Newest Homes for Sale in South Lee, MA

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  /84

  $1,650,000

  • 7 Beds
  • 6.5 Baths
  • 5,693 Sq Ft

  20 E Dugway Rd, Lenox, MA 01240

  Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  20 E Dugway Rd, Lenox, MA 01240
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  /15

  $195,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  47 Lake St, Pittsfield, MA 01201

  Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor,

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /26

  $1,400,000

  • Land
  • 14.6 Acres
  • $95,890 per Acre

  286 Lee Rd, Lenox, MA 01240

  A once-in-a-lifetime opportunity to build your dream home on a large waterfront parcel in Lenox. This spectacular 14-acre property offers privacy, tranquility, and direct frontage on beautiful Laurel Lake while remaining just minutes from downtown Lenox, Tanglewood, shopping, dining, and all the Berkshires has to offer. Enter through the stone and metal electric gate, cross the stone bridge, and

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  286 Lee Rd, Lenox, MA 01240
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  /5

  $385,900

  • Land
  • 15.91 Acres
  • $24,255 per Acre

  2 New Lenox Rd, Lenox, MA 01240

  Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

  Sean Taylor MORESI REAL ESTATE PARTNERS

  2 New Lenox Rd, Lenox, MA 01240
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  /34

  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels Ave, Pittsfield, MA 01201
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  /27

  $289,000

  $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft

  34 Hungerford St, Pittsfield, MA 01201

  Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout.The main living area flows seamlessly into the kitchen and dining space, creating

  Ahliya Phillips KELLER WILLIAMS REALTY

  34 Hungerford St, Pittsfield, MA 01201
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  /29

  $269,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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  /21

  $189,000

  $10K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
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  /62

  $799,900

  $90K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut 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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  /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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  /58

  $789,900

  $57K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  63 Sherwood Dr, Lenox, MA 01240

  Don't miss this Lenox beauty tucked away on a quiet side street. Main level w hardwood flooring, living room with crown molding, formal dining w. large bay window, updated kitchen w extensive cabinetry. Family room w gas fireplace opens to large screened porch / patio. First floor laundry and 1/2 bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  63 Sherwood Dr, Lenox, MA 01240
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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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  /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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  /34

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  290 Barker Rd, Pittsfield, MA 01201

  Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  290 Barker Rd, 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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  /3

  $389,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  0 Broadview Terrace, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,375 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home offers true single-level living with an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms offer flexibility for guests or a home office.

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  0 Broadview Terrace, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 5 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 5 Tanner St, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 6 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 6 Tanner St, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 4 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 4 Tanner St, Pittsfield, MA 01201
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  /39

  $1,039,000

  $240K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
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  /30

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /36

  $1,150,000

  $100K PRICE DROP

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /37

  $630,000

  $50K PRICE DROP

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom/studio setups with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, 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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  /41

  $4,690,000

  $160K PRICE DROP

  • 13 Beds
  • 13.5 Baths
  • 9,510 Sq Ft

  2 Kemble St, Lenox, MA 01240

  The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  2 Kemble St, Lenox, MA 01240
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  /15

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  306 South St, Pittsfield, MA 01201
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  /5

  $35,000

  $4K PRICE DROP

  • Land
  • 17,859 Sq Ft
  • $85,366 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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  /7

  $219,900

  $30K PRICE DROP

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

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /23

  $209,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 Second St, Pittsfield, MA 01201

  The home just passed an FHA appraisal at over the listing price! This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  139 Second St, Pittsfield, MA 01201
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  /40

  $209,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201

  If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201
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  /11

  $450,000

  $150K PRICE DROP

  • Land
  • 3.44 Acres
  • $130,814 per Acre

  117 Lime Kiln Rd, Lenox, MA 01240

  Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  117 Lime Kiln Rd, Lenox, MA 01240
• 

  

  /23

  $3,500

  • 2 Beds
  • 2.5 Baths
  • 1,867 Sq Ft

  34 Galway Ct, Lenox, MA 01240

  AVAILABLE TO RENT FROM 10/1/2026 TO MAY 30, 2027. Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  34 Galway Ct, Lenox, MA 01240
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  /54

  $1,190,000

  $485K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
• 

  

  /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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  /2

  $39,900

  • Land
  • 6,438 Sq Ft
  • $269,966 per Acre

  0 Courtland Place, Pittsfield, MA 01201

  Cleared City lot with public water and sewer

  John Ciepiela BISHOP WEST REAL ESTATE

  0 Courtland Place, Pittsfield, MA 01201
• 

  

  /50

  $7,975,000

  • 8 Beds
  • 6.5 Baths
  • 9,364 Sq Ft

  399 Under Mountain Rd, Lenox, MA 01240

  Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  399 Under Mountain Rd, Lenox, MA 01240

Showing Results 121 - 157, Page 4 of 4