Lenox, MA Homes for Sale

/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

Laura Arseneau

PAULA MCLEAN REALTORS INC.

117 Lime Kiln 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

Cristian Sanchez

COHEN & WHITE ASSOCIATES

178 New Lenox 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,

Selina Lamb

Birch Properties

349 Old Stockbridge Rd, 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

Nick Geranios

WILLIAM PITT SOTHEBY'S - LENOX

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,

Gary Fuls Jr

Fuls Gary L Jr

L16 Reservoir Rd, Out-Of State, MA 99999
/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
/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
/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
/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
/83
$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
/35
$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
/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
/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
/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
/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
/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
/27
$664,500

$10K PRICE DROP
- 4 Beds
- 3.5 Baths
- 2,100 Sq Ft
28 Evergreen Trail Unit 28, Lenox, MA 01240

Fantastic Offer for a Custom-designed & beautifully maintained one-owner residence offers 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
/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
/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
/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
/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
/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
/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
/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
/31
$449,000

Open Sun 10AM - 2PM $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
/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
/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

Massachusetts Berkshire County

Why Live in Lenox

Lenox, Massachusetts, is a distinguished retreat in the central Berkshires, known for its vibrant arts scene and upscale atmosphere. This small town, with a population of around 5,000, is a summer haven for the Boston Symphony Orchestra, drawing over 350,000 visitors annually to Tanglewood for concerts featuring artists like James Taylor and John Legend. The town's rich cultural offerings extend to the historic estate of author Edith Wharton, now a museum and a significant attraction. Lenox's housing market is competitive, with a mix of preserved 19th-century mansions, custom contemporary homes, and architectural styles such as Cape Cod and Colonial Revival. The median home price is notably high for the region, reflecting its desirability. Outdoor enthusiasts can explore Kennedy Park's extensive trails or the Massachusetts Audubon Society's Pleasant Valley Wildlife Sanctuary, offering year-round activities from snowshoeing to hiking. Lenox Public Schools are highly rated, providing a robust curriculum with advanced placement options. The walkable downtown area is free of big box stores, featuring local shops, art galleries, and diverse dining options like Alta Restaurant & Wine Bar. Lenox's location along Route 7 provides easy access to nearby towns like Pittsfield, though summer traffic can be heavy. The town's unique blend of cultural richness, natural beauty, and educational excellence makes it a sought-after destination for both residents and visitors.

Learn more about living in Lenox

Frequently Asked Questions

What is the average home price in Lenox, MA?

Homes for sale in Lenox, MA have an average home price of $1,215,846.

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 $717,000. If you put a 20% down payment of $143,400 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $3,550 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $152K 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 Prices in Lenox, MA

The median home sale price in Lenox, MA is $632,750, up 5% year-over-year. Homes in Lenox sell in 58 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $632,750	Median Single Family Sale Price $742,000
Median Townhouse Sale Price $524,500	Median 2 Bedroom Sale Price $457,000
Median 1 Bedroom Sale Price $187,000	Average Price Per Sq Ft $368
Number of Homes for Sale 14	Last 12 months Home Sales 66
Months of Supply 2.50	Median List Price $717,000
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change 5%

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