Welcome To The Berkshires

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

Residential

New Marlborough MA 01259

New Marlborough, MA

Price$15,500,000

Est. Mortgage: $/month

MLS Number 237057

  • Residential
  • Bathroom 9
  • Bedrooms 10
  • Square Feet 4,273
  • Acreage 298

Set on a rise of nearly 300 acres of rolling meadows, ponds, forests, and river frontage, vergelegen is a berkshire estate without parallel. Developed by two art historians in collaboration with an award-winning creative team composed of world-class american architect tom kundig, and acclaimed british landscape architect tom stuart-smith, and a berkshires based master builder. This is an iconic modern house which affords vast vistas of the berkshire hills and taconic mountains. With cantilevered decks and entire walls of glass that open mechanically, the house offers matchless indoor/outdoor living. Built around a central fireplace, the living area is open plan with an adjacent dropped-ceiling music room and an innovative public/private kitchen with a hidden galley butler's pantry.

Listed by Kenzie Fields and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

319 Under Mountain Lenox MA 01240

Lenox, MA319 Under Mountain Rd

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

30 East Alford MA 01266

Alford, MA30 East Rd

Price$9,750,000

Est. Mortgage: $/month

Pending

MLS Number 238100

  • Residential
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 9,280
  • Acreage 71.59

Nestled in the hills of alford, this cotswolds-inspired home is a work of art that comes along once in a lifetime. From the moment you enter the property, the magical setting exudes peace and tranquility. You first see the guest house: a stone-clad english cottage flooded with natural light greets you at the entrance. Romance meets luxury. Your guests will never want to leave. Kitchen with wood burning fireplace. Sitting room with additional fireplace. 2 bedrooms and 2.5 baths. Overlooking fields and pond.Across the way sits a quintessential red barn. Just a few feet away from a raised bed garden. Perfect for the gardener at heart. A mile up the driveway, with the most incredible far reaching views of the alford valley, is the most exquisite and thoughtfully designed

Listed by Nikki Carchedi of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 Undermountain Sheffield MA 01257

Sheffield, MA2080 Undermountain Rd

Price$9,600,000

Est. Mortgage: $/month

MLS Number 234183

  • Residential
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 5,850
  • Acreage 85

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: 6.7% last updated on Sep 29, 2022
* 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 Lee MA 01238

Lee, MA49 Chanterwood Rd

Price$6,700,000

Est. Mortgage: $/month

MLS Number 238793

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,000
  • Acreage 35

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 Lenox MA 01240

Lenox, MA2 Kemble St

Price$5,840,000

Est. Mortgage: $/month

MLS Number 238388

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

The kemble, a registered ''great estate'' built in 1881 is located within walking distance to the wonderful array of shops and restaurants in downtown lenox. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury estate, and is being offered as a turn key property. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate parties and guests of 20+. Property qualifies as a ''great estate'' allowing for special uses in the residential district. When not using the property, enjoy the benefits of short/long term rental. Manicured lawns and gardens, stone walls, breathtaking views to the west, and fully ada compliant.

Listed by Lori J Rose and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

23 Prospect Hill Stockbridge MA 01262

Stockbridge, MA23 Prospect Hill Rd

Price$4,950,000

Est. Mortgage: $/month

MLS Number 238266

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,200
  • Acreage 57

Privacy and elegant simplicity in a home for all seasonsthis exquisitely designed house, set upon 55+ acres, has sweeping linear forms, large expanses of glass & an open yet cozy floor plan. Dozens of sliding glass doors & windows provide great cooling air flow along with multi-zoned central air if preferred. The extensive indoor use of natural materials like wood, brick & stone tile adds a warmth & beauty to the space & allows it to merge with the surrounding landscape of well-established gardens & woodlands. The layout of the common areas permits an easy & organic flow of movement & while well defined, these areas live in an intentional & casual relationship with each other. This offers a flexible use of space, whether for intimate conversations or large gatherings

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

24 & 30 Berkshire Heights Great Barrington MA 01230

MLS Number 238862

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,240
  • Acreage 46.25

A rare estate offering in the berkshires. Breathtaking southern and western views from this historically important great barrington estate. Designed by charles platt for charles freer of the renowned freer gallery in dc, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to great barrington.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

55 & 0 Maple Hill West Stockbridge MA 01266

MLS Number 238141

  • Residential
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9,564
  • Acreage 68.6

Dragonfly manor....This stunning berkshire estate on 68+ acres in west stockbridge has recently been renovated and refreshed by custom designing and curated for this special home in a french country with bohemian vintage farmhouse flair for today's lifestyle. Inviting center hall entrance, spacious common rooms, both formal and informal dining, six bedrooms, 7 1/2 baths, study, two sun porches, separate guest apartment, ''pub'' room and library all overlooking stone patios, rolling lawns, a two acre spring fed swimming pond with dock, established landscaping, gardens and specimen orchards, barn with stable & paddock surrounded by privacy and abutting hundreds of acres of protected land in a most convenient location minutes to all things wonderful in the berkshires!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

14 Easland West Stockbridge MA 01266

West Stockbridge, MA14 Easland Rd

Price$4,850,000

Est. Mortgage: $/month

MLS Number 238758

  • Residential
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 5,728
  • Acreage 94.93

Blueberry hill is an historic legacy property enjoyed by four generations and available for the first time since 1938, a secluded retreat yet proximate to popular berkshires attractions. Surrounded by 95 acres of land, its sprawling private footprint makes this estate a coveted berkshires gem. The compound includes four residences that offer space for family, friends, and support staff - a 5 bedroom, 4.5 bath gracious main house, a converted barn 3 bedroom, 3 bath guest house, a 3 bedroom, 2 bath caretakers house with multiple garages for both cars and equipment, and a destination 2 bedroom, 1 bath coveted guest house at the top of the pasture. There are facilities for outdoor activities like tennis, swimming, hiking, a greenhouse and more. (see supplement)

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

Great Barrington MA 01230

Great Barrington, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 238546

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 9,254
  • Acreage 16.76

The thoughtfully renovated and expanded 1940s main house is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care and sensitivity. Delightful outdoor spaces abound--front and rear goshen stone patios, rolling lawns, balconies and roof spaces. Cozy historic sunroom off the living room. Above the oversized two-car garage, is a stunning light-filled studio with intricate ceiling details, exterior balcony and bathroom. The in-ground pool is surrounded by a huge patio area, gardens and pastoral views.

Listed by Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

164 Peter Menaker New Marlborough MA 01230

MLS Number 237795

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,434
  • Acreage 2.95

Spectacular contemporary home on 150 feet of lakefront property with private beach and dock.This beautiful home features five bedrooms, four full and one half bath. The main level encompasses a bedroom and full bath along with an office, gourmet kitchen, dining room, screened porch and large family room with wood burning fireplace. The expansive lake view deck features a stone fireplace and hot tub, perfect for entertaining. There is also a private association with tennis. The second level features three en-suite bedrooms and bonus/gym, lake views, and ample closet space. This breathtaking resort-style home offers unparalleled craftsmanship, exceptional amenities, and is sure to impress the most discerning buyer. Minutes from butternut ski mountain and great barrington.

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

Recommended Searches