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!

112 Tyringham Road Monterey MA 01245

Monterey, MA112 Tyringham Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 244558

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,495
  • Acreage 2.4

Situated on 2.4 acres, this gorgeous home is a short walk from lake garfield's public beach and close to the berkshires' top attractions. Inside, 12-foot ceilings and an open floor plan create a lofty feel in the oversized kitchen and living area. A wide panoramic door (with a screen) leads to a massive deck, ideal for outdoor entertaining. The primary suite offers a large walk-in closet and luxurious wet room for a private retreat. On the opposite side, two additional bedrooms, a shared bathroom, and laundry provide convenience. The finished lower fully walkout level includes a family room with a bar, a fourth bedroom, and a full bath - ideal as an in-law suite. An oversized two-car ev-ready garage connects directly to the suite. Energy efficient with a solar-ready roof and central ac.

Listed by Timothy Lovett of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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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142 Main Road Monterey MA 01245

Monterey, MA142 Main Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 244203

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,754
  • Acreage 2.96

On the water in monterey! This one owner colonial styled residence is now on the market for the first time in 27 years. As part of the steven's lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. The screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

Listed by George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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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617 Main Road Monterey MA 01245

Monterey, MA617 Main Road

Price$999,500

Est. Mortgage: $/month

MLS Number 244470

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,830
  • Acreage 2

1850 historic home with beautiful mountain views, mature landscaping and deeded access to lake garfield. This home boasts a wood burning fireplace in lr, a sunny den (potential conversion to primary suite), dr and half bath/laundry on 1st floor. The second floor has 4 br/2 full ba, with a sleeping porch with mountain views. The finished attic offers ample storage and is perfect for a home office and gym. The two story 2 car garage offers an ev charger and a partially finished 2nd floor that can be converted into a separate apartment. The home has been lovingly updated with new windows, doors and fixtures throughout, refurbished floors, a backup generator, and a comprehensive lead abatement. Enjoy the large outdoor deck complete with shower and hot tub. Special & close to ski areas

Listed by Steven J. Weisz of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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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139 Tyringham Road Monterey MA 01245

Monterey, MA139 Tyringham Road

Price$949,000

Est. Mortgage: $/month

MLS Number 244696

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,956
  • Acreage 3.31

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on lake garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at lake garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a juliet balcony overlooking the backyard. Please read the supplemental remarks to learn more about the house & lake lo

Listed by Matt Carlino of MACCARO REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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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181 Main Road Monterey MA 01230

Monterey, MA181 Main Road

Price$699,000

Est. Mortgage: $/month

MLS Number 244831

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,117
  • Acreage 3.3

Meadowside is a custom built segalla home that is a wonderful 3-bedroom, 2.5-bathroom contemporary home on 3.3 bucolic acres in monterey. Open plan offers a half bath/ laundry room combo off the spacious kitchen, dining room, and living room that are just drenched in natural day light. Sleeping quarters have their own wing, down the hall are two good sized bedrooms, both contain large light producing windows and ample closet space. A large bathroom completes the space. The main bedroom is located in the back of the house for increased privacy. Main features are a huge walk-in closet, ac wall mount, and of course the extremely convenient en- suite bathroom. Situated on a breathtaking piece of land, enjoy the matured plantings, landscaped lawns, rock garden with bench, and detached two car

Listed by David Carlson of FAIRGROUND REAL ESTATE,INC

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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 Hupi Road Monterey MA 01245

Monterey, MA0 Hupi Road

Price$400,000

Est. Mortgage: $/month

MLS Number 243561

  • Land
  • Acreage 3.83

Currently the largest contiguous lot for sale up from lake garfield, this raw land offers great views of the lake, with plenty of room to build, while still being close to all the berkshires has to offer. Come see this build site with generous frontage, before it gets away!

Listed by Richard S Needelman of WHEELER & TAYLOR REALTY CO.,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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$68,000

Est. Mortgage: $/month

MLS Number 242782

  • Land
  • Acreage 1.1

Start building your berkshire dream home today! 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 WILLIAM PITT SOTHEBY'S - LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jan 30, 2025
* 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 February 6, 2025 . 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.