South Egremont, MA Homes for Sale

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  /33

  $449,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  181 New Lenox Rd, Lenox, MA 01240

  Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch & 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /69

  $2,800,000

  • 8 Beds
  • 5.5 Baths
  • 6,761 Sq Ft

  497 Holmes Rd, Pittsfield, MA 01201

  A Landmark Berkshire Estate of Extraordinary Provenance. Set on 15 private acres in the heart of the Berkshires, a rare American legacy estate commissioned in 1847 as the summer residence of renowned physician, poet, & author Oliver Wendell Holmes Sr. Two centuries later, this extraordinary property remains a testament to architectural elegance, literary heritage, & timeless craftsmanship. The

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  497 Holmes Rd, Pittsfield, MA 01201
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  /30

  $199,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 833 Sq Ft

  106 E Housatonic St Unit 3, Pittsfield, MA 01201

  Lovely and affordable Condominium in Southeast Pittsfield. 2nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

  Wendy Smith RE/MAX COMPASS

  106 E Housatonic St Unit 3, Pittsfield, MA 01201
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  /28

  $334,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

  First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
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  /51

  $445,000

  • 6 Beds
  • 4 Baths
  • 3,087 Sq Ft

  319 Fenn St, Pittsfield, MA 01201

  Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  319 Fenn St, Pittsfield, MA 01201
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  /49

  $479,000

  $16K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  70 Rockland Dr, Pittsfield, MA 01201

  Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable

  Darcy Reid MOCKINGBIRD REAL ESTATE

  70 Rockland Dr, Pittsfield, MA 01201
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  /19

  $649,900

  • Land
  • 3.67 Acres
  • $177,084 per Acre

  37 Elm St, Pittsfield, MA 01201

  Prime downtown opportunity! Almost 4 acres ready for your development ideas. One of Pittsfield's last remaining sites large enough for drive thru permit.Ther front of the property is BG, the back is CWS. Very versatile site on one of Pittsfield's finest streets.

  Steve Ray 413 REAL ESTATE

  37 Elm St, Pittsfield, MA 01201
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  /61

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  9 Bolton Dr, Lenox, MA 01240
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  /5

  $235,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /68

  $419,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 2,269 Sq Ft

  1112 South St, Dalton, MA 01226

  If space, flexibility, & a great backyard are on your wish list, this home is one to see! Thoughtfully expanded over the years, the home offers a versatile layout with generously sized bedrooms on both the first and second floors, four bathrooms, and plenty of bonus space. The back addition is especially inviting, featuring a large living room and dining room with plenty of space to gather.

  Jessie Downer Lamacchia Realty, Inc. - Dalton

  1112 South St, Dalton, MA 01226
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  /15

  $179,900

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  55 Pomeroy Ave Unit 3, Pittsfield, MA 01201

  Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries, and cultural

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  55 Pomeroy Ave Unit 3, Pittsfield, MA 01201
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  /20

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  7 Lincoln St, Pittsfield, MA 01201

  ''The Castle'' on Lincoln! Distinctive architecture and generous living spaces give this home incredible potential. The striking stone exterior, curved bay windows, second-floor balcony, hardwood floors, and vintage details create character that's hard to find. The spacious interior offers a flexible layout with an open connection between the living, dining, and kitchen areas. The second bedroom

  Jonathan Vella Lamacchia Realty, Inc. - Dalton

  7 Lincoln St, Pittsfield, MA 01201
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  /59

  $3,925,000

  • 8 Beds
  • 8.5 Baths
  • 6,000 Sq Ft

  17 Main St, Lenox, MA 01240

  Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  17 Main St, Lenox, MA 01240
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  /21

  $339,900

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  1981 East St, Pittsfield, MA 01201

  MOVE IN READY! Charming 4-bedroom, 11⁄2-bath Cape in Southeast Pittsfield, located in Williams Elementary School district! This well-maintained home features beautiful hardwood floors, natural gas heat, a first-floor bedroom and walk-in shower, abundant storage, and a partially finished basement ideal for a family room, home office, or home gym. Enjoy the rare bonus of an included rear lot,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1981 East St, Pittsfield, MA 01201
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  /28

  $207,000

  $22K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  1 Colt Rd Unit 1, Pittsfield, MA 01201

  Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space,

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  1 Colt Rd Unit 1, Pittsfield, MA 01201
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  /21

  $79,900

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  79 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits! A mature apple tree greets you at the entrance, setting the tone for this spacious older home full of untapped potential. The property offers generous living space with room to reimagine the layout to suit your vision. Set on an approximate quarter acre lot, the yard provides plenty of room to garden, expand, or simply enjoy some outdoor space of your own. This home requires

  Renee Lander BISHOP WEST REAL ESTATE

  79 Dewey Ave, Pittsfield, MA 01201
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  /3

  $898,000

  • Land
  • 12.84 Acres
  • $69,938 per Acre

  21 Dan Fox Dr, Pittsfield, MA 01201

  12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  21 Dan Fox Dr, Pittsfield, MA 01201
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  /50

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /47

  $674,900

  • 6 Beds
  • 3 Baths
  • 4,832 Sq Ft

  1 Eaton Ln, Pittsfield, MA 01201

  Elegance Meets History on 1 Eaton Lane!Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Eaton Ln, Pittsfield, MA 01201
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  /21

  $310,000

  • 6 Beds
  • 4 Baths
  • 2,946 Sq Ft

  25 Root Place Unit 25-27, Pittsfield, MA 01201

  This newly remodeled 2 family home boast 3+ bedrooms and 1.5 bathrooms on each side. The work has been completed and it's ready for either a rental property or an owner occupied home. The renovations include, new kitchens, bathrooms, floors and also a new boiler in 2026. The laundry rooms are conveniently located in units. There is off street parking, a large private back yard with a shed.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  25 Root Place Unit 25-27, Pittsfield, MA 01201
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  /10

  $320,000

  $5K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,378 Sq Ft

  89 Robbins Ave, Pittsfield, MA 01201

  Great Two family with some updates. Hardwood floor in dining room and bedrooms. Kitchen and bathroom with Ceramic floor. Newer Roof. Parking off street for 4 cars

  Al DeSouza First Option Properties Inc.

  89 Robbins Ave, Pittsfield, MA 01201
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  /29

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  78 Ontario St, Pittsfield, MA 01201

  Cape-style 3-bedroom, 1-bath home in a coveted Southeast Pittsfield location directly across from Deming Park and close to coffee shops, restaurants, a pharmacy, convenience stores, and other Elm Street amenities. Features include newer windows, a newer roof, new carpeting upstairs, and a recently renovated bath. The interior offers an opportunity for additional cosmetic updates and

  Marc Bellora Lamacchia Realty, Inc. - Dalton

  78 Ontario St, Pittsfield, MA 01201
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  /2

  $69,000

  • Land
  • 3.3 Acres
  • $20,909 per Acre

  75 Woodland Rd, Lee, MA 01238

  Over 3 acres of wooded land on Woodland Road in Lee near October Mountain State Forest. Previously used for logging, this parcel features a wooded, sloping landscape. Convenient to downtown Lee & Lenox and easy access to the Massachusetts Turnpike. Additional pastoral 1 acre parcel available at 60 Woodland Rd., may be purchased together or separately. Buyers and buyer's agents to perform their

  Lisa Kelley MACCARO REAL ESTATE

  75 Woodland Rd, Lee, MA 01238
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  /20

  $289,900

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

  42 John St, Pittsfield, MA 01201

  Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /62

  $625,000

  $25K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression.Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /34

  $269,900

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  12 Lincoln St, Pittsfield, MA 01201

  Lovely five bedroom two bath Colonial on 5500+ sq.ft. of land.Lots of space, front porch for relaxing on beautiful summer evenings. Two bedrooms on the first floor and three bedrooms on the second floor with a deck off the bedroom and off the kitchen on the first floor. Two driveways for plenty of parking!!!Three sheds on property for storage will stay. Or not.

  Theresa Adams Dacey Realty, LLC

  12 Lincoln St, Pittsfield, MA 01201
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  /25

  $284,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  48 Plastics Ave, Pittsfield, MA 01201

  Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights

  Dawn Vadnais MORESI REAL ESTATE PARTNERS

  48 Plastics Ave, Pittsfield, MA 01201
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  /17

  $264,900

  • 6 Beds
  • 3 Baths
  • 3,510 Sq Ft

  32 Westminister St, Pittsfield, MA 01201

  Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final

  The Ponte Group Keller Williams South Watuppa

  32 Westminister St, Pittsfield, MA 01201
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  /46

  $485,000

  Open Sun 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  500 Walker St, Lenox, MA 01242
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  /32

  $369,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  880 East St Unit 10C, Lee, MA 01238

  Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct

  Susan Baum BERKSHIRE HOMES AND CONDOS

  880 East St Unit 10C, Lee, MA 01238
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  /27

  $295,000

  • 4 Beds
  • 2 Baths
  • 2,386 Sq Ft

  141 Dewey Ave, Pittsfield, MA 01201

  This 2 family flat is ready for it's new owner or someone looking for rental income. Both units have been remodeled with new kitchens, baths, flooring and fresh paint. Both units have enclosed porches. There is a large oversized commercial garage in the back that's perfect for storage, additional rental income. Easy walk up to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  141 Dewey Ave, Pittsfield, MA 01201

Showing Results 121 - 151, Page 4 of 4