Monterey Real Estate

In it's history the town was mostly known for its sawmills, but today it is a rural community, known more for its recreational areas in the state forests and along Lake Garfield. Much of the northwest corner of town is dominated by Mount Wilcox and the lower portion of Beartown State Forest. The state forest is crossed by the Appalachian Trail, which crosses from Great Barrington, below the peak of the mountain and on to Sky Hill in Tyringham.

Search new real estate in the Berkshires town of Monterey, MA. Discover hundreds of current listings, including lakeside homes, luxury estates, and residential land. Love what you see? Register with us to save your favorites, and receive notifications when similar properties are listed. Contact us to see any of the homes below!

45 Art School Road Monterey MA 01245

Monterey, MA45 Art School Road

Price$2,700,000

Est. Mortgage: $/month

MLS Number 240414

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,096
  • Acreage 21.6

Set on 20 private acres of pasture & woods, w/riding trails & pond, this fully equipped equestrian farm consists of a 4 bedroom residence, stable with apartment, indoor arena & bucolic grounds. This stunning contemporary home features a gorgeous, well-outfitted chefs kitchen w/walk-in pantry, towering ceilings & wall of glass. Formal dining room is accessed through butler's pantry. Bright & inviting den w/cathedral ceiling. Anchored by stone fireplace, the living room opens to wood deck w/stone walls & hot tub overlooking the pastoral scene. A custom built office, half bath & small den w/door to outside complete the first floor. Upstairs, a dramatic primary suite w/fireplace, balcony, skylights, cathedral ceiling, 2 walk-in closets & bathroom w/soaking tub. Also on this floor is a 2nd

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE,INC ((413) 528-6011)

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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148 Stevens Lake Way Monterey MA 01245

Monterey, MA148 Stevens Lake Way

Price$2,550,000

Est. Mortgage: $/month

Pending

MLS Number 240518

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,941
  • Acreage 15.42

Experience the consummate pleasure of life in the berkshires in this serene, spacious frank lloyd wright inspired home, surrounded by mountains, and set high up to take advantage of its spectacular view of lake buel. Private stevens lake waterfront and access to the community's tennis court & dock, as well as easy access to lake garfield. Revel in the quality of the interior finishes, whip up a meal in your gourmet kitchen with its viking stove & sub-zero refrigerator, relax on the screened porch off the kitchen, host friends & family to your heart's content. Or, hike your own 15 acres, head to butternut for skiing, to nearby great barrington for restaurants & shopping, to one of our world-class cultural venues. This is the perfect spot to experience the best of the berkshires!

Listed by Gladys Montgomery of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

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%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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605 Main Road Monterey MA 01245

Monterey, MA605 Main Road

Price$1,295,000

Est. Mortgage: $/month

MLS Number 241473

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3,487
  • Acreage 6.2

Step inside this bright and airy home in monterey with its double height living room with a wall of windows giving magnificent views over the valley. The main floor has a great flow with an open plan kitchen/dining area running into the living room with a large fireplace. A sunny deck runs the length of the house leading into a screened porch. A wonderful space to enjoy with family and friends! There is a large entryway in addition to a study / fourth bedroom with original fireplace and full bath. Upstairs, all 3 bedrooms are en suite with a balcony off the primary bedroom. The lower level walkout is finished for a movie room, game and gym space and has laundry and a full bath. From your backyard, take a meandering path down to your waterfront on lake garfield.

Listed by Christine Martin of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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30 Norwalk Acres Road Monterey MA 01245

Monterey, MA30 Norwalk Acres Road

Price$595,000

Est. Mortgage: $/month

MLS Number 242089

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,400
  • Acreage 2.1

2 acres of privacy in monterey!Set on 2 acres in coveted, beautiful monterey, on a quiet private road, this ranch home with large lower level walkout offers comfort and convenience now, and awesome potential for the next owner. The upstairs has an open kitchen, living, & dining area, with sliding glass doors to a back deck with seasonal ridge views. An ensuite primary bedroom, 2 guest bedrooms, a 2nd full bath, a great front porch and upstairs laundry/pantry closet complete the upstairs. Arguably, the highlight of the home, however, is a high-ceiling, light-filled walkout lower level, featuring a sleeping area, a great room with kitchenette, and laundry room. Spacious, flexible in design, and full of potential, this is a rare lower level design that is open, bright, and voluminous.

Listed by Chapin Fish and Jared Kelly of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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56 Brett Road Monterey MA 01245

Monterey, MA56 Brett Road

Price$445,000

Est. Mortgage: $/month

Pending

MLS Number 241619

  • Residential
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,236
  • Acreage 14.01

Enchanted cottage on 14 totally private acres surrounded on two sides by the state forest and on the edge of a beautiful wild life sanctuary. 2 bedrooms, one and a half baths, open plan living with a large deck and a screened porch. Built by an architect with beautiful wood floors and nice built ins. Five minutes to lake grarfied and benedict pond.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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346 Main Road Monterey MA 01245

Monterey, MA346 Main Road

Price$400,000

Est. Mortgage: $/month

MLS Number 241064

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,776
  • Acreage 4.3

Classic mid century gem: a dick van dyke show mimic home. Step back in time with a well cared for single level home. Built in 1964 with wood floors, large living room with field stone fireplace, dining room, eat in kitchen, three. Bedrooms and 1.5 baths. Sitting on 4.3 acres minutes from the lake garfield town beach. 10 minutes to downtown great barrington and all that the berkshires has to offer. Tanglewood, kripalu yoga, canyon ranch, lakes, hiking, biking, golf, swimming, boating all within minutes in low tax monterey.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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121 Pixley Road Monterey MA 01245

Monterey, MA121 Pixley Road

Price$389,900

Est. Mortgage: $/month

MLS Number 242017

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,560
  • Acreage 0.47

Charming cape directly across from beautiful lake buel. Fieldstone fireplace to cuddle up and relax in front of on cold winter nights. It is conveniently located in desirable low taxes monterey. Just minutes from shopping in downtown great barrington, this is a sweet home ready and waiting for its new family! A must see!

Listed by Kathleen Danielle Hopkins and Janice Castegnaro Braim of CARRIAGE HOUSE REAL ESTATE ((413) 243-0107)

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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Lot1 Main Road Monterey MA 01245

Monterey, MALot1 Main Road

Price$300,000

Est. Mortgage: $/month

MLS Number 242108

  • Land
  • Acreage 20

Twenty acres on main road in monterey. The property rises from the road before reaching a good building site on a level area.

Listed by Kim Bergland of RED HORSE REAL ESTATE,LLC ((413) 250-6149)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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Lot 1a, 0 Mount Hunger Road Monterey MA 01245

MLS Number 242028

  • Land
  • Acreage 2.77

Love these views! Big sky and mountains in the distance. Prime land at a very affordable price on one of the nicest roads in monterey; a naturally beautiful town with a rural feel, yet close to great barrington, culturally rich & with many recreational opportunities. This building parcel offers many aspects that distinguish this land and make it a cut above the rest: wide road frontage ensures privacy and is more practical. Over an acre of cleared land saves you potentially. Significant costs of clearing. The land slopes gently down with no steep areas. Panoramic distant views to the south-southwest will allow for excellent light in the home and is ideal for solar.Perfect for your new berkshire dream home. Come see it soon!Subject to deed restrictions

Listed by Jared Kelly and Chapin Fish of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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29 Swann Road Monterey MA 01245

Monterey, MA29 Swann Road

Price$199,000

Est. Mortgage: $/month

Pending

MLS Number 242133

  • Residential
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,151
  • Acreage 6.8

Amazing location in monterey. Only 7 minutes to gb, with low monterey taxes. This is a lovely, almost 7 acre property, lightly wooded, with a brook running through it. Completely private, without being remote, it's bordered on one side by protected land and within walking distance of the roadside store ( soon to open). The property includes a well designed 1970's house that needs complete gut renovation, including plumbing, but would be well worth the effort. Good bones, a charming stone fireplace,2 bedrooms, 2 bath's , open kitchen, living dining, and a loft. The house is filled with ''stuff'' and is being sold as is.

Listed by Robin Ban of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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0 Beartown Mountain Road Monterey MA 01245

MLS Number 239729

  • Land
  • Acreage 2.91

A terrific mostly level building parcel on the corner of beartown mountain road and hupi road, in an area of lovely homes nearby lake garfield, which is just a stroll or bike ride away. A stream borders the property on the west side and there's a lovely quality of light throughout the property. Beartown state forest is just up the road, with over 12,000 acres filled with trails for hiking, biking and horseback riding, a swimming lake and the appalachian trail. The seller has completed wetland delineations, had a recent survey created and a septic system designed, at a great time and money savings to a buyer.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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0 Norwalk Acres Road Monterey MA 01245

Monterey, MA0 Norwalk Acres Road

Price$76,500

Est. Mortgage: $/month

MLS Number 241646

  • Land
  • Acreage 1.1

This quiet 1.1 acre wooded lot is calling you! Grab your hiking shoes, bike, and skis, or if you're looking for theater, dance, or music-norwalk acres is a stone's throw away from lake garfield, butternut basin ski area, beartown state forest, the appalachian trail as well as shakespeare & co., barrington stage co, the mahaiwe performing arts center, jacobs pillow, and tanglewood. Are you ready for the adventure, culture, and the culinary epicenter of the berkshires? Call today!

Listed by Carrie Lobovits Wright of JAN PERRY REALTY & ASSOCIATES,LLC ((413) 442-5550)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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Based on information submitted to BCMLS  as of December 10, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.