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Newest Homes for Sale in Lenox, MA

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  • /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
  • /38

    $939,000

    $60K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    22 Post Rd, Lenox, MA 01240

    Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area

    The Allain Group Compass

    22 Post Rd, Lenox, MA 01240
  • /21

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,708 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
  • /54

    $970,000

    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    86 Pine Knoll Rd, Lenox, MA 01240

    Tucked away in one of Lenox's most desirable neighborhoods, this contemporary ranch has been completely renovated with no expense spared, offering effortless single-level living and a seamless connection to the outdoors. Vaulted ceilings, walls of glass, and an abundance of natural light create an open, inviting atmosphere, while nearly every room overlooks the beautifully landscaped, private

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    86 Pine Knoll Rd, Lenox, MA 01240
  • /59

    $3,925,000

    • 8 Beds
    • 8.5 Baths
    • 6,000 Sq Ft

    17 Main St, Lenox, MA 01240

    Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    17 Main St, 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
  • /38

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    6 May St, Lenox, MA 01240

    Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located

    Andreea Duta BISHOP WEST REAL ESTATE

    6 May St, Lenox, MA 01240
  • /82

    $1,400,000

    • 3 Beds
    • 4 Baths
    • 3,740 Sq Ft

    41 Tucker St, Lenox, MA 01240

    Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three-level layout

    Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    41 Tucker St, Lenox, MA 01240
  • /36

    $689,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    19 Kemble St, Lenox, MA 01240

    Unbeatable Lenox location! Near the top of Kemble Street, you'll find this charming 1950's-vintage ranch home that's a super short walk to the village. Timeless details merge with everyday comfort! Hardwood floors flow throughout. Living room features a wood-burning fireplace. Dining opens to expanded galley kitchen on one end and to a den/office flexible space on the other. Three bedrooms, two

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    19 Kemble St, Lenox, MA 01240
  • /13

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    528 Walker St, Lenox Dale, MA 01242

    Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. One year American Home Shield Warranty included. PLEASE

    Tyler Scaglione Cameron Real Estate Group

    528 Walker St, Lenox Dale, MA 01242
  • /36

    $4,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,348 Sq Ft

    165 Kemble St Unit 18, Lenox, MA 01240

    Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berkshires. Ownership includes

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    165 Kemble St Unit 18, Lenox, MA 01240
  • /37

    $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

    $1,595,000

    Open Sat 12PM - 1:30PM $180K PRICE DROP
    • 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
  • /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
  • /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
  • /27

    $659,800

    $14K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a

    Heather Gallagher STONE HOUSE PROPERTIES, LLC

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

    $2,498,000

    $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
  • /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
  • /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
  • /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
  • /56

    $1,149,000

    $130K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,691 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
  • /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
  • /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
  • /23

    $3,500

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft

    34 Galway Ct, Lenox, MA 01240

    AVAILABLE TO RENT FROM 10/1/2026 TO MAY 30, 2027. Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    34 Galway Ct, Lenox, MA 01240
  • /54

    $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

Frequently Asked Questions

What is the average home price in Lenox, MA?
Homes for sale in Lenox, MA have an average home price of $1,202,732.
How many homes have sold over the last 12 months in Lenox, MA?
66 homes have sold in Lenox, MA over the last 12 months.
What are the most popular zip codes in Lenox, MA?
The most popular zip codes in Lenox, MA include 01240, 01262, 01201, 01238 and 01266.
How much do you need to make to afford a house in Lenox?
The median home price in Lenox is $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $3,850 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $165K a year to afford the median home price in Lenox. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Lenox, MA?
Lenox, MA has highly rated public and private schools. Some of the best schools in Lenox based on Niche Grades are Miss Hall's School, The Montessori School of the Berkshires and Morris Elementary School. Browse all the schools in Lenox, MA to learn more.

Home Price Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$524,500
Median 2 Bedroom Sale Price
$465,000
Median 1 Bedroom Sale Price
$187,000
Average Price Per Sq Ft
$372
Number of Homes for Sale
19
Last 12 months Home Sales
66
Months of Supply
3.50
Median List Price
$749,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
15%
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