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!

310 Old Stockbridge Lenox MA 01240

Lenox, MA310 Old Stockbridge Rd

Price$12,500,000

Est. Mortgage: $/month

MLS Number 232689

  • Residential
  • Bathroom 15
  • Bedrooms 33
  • Square Feet 20,821
  • Acreage 89

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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310 Old Stockbridge Lenox MA 01240

MLS Number 232702

  • Commercial
  • Acreage 89

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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399 Under Mountain Lenox MA 01240

Lenox, MA399 Under Mountain Rd

Price$4,935,000

Est. Mortgage: $/month

MLS Number 233680

  • Residential
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 9,364
  • Acreage 11.45

Highwick farm manor house is nearing its 3 year restoration/renovation in time for the summer of 2021. Meticulously preserving and restoring the magnificent original details of this berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of parsons marsh and

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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Lenox MA 01240

Lenox, MA

Price$2,750,000

MLS Number 235968

  • 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: 3.05% last updated on Oct 14, 2021
* 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 235967

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,722
  • 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: 3.05% last updated on Oct 14, 2021
* 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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22 Cliffwood Lenox MA 01240

Lenox, MA22 Cliffwood St

Price$2,200,000

Est. Mortgage: $/month

Pending

MLS Number 234245

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,472
  • Acreage 0.35

This stunning shingle style victorian with the prominent carriage house create a luxurious in-town residence and display exceptional standards of architecture and craftsmanship. With an outstanding floor plan and attention to details restored, this comfortable property is turnkey in every detail. The main house offers a gourmet kitchen, 3-4 bedrooms, multiple balconies, and central a/c. The carriage house is comprised of a 2 bedroom apartment with great cook's type of kitchen, central a/c and a lovely courtyard patio and would keep any guest delighted. The remaining area is being used as an artist studio and offers a wonderful place for creativity. The grounds and landscaping are lush and offer a casual elegance for berkshire living. Minutes to hiking, dining, and tanglewood.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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45 Fairwynds Lenox MA 01240

Lenox, MA45 Fairwynds Dr

Price$1,699,000

Est. Mortgage: $/month

MLS Number 236080

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,819
  • Acreage 0.44

Every now and then a truly spectacular home comes on the market. This is one of those times. Saturated with natural light, the flow of the living spaces within this condominium are both inviting and exciting. A see thru gas fireplace engages both the family room and the living room, the connecting screen porch is enhanced by a beckoning sunny deck over looking the golf course and pond beyond. Retreat to the first floor primary suite for relaxation and recharging. Ample guest areas are both up with en suite bedrooms or below to another level of pure delight with media room, recreation space and opening to the out of doors as well. Sited on a world class resort with golf, pools, tennis, fitness, restaurants and more. Minutes from tanglewood and all berkshire beauty and culture

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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$1,665,000

Est. Mortgage: $/month

MLS Number 235393

  • Land
  • Acreage 8

Listed at $1,665,000 for 2 lots or $850,000 each *all infrastructure in place: title v approved septic system for 30 bedrooms , municipal water, electric on street , 3 driveway entrances 12 open acres with unobstructed views across protected land over parson's marsh to the mountains beyondideal as a private estate, family and friends compound, or group/individual purchase of lotsdevelopment potential with a by-right subdivision of up to 7 lots ( see 7 lot and 4 lot proposed plans) 2 miles to tanglewood and town of lenoxacross the road from the kennedy park network of trails and the ma audubon bird sanctuary

Listed by Cindy Welch of LANDVEST,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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$1,125,000

Est. Mortgage: $/month

MLS Number 235225

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,821
  • 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: 3.05% last updated on Oct 14, 2021
* 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 HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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: 3.05% last updated on Oct 14, 2021
* 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$975,000

Est. Mortgage: $/month

Pending

MLS Number 233071

  • 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 HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 October 17, 2021 . 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.