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Lenox MA Real Estate

There are things to do, places to go and people to see year-round in Lenox. The historic, walkable town is as happening as it is charming, filled with events, hiking trails, and shopping spots. From the bucolic lawns of Tanglewood (the summer home of the Boston Symphony Orchestra) to world class theatre at Shakespeare & Company to restaurant-lined Church Street, there’s lots to do in Lenox. 

Browse current listings for sale in Lenox, MA. Don't hesitate to contact us with any of your questions.

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36 Pittsfield, Lenox, MA 01240

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223888

  • Listings

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.

Listing courtesy of Leslie G Chesloff and Maggie Barry of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Pittsfield, Lenox, MA 01240

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224035

  • Listings
  • Sq Ft 2999977
  • Acres 68.87

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.

Listing courtesy of Leslie G Chesloff and Maggie Barry of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

106 Cliffwood, Lenox, MA 01240

Price$3,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217523

  • Listings
  • Beds 8
  • Baths 8
  • Sq Ft 8500
  • Acres 3.6

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.

Listing courtesy of Mary Jane White of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Pinecroft, Lenox, MA 01240

Price$3,795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222383

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 7816
  • Acres 1.14

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.

Listing courtesy of Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

79 Reservoir, Lenox, MA 01240

Price$2,990,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223858

  • Listings
  • Sq Ft 28000
  • Acres 12
  • Exterior Features Inground Pool

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.

Listing courtesy of Russ Stein of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Pinecroft, Lenox, MA 01240

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223507

  • Listings
  • Beds 5
  • Baths 7
  • Sq Ft 5151
  • Acres 1.48

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!

Listing courtesy of John L. McLean of MCLEAN REALTORS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

114 Main, Lenox, MA 01240

Price$2,695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223816

  • Listings
  • Sq Ft 9986
  • Acres 3.26
  • Exterior Features Bus-Public

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.

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC., LENOX

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

165 Kemble, Lenox, MA 01240

Price$2,300,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 216337

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1950

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...

Listing courtesy of Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

165 Kemble St. #17, Lenox, MA 01240

Price$2,300,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 220577

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1950
  • Exterior Features Patio

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.

Listing courtesy of Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

165 KEMBLE, Lenox, MA 01240

Price$1,900,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 216332

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1687

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...

Listing courtesy of Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

165 KEMBLE St. #6, Lenox, MA 01240

Price$1,900,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 220574

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1687
  • Exterior Features Patio

Unit #6. 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.

Listing courtesy of Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

165 KEMBLE, Lenox, MA 01240

Price$1,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216331

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1683

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...

Listing courtesy of Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.85% last updated on 2018-10-18

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.