30

Homes for Sale in 01240

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  • /45

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    359 New Lenox Rd, Lenox, MA 01240

    Lenox! Don't miss this move-in ready three-bedroom cape. Outdoor enthusiasts will enjoy proximity to October Mt state forest - miles of trails for hiking, mountain biking, x-country skiing! Canoe or kayak up the road at the Decker boat launch! Inside this meticulously maintained charmer you'll find open floor plan with fireplaced living room, dining, updated kitchen, two first-floor bedrooms and

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    359 New Lenox Rd, Lenox, MA 01240
  • /24

    $12,000

    • 2 Beds
    • 1 Bath
    • 1,032 Sq Ft

    33 Saint Anns Ave, Lenox, MA 01240

    Experience the ultimate August in Lenox! This lovely cottage is available to rent from August 1 - September 2, offering a prime location just minutes from downtown and Tanglewood. Inside, enjoy a light-filled spaces and cozy proportions. This 2-bed, 1-bath retreat features a first-floor bedroom, bathroom, and washer/dryer. The second bedroom is a loft. Relax on deck and enjoy the sounds of

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    33 Saint Anns Ave, Lenox, MA 01240
  • /46

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 2,968 Sq Ft

    3 A Coldbrooke Dr, Lenox, MA 01240

    Tucked beside the renowned Miraval Berkshires resort and the historic Wyndhurst estate, this beautifully updated townhouse-style condo offers refined Berkshire living with resort amenities right next door. Step out to a back screened porch and adjoining deck that overlook the golf course -- the perfect setting for summer cookouts, easy entertaining, or a well-earned drink after a round. Inside,

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    3 A Coldbrooke Dr, Lenox, MA 01240
  • /30

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    3 Rolling Hills Unit 2, Lenox, MA 01240

    Beautifully maintained 2 bedroom, 2 bath condo, both bedrooms/ baths on main level with covered deck & beautiful views, finished lower level w/ laundry offers whole other level of space for office, hobbies, etc. Enjoy the clubhouse (gym, pool table, hot tub, sauna, kitchen/entertainment rm, local art hangings) out door POOL, TENNIS COURTS, walking TRAILS, community GARDENS, kayak storage, fenced

    Donna DiGrigoli DIGRIGOLI REAL ESTATE

    3 Rolling Hills Unit 2, 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
  • /29

    $299,000

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

    5 Rolling Hills Unit 4, Lenox, MA 01240

    Move right into this beautifully updated, light-filled condo offering the perfect blend of comfort and elevated style. Featuring an open floor plan, tall ceilings, and a beautiful renovated kitchen with newer appliances, this home is designed for effortless living and entertaining. Enjoy flexible bonus space in the finished lower level--ideal for a cozy lounge, home office, or guest retreat, plus

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    5 Rolling Hills Unit 4, Lenox, MA 01240
  • /21

    $350,000

    • 3 Beds
    • 2 Baths
    • 3,038 Sq Ft

    137 Housatonic St, Lenox, MA 01240

    HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom, 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    137 Housatonic St, Lenox, MA 01240
  • /31

    $1,250,000

    • 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
  • /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
  • /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
  • /58

    $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
  • /23

    $89,500

    • 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

    (413) 343-7496

    349 Old Stockbridge Rd, Lenox, MA 01240
  • /29

    $649,000

    $26K PRICE DROP
    • 3 Beds
    • 2 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
  • /45

    $847,000

    • 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 street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    63 Sherwood Dr, Lenox, MA 01240
  • /30

    $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 full

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    181 New Lenox Rd, Lenox, MA 01240
  • /62

    $1,279,000

    • 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
  • /28

    $279,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    74 Holmes Rd, Lenox, MA 01240

    Charming Cape in Lenox! Spacious eat in kitchen with access to a screened porch and large deck overlooking the private backyard, living room with wood flooring, quaint dining area, mudroom that connects to the garage, first floor bedroom and full bath. Second level has two bedrooms and finished family room in lower level walkout. Property has had several improvements made within the last 15 years

    Cortney Dupont COHEN & WHITE ASSOCIATES

    74 Holmes Rd, 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

    $4,850,000

    • 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
  • /95

    $1,525,000

    $65K PRICE DROP
    • 4 Beds
    • 4 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
  • /84

    $1,400,000

    • 4 Beds
    • 4 Baths
    • 3,379 Sq Ft

    2 Saint Andrews Ct, Lenox, MA 01240

    Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

    Jose Larios Lamacchia Realty, Inc. - Dalton

    2 Saint Andrews Ct, 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
  • /14

    $358,000

    $10K 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
  • /30

    $825,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft

    200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262

    Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262
  • /53

    $1,350,000

    $325K PRICE DROP
    • 4 Beds
    • 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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