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

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: 2.98% last updated on Apr 29, 2021
* 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

Lenox, MA310 Old Stockbridge Rd

Price$12,500,000

Est. Mortgage: $/month

MLS Number 232689

  • Residential
  • Bathroom 15
  • Bedrooms 33
  • 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: 2.98% last updated on Apr 29, 2021
* 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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399 Under Mountain Lenox MA 01240

Lenox, MA399 Under Mountain Rd

Price$4,935,000

Est. Mortgage: $/month

MLS Number 233680

  • Residential
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 9,364
  • Acreage 11.45

Highwick farm manor house is nearing its 3 year restoration/renovation in time for the summer of 2021. Meticulously preserving and restoring the magnificent original details of this berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of parsons marsh and

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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: 2.98% last updated on Apr 29, 2021
* 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: 2.98% last updated on Apr 29, 2021
* 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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119 Under Mountain Lenox MA 01240

Lenox, MA119 Under Mountain Rd

Price$3,400,000

Est. Mortgage: $/month

Pending

MLS Number 231866

  • Residential
  • Bathroom 9
  • Bedrooms 9
  • Square Feet 11,857
  • Acreage 11.2

Spectacular landscaping surrounds the gracious main home of this historic property in lenox. With a sympathetic melding of the old and the new, the original house was built in the 1830's and added to throughout the years. Today it is a large and comfortable home for gathering and entertaining family and friends or just escaping the stress of today's world. Six bedrooms, 5.5 baths. Brick paths meander through lovely gardens , to the artfully converted barn/guest house and the 20'x 40'pool/hot tub area - far enough from the main house for privacy but close enough for conviviality. Highlighted by a fabulous cone-shaped window the 'barn' has large living spaces, a kitchen, bar, three bedrooms, 2.5 baths. A magnificent property.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 233840

  • 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: 2.98% last updated on Apr 29, 2021
* 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 233839

  • 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: 2.98% last updated on Apr 29, 2021
* 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: 2.98% last updated on Apr 29, 2021
* 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: 2.98% last updated on Apr 29, 2021
* 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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115 New Lenox Lenox MA 01240

Lenox, MA115 New Lenox Rd

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 228886

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,354
  • Acreage 19.87

''high meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of october mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a towering sun filled great room, wine cellar, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.There are meticulous specimen landscaping with master gardens, pear and apple orchards, groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but an extraordinary crystal clear swimming and trout pond! This is an ideal home and property for entertaining friends and family! Call for a private tour.

Listed by James J Nugent of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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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754 East Lenox MA 01240

Lenox, MA754 East St

Price$1,599,000

Est. Mortgage: $/month

Pending

MLS Number 233361

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,508
  • Acreage 4

Stunning contemporary w/ october mountain views. This spacious home is 6508 square feet w/ 3 levels of living. First floor primary bedroom has soaring high ceilings w/ beautiful nature & mountain views from every window. Fabulous 1st floor primary bath & walk-in closet. Great room has double sided, stone, gas fireplace that opens to a chef's kitchen. Dining room has doors that go out to a brazllian ipe wood deck also located on the 1st floor, 1/2 bath & office w/ built-ins. 2nd floor has an additional family room area w/ fieldstone fireplace, 3 bedrooms & 2 additional baths. Lower level has expansive family room & temp controlled wine cellar. Lower level walks out to goshen stone patio w/ built in pizza oven & grill. In-ground, salt cell system, self cleaning pool w/ waterfall spa.

Listed by Elle Villetto of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 May 6, 2021 . 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.