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South Egremont, MA Homes for Sale with Acreage

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  • /91

    $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

    (413) 393-6344

    20 E Dugway Rd, Lenox, MA 01240
  • /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

    Gary L Fuls DBA Re/MAX Transit

    (866) 819-0148

    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.

    (413) 393-2997

    117 Lime Kiln Rd, Lenox, MA 01240
  • /41

    $4,850,000

    • 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
  • /50

    $2,100,000

    $290K PRICE DROP
    • 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 HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /51

    $2,698,000

    • 5 Beds
    • 5 Baths
    • 4,581 Sq Ft

    109 Under Mountain Rd, Lenox, MA 01240

    A rare and captivating Berkshire offering, this architect-designed home is filled with spectacular natural light, where expansive windows frame protected views of rolling meadows and hills, seamlessly bringing the outdoors in. Located across from conservation land and less than half a mile from Tanglewood, this pristine property offers the perfect balance of sophisticated country living and

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    109 Under Mountain Rd, Lenox, MA 01240
  • /31

    $1,250,000

    Open Sun 2:30PM - 3:30PM
    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    215 Old Stockbridge Rd, Lenox, MA 01240

    An exceptional architect-designed home in the heart of the Berkshires, privately sited within the conservation landscape of Bishop Estates and just minutes from Tanglewood and the center of Lenox.Thoughtfully positioned to preserve complete privacy, the home is surrounded by protected natural beauty without neighboring homes in view. Expansive walls of glass frame sweeping meadow and mountain

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    215 Old Stockbridge Rd, Lenox, MA 01240
  • /95

    $1,525,000

    $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    130 E Dugway Rd, Lenox, MA 01240

    Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

    $3,599,000

    $396K PRICE DROP
    • 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
  • /28

    $347,700

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

    14 Blotz Rd, Washington, MA 01223

    This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start.Spring breathes new life into this special home--windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy

    Amy Shufelt BERKSHIRE LISTINGS

    14 Blotz Rd, Washington, MA 01223
  • /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
  • /33

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,123 Sq Ft

    70 Galway Ct, Lenox, MA 01240

    Beautifully maintained and updated, this charming Cape offers 2 first floor bedrooms and baths, 2 second floor bedrooms with full bath in between, updated cherry kitchen wtih granite counters, formal dining and living and a family room with fireplace, vaulted ceilings and sliders to the large deck. Enjoy this wonderful ''walking neighborhood'', closet to Miraval Resort for pool, golf & fitness

    Mary Jo Piretti PIRETTI REAL ESTATE

    70 Galway Ct, Lenox, MA 01240
  • /26

    $1,400,000

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

    280 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 REAL ESTATE

    280 Lee Rd, 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
  • /23

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,616 Sq Ft

    792 East St, Lenox, MA 01240

    Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. All electric and a new septic system to be installed post

    Mary Jo Piretti PIRETTI REAL ESTATE

    792 East St, 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
  • /2

    $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
  • /57

    $599,900

    $100K PRICE DROP
    • 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
  • /30

    $489,000

    • 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 and 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 full

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    181 New Lenox Rd, Lenox, MA 01240
  • /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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