Berkshire, MA Homes for Sale

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  /27

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

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

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /72

  $449,900 Open Sun 11AM - 12:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,252 Sq Ft

  43 Palomino Dr, Pittsfield, MA 01201

  From the moment you turn the corner into this highly sought-after neighborhood, you'll feel a sense of belonging. The quiet streets lead you to a home that stands with a classic split-level silhouette--a design built for both privacy and togetherness.A bright welcomeas you step through the front door, the first thing you'll notice is the radiance. The generous living room lives up to its name,

  Jason Nocher NOCHER REALTY

  43 Palomino Dr, 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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  /40

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,133 Sq Ft

  269 Second St, Pittsfield, MA 01201

  Move in ready furnished 2 Bedroom / 1 Bathroom Ranch. This home offers an enclosed front porch, a recently renovated bathroom, a breakfast nook & pantry, replacement windows throughout, walk-up attic, finished basement space, fully fenced back yard, 2 car garage and a concrete driveway. In walking distance to downtown & Berkshire Medical Center. Schedule your showing today!

  Timothy Johnson NOCHER REALTY

  269 Second St, Pittsfield, MA 01201
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  /36

  $229,900

  • 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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  /22

  $289,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,552 Sq Ft

  121 Edward Ave, Pittsfield, MA 01201

  Welcome to 121 Edward Avenue, an updated home in desirable Southeast Pittsfield offering a rare blend of move-in-ready improvements and classic character. The property features a one-car detached garage and a large yard, providing excellent outdoor space and functionality. The owner has completed extensive upgrades including brand-new roofs on both the house and garage, a new high-efficiency

  Nathan Girard ROYAL PROPERTY GROUP

  121 Edward Ave, Pittsfield, MA 01201
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  /33

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
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  /53

  $347,700

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  14 Blotz Rd, Washington, MA 01223

  Escape to this charming 1845 Cape in Washington, Massachusetts, where New England history meets cozy winter comfort. This beautifully preserved home features wide-plank floors, exposed beams, and the warm glow of a wood stove -- the perfect setting for snowy Berkshire nights. Nestled on a quiet country road, the house offers easy access to cross-country skiing, nearby hiking trails, and the

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
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  /20

  $229,900

  • 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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  /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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  /11

  $245,000

  • Land
  • 9.13 Acres
  • $26,835 per Acre

  1570 B Washington Mountain Rd, Washington, MA 01223

  Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you

  Mary Jane White COHEN & WHITE ASSOCIATES

  1570 B Washington Mountain Rd, Washington, MA 01223
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  /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
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  /11

  $230,000

  • 4 Beds
  • 3 Baths
  • 2,298 Sq Ft

  71 Orchard St, Pittsfield, MA 01201

  Incredible potential with this 3 unit property in the heart of Pittsfield! This property boasts 3 units and is conveniently located near downtown Pittsfield, local amenities, parks, and major routes. With a bit of sweat equity, this property could be a fantastic addition to a portfolio or for a savvy owner occupant. Property also includes a large 3 car garage."Seller" currently has the property

  Stephanie Lachapelle Group Compass

  71 Orchard St, 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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  /26

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  64 King St, Pittsfield, MA 01201

  This 3-bedroom, 1-bath home with a detached garage offers great potential and a convenient in-town location. Featuring a solid layout and classic floor plan, it's an excellent opportunity for buyers looking to update, customize, or invest for instant equity. The home needs cosmetic improvements, and the garage, basement, and parts of the interior contain personal property that will remain.

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  64 King St, Pittsfield, MA 01201
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  /57

  $699,900

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

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
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  /31

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  4 Filomena Dr, Pittsfield, MA 01201

  Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

  Joseph Jennings SIGNATURE ASSOCIATES

  4 Filomena Dr, Pittsfield, MA 01201
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  /21

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1 Rolling Hills Unit 10, Lenox, MA 01240

  Unique opportunity to own a beautifully updated condo. This inviting home offers 2 bedrooms and 2 full bathrooms, a gorgeous updated kitchen, and a finished room in the basement perfect for a home office, gym, or additional living space. Enjoy outdoor living with two porches, and note that the unit may be offered furnished for added convenience. All this nestled in the heart of the picturesque

  Michele Purcell LAMACCHIA REALTY, INC

  1 Rolling Hills Unit 10, Lenox, MA 01240
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  /26

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  43 Chapman Rd, Pittsfield, MA 01201

  Designer style one level living garden bungalow with beautiful Berkshire bucolic pastoral and mountain views! Easy living and low maintenance with 2 bedrooms and 2 full bathrooms, conveniently located on the Lenox/Pittsfield line. Beautifully renovated with open floor plan, spacious living room, beautiful kitchen and dining room w/amazing views. Option to purchase furnished with Paul Rich & Sons

  Lisa Kelley MACCARO REAL ESTATE

  43 Chapman Rd, Pittsfield, MA 01201
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  /43

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  10 Marlboro Dr, Pittsfield, MA 01201

  Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional

  Darcy Reid MOCKINGBIRD REAL ESTATE

  10 Marlboro Dr, 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

  71 S Church St Unit S102, Pittsfield, MA 01201
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  /37

  $279,999

  • 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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  /42

  $349,900

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  This beautiful home offers over 3000 feet of living space. Built in 1907 it's a perfect blend of traditional character and modern comfort. Beautiful hardwood floors and elegant crown molding Inside, you'll find five spacious bedrooms and two and a half baths. Two bedrooms on the first floor and three on the second. The large kitchen features an oversized refrigerator, gas stove, and ample space

  Lori Mickle LAMACCHIA REALTY, INC

  145 Bartlett Ave, Pittsfield, MA 01201
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  /35

  $345,000

  • 6 Beds
  • 3 Baths
  • 2,892 Sq Ft

  22 Copley Terrace, Pittsfield, MA 01201

  This inviting Colonial offers six bedrooms and three full bathrooms in a prime location near downtown Pittsfield, schools, restaurants, and all the cultural and recreational attractions the Berkshires have to offer.The first floor features a spacious kitchen, formal dining room, comfortable living room, laundry area, bonus room, and a full bath. The second floor includes four bedrooms and another

  Jose Larios LAMACCHIA REALTY, INC

  22 Copley Terrace, Pittsfield, MA 01201
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  /40

  $335,000

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

  24 Pleasantview Dr, Dalton, MA 01226

  OPEN HOUSE SAT 11AM-12:30PM This charming ranch-style home features three bedrooms and two bathrooms. Nestled on a corner lot in a delightful Dalton neighborhood, this property offers spacious living and dining areas adorned with classic 9-over-9 windows, wood beam ceilings, and hardwood floors. You'll find a vintage kitchen with wood cabinets. Primary bedroom complete with an en suite bathroom.

  Maureen Kirby NOCHER REALTY

  24 Pleasantview Dr, Dalton, MA 01226
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  /5

  $15,000

  • Land
  • 0.12 Acre
  • $125,000 per Acre

  0 Stanley Ave, Pittsfield, MA 01201

  Potentially buildable lot. Can be purchased with 21 Ensign Ave or individually. Buyer to verify all information and use.

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Stanley Ave, Pittsfield, MA 01201
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  /8

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  13 Goodrich St, Pittsfield, MA 01201

  2 family with brand new gas on demand heat baseboard on first floor

  Scott Higuera 413 REAL ESTATE

  13 Goodrich St, Pittsfield, MA 01201
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  /31

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  82 Quirico Dr, Pittsfield, MA 01201

  Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard

  Anthony Riello LAMACCHIA REALTY, INC

  82 Quirico Dr, Pittsfield, MA 01201
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  /41

  $624,900

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  15 Wexford Ct Unit 32, Lenox, MA 01240

  This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the

  Mary Jo Piretti PIRETTI REAL ESTATE

  15 Wexford Ct Unit 32, Lenox, MA 01240
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  /23

  $215,000 New Construction

  • 3 Beds
  • 1 Bath
  • 2,552 Sq Ft

  1 Pittsfield Rd, Lenox, MA 01240

  Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

  Laiken Rapisarda LAMACCHIA REALTY, INC

  1 Pittsfield Rd, Lenox, MA 01240
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  /28

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  46 Housatonic St Unit 2B, Lenox, MA 01240

  Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  46 Housatonic St Unit 2B, Lenox, MA 01240
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  /60

  $4,950,000

  • 7 Beds
  • 8.5 Baths
  • 7,073 Sq Ft

  1 Pinecroft Dr, Lenox, MA 01240

  Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Pinecroft Dr, Lenox, MA 01240
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  /13

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
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  /29

  $175,000

  • 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,

  Marc Riccitelli Rydon Realty, LLC

  33 Adam St, Pittsfield, MA 01201
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  /33

  $199,900

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  21 Ensign Ave, Pittsfield, MA 01201

  Finish up this project for quick equity! Extensive structural repairs have been made on the 2nd floor and roof. A new roof has been installed. Also the interior has been cleaned out and ready for the rest of the vision to come alive with a potential ARV of $330,000.The seller is only interested in cash or hard money financing. There is buckled and uneven flooring so please use caution. No working

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Ensign Ave, Pittsfield, MA 01201
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  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
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  /22

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  51 Anita Dr, Pittsfield, MA 01201

  Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef's kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious

  Lynn Raleigh NON-MEMBER / RECIPROCAL

  51 Anita Dr, Pittsfield, MA 01201
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  /20

  $3,599,000

  • 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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  /45

  $599,900

  • 3 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  1136 Barker Rd Unit 18, Pittsfield, MA 01201

  Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether

  Paula McLean PAULA MCLEAN REALTORS INC.

  1136 Barker Rd Unit 18, Pittsfield, MA 01201
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  /33

  $269,900

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

  50 John St, Pittsfield, MA 01201

  This fully-rented 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

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 John St, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 3