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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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84 A Undermountain Egremont MA 01230

Egremont, MA84 A Undermountain Rd

Price$3,895,000

Est. Mortgage: $/month

MLS Number 230583

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

The birches.......Welcome to your new oasis in the berkshires in time to spend the unforgettable summer of 2020. This magical family compound has all the modern amenities a buyer wants to live, play, relax and work from, surrounded by twenty plus acres of privacy and far reaching views in all directions. Architecturally redesigned and renovated using the finest materials this stunning contemporary has big open common areas for gathering, first floor master en suite, guest bedrooms en suite and a private two bedroom guest quarters with kitchenette, 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; beautiful gunite heated pool with waterfall surrounded by expansive stone patio

Listed by Mary Jane White of COHEN & WHITE ASSOCIATES

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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239A Island Craryville NY 12521

Craryville, NY239A Island Dr

Price$3,750,000

Est. Mortgage: $/month

Pending

MLS Number 229490

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 6,722
  • Acreage 1.27

Welcome to white oak on the exclusive, gated island at copake lake. This 6700+ sf adirondack style home on 1.27 waterfront acres was designed to comfortably host family and friends. There are six bedrooms, four of them en-suites. Let's take a tour. The entrance perfectly aligns with the oversized windows and transoms, which frame the lake's beauty and your pathway to the water's edge. The main level is where you will find the great room with a floor-to-ceiling fireplace and bespoke iron and rope chandeliers. The open floor plan allows the kitchen, dining area and great rooms to blend into one. The kitchen has caesarstone counters with custom white oak cabinetry and top-of-the-line appliances. There are two en-suites with lofts and a powder room on this floor as well. Adj

Listed by Lindsay LeBrecht of COPAKE LAKE REALTY CORP.

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 222056

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,000
  • Acreage 11.11

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 Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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45 Interlaken Stockbridge MA 01262

Stockbridge, MA45 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 231324

  • Residential
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 6,584
  • Acreage 3.8

Treelawn - a stockbridge compoundlocated only 1. 4 miles from tanglewood,& adjacent to the stockbridge bowl boat club, this 7000'+/- estate is privately set back the oversized gunite pool sits amid beautiful gardens. 13 generous sized rooms with 7 baths ensuite/2 powder:*living room open to the brick patio *dining room seats 20 * screen porch seats 16 * kosher kitchen has 2 of each of the high end appliances no such thing as too many cooks in the kitchen!* 2 first floor master bedrooms*5-6 beds on the upper level * separate apt for caretaker/nanny* lower level ready to be finishedtreelawn is a large impeccably maintained estate compound to be enjoyed by family and friends in the berkshire's top rated town for ''most beautiful small town''.

Listed by Cindy Welch of LANDVEST, INC.

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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 Lenox MA 01240

Lenox, MA89 Cliffwood St

Price$3,350,000

Est. Mortgage: $/month

MLS Number 230032

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 10,371
  • Acreage 3.17

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 Selina Lamb of BERKSHIRE PROPERTY AGENTS, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

Great Barrington, MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 226629

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5,497
  • Acreage 15

Wind up the 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. More acreage available.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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263 Hill New Marlborough MA 01230

New Marlborough, MA263 Hill Rd

Price$3,100,000

Est. Mortgage: $/month

MLS Number 228551

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 5,953
  • Acreage 76.72

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over connecticut and west to the taconic range. Nearby the southfield store cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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 Lenox MA 01240

Lenox, MA1 Pinecroft Dr

Price$2,950,000

Est. Mortgage: $/month

MLS Number 229619

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 7,816
  • Acreage 1.14

Exquisite in every detail, this home graces more than an acre of prime berkshire property! In a league of it's own as part of the pinecroft subdivsion of canyon ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!

Listed by Mike Taxter of LENOX CANYON REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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20 Berkshire Heights Great Barrington MA 01230
Pending

MLS Number 230154

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 6,849
  • Acreage 3.17

Once in a lifetime it comes along: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space without being overwhelming. Built on the top of great barrington's hill. Peering down on the town, within walking distance on 3 +acres. Built by a local craftsman and designed with easy living in mind. The open kitchen/great room, has a soaring ceiling, will gather you with family and friends in front of the stone fireplace or relaxing at the granite island while meals are prepared in the chef quality kitchen with calcutta marble counters. Clean modern lines, meticulously chosen materials, two master suites, a modern open stairway concept with metal balusters, outdoor kitchen, spa pool. Light and bright in law/nanny suite. Kosher kitchen.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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 Williamstown MA 01267

MLS Number 229747

  • Residential
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 9,000
  • Acreage 72

A unique mountain top estate with 180 degree views of vermont, williamstown and mount greylock. This meticulously curated sanctuary intimates simple luxury by combining the best materials with an inspired concept. The design and stunning architecture marry to create energy and flow for this 5 bedroom estate. The home itself benefits from a commitment towards precision engineering. Noted jackson hole architect shipped hand hewn beams from montana to create this vision. Only minutes to williams college you can gather with family and friends with formal and informal spaces. 72 unspoiled acres afford privacy, soaring ceilings, large fireplaces, in-ground pool, gourmet kitchen, open plan and views from almost every room. This home is awaiting its next chapter, let it be part of yours.

Listed by Maureen White Kirkby and Michael Harrigan of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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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Based on information submitted to BCMLS  as of July 16, 2020 . 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.