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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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165 KEMBLE, Lenox, MA 01240

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

Est. Mortgage: $/month

MLS Number 220572

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1683
  • Exterior Features Patio

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.

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: 4.45% last updated on 2019-01-17

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: 4.45% last updated on 2019-01-17

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

236 Kemble, Lenox, MA 01240

Price$1,590,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 224948

  • Listings
  • Beds 8
  • Baths 7
  • Sq Ft 7258
  • Acres 21.94

The unique compound, once part of the Bishop estate, sits on nearly 22 acres of landscaped privacy near the heart of Lenox. With so much of its original character intact, the carriage house boasts soaring post and beam ceilings, 5 bedrooms -some of which still hold the original stable walls, great entertaining spaces and lots of features and charm of yesteryear. The recently updated estate cottage offers three bedrooms, living, dining and kitchen, the perfect retreat for Tanglewood enthusiasts. The grounds also afford a two-story yoga/art studio with spiral stair that takes in the wonderful views of the many amenities on the property which include a tennis court, half basketball court and a beautiful lily pond. All this and still only a walk or a bike ride to the center of Lenox.

Listing courtesy of Fintan T Hanley and Tim Lovett 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: 4.45% last updated on 2019-01-17

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

250 West, Lenox, MA 01240

Price$1,550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225054

  • Listings
  • Beds 4
  • Baths 6
  • Sq Ft 4307
  • Acres 5.4

Gorgeous Newer Contemporary, custom-built with amazing architectural details! This home features a gourmet kitchen equipped with high-end appliances, granite countertops, a spacious two story living room, and an open floor plan. There are Vibrant Cherry floors throughout, an over-sized gas fireplace, exceptional tile and masonry work, and plenty of unique custom features around every corner. The first floor Master Bedroom/Bath allows for easy accessibility, while a Guest-Suite featuring a separate staircase provides your guests with their own private space. Situated on 5.4 acres, you have all the privacy you need, while still being steps from Tanglewood and other downtown Lenox attractions.

Listing courtesy of Maxwell Lenihan of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, 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: 4.45% last updated on 2019-01-17

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

2 Fox Hollow, Lenox, MA 01240

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224833

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 5500
  • Acres 2.49

Grand home and attached guest house with separate entrance, set on a private 2.49 acres, in the Fox Hollow community, with access to Laurel Lake, tennis courts, and indoor and outdoor pools. The gracious main house features three fireplaces, a first-floor master suite, custom gourmet kitchen, year-round sunroom, and formal living and dining rooms; on the second floor are two additional bedrooms, each with its own bath. A short distance away across the deck, the spacious one-level guest house offers a wonderful great room with fireplace, two bedrooms and 1.5 baths. Enjoy ample space for entertaining or live in one and rent the other!

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:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.45% last updated on 2019-01-17

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

234 Kemble, Lenox, MA 01240

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224321

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 6150
  • Acres 3.24

The interior spaces are masterfully designed around a dramatic three-story wall of windows. The beautifully equipped kitchen is perfect for gourmet cooking and family gatherings. The kitchen flows into the family room w/ fireplace and entertainment center. The dinning room w/ the soaring ceiling opens to a stone patio. The gorgeous living room w/ fireplace is bathed in natural light and adjoins the library. The private master suite has an exterior balcony. The third floor has three charming bedrooms each w/ lofts and a gathering room. There is a 2nd master suite/guest room/in-law sanctuary on the ground floor. The lovely landscaped pool area has access to a full bath, service bar and patio. Delightful boxwood gardens adorn the front entrance. A covered walkway leads to the two-bay garage.

Listing courtesy of Sheila Thunfors and C. Randolph Thunfors of STONE HOUSE PROPERTIES, LLC

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: 4.45% last updated on 2019-01-17

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

8 Fairway, Lenox, MA 01240

Price$1,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223591

  • Listings
  • Beds 6
  • Baths 5
  • Sq Ft 4191

FAIRWAY EASTA private roadway leads into this secluded enclave of nine country homes. Nestled among 27 acres of towering trees, lush lawns and flowering shrubs abutting the verdant Cranwell Golf Course in Lenox, Massachusetts, and overseen by the Fairway East Homeowners Association, this welcoming community lies mere minutes from the center of Lenox and numerous Berkshire cultural treasures such as Tanglewood, summer home of the Boston Symphony Orchestra.

Listing courtesy of Ellen Cohen and Nancy K. Kalodner 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: 4.45% last updated on 2019-01-17

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

265 East, Lenox, MA 01240

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 214337

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3866
  • Acres 5.01

East Elm Farm located in Lenox just minutes from the village & Tanglewood. This circa 1800's historic colonial has been meticulously renovated for today's lifestyle while retaining classic architectural detail. This special offering has it all...renovated 2 bedroom guest cottage, completely restored barn, in-ground pool & clay tennis court, stone walls & stunning perennial gardens on 5 + acres of privacy & mature trees and much much more...

Listing courtesy of Brandon White and Cortney K Dupont 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: 4.45% last updated on 2019-01-17

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

165 Kemble St. #2, Lenox, MA 01240

Price$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220568

  • Listings
  • Beds 1
  • Baths 2
  • Sq Ft 1109
  • Exterior Features Patio

Unit #2. 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: 4.45% last updated on 2019-01-17

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$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216327

  • Listings
  • Beds 1
  • Baths 2
  • Sq Ft 1109

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: 4.45% last updated on 2019-01-17

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$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216326

  • Listings
  • Beds 1
  • Baths 2
  • Sq Ft 1109

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: 4.45% last updated on 2019-01-17

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$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220566

  • Listings
  • Beds 1
  • Baths 2
  • Sq Ft 1109
  • Exterior Features Patio

Unit #1. 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: 4.45% last updated on 2019-01-17

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