and narrow your search. If you have fewer than 200 results, you can save your search.

Open Houses

319 Under Mountain Road Lenox MA 01240

Lenox, MA319 Under Mountain Road

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Year Built 1903
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

7 Prospect Hill Road Stockbridge MA 01262

Stockbridge, MA7 Prospect Hill Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 239285

  • Residential
  • Year Built 1993
  • Bathroom 9
  • Bedrooms 5
  • Square Feet 9,339

One of the berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. Elevator, computerized systems. 9,339 sf with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

2080 South Undermountain Road Sheffield MA 01257

MLS Number 234204

  • Commercial
  • Square Feet 5,850
  • Acreage 85
  • Year Built 1880

Breathtaking educational facility, residential complex or corporate retreat this spectacular 85+/- acre property is a destination educational center. It offers a magnificent 1880 manor house, with spectacular distant views, a pond, and 11 additional buildings which house an auditorium, group meeting areas, breakout private offices, a fitness center, pondside cottage, huge dining hall with commercial kitchen, and accommodations in over 56 guest rooms. The land is made up of 70+/- acres in the southern berkshires and 15+/- abutting acres in salisbury, ct - the entire ct side runs along sage's ravine. There are walking trails throughout the land and access to the appalachian trail. Details and taxes are only for the main house, please ask for details for all 12 buildings and total property.

Listed by Elyse Harney Morris and Juliet Moore of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

2080 South Undermountain Road Sheffield MA 01257

MLS Number 234183

  • Residential
  • Year Built 1983
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 5,850

This spectacular 85+/- acre property is a destination educational center. It offers a magnificent 1880 manor house, with spectacular distant views, a pond, and 11 additional buildings which house an auditorium, group meeting areas, breakout private offices, a fitness center, pondside cottage, huge dining hall with commercial kitchen, and accommodations in over 56 guest rooms. The land is made up of 70+/- acres in the southern berkshires and 15+/- abutting acres in salisbury, ct - the entire ct side runs along sage's ravine. There are walking trails throughout the land and access to the appalachian trail. You will be smitten by this property and totally taken with the possibilities... Building and property tax details are for the main house only. Please contact agent for more details.

Listed by Juliet Moore and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

250 Long Pond Road Great Barrington MA 01230

Great Barrington, MA250 Long Pond Road

Price$6,800,000

Est. Mortgage: $/month

MLS Number 240514

  • Residential
  • Year Built 2007
  • Bedrooms 7
  • Square Feet 11,714
  • Acreage 119.73

This unique architecturally designed contemporary offers the perfect blend of sophisticated esthetics with easy country living sited beautifully on 119+ acres of privacy and tranquility. The main residence and guest house are surrounded by nature and sweeping views in all seasons. Sorpetaler sliding glass walls and expansive decking overlook the 25 meter heated saltwater lap pool, hot tub, stone fire pit and striking rock outcroppings. The 3,000 sq ft finished barn with double volume height ceiling offers numerous uses on your way to the hiking & bike trails to the frontage on the williams river...All just a short drive to the sought after town of great barrington for dining, shopping & entertainment!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

101 & 107 Yokun Avenue Lenox MA 01240

MLS Number 241178

  • Commercial
  • Square Feet 11,748
  • Acreage 44.88
  • Year Built 1929
  • Parking Spaces 10

Commercial opportunity renowned for its 19th century cottages, the berkshires (known as the inland newport) boasts numerous wonderful homes of the era. It's a rare thing indeed when one has been beautifully restored for modern life and enjoyment; rarer yet that it exists on its original 40+ acres with fantastic views, in the very heart of lenox, ma.The offering, representing the original configuration, includes 101 and 107 yokun ave. As well as mid-century modern, 95 yokun ave. Completed in 1929, the design of the main house reflects the english craftsmen homes of the early 1900's which focused on human-scaled grandeur. Also for sale as residential (#241180)

Listed by Selina Lamb of BIRCH PROPERTIES

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

101 & 107 Yokun Avenue Lenox MA 01240

Lenox, MA101 & 107 Yokun Avenue

Price$5,500,000

Est. Mortgage: $/month

MLS Number 241180

  • Residential
  • Year Built 1929
  • Bathroom 8
  • Bedrooms 10
  • Square Feet 11,748

Modern life in an elegant country houserenowned for its 19th century cottages, the berkshires (known as the inland newport) boasts numerous wonderful homes of the era. It's a rare thing indeed when one has been beautifully restored for modern life and enjoyment; rarer yet that it exists on its original 40+ acres with fantastic views, in the very heart of lenox, ma.The offering, representing the original configuration, includes 101 and 107 yokun ave. As well as mid-century modern, 95 yokun ave. Completed in 1929, the design of the main house reflects the english craftsmen homes of the early 1900's which focused on human-scaled grandeur.Also for sale as commercial property (#241178)

Listed by Selina Lamb of BIRCH PROPERTIES

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

2 Kemble Street Lenox MA 01240

MLS Number 241173

  • Commercial
  • Square Feet 9,556
  • Acreage 3
  • Year Built 1881

Unlock a prime investment opportunity at the kemble. - located in lenox, ma, a vibrant downtown in the heart of the berkshires. This prestigious property, a renowned great estate, has been expertly transformed into a highly profitable luxury estate destination property. With grand gathering spaces, a well-equipped kitchen, mahogany bar, and 13 en-suite bedrooms, it easily accommodates parties and guests of 20+. Breathtaking views and manicured lawns with multiple terraced areas for outdoor gatherings. According to airdna, the kemble is #1 top grossing vacation rental in the berkshires and beyond. Excellent reviews. Financials available. Fully ada compliant

Listed by Cameron Volastro and Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

2 Kemble Street Lenox MA 01240

Lenox, MA2 Kemble Street

Price$5,485,000

Est. Mortgage: $/month

MLS Number 241190

  • Residential
  • Year Built 1881
  • 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 Lori J Rose and Cameron Volastro of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

49 Chanterwood Road Lee MA 01238

Lee, MA49 Chanterwood Road

Price$4,999,000

Est. Mortgage: $/month

MLS Number 240075

  • Residential
  • Year Built 2015
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,000

Eagles roost: 877 feet of lake frontage and 35 acres on goose pond. Complete privacy. This quintessential berkshire lake lodge, nestled among ancient boulders along the shore of the most pristine lake in the massachusetts berkshire mountains provides unparalleled, gated privacy only moments from all activities the berkshires' has to offer. Designed and constructed for the private use of the builder, no expense has been spared. This five bedroom, 6 1/2 bath, energy efficient home features soaring stone fireplaces, two primary suites on the first level, two guest rooms with en suite baths, an in-law suite and a huge screened porch all with tremendous water views and access to stone patios with fire pits overlooking the lake front.

Listed by Leslie G Chesloff and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

19 West Alford Road West Stockbridge MA 01266

MLS Number 240277

  • Residential
  • Year Built 2002
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,045

Woodlawn meadows.....This 7,000+ sq ft west stockbridge contemporary has it all. Surrounded by 23+ acres, (2 contiguous parcels) of gated privacy, this stunning home is in move-in condition and ready for you to begin making country memories. Spacious common rooms, six bedrooms with 6 full baths, an office & sunroom make this house perfect for a few or many. Having both formal and informal living spaces provides the opportunity to be alone with your thoughts or gather with a crowd in the game room and home theater or in the most special sun room with stone fireplace leading to the vast decking and indoor/outdoor year round gunite heated pool. Sweeping lawns and meadow framed by mature landscaping and lush woodlands, all just a short drive from everywhere you want to be in the berkshires

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

350 Old Cheshire Road Lanesborough MA 01237

MLS Number 240873

  • Commercial
  • Square Feet 12,225
  • Acreage 102
  • Year Built 1789

Welcome to camp mohawk, a pristine 102-acre lakefront property in the heart of the berkshires. The property represents a rare and extraordinary development opportunity: nearly one mile of waterfront on a virtually uninhabited lake, located just off the main north-south artery of berkshire county. Once a summer camp, the existing main house and barns are listed on the national register of historic places, and date to the late 1700's. Asking price based on professional appraisal. Enormous use potential including spa/resort, corporate/wellness retreat, condominium/single family and retirement housing, family compound. See attachments for details.

Listed by Lisa Bouchard Hoe of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of September 24, 2023 . 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.