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Our Berkshire Luxury Homes

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185 BEARTOWN MOUNTAIN, Monterey, MA 01245

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220508

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 4160
  • Acres 35.11

Casually elegant and beautiful shingled eco-luxury mountaintop home with rare and extraordinary protected southerly long-range views, abutting 12000 acre Beartown State Forest. Carefully and exquisitely crafted, the gracious rooms feature four fireplaces with a hefty stone central core, mahogany windows and doors, and radiant heated wood floors. The horse barn has three generous stalls, a tack room, and caretaker's quarters. Horses enjoy organic pastures and an outdoor arena that could easily be a tennis court. The private setting and views are unmatched in the southern Berkshires, and the quality of construction speaks for itself.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

450 Monterey, Great Barrington, MA 01230

Price$3,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221283

  • Listings
  • Sq Ft 40175
  • Acres 37.72

MOTIVATED SELLER (s) 12 parcels 33 acres in Gt.Barrington, MA on North & South sides of (Rt#23 E) Monterey Rd w/ a combined frontage of 2604 ft. See MLS #221357 for additional parcel. Formerly a campus including housing, classrooms, athletic fields, buildable land & existing fiber connectivity it is zoned residential (R-2) which by right include single family dwellings, government owned or non-profit educational facilities, municipal parks, agricultural uses & swimming pools. Uses allowed by special permit include two-family dwellings, lodging houses, private schools, summer camps, country clubs, and professional buildings. Easily accessible in the heart of Southern Berkshire County three miles from downtown Gt. Barrington this property being sold "as is''.

Listing courtesy of Christian Deckert and Deborah Levinson of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

50 Mount Hunger Estates, Monterey, MA 01245

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

Est. Mortgage: $/month

MLS Number 219713

  • Listings
  • Beds 7
  • Baths 5
  • Sq Ft 5500
  • Acres 16.53

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.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

WHITING RIDGE

406 CANAAN VALLEY, New Marlborough, MA 01259

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

Est. Mortgage: $/month

MLS Number 216183

  • Listings
  • Beds 8
  • Baths 6
  • Sq Ft 4420
  • Acres 220

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 the south western hills of ct. Formal living room with fireplace, dining room and entry boot room complete the first flr. Off the second floor landing there is a lovely master suite complete with fireplace and office, two guest rooms and two baths along with a laundry closet. Third floor has additional office or guest room space as well as finished storage space. Patios, porches, unbelievable western views.

Listing courtesy of Jen Harvey of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

305 MOREAU, Tolland, MA 01034

Price$2,799,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 217022

  • Listings
  • Beds 7
  • Baths 9
  • Sq Ft 7283
  • Acres 9.6

A RARE OPPORTUNITY TO OWN A PRIVATE 9.6 ACRE ESTATE ON OTIS RESERVOIR, the largest recreational lake in Massachusetts. Enjoy the breathtaking, westerly views over the water to Tolland State Forest. Like an exclusive resort, the compound has its own secluded beach (286.66 ' of water frontage), a floating raft, a new dock for mooring your boat and jet skis, as well as a waterfront gazebo, tennis/basketball court and an old softball diamond. Built in 2003, the contemporary timber-frame house with traditional details has seven bedrooms and eight-and-a-half bathrooms. The open-flowing 3,800 square-foot first floor has exquisitely crafted cherry floors, vaulted wood and cathedral ceilings, handsome beams and water views from nearly every room. The public spaces include a cook's kitchen, formal dining room and library with built-in bookcases plus a great room and den both with massive stone fireplaces Two first-floor masters plus an en suite guest room open onto a waterside deck that runs the length of the house. Designed for large-scale entertaining, the 3,480 square foot lower level features a media room/movie theater, sauna, weight room and game room with a fireplace and wet bar. Four additional en suite bedrooms have walk-out access to a hot tub and lawn that slopes down to the lake. Built on the highest point of the Land's End peninsula that was formerly the Simchak Blueberry Farm, the property still has hundreds of blueberry bushes along with apple trees, stone walls, mature gardens and several tree houses. Five outbuildings include an oversized two car-garage next to the house, a four- car pole barn with an unfinished second level, an antique barn and two small equipment sheds. One of the largest properties on Otis Reservoir, this compound is both an arcadian summer camp and luxurious year-round retreat. Offered at $3,125,000 On the adjacent .29 acre waterfront property, there's a 2006 three-bedroom, two-and-a-half bath Cape that can be purchased for $995,000.

Listing courtesy of Barbara Schulman and Jen Harvey of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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
  • Beds 6
  • Baths 6
  • Sq Ft 5885
  • Acres 84

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. The living room, dining room and study all have working fireplaces. The new wing includes a family room and an eat-in kitchen with a Sub-Zero refrigerator and Viking range; both open through French doors onto the heated swimming pool terrace and have radiant-heat wide plank floors that match those in the older section of the house. A screened porch has a romantic pastoral view over a rolling landscape, much of it in conservation with the Monterey Preservation Land Trust and Berkshire Natural Resources Council, where the current owner allows a local farmer to graze cows. The second floor features a master suite with a large outdoor balcony from where one can survey their domain, and three additional sunny bedrooms that share two baths. The third floor has a guest suite with two bedrooms and a bath - a terrific spot for a home office. The enormous lower level has a media room, home gym and a new 2,000 bottle wine cellar large enough to host tasting dinners. Known as Brookmead Farm, the picture-postcard property has a well-maintained Har-Tru tennis court and a fully restored three-story barn with cement floors, metal roof, hand-hewn beams and the original hay crane rail running the entire length. The grounds include access to a secluded spot on the Konkapot River with the remains of a large stone dam. This is the rare opportunity to purchase an immaculate farmhouse estate with everything on your country house checklist, in an area of large land holdings.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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
  • Beds 3
  • Baths 4
  • Sq Ft 4723
  • Acres 18.77

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. 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 kitchen, living room with fireplace and a glassed in dining area with expansive views. There is a generous first floor master suite with an office cum fourth bedroom, and a screened porch to die for! Lower level offers two generous bedrooms with en suite baths and a family room. Views abound!

Listing courtesy of Jonathan Hankin of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

21 Prospect Hill, Stockbridge, MA 01262

Price$2,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217160

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 4194
  • Acres 9.4

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.

Listing courtesy of Christian Deckert of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

129 Hurlburt, Great Barrington, MA 01230

Price$1,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219642

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 5400
  • Acres 8.84

New England Farmhouse being built on a very pretty Hurlburt Road parcel with southern views. A mostly cleared lot with driveway through a meadow, 8 acres of total privacy yet only 4 minutes into downtown Great Barrington. 5 bedroom & 4 bathroom. Open plan with lots of glass into the view. Screened porch, media room, radiant heat, central a/c. Building design plans are available to qualified buyers. Price will increase as building progress continues.

Listing courtesy of Christian Deckert of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

98 Baldwin Hill, Egremont, MA 01258

Price$1,498,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221474

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 3085
  • Acres 5.9

Protected views in every direction and abutting conservation land on Baldwin Hill, this property is in one of the most coveted locations in the southern Berkshires, convenient to both Great Barrington and the Taconic Parkway. Renovated and reimagined by noted designers and flooded with light from all directions, the bright contemporary interior offers a huge living and dining room with a wood-burning fireplace and window walls to a large screened porch and an expansive deck. One will never tire of the breathtaking views over farmland to distant mountain peaks. The substantial kitchen has a large island, granite counters, and updated appliances, with room for a home office.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

57 ART SCHOOL, Monterey, MA 01245

Price$1,375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219945

  • Listings
  • Beds 6
  • Baths 5
  • Sq Ft 6500
  • Acres 8.94

A long drive leads to a secluded stone and clapboard Neo-Colonial home set within a huge lawn with total privacy on nearly nine acres in beautiful Monterey. The great room, with its exposed beams and towering stone fireplace, overlooks the backyard and pool, along with the open kitchen with granite counters and a six-burner stove. There formal and informal dining inside and on the screened porch and a home office/library. The large first-floor master suite is separate from all five family/guest rooms, most of which are on the second floor with en-suite baths. The lower level has been transformed into an entertainment, hobby and exercise retreat with a staff bedroom suite. Oversized attached garage with direct access to the lower level, radiant heated floors, DSL internet and cell service.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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

72A Brett, Monterey, MA 01245

Price$1,375,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 218400

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3888
  • Acres 28.53

SPACIOUS, LIGHT-FILLED CONTEMPORARY with a lovely pond view. Glorious privacy on 28+ acres with a wide expanse of lawn and a pretty wild-life pond. The location is perfect...just down the road from Beartown State Forest and Benedict Pond for swimming and kayaking. Five minutes from Lake Garfield and the Monterey General Store. Five minutes to Ski Butternut. And 15 minutes to Main Street Great Barrington. The living room with a wood-burning fireplace has a wall of windows facing the pond, as does the open kitchen/dining area, and the first floor master bedroom suite. A screened porch is adjacent to the kitchen. The first floor also has a guest bedroom and full bath, and mud-room entry from the two car garage. Upstairs are two bedrooms and two full baths, a loft area, an office, and a large, comfortable media lounge. The upstairs bedrooms also have a wall of windows facing the pond. A full, clean basement is suitable for finishing.

Listing courtesy of Tom Lynch and Fintan T Hanley of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

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