Homes in ZIP Code 01240

/60
$2,550,000 Pending
- 7 Beds
- 7 Baths
- 6,578 Sq Ft
813 East St, Lenox, MA 01240

An elegant Berkshires residence, 813 East Street in Lenox, MA is a fully renovated seven-bedroom home designed for both sophistication and ease of living. Built in 2004 and extensively reimagined over the past few years, this Lenox property offers the rare combination of privacy, luxury, and seamless indoor-outdoor living--all in the cultural heart of the Berkshires.Professionally landscaped

Selina Lamb

BIRCH PROPERTIES

(413) 314-2725

813 East St, Lenox, MA 01240
/25

$1,082 per month plus fees

Lenox Schoolhouse Apartments

Studio

109 Housatonic St, Lenox, MA 01240

The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

109 Housatonic St, Lenox, MA 01240
/40
$618,300 Sold Dec 02, 2025
- 3,206 Sq Ft
- $193/SF
- 8 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1972
20 Bentrup Ct, Lenox, MA 01240

Beautiful views of October Mt. from this expansive 4 BR, 3 full bath home. One owner for almost 40 years, who has done several additions over the years, beautiful hardwood floors in most of the house, Primary BR addition with vaulted ceiling, plus an additional great room addition with access to the large deck and yard. New roof, hardwoods recently exposed so in very nice condition, lower level

Mary Jo Piretti PIRETTI REAL ESTATE

20 Bentrup Ct, Lenox, MA 01240

/36
Not Listed For Sale
Unlisted Address

Unlisted Address

/53
$2,649,000
- 6 Beds
- 6.5 Baths
- 4,289 Sq Ft
250 West St, Lenox, MA 01240

Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

Selina Lamb

BIRCH PROPERTIES

(413) 423-1264

250 West St, Lenox, MA 01240
/2

Call for Price

Apartment for Rent

1 Bed

68 Kemble St, Lenox, MA 01240

68 Kemble St, Lenox, MA 01240
/26
$399,000 Sold Nov 25, 2025
- 1,344 Sq Ft
- $297/SF
- 46 Days On Market
- 3 Beds
- 1 Bath
- Built 1977
153 E Dugway Rd, Lenox, MA 01240

**Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

Matt Carlino MACCARO REAL ESTATE

153 E Dugway Rd, Lenox, MA 01240

/26
Est $395,068 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,538 Sq Ft
26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

/7
$998,000
- Land
- 9.1 Acres
- $109,670 per Acre
19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

RARE BERKSHIRE OPPORTUNITY: READY-TO-BUILD MODERN RETREAT ON A PRIVATE POND + DEEDED STOCKBRIDGE BOWL BEACH RIGHTSDiscover a truly extraordinary offering in the heart of the Berkshires--9.1 pristine acres with direct frontage on Lily Pond, a private, non-motorized body of water celebrated for its serenity, protected natural setting, and sweeping views. Occupying the entire southern end of the

Selina Lamb

BIRCH PROPERTIES

(413) 343-4919

19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
/17

$1,305 - $3,447 per month plus fees

Forge

1 - 3 Beds

66 Brushwood Way, Lenox, MA 01240

Forge is a brand new mixed-income housing community currently under construction in Lenox, MA. The development will include 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge will contain 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments will have their own

66 Brushwood Way, Lenox, MA 01240
/12
$577,500 Sold Nov 21, 2025
- 2,170 Sq Ft
- $266/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1930
30 Walker St, Lenox, MA 01240

Discover the perfect blend of location and opportunity with this well-maintained two-family home in the heart of Lenox, Just steps from the Main Street of downtown, this property features a spacious three bedroom unit and a charming one bedroom unit- ideal for rental income, extended family, or guests, Enjoy privacy and outdoor relaxation in the lovely backyard, all while being close to shops,

Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

30 Walker St, Lenox, MA 01240

/41
Est $610,271 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,861 Sq Ft
92 Hubbard St, Lenox, MA 01240

92 Hubbard St, Lenox, MA 01240

/42
$1,795,000
- 4 Beds
- 3 Baths
- 7,027 Sq Ft
17 East St, Lenox, MA 01240

ICONIC STOCKBRIDGE BRICK FEDERAL ESTATEElegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Built in the 1830s, the Carter Estate has been artfully expanded and boasts over 5,400sf of light-filled, luxurious living space.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping

Selina Lamb

Birch Properties

(413) 300-6860

17 East St, Lenox, MA 01240
/2
$3,400 total monthly price
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Condo for Rent
34 Church St Unit 2B, Lenox, MA 01240

Downtown Lenox!!Located in the heart of downtown Lenox, Unit 2B is a newly renovated condo nestled within shops, boutiques and numerous restaurants that are a staple to the Berkshires. This condo features 2 bedrooms, 1 full bathroom and an additional half bathroom. The spacious and open kitchen, living and dining area allows for plenty of gathering space. Living area has a beautiful working

34 Church St Unit 2B, Lenox, MA 01240
/13
$189,000 Sold Nov 21, 2025
- 800 Sq Ft
- $236/SF
- 105 Days On Market
- 1 Bed
- 1 Bath
- Built 1970
260 Pittsfield Rd Unit B-5, Lenox, MA 01240

Light, updated, and move in ready this 1BR/1BA, 800 sq ft condo at Lenox Heights offers easy Berkshire living minutes to downtown Lenox and Tanglewood. The renovated kitchen features crisp cabinetry and stainless appliances, opening to a sunny living/dining area with sliders to a private rear balcony, perfect for morning coffee or unwinding after a show. Plush wall-to-wall carpeting creates a

Samantha Homeyer BIRCH PROPERTIES

260 Pittsfield Rd Unit B-5, Lenox, MA 01240

/42
Est $2,273,416 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 6,625 Sq Ft
809 East St, Lenox, MA 01240

809 East St, Lenox, MA 01240

/6
$395,000
- Land
- 3.3 Acres
- $119,697 per Acre
9 Wheatleigh Dr, Stockbridge, MA 01262

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Selina Lamb

Birch Properties

(413) 343-5283

9 Wheatleigh Dr, Stockbridge, MA 01262
/50
$1,300,000 Sold Nov 18, 2025
- 2,266 Sq Ft
- $574/SF
- 29 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1998
14 A Muirfield Dr Unit 14A, Lenox, MA 01240

Looking for one level living and a great Lenox location?? Miraval/Coldbrooke South paired villa with many recent renovations and updates! Sited at the end of Muirfield Drive -enjoy condo community living with a balance of privacy, open lawn and lots of green space. An updated and chic design with newly installed hardwood floors throughout. First floor living with great room including gas

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

14 A Muirfield Dr Unit 14A, Lenox, MA 01240

/52
Est $2,150,939 Not Listed For Sale
- 6 Beds
- 8 Baths
- 7,155 Sq Ft
801 East St, Lenox, MA 01240

801 East St, Lenox, MA 01240

/6
$395,000
- Land
- 3.3 Acres
- $119,697 per Acre
9 Wheatleigh Dr, Stockbridge, MA 01262

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Selina Lamb

BIRCH PROPERTIES

(413) 722-5098

9 Wheatleigh Dr, Stockbridge, MA 01262
/30
$500,000 Sold Nov 14, 2025
- 1,858 Sq Ft
- $269/SF
- 184 Days On Market
- 4 Beds
- 2 Baths
- Built 1900
178 New Lenox Rd, Lenox, MA 01240

Move-in ready Lenox 4 bed 2 full bath with mountain views on 1 acre. 3 full bedrooms upstairs, 1st floor study/ 4th bedroom. Large screened back porch and front 3- season room. Town water and sewer, natural gas heat and see-through wild-life fence protects huge backyard. Recent updates - new roof, gutters, exterior paint, new front porch entrance and back stairs, refurbished 3 season room, sealed

Sean Taylor MORESI REAL ESTATE PARTNERS

178 New Lenox Rd, Lenox, MA 01240

/33
Est $799,659 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,804 Sq Ft
770 Summer St Unit 2C, Lee, MA 01238

770 Summer St Unit 2C, Lee, MA 01238

/82
$2,550,000 Pending
- 6 Beds
- 6.5 Baths
- 7,143 Sq Ft
13 Taconic Ave, Lenox, MA 01240

An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

13 Taconic Ave, Lenox, MA 01240
/33
$587,500 Sold Nov 05, 2025
- 1,680 Sq Ft
- $350/SF
- 21 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1948
59 Hawthorne St, Stockbridge, MA 01262

Just moments from Stockbridge Bowl and Tanglewood, this lovely, easy, three-bedroom, two-and-a-half-bath home offers abundant light and an enviable Berkshire setting with a mid-century vibe. Large south-facing windows fill the open living and dining room with sunshine, complemented by a fireplace, while a second fireplace warms the lower-level family room. Three bedrooms and a bath and a half

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

59 Hawthorne St, Stockbridge, MA 01262

/51
Est $573,440 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,929 Sq Ft
142 New Lenox Rd, Lenox, MA 01240

142 New Lenox Rd, Lenox, MA 01240

/70
$995,000
- 3 Beds
- 2.5 Baths
- 2,844 Sq Ft
257 W Mountain Rd, Lenox, MA 01240

Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone patios,

Nicole Moore KELLER WILLIAMS REALTY

257 W Mountain Rd, Lenox, MA 01240
/57
$610,000 Sold Oct 30, 2025
- 1,720 Sq Ft
- $355/SF
- 70 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2011
4 Evergreen Trail, Lenox, MA 01240

Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

4 Evergreen Trail, Lenox, MA 01240

/33
Est $751,078 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,407 Sq Ft
55 Sherwood Dr, Lenox, MA 01240

55 Sherwood Dr, Lenox, MA 01240

/51
$1,998,000 Pending
- 12 Beds
- 10.5 Baths
- 7,979 Sq Ft
7 Hubbard St, Lenox, MA 01240

Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property--known as the Israel Dewey House--stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today.The Main HouseSpanning 6,839 square feet across three

Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

7 Hubbard St, Lenox, MA 01240
/31
$524,500 Sold Oct 28, 2025
- 1,560 Sq Ft
- $336/SF
- 31 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
30 Clifden Ct Unit 5, Lenox, MA 01240

Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

Tony Segalla LANCE VERMEULEN RE, INC

30 Clifden Ct Unit 5, Lenox, MA 01240

/38
Est $673,286 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
770 Summer St Unit 4D, Lee, MA 01238

770 Summer St Unit 4D, Lee, MA 01238

/64
$1,150,000 Pending
- 3 Beds
- 3.5 Baths
- 3,284 Sq Ft
19 Hawthorne Rd Unit CV 7-A, Stockbridge, MA 01262

WHITE PINES COUNTRY VILLA WITH DEEDED STOCKBRIDGE BOWL BEACHFRONT!! This sought after end unit is the one you've been waiting for if you are looking for the ease of condominium living with a striking Great Room with vaulted ceiling, open dining/kitchen living, fireplace, wall of windows that take in the meadow view and direct access to decking along with the primary bedroom with a wall of closets

Mary Jane White COHEN & WHITE ASSOCIATES

19 Hawthorne Rd Unit CV 7-A, Stockbridge, MA 01262
/51
$715,000 Sold Oct 22, 2025
- 1,705 Sq Ft
- $419/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
19 Hawthorne St Unit Stables 1A, Lenox, MA 01240

PREMIERE COMMUNITY-WHITE PINES This tastefully updated 2 bed 2 bath home has so much to offer: Generous great room with a wall of windows overlooking lush lawn and a beautiful flower garden. A lovely wood burning fireplace graces the open plan living/dining room. A chefs kitchen with quartz counter, stainless steal appliances, new dishwasher and an induction range. The large en-suite primary has

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

19 Hawthorne St Unit Stables 1A, Lenox, MA 01240

/39
Est $974,002 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,991 Sq Ft
4 October Hill Rd, Lenox, MA 01240

4 October Hill Rd, Lenox, MA 01240

/58
$1,100,000 Under Contract
- 4 Beds
- 4.5 Baths
- 2,995 Sq Ft
4 Stoneledge Rd, Lenox, MA 01240

Stunning Contemporary Cape ready for you! Step into this beautiful 4 bed, 4.5 bath home nestled on an acre in beautiful Lenox, just minutes from downtown. Built in 2006, this cape blends refined finishes with relaxed Berkshire living. Spacious main level primary suite, bright eat in kitchen with center island that is open to the spacious living room with fireplace. Gorgeous sun room overlooks the

Nicole Moore KELLER WILLIAMS REALTY

4 Stoneledge Rd, Lenox, MA 01240
/13
$250,000 Sold Oct 17, 2025
- 709 Sq Ft
- $353/SF
- 62 Days On Market
- 1 Bed
- 1 Bath
- Built 1968
3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

Welcome to 3‑8 Morgan Manor, a charming one-bedroom condo nestled in the heart of Lenox Village. This move-in-ready unit offers a sunlit layout with cozy carpeting, and efficient space. The condo fee includes heat, hot water, gas, water, and sewer, making for truly hassle-free living. Located in a well-maintained building just steps from downtown Lenox, you'll enjoy easy access to

Katie Soules WILLIAM RAVEIS REAL ESTATE

3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

/29
Est $301,940 Not Listed For Sale
- 1 Bed
- 1 Bath
- 725 Sq Ft
6 Morgan Manor Unit 11, Lenox, MA 01240

6 Morgan Manor Unit 11, Lenox, MA 01240

/60
$4,950,000
- 7 Beds
- 8.5 Baths
- 7,073 Sq Ft
1 Pinecroft Dr, Lenox, MA 01240

Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

1 Pinecroft Dr, Lenox, MA 01240
/9
$185,000 Sold Oct 16, 2025
- 800 Sq Ft
- $231/SF
- 6 Days On Market
- 1 Bed
- 1 Bath
- Built 1970
260 Pittsfield Rd Unit 16C, Lenox, MA 01240

Enjoy an affordable, low maintenance lifestyle in this well-kept 800 square foot condominium. This bright and comfortable home offers easy living in a pet-friendly community with fantastic amenities, including a sparkling pool, walking trails and pickleball courts. Perfect as a year-round residence or Berkshire getaway, you'll love being close to shops, restaurants, Tanglewood, and outdoor

Victoria Standring LAMACCHIA REALTY, INC

260 Pittsfield Rd Unit 16C, Lenox, MA 01240

/26
Est $698,739 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
143 W Mountain Rd, Lenox, MA 01240

143 W Mountain Rd, Lenox, MA 01240

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Massachusetts Berkshire County Lenox 01240

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