0 Onota St, Pittsfield, MA 01201

  Parcel ID: G100018202This 0.251 acre buildable lot is located just minutes to Onota and Pontoosuc lake! It is located next to two family home. The street consists of a mix of single family and multifamily homes. City water and sewer and natural gas at the street.*Additional adjacent lot also available, MLS 73357620

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  0 Onota St, Pittsfield, MA 01201
• 

  

  /10

  $59,900

  • Land
  • 3.1 Acres
  • $19,323 per Acre

  0 Eastbrook Ln, Pittsfield, MA 01201

  **Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

  Nathan Girard ROYAL PROPERTY GROUP

  0 Eastbrook Ln, 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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  /33

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  139 Gamwell Ave, Pittsfield, MA 01201

  Welcome home to this beautifully refreshed 3 bedroom 1 bathroom ranch. This home has been lovingly brought back to life! Refinished hardwood floors, crisp fresh new paint throughout, some new appliances, fixtures and many other updates. Set at the end of a quiet circle this home offers a great fenced in yard. Perfect for play or relaxing. The attached garage offers convenience, and the basement

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  139 Gamwell Ave, 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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  /58

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  134 Oak Hill Rd, Pittsfield, MA 01201

  Welcome home to this warm and inviting property set in a quiet and desirable Pittsfield neighborhood. With a comfortable flow and plenty of space for gathering, this home is ideal for entertaining and spending time with loved ones, especially as we head into the winter months. Inside, you'll find 3 bedrooms, 2 full baths, and 1,890 sq. ft. of well-designed living space. The cozy downstairs living

  Abbie West GELINAS REAL ESTATE

  134 Oak Hill Rd, 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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  /9

  $99,000

  • Land
  • 1.79 Acres
  • $55,308 per Acre

  499 Gale Ave, Pittsfield, MA 01201

  Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

  Tammy Christen BISHOP WEST REAL ESTATE

  499 Gale Ave, Pittsfield, MA 01201

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