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Monterey MA Real Estate

Head to the Monterey General Store and get a Berkshire slice of the life in Monterey. The epicenter of the village, the general store offers food and baked goods while enjoying the sounds of the babbling brook from the back deck with a cup of coffee. The charming blink-and-you’ll-miss-it downtown has a library, post office, town hall and church in well-preserved period buildings. Monterey is private and peaceful, with huge land parcels and the beautiful Lake Garfield for swimming, fishing and boating. 

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Click here to view homes for sale in Monterey.

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

Monterey, MA 01245

Price$2,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218286

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 5463
  • Acres 80

Nestled in a welcoming private setting off of one of Monterey's loveliest roads, Living Waters Farm is an exquisitely crafted & spacious hand-joined oak post-and-beam Main House featuring 5+ BR/5 1/2 baths, 3 bay 2 level post-and-beam garage carriage house with attached guest apartment, 3 bedroom/2 bath 19th century roadside farmhouse, small horse barn, and a spacious studio/workshop with half bath. For those wishing to maximize a family compound, an abutting 2 bedroom/2 bath guest house with pool and garage is available for sale as well. 400 feet of road frontage and 80+ acres of meadow and forest, it has limitless possibilities.

Listing courtesy of Mary Jane White and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

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

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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: 3.94% last updated on 2017-12-21

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

527 Main, Monterey, MA 01245

Price$1,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218925

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 3245
  • Acres 5.8

Lake Life! Lake Garfield home cantilevered over the lake. Lots of decks and glass.

Listing courtesy of John Delmolino of BERKSHIRE REAL ESTATE CONNECTIONS

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: 3.94% last updated on 2017-12-21

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

Monterey, MA 01245

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

Est. Mortgage: $/month

MLS Number 220523

  • Listings
  • Has Waterfront

UNIQUE MONTEREY LAKEFRONT PROPERTY-one of a kind opportunity! 15+ acre waterfront parcel on pristine Lake Garfield. Beautiful lake views off of quiet Hupi Rd with approximately 700' of water frontage on a motorboat accessible lake. Comprised of 2 lots - Lot #16 is 4.443 acres, Lot #15 is 10.738 acres - offered together at $1, 750, 000.

Listing courtesy of Karen Climo and Dan Alden of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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: 3.94% last updated on 2017-12-21

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

40 Sylvan, Monterey, MA 01245

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218894

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 2600
  • Acres 0.37

Meticulously crafted and architect designed, Waterfront on Lake Garfield. A house like this is truly unique. Enjoy modern, open-plan living in this light filled, west facing dream home. Beautiful lake views from every room in the house mean you will never miss a sunset. Nestled on the sunny side of Lake Garfield, this home has it all: Wolf and Subzero appliances, 540 sq ft of rain forest ipe decking, a true seam metal roof, cararra marble baths and a soapstone kitchen. Cathedral ceilings, huge windows and open spaces bring the feeling of the lake right indoors for you to enjoy with friends and loved ones.

Listing courtesy of Annie M. Alquist of BARNBROOK REALTY, INC.

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: 3.94% last updated on 2017-12-21

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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

6 Beartown Mountain, Monterey, MA 01245

Price$1,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220293

  • Listings
  • Beds 5
  • Baths 3
  • Sq Ft 3944
  • Acres 3.6

Lake Farm is a remarkable and historic home with deeded rights to Lake Garfield and within walking distance to both the town beach and the village center. Beloved by the current owners who relocated to the UK, Lake Farm is typically filled with visiting guests, generations of family, and local friends enjoying Berkshire summers on the lake and winters on the slopes. The entire place has a warm feeling inside from the kitchen with a big Viking stove to the large lighted roof deck off the master suite. Plenty of rooms for home offices and studios. The property has venerable trees, a play lawn and a pasture with wildflowers. There's an attached two-car garage, third floor bonus room, full basement, and a sunporch. Please come take a tour and start creating your Lake Farm memories now.

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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

170 GOULD, Monterey, MA 01245

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219337

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4788
  • Acres 13.76

A light, bright, very private contemporary country home, with exquisite approach, on almost 14 acres of rolling meadows; featuring its own private swimming/trout pond, beach and dock. High ceilings and massive windows prevail, plus a 12 month glass porch, all overlooking a gorgeous setting. Designed for a large family, it offers an oversized master BR down, 3BRs + office upstairs and small gym on a lower level. Additional spacious guest apartment, with another master BR, bath and 2nd living room, can be an income producing rental, if desired. Located near skiing, hiking trails, the Monterey town beach boat ramp at Lake Garfield, and all the terrific Berkshire cultural venues. Many amenities; Verizon internet.

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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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: 3.94% last updated on 2017-12-21

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

540 MAIN, Monterey, MA 01245

Price$1,099,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 212666

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2379
  • Acres 140.75

This outstanding 140+ acre property, with a picturesque 2, 379SF Cape, is located very close to the center of Monterey, a terrific Southern Berkshire County Community. Several well-maintained outbuildings add to the utilitarian value of this expansive one-of-a-kind property, which is coming to the market for the first time in decades.

Listing courtesy of George Cain of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

540 MAIN, Monterey, MA 01245

Price$1,099,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217301

  • Listings
  • Has Waterfront

An outstanding 140+ acre property ideally located within walking distance to the center of Monterey, a terrific Southern Berkshire County Community, which is the 4th lowest real estate tax district in Massachusetts.This listing includes in excess of 1400 feet of frontage on two paved roads. Water views of a delightful 20 acre pond are also provided.Must be seen to be appreciated.

Listing courtesy of George Cain of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

72 Beartown Mountain, Monterey, MA 01245

Price$830,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219493

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4832
  • Acres 2.1

Very unique, immaculate, splendidly updated family compound/legal 2-family w/income producing opportunity, surrounded by plush green lawn, located on an enchanted country road in Monterey, MA. Walk to lake Garfield sandy beach, hike the trails in Beartown State Forest from your backyard, Ski Butternut & enjoy Great Barrington, Stockbridge and Lenox shops galleries & restaurants, all within a short drive. This very special property consists of 2 attached homes; the large historic home, together with the classy newer addition, plus 2-car garage. Both homes are updated to today standard (new windows, metal roofs) and maintained with an extraordinary touch of class. Must be seen to be appreciated, please don't miss viewing the ''Virtual Tour''. Showings with 24 hours prior showing notice.

Listing courtesy of Dagmar Kubes of BARNBROOK REALTY, INC.

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

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

72 Beartown Mountain, Monterey, MA 01245

Price$830,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219491

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4832
  • Acres 2.1

Very unique, splendidly updated family compound, or legal 2-family w/income producing opportunity, a magical place surrounded by plush green lawn, located on an enchanted country road in Monterey, MA. Walk to the Lake Garfield sandy beach, Hike the trails in Beartown State Forest from your backyard, Ski Butternut and enjoy all that Great Barrington, Stockbridge and Lenox offer, restaurants, shops, galleries, all within a short drive. This very special property consists of 2 attached homes plus the detached 2-car garage; the large historic home, together with the classy newer addition, both homes updated to today standard (new windows, metal roofs) and maintained with an extraordinary touch of class. ''Must see property'' w/24 hrs prior showing notice. Please view the ''Virtual Tour''.

Listing courtesy of Dagmar Kubes of BARNBROOK REALTY, INC.

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

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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