Homes for Sale near John T. Reid Middle School

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  /34

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  1 Pheasant Way, Pittsfield, MA 01201

  Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 848-7907

  1 Pheasant Way, Pittsfield, MA 01201
• 

  

  

  /28

  $248,100

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  81 Pecks Rd, Pittsfield, MA 01201

  Welcome to this beautifully renovated duplex, offering 2 spacious bedrooms and 1 full bath. Completely updated in 2021, this home combines modern finishes with thoughtful design. The open floor plan features a bright living area, a contemporary kitchen with updated appliances, and sleek flooring throughout. Enjoy the convenience of in-unit laundry with washer and dryer located on the first floor.

  

  Kellie Perrault

  NOCHER REALTY

  (413) 307-6651

  81 Pecks Rd, Pittsfield, MA 01201
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  /69

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /73

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 3,043 Sq Ft

  593 Lakeway Dr, Pittsfield, MA 01201

  Discover lakefront living in this stunning home, boasting nearly 100' of shoreline with the added feature of a built in swimming pool. From the moment you cross the threshold the breathtaking lake and mountain views draw you in, visible from almost every room. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. The large kitchen complete with center

  Janet Benoit MOCKINGBIRD REAL ESTATE

  593 Lakeway Dr, Pittsfield, MA 01201
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  /12

  $59,000

  • Land
  • 1.00 Acre
  • $59,000 per Acre

  0 Westbrook Terrace, Pittsfield, MA 01201

  Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

  Community Lands

  0 Westbrook Terrace, Pittsfield, MA 01201
• 

  

  /39

  $419,900

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  89 Exeter Ave, Pittsfield, MA 01201

  Newly renovated cottage in 2010 offers scenic lake and mountain views throughout the year, featuring upscale custom finishes and a second-story addition. Gleaming cherry hardwood floors, granite counters, and ceramic-tiled bathrooms, this home also boasts natural gas heating and central air conditioning. The first floor includes a bedroom and full bathroom, while the living area leads to a

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  89 Exeter Ave, Pittsfield, MA 01201
• 

  

  /39

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Bromback St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

  Janet Benoit Janet L. Benoit

  144 Bromback St, Pittsfield, MA 01201
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  /16

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  499 Tamarack Rd, Pittsfield, MA 01201

  Location, location, location! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

  Allen Halstead Berkshire Hathaway Home Services Blake

  499 Tamarack Rd, Pittsfield, MA 01201
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  /37

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,102 Sq Ft

  92 Leroi Dr, Pittsfield, MA 01201

  This meticulously maintained Colonial sits on a generous half-acre lot in one of Pittsfield's most sought-after neighborhoods. You're going to love hosting family and friends in the custom kitchen, complete with an island and breakfast bar that opens seamlessly into the dining room. The spacious living room is ideal for entertaining, while the bonus room and sun porch offer cozy spots for

  Andrew Manns LAMACCHIA REALTY, INC

  92 Leroi Dr, Pittsfield, MA 01201
• 

  

  /49

  $474,900

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  2 Faucett Ln, Pittsfield, MA 01201

  Welcome to the spacious colonial you've been dreaming about! Located between two of the areas premier golf courses, you will enjoy beautiful sunsets and dazzling views of Mt Greylock! This lovely home offers the PERFECT floor plan for the whole family to sprawl out and enjoy. From the moment you enter, you will be greeted by large oversized windows flooding every room with natural light. The

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  2 Faucett Ln, Pittsfield, MA 01201
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  /72

  $874,900

  • 4 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  979 West St, Pittsfield, MA 01201

  An incredible IN-LAW find in the Berkshires and this market . Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  979 West St, Pittsfield, MA 01201
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  /26

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  469 Pecks Rd, Pittsfield, MA 01201

  Nestled on half an acre of prime Lake Onota waterfront, this 4-bedroom, 2-bathroom lake house is a fantastic opportunity for someone to make it their own. With all new windows and doors, and a newly installed heating system, the home is ready for you to add your personal touch and transform it into a stunning lakeside retreat. The spacious layout provides plenty of room for family and friends,

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  469 Pecks Rd, Pittsfield, MA 01201
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  /20

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /92

  $759,000

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  Paul Clark CLARK REALTY GROUP LLC

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /24

  $299,900 Open Sat 10AM - 11:30AM

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  32 Hampshire St, Pittsfield, MA 01201

  Move-In Ready with Modern Updates!Discover the perfect blend of style and function at 32 Hampshire St. This updated home showcases a beautifully refreshed kitchen with modern cabinetry, sleek countertops, and updated appliances -- ideal for daily living and entertaining. Both bathrooms have been thoughtfully renovated with today's finishes. Gleaming, refinished hardwood floors add warmth

  John Ciepiela BISHOP WEST REAL ESTATE

  32 Hampshire St, Pittsfield, MA 01201
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  /41

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,376 Sq Ft

  50 Williamsburg Terrace, Pittsfield, MA 01201

  Let me introduce myself: I'm a cheerful 2 bedroom, 1 bath Cape-style delight located on a peaceful street where hummingbirds buzz and neighbors smile. For the past 65 years, I've been loving cared for by 1 incredible family who filled me with laughter, love & holiday cheer, from twinkle lights in the winter to backyard BBQ's in the summer. I've got stories to tell - like ones whispered under the

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  50 Williamsburg Terrace, Pittsfield, MA 01201
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  /39

  $395,000

  • 5 Beds
  • 2 Baths
  • 2,120 Sq Ft

  127 Gamwell Ave, Pittsfield, MA 01201

  Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

  Cory Evangelisto NOCHER REALTY

  127 Gamwell Ave, Pittsfield, MA 01201
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  /42

  $462,000

  • 3 Beds
  • 3.5 Baths
  • 1,943 Sq Ft

  50 Walden Ln, Pittsfield, MA 01201

  Welcome to a beautifully maintained 3-bedroom, 3 1/2-bath townhouse-style condominium, ideally located near the end of a quiet cul-de-sac in sought-after Walden Village. This spacious end unit offers privacy, charm, and convenience in a peaceful setting moments from Pontoosuc Lake.Welcome your guests on the charming front porch. The floor plan is thoughtfully designed, with a first-floor primary

  Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  50 Walden Ln, Pittsfield, MA 01201
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  /30

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  109 Euclid Ave, Pittsfield, MA 01201

  Welcome to 109 Euclid Ave, a charming Cape-style home in the heart of Pittsfield, MA. This beautifully maintained residence features three spacious bedrooms and two full bathrooms, providing ample space for families or guests. The inviting living room features hardwood floors and a cozy atmosphere, perfect for relaxation. The updated kitchen is nicely equipped, complete with modern appliances and

  Doug Collins LAMACCHIA REALTY, INC

  109 Euclid Ave, Pittsfield, MA 01201
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  /73

  $859,000

  • 4 Beds
  • 3.5 Baths
  • 3,777 Sq Ft

  1136 Barker Rd Unit 65, Pittsfield, MA 01201

  Welcome to #65 Hillfield Circle, a beautifully updated condominium in the sought-after South Pond Farm community. This exceptional residence offers the perfect blend of lakeside serenity and sophisticated living. Enjoy the ease of a first-floor primary bedroom suite with private bath and walk-in closet. This home is complemented by hardwood floors throughout. The updated kitchen features

  Paula McLean PAULA MCLEAN REALTORS INC.

  1136 Barker Rd Unit 65, Pittsfield, MA 01201
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  /5

  $39,000

  • Land
  • 0.41 Acre
  • $95,120 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
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  /25

  $195,000

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  94 John St, Pittsfield, MA 01201

  This home is move in condition with many upgrades and improvements. Including a large eat in kitchen with new cabinets counters and flooring. Updates 1st floor 1/2 bath includes washer and dryer. Large open living room, newer carpet. Quaint den/office off living room. 2nd floor offering updated full bath with tub/shower surround. 2 generous sized bedrooms with walk in closet in each room. Need

  Barbara DeMers NOCHER REALTY

  94 John St, Pittsfield, MA 01201
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  /50

  $195,000

  • 6 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  27 Daniels Ave, Pittsfield, MA 01201

  Spacious side-by-side duplex offering three bedrooms in each unit. Hardwood floors throughout each unit along with a front/rear porch, first floor laundry, and separate utilities. Loads of additional space in attic and basement for storage or potential future expansion of living space. HUD Home. LBP. Sold ''AS IS'' by elec. bid only. Prop avail 06-12-25. Bids due by 06-22-25 by 11:59 PM Central

  Cory Evangelisto NOCHER REALTY

  27 Daniels Ave, Pittsfield, MA 01201
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  /12

  $199,000

  • 2 Beds
  • 1,002 Sq Ft

  105 Crane Ave, Pittsfield, MA 01201

  This Ranch is a fixer-upper sitting on almost a half acre! There is great parking space plus a detached garage and a fenced-in backyard. New roof done kn the last couple years.Desirable location, near Berkshire Hills Country club and walking distance to the golf course, and just a few minutes drive to BMC Hospital and to Pontoosuc lake. The home has vinyl siding and City water and sewer.Great

  Maria Liccardi LAMACCHIA REALTY, INC

  105 Crane Ave, Pittsfield, MA 01201
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  /41

  $350,000

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /66

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 5,477 Sq Ft

  1030 West St, Pittsfield, MA 01201

  1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  1030 West St, Pittsfield, MA 01201
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  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
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  /44

  $675,000

  • 4 Beds
  • 4.5 Baths
  • 3,081 Sq Ft

  24 Alpine Trail, Pittsfield, MA 01201

  Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
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  /5

  $79,900

  • Land
  • 1.08 Acres
  • $73,981 per Acre

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  Corey Bishop BISHOP WEST REAL ESTATE

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  /4

  $79,900

  • Land
  • 1.23 Acres
  • $64,959 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  Corey Bishop BISHOP WEST REAL ESTATE

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /4

  $50,000

  • Land
  • 1.10 Acres
  • $45,455 per Acre

  0 Hungerford St, Pittsfield, MA 01201

  Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

  Xavier Cruz Fathom Realty

  0 Hungerford St, Pittsfield, MA 01201
• 

  

  /22

  $294,888

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi LAMACCHIA REALTY, INC

  50 John St, Pittsfield, MA 01201
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  /32

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  207 S Mountain Rd, Pittsfield, MA 01201

  A picture-perfect farmhouse thoughtfully renovated for today's lifestyle. This charming 4-bedroom, 2-bathroom home is nestled on nearly 2 acres in Pittsfield, offering easy access to all the cultural, natural, and recreational attractions of the Berkshires.The home has been fully updated in the past 3 years with new siding, windows, flooring, electrical and a newer roof. Enjoy modern

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  207 S Mountain Rd, Pittsfield, MA 01201
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  /43

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  42 Briggs Ave, Pittsfield, MA 01201

  This spacious colonial-style home offers classic charm. When you enter the home, you will be greeted by the inviting front porch which makes a great mudroom. The first floor features a living room, formal dining room, kitchen, and full bathroom for convenience and guests. Upstairs, you'll find three bedrooms and a second full bathroom The walk-up attic offers ample space for storage. Outside you

  Jessica Rizzo LAMACCHIA REALTY, INC

  42 Briggs Ave, Pittsfield, MA 01201
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  /39

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  11 Oriole St, Pittsfield, MA 01201

  This bright and inviting 1,300 sq ft home offers comfortable living with thoughtful features throughout. Situated on a spacious corner lot, the property boasts two full bathrooms, a partially finished lower level perfect for office, or guest space, and an attached garage for added convenience. Upstairs, bonus finished attic area provides additional storage. The large yard offers room to relax,

  Robin Moore 413 REAL ESTATE

  11 Oriole St, Pittsfield, MA 01201
• 

  

  /38

  $609,900

  • 5 Beds
  • 4.5 Baths
  • 2,994 Sq Ft

  25 Alpine Trail, Pittsfield, MA 01201

  Nestled in the desirable Pines at Bousquet community, this stunning three-story condo offers 5 spacious bedrooms and 4.5 bathrooms. The inviting eat-in kitchen flows seamlessly into a generous living room, complete with a cozy gas fireplace--perfect for relaxing or entertaining.Take in breathtaking views from either the screened porch or the lower-level patio. Located close to year-round

  Jesse Dimitropolis BISHOP WEST REAL ESTATE

  25 Alpine Trail, Pittsfield, MA 01201
• 

  

  /30

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  26 Davis St, Pittsfield, MA 01201

  Be sure to check out this newly renovated cute house in 1/2 an acre in Pittsfield! Centered near everything - it's so private you'd think you lived out in the woods!New Roof, Windows, Kitchen, bathroom, new flooring, new decks front and back!This home also features a large detached garage. According to the building commissioner, as it's a pre-existing building, it can be easily converted to an

  Kolleen Schmitt BISHOP WEST REAL ESTATE

  26 Davis St, Pittsfield, MA 01201
• 

  

  /45

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft

  44 Jason St, Pittsfield, MA 01201

  This delightful 3-bedroom Cape-style home offers serene and comfortable living. Situated on a large lot this home boasts southwesterly mountain views. Designed for convenience, this home features all essential living spaces on a single level. Wood burning fireplace in the living room. A large attic space presents an opportunity for future expansion, whether as a home office, studio, or

  Derek Strzepa NOCHER REALTY

  44 Jason St, Pittsfield, MA 01201
• 

  

  /30

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  185 Lenox Ave, Pittsfield, MA 01201

  OPEN HOUSE Sat 05/31/25 10:00am - 11:30am. Welcome home to this immaculate and beautifully maintained 3-bedroom, 1.5-bath Colonial, located less than one mile from Berkshire Medical Center. This move-in ready gem offers a perfect blend of classic charm and modern updates throughout. Step inside through the inviting tiled foyer and discover a spacious layout featuring hardwood floors and a large

  Cindy Carrigan LAMACCHIA REALTY, INC

  185 Lenox Ave, Pittsfield, MA 01201
• 

  

  /55

  $5,499,500

  • 8 Beds
  • 6.5 Baths
  • 6,986 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201

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