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!

319 Under Mountain Lenox MA 01240

Lenox, MA319 Under Mountain Rd

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261
  • Acreage 218.11

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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2 Kemble Lenox MA 01240

Lenox, MA2 Kemble St

Price$5,840,000

MLS Number 238371

  • Commercial
  • Acreage 3

The kemble, a registered ''great estate'' built in 1881 is located in the heart of the thriving downtown lenox business district. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ada compliant.

Listed by C. Randolph Thunfors and Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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2 Kemble Lenox MA 01240

Lenox, MA2 Kemble St

Price$5,840,000

Est. Mortgage: $/month

MLS Number 238388

  • Residential
  • Bathroom 14
  • Bedrooms 13
  • Square Feet 9,556
  • Acreage 3

The kemble, a registered ''great estate'' built in 1881 is located within walking distance to the wonderful array of shops and restaurants in downtown lenox. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury estate, and is being offered as a turn key property. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate parties and guests of 20+. Property qualifies as a ''great estate'' allowing for special uses in the residential district. When not using the property, enjoy the benefits of short/long term rental. Manicured lawns and gardens, stone walls, breathtaking views to the west, and fully ada compliant.

Listed by Lori J Rose and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

MLS Number 237253

  • Commercial
  • Acreage 4.22
  • Parking Spaces 15

The garden gables inn is ideally located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool. Beautifully furnished and tastefully decorated,the inn consists of 15 unique rooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 9 rooms and 2 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is well equipped with updated appliances and adjoins the private innkeeper's quarters.

Listed by Michael Linden and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 237252

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,688
  • Acreage 4.23

The garden gables, located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 12 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!

Listed by C. Randolph Thunfors and Michael Linden of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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165 Kemble Lenox MA 01240

Lenox, MA165 Kemble St

Price$2,700,000

Est. Mortgage: $/month

MLS Number 238355

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Year Built 2017
  • Square Feet 1,685

Experience the ease and pleasure of the luxury wellness lifestyle in this elegant two-bedroom, second-floor condominium with den, custom details, and west views--one of only 19 homes at canyon ranch, one of the nation's premier spas. Completed in 2017 to the highest standards, the building connects to the main lobby, spa, and dining rooms via an indoor walkway for year-round convenience. Required memberships in the resort and homeowners' association assure access to myriad activities, programs, select concierge services, and dining. The resort is also within easy reach of he cultural, culinary, and recreational offerings for which the berkshires and lenox are known. Offered turn-key. (seller may wish to exclude some primary suite furniture.)

Listed by Gladys Montgomery of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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79 Reservoir Lenox MA 01240

Lenox, MA79 Reservoir Rd

Price$2,265,000

Est. Mortgage: $/month

MLS Number 238752

  • Land
  • Acreage 12

Rare 12 acre lenox parcel with stunning long views extending over conserved land, and parson's marsh. Ready to build! Perfect location for a private estate or high end family compound.This cleared high view parcel has a septic system in place, municipal water and electric on street. Located 2 miles to both tanglewood's main gate and downtown lenox. Hiking/xc skiing, kennedy park with miles of maintained trails is just across the street as is the ma audubon bird sanctuary.

Listed by Nikki Carchedi and Elisha Poirier of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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47 FairWynds Lenox MA 01240

Lenox, MA47 FairWynds Dr

Price$1,950,000

Est. Mortgage: $/month

MLS Number 238311

  • Condo
  • Bedrooms 5
  • Bathroom 6
  • Year Built 2001
  • Square Feet 5,064

Combine an exceptional location on a world class resort with the pride of ownership here and you have a combination that excels in today's market. This one owner spacious wentworth design at miraval berkshire affords a first-floor primary suite, en-suite guest rooms both up and down and spectacular gathering spaces for memorable entertaining. On site pools, fitness, golf and restaurants, well located just a stone's throw from all berkshire county cultural venues including tanglewood and quaint village shopping. Enjoy the soaring stone-facade see thru fireplace, window walls streaming natural light, a huge outdoor deck overlooking the golf course, pond and mountains beyond. Many new appliances, new furnace, new a/c compressors, nest thermostats, sonos sound system, new hw heater

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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47 FairWynds Lenox MA 01240

Lenox, MA47 FairWynds Dr

Price$1,950,000

Est. Mortgage: $/month

MLS Number 238312

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 5,064
  • Acreage 0.41

Combine an exceptional location on a world class resort with the pride of ownership here and you have a combination that excels in today's market. This one owner spacious wentworth design at miraval berkshire affords a first-floor primary suite, en-suite guest rooms both up and down and spectacular gathering spaces for memorable entertaining. On site pools, fitness, golf and restaurants, well located just a stone's throw from all berkshire county cultural venues including tanglewood and quaint village shopping. Enjoy the soaring stone-facade see thru fireplace, window walls streaming natural light, a huge outdoor deck overlooking the golf course, pond and mountains beyond. Many new appliances, new furnace, new a/c compressors, nest thermostats, sonos sound system, new hw heater

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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6 Golf View Lenox MA 01240

Lenox, MA6 Golf View Dr

Price$1,895,000

Est. Mortgage: $/month

MLS Number 238607

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2022
  • Square Feet 3,644

No expense spared in this expansive 5 bedroom, 4 bath, luxury home! Conveniently located in beautiful lenox landings, just minutes to downtown lenox, miraval berkshires resort and spa, golf, shopping, dining & more! Oversized picture windows provide an abundance of natural sunlight in the main living space with soaring 9-foot ceilings, hardwood floors, & a gorgeous fireplace, all in an open concept floor plan. The high-end contemporary kitchen boasts stainless steel appliances, granite countertops, recessed lighting, and a spacious island. The primary suite offers a spa style shower & double vanity, along with an oversized closet. Head down to the finished basement with additional rooms and a versatile living area. Relax or entertain on your patio space, screened-in porch, or spacious tr

Listed by Rebecca E Koulalis of Redfin Corporation

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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79 Reservoir Lenox MA 01240

Lenox, MA79 Reservoir Rd

Price$1,650,000

Est. Mortgage: $/month

MLS Number 238754

  • Land
  • Acreage 6.61

Rare lenox parcel with stunning long views extending over conserved land, and parson's marsh. Ready to build! Perfect location for a private estate or high end family compound. This cleared high view parcel has a septic system in place, municipal water and electric on street. Located 2 miles to both tanglewood's main gate and downtown lenox. Hiking/xc skiing, kennedy park with miles of maintained trails is just across the street as is the ma audubon bird sanctuary.

Listed by Nikki Carchedi and Elisha Poirier of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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.

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254 West Lenox MA 01240

Lenox, MA254 West St

Price$1,399,999

Est. Mortgage: $/month

Pending

MLS Number 238304

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,969
  • Acreage 3.01

An idlyllic location! This home is directly across from tanglewood yet set back among lush, mature gardens for ultimate privacy. Enjoy this pristine contemporary home with three levels of living. Large chefs kitchen with new appliances. Open concept floor plan. Spacious living room with cozy fireplace. Oversized screened in porch with optional seasonal windows, a delight for 3 seasons. First floor primary with updated shower and walk out to gardens with hot tub. Upstairs has 3 additional roomy and light filled bedrooms with shared bath. Newly renovated lower level family room for the ultimate movie watching or space for your favorite hobby. Solar panels cover the electric for the house. The perfect home minutes to downtown lenox & all your favorite berkshire attractions!

Listed by Elle Villetto and Karen Climo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 25, 2022 . 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.