Berkshire, MA Homes in ZIP Code 01240

/5
$998,000
- Land
- 9 Acres
- $109,670 per Acre
19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the

Selina Lamb

BIRCH PROPERTIES

(413) 343-4919

19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
/4

$1,305 - $3,447 per month

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
/45
$1,150,000 Sold Jul 31, 2025
- 2,995 Sq Ft
- $384/SF
- 29 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2006
4 Stoneledge Rd, Lenox, MA 01240

Charming Lenox contemporary cape on 1 acre. Located in an area of fine homes, this 4 bedroom 4.5 bath home has the following amenities: Screen porch, eat in kitchen with island, family room with fireplace, primary bedroom suite on the main floor, dining room, den, attached two car garage, finished lower level ...great space office or exercise area... natural gas heat, central air, town water

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

4 Stoneledge Rd, Lenox, MA 01240

/36
Not Listed For Sale
Unlisted Address

Unlisted Address

/40
$1,795,000
- 4 Beds
- 3 Baths
- 5,469 Sq Ft
17 East St, Lenox, MA 01240

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

Selina Lamb

BIRCH PROPERTIES

(413) 300-6860

17 East St, Lenox, MA 01240
/20

$1,082 per month

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
/27
$265,000 Sold Jul 23, 2025
- 800 Sq Ft
- $331/SF
- 89 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1860
34 Church St Unit 2, Lenox, MA 01240

Discover the perfect opportunity in the heart of downtown Lenox with a Church Street view! This charming condo is an ideal choice for investors, second homeowners, or those seeking a convenient lifestyle. This unit boasts two bedrooms, two full baths, beautiful wood floors, and a cozy gas fireplace. You will immediately have access to various shops, restaurants, and Tanglewood just minutes away!

Jessica Rizzo Lamacchia Realty, Inc.

34 Church St Unit 2, Lenox, MA 01240

/26
Est $446,289 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

/6
$425,000
- Land
- 3.30 Acres
- $128,788 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
/25
$610,000 Sold Jul 22, 2025
- 1,720 Sq Ft
- $355/SF
- 11 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2011
2 Evergreen Trail, Lenox, MA 01240

Enjoy the peaceful life at Lenox Woods...look out your back windows or screened porch at conservation land and the occasional deer. And inside, you'll enjoy the open living with great room and gas fireplace, kitchen with granite, first floor Primary Suite with vaulted ceiling, plus the finished 2nd floor with family room, 2 large bedrooms with full bath in between and a sweet, newly finished 4th

Mary Jo Piretti PIRETTI REAL ESTATE

2 Evergreen Trail, Lenox, MA 01240

/41
Est $595,110 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

/6
$425,000
- Land
- 3.30 Acres
- $128,788 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
/14
$396,200 Sold Jul 21, 2025
- 938 Sq Ft
- $422/SF
- 5 Days On Market
- 2 Beds
- 1 Bath
- Built 1968
5 Morgan Manor Unit 9, Lenox, MA 01240

This unit is the ''trifecta'' of Morgan Manor: first floor, 2 BR and with garage! Plus it's been fully renovated and has a gorgeous eat in cherry/granite/stainless kitchen, updated bath and beautiful hardwood floors throughout. Maintenance fees of $716/month include your heat, hot water, basic cable/internet and all exterior maintenance....furnishings available if you want to just bring your

Mary Jo Piretti PIRETTI REAL ESTATE

5 Morgan Manor Unit 9, Lenox, MA 01240

/42
Est $2,307,343 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

/30
$2,450,000 Under Contract
- 2 Beds
- 2.5 Baths
- 1,950 Sq Ft
165 Kemble St Unit 17, Lenox, MA 01240

Nestled within the serene, world-renowned Canyon Ranch Lenox campus, this bespoke two-bedroom, two-and-a-half-bath home is among the most private and luxuriously appointed in the Berkshires. A rare opportunity to own a residence where every detail--from architecture to finishes--echoes sophisticated European elegance while embracing the wellness-centered ethos of Canyon Ranch living.Inside,

Selina Lamb

BIRCH PROPERTIES

(413) 547-4966

165 Kemble St Unit 17, Lenox, MA 01240
/49
$487,500 Sold Jul 15, 2025
- 3,210 Sq Ft
- $152/SF
- 17 Days On Market
- 6 Beds
- 2.5 Baths
- Built 1901
9 High St, Lenox, MA 01240

Nestled in one of the most desirable towns in the Berkshires, this charming multi-family home presents a rare and exciting opportunity for investors, contractors, or visionary homeowners. Set on a spacious and desirable lot, this as-is property is ready to be reimagined--offering the perfect canvas for renovation, expansion, or transformation. The home features two side-by-side living units, each

Diane Thorson WILLIAM PITT SOTHEBY'S - GT BARRINGTON

9 High St, Lenox, MA 01240

/52
Est $2,054,380 Not Listed For Sale
- 6 Beds
- 8 Baths
- 7,155 Sq Ft
801 East St, Lenox, MA 01240

801 East St, Lenox, MA 01240

/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
/23
$355,000 Sold Jul 15, 2025
- 1,552 Sq Ft
- $229/SF
- 3 Days On Market
- 2 Beds
- 3 Baths
- Built 1976
9 Rolling Hills Unit 5, Lenox, MA 01240

This immaculate 2Bd, 3 Ba Move In condition unit is being offered Turn Key - fully furnished and fully stocked! But what really makes this unit special are the gorgeous Berkshire views from your private deck!The unit is completely updated & painted. Just bring your clothes and enjoy the pool, tennis & pickle ball courts, kayak racks, community victory garden, book club, mah jong, Bridge.

Susan Baum BERKSHIRE HOMES AND CONDOS

9 Rolling Hills Unit 5, Lenox, MA 01240

/33
Est $711,308 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

/60
$5,150,000
- 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
/11
$1,370,000 Sold Jul 15, 2025
- 1,109 Sq Ft
- $1235/SF
- 34 Days On Market
- 1 Bed
- 1.5 Baths
- Built 2017
165 Kemble St Unit 2, Lenox, MA 01240

Discover luxury living at Canyon Ranch with this 1-bedroom condo, boasting a chef's kitchen with marble countertops, and an expansive great room with a marble gas fireplace. Savor your morning coffee on the serene private balcony. The primary suite is a retreat with a spa-like marble bathroom, ample walk-in closet, and a cozy fireplace. Exclusive resort membership provides access to unparalleled

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

165 Kemble St Unit 2, Lenox, MA 01240

/51
Est $526,275 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

/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
/28
$253,207 Sold Jul 14, 2025
- 1,552 Sq Ft
- $163/SF
- 47 Days On Market
- 3 Beds
- 3 Baths
- Built 1976
8 Rolling Hills Unit 9, Lenox, MA 01240

Welcome to The Rolling Hills Townhouse Community in the glorious town of Lenox, Mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , Shakespeare&Company and Tanglewood. The school system is one of the most

Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

8 Rolling Hills Unit 9, Lenox, MA 01240

/33
Est $705,429 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,407 Sq Ft
55 Sherwood Dr, Lenox, MA 01240

55 Sherwood Dr, Lenox, MA 01240

/54
$979,000
- 5 Beds
- 4.5 Baths
- 2,800 Sq Ft
850 Summer St, Lee, MA 01238

Welcome to the Katydid Cottage, a thoughtfully updated Berkshire home full of modern amenities and historic charm. This five bedroom, four and a half bath freestanding condominium features a bright kitchen, large dining room, living room with gas fireplace insert, powder room, and a primary suite all on the first floor. Upstairs you will find four more bedrooms, two with ensuite bathrooms, and

Katie Williams STONE HOUSE PROPERTIES, LLC

850 Summer St, Lee, MA 01238
/40
$660,000 Sold Jul 10, 2025
- 1,853 Sq Ft
- $356/SF
- 133 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

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

/37
Est $678,297 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,152 Sq Ft
15 Sargent Brook Rd, Lenox, MA 01240

15 Sargent Brook Rd, Lenox, MA 01240

/45
$1,499,000
- 4 Beds
- 4.5 Baths
- 3,190 Sq Ft
121 E Dugway Rd, Lenox, MA 01240

Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

Mary Jo Piretti PIRETTI REAL ESTATE

121 E Dugway Rd, Lenox, MA 01240
/26
$550,000 Sold Jul 09, 2025
- 597 Sq Ft
- $921/SF
- 6 Days On Market
- 1 Bed
- 1 Bath
- Built 1900
170 Main St, Lenox, MA 01240

The most charming ''tiny house''....the one you drive by all the time and it makes you smile! Open kitchen/dining/living with a separate bedroom and full bath. Beautiful hardwood floors, tongue & groove on the walls, charming windows and a snazzy blue door complete the picture. Full basement plus two outbuildings with lots of potential. Mini split for heat and A/C or supplement with the

Mary Jo Piretti PIRETTI REAL ESTATE

170 Main St, Lenox, MA 01240

/13
Est $546,386 Not Listed For Sale
- 2 Beds
- 2 Baths
- 880 Sq Ft
234 Lee Rd, Lenox, MA 01240

234 Lee Rd, Lenox, MA 01240

/70
$1,290,000
- 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

Nicole Moore KELLER WILLIAMS REALTY

257 W Mountain Rd, Lenox, MA 01240
/13
$105,000 Sold Jul 08, 2025
- Land
- 0.78 Acre
- $134,615 per Acre
- 210 Days On Market
0 Plunkett St, Lenox, MA 01240

Lenox - Partially wooded corner lot at the junction of Plunkett and Laurel Lake Road. Much of the lot has been mowed and maintained over the years with an established lawn. Town water and natural gas on the street. Close to Laurel Lake, Shakespeare, the Mount and High Lawn Farm and minutes to Lenox village.

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

0 Plunkett St, Lenox, MA 01240

/38
Est $639,109 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

/50
$1,950,000
- 5 Beds
- 4.5 Baths
- 4,301 Sq Ft
20 E Dugway Rd, Lenox, MA 01240

Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

Tanya Shepardson LAMACCHIA REALTY, INC

20 E Dugway Rd, Lenox, MA 01240
/34
$1,392,500 Sold Jun 25, 2025
- 4,800 Sq Ft
- $290/SF
- 236 Days On Market
- 4 Beds
- 6 Baths
- Built 1989
125 Old Stockbridge Rd, Lenox, MA 01240

A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods.

Tim Gallagher STONE HOUSE PROPERTIES, LLC

125 Old Stockbridge Rd, Lenox, MA 01240

/39
Est $936,523 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

/61
$1,650,000 Pending
- 4 Beds
- 2.5 Baths
- 4,049 Sq Ft
38 Taconic Ave, Lenox, MA 01240

Here is your VERY rare opportunity to own a truly gracious in-town Lenox Victorian. With every inch of this lovely residence meticulously updated, the attention to detail and quality craftsmanship evident throughout ensures the ideal blend of aesthetics and modern day convenience.From the stunning entry foyer, to two front parlors, to the grand dining room and expansive wet bar, you will find

Anne Meczywor ROBERTS & ASSOC. REALTY, INC

38 Taconic Ave, Lenox, MA 01240
/39
$615,250 Sold Jun 25, 2025
- 1,600 Sq Ft
- $385/SF
- 28 Days On Market
- 4 Beds
- 2 Baths
- Built 1963
9 Sullivan Ln, Lenox, MA 01240

Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over

Erin Candee LANCE VERMEULEN RE, INC., LENOX

9 Sullivan Ln, Lenox, MA 01240

Showing Results 1 - 40, Page 1 of 18

Massachusetts Berkshire County Lenox 01240

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