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 Rd, Lenox, MA 01240

Price$4,500,000

Est. Mortgage: $/month

MLS Number 223888

  • Land
  • Co Listing Office Id 7756
  • High School Lenox Memorial
  • Village Berkshire - South
  • Square Feet 2,999,977

Ideally located on Route 7/20 in Lenox, this expansive 68-acre property has been divided and approved for Commercial and Residential use. 25 acres are allocated for commercial development, and 43 acres for residential construction. One mixed-use building currently on the property contains two businesses and four apartments. This property is tailor-made for a developer who wishes to build a complex comprising private homes/condominiums, grocery/anchor store and/or smaller shops, restaurant, and/or office space.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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36 Pittsfield Rd, Lenox, MA 01240

MLS Number 224035

  • Commercial
  • Co Listing Office Id 7756
  • Village Berkshire - South
  • Square Feet 2999977
  • Year Built 1985

Ideally located on Route 7/20 in Lenox, this expansive 68-acre property has been divided and approved for Commercial and Residential use. 25 acres are allocated for commercial development, and 43 acres for residential construction. One mixed-use building currently on the property contains two businesses and four apartments. This property is tailor-made for a developer who wishes to build a complex comprising private homes/condominiums, grocery/anchor store and/or smaller shops, restaurant, and/or office space.

Listed by Maggie Barry and Leslie Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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106 Cliffwood St, Lenox, MA 01240

Price$3,900,000

Est. Mortgage: $/month

MLS Number 217523

  • Single Family
  • Bathroom 8
  • Village Berkshire - South
  • Square Feet 8500
  • Year Built 1883

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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1 Pinecroft Dr, Lenox, MA 01240

Price$3,795,000

Est. Mortgage: $/month

MLS Number 222383

  • Single Family
  • Bathroom 6
  • Village Berkshire - South
  • Square Feet 7816
  • Year Built 2004

Enjoy the ultimate luxury of a turn-key residence, steps from the Canyon Ranch resort and all of its wellness lifestyle amenities. Offered fully furnished, this extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, fabulous lower level space with vintage soda fountain, screening room, wine room and sauna, six bedrooms, five full baths, deck, patio, heated swimming pool, and poolhouse containing a guest suite and full kitchen for outdoor entertaining. You'll appreciate its exquisite detailing, from the heated courtyard to Venetian-plaster walls. Ideally located near Lenox shops and restaurants, Tanglewood, Shakespeare & Company, and all of the cultural, culinary, and recreational amenities for which the Berkshires are renowned.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 Rd, Lenox, MA 01240

MLS Number 223858

  • Commercial
  • Village Berkshire - South
  • Square Feet 28000
  • Year Built 1969

Valleyhead, A magical retreat on 12 acres close to downtown Lenox and Tangelwood. 7 Buildings on site. All buildings are heated and suitable for year round use. The fully equipped commercial kitchen has a walk-in refrigerator, freezer and all necessary amenities. There are enough beds to sleep 75 people. The property has cable television and strong cell service as well as a tennis court and an inground pool ready for restoration. Valleyhead is on Town Water and has a private industrial septic that has been recently upgraded. This is a remarkable property that would be suitable for a wellness center, yoga center, music school, corporate retreat, rehabilitation center or A breathtaking family compound. Call today to get a tour of Valleyhead.

Listed by BERKSHIRE PROPERTY AGENTS

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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5 Pinecroft Dr, Lenox, MA 01240

Price$2,750,000

Est. Mortgage: $/month

MLS Number 223507

  • Single Family
  • Bathroom 7
  • Village Berkshire - South
  • Square Feet 5151
  • Year Built 2004

Walk to the Downtown Village Center or follow the Groomed Trail out your back door to Canyon Ranch Resort and all its Wellness lifestyle amenities. This quality built Chris May built home which offers nothing but the best. Designed to host you and your family in nothing but best throughout. Home is located on the one and only Cul-De-Sac site, wrapped in Nature! Come See!

Listed by MCLEAN REALTORS

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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114 Main St, Lenox, MA 01240

Price$2,695,000

MLS Number 223816

  • Commercial
  • Village Berkshire - South
  • Square Feet 9986
  • Year Built 1790

Meadow Place, a historic 9,986 square foot building in the Lenox Village was built in 1790 by Col. Elijah Northrup. This property is located on 3.2 level acres in Lenox Center and has 242 feet of frontage on Main Street. An incredible opportunity to own this property for redevelopment. Lots of possibilities for residential and/or commercial build-out. Truly, a rare opportunity.

Listed by LANCE VERMEULEN RE, INC., LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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194 Pittsfield Rd, Lenox, MA 01240

MLS Number 225227

  • Commercial
  • Village Berkshire - South
  • Square Feet 21168
  • Year Built 1973
  • Zoning Business

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.It is close to all area attractions and is walking distance to Kennedy Park. A superb value awaiting your fresh ideas.

Listed by THE KINDERHOOK GROUP - STOCKBRIDGE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 St St, Lenox, MA 01240

Price$2,300,000

Est. Mortgage: $/month

MLS Number 216337

  • Condominium Residential - Condo/Townhouse
  • Co Listing Office Id 110139
  • Address 165 Kemble St # 17
  • Middle School Lenox Memorial
  • High School Lenox Memorial

Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires. Now you can live in luxury at Canyon Ranch® in Lenox, Massachusetts, and enhance your life with greater health and vigor and longevity. There are only 19 beautifully appointed residences, currently under construction at the Canyon Ranch Residences at Bellefontaine. By living on the property, homeowners get full access every day of the year to the active, all-healthy environment that is the hallmark of the world's most celebrated wellness resort, Canyon Ranch. The nineteen residences are comprised of six different open floor plans with high ceilings and eco-friendly materials. Depending on the unit, there are beautiful terraces or balconies to enjoy the fresh country air. The residences feature hardwood flooring, gas fireplaces, custom designed cabinetry, spacious closets, and tile and stone baths. Connected to the resort via an enclosed walkway, there is climate-controlled underground parking and 24-hour security with a staffed, gated entrance. About Canyon Ranch in Lenox Make each day as action-packed, leisurely or inspiring as you need it to be. You'll have access to top Canyon Ranch fitness and health specialists, and spend your days surrounded by natural beauty. Plus just outside the gates lay the charming town of Lenox and rich cultural life of the Berkshires. Homeowners must purchase a membership package to the resort, and can customize their services. The Art of Relaxation: With nearly 100 spa services to choose among, booking a Canyon Ranch body wrap, facial, manicure, or your favorite salon service couldn't be easier. From Healing Energy for mind-body balance to massages and neuromuscular therapy to ease aches and pains, the therapeutic offerings will help you de-stress, reenergize and treat your body right. Personalized Medical Care: Pursue your healthiest life with the help of Canyon Ranch professionals right next door. The Canyon Ranch integrative health care approach encompasses your body, mind and spirit. The diverse wellness team inc...

Listed by Leslie Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 A VisitAsk A QuestionMore Details

165 Kemble St. #17 --, Lenox, MA 01240

Price$2,300,000

Est. Mortgage: $/month

MLS Number 220577

  • Single Family
  • Bathroom 3
  • Village Berkshire - South
  • Square Feet 1950
  • Year Built 2017

Unit #17. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 A VisitAsk A QuestionMore Details

165 KEMBLE St St, Lenox, MA 01240

Price$1,850,000

Est. Mortgage: $/month

MLS Number 216331

  • Condominium Residential - Condo/Townhouse
  • Co Listing Office Id 110139
  • Address 165 Kemble St # 8
  • Middle School Lenox Memorial
  • High School Lenox Memorial

Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires. Now you can live in luxury at Canyon Ranch® in Lenox, Massachusetts, and enhance your life with greater health and vigor and longevity. There are only 19 beautifully appointed residences, currently under construction at the Canyon Ranch Residences at Bellefontaine. By living on the property, homeowners get full access every day of the year to the active, all-healthy environment that is the hallmark of the world's most celebrated wellness resort, Canyon Ranch. The nineteen residences are comprised of six different open floor plans with high ceilings and eco-friendly materials. Depending on the unit, there are beautiful terraces or balconies to enjoy the fresh country air. The residences feature hardwood flooring, gas fireplaces, custom designed cabinetry, spacious closets, and tile and stone baths. Connected to the resort via an enclosed walkway, there is climate-controlled underground parking and 24-hour security with a staffed, gated entrance. About Canyon Ranch in Lenox Make each day as action-packed, leisurely or inspiring as you need it to be. You'll have access to top Canyon Ranch fitness and health specialists, and spend your days surrounded by natural beauty. Plus just outside the gates lay the charming town of Lenox and rich cultural life of the Berkshires. Homeowners must purchase a membership package to the resort, and can customize their services. The Art of Relaxation: With nearly 100 spa services to choose among, booking a Canyon Ranch body wrap, facial, manicure, or your favorite salon service couldn't be easier. From Healing Energy for mind-body balance to massages and neuromuscular therapy to ease aches and pains, the therapeutic offerings will help you de-stress, reenergize and treat your body right. Personalized Medical Care: Pursue your healthiest life with the help of Canyon Ranch professionals right next door. The Canyon Ranch integrative health care approach encompasses your body, mind and spirit. The diverse wellness team inc...

Listed by Leslie Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 A VisitAsk A QuestionMore Details

165 KEMBLE St, Lenox, MA 01240

Price$1,850,000

Est. Mortgage: $/month

MLS Number 220572

  • Single Family
  • Bathroom 3
  • Village Berkshire - South
  • Square Feet 1683
  • Year Built 2017

Unit #8. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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 A VisitAsk A QuestionMore Details