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!

319 Under Mountain Road Lenox MA 01240

Lenox, MA319 Under Mountain Road

Price$13,500,000

Est. Mortgage: $/month

Pending

MLS Number 244657

  • Residential
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261
  • Acreage 218.11

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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2 Kemble Street Lenox MA 01240

Lenox, MA2 Kemble Street

Price$5,485,000

Est. Mortgage: $/month

MLS Number 242956

  • Residential
  • Bathroom 14
  • Bedrooms 13
  • Square Feet 9,556
  • Acreage 3

The kemble, a registered ''great estate'' built in 1881 is located in the heart of the thriving downtown lenox business district. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ada compliant.

Listed by Cameron Volastro and Lori J Rose of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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 Drive Lenox MA 01240

Lenox, MA1 Pinecroft Drive

Price$5,150,000

Est. Mortgage: $/month

MLS Number 244630

  • Residential
  • Bathroom 9
  • Bedrooms 7
  • Square Feet 7,816
  • Acreage 1.14

Elegant berkshire stone estate with 125 acres of canyon ranch serenity. Thoughtful design combined with masterful craftsmanship in this exquisite turnkey home, a rare offering in the pinecroft compound of canyon ranch. The split floor plan boasts 300 year old reclaimed timber floors, crown moldings throughout. A sumptuous primary wing with stone fireplace and dual walk-in closets and bathrooms. The great room is anchored by a floor to ceiling stone fireplace with incredible iron work and an artisanal custom designed wet bar. Nano doors bring the outdoors in during the warmer months. The heart of the home is the eat-in chef's kitchen with sub zero/ thermador appliances, oversized island with dual dishwashers with pocket doors to the formal dining room. Rounding out the main floor

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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 Street Lenox MA 01240

Lenox, MA135 Main Street

Price$2,600,000

Est. Mortgage: $/month

Pending

MLS Number 237252

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

The garden gables inn is ideally located in the center of lenox on over 4+ 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 cottage includes 9 guest rooms and 2 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces. There are 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 C. Randolph Thunfors and Katie Soules of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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 Street Lenox MA 01240
Pending

MLS Number 237253

  • Commercial
  • Acreage 4.22
  • Parking Spaces 25

The garden gables inn is ideally located in the center of lenox on over 4+ 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 cottage includes 9 guest rooms and 2 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces. There are 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 Katie Soules and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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751 East Road Lenox MA 01240

Lenox, MA751 East Road

Price$2,050,000

Est. Mortgage: $/month

MLS Number 244339

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,862
  • Acreage 23.99

This unique contemporary home sited on 24 wooded acres features a frank lloyd wright inspired architectural design and offers a stylish and private berkshire retreat with stunning views. Decks and patios off of every room seamlessly blend indoor and outdoor living to embrace the beautiful natural landscape. The living room features an array of windows w/ built in lighting and treatments, filling the space with natural light that brings out the warm tones of the cherry floors. The unique side roll desk showcases the master craftsmanship in the custom woodwork you encounter throughout the home. Lovely open kitchen with granite counters. The lower level features a sauna, screened porch and secret wine cellar. There is also room for guests in two additional bedrooms, full bath, and an

Listed by Conor Meehan of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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9 Blossom Hill Lenox MA 01240

Lenox, MA9 Blossom Hill

Price$1,850,000

Est. Mortgage: $/month

Pending

MLS Number 244317

  • Condo
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1999
  • Square Feet 4,120

Nestled in the picturesque town of lenox, blossom hill is your gateway to the perfect berkshire retreat. This spectacular property offers the ideal blend of classic elegance and modern comfort, surrounded by the natural beauty of the berkshires. Whether you're seeking a peaceful escape or an adventure-filled getaway, this home delivers. Explore the nearby hiking trails, indulge in the vibrant local arts and cultural scene, or simply relax and unwind in the tranquility of your private sanctuary. Every detail is designed to make unforgettable memories. From the beautifully appointed interior to the breathtaking views, this is more than just a condominium--it's an experience you'll cherish. Come discover why blossom hill located within the miraval lenox campus is the perfect destination.

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC. ((413) 441-7067)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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8 Melville Court Lenox MA 01240

Lenox, MA8 Melville Court

Price$1,795,000

Est. Mortgage: $/month

Pending

MLS Number 244065

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,869
  • Acreage 0.84

Custom built 5 br contemporary home with beautiful architectural features to match the beautiful october mt. Views! Open floor plan with family room and kitchen/eating area all accessible to the deck and pretty yard, first floor guest suite and more formal rooms too... Dr and lr with french doors to the front porch. The arched doorways, tray ceilings and stunning built ins surrounding the fp make this home unique. There are 4 additional bedrooms and 3 full baths on the 2nd floor with a 2 room primary suite (sitting room and bedroom) with gorgeous full bath. Conveniently located near the high school and close to all the culture the berkshires has to offer. Enjoy the pristine condition, the beautiful views from both the front porch and the rear patio, and the great lenox schools!

Listed by Mary Jo Piretti Miller of PIRETTI REAL ESTATE ((413) 637-1696x1)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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6 Golf View Drive Lenox MA 01240

Lenox, MA6 Golf View Drive

Price$1,695,000

Est. Mortgage: $/month

Pending

MLS Number 244260

  • Condo
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2024
  • Square Feet 3,644

Exceptional lenox location offers luxury living & walk to town. Ideal location as neighbors to miraval berkshires resort and so close to lenox happenings. This is the last new construction opportunity in lenox landings. An intimate community of single family homes set beautifully overlooking golf greens at wynhurst golf resort & spa and this homesale inclusive of a one-year golf or spa membership at wynhurst club. A dramatic design showcases top of the line finishes for elevated style and finish like no other. Step into the custom covered tiled front porch and be welcomed into a grand lightfilled great room. Be impressed with dramatic 9' ceilings, gleaming hardwood floors throughout first floor, walls of windows with nature's preserve as your backdrop. Live comfortably in the midst o

Listed by Tonia L. Scalise of WILLIAM PITT SOTHEBY'S - LENOX ((413) 637-4402)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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730 East Street Lenox MA 01240

Lenox, MA730 East Street

Price$1,595,000

Est. Mortgage: $/month

Pending

MLS Number 243779

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,833
  • Acreage 20.89

Hidden spring farm, has been lovingly maintained by one family for the last half century and now its your turn to continue its legacy. Set on 20a of fields and forest, this beautiful property features a picturesque pond, perennial gardens, stone walls, historic barn and outbuildings in a park-like setting. The historic 1820 home has been expanded over the years, has new copper gutters & porch roof , new or updated slate and asphalt roofs on all buildings, hardwood floors, 3 fireplaces, a hand turned shaker stair rail, spacious rooms with period details, 4 bedrooms, and updated mechanicals. Enjoy your summer days on the screened porch or bluestone terrace overlooking the serene landscape. If you love historic, love land and enjoy pristine....Hidden spring farm is a dream come true!

Listed by Mary Jo Piretti Miller of PIRETTI REAL ESTATE ((413) 637-1696x1)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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125 Old Stockbridge Road Lenox MA 01240

Lenox, MA125 Old Stockbridge Road

Price$1,550,000

Est. Mortgage: $/month

MLS Number 244280

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 4,800
  • Acreage 4.07

A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, french doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods. Impressive second floor balcony with lovely sitting area. Primary suite with office (could be a 5th bedroom). Second floor and lower-level laundries. Finished lower level with 3 additional rooms and full bath. Walk to all that shakespeare and company has to offer. Restaurants, shopping, canyon ranch, miraval, hiking and more are only mere minutes away.

Listed by Timothy Gallagher and Sheila Thunfors of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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12 Bishop Estate Road Lenox MA 01240

Lenox, MA12 Bishop Estate Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 244635

  • Residential
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 2,185
  • Acreage 4.31

Discover your dream home in the berkshires! This expansive and luxurious cape has been thoughtfully renovated throughout and offers an immaculate, light and bright home to love. New windows masterfully placed allow the beauty of the berkshires inside while enjoying the comforts of home. Renovations include exquisite porcelanosa tile, open floor plan, 5 full baths, a spectacular kitchen with commercial grade refrigerator, new windows, 400 amp electric and discreet ceiling mounted mini splits for your comfort. Nestled in desirable bishop estate across from canyon ranch, the property offers 4.31 acres of serene privacy while being just a short walk to the heart of the berkshires in downtown lenox. With only 17 homes on the property, you'll enjoy a peaceful and tranquil setting close to

Listed by Heather Gallagher of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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 October 5, 2024 . 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.