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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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Click here to view homes for sale in Lenox.

106 & 114 Cliffwood, Lenox, MA 01240

Price$4,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217523

  • Listings
  • Beds 8
  • Baths 8
  • Sq Ft 8500
  • Acres 4.6

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 and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

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: 3.85% last updated on 2017-10-05

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

89 Cliffwood, Lenox, MA 01240

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217574

  • Listings
  • Beds 6
  • Baths 8
  • Sq Ft 10333
  • Acres 3.17

SUPREMELY WELCOMING...One of Lenox's19th century Berkshire''cottages'' that has been meticulously restored and updated. Located on prestigious Cliffwood Street within walking distance of downtown Lenox, this exceptionally welcoming Berkshire "cottage" on 3.17 acres epitomizes gracious living with a porte cochere and sixteen fireplaces . Meticulously restored and updated, the six-bedroom house has many original architectural details such as paneled walls, carved mantelpieces and a two-tier staircase with an oculus on the second floor that overlooks the generous foyer (large enough for a baby grand piano.) The main floor has exceptional flow for a 19th century house: The library and living room with adjoining den (separated by pocket doors) have massive French doors that open onto a large screened porch; the dining room, with built-in corner cabinets, and billiards room are ideal for entertaining; the cook's kitchen with capacious dining and lounge areas opens onto a large deck. The adjacent mudroom, with a contoured entry doors, still has the original "call board" for the servants. In the basement, there's the original ice room and a dumb waiter for transporting firewood to the upper floors. This property has a gracious driveway, mature gardens, a privately situated swimming pavilion and a barn-like garage that can accommodate five cars. One of the few 19th century cottages that has been maintained as a private residence, this is a rare opportunity to live in a park-like setting so close to town.

Listing courtesy of Deborah Levinson of Berkshire Property Agents

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

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

1 Pinecroft Drive, Lenox, MA 01240

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218940

  • Listings
  • Beds 6
  • Baths 7
  • Sq Ft 7816
  • Acres 1.14

This exquisite home is in the Canyon Ranch subdivision of Pinecroft, walking distance to the wonderful village of Lenox. Ownership offers the option of membership to the world class health and wellness resort. The home is being offered furnished. Features include a gated and heated driveway and courtyard, heated in ground pool and fabulous fully equipped pool house with outdoor kitchen. The home boasts custom interior design, steam shower, gourmet kitchen and a wet bar in the living room. The lower level offers a sauna, climate controlled wine cellar, hi-def movie theatre and a magically nostalgic soda fountain!

Listing courtesy of Mike Taxter of LENOX CANYON REALTY

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

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

MLS Number 216335

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1790

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: 3.85% last updated on 2017-10-05

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

MLS Number 216337

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 2060

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: 3.85% last updated on 2017-10-05

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

MLS Number 220576

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1790

Unit #14. 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: 3.85% last updated on 2017-10-05

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

MLS Number 220577

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 2060

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: 3.85% last updated on 2017-10-05

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

9 Cliffwood, Lenox, MA 01240

Price$2,295,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217903

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 5102
  • Acres 0.7

This gracious home exemplifies New England village living at it's best. Impeccably restored in 2008, this c.1805 center hall Colonial is just steps from every convenience. An extensive landscaping plan has created a completely private backyard oasis. Rare combination of privacy and in-town living. There are high ceilings in every room, wood floors throughout, 4 fireplaces & 6 spacious bedrooms with en suite baths. The 2008 renovation included new heat, central ac, electric, insulation, a great mudroom and a wonderfully enticing 3 season screened porch. A new oversized 2 car garage with second floor storage also serves as pool storage. Other additions include a wet bar in the formal living room, a spacious second floor laundry and a private guest suite on the 3rd floor. All bathrooms have been exquisitely redone. The sound system extends throughout the first floor and screened porch.

Listing courtesy of Suzanne Crerar 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: 3.85% last updated on 2017-10-05

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$2,050,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216336

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 2060

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: 3.85% last updated on 2017-10-05

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$2,050,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220575

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 2060

Unit #9. 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: 3.85% last updated on 2017-10-05

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$1,950,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 216334

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1790

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 Marc Bachman 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: 3.85% last updated on 2017-10-05

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

MLS Number 216332

  • Listings
  • Beds 2
  • Baths 3
  • Sq Ft 1790

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: 3.85% last updated on 2017-10-05

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