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Monterey MA Homes for Sale

Monterey is a tiny, charming community featuring large land parcels and beautiful waterways. The Monterey General Store is the heart of this charming town, and its no wonder why with it’s back deck where you can enjoy a cup of coffee while you listen to the babbling brook. In addition to the General Store, you will also find a library, post office, town hall, and church. Monterey is also home to a number of well-preserved historic buildings, adding to its charm.

Browse current homes for sale in Monterey, MA. Don't hesitate to contact us with any of your questions.

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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.

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
%

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
%

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.

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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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.

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: 3.85% 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.

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: 3.85% 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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

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.

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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

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.

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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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.

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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

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.

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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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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.

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: 3.85% 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.