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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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99 Shaker Museum Rd Old Chatham NY 12136

Old Chatham, NY99 Shaker Museum Rd

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS Number 229391

  • Single Family
  • Selling Office Name GILCREST PROPERTIES
  • Selling Agent GILCREST PROPERTIES
  • Address 99 Shaker Museum Rd
  • Year Built 1790

This large historic property available with component pricing:*House with 30+/- acres, all or some accessory buildings/greenhouse @ $2,500,000* 43,000' barn complex on 170+/- acres @$1,950,000* entire 207 acres all buildings and barns @ $3,95,000The Old Chatham Sheepherders Estate dates back to 1790 and is a landmark property in Upper Hudson Valley, only 30 min from Albany Int'l Airport and Hudson's Amtrak. IDEAL AS A FAMILY COMPOUND, AGRICULTURAL ENTERPRISE OR LIVESTOCK/HORSE FARM, The estate includes a grand 12 room Federal home with 5 bedrooms and 5 1/2 baths, large living room w/ FP, den w/ FP, library, hand muraled dining room and bi-level porches. Formerly a Relais&Chateau ( no longer allowed as an inn) all of the systems have been engineered to the highest commercial

Listed by LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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60 West Center Rd West Stockbridge MA 01266

West Stockbridge, MA60 West Center Rd

Price$2,470,000

Est. Mortgage: $/month

MLS Number 228567

  • Single Family
  • Address 60 West Center Rd
  • Village Berkshire - South
  • Year Built 2001
  • Parking Spaces 2

Commanding the most magnificent Berkshires views is this impeccable, private, +/- 6,800 sf 5+bedroom entertainers' dream home on 10+ acres. Porte-cochere to entrance w a sweeping staircase, cathedral ceiling living room w stone-clad fireplace and wall of windows, elegant dining room, chef's kitchen w granite counters, custom cabinets and millwork. Also on the 1st floor gracious MBR suite w views, FP, 2 WIC, double vanities, bath and shower, TV room, office, additional en-suite bedroom and deep front decks. Three spacious en-suite bedrooms and balconied reading area on 2nd floor. Enormous high-ceilinged lower level family/game room/gym, w full bathroom, built-ins, FP, bar and radiant heat opening to garden. Exquisite landscaped grounds, pond, central vacuum, shed and attached 2 car garage.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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82b Interlaken Rd Stockbridge MA 01262

Stockbridge, MA82b Interlaken Rd

Price$2,400,000

Est. Mortgage: $/month

MLS Number 222057

  • Single Family
  • Address 82b Interlaken Rd
  • Village Berkshire - South
  • Year Built 1959
  • Bedrooms 4

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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189 Schnackenberg Rd Ghent NY 12075

Ghent, NY189 Schnackenberg Rd

Price$2,300,000

Est. Mortgage: $/month

MLS Number 225555

  • Single Family
  • Address 189 Schnackenberg Rd
  • Year Built 2008
  • Bedrooms 4
  • Bathroom 4

Offered to the market for the first time, a meticulous modernized farmhouse with it all! Sitting on over 50 acres, only 10 miles to Hudson, and with expansive Catskill Mountain views. Sleek and open chef kitchen with top of the line appliances, honed granite countertops, and window lined breakfast nook. Living room with rustic beams, gorgeous wood burning stone fireplace, and chestnut floors. First floor master suite. Wraparound porch. Crystal clear swim pond with a cozy cabin. Separate barn with workshop/studio space. A must see to truly appreciate.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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1172 Ny Rt 66 Rd Ghent NY 12075

Ghent, NY1172 Ny Rt 66 Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 227385

  • Single Family
  • Address 1172 Ny Rt 66 Rd
  • Year Built 2009
  • Bedrooms 3
  • Bathroom 4

A chance to own an exquisite federal Colonial with charming eyebrow guest house and gorgeous antique barn. On over 100 acres and only 6 miles to Hudson. Property filled with mature perennial gardens, beautiful stone and brick patios, and an abundance of wildlife. The house flooded with natural light and with gleaming wood floors. Cook for family and friends in a state of the art chef's kitchen with glass surrounded breakfast nook. Enjoy your coffee in the year round sunroom or curl up with your favorite book in front of one of the many wood burning fireplaces. The master suite: an oasis complete with fireplace, light filled sitting area and master bath with large soaking tub. Other features include: media room, wine cellar, home gym, office and craft room.

Listed by Nikki Carchedi of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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21 Prospect Hill Rd Stockbridge MA 01262

Stockbridge, MA21 Prospect Hill Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 222499

  • Single Family
  • Address 21 Prospect Hill Rd
  • Village Berkshire - South
  • Year Built 1775
  • Bedrooms 5

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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3307 Cty Rt 21 Rd Kinderhook NY 12106

Kinderhook, NY3307 Cty Rt 21 Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 229341

  • Single Family
  • Address 3307 Cty Rt 21 Rd
  • Year Built 1995
  • Bedrooms 4
  • Bathroom 5

Welcome to Turkey Walk Farm where elegance meets country.Enter this property on a tree lined country driveway and be greeted by a classical colonial homestead with stunning stone addition. Thisexquisite home is surrounded by over 50 acres including an inviting pond framed by mature willows, open fields to watch the wildlife passby, and woodlands perfect for walking and exploring. The home is of the highest quality. Beautiful kitchen. A master suite on both thefirst and second floor. Wood paneled tavern with walk out to stone patio. High ceilings. Multiple fireplaces throughout. Three-baycarriage house, barn complex and one-bedroom guest house are just afew more highlights. Call for an appointment to experience the privacy and beauty of this spectacular property!

Listed by Nikki Carchedi of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

222 Ide Rd Williamstown MA 01267

Williamstown, MA222 Ide Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 227158

  • Single Family
  • Address 222 Ide Rd
  • Village Berkshire - North
  • Year Built 1911
  • Parking Spaces 2

A stunning renovation and restoration has elevated this historic Arts & Crafts home to a new level, where elegance and simplicity reign. Sited on 2.78 acres, this magnificent country compound is an alchemy of superb design and the finest quality materials and workmanship. Ideally suited to large-scale entertaining, it totals 7,215sf of living space in the main house, guest house, and suite over the garage, and offers seven to eight bedrooms, seven and one-half baths, a gourmet kitchen, spacious light-filled rooms for large parties, intimate fireplace rooms for quiet conversation, a colonnaded terrace with a glorious mountain view, and a generous three-season room that overlooks a lovely landscaped patio and heated in-ground pool. Beyond the pool and patio, bluestone walls and walkways

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

231 Sloan Rd Williamstown MA 01267

Williamstown, MA231 Sloan Rd

Price$2,250,000

Est. Mortgage: $/month

Pending

MLS Number 227338

  • Single Family
  • Address 231 Sloan Rd
  • Village Berkshire - North
  • Year Built 2006
  • Parking Spaces 2

With magnificent views of New York's Taconic range to the west, Vermont's Green Mountains to the north and Mount Greylock and its glorious foothills to the east, this stunning South Williamstown property, with its residence superbly situated at the crest of its nearly 14 acre parcel, has as its neighbors both long established working farms and extensive tracts of land in conservation. A gently winding driveway rises through a former hillside apple orchard and farmland to reveal the striking design. The house is laid out in an asymmetrical U-shape, with a great room at the center of a series of connected ''sheds'', with slanted roofs, and ''barns'' with peaked roofs. Spare and elegant, a minimalist Japanese-influenced courtyard, with stone walls, a stone path, a linear planting of crabapple

Listed by ALTON & WESTALL REAL ESTATE AGENCY, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

115 New Lenox Rd Lenox MA 01240

Lenox, MA115 New Lenox Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 228886

  • Single Family
  • Address 115 New Lenox Rd
  • Village Berkshire - South
  • Year Built 1992
  • Parking Spaces 5

''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a gorgeous great room, wine cellar, game room, exercise room, billiards room, sun room, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.A 27 head sprinkler system services meticulous specimen landscaping with master gardens, pear and apple orchards. There are also groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but a crystal clear 2 acre swimming and trout pond! This is an ideal home and property for ENTERTAINING friends and family! Call for a private tour.

Listed by THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details