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Lenox, MA Homes for Sale

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  • /42

    $2,649,000

    • 6 Beds
    • 6.5 Baths
    • 6,225 Sq Ft

    250 West St, Lenox, MA 01240

    Seconds—not minutes—from Tanglewood’s main gate, this reimagined contemporary estate in Lenox is tucked into a sunlit woodland setting offering rare privacy and unrivaled proximity. Originally built in 2017 and completely updated in 2020, the home features soaring ceilings, rich mahogany and cherry finishes, a chef’s kitchen, and multiple entertaining spaces. The ground-floor primary suite is

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 423-1264

    250 West 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

    (866) 819-0148

    L16 Reservoir Rd, Out-Of State, MA 99999
  • /11

    $450,000

    • 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
  • /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
  • /95

    $1,590,000

    • 4 Beds
    • 3.5 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
  • /78

    $850,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 3,405 Sq Ft

    36 Dunmore Ct, Lenox, MA 01240

    Located in one of Lenox most sought after neighborhoods. Surrounded by woods, it gives you a rural feel, yet you're only minutes to the center of town. This Home features 5 bedrooms 3 Full Bathrooms and a Den with a connecting door to the 1st floor bath which gives you the options of a 6th Bedroom / Suite, Large finished sunroom, Family room with fireplace, a beautiful Kitchen, Combined Formal

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    36 Dunmore Ct, Lenox, MA 01240
  • /60

    $1,350,000

    • 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
  • /29

    $675,000

    • 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
  • /80

    $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

    2 Saint Andrews Ct, Lenox, MA 01240
  • /14

    $358,000

    • 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
  • /53

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    500 Walker St, Lenox, MA 01242

    Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

    Matt Carlino MACCARO REAL ESTATE

    500 Walker St, Lenox, MA 01242
  • /30

    $679,000

    • 4 Beds
    • 3.5 Baths
    • 1,843 Sq Ft

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Custom designed 4 BR, 3.5 bath Townhome with Kennedy Park in your back yard! A one owner home with many upgrades make this one of the most desirable in Lenox Woods. Open floor plan with gorgeous kitchen, granite countertops, tile floors & high backsplash, stainless, upgraded appliances and walk in pantry; stone fireplace enjoyed by all the common spaces; first floor en-suite BR; screened porch

    Mary Jo Piretti PIRETTI REAL ESTATE

    28 Evergreen Trail Unit 28, Lenox, MA 01240
  • /30

    $895,000

    • 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
  • /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
  • /28

    $279,000

    • 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
  • /33

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    16 E New Lenox Rd, Lenox, MA 01240

    OFFER DEADLINE 5PM MONDAY MAY 4THWelcome to this classic 1950s ranch on East New Lenox Road, offering bright, simple living in the Berkshires. This three-bedroom, one-bath home features wood floors, fresh paint, and a clean, functional layout.A three-season porch connects to the attached two-car garage and overlooks a fenced backyard—ideal for relaxing or entertaining. While there is no basement,

    Bresdin Mihlek Coldwell Banker Realty - Western MA

    16 E New Lenox Rd, Lenox, MA 01240
  • /48

    $324,500

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

    7 Rolling Hills Unit 7-1, Lenox, MA 01240

    Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Rolling Hills Unit 7-1, Lenox, MA 01240
  • /36

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    11 Lawton St, Lenox, MA 01240

    Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    11 Lawton St, Lenox, MA 01240
  • /23

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,616 Sq Ft

    792 East St, Lenox, MA 01240

    Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. All electric and a new septic system to be installed post

    Mary Jo Piretti PIRETTI REAL ESTATE

    792 East St, Lenox, MA 01240
  • /31

    $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
  • /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
  • /30

    $489,000

    • 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
  • /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
  • /13

    $299,900

    • 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
  • /46

    $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
  • /23

    $3,400,000

    • 14 Beds
    • 16.5 Baths
    • 11,945 Sq Ft

    615 Laurel St, Lee, MA 01238

    An exceptional opportunity awaits at 615 Laurel Street, Lee, MA, presenting a property of enduring character with 530 feet of lakefront. The expansive interior environment encompasses fourteen dedicated bedrooms, each offering an individual sanctuary for rest and rejuvenation. Complementing these private quarters are sixteen full bathrooms, providing unparalleled comfort and convenience

    Mitchell B Muroff Mitchell B. Muroff

    615 Laurel St, Lee, MA 01238
  • /20

    $3,599,000

    • 15 Beds
    • 15 Baths
    • 11,945 Sq Ft

    615 Laurel St, Lee, MA 01238

    The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

    Pamela J Long EAST COAST INN BROKERS

    615 Laurel St, Lee, MA 01238

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.

Frequently Asked Questions

What is the average home price in Lenox, MA?
Homes for sale in Lenox, MA have an average home price of $987,561.
How many homes have sold over the last 12 months in Lenox, MA?
75 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 01254.
How much do you need to make to afford a house in Lenox?
The median home price in Lenox is $632,000. If you put a 20% down payment of $126,400 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $3,130 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $134K 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 Trends in Lenox, MA

Housing Trends

Median Sale Price
$605,000
Median Single Family Sale Price
$675,000
Median Townhouse Sale Price
$374,000
Median 2 Bedroom Sale Price
$356,000
Median 1 Bedroom Sale Price
$273,687
Average Price Per Sq Ft
$380
Number of Homes for Sale
22
Last 12 months Home Sales
75
Months of Supply
3.50
Median List Price
$632,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-1%
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