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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 Residential
  • Bedrooms 8
  • Bathroom 8
  • 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.

Listing courtesy of Nancy K. Kalodner of BENCHMARK REAL ESTATE

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: 4.15% last updated on 2017-02-16

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

151 Walker, Lenox, MA 01240

Price$4,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 214688

  • Listings Residential
  • Address 151 Walker St
  • Bedrooms 10
  • Bathroom 10
  • Square Feet 6934

Thistlewood - A classic Berkshire Cottage that has been meticulously restored & updated for a modern lifestyle. Designed by noted Boston architects Rotch & Tilden, the main house offers classic proportions and elegant details throughout. The grounds wrap the house with stately gardens, pool & poolhouse.

Listing courtesy of Dan Alden and Nick Geranios 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: 4.15% last updated on 2017-02-16

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

51 Walker, Lenox, MA 01240

Price$3,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216168

  • Listings Commercial
  • Address 51 Walker St
  • Bedrooms 11
  • Square Feet 10798
  • Year Built 1912

Gilded Age ''Cottage'' Mansion built for Handel Proctor of Proctor & Gamble. Residence currently an upscale 11 room B&B with full restaurant, bar, Terrance lounge --all is PRISTINE condition. Grossing over $1M annually. Property has a newly built Owner/Manager 3 bedroom home -- elegant presentation in downtown Lenox -- All F, F&E, licenses and client details included in purchase price.

Listing courtesy of Bob Romeo of CENTURY 21 FRANKLIN STREET ASSOC

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: 4.15% last updated on 2017-02-16

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 Residential
  • Address 89 Cliffwood St
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 10333

SUPREMELY WELCOMING...One of Lenox's last 19th century Berkshire''cottages'' that has been meticulously restored and updated.

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

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

58 Yokun, Lenox, MA 01240

Price$2,599,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 215346

  • Listings Residential
  • Address 58 Yokun Ave
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 6837

This grand lady, w/8 bedrooms, 8 fireplaces, 5 full, 3 half baths, tennis, pool/pool house on 6.1 acres in fab walk-to-lenox location. Elegant yet easy, children and adults delight in the open, light-filled rooms that have enchanted since 1879 when ''Shingle Style'' design first came into Vogue. With tasteful modern updates, she is known as Gusty Gables. She is ready to welcome her new residents!

Listing courtesy of Claudia Laslie of BARNBROOK REALTY, INC.

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: 4.15% last updated on 2017-02-16

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 Condominium
  • Address 165 Kemble St # 14
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

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

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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: 4.15% last updated on 2017-02-16

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 Condominium
  • Address 165 Kemble St # 17
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

Listing courtesy of Marc Bachman 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: 4.15% last updated on 2017-02-16

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 Residential
  • Address 9 Cliffwood St
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5102

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

Listing courtesy of Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

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: 4.15% last updated on 2017-02-16

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 Condominium
  • Address 165 Kemble St # 9
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

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: 4.15% last updated on 2017-02-16

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 Condominium
  • Address 165 Kemble St # 16
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

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: 4.15% last updated on 2017-02-16

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 Condominium
  • Address 165 Kemble St # 6
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

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: 4.15% last updated on 2017-02-16

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 216333

  • Listings Condominium
  • Address 165 Kemble St # 10
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 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.

Listing courtesy of Marc Bachman 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: 4.15% last updated on 2017-02-16

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