Homes for Sale near Hillcrest Academy

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  /43

  $429,400 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  26 Leona Dr, Pittsfield, MA 01201

  Lovely, meticulously maintained home in southeast Pittsfield offers spacious living. Attractive kitchen with large dining area leading to deck. Generous yard with fenced area for pets or kids, a garden area, large shed. There is an ''in-law'' arrangement in the lower level that has living room, bedroom or dining room, a den or dining or bedroom, kitchenette, full bath and door to the

  Mark Harris SIGNATURE ASSOCIATES

  26 Leona Dr, Pittsfield, MA 01201
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• 

  

  

  /42

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  66 Roselyn Dr, Pittsfield, MA 01201

  Welcome to this move-in ready 3 bedroom, 2 full bath home offering 1,410 square feet of living space in a desirable, well kept neighborhood. Hardwood floors flow through most of the house complementing the home's charm and character. Recent major updates include a new sewer line, updated 100-amp electrical service and 3 prong outlets throughout most of the house, energy-efficient mini-split

  Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  66 Roselyn Dr, Pittsfield, MA 01201
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  /20

  $189,900

  • 4 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  919 Tyler St, Pittsfield, MA 01201

  Downtown property within walking distance to eateries, shopping and more. 4 bedroom home with detached garage and shared driveway

  Chris Warner CHRISTOPHER A WARNER REALTY

  919 Tyler St, Pittsfield, MA 01201
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  /12

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft

  30 Walker St, Lenox, MA 01240

  Discover the perfect blend of location and opportunity with this well-maintained two-family home in the heart of Lenox, Just steps from the Main Street of downtown, this property features a spacious three bedroom unit and a charming one bedroom unit- ideal for rental income, extended family, or guests, Enjoy privacy and outdoor relaxation in the lovely backyard, all while being close to shops,

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  30 Walker St, Lenox, MA 01240
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  /37

  $269,900

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  500 Fenn St, Pittsfield, MA 01201

  Attention investors! This is a great income-producing 3-family home, fully rented! The apartments consist of: 2 bedrooms/ 1bath, 1 bed/ 1 bath and 1 bed/1 bath. There is natural gas heat, and public water/sewer. The property sits on a corner lot, in a convenient Pittsfield location. The driveway was just paved. Income and expenses available to be shared with buyers.

  Maria Liccardi LAMACCHIA REALTY, INC

  500 Fenn St, Pittsfield, MA 01201
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  /27

  $139,000

  • Land
  • 9.42 Acres
  • $14,751 per Acre

  LOT 301 Cascade St, Pittsfield, MA 01201

  Here is the lot you have been waiting for! Located in a private and bucolic setting of West Pittsfield. A rare opportunity to have the privacy and benefits of living in nature but access to city amenities. This parcel is only a six minute drive to Onota Lake; one of the premier lakes in the county for boating and fishing. There has been a clearing made for a home site and a drilled well. ~3 hours

  Derek Strzepa NOCHER REALTY

  LOT 301 Cascade St, Pittsfield, MA 01201
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  /14

  $139,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  36 Beacon Ave, Pittsfield, MA 01201

  With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

  Michelle Picard NOCHER REALTY

  36 Beacon Ave, Pittsfield, MA 01201
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  /29

  $209,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  33 Adam St, Pittsfield, MA 01201

  Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks,

  Anne-Marie Glogowski Rydon Realty, LLC

  33 Adam 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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  /23

  $265,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  OPEN HOUSE- Sat. 10/11/ 9:30-11:30 am. Single Level Living in this Sunny 2 Bedroom Bungalow in convenient Pittsfield location. Nice Hardwood Floors throughout. Many recent Updates including new electrical panel, hot water heater, gutters and slider. This home has been well cared for. Nice entryway with hall closet, large living room and adorable eat in kitchen, with slider to good sized deck. At

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
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  /41

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  66 Holmes Rd, Pittsfield, MA 01201

  Charming and light-filled Colonial in a highly desirable Southeast Pittsfield neighborhood. This inviting home offers 3 bedrooms and 1 full bath, a welcoming layout, and an abundance of natural light. Recent updates include a brand-new sewer line, brand new living room carpet, a newer roof and boiler, adding comfort and peace of mind. Enjoy the convenience of a rear deck perfect for relaxing or

  Victoria Standring LAMACCHIA REALTY, INC

  66 Holmes Rd, Pittsfield, MA 01201
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  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place--including sidewalks, sewer, water, natural gas, and underground electric--your vision can take shape with ease.A

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
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  /20

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1 Colt Rd Unit 2, Pittsfield, MA 01201

  Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Colt Rd Unit 2, Pittsfield, MA 01201
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  /36

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /59

  $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, Upstreet 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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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 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, Upstreet 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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  /78

  $1,170,000

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1020 Cascade St, Pittsfield, MA 01201

  TURN-KEY Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered fully furnished with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
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  /33

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,561 Sq Ft

  106 Sampson Pkwy, Pittsfield, MA 01201

  Beautifully renovated ranch in a desirable Pittsfield neighborhood. This spacious home features large bedrooms, a gourmet kitchen with brand new appliances, and a cozy wood fireplace perfect for relaxing evenings. The big yard offers ample outdoor space for gatherings and activities. The basement provides potential for extra living space, with interior access and ready to be finished to your

  Andreea Duta BISHOP WEST REAL ESTATE

  106 Sampson Pkwy, Pittsfield, MA 01201
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  /41

  $349,900

  • 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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  /14

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Well kept condo in sought after James Meadows. Close to conveniences. 2nd Floor with 2 bedrooms, a fireplace and cathedral ceilings! Deck overlooks the open grounds. Large private storage room. $375 HOA fee. 48 Hours to show.

  Tim Hart HART REALTY

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
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  /40

  $534,999

  • 5 Beds
  • 2.5 Baths
  • 2,761 Sq Ft

  989 Williams St, Pittsfield, MA 01201

  This stunning 5-bedroom, 3-bath farmhouse was fully renovated from top to bottom in 2020, offering 2,800 SqFt of stylish, move-in-ready living space in one of Southeast Pittsfield's most desirable neighborhoods. Situated on a generous corner lot, the home makes a striking first impression with its inviting wraparound front porch. A circular driveway provides ample parking and is complimented by a

  Cindy Carrigan LAMACCHIA REALTY, INC

  989 Williams St, Pittsfield, MA 01201
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  /30

  $299,900

  • 5 Beds
  • 2 Baths
  • 1,828 Sq Ft

  114 Danforth Ave, Pittsfield, MA 01201

  Newly renovated two-family flat located just minutes from downtown and near public transportation. First floor unit features 3 bedrooms and 1 bathroom. Upstairs has 2 bedrooms and 1 bath. Updated interiors, enclosed porches, large shared yard and off street parking. Ideal for owner-occupants or investors. Great rental potential!

  Bonnie Sinopoli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  114 Danforth Ave, Pittsfield, MA 01201
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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 STONE HOUSE PROPERTIES, LLC

  26 Davis St, 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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  /33

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  20 Greenway St, Pittsfield, MA 01201

  Recently Renovated West End Home!Tucked away on a quiet dead-end street in Pittsfield's desirable West End, this charming 3-bedroom, 1.5-bath home has been beautifully updated and is ready to move right in. Updates include refinished hardwood floors, fresh interior paint, a fully updated kitchen and baths, and all new appliances. The home has been completely rewired, features a newer boiler, and

  Michele Purcell LAMACCHIA REALTY, INC

  20 Greenway St, Pittsfield, MA 01201
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  /39

  $250,000

  • 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 LAMACCHIA REALTY, INC

  50 Grand Ave, Pittsfield, MA 01201
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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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  /34

  $699,900

  • 4 Beds
  • 3 Baths
  • 3,600 Sq Ft

  23 Aspen Way, Pittsfield, MA 01201

  Built about 10 years ago, this standalone condominium is conveniently located with easy access to both the southern and northern parts of the county. Close to Tanglewood, MASS MoCA, nearby ski areas, theaters and two popular lakes. The community offers a pool, clubhouse and tennis courts for seasonal enjoyment.A welcoming foyer opens to an open-concept main level featuring a kitchen with granite

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  23 Aspen Way, Pittsfield, MA 01201
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  /2

  $269,900

  • 8 Beds
  • 2 Baths
  • 2,016 Sq Ft

  42 John St, Pittsfield, MA 01201

  Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /39

  $245,000

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  8 Mohegan St, Pittsfield, MA 01201

  This 3-bedroom, 1-bath colonial offers plenty of potential and character. Enjoy a spacious, fully fenced yard and a relaxing 3-season enclosed porch. Inside, the living and dining rooms feature beautiful hardwood floors, while a walk-up finished attic provides extra storage space. Recent updates include new electrical service, brand-new sewer line, and insulation. Sold as is, this home just needs

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  8 Mohegan St, Pittsfield, MA 01201
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  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 3,038 Sq Ft

  137 Housatonic St, Lenox, MA 01240

  Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  137 Housatonic St, Lenox, MA 01240
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  /32

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201
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  /37

  $329,900 Open Thu 4PM - 5:30PM

  • 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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  /30

  $315,000

  • 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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  /49

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  25 Putnam Ave, Pittsfield, MA 01201

  Make this sweetheart Cape yours! A lovely setting on a quiet street with fenced yard is just perfect for starting out or winding down. An inviting sunroom addition is a welcoming feature as are the hardwood floors, wood fireplace and updated kitchen and full bath. Two additional charming bedrooms are up and the finished basement rooms can become great recreation or hobby space. Detached garage,

  Paula McLean PAULA MCLEAN REALTORS INC.

  25 Putnam Ave, Pittsfield, MA 01201
• 

  

  /31

  $324,900

  • 4 Beds
  • 2 Baths
  • 1,695 Sq Ft

  18 Velma Ave, Pittsfield, MA 01201

  Welcome to 18 Velma Ave! This 1,695 sq. ft. South Pittsfield home offers 4 bedrooms, 2 full baths, and a distinctive four-level layout on a quiet dead-end street near shopping and amenities. The main level features a dining area, kitchen with stainless steel appliances (including a trash compactor), and a flexible first-floor room. Upstairs, the two-level primary bedroom offers generous closet

  Christopher Gerber Naples Realty Group

  18 Velma Ave, Pittsfield, MA 01201
• 

  

  /17

  $204,900

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  25 Ashley St, Pittsfield, MA 01201

  Nestled in a quiet, well-established neighborhood, this dated yet full of character property offers the perfect canvas for those with vision and creativity. While the home has maintained its original charm, it presents an exciting opportunity to modernize and make it your own.The floor plan features architectural details that can be restored or updated to suit your personal style. With some TLC

  Timothy Disilva SUMMIT REALTY

  25 Ashley St, Pittsfield, MA 01201
• 

  

  /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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  /9

  $250,800

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft

  71 S Church St Unit S102, Pittsfield, MA 01201

  Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  71 S Church St Unit S102, Pittsfield, MA 01201
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  /24

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,435 Sq Ft

  82 Williamsburg Terrace, Pittsfield, MA 01201

  Come see this move in ready Cape Style home conveniently located in Pittsfield offering first floor bedroom and full bath with hardwoods in most rooms. Second floor offer two more spacious bedrooms. The lower level offers a nice sized rec room and the house is supported by a steel I-Beam. Seller indicates the roof has been completed updated in 2017 down to the plywood. Easy to maintain vinyl

  Kinzer Davis BARB HASSAN REALTY, INC

  82 Williamsburg Terrace, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 4