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$2,950,000

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

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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$2,875,000

Est. Mortgage: $/month

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

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%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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169 Mount Hunger Road Monterey MA 01245

Monterey, MA169 Mount Hunger Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 240330

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3,433
  • Acreage 2.45

This house....This view! Let's start there; a tri-state view in one long glorious glance, with rolling, verdant berkshire valleys surrounding sparkling lake garfield in the foreground with the litchfield hills of connecticut framing one side and the distant, dreaming ridgeline of the catskill mountains....It's a view everyone remembers.It's a house built for welcome; grand windows embrace the pristine light, spilling it inward along shining washington state pine floors and filling every corner with the day's progression from fabulous sunrise through even-more-fabulous sunset.With its open, generous, modern lines, it's a house built to understand beauty; the breathtaking picture windows of the grand hall, which beckon the eye toward the unbroken majesty of lake,

Listed by Cortney K Dupont and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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3 Lakeside Avenue Monterey MA 01245

Monterey, MA3 Lakeside Avenue

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number 239814

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,420
  • Acreage 0.68

Lake garfield waterfront three bedroom two bath four-season contemporary home with southwest-facing views over the main lake to the sunset beyond. A boardwalk leads from the house down to the waterfront deck and dock where one can enjoy all day sunshine and deep water swimming. The open kitchen and living room lead to a large deck facing the water. Two guest bedrooms a full bath and a three-season den, along with a mudroom foyer are on the first floor, while the primary bedroom and en-suite bath occupy the second floor. The primary bedroom has glass sliding doors to a private balcony with water views. The walk-out basement is terrific storage for lake toys and equipment. This is an excellent location with very desirable waterfront on the most coveted lake in berkshire county.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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7 Point Road Monterey MA 01245

Monterey, MA7 Point Road

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number 240114

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,070
  • Acreage 0.4

A rare waterfront offering on lake garfield! This three bedroom, two bath, four-season home has been tastefully updated to offer a casual, intimate, and stylish year-round lakefront living experience. The bright and spacious living area features vaulted ceilings with views to the water from almost every room, an efficient kitchen which leads to an insulated sunroom, 2nd & 3rd cozy bedrooms, & sleeping loft offering extra guest space. An expansive deck leads from the house to the private yard and your own 30' of waterfront with nearly unfettered views across the lake. Brand new roof, recent furnace & hybrid hot water heater. Conveniently located 15 minutes to great barrington & lee, 30 minutes to tanglewood & jacob's pillow, & just 2.5 hrs to nyc & boston metro areas.

Listed by Dan Alden of ALDEN COUNTRY REAL ESTATE SERVICES

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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83 Main Road Monterey MA 01245

Monterey, MA83 Main Road

Price$975,000

Est. Mortgage: $/month

Pending

MLS Number 240294

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,000
  • Acreage 5.43

This dramatic hillside log home sits on five private acres in monterey. A stunning great room features cathedral ceilings, granite fireplace, and wall of windows opening to expansive south-facing deck, great for entertaining basking in the beautiful outdoors. Primary suite with gas fireplace, walk-in closet, and bathroom with soaking tub and shower. Two additional bedrooms on first floor share a hall bath. Walk-out basement features family room, built in wet bar and plenty of storage. Excellent location on the monterey/great barrington line, just minutes from ski butternut, lake buel and lake garfield.

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE,INC

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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10 Buckingham Lane Monterey MA 01245

Monterey, MA10 Buckingham Lane

Price$925,000

Est. Mortgage: $/month

Pending

MLS Number 239905

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,417
  • Acreage 0.27

Get lakeside ready for summer 2023 in this wonderful contemporary home with views over lake garfield. Situated across the little private road from the lake on buckingham lane, this home has nearby water access for your kayaks, paddle boards or jet ski's, etc., and a place to moor your motor or sailboat. The three-level home has wood floors and windows galore for lots of light all day long. A living room, dining room, kitchen, four bedrooms, four bathrooms and even a den and family room for entertainment, office work or for overflow guests. From this property one may walk to the town beach where neighbors meet each other, and to the town center to our new library, town hall, post office, meeting house/church and the monterey general store, set to reopen this summer. Call for a tour!

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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Mount Hunger Road Monterey MA 01245

Monterey, MAMount Hunger Road

Price$235,000

Est. Mortgage: $/month

MLS Number 240338

  • Land
  • Acreage 2.77

Stunning views! In a most desirable location near the village of monterey and lake garfield public beach. Southwestern view for amazing sunsets. Partially cleared. Enjoy the view all seasons!

Listed by Cortney K Dupont of COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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Beartown Mountain Road Monterey MA 01245

Monterey, MABeartown Mountain Road

Price$145,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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14 Hupi Woods Circle Monterey MA 01245

Monterey, MA14 Hupi Woods Circle

Price$125,000

Est. Mortgage: $/month

MLS Number 232488

  • Land
  • Acreage 2.85

Wooded parcel on a quiet, well-maintained road in monterey, with access to lake garfield, . Parcel sits close to hupi rd within hupi woods circle, a private community. Meander along the path to your own private slice of the berkshires' most beautiful lake, with shared dock and a place to store your boats.

Listed by Claudia Crane of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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17 Hupi Woods Circle Monterey MA 01245

Monterey, MA17 Hupi Woods Circle

Price$125,000

Est. Mortgage: $/month

MLS Number 232489

  • Land
  • Acreage 6

Wooded parcel on a quiet, well-maintained road in monterey, with access to lake garfield. Parcel sits on the upland portion of hupi woods circle, a private community. Meander along the path to your own private slice of the berkshires' most beautiful lake, with shared dock and a place to store your boats

Listed by Claudia Crane of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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West Road Monterey MA 01245

Monterey, MAWest Road

Price$99,500

Est. Mortgage: $/month

MLS Number 237523

  • Land
  • Acreage 6.8

Come build your dream house at the end of the road in this private community. Without a neighbor in sight and a perfectly cleared building site, this could be a great turn key property for your next project. The site has a rough driveway leading into the property and has had a percolation test in the past. This community offers a small access to lake buel for launching small boats. Don't let this one slip away!

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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 June 8, 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.