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Berkshire County Luxury Homes

Explore all luxury homes for sale in Berkshire County, MA. Contact us if you have questions or would like to schedule a showing.

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50 Mount Hunger Estates, Monterey, MA 01245

Price$2,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219713

  • Listings Residential
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 5500
  • Year Built 2005

THREE STATE SOUTH WESTERLY VIEW over Lake Garfield to the Catskill range all the way on the other side of the Hudson River. Built on a mountaintop in 2005 down a long gated drive, this seven-bedroom, five-bath, 5700sf Contemporary home in Monterey, MA enjoys ultimate privacy on over 16 acres. Enter a two-story great room and be immediately knocked out by the view, possibly the best from any home in the southern Berkshires. The generous first floor master suite has an office library, and there are two more bedrooms on the main floor. Guests have their own floor with four bedrooms, two baths, and a second kitchen and family room, all with the same panoramic vistas. Four fireplaces, two-car attached garage, and separate two car garage for county and lake toys. The ultimate mountainside lodge.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

406 CANAAN VALLEY, New Marlborough, MA 01259

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216183

  • Listings Residential
  • Address 406 Canaan Valley Rd
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4420

Whiting ridge; the main house was built in 1860 with an original 'guest cottage' built in 1740, there is a 5 stall horse barn and a newer 4-car barn with huge unfiniished second floor. The main house was completely renovated and added on to in 2009. Gorgeous chefs kitchen with sitting area, fireplace and doors out to heated screened porch/sun room. Sunken den with fireplace and porch overlooking

Listed by Jen Harvey of BERKSHIRE PROPERTY AGENTS

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

42 Alford, West Stockbridge, MA 01266

Price$2,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219875

  • Listings Residential
  • Address 42 East Alford Rd
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7400

A private retreat on 15+/- acres with expansive Berkshire Mountain vistas from every room. The contemporary design allows for an open flow, antique beamed ceilings, and glass window walls to capture the views. Amenities abound and include a gunite pool, waterfall, sauna, exercise area, media room, game room, bar area, 3 fireplaces, 6 bedrooms, 7 baths, and 7, 400+/- sq.ft. of living space finished with the highest quality materials and exceptional design.

Listed by Cindy Welch and Keith Ross of LANDVEST, INC.

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

795 Rannapo, Sheffield, MA 01257

Price$2,800,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217224

  • Listings Residential
  • Address 795 Rannapo Rd
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6315

A true American treasure, beautifully expanded yet perfectly preserved, might grace our market once in a lifetime: Such a treasure is the Gen. John Ashley House(c.1762, renov. 1857, 1984, 1992). Upon a bucolic bend of the gentle Housatonic, this historic estate hosts elegant luxuries-- 6 BR, 6 bath, pool & pool house, sauna, summer porch, dining arbor, guest wing, +/- 8.5 sheltered acres & much more!

Listed by Mary Jane White and Nancy Kalodner of COHEN & WHITE ASSOCIATES

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 CHANTERWOOD, Lee, MA 01238

Price$2,775,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217768

  • Listings Residential
  • Address 1 Chanterwood Rd
  • Village South Lee
  • Bedrooms 5
  • Bathroom 6

GOOSE POND WATERFRONT ESTATE Featuring 200' of shoreline, private sandy beach, dock, lawns, and 8 acres above the lake offering sweeping water & mountain views! Spectacular 5+ bedroom Lakefront Lodge renovated & expanded while retaining the charm of 100 years ago. Great Room with in-home cinema & fieldstone fireplace. SEE SUPPLEMENT Avail. on 12 acres/3 parcels for $3.5M See MLS#215079

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 New Marlboro, Monterey, MA 01245

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215890

  • Listings Residential
  • Address 22 New Marlboro Rd
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5885

BROOKMEAD FARM. On a quiet, scenic road within walking distance of the Monterey General Store and Lake Garfield Town Beach, this rambling 18th century farmhouse with six bedrooms on 84 acres has open views of its own extensive property. The original house has been painstakingly renovated from stem to stern, preserving its antique charm with important updates.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

137 Jerusalem, Tyringham, MA 01264

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218074

  • Listings Residential
  • Address 137 Jerusalem Rd
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 7185

Morningside: an iconic berkshire estateset on 44 acres adjacent to the appalachian trail, with possibly the berkshire's finest views. The home was a part of the tyringham shaker settlement. Hand-crafted details lend character to the inherent beauty, simplicity and elegance of the home. 8 bedrooms including a guest suite, pool, & swim pond, see suppl please see supplement for complete detail

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

79 Hawthorne, Stockbridge, MA 01262

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219710

  • Listings Residential
  • Address 79 Hawthorne St
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 5952

Spectacular 36-acre estate steps from Tanglewood's Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, which combines 21st-century conveniences with exquisite top-quality custom details and graceful elements of another era. In a jewel-like setting with beautiful landscaping and views of emerald lawns and hills. Custom furnishings available separately.

Listed by Gladys Montgomery and Maggie Barry of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

53 White's Hill, Egremont, MA 01230

Price$2,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219625

  • Listings Residential
  • Address 53 White'S Hill Rd
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 4723

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 #213035 for lot alone.

Listed by Jonathan Hankin of BERKSHIRE PROPERTY AGENTS

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

75-77 Main, Tyringham, MA 01264

Price$2,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219423

  • Listings Residential
  • Address 75-77 Main Rd
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7750

''Fairy tale'' Residential & Commercial country retreat, nestled in the luscious green hillsides of the Berkshires. Reside in it's beautiful Cottage, and continue the tradition of sharing the 'Gingerbread House' as a Banquet Hall (leased for weddings, retreats and corporate events) and B&B (currently generating over $200K in income). Santarella is steeped in history, dating back to the 1750's. With just under four acres of lush landscaped gardens, bridges, brooks and beautiful blossoms, this is truly a magical, mystical wonderland and a once-in-a-lifetime offering.

Listed by Steven J. Weisz and Maggie C Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.