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!

r=1-12
165 Kemble St, Lenox, MA 01240

Price$1,850,000

Est. Mortgage: $/month

MLS Number 220572

  • Single Family
  • Village Berkshire - South
  • Year Built 2017
  • Parking Spaces 1
  • Bedrooms 2

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 WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

236 Kemble St, Lenox, MA 01240

Price$1,590,000

Est. Mortgage: $/month

Pending

MLS Number 224948

  • Single Family
  • Village Berkshire - South
  • Year Built 1894
  • Parking Spaces 2
  • Bedrooms 8

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.

Listed by BERKSHIRE PROPERTY AGENTS

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

250 West St, Lenox, MA 01240

Price$1,550,000

Est. Mortgage: $/month

MLS Number 225054

  • Single Family
  • Village Berkshire - South
  • Year Built 2015
  • Parking Spaces 3
  • Bedrooms 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.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

2 Fox Hollow Rd, Lenox, MA 01240

Price$1,500,000

Est. Mortgage: $/month

MLS Number 224833

  • Single Family
  • Village Berkshire - South
  • Year Built 1964
  • Parking Spaces 3
  • Bedrooms 5

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!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

234 Kemble St, Lenox, MA 01240

Price$1,495,000

Est. Mortgage: $/month

MLS Number 224321

  • Single Family
  • Village Berkshire - South
  • Year Built 1888
  • Bedrooms 5
  • Bathroom 6

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.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

8 Fairway Dr Dr, Lenox, MA 01240

Price$1,400,000

Est. Mortgage: $/month

MLS Number 223591

  • Condominium Residential - Condo/Townhouse
  • Elementary School Morris
  • Co Listing Office Id 249
  • Address 8 Fairway Dr # 10
  • Middle School Lenox Memorial

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.

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

265 East St, Lenox, MA 01240

Price$1,395,000

Est. Mortgage: $/month

MLS Number 214337

  • Single Family
  • Village Berkshire - South
  • Year Built 1800
  • Bedrooms 4
  • Bathroom 4

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...

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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$1,350,000

Est. Mortgage: $/month

MLS Number 216326

  • Condominium Residential - Condo/Townhouse
  • Elementary School Morris
  • Co Listing Office Id 110139
  • Address 165 Kemble St # 1
  • Middle 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: 4.45% last updated on Jan 10, 2019
* 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$1,350,000

Est. Mortgage: $/month

MLS Number 216327

  • Condominium Residential - Condo/Townhouse
  • Elementary School Morris
  • Co Listing Office Id 110139
  • Address 165 Kemble St # 2
  • Middle 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 Gladys Montgomery and Leslie Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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$1,350,000

Est. Mortgage: $/month

MLS Number 220566

  • Single Family
  • Village Berkshire - South
  • Year Built 2017
  • Bedrooms 1
  • Bathroom 2

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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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. #2 --, Lenox, MA 01240

Price$1,350,000

Est. Mortgage: $/month

MLS Number 220568

  • Single Family
  • Village Berkshire - South
  • Year Built 2017
  • Bedrooms 1
  • Bathroom 2

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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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

19 Cliffwood St, Lenox, MA 01240

Price$1,295,000

Est. Mortgage: $/month

MLS Number 225262

  • Single Family
  • Village Berkshire - South
  • Year Built 1915
  • Parking Spaces 1
  • Bedrooms 5

Walk to Town from this 5 BR home that's been tastefully restored with attention to historic detailing. Gorgeous kitchen with marble counters and huge marble island, wood floors throughout, new master bath with two vanities and gorgeous oversized shower; formal living and dining rooms with pocket doors, 3 season room with access to the large deck and yard. Mechanicals have been updated, house is impeccable and you have the most special of locations. A one of a kind Lenox home!

Listed by PIRETTI REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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