Berkshire, MA Homes

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  /44

  Est $288,438 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  17 Harding St, Pittsfield, MA 01201

  17 Harding St, Pittsfield, MA 01201
• 

  

  

  /34

  $249,900 Open Sat 10AM - 11:30AM

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  330 Connecticut Ave, Pittsfield, MA 01201

  Nestled in the heart of the Berkshires, this adorable 2-bedroom, 1-bath RANCH offers comfortable single-level living close to all Berkshire attractions. Step inside to find a warm and spacious living room and inviting open-concept kitchen and dining area, perfect for entertaining or enjoying cozy meals at home. Hardwood and ceramic tile floors flow throughout the main living space, adding classic

  Abbie West GELINAS REAL ESTATE

  330 Connecticut Ave, Pittsfield, MA 01201
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  /33

  $735,000 Sold Jul 11, 2025

  • 2,124 Sq Ft
  • $346/SF
  • 275 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  1136 Barker Rd Unit 66, Pittsfield, MA 01201

  The Berkshires with an Adirondack Interior.This 4 Bd, 3.5 bath features a first floor Master Suite with French doors leading out to private deck. Open floor plan with cathedral ceiling great room, updated kitchen with loads of cabinet storage and built in bar with copper counter top. 2nd floor offers two bedrooms and full bath, finished lower level features another bar, game room, den or office,

  Susan Baum BERKSHIRE HOMES AND CONDOS

  1136 Barker Rd Unit 66, Pittsfield, MA 01201
• 

  

  

  /35

  Est $339,997 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  58 Pomeroy Ave, Pittsfield, MA 01201

  58 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  

  /22

  $160,000

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  200 W Housatonic St Unit 16, Pittsfield, MA 01201

  Welcome to Unit 16 at Park Place Condominiums - a bright and inviting 1-bedroom, 1-bathroom home designed for comfort and ease. Step inside to find a freshly painted interior with brand-new flooring and soaring ceilings that enhance the open, airy feel. Oversized windows bathe the space in natural light, creating a warm and welcoming atmosphere throughout.The spacious living room seamlessly

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  200 W Housatonic St Unit 16, Pittsfield, MA 01201
• 

  

  /54

  $339,900 Sold Jul 10, 2025

  • 1,353 Sq Ft
  • $251/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1947

  176 Windsor Ave, Pittsfield, MA 01201

  Lovely 3 bedroom, 1 bath Cape on a large corner lot. Roof is 5 years old, furnace 2014, hot water tank owned 2014, floors recently refinished. Large living room with fireplace and built in shelves. Two bedrooms on the first floor, 3rd large bedroom on 2nd level. Workshop in basement and large 2 car garage.First showings Saturday May 24th. Open House 11:30-1:00

  Toni Marie Gage SIGNATURE ASSOCIATES

  176 Windsor Ave, Pittsfield, MA 01201
• 

  

  /26

  Est $668,705 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,842 Sq Ft

  19 Brunswick St, Pittsfield, MA 01201

  19 Brunswick St, Pittsfield, MA 01201
• 

  

  /27

  $268,000 Open Sat 11:30AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft

  205 Wendell Ave Unit C, Pittsfield, MA 01201

  Discover this stunning condo just steps from restaurants, boutiques, and theaters--live in style and comfort in the heart of it all. This elegant home features rich woodwork, hardwood floors, and soaring ceilings. Sunlight pours in through large windows, highlighting the spacious living room with a cozy gas fireplace. Two generous bedrooms and two beautifully updated bathrooms offer comfort and

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  205 Wendell Ave Unit C, Pittsfield, MA 01201
• 

  

  /20

  $286,000 Sold Jul 10, 2025

  • 960 Sq Ft
  • $298/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1952

  35 Maple Grove Dr, Pittsfield, MA 01201

  This charming ranch-style home in Southeast Pittsfield features 3 bedrooms, 1.5 bathrooms, wood floors, a spacious living room, vinyl siding, and a newer gas furnace, gas hot water with central air. It's move-in ready and ideal as a starter home or for downsizing. Additional highlights include a full basement with finishing potential, a large yard, and a one-car carport. Conveniently located near

  Sarah Carr Key Realty

  35 Maple Grove Dr, Pittsfield, MA 01201
• 

  

  /26

  Est $204,714 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,028 Sq Ft

  61 Orchard St, Pittsfield, MA 01201

  61 Orchard St, Pittsfield, MA 01201
• 

  

  /36

  $129,900

  • 7 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  376 Fenn St, Pittsfield, MA 01201

  Great project for investor or handy home owner. Build instant equity in this large 2 family home. 2 car garage. Large open rooms throughout. Great location and lot.

  Tyler Scaglione Cameron Real Estate Group

  376 Fenn St, Pittsfield, MA 01201
• 

  

  /29

  $432,500 Sold Jul 10, 2025

  • 1,666 Sq Ft
  • $260/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  56 Pollock Ave, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial-style home, ideally situated in one of Southeast Pittsfield's most sought-after neighborhoods. This inviting 3-bedroom, 2-bathroom residence seamlessly combines timeless character with modern updates throughout.Step inside to a tastefully renovated kitchen featuring quartz countertops, stainless steel appliances, and an open layout that flows into

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  56 Pollock Ave, Pittsfield, MA 01201
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  /12

  Est $298,716 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  27 Clinton Ave, Pittsfield, MA 01201

  27 Clinton Ave, Pittsfield, MA 01201
• 

  

  /50

  $499,900

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  880 East St Unit 3A, Lee, MA 01238

  Gorgeous condo unit at peaceful Village at October Mountain! Discover this stunning end unit, fully furnished condo located in an upscale community. Boasting an abundance of natural sunlight, the unit features a versatile and easy-to-navigate floor plan, perfect for comfortable living. Includes a cozy fireplace and a private deck, ideal for relaxation and entertaining. This spacious 3-bedroom,

  Jason Nocher NOCHER REALTY

  880 East St Unit 3A, Lee, MA 01238
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  /41

  $358,500 Sold Jul 10, 2025

  • 1,408 Sq Ft
  • $255/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  541 West St, Pittsfield, MA 01201

  Beautifully maintained reclaimed brick Colonial with 3 beds and 2 baths. This spacious home has gleaming hardwood floors, a stylish cypress wall in the dining room, triple pane windows throughout, updated electric, a four season sun room and a full basement just waiting to be finished with a completed 3/4 bathroom. Outside features include: an attractive expansive deck, new gutters and sewer

  Timothy Johnson NOCHER REALTY

  541 West St, Pittsfield, MA 01201
• 

  

  /42

  Est $552,326 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  61 Stonehenge Rd, Pittsfield, MA 01201

  61 Stonehenge Rd, Pittsfield, MA 01201
• 

  

  /20

  $3,995,000

  • 15 Beds
  • 15 Baths
  • 11,945 Sq Ft

  615 Laurel St, Lee, MA 01238

  The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

  Pamela J Long EAST COAST INN BROKERS

  615 Laurel St, Lee, MA 01238
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  /27

  $241,000 Sold Jul 10, 2025

  • 1,313 Sq Ft
  • $184/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  63 Plymouth St, Pittsfield, MA 01201

  Great neighborhood in West Pittsfield with mountain views including Bosquet Ski Resort. Spacious cape with very nice layout, large first floor bedroom and first floor bathroom. with walk-in handicap accessible shower. Open kitchen/dining room, large living room with fireplace, vinyl replacement windows and hardwood flooring on first and second floor. Second floor offers large landing at top of

  Lisa Kelley MACCARO REAL ESTATE

  63 Plymouth St, Pittsfield, MA 01201
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  /52

  Est $2,054,380 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,155 Sq Ft

  801 East St, Lenox, MA 01240

  801 East St, Lenox, MA 01240
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  /14

  $219,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  260 Pittsfield Rd Unit B-5, Lenox, MA 01240

  Freshly updated 1 BR/1 BA condo at Lenox Heights. This light‑filled, 800 sq ft condo boasts athoughtfully renovated kitchen with new cabinetry and stainless‑steel appliances, plus plushwall‑to‑wall carpeting for a fresh, clean aesthetic. Step outside onto your private balcony toenjoy your morning coffee. On‑site amenities include an outdoor pool, tennis courts, and

  Samantha Homeyer BIRCH PROPERTIES

  260 Pittsfield Rd Unit B-5, Lenox, MA 01240
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  /40

  $660,000 Sold Jul 10, 2025

  • 1,853 Sq Ft
  • $356/SF
  • 133 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

  Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
• 

  

  /40

  Est $381,734 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  86 Anita Dr, Pittsfield, MA 01201

  86 Anita Dr, Pittsfield, MA 01201
• 

  

  /20

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201

  Welcome to historic Maplewood Condominiums--timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential buildings.The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the

  Cheryl Ryan BISHOP WEST REAL ESTATE

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201
• 

  

  /26

  $550,000 Sold Jul 09, 2025

  • 597 Sq Ft
  • $921/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1900

  170 Main St, Lenox, MA 01240

  The most charming ''tiny house''....the one you drive by all the time and it makes you smile! Open kitchen/dining/living with a separate bedroom and full bath. Beautiful hardwood floors, tongue & groove on the walls, charming windows and a snazzy blue door complete the picture. Full basement plus two outbuildings with lots of potential. Mini split for heat and A/C or supplement with the

  Mary Jo Piretti PIRETTI REAL ESTATE

  170 Main St, Lenox, MA 01240
• 

  

  /45

  Est $276,522 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  50 Plumb St, Pittsfield, MA 01201

  50 Plumb St, Pittsfield, MA 01201
• 

  

  /36

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 4,401 Sq Ft

  350 Washington Mountain Rd, Dalton, MA 01226

  Spacious 4 bed, 3 bath ranch, located on Washington Mountain Rd. in Dalton. This beautiful, brightly lit home, with steel I-Beam construction contains: hardwood floors throughout, a fireplace on each level, replacement windows, primary bedroom with bath and double closets and a heated lower level with walkout, ready to be finished. Outdoor amenities include: an additional 24x40 two bay

  Timothy Johnson NOCHER REALTY

  350 Washington Mountain Rd, Dalton, MA 01226
• 

  

  /34

  $335,000 Sold Jul 09, 2025

  • 1,510 Sq Ft
  • $222/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  122 Strong Ave, Pittsfield, MA 01201

  This absolutely adorable and deceptively spacious 3-bedroom, 1.5-bath Southeast Colonial is the perfect blend of classic charm and modern updates. Ideally located within the heart of the Southeast but also walking distance to Egremont School, this home has been thoughtfully maintained and cared for, offering true move-in-ready convenience.Step inside to discover gleaming hardwood floors, natural

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  122 Strong Ave, Pittsfield, MA 01201
• 

  

  /36

  Est $313,005 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  11 Boison St, Pittsfield, MA 01201

  11 Boison St, Pittsfield, MA 01201
• 

  

  /13

  $290,000

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

  Welcome to 3‑8 Morgan Manor, a charming one-bedroom condo nestled in the heart of Lenox Village. This move-in-ready unit offers a sunlit layout with cozy carpeting, and efficient space. The condo fee includes heat, hot water, gas, water, and sewer, making for truly hassle-free living. Located in a well-maintained building just steps from downtown Lenox, you'll enjoy easy access to

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240
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  /37

  $405,000 Sold Jul 09, 2025

  • 2,086 Sq Ft
  • $194/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  152 Strong Ave, Pittsfield, MA 01201

  This spacious cape. in Southeast Pittsfield blends comfort with modern updates. The generous family room features new flooring, a half bath & a cozy gas stove. The remodeled kitchen boasts quartz countertops, sleek cabinets, and modern appliances. The living room, with its charming newly lined fireplace and hardwood floors, includes two main-floor bedrooms and another half bath.Upstairs offers a

  Maureen Kirby NOCHER REALTY

  152 Strong Ave, Pittsfield, MA 01201
• 

  

  /38

  Est $367,181 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  19 Roselyn Dr, Pittsfield, MA 01201

  19 Roselyn Dr, Pittsfield, MA 01201
• 

  

  /36

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft

  24 Lebanon Ave, Pittsfield, MA 01201

  Welcome home to your contemporary abode perched atop a hill, offering a serene retreat with a modern twist. This 3-bedroom, 1-bath residence is a treasure trove of unique features, designed for those who appreciate style and functionality.Upon entering, the open living and dining area invites you to envision life here, where natural light and space create an inviting atmosphere. The sunken eat-in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
• 

  

  /29

  $297,000 Sold Jul 08, 2025

  • 2,212 Sq Ft
  • $134/SF
  • 109 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  41 Putman Ave, Pittsfield, MA 01201

  Captivating Colonial in Southeast! Feast your eyes on this captivating colonial in Southeast neighborhood! This home has so much to offer! Hardwood floors, tile floors, modern kitchen w/stainless appliances, spacious living room with fireplace that opens to a room that could be used as den, office or mini gym! Additional amenities include sunroom, 2 decks, large fenced yard, outbuilding and

  Deb Trzcinski Steepleview Realty - Mass

  41 Putman Ave, Pittsfield, MA 01201
• 

  

  /29

  Est $433,133 Not Listed For Sale

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

  71 S Church St Unit N305, Pittsfield, MA 01201

  71 S Church St Unit N305, Pittsfield, MA 01201
• 

  

  /45

  $1,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,190 Sq Ft

  121 E Dugway Rd, Lenox, MA 01240

  Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

  Mary Jo Piretti PIRETTI REAL ESTATE

  121 E Dugway Rd, Lenox, MA 01240
• 

  

  /33

  $297,000 Sold Jul 08, 2025

  • 2,212 Sq Ft
  • $134/SF
  • 109 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  41 Putnam Ave, Pittsfield, MA 01201

  MOTIVATED SELLERS DROP PRICE BY $15,000!! Spacious colonial offers generous size bedrooms, full bath up, half bath down and a shower in the laundry room on main level. Hardwood, tile, and laminate floors throughout. Kitchen features newer stainless appliances and plenty of cabinet space. Sunroom w/tongue and groove ceiling opens to decks and fenced rear yard. The fireplace is the focal point of

  Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

  41 Putnam Ave, Pittsfield, MA 01201
• 

  

  /35

  Est $203,179 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,196 Sq Ft

  55 Adam St, Pittsfield, MA 01201

  55 Adam St, Pittsfield, MA 01201
• 

  

  /55

  $469,900

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  94 Gale Ave, Pittsfield, MA 01201

  This 3 bedroom 2 1/2 bath split level ranch is looking for its second owner! Enter the first floor and walk into big living room, that flows into gorgeous custom kitchen with big island, granite counters, natural gas cooking, 2 sinks, and then continues into Dining room! 1st Floor has Primary Bdrm, with bath, with walk in shower, big tub, and custom vanity w/built in upper cabinetry, 2 more

  Susan Colvin MONARCH REALTY, INC.

  94 Gale Ave, Pittsfield, MA 01201
• 

  

  /13

  $105,000 Sold Jul 08, 2025

  • Land
  • 0.78 Acre
  • $134,615 per Acre

  • 210 Days On Market

  0 Plunkett St, Lenox, MA 01240

  Lenox - Partially wooded corner lot at the junction of Plunkett and Laurel Lake Road. Much of the lot has been mowed and maintained over the years with an established lawn. Town water and natural gas on the street. Close to Laurel Lake, Shakespeare, the Mount and High Lawn Farm and minutes to Lenox village.

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  0 Plunkett St, Lenox, MA 01240
• 

  

  /25

  Est $159,220 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  57 Adam St, Pittsfield, MA 01201

Showing Results 161 - 200, Page 5 of 18