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Homes for Sale in 01240

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  • /35

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

    STUNNING VIEWS for as far as you can see from this modern unit located in Winden Hills Vanna building. Open common spaces washed in natural light; Great room with scenic views, fireplace and built ins, kitchen with charm and character open to dining. Primary w/en suite full bath, two guest bedrooms and additional one and half baths. This unit comes with access to the elevator for convenience, a

    Cortney Dupont COHEN & WHITE ASSOCIATES

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
  • /49

    $1,775,000

    • 6 Beds
    • 5.5 Baths
    • 4,099 Sq Ft

    14 Fairway Dr, Lenox, MA 01240

    Experience refined Berkshire living at Coldbrooke East, where timeless elegance meets exceptional privacy. Perfectly sited at the end of a quiet cul-de-sac and abutting the golf course, this extraordinary six-bedroom, 5.5-bath residence offers luxurious single-level living with a thoughtfully designed 1,000-square-foot addition. Custom designer finishes, exceptional craftsmanship, and substantial

    Paula McLean PAULA MCLEAN REALTORS INC.

    14 Fairway Dr, Lenox, MA 01240
  • /42

    $1,200,000

    • 4 Beds
    • 5.5 Baths
    • 2,540 Sq Ft

    8 Stoneledge Rd, Lenox, MA 01240

    Beautifully maintained home set on a private one-acre lot on a quiet cul-de-sac in one of Lenox's most desirable neighborhoods. This thoughtfully designed residence offers four bedrooms and 5.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The inviting floor plan is ideal for both everyday living and entertaining. Step outside to a beautifully landscaped

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    8 Stoneledge 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

    $590,000

    • 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
  • /46

    $14,500,000

    • 19 Beds
    • 25 Baths
    • 19,364 Sq Ft

    11 Hawthorne Rd, Stockbridge, MA 01262

    The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century

    Steven Weisz William Pitt Sothebys Intn'l

    11 Hawthorne Rd, Stockbridge, MA 01262
  • /23

    $349,000

    • 2 Beds
    • 3 Baths
    • 1,552 Sq Ft

    8 Rolling Hills Unit 1, Lenox, MA 01240

    If you are seeking a home in move in condition, come see this unit.Beautifully updated townhome featuring a new Cook's kitchen, white granite countertops, gas range, stainless steel refrigerator, dishwasher & sleek range hood. Open Living Room and Dining Area. Private porch overlooking the Rolling Hills of the Berkshires. 2 bedrooms & 2 full baths. Lower level with baseboard heating offers

    Susan Baum BERKSHIRE HOMES AND CONDOS

    8 Rolling Hills Unit 1, Lenox, MA 01240
  • /61

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft

    9 Bolton Dr, Lenox, MA 01240

    Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    9 Bolton Dr, Lenox, MA 01240
  • /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
  • /26

    $835,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,791 Sq Ft

    90 Hawthorne St, Lenox, MA 01240

    Beautiful historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst'', one of the famed Berkshire ''cottages'', this formerguest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage.. Luxurious traditional

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    90 Hawthorne St, Lenox, MA 01240
  • /18

    $367,500

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    5 Morgan Manor Unit 8, Lenox, MA 01240

    Walk-to town Lenox condo! Just in time for summer in the Berkshires! Move-in ready two-bedroom condo at Morgan Manor. Freshly painted interior, custom blinds, updated lighting. This is one of a handful of units that has an attached garage. Laundry (stack unit) has also been brought into this unit saving steps into the basement shared washer/dryers. Condo fees include natural gas heat, hot water,

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Morgan Manor Unit 8, Lenox, MA 01240
  • /56

    $979,000

    • 5 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    850 Summer St Unit M14, Lee, MA 01238

    Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    850 Summer St Unit M14, Lee, MA 01238
  • /27

    $674,000

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Custom-designed & beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, in the most desirable location in the Berkshires. CALM & QUIET with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, food, farmers markets, banks & music. A beautiful open floor plan features a totally upgraded kitchen with a gas

    Heather Gallagher STONE HOUSE PROPERTIES, LLC

    28 Evergreen Trail Unit 28, Lenox, MA 01240
  • /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
  • /47

    $1,399,000

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,968 Sq Ft

    3 A Coldbrooke Dr, Lenox, MA 01240

    Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    3 A Coldbrooke Dr, Lenox, MA 01240
  • /21

    $399,900

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    18 Lawton St, Lenox, MA 01240

    A rare and unique opportunity awaits just minutes from downtown Lenox! This charming Cape style home offers the perfect blend of country privacy and town convenience. Enjoy picturesque views and the tranquil sounds of a seasonal brook right from your back deck. The home features new windows, an oversized two car garage currently being used as a workshop, and is a fantastic canvas for your vision.

    Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

    18 Lawton 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
  • /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
  • /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
  • /60

    $2,698,000

    • 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
  • /23

    $79,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240

    Totally renovated and move-in ready mobile home in Lenox! This 2-bedroom home is located on a quiet dead-end street in the Berkshire Mobile Park and offers a nice deck along with an ample side yard to enjoy. Shed in the back needs some repairs to the roof.

    Tanya Shepardson Lamacchia Realty, Inc. - Dalton

    405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240
  • /42

    $3,750,000

    • 34 Beds
    • 31 Baths
    • 40,241 Sq Ft

    349 Old Stockbridge Rd, Lenox, MA 01240

    Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways,

    Agent Photo

    Selina Lamb

    Birch Properties

    349 Old Stockbridge Rd, Lenox, MA 01240
  • /32

    $609,000

    $66K PRICE DROP
    • 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
  • /44

    $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
  • /31

    $475,000

    $14K 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 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

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    181 New Lenox Rd, Lenox, MA 01240
  • /56

    $1,149,000

    $130K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,691 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
  • /43

    $393,000

    • 2 Beds
    • 3 Baths
    • 1,730 Sq Ft

    7 Rolling Hills Unit 7-8, Lenox, MA 01240

    This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit

    Cortney Dupont COHEN & WHITE ASSOCIATES

    7 Rolling Hills Unit 7-8, Lenox, MA 01240
  • /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
  • /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
  • /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

    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
  • /17

    $335,000

    $33K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    4 Morgan Manor Unit 4, Lenox, MA 01240

    Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    4 Morgan Manor Unit 4, Lenox, MA 01240
  • /53

    $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
  • /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
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