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Farmhouse Homes for Sale in Lenox, MA

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  • /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
  • /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
  • /80

    $1,685,000

    • 4 Beds
    • 4 Baths
    • 3,282 Sq Ft

    30 Cliffwood St, Lenox, MA 01240

    Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals,

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    30 Cliffwood St, Lenox, MA 01240
  • /33

    $435,000

    $54K 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
  • /46

    $485,000

    • 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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