Lenox, MA Homes

/28
$475,000 Sold Aug 12, 2025
- 1,380 Sq Ft
- $344/SF
- 35 Days On Market
- 3 Beds
- 1 Bath
- Built 1860
127 Housatonic St, Lenox, MA 01240

LOCATION- DOWNTOWN LENOX! Upstairs has 3 bedroom, 1 bath. Main level has nice flow. Kitchen and dining has direct access to back patio and attached garage. Large living room flows out to front covered sitting porch. New decking and steps go down to the walk out full basement with workshop. Walk to public tennis /pickle ball courts, ball fields, food / cafes, Kennedy Park & Lenox Community

Donna DiGrigoli DIGRIGOLI REAL ESTATE

127 Housatonic St, Lenox, MA 01240

/65
Est $1,785,922 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,869 Sq Ft
8 Melville Ct, Lenox, MA 01240

8 Melville Ct, Lenox, MA 01240

/10
$365,000 Pending
- 5 Beds
- 1.5 Baths
- 2,490 Sq Ft
15 Golden Hill Rd, Lee, MA 01238

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

John Segalla HOUSATONIC REAL ESTATE

15 Golden Hill Rd, Lee, MA 01238
/53
$625,000 Sold Aug 12, 2025
- 1,687 Sq Ft
- $370/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1967
73 Birchwood Ln, Lenox, MA 01240

Neat as a pin and a gardener's delight! Sited near the end of a cul-de-sac this Lenox neighborhood home offers so much to come home to! First floor features fireplaced front-to-back living room that opens to an updated three-season sunroom. Formal dining with built-in storage, open kitchen with access to rear deck. Recently remodeled 1st floor full bath with walk-in shower. Second level

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

73 Birchwood Ln, Lenox, MA 01240

/15
Est $496,849 Not Listed For Sale
- 6 Beds
- 3 Baths
- 2,743 Sq Ft
10 Crystal St, Lenox Dale, MA 01242

10 Crystal St, Lenox Dale, MA 01242

/42
$1,825,000 Pending
- 4 Beds
- 3.5 Baths
- 3,452 Sq Ft
16 Sedgwick Ln Unit 40, Lenox, MA 01240

Luxury in Lenox......If you are looking for carefree living with fabulous amenities at a world class resort, this Fairwynds single family residence at Miraval/Wyndhurst may be the perfect spot for you. Beautifully renovated with sleek, clean lines, generous two volume great room with wood burning fireplace, direct access to screened porch and open decking; all open to the gourmet kitchen with

Mary Jane White COHEN & WHITE ASSOCIATES

16 Sedgwick Ln Unit 40, Lenox, MA 01240
/11
$265,000 Sold Aug 12, 2025
- Land
- 2 Acres
- $132,500 per Acre
- 53 Days On Market
0 Old Stockbridge Rd, Lenox, MA 01240

This 2-acre property just .4 mi. from the center of Lenox is an opportunity of a lifetime to build your Berkshire dream luxury/lifestyle home. This historical property was the site for the home of Jonathan Hinsdale-first European inhabitant in the town of Lenox (1750). Adjacent to Shakespeare & Company Campus and just minutes from Tanglewood and all the local attractions. Town

Tim Gallagher STONE HOUSE PROPERTIES, LLC

0 Old Stockbridge Rd, Lenox, MA 01240

/39
Est $729,320 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,255 Sq Ft
190 Hubbard St, Lenox, MA 01240

190 Hubbard St, Lenox, MA 01240

/6
$250,000 Pending
- 4 Beds
- 2 Baths
- 1,986 Sq Ft
249 Pittsfield Rd, Lenox, MA 01240

Opportunity knocks in the Berkshires! COMMERCIALLY & RESIDENTIALLY ZONED. This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory. With residential and commercial zoning, two curb cuts, and access to natural

Reciprocal Reciprocal Berkshire Reciprocal

249 Pittsfield Rd, Lenox, MA 01240
/39
$502,500 Sold Aug 08, 2025
- 1,798 Sq Ft
- $279/SF
- 19 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
80 Plunkett St, Lenox, MA 01240

Lenox ranch in pristine condition! Freshly painted exterior, gleaming hardwood floors; wide hallway and generously proportioned rooms. Vintage kitchen opens to rear deck. The large unfinished basement/workshop has potential for additional finished space with some full-sized windows and walk-out. Custom built for the owner's family, this home has never been on the market before! The

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

80 Plunkett St, Lenox, MA 01240

/25
Est $363,416 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
6 Jennifer St, Lenox, MA 01240

6 Jennifer St, Lenox, MA 01240

/40
$585,000 Pending
- 4 Beds
- 3.5 Baths
- 3,206 Sq Ft
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
/22
$110,000 Sold Aug 08, 2025
- 1,152 Sq Ft
- $95/SF
- 18 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1993
i-6 Robert Ave, Lenox, MA 01240

This charming 2 bedroom, 1.5 bathroom manufactured home is located in the Berkshire Mobile Home Park community. With a little tender loving care, this unit could serve as a wonderful vacation home or a cozy full time dwelling. Just minutes from downtown Lenox, and Pittsfield; this unit enjoys easy access to many of the cultural and recreational activities that make the Berkshires a special place

Cristian Sanchez COHEN & WHITE ASSOCIATES

i-6 Robert Ave, Lenox, MA 01240

/34
Est $1,437,408 Not Listed For Sale
- 4 Beds
- 6 Baths
- 5,664 Sq Ft
12 Housatonic St, Lenox, MA 01240

12 Housatonic St, Lenox, MA 01240

/22
$325,000 Pending
- 3 Beds
- 1 Bath
- 1,986 Sq Ft
349 New Lenox Rd, Lenox, MA 01240

Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

Timothy Johnson NOCHER REALTY

349 New Lenox Rd, Lenox, MA 01240
/61
$1,550,000 Sold Aug 06, 2025
- 4,049 Sq Ft
- $383/SF
- 13 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1880
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

/25
Est $701,966 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,758 Sq Ft
108 Kemble St, Lenox, MA 01240

108 Kemble St, Lenox, MA 01240

/4
$250,000 Pending
- Land
- 10 Acres
- $25,000 per Acre
0 Main St, Lenox, MA 01240

Lenox is your stepping-stone to the heart of the Berkshires with all that it has to offer. From superb dining , nature, culture, relaxation, and fresh air. This 10 acre parcel is Located near John Drummond Kennedy State Park a go-to destination with fantastic hiking trails.

Carol Smith Berkshire Hathaway HomeServices Stephan Real Estate

0 Main St, Lenox, MA 01240
/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

/35
Est $1,044,013 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,048 Sq Ft
2 Dunmore Ct, Lenox, MA 01240

2 Dunmore Ct, Lenox, MA 01240

/21
$375,000 Pending
- 4 Beds
- 2 Baths
- 1,968 Sq Ft
524 Walker St, Lenox Dale, MA 01242

Come see one of the very few multi families available in Lenox!! One unit is vacant and move in ready. Perfect for owner occupied buyer or an investor looking for a nice multi family in the Berkshires!!

David Houser NON-MEMBER / RECIPROCAL

524 Walker St, Lenox Dale, MA 01242
/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

/49
Est $4,266,285 Not Listed For Sale
- 6 Beds
- 7 Baths
- 10,371 Sq Ft
89 Cliffwood St, Lenox, MA 01240

89 Cliffwood St, Lenox, MA 01240

/20
$224,950 Pending
- 2 Beds
- 1.5 Baths
- 1,069 Sq Ft
15 Hubbard St, Lenox, MA 01240

Terrific opportunity to own a piece of Historic Lenox. Set back from the road, secluded by deciduous shade tree. Spacious front lawn & close to village This is a diamond in the rough & with some sweat equity could be a shining star. Original wood floors throughout. One car garage and garden shed in backyard which is very private. HW heater 1 yr old. Enclosed Porch has new footings & roof is

Beth VanNess Key Realty

15 Hubbard 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

/51
Est $894,678 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,352 Sq Ft
6 Cedar Ln, Lenox, MA 01240

6 Cedar Ln, Lenox, MA 01240

/11
$1,370,000 Sold Jul 15, 2025
- 1,109 Sq Ft
- $1,235/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

/20
Est $421,330 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,436 Sq Ft
44 New Lenox Rd, Lenox, MA 01240

44 New Lenox Rd, 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

/36
Est $694,326 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,266 Sq Ft
43 Sherwood Dr, Lenox, MA 01240

43 Sherwood Dr, 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 $1,195,146 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,401 Sq Ft
48 Cliffwood St, Lenox, MA 01240

48 Cliffwood St, 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

/50
Est $732,535 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,028 Sq Ft
25 Saint Anns Ave, Lenox, MA 01240

25 Saint Anns Ave, 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

/53
Est $808,281 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,290 Sq Ft
259 Housatonic St, Lenox, MA 01240

259 Housatonic St, 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

/20
Est $585,238 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,813 Sq Ft
93 Church St, Lenox, MA 01240

93 Church St, 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

/29
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,744 Sq Ft
8 Tucker St, Lenox, MA 01240

8 Tucker St, Lenox, MA 01240

Showing Results 81 - 120, Page 3 of 18

Massachusetts Berkshire County Lenox

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage