Homes in ZIP Code 01240

/54
$2,649,000 Under Contract
- 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
/20

$1,082 per month plus fees

Lenox Schoolhouse Apartments

Studio

109 Housatonic St, Lenox, MA 01240

Welcome to Lenox Schoolhouse Apartments — newly renovated apartment living in the heart of the Berkshires. Offering thoughtfully updated studio and one-bedroom apartment homes, this charming community combines historic character with modern comfort in a highly walkable Lenox location. Each apartment features spacious open layouts, brand-new interiors, plush carpeting, sun-filled windows, and

109 Housatonic St, Lenox, MA 01240
/47
$660,000 Sold Aug 22, 2025

36 Tucker St, Lenox, MA 01240
- 4 Beds
- 2 Baths
- 2,242 Sq Ft
- Built 1890
Last Sold Summary
- 2% Above List Price
- $294/SF
- 2 Days On Market
Current Estimated Value $676,587

Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

36 Tucker St, Lenox, MA 01240

/36
Not Listed For Sale

Unlisted Address
- Built 1969
Unlisted Address

Last Sold Summary
- $67/SF
- 0 Days On Market
Last Sold Price $1,875,000

Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

/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
/26
$12,000 total monthly price
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
45 Taconic Ave, Lenox, MA 01240

Experience the ultimate Summer in Lenox! This fully restored carriage house is available from June 28 - July 30, offering a prime walk-to-town location just minutes from Tanglewood. Inside, enjoy a light-filled great room with cathedral ceilings, a gas fireplace, and a chef's kitchen. This 2-bed, 2-bath retreat features a first-floor primary suite, hardwood floors, and a brand-new second-floor

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

45 Taconic Ave, Lenox, MA 01240
/40
$660,000 Sold Jul 10, 2025

176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
- 2 Beds
- 2.5 Baths
- 1,853 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $356/SF
- 133 Days On Market
Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

/26
Est $406,353 Not Listed For Sale

26 Old Stockbridge Rd Unit 4, Lenox, MA 01240
- 3 Beds
- 2.5 Baths
- 1,538 Sq Ft
- Built 1870
26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

Last Sold Summary
- 13% Above List Price
- $234/SF
- 141 Days On Market
Last Sold Price $360,000

Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

/42
$1,650,000 Pending
- 4 Beds
- 3 Baths
- 7,027 Sq Ft
17 East St, Stockbridge, MA 01262

Architecturally iconic and rich with history, this brick Federal home and its gracefully conceived mid-1990s expansion offer a rare opportunity for a buyer with vision. The last major renovation paired the 1830s structure with an addition that respects the original proportions while opening new possibilities for contemporary living. Set along the Stockbridge–Lenox corridor on 13+/- acres (9

Selina Lamb

Birch Properties

(413) 300-6860

17 East St, Stockbridge, MA 01262
/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
/23
$355,000 Sold Jul 15, 2025

9 Rolling Hills Unit 5, Lenox, MA 01240
- 2 Beds
- 3 Baths
- 1,552 Sq Ft
- Built 1976
Last Sold Summary
- $229/SF
- 3 Days On Market
Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS

9 Rolling Hills Unit 5, Lenox, MA 01240

/41
Est $595,794 Not Listed For Sale

92 Hubbard St, Lenox, MA 01240
- 3 Beds
- 1.5 Baths
- 1,861 Sq Ft
- Built 1973
92 Hubbard St, Lenox, MA 01240

Last Sold Summary
- 3% Above List Price
- $311/SF
- 7 Days On Market
Last Sold Price $578,000

Last Listing Agent Diane Thorson William Pitt

/42
$1,280,000
- 3 Beds
- 4.5 Baths
- 2,691 Sq Ft
18 Highcrest Rd Unit 20, Lenox, MA 01240

Selina Lamb

Birch Properties

(413) 591-5654

18 Highcrest Rd Unit 20, Lenox, MA 01240
/23
$2,300 total monthly price
- Condo for Rent
18 Morgan St Unit 1, Lenox, MA 01240

Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.

Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON

18 Morgan St Unit 1, Lenox, MA 01240
/39
$502,500 Sold Aug 08, 2025

80 Plunkett St, Lenox, MA 01240
- 3 Beds
- 1.5 Baths
- 1,798 Sq Ft
- Built 1953
Last Sold Summary
- 1% Above List Price
- $279/SF
- 19 Days On Market
Current Estimated Value $522,320

Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

80 Plunkett St, Lenox, MA 01240

/42
Est $2,145,291 Not Listed For Sale

809 East St, Lenox, MA 01240
- 5 Beds
- 5.5 Baths
- 6,625 Sq Ft
- Built 2002
809 East St, Lenox, MA 01240

Last Sold Summary
- 12% Below List Price
- $370/SF
- 22 Days On Market
Last Sold Price $2,449,000

Last Listing Agent Tonia Scalise William Pitt

/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

Gary L Fuls DBA Re/MAX Transit

(866) 819-0148

L16 Reservoir Rd, Out-Of State, MA 99999
/13
$2,250 total monthly price
- 1 Bath
- 750 Sq Ft
- Property for Rent
27 Housatonic St, Lenox, MA 01240

Make your dreams come true! Perhaps one of the best retail locations in Historic downtown Lenox. This highly sought after space is centrally located with high foot traffic count and is located on the corner of Church St. and Housatonic. The 750 sq.ft. has two great large window wells along the sidewalk entrance and includes your own bathroom and kitchenette. Nestled amongst dozens of small shops,

Tim Gallagher STONE HOUSE PROPERTIES, LLC

27 Housatonic St, Lenox, MA 01240
/64
$1,383,000 Sold Jan 15, 2026

19 Hawthorne Rd Unit CV 7-A, Stockbridge, MA 01262
- 3 Beds
- 3.5 Baths
- 3,284 Sq Ft
- Built 1986
Last Sold Summary
- 20% Above List Price
- $421/SF
- 8 Days On Market
Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

19 Hawthorne Rd Unit CV 7-A, Stockbridge, MA 01262

/52
Est $2,161,382 Not Listed For Sale

801 East St, Lenox, MA 01240
- 6 Beds
- 8 Baths
- 7,155 Sq Ft
- Built 2001
801 East St, Lenox, MA 01240

Last Sold Summary
- 14% Above List Price
- $265/SF
- 14 Days On Market
Last Sold Price $1,895,018

Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

/4
$500,000
- Land
- 3.44 Acres
- $145,349 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.

(413) 393-2997

117 Lime Kiln Rd, Lenox, MA 01240
/23
$3,500 total monthly price
- 2 Beds
- 2.5 Baths
- 1,867 Sq Ft
- House for Rent
34 Galway Ct, Lenox, MA 01240

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 just five minutes away. The house features a very

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

34 Galway Ct, Lenox, MA 01240
/4
$250,000 Sold Dec 24, 2025

0 Main St, Lenox, MA 01240
- Land
- 10 Acres
- $25,000 per Acre
Last Sold Summary
- 46 Days On Market
Last Listing Agent Carol Smith Berkshire Hathaway HomeServices Stephan Real Estate

0 Main St, Lenox, MA 01240

/33
Est $709,668 Not Listed For Sale

770 Summer St Unit 2C, Lee, MA 01238
- 3 Beds
- 3 Baths
- 1,804 Sq Ft
- Built 1984
770 Summer St Unit 2C, Lee, MA 01238

Last Sold Summary
- 15% Above List Price
- $342/SF
- 54 Days On Market
Last Sold Price $616,250

Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

/46
$1,280,000
- 3 Beds
- 4.5 Baths
- 2,691 Sq Ft
18 Highcrest Rd, Lenox, MA 01240

Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

Selina Lamb

BIRCH PROPERTIES

(413) 319-9976

18 Highcrest Rd, Lenox, MA 01240
/16
$152,500 Sold Jun 13, 2025

260 Pittsfield Rd Unit D - 7, Lenox, MA 01240
- 1 Bed
- 1 Bath
- 670 Sq Ft
- Built 1970
Last Sold Summary
- $228/SF
- 6 Days On Market
Current Estimated Value $151,297

Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

260 Pittsfield Rd Unit D - 7, Lenox, MA 01240

/51
Est $554,584 Not Listed For Sale

142 New Lenox Rd, Lenox, MA 01240
- 4 Beds
- 2 Baths
- 1,929 Sq Ft
- Built 1917
142 New Lenox Rd, Lenox, MA 01240

Last Sold Summary
- 18% Above List Price
- $244/SF
- 71 Days On Market
Last Sold Price $470,000

Last Listing Agent Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

/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
/34
$1,392,500 Sold Jun 25, 2025

125 Old Stockbridge Rd, Lenox, MA 01240
- 4 Beds
- 6 Baths
- 4,800 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $290/SF
- 236 Days On Market
Current Estimated Value $1,425,478

Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

125 Old Stockbridge Rd, Lenox, MA 01240

/33
Est $740,525 Not Listed For Sale

55 Sherwood Dr, Lenox, MA 01240
- 3 Beds
- 4 Baths
- 2,407 Sq Ft
- Built 1968
55 Sherwood Dr, Lenox, MA 01240

Last Sold Summary
- 6% Above List Price
- $291/SF
- 79 Days On Market
Last Sold Price $700,000

Last Listing Agent Elle Villetto William Pitt

/56
$1,490,000
- 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
/54
$1,100,000 Sold Jun 11, 2025

40 Frothingham Crossing, Lenox, MA 01240
- 3 Beds
- 2 Baths
- 1,826 Sq Ft
- Built 1962
Last Sold Summary
- 31% Above List Price
- $602/SF
- 236 Days On Market
Current Estimated Value $1,020,901

Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

40 Frothingham Crossing, Lenox, MA 01240

/38
Est $662,328 Not Listed For Sale

770 Summer St Unit 4D, Lee, MA 01238
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
- Built 1984
770 Summer St Unit 4D, Lee, MA 01238

Last Sold Summary
- 10% Above List Price
- $357/SF
- 18 Days On Market
Last Sold Price $600,000

Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

/42
$1,085,000 Pending
- 3 Beds
- 2.5 Baths
- 2,084 Sq Ft
220 Kemble St, Lenox, MA 01240

Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate,

Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

220 Kemble St, Lenox, MA 01240
/63
$856,000 Sold Oct 01, 2025

33 Brunell Ave, Lenox, MA 01240
- 3 Beds
- 2 Baths
- 1,630 Sq Ft
- Built 1957
Last Sold Summary
- 14% Above List Price
- $525/SF
- 8 Days On Market
Current Estimated Value $811,748

Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

33 Brunell Ave, Lenox, MA 01240

/39
Est $1,019,609 Not Listed For Sale

4 October Hill Rd, Lenox, MA 01240
- 4 Beds
- 4.5 Baths
- 3,991 Sq Ft
- Built 2003
4 October Hill Rd, Lenox, MA 01240

Last Sold Summary
- 19% Above List Price
- $215/SF
- 281 Days On Market
Last Sold Price $859,000

Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

/89
$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
/31
$524,500 Sold Oct 28, 2025

30 Clifden Ct Unit 5, Lenox, MA 01240
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1984
Last Sold Summary
- 2% Below List Price
- $336/SF
- 31 Days On Market
Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

30 Clifden Ct Unit 5, Lenox, MA 01240

/26
Est $689,493 Not Listed For Sale

143 W Mountain Rd, Lenox, MA 01240
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
- Built 1978
143 W Mountain Rd, Lenox, MA 01240

Last Sold Summary
- 9% Above List Price
- $363/SF
- 3 Days On Market
Last Sold Price $634,000

Last Listing Agent Barney Stein LANCE VERMEULEN RE, INC

/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

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Massachusetts Berkshire County Lenox 01240

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