29

Lanesboro, MA Homes for Sale with Acreage

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  • /4

    $215,000

    • Land
    • 14.3 Acres
    • $15,035 per Acre

    L16 Reservoir Rd, Out-Of State, MA 99999

    Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

    Agent Photo

    Gary Fuls Jr

    Fuls Gary L Jr

    L16 Reservoir Rd, Out-Of State, MA 99999
  • /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

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    117 Lime Kiln Rd, Lenox, MA 01240
  • /32

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    369 Housatonic St, Lenox, MA 01240

    A UNIQUE OPPORTUNITY TO OWN A SPACIOUS LENOX HOME IN A PRIVATE, COUNTRY SETTING AT A REASONABLE PRICE. 4BR, 2.5 BATHS, WITH HARDWOOD FLOORS, OPEN KITCHEN/DINING AREA, LARGE OPEN DECK, PELLET STOVE AND AN IN-GROUND POOL. LOVELY LANDSCAPING WITH STONE WALLS, GARDENS AND OPEN LAWN AREA FOR ATHLETICS OR JUST RELAXING. GREAT CENTRAL LOCATION, A SHORT DISTANCE TO TANGLEWOOD, TOWN AND YOUR FAVORITE

    Allen Bassen

    BERKSHIRE HOMES AND CONDOS

    369 Housatonic St, Lenox, MA 01240
  • /56

    $570,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    178 New Lenox Rd, Lenox, MA 01240

    This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    178 New Lenox Rd, Lenox, MA 01240
  • /48

    $2,295,000

    • 5 Beds
    • 5.5 Baths
    • 4,824 Sq Ft

    421 Swamp Rd, Richmond, MA 01210

    Tucked at the end of a long, winding drive, where nearly twenty acres of woodland create an exceptional sense of privacy, this expansive contemporary residence feels quietly removed from everything--yet remains just minutes from the cultural and recreational treasures that define the Berkshires. The house reveals itself gradually. Cathedral ceilings lend a grand sense of arrival to the entry and

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    421 Swamp Rd, Richmond, MA 01210
  • /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

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    20 E Dugway Rd, Lenox, MA 01240
  • /11

    $79,000

    • Land
    • 1 Acre
    • $79,000 per Acre

    60 Woodland Rd, Lee, MA 01238

    Opportunity to own approximately 1 acre of land in the Berkshires with October Mountain State Forest close by. Previously used as a cow pasture, this open parcel offers a pastoral setting with convenient access to downtown Lee, & Lenox, area attractions and Massachusetts Turnpike. An additional 3-acre parcel at 75 Woodland Road is also available, see MLS # for 75 Woodland Rd., properties may be

    Lisa Kelley MACCARO REAL ESTATE

    60 Woodland Rd, Lee, MA 01238
  • /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
  • /37

    $624,500

    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    205 Golden Hill Rd, Lee, MA 01238

    Beautiful 3-bedroom, 2-bath ranch home offering an inviting layout, excellent flow, and plenty of room to spread out across 2,448 square feet. You'll never feel cramped in this spacious and comfortable home.The location is hard to beat--just minutes from downtown Lee and a short drive to downtown Lenox, yet tucked away on a peaceful country road. Enjoy scenic pastoral and mountain views while

    Matt Carlino MACCARO REAL ESTATE

    205 Golden Hill Rd, Lee, MA 01238
  • /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
  • /12

    $139,500

    • Land
    • 3.38 Acres
    • $41,272 per Acre

    45 Washington Mountain Rd, Dalton, MA 01226

    Beautiful 3 plus acre lot with open pasture and mountain views. Incredible Berkshire location. Less than 15 minutes to the center of Lenox and just minutes to shops, theaters, and restaurants. Buyers are encouraged to conduct their own due diligence and consult with the appropriate engineers, surveyors, wetland specialists, local officials, and other professionals to determine more details for

    Tanya Shepardson Lamacchia Realty, Inc. - Dalton

    45 Washington Mountain Rd, Dalton, MA 01226
  • /51

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    478 Washington Mountain Rd, Dalton, MA 01226

    Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    478 Washington Mountain Rd, Dalton, MA 01226
  • /41

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,502 Sq Ft

    485 Golden Hill Rd, Lee, MA 01238

    Located on desirable Golden Hill Rd., a true '' FIXER UPPER '' that sits on 8 acres with mountain views giving you the opportunity for expansion and the possibility to build your dream home, or ADU. The house has 3 Bedrooms,1 Bath, Living room and an eat-in Kitchen. The Garage is in very poor condition and may need to be taken down. House is being sold AS-IS, no negotiation or concession for any

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    485 Golden Hill Rd, Lee, MA 01238
  • /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
  • /61

    $699,900

    • 4 Beds
    • 3 Baths
    • 3,268 Sq Ft

    10 Lori Ct, Pittsfield, MA 01201

    Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    10 Lori Ct, Pittsfield, MA 01201
  • /78

    $2,100,000

    • 5 Beds
    • 3.5 Baths
    • 3,387 Sq Ft

    19 Cliffwood St, Lenox, MA 01240

    Iconic Lenox home: very rarely does a home with this historic integrity come on the market...now is your time to continue its legacy . Built in 1915 as one of the focal points of Cliffwood Street, this charming home has been updated for today's life style without sacrificing its significant architectural details. Beautiful common rooms including a dream kitchen with marble counters, formal Dining

    Mary Jo Piretti PIRETTI REAL ESTATE

    19 Cliffwood St, Lenox, MA 01240
  • /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
  • /9

    $109,900

    • Land
    • 2.34 Acres
    • $46,966 per Acre

    0 Pleasant St, Pittsfield, MA 01201

    Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential). The lot with Parcel ID:I100002301 has 1.32 acres. The lot with Parcel ID:I100002026 has 1.02 acres.

    Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

    0 Pleasant St, Pittsfield, MA 01201
  • /54

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    576 Holmes Rd, Pittsfield, MA 01201

    Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    576 Holmes Rd, Pittsfield, MA 01201
  • /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
  • /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
  • /42

    $1,750,000

    Open Sat 10AM - 12PM
    • 6 Beds
    • 4.5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

    500 Williams St, Pittsfield, MA 01201
  • /88

    $3,250,000

    • 4 Beds
    • 4 Baths
    • 5,696 Sq Ft

    7 Wheatley Dr, Stockbridge, MA 01262

    A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Wheatley Dr, Stockbridge, MA 01262
  • /60

    $2,498,000

    $200K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,581 Sq Ft

    109 Under Mountain Rd, Lenox, MA 01240

    Some homes are purchased. Others become part of a family's legacy. Welcome to 109 Under Mountain Road. There is something unmistakably special about a Berkshire summer- evening stroll to Tanglewood, morning coffee overlooking protected meadows, or relaxing on the patio as the music of the Boston Symphony Orchestra drifts softly through the evening air. Bathed in extraordinary natural light, this

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    109 Under Mountain Rd, Lenox, MA 01240
  • /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
  • /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
  • /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
  • /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
  • /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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