Welcome To The Berkshires

Luxury Homes of the Southern Berkshires

319 Under Mountain Road Lenox MA 01240

Lenox, MA319 Under Mountain Road

Price$13,500,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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7 Prospect Hill Road Stockbridge MA 01262

Stockbridge, MA7 Prospect Hill Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 239285

  • Residential
  • Bathroom 9
  • Bedrooms 5
  • Square Feet 9,339
  • Acreage 6.2

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: 6.89% last updated on Feb 6, 2025
* 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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390 Tamaridge Road New Marlborough MA 01259

New Marlborough, MA390 Tamaridge Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 245507

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 5,890
  • Acreage 330

Stunning long views, rare 330+ acre parcel, abuts conservation land! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand berkshire estate, the property is comprised of the main tudor style residence with indoor pool, shingled barn, dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all in need of upgrades, but restoration to former glory, a most worthwhile project. Indoor heated pool room opens to beautiful sunken gardens with contemplation bench , stone walls and perennial gardens. A unique and wonderful opportunity, within close proximity to gedney farm, old inn on the green, southfield store, and just minutes to ski butternut and great barrington.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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25 Sheffield Road Egremont MA 01230

Egremont, MA25 Sheffield Road

Price$5,900,000

Est. Mortgage: $/month

MLS Number 243036

  • Residential
  • Bathroom 10
  • Bedrooms 11
  • Square Feet 9,748
  • Acreage 67

Tullar farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of south egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands the tullar house; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique dutch gambrel dating back t

Listed by Elyse Harney Morris and Lauren A. Molk of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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662 Brewer Hill Road New Marlborough MA 01244

MLS Number 244862

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,915
  • Acreage 70

Discover unparalleled luxury and serenity in this extraordinary 5-br, 7-ba estate nestled in the heart of new marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect allan shope, this architectural masterpiece is an uplifting retreat, seamlessly integrating modern design with nature's beauty. The home's thoughtful design takes full advantage of the sloping hillside, offering dramatic views from every angle. Inside, you'll find meticulous attention to detail, from the finest materials to timeless craftsmanship. The modern open floor plan flows effortlessly, with an indoor lap pool for year-round enjoyment.

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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185 Keyes Hill Road New Marlborough MA 01230

New Marlborough, MA185 Keyes Hill Road

Price$3,785,000

Est. Mortgage: $/month

MLS Number 242397

  • Residential
  • Bathroom 3
  • Bedrooms 7
  • Square Feet 4,386
  • Acreage 249

Blue hill farm: an 1820 center hall colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an apple orchard, woodlands, gardens, tennis court, a 1970's caretaker/farmer's house and multiple barns. The main house has 6/7 bedrooms and three baths, along with a three-car attached garage. The property consists of seven parcels of contiguous land surrounded by the umpachene river on three sides. There are long views to the west of the taconic range from inside and outside of the home, and a grouping of supportive barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967, this is truly an unusual and rare offering with development possibilities featuring extraordinary views.

Listed by Timothy Lovett of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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19 Mill Road Egremont MA 01258

Egremont, MA19 Mill Road

Price$3,575,000

Est. Mortgage: $/month

MLS Number 244751

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 3,940
  • Acreage 59.6

Escape to your own lakefront sanctuary in the berkshires nestled in the heart of the picturesque berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly positioned to offer breathtaking views and serene surroundings. The berkshires are renowned for their stunning landscapes, vibrant cultural scene, and outdoor recreational activities. Expansive living space:** the 4,000-square-foot home features five spacious bedrooms and six bathrooms, providing ample space for family and friends.

Listed by Suzann Laverack Ward and LJ Stark of HOUSATONIC REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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84a Undermountain Road Egremont MA 01230

Egremont, MA84a Undermountain Road

Price$3,495,000

Est. Mortgage: $/month

MLS Number 243342

  • Residential
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 6,000
  • Acreage 20.2

The birches....Welcome to your new oasis in the berkshires where every season is memorable. This magical compound has been architecturally redesigned & renovated using the finest materials offering all the modern amenities a buyer wants to live, play, relax and work from, surrounded by 20+ acres of privacy & far reaching protected views in all directions. This stunning contemporary has big open common areas for gathering, first floor primary en suite, guest bedrooms en suite and a private two bedroom guest quarters w/kitchenette, custom crafted wine room, and an exercise room all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; a beautiful gunite heated pool w/waterfall &

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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685 South Egremont Road Great Barrington MA 01230

MLS Number 241895

  • Residential
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 12,207
  • Acreage 225

225 acre 18 hole golf course / horse ranch in the heart of the berkshires. Former egremont country club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to ny city & boston. (* additional acreage may be available.)

Listed by Steven J. Weisz of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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32 Oxbow Road Egremont MA 01230

Egremont, MA32 Oxbow Road

Price$3,495,000

Est. Mortgage: $/month

MLS Number 243930

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 5,667
  • Acreage 13.21

This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary suites on both first and second floor, all offer plenty of space for guests and family. The lower level offers versatility w/ a mudroom, playroom, gym and plenty of storage. The flagstone terrace w/ pergola, outdoor kitchen and gunite swimming pool w/ hot tub provide the perfect setting for entertaining or relaxing. This home offers a peaceful retreat while still being close to all the amenities!

Listed by Molly Thomas of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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46 Bow Wow Road Egremont MA 01230

Egremont, MA46 Bow Wow Road

Price$3,485,000

Est. Mortgage: $/month

Pending

MLS Number 242971

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 12,589
  • Acreage 57.71

In 2021, the freeman was transformed utilizing high-quality materials from an aging nineteenth-century estate to a clean and modern getaway and top-performing rental property. The main house, renovated to be 100% carbon-neutral, features six fireplaces, two dining rooms, a library, 1500sqft bluestone deck and more. The freeman sits atop 57 acres of greenery to explore, containing a tennis court, four-acre vineyard, mountain views and a dock to access harman marsh pond. Individuals, wedding parties, and corporate retreats alike have come to the freeman to enjoy its secluded feel while being close to key berkshire attractions like catamount ski area, bash bish falls, and downtown great barrington. This property is just over 100 miles from both boston and new york city.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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56 Crooked Hill Road Alford MA 01230

Alford, MA56 Crooked Hill Road

Price$3,295,000

Est. Mortgage: $/month

MLS Number 245476

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5,238
  • Acreage 19.3

Alford stunner! Exceptionally designed turnkey home with mountain views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the perfect assemblage of textures and materials.Antique douglas fir floors and mushroom wood ceilings frame the living room's locally quarried stone fireplace and large southwest-facing windows with mountain views. The living room opens to a light-filled, elegant dining room, which then connects to a marvelous chef's kitchen.

Listed by Elle Villetto and Jared Kelly of WILLIAM PITT SOTHEBY'S - LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

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