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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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82 Interlaken Rd Stockbridge MA 01262

Price$3,500,000

Est. Mortgage: $/month

MLS Number 222056

  • Single Family
  • Village Berkshire - South
  • Year Built 1959
  • Bedrooms 3
  • Bathroom 2

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the Bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
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%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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89 Cliffwood St Lenox MA 01240

Price$3,350,000

Est. Mortgage: $/month

MLS Number 227001

  • Single Family
  • Village Berkshire - South
  • Year Built 1888
  • Parking Spaces 3
  • Bedrooms 6

Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston architects in the 1880's the unparalleled flow and understated charm of this home function as beautifully today as then. In superb condition, with excellent systems throughout. Large, caretaker apartment or home office too. Beautifully sited gunite swimming pool and mature gardens add to the sense of elegance, ease and privacy. , Ideally located in Lenox one can walk to town, Tanglewood or hike in Kennedy Park and the numerous preserved woodlands. See documents for additional information and details.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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1 Pinecroft Dr Lenox MA 01240

Price$3,250,000

Est. Mortgage: $/month

MLS Number 222383

  • Single Family
  • Village Berkshire - South
  • Year Built 2004
  • Parking Spaces 3
  • Bedrooms 6

Enjoy the ultimate Berkshire luxury lifestyle in this turn-key residence, with a preferred membership to Canyon Ranch resort, which is just steps away. This extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, main-level master with fireplace & two walk-in closets, main level guest suite, four additional bedrooms, a lower level with vintage soda fountain, screening room, wine room & sauna, a deck & patio, heated swimming pool, & pool house containing a guest suite & full kitchen for outdoor entertaining. Impeccable details throughout, including a heated courtyard parking area; offered fully furnished. Ideally located near Lenox village & the cultural, culinary & recreational amenities for which the Berkshires are renowned.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Great Barrington MA 01230

Price$3,200,000

Est. Mortgage: $/month

MLS Number 226629

  • Single Family
  • Year Built 2006
  • Parking Spaces 2
  • Bedrooms 4
  • Bathroom 5

Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming paneled foyer to striking views through the double-height living room overlooking the stone terrace, pool and grounds to Monument Mountain and the hills beyond. Unmatched attention to the creation of this estate by a noted architect and discerning owners is apparent throughout the home with its views, flow of public and private areas, proportion of design, attention to detail, custom finishes and elegant kitchen. Its attention to both comfort and style appeals to discerning buyers of all age groups with easy access to all rooms, as well as elevator to second story and attached garage. Offer includes two adjacent building parcels.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Egremont MA 01230

Price$2,999,000

Est. Mortgage: $/month

MLS Number 224418

  • Single Family
  • Year Built 1982
  • Bedrooms 6
  • Bathroom 4
  • Total Full Baths 3

An exceptional Berkshire estate, The Paddocks is peacefully private on 65+/- acres of pastoral countryside. Harmonizing with the natural setting - nestled among towering pines - the sun filled contemporary farmhouse overlooks the picturesque brook-fed wildlife pond, paddocks, and woodlands. Large windows bring the outdoors into this airy 5-bedroom, passive-solar-heated residence featuring a vaulted living room with fireplace. At the heart of the equestrian complex, the expandable 11-stall stable with tack room adjoins a large indoor riding arena, seen from the lounge/viewing room with wet bar. Across the stable yard is a garage/workshop with caretaker's apartment. The fenced paddocks are accompanied by an outdoor arena with fibar footing. Two antique cottages and an antique barn.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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51 Walker St Lenox MA 01240

Price$2,995,000

Est. Mortgage: $/month

MLS Number 225630

  • Single Family
  • Village Berkshire - South
  • Year Built 1912
  • Bedrooms 14
  • Bathroom 15

Host and entertain in the embodiment of Gilded Age sophistication w/ the finest details & craftsmanship captured by this iconic masterpiece in the heart of Lenox village.Built in 1912 as a summer ''cottage'' for Harley Procter, of Procter & Gamble the home has been the site of some of the Berkshires most lavish celebrations hosting everyone from Arthur Fiedler and Yo Yo Ma to Paul Newman and Norman Rockwell.The elegant 5 STAR 11 bedroom mansion is a centerpiece and crown jewel of the town. A rare opportunity to enter the rich cultural heritage of Lenox and the Berkshires. Turn - Key and awaiting your fresh energies and ideas! Expansion potential.Newly built 3 bedroom guest home included.

Listed by THE KINDERHOOK GROUP - STOCKBRIDGE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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260 Northwest Hill Rd Williamstown MA 01267

Price$2,850,000

Est. Mortgage: $/month

MLS Number 225364

  • Single Family
  • Village Berkshire - North
  • Year Built 1995
  • Bedrooms 4
  • Bathroom 5

We all know it: we have one life to live; one home of our heart; one family retreat in which all may thrive...YOURS may be available now for you in Williamstown! A Home of comfort, harmony and created with an unprecedented level of thoughtful attention to every detail from the perfectly aligned and matched Brazilian cherry flooring to the unsurpassed stone mason's craftsmanship of fireplace design; the Lazure hand painted walls; and perfection-achieved quality evident in every niche and corner of every room. Set perfectly on 27 private acres of lawns, patios and pool; woodlands, and extensive all season gardens opening onto magical views of hills and sky beyond. This is a home where life is inspired. This is a home for a most-fortunate family....perhaps it's yours! See Supplement....

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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59 White's Hill Rd Egremont MA 01230

Price$2,650,000

Est. Mortgage: $/month

MLS Number 219625

  • Single Family
  • Village Berkshire - South
  • Year Built 2018
  • Parking Spaces 2
  • Bedrooms 3

A stunning home proposed to be built by famed architect, steven haas! Very likely the best view in berkshire county in the low tax town of egremont. An exceptional chance to collaborate with a world class architect to design the home of your dreams! See supplement for more information.See mls #213036 for lot alone. A house that truly brings the outdoors in. Loads of glass, incredible long distance views, infinity pool connected to the house via pergola and an expansive viewing terrace.A separate gazebo overlooks the pool and view beyond. An open plan offers a huge

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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2650 Swamp Rd Richmond MA 01254

Price$2,550,000

Est. Mortgage: $/month

MLS Number 221750

  • Single Family
  • Village Berkshire - Central
  • Year Built 1850
  • Bedrooms 5
  • Bathroom 7

April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

46 Bow Wow Rd Egremont MA 01258

Price$2,500,000

Est. Mortgage: $/month

MLS Number 221749

  • Single Family
  • Village Berkshire - South
  • Year Built 1915
  • Bedrooms 5
  • Bathroom 6

Applegate Farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites and guest wing with tennis court all overlooking your own lake with a western mountain view for backdrop. 100 + acres of very special land located on the border of Egremont and Sheffield on a back country road.

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details