Lenox Real Estate

Lenox is the perfect place to live the life you want, where city culture meets country living. The county’s longest-held center for culture, Lenox in central Berkshire County is home to Tanglewood, The Mount, Shakespeare and Company, and several world-class resorts and restaurants amidst many lakes, rivers, and hiking trails. There are real estate options for everyone in Lenox, from those looking to relocate – maybe buy a vacation home – or perhaps find a gracious retirement community in a peaceful surrounding Lenox has it.

Search new real estate in the Berkshire town of Lenox, MA. Discover hundreds of current listings, including beautiful antique properties and single-family homes. Like what you see? Register with us to save your favorites, and receive notifications with similar properties are listed. Contact us today to see any of the homes below!

36 Pittsfield Lenox MA 01240

MLS Number 228146

  • Commercial
  • Acreage 68.87

This unique property along route 7 in lenox lends itself to development with a combination of retail, entertainment, office and residential spaces. Its location has high visibility, two dedicated curb cuts including a signaled intersection and high traffic count (35,198 aadt in 2018). Property is within the gateway mixed use development overlay district which encourages intensive mixed use development approaches. It abuts the recently built courtyard marriott hotel and is directly across the street (at a signaled intersection) from the lenox commons - a successful development of retail and office with condominiums. The property totals 68+ acres, ~25 acres are in the c3a (commercial) zoning district + overlay above the balance (~43 acres) is in r1a (residential, 1 acre minimum).

Listed by Aldrich Blair Team of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 Pittsfield Lenox MA 01240

Lenox, MA36 Pittsfield Rd

Price$3,800,000

Est. Mortgage: $/month

MLS Number 228149

  • Land
  • Acreage 68.87

This unique 68 acre property along route 7 in lenox lends itself to development with a combination of retail, entertainment, office and residential spaces. Its location has high visibility, two dedicated curb cuts including a signaled intersection and high traffic count (35,198 aadt in 2018). Property is within the gateway mixed use development overlay district which encourages intensive mixed use development approaches. It abuts the recently built courtyard marriott hotel and is directly across the street (at a signaled intersection) from the lenox commons - a successful development of retail and office with condominiums. The property totals 68+ acres, ~25 acres are in the c3a (commercial) zoning district + overlay above the balance (~43 acres) is in r1a (residential, 1 acre minim

Listed by Aldrich Blair Team of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

10 Richmond Mountain Lenox MA 01240
Pending

MLS Number 231493

  • Commercial
  • Acreage 21.4

The apple tree inn is a luxurious 34 room private b&b sited on over 20 spectacular rolling hillside acres with heavenly distant views of the scenic berkshire mountainscape. Ideal for weddings and large events, the main house, built in 1885, hosts 13 guest rooms, a handsome tavern/tap room, and a upscale 100+ seat restaurant.The lodge building was added in 1966 with 21 additional rooms, and the original carriage house is now a lovely owners home.Unique in its location, guests can walk across the street to tanglewood for a show or simply enjoy the symphonic sounds from the front porch with dinner. Stockbridge bowl is only steps away as well as kripalu yoga center. With year round draw, the inn boasts strong revenues and occupancy rate. Call for a private tour!

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

119 Under Mountain Lenox MA 01240

Lenox, MA119 Under Mountain Rd

Price$3,400,000

Est. Mortgage: $/month

MLS Number 231866

  • Residential
  • Bathroom 9
  • Bedrooms 9
  • Square Feet 11,857
  • Acreage 11.2

Spectacular landscaping surrounds the gracious main home of this historic property in lenox. With a sympathetic melding of the old and the new, the original house was built in the 1830's and added to throughout the years. Today it is a large and comfortable home for gathering and entertaining family and friends or just escaping the stress of today's world. Six bedrooms, 5.5 baths. Brick paths meander through lovely gardens , to the artfully converted barn/guest house and the 20'x 40'pool/hot tub area - far enough from the main house for privacy but close enough for conviviality. Highlighted by a fabulous cone-shaped window the 'barn' has large living spaces, a kitchen, bar, three bedrooms, 2.5 baths. A magnificent property.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Pinecroft Lenox MA 01240

Lenox, MA1 Pinecroft Dr

Price$2,875,000

Est. Mortgage: $/month

MLS Number 229619

  • Residential
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,816
  • Acreage 1.14

Exquisite in every detail, this home graces more than an acre of prime berkshire property! In a league of it's own as part of the pinecroft subdivsion of canyon ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!

Listed by Mike Taxter of LENOX CANYON REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

25 Cliffwood Lenox MA 01240

Lenox, MA25 Cliffwood St

Price$2,600,000

Est. Mortgage: $/month

MLS Number 228145

  • Residential
  • Bathroom 10
  • Bedrooms 10
  • Square Feet 7,393
  • Acreage 1.22

Proudly presenting this newly refurbished 10 bedroom, 9 and half bath, privately owned, walk to town, historic lenox ''cottage''. Lovingly named osceola after the dramatic view of osceola mountain on the yokun ridge experienced upon entering the columned and balustraded front porch. Osceola mansion was designed by world renowned architects rotch and tilden in 1889 and commissioned by sarah pollock livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the grand hall which invites you into the living room to your right or draws your attention to the unique oval dining room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length veranda

Listed by Matthew Marlow and Sheila E. McKenna of BERKSHIRE HOMES AND CONDOS

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

194 Pittsfield Lenox MA 01240
Pending

MLS Number 225227

  • Commercial
  • Acreage 2.95

Days inn by wyndham is a 59 unit / 2 floor single structure building in the high traffic commercial zone of route 7&20 in lenox ma. A very attractive 3 acre site set high above the road with gorgeous westerly mountain views, excellent numbers, and up-to-date pip. There are, as well, 2-1 bedroom manager units and in-ground pool.It is close to all area attractions and is walking distance to kennedy park. A superb value awaiting your fresh ideas.

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

79 Reservoir Lenox MA 01240

MLS Number 231699

  • Commercial
  • Acreage 12

Valleyhead is a 12 acre elevated parcel with long views and brimming with potential from its former use as a school with dormitory housing and classrooms to a completely reinvented use. The acreage has open fields and rolling hills and is adjacent to the miles of trails of kennedy park across the road. The views extend over protected and conserved lands which makes the setting ideal for a single grand residence or subdivision with up to 7 lots . Select lots available separately. Current uses:summer camp, retreat center, educational year round residential facility, dormitory residences for staff, visiting performers. Yoga center, therapeutic rehab center, community living.Reinvention:residential development for up to 7 lots, community living, investment property

Listed by Cindy Welch of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

79 Reservoir Lenox MA 01240

Lenox, MA79 Reservoir Rd

Price$2,275,000

Est. Mortgage: $/month

MLS Number 231920

  • Land
  • Acreage 12

Premiere lenox location, views and ready to build infrastructure. This 12 acre cleared high parcel is minutes to tanglewood and lenox town. The long views extend over conserved land. A developers dream with 4 -7 lot plot plan with a septic system in place for all lots, municipal water and electric on site. Perfect also for the discriminating land buyer who puts location at the top of the list. For hiking/xc skiing , kennedy park with miles of maintained trails is just across the street. Note: buildings currently on site will be removed by seller.

Listed by Cindy Welch of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

115 New Lenox Lenox MA 01240

Lenox, MA115 New Lenox Rd

Price$2,100,000

Est. Mortgage: $/month

MLS Number 228886

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,354
  • Acreage 19.87

''high meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of october mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a towering sun filled great room, wine cellar, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.There are meticulous specimen landscaping with master gardens, pear and apple orchards, groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but an extraordinary crystal clear swimming and trout pond! This is an ideal home and property for entertaining friends and family! Call for a private tour.

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

16 Sedgwick Lenox MA 01240

Lenox, MA16 Sedgwick Ln

Price$1,650,000

Est. Mortgage: $/month

MLS Number 231454

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,452

Luxury in lenox......If you are looking for carefree living with fabulous amenities at a world class resort, this single family residence at cranwell/miraval 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 high end appliances. Formal living and dining room, first floor luxurious master with generous en suite, three guest bedrooms, two full baths, a loft lounge and attached two car garage for added convenience. The association includes use of the tennis court, gym, indoor and outdoor pool and available membership to the beautiful 18 hole campus golf course.....Berkshire perfect!!!

Listed by Mary Jane White of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

16 Sedgwick Lenox MA 01240

Lenox, MA16 Sedgwick Ln

Price$1,650,000

Est. Mortgage: $/month

MLS Number 231455

  • Condo
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2002
  • Square Feet 3,452

Luxury in lenox......If you are looking for carefree living with fabulous amenities at a world class resort, this single family residence at cranwell/miraval 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 high end appliances. Formal living and dining room, first floor luxurious master with generous en suite, three guest bedrooms, two full baths, a loft lounge and attached two car garage for added convenience. The association includes use of the tennis court, gym, indoor and outdoor pool and available membership to the beautiful 18 hole campus golf course.....Berkshire perfect!!!

Listed by Mary Jane White of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of September 30, 2020 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.