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Berkshire Single Family Properties

Discover single family homes for sale in the Southern Berkshires of Massachusetts. Find homes in Great Barrington, Egremont, Lee, and beyond. Search through a variety of current listings, including lakeside homes, antique luxury homes, and many more! Whether you're looking for multimillion dollar estates or modest cabins and camps, Southern Berkshire homes are truly diverse and offer options for most any homebuyer. Enjoy the mountains, lakes, and the area's many natural wonders from your new home!

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91 Blunt Rd Egremont MA 01230

Price$12,900,000

Est. Mortgage: $/month

MLS Number 226728

  • Single Family
  • Address 91 Blunt Rd
  • Village Berkshire - South
  • Year Built 1987
  • Bedrooms 6

Set apart by its extraordinary scope, beauty, and privacy, this property stretches across 350A+/- acres of idyllic land in the Berkshire Hills, presiding over a mountaintop realm in the midst of vast rolling woodlands and open meadows which provide the setting for its various residences and comprehensive equestrian facilities. This one-of-a-kind estate creates a gathering place for family and friends to enjoy the relaxation and sporting life of this worlds-away natural paradise, glorious in every New England season, also offering an excellent opportunity for potential subdivision or expansion on numerous sites of the acreage. Winding its way through the sylvan landscape, highlighted by a tranquil pond, a mile-long drive arrives at the mountaintop main residence, designed

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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3 Ice Glen Rd Stockbridge MA 01262

Price$9,500,000

Est. Mortgage: $/month

MLS Number 225549

  • Single Family
  • Address 3 Ice Glen Rd
  • Village Berkshire - South
  • Year Built 1915
  • Parking Spaces 2

Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with Tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with Corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. six baths on second and third floors. SEE ADDITIONAL INFO

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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250 Long Pond Rd Great Barrington MA 01230

Price$7,000,000

Est. Mortgage: $/month

MLS Number 225029

  • Single Family
  • Address 250 Long Pond Rd
  • Village Berkshire - South
  • Year Built 2007
  • Parking Spaces 3

Contemporary masterpiece beautifully situated on 120 acres offers privacy and breathtaking views in every season. Main House and Guest House were designed by Steven Haas, recognized by Architectural Digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful barn adds to allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, hiking trails and access to Williams River trout stream. Quintessential Berkshires setting off private road just minutes from vibrant town center of Great Barrington, selected in 2012 by Smithsonian Magazine as #1 of The 20 best small towns in America.

Listed by Non-member

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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278 Hillsdale Rd Egremont MA 01230

Price$5,950,000

Est. Mortgage: $/month

MLS Number 228254

  • Single Family
  • Address 278 Hillsdale Rd
  • Village Berkshire - South
  • Year Built 2008
  • Parking Spaces 6

From the 1300' elevation amidst the 60+/- acres of open fields, the views from this contemporary are 360 degrees: to Catamount, to the Taconic Crest and to the Catskills extending as far as Hunter Mtn 43 miles away!The residence is as large and engaging as the views. The over 7,000 +/- sq.ft. main house has 11 rooms, 6 bedrooms and 6 full baths. The Barn/ 2 bedroom Apt and 33' long Art studio (or auto display) adds 3500'. The dining room can seat 20 and the entire glass wall opens to the patio with a stone grill. The coffered ceiling living room spans the width of the house and opens to the patio seating with outdoor fireplace.

Listed by LANDVEST, INC.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 West Center Rd West Stockbridge MA 01266

Price$5,950,000

Est. Mortgage: $/month

MLS Number 227174

  • Single Family
  • Address 119 West Center Rd
  • Village Berkshire - South
  • Year Built 2007
  • Bedrooms 6

When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 6,700+/- sq.ft. European influenced country home, her first step was to select the best of settings in the heart of the Berkshires, MA. The chosen 68+/- acres, accessed by a long and winding drive leads to a hilltop with commanding views and privacy. Exceptionally designed, the home is both grand and family friendly. The kitchen, by the famed designer herself, is a prime gathering area to cook together, set against an elevated field stone fireplace. This magnificent property offers a 1st floor master and 5 add't bedrooms upstairs, all with baths ensuite. The pool is adjacent to a pool house with full scale kitchen and laundry. All set on beautifully landscaped grounds.

Listed by Cindy Welch of LANDVEST, INC.

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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40 Millard Rd Egremont MA 01230

Price$4,999,000

Est. Mortgage: $/month

MLS Number 226848

  • Single Family
  • Address 40 Millard Rd
  • Village Berkshire - South
  • Year Built 1995
  • Parking Spaces 3

Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with sauna and steam room, as well as an elevator connecting all the levels. This stunning property has been designed by NY architect Michael Schmitt and completely renovated by Peter Whitehead.Private guest wing with three bedrooms and two bathrooms. Fiber Connect for Internet. Close to 90 acres of privacy on one of the most sought after roads in Southern Berkshires.

Listed by STONE HOUSE PROPERTIES, LLC

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Purple Mountain Pass Rd Williamstown MA 01267

MLS Number 224798

  • Single Family
  • Village Berkshire - North
  • Year Built 2003
  • Parking Spaces 3
  • Bedrooms 5

''Jackson Hole in the Berkshires'' has a commanding mountain presence on 72+/- lush acres with views to Vermont, Williamstown proper and Mt. Greylock. To add to the ultimate privacy, the property is surrounded by the 2600+/- acre Hopkins Memorial Forest owned by Williams College. While offering the utmost in privacy and tranquility, the house is minutes down the hill to the burgeoning North County cultural and recreational amenities fueled by MassMOCA, Williams College, Williamstown Theatre Festival, the Clark Art Museum and Jinny Peak. Designed by a famed Jackson Hole architect and constructed with beams hand hewn in Montana and shipped to Williamstown, the 10,000+/- ft* residence has two levels, a first floor Master bedroom and 4 other bedrooms, all with baths ensuite.

Listed by LANDVEST, INC.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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104 Interlaken Rd Stockbridge MA 01262

Price$4,000,000

Est. Mortgage: $/month

MLS Number 227644

  • Single Family
  • Address 104 Interlaken Rd
  • Village Berkshire - South
  • Year Built 1983
  • Parking Spaces 1

Tranquility reigns in this stunning setting on Stockbridge Bowl, where a spectacular, modern lakefront retreat, designed by award-winning architect R.J. McDonald for himself, affords the quintessential Berkshire lifestyle, replete with unparalleled lake access and stunning views. On 4.92 acres encompassing lawns, woods and stream, on land once part of the Astor estate, its roofed terrace and lakefront patio are a mere 30-50' from the shoreline. Framing ever changing lake vistas, floor-to-ceiling windows grace major rooms, while a first-floor open plan, five bedrooms, two fireplaces, and high quality details embody the finest design and construction. The large dock invites one to canoe, kayak, swim, or fish, and offers an ideal spot to watch Tanglewood's July and August fireworks. Perfect!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Beartown Mountain Rd Monterey MA 01245

Price$3,900,000

Est. Mortgage: $/month

MLS Number 226469

  • Single Family
  • Village Berkshire - South
  • Year Built 2004
  • Bedrooms 5
  • Bathroom 5

Mountaintop Shingle Style home and horse farm built to last with southerly helicopter views over the Berkshires to the Litchfield Hills beyond, abutting 12,000 acre state forest. Classic contemporary styling inside and out with four stone fireplaces a large entertaining kitchen, and gracious flow through public rooms, porches, terraces and guest rooms. First and second floor master suites have their own outdoor intimate lounges and views. The residence was built as sustainable and non-toxic as possible with Mahogany windows and doors, and stone excavated from the site. The barn below has gener stalls and a wonderful guest or caretaker suite above - would make a great pool house and the outdoor arena could easily be a tennis court. Secluded yet nearby, with forever protected views,

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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106 Cliffwood St Lenox MA 01240

Price$3,600,000

Est. Mortgage: $/month

MLS Number 217523

  • Single Family
  • Address 106 Cliffwood St
  • Village Berkshire - South
  • Year Built 1883
  • Parking Spaces 3

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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