South Lee, MA Homes for Sale

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  /30

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  18 Willow Ln, Lenox, MA 01240

  Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  18 Willow Ln, Lenox, MA 01240
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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. An excuisite example of Period living, this sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd, Stockbridge, MA 01262
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  /6

  $70,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /3

  $29,900

  • Land
  • 0.34 Acre
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, 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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  /41

  $360,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone THE KINDERHOOK GROUP

  261 Pomeroy Ave, Pittsfield, MA 01201
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  /27

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  100 Boylston Street Extension, Pittsfield, MA 01201

  Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  100 Boylston Street Extension, Pittsfield, MA 01201
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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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  /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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  /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

  $299,900

  • 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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  /48

  $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

  $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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  /44

  $445,900

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on the first

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
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  /5

  $179,900

  • 6 Beds
  • 2 Baths
  • 2,376 Sq Ft

  24 Glenwood Ave, Pittsfield, MA 01201

  For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

  John Dill Colebrook Realty Services, Inc.

  24 Glenwood Ave, 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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  /41

  $314,900

  • 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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  /2

  $20,000

  • Land
  • 0.25 Acre
  • $80,000 per Acre

  LOT 20 Plunkett St, Pittsfield, MA 01201

  This Residential Building lot is conveniently located within walking distance to stores, restaraunts, banks, parks, and public transportation. Lot Dimensions: 65.88' x 165'. Priced below current assessed value! Bring your vision to life in this centrally located lot!

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  LOT 20 Plunkett St, Pittsfield, MA 01201
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  /36

  $229,900 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  1 Clarkson Ave, Pittsfield, MA 01201

  Tucked away on a quiet street, 1 Clarkson Avenue offers privacy, comfort, and convenience on a private lot with easy access to New York and the Berkshires' cultural attractions. The home is filled with natural light and features spacious bedrooms and bathrooms, a functional first-floor layout, and desirable first-floor laundry. Ample storage is found throughout, making everyday living easy and

  Jessie Downer LAMACCHIA REALTY, INC

  1 Clarkson Ave, Pittsfield, MA 01201
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  /47

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  31 Saint Ann's Ave, Lenox, MA 01240

  Don't miss this unique historic property -- truly a GEM! Ready for quick rental income and perfect to enjoy as spring arrives. A wonderful second home to share with family! Imagine a short stroll to downtown Lenox for coffee, a quiet dinner, and a beautiful night at Tanglewood under the stars. Just one street from downtown and steps from St. Ann's Church, this 1,700 sq. ft. bungalow blends charm

  Audrey Matys BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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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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  /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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  /51

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  171 Pine Grove Dr, Pittsfield, MA 01201

  Charming 3-bedroom, 2-full-bath Cape nestled in a premier location! This well-maintained home offers a full dormer, a spacious sun-filled kitchen with generous cabinet and counter space, and gleaming hardwood floors throughout. The large primary bedroom provides plenty of comfort and versatility. Enjoy added living space in the semi-finished basement--perfect for a playroom, home office, or gym.

  Michele Purcell LAMACCHIA REALTY, INC

  171 Pine Grove Dr, 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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  /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

  $284,900

  • 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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  /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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  /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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  /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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  /44

  $470,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on 1 acre with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and hills. Includes a full

  Tanya LeRose THE KINDERHOOK GROUP

  35 Chapman Rd, Pittsfield, MA 01201
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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

Showing Results 41 - 80, Page 2 of 3