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!

310 Old Stockbridge Lenox MA 01240

Lenox, MA310 Old Stockbridge Rd

Price$12,500,000

Est. Mortgage: $/month

MLS Number 232689

  • Residential
  • Bathroom 15
  • Bedrooms 13
  • Square Feet 20,821
  • Acreage 89

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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310 Old Stockbridge Lenox MA 01240

MLS Number 232702

  • Commercial
  • Acreage 89

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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101 & 95 Yokun Lenox MA 01240

Lenox, MA101 & 95 Yokun Ave

Price$5,900,000

Est. Mortgage: $/month

MLS Number 232837

  • Residential
  • Bathroom 11
  • Bedrooms 13
  • Square Feet 11,748
  • Acreage 31.19

Ethelwynde is the last remaining great estate of private residency in lenox. Set on 31 acres overlooking two mountain ridges, this 26 room, 11,700+ sq. Ft. Stately english manor home was designed by architect james cameron greenleaf and built in 1929. Generously proportioned and graceful rooms with breathtaking views. The first floor includes an elegant living room, library paneled in rare purpleheart wood from the amazon rainforest, banquet sized dining room, sun -drenched conservatory & family room, cook's kitchen, breakfast dining, butlers pantry and staff quarters. 7 principal bedroom suites, most with fireplaces and private baths and 6 additional bedrooms are on the second floor. Fitness and wellness spaces on third floor. Offering includes 2 berm mid-century guest house.

Listed by Robin Kencel of COMPASS CONNECTICUT, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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36 Pittsfield Lenox MA 01240

MLS Number 228146

  • Commercial
  • Acreage 68.87

This unique property along route 7 in lenox lends itself to development with a combination of retail, entertainment, office and residential spaces. Its location has high visibility, two dedicated curb cuts including a signaled intersection and high traffic count (35,198 aadt in 2018). Property is within the gateway mixed use development overlay district which encourages intensive mixed use development approaches. It abuts the recently built courtyard marriott hotel and is directly across the street (at a signaled intersection) from the lenox commons - a successful development of retail and office with condominiums. The property totals 68+ acres, ~25 acres are in the c3a (commercial) zoning district + overlay above the balance (~43 acres) is in r1a (residential, 1 acre minimum).

Listed by Aldrich Blair Team of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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36 Pittsfield Lenox MA 01240

Lenox, MA36 Pittsfield Rd

Price$3,800,000

Est. Mortgage: $/month

MLS Number 228149

  • Land
  • Acreage 68.87

This unique 68 acre property along route 7 in lenox lends itself to development with a combination of retail, entertainment, office and residential spaces. Its location has high visibility, two dedicated curb cuts including a signaled intersection and high traffic count (35,198 aadt in 2018). Property is within the gateway mixed use development overlay district which encourages intensive mixed use development approaches. It abuts the recently built courtyard marriott hotel and is directly across the street (at a signaled intersection) from the lenox commons - a successful development of retail and office with condominiums. The property totals 68+ acres, ~25 acres are in the c3a (commercial) zoning district + overlay above the balance (~43 acres) is in r1a (residential, 1 acre minim

Listed by Aldrich Blair Team of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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10 Richmond Mountain Lenox MA 01240
Pending

MLS Number 231493

  • Commercial
  • Acreage 21.4

The apple tree inn is a luxurious 34 room private b&b sited on over 20 spectacular rolling hillside acres with heavenly distant views of the scenic berkshire mountainscape. Ideal for weddings and large events, the main house, built in 1885, hosts 13 guest rooms, a handsome tavern/tap room, and a upscale 100+ seat restaurant.The lodge building was added in 1966 with 21 additional rooms, and the original carriage house is now a lovely owners home.Unique in its location, guests can walk across the street to tanglewood for a show or simply enjoy the symphonic sounds from the front porch with dinner. Stockbridge bowl is only steps away as well as kripalu yoga center. With year round draw, the inn boasts strong revenues and occupancy rate. Call for a private tour!

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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1 Pinecroft Lenox MA 01240

Lenox, MA1 Pinecroft Dr

Price$2,875,000

Est. Mortgage: $/month

MLS Number 229619

  • Residential
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,816
  • Acreage 1.14

Exquisite in every detail, this home graces more than an acre of prime berkshire property! In a league of it's own as part of the pinecroft subdivsion of canyon ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!

Listed by Mike Taxter of LENOX CANYON REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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165 Kemble Lenox MA 01240

Lenox, MA165 Kemble St

Price$2,800,000

Est. Mortgage: $/month

MLS Number 232586

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2017
  • Square Feet 2,575

Canyon ranch penthouse available! 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 two penthouses, it features three bedrooms and three and a half baths, spacious great room, 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 G Chesloff and Herbert Butzke of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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Lenox MA 01240

Lenox, MA

Price$2,750,000

MLS Number 232486

  • Commercial
  • Acreage 4.22
  • Parking Spaces 15

The garden gables inn is ideally located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool. Beautifully furnished and tastefully decorated,the inn consists of 15 unique rooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 9 rooms and 2 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is well equipped with updated appliances and adjoins the private innkeeper's quarters.

Listed by Michael Linden and C. Randolph Thunfors of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 232864

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,722
  • Acreage 4.23

The garden gables, located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 12 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!

Listed by C. Randolph Thunfors and Michael Linden of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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194 Pittsfield Lenox MA 01240
Pending

MLS Number 225227

  • Commercial
  • Acreage 2.95

Days inn by wyndham is a 59 unit / 2 floor single structure building in the high traffic commercial zone of route 7&20 in lenox ma. A very attractive 3 acre site set high above the road with gorgeous westerly mountain views, excellent numbers, and up-to-date pip. There are, as well, 2-1 bedroom manager units and in-ground pool.It is close to all area attractions and is walking distance to kennedy park. A superb value awaiting your fresh ideas.

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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79 Reservoir Lenox MA 01240

MLS Number 231699

  • Commercial
  • Acreage 12

Valleyhead is a 12 acre elevated parcel with long views and brimming with potential from its former use as a school with dormitory housing and classrooms to a completely reinvented use. The acreage has open fields and rolling hills and is adjacent to the miles of trails of kennedy park across the road. The views extend over protected and conserved lands which makes the setting ideal for a single grand residence or subdivision with up to 7 lots . Select lots available separately. Current uses:summer camp, retreat center, educational year round residential facility, dormitory residences for staff, visiting performers. Yoga center, therapeutic rehab center, community living.Reinvention:residential development for up to 7 lots, community living, investment property

Listed by Cindy Welch of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.

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Based on information submitted to BCMLS  as of November 28, 2020 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.