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: 5.7% last updated on Jun 30, 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: 5.7% last updated on Jun 30, 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: 5.7% last updated on Jun 30, 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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14 Cliffwood Lenox MA 01240

Lenox, MA14 Cliffwood St

Price$2,500,000

Est. Mortgage: $/month

MLS Number 237961

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,600
  • Acreage 0.87

An absolutely stunning home in lenox. Well designed, beautifully built with an eye toward luxurious living. High ceilings with elegant molding. All trim details are of the highest quality. Four bedrooms, three baths. Two sided gas fireplace between the living room and formal dining room. Beautifully fitted custom kitchen. Large three season sun room. Gas fireplace in the serene primary bedroom. Totally fenced yard with john graney custom wrought iron fencing. Just steps to the town and just minutes to tanglewood. Must be seen! Town water and sewer plus natural gas. Stone planting beds. Extensive landscaping. Tree house. Extra building lot.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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49 Reservoir Lenox MA 01240

Lenox, MA49 Reservoir Rd

Price$1,100,000

Est. Mortgage: $/month

MLS Number 238041

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,851
  • Acreage 1.01

Great location, charm and a view! Great room with cathedral ceilings, two story fireplace and wall of windows. Sun porch, loft, two bedroom, three baths and a gracious deck to enjoy the beautiful view. Located just a short distance to the village of lenox and tangelwood.

Listed by Steve Erenburg of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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3 Dunmore Lenox MA 01240

Lenox, MA3 Dunmore Ct

Price$1,099,000

Est. Mortgage: $/month

MLS Number 237595

  • Residential
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 2,841
  • Acreage 1.79

The perfect blend of comfortable living and choice location. Well planned updated kitchen. Large primary bedroom en suite on 1st floor. + 2 spacious bedroom en suites with full bathrooms and one with fireplace on 2nd level. Finished basement. 4-season sunroom, large wrap-around-deck, inground pool, liner, pump, and filter replaced 2019

Listed by Arnold Perras of BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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241 Walker Lenox MA 01240

Lenox, MA241 Walker St

Price$1,025,000

Est. Mortgage: $/month

Pending

MLS Number 233090

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2020
  • Square Feet 3,500

To be built: golf/swimming/tennis at whyndurst (cranwell). Brand new detached single family home in a small community. Over looking the 2 and 3rd golf holes at cranwell resort and spa. High ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch. Air conditioning, first floor master with en-suite bath. Walk to whyndurst (cranwell) and lenox village to boutiques, restaurants, art galleries,kennedy park. Minutes to tanglewood, theaters, playhouses and all the berkshire cultural attractions. Build your dream home on one of the other beautiful lots. Build a single level with 2100 square feet or as large as 3500 square feet 3-5 bedrooms. 8-10 months from signing. Photos are from model home.

Listed by BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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241 Walker, #7 Lenox MA 01240

Lenox, MA241 Walker, #7 St

Price$1,025,000

Est. Mortgage: $/month

Pending

MLS Number 234109

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2020
  • Square Feet 3,500

Being built as spec home: golf/swimming/tennis at whyndurst (cranwell). Brand new detached single family home in a small community. Over looking the 2 and 3rd golf holes at cranwell resort and spa. High ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch. Air conditioning, first floor master with en-suite bath. Walk to whyndurst (cranwell) and lenox village to boutiques, restaurants, art galleries,kennedy park. Minutes to tanglewood, theaters, playhouses and all the berkshire cultural attractions. Build your dream home on one of the other beautiful lots. Build a single level with 2100 square feet or as large as 3500 square feet 3-5 bedrooms. 8-10 months from signing. Photos are from model home.

Listed by BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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101 Holmes Lenox MA 01240

Lenox, MA101 Holmes Rd

Price$995,000

Est. Mortgage: $/month

MLS Number 237756

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,925
  • Acreage 1.2

Updated move-in contemporary with in-ground heated salt water pool and deck. The primary bedroom, ensuite bath with radiant floor, steam shower and walk-in closet is located on the main level, along with a chef's kitchen with a wolf range, miele wall oven, miele built-in coffee maker, large island with granite counters and dining room which opens into the great room with a wood burning fireplace. Three additional bedrooms upstairs, one of which is ensuite. Town water, sewer and natural gas.

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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241 Walker, Lenox MA 01240

Lenox, MA241 Walker, St

Price$925,000

Est. Mortgage: $/month

Pending

MLS Number 232086

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2020
  • Square Feet 3,500

Being built as spec home: golf/swimming/tennis at whyndurst (cranwell). Brand new detached single family home in a small community. Over looking the 2 and 3rd golf holes at cranwell resort and spa. High ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch. Air conditioning, first floor master with en-suite bath. Walk to whyndurst (cranwell) and lenox village to boutiques, restaurants, art galleries,kennedy park. Minutes to tanglewood, theaters, playhouses and all the berkshire cultural attractions. Build your dream home on one of the other beautiful lots. Build a single level with 2100 square feet or as large as 3500 square feet 3-5 bedrooms. 8-10 months from signing. Photos are from model home.

Listed by BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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

241 Walker Lenox MA 01240

Lenox, MA241 Walker St

Price$889,000

Est. Mortgage: $/month

Pending

MLS Number 233172

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2020
  • Square Feet 3,500

To be built: golf/swimming/tennis at whyndurst (cranwell). Brand new detached single family home in a small community. Over looking the 2 and 3rd golf holes at cranwell resort and spa. High ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch. Air conditioning, first floor master with en-suite bath. Walk to whyndurst (cranwell) and lenox village to boutiques, restaurants, art galleries,kennedy park. Minutes to tanglewood, theaters, playhouses and all the berkshire cultural attractions. Build your dream home on one of the other beautiful lots. Build a single level with 2100 square feet or as large as 3500 square feet 3-5 bedrooms. 8-10 months from signing. Photos are from model home.

Listed by BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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

241 Walker, #4 Lenox MA 01240

Lenox, MA241 Walker, #4 St

Price$835,000

Est. Mortgage: $/month

Pending

MLS Number 232113

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2020
  • Square Feet 3,500

To be built: golf/swimming/tennis at whyndurst (cranwell). Brand new detached single family home in a small community. Over looking the 2 and 3rd golf holes at cranwell resort and spa. High ceilings, gourmet kitchen with quartz counters, large open plan living with fireplace, wood floors, screened porch. Air conditioning, first floor master with en-suite bath. Walk to whyndurst (cranwell) and lenox village to boutiques, restaurants, art galleries,kennedy park. Minutes to tanglewood, theaters, playhouses and all the berkshire cultural attractions. Build your dream home on one of the other beautiful lots. Build a single level with 2100 square feet or as large as 3500 square feet 3-5 bedrooms. 8-10 months from signing. Photos are from model home.

Listed by BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 July 2, 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.