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!

185 Beartown Mountain Rd Monterey MA 01245

Monterey, MA185 Beartown Mountain Rd

Price$3,900,000

Est. Mortgage: $/month

MLS Number 226469

  • Single Family
  • Village Berkshire - South
  • Year Built 2004
  • Bedrooms 5
  • Bathroom 5

Mountaintop Shingle Style home and horse farm built to last with southerly helicopter views over the Berkshires to the Litchfield Hills beyond, abutting 12,000 acre state forest. Classic contemporary styling inside and out with four stone fireplaces a large entertaining kitchen, and gracious flow through public rooms, porches, terraces and guest rooms. First and second floor master suites have their own outdoor intimate lounges and views. The residence was built as sustainable and non-toxic as possible with Mahogany windows and doors, and stone excavated from the site. The barn below has gener stalls and a wonderful guest or caretaker suite above - would make a great pool house and the outdoor arena could easily be a tennis court. Secluded yet nearby, with forever protected views,

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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9 Mt Hunger Estates Rd Monterey MA 01245

Monterey, MA9 Mt Hunger Estates Rd

Price$1,999,000

Est. Mortgage: $/month

MLS Number 228623

  • Single Family
  • Village Berkshire - South
  • Year Built 2005
  • Bedrooms 7
  • Bathroom 4

Tucked away in the Lake Garfield community of Mt. Hunger Estates. This home has style and elegance for the most discerning buyer. Cozy warmth to relax and unwind. Two open concept living/gathering spaces, dining/sitting wrap around porch. First floor master bedroom suite. Guest bedrooms and baths on both upper and lower levels.Kitchen is an open cook's dream featuring copper farm sink, 6 burner range, over sized refrigerator, Enjoy the convenience of the bar area in the family level, with wine cooler, and refrig. with ice maker. Outdoor eating porch has built in heat lamps for cool evenings. Multi zoning heating and central air conditioning. 10 acres of privacy, 15 minutes from Great Barrington. 3D video, additional photos and floor plans coming soon.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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50 Mount Hunger Estates -- Monterey MA 01245

Monterey, MA50 Mount Hunger Estates --

Price$1,995,000

Est. Mortgage: $/month

MLS Number 228340

  • Single Family
  • Village Berkshire - South
  • Year Built 2006
  • Parking Spaces 2
  • Bedrooms 7

Quintessential Berkshire Lodge.View of Lake Garfield and distant mountain ranges from every room, on more then 16 acres. Enter this home through double glass doors to a vaulted beam ceiling living room with stone fireplace. French doors to deck overlooking lake and views. Main floor consists of dining room for 10, open gourmet kitchen with granite counters, family room with wood burning fireplace and screened dining porch. Master bedroom wing, includes fireplace and spacious bath with jet tub and free standing shower. Wood paneled library w/fireplace. Separate guest wing with 2 bedrooms, full bath, powder room, laundry room. 2 car garage.Separate guest floor include family room and full kitchen, firepl. 4 bedrooms, hobby room, 2 full baths, second laundry.Whole house auto generator.

Listed by Anita Schilling of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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Hupi Rd Monterey MA 01245

Monterey, MAHupi Rd

Price$1,750,000

Est. Mortgage: $/month

MLS Number 228982

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 15
  • Square Feet 661,696

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.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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34 Bidwell Rd Monterey MA 01245

Monterey, MA34 Bidwell Rd

Price$1,050,000

Est. Mortgage: $/month

MLS Number 229314

  • Single Family
  • Address 34 Bidwell Rd
  • Village Berkshire - South
  • Year Built 2005
  • Bedrooms 2

BERKSHIRE WATERFRONT TURN-KEY PERFECTION, LAKE GARFIELD, MONTEREYUndeniably Charming! Filled with light.A pristine lakefront home on 3 levels. The wide front porch leads you into the open-plan main level with kitchen, dining & living spaces, guest bath & a large screened porch for indoor-outdoor entertaining overlooking one of the Berkshires' best lakes. Upstairs are 2 large bedrooms each with a full bath. On the walkout lower level is a large family room, a 3rd full bath and out back is the path leading ton!he short way down to the lake. Swim off your large dock with plenty of room to relax and store all the toys. Central a/c, radiant heat, fiber broadband. Blazing fast internet speeds of 1 Gig/second down.s. Just unpack and Go Jump in the Lake because this is Lakefront Perfecti

Listed by BROCKMAN REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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93 Brett Rd Monterey MA 01245

Monterey, MA93 Brett Rd

Price$995,000

Est. Mortgage: $/month

MLS Number 227996

  • Single Family
  • Address 93 Brett Rd
  • Village Berkshire - South
  • Year Built 1840
  • Bedrooms 8

NEW TO MARKET! First time offered in 50 years! Circa 1840 colonial farmhouse & barns ready for restoration. Truly incredible & exceptionally rare land with the perfect combination of open fields and forest gradually sloping up the mountainside with a South & West exposure. Even rarer, this colonial-era farm borders what is now 12,000 acre Beartown State Forest with the Appalachian Trail and the Knox Trail a relatively short hike away, as well as ponds within the State Forest. Often these large tracts of land that remain are in the distant hill towns, but this historic Monterey farm is just 10 minutes and 6 miles from the dining, and shopping of downtown Great Barrington, named the 'Best Small town in America'' by Smithsonian Magazine. 8 Bedrooms, rich character, very low Monterey taxes!

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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93 Brett Rd Monterey MA 01245

Monterey, MA93 Brett Rd

Price$995,000

Est. Mortgage: $/month

MLS Number 227997

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 102
  • Square Feet 4,443,120

NEW TO MARKET! First time offered in 50 years! Circa 1840 colonial farmhouse & barns ready for restoration. Truly incredible & exceptionally rare land with the perfect combination of open fields and forest gradually sloping up the mountainside with a South & West exposure. Even rarer, this colonial-era farm borders what is now 12,000 acre Beartown State Forest with the Appalachian Trail and the Knox Trail a relatively short hike away, as well as ponds within the State Forest. Often these large tracts of land that remain are in the distant hill towns, but this historic Monterey farm is just 10 minutes and 6 miles from the dining, and shopping of downtown Great Barrington, named the 'Best Small town in America'' by Smithsonian Magazine. 8 Bedrooms, rich character, very low Monterey taxes!

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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19 Buckingham Ln Monterey MA 01245

Monterey, MA19 Buckingham Ln

Price$975,000

Est. Mortgage: $/month

MLS Number 227504

  • Single Family
  • Address 19 Buckingham Ln
  • Village Berkshire - South
  • Year Built 1978
  • Bedrooms 3

Waterfront on Lake Garfield, this contemporary four-season home is tucked in a quiet cove with a wall of glass overlooking the lake. The Great Room leads to a large deck with remarkably pretty water views just steps from the lakeside lawn and private boat dock. Plenty of room for guests to spread out on three levels with a master suite, two guest bedrooms and 2.5 baths, along with a den and family room. The large family room has its own full bath so works as a big guest suite with views of the lake. The property is located at the end of private road not far from the town beach and within walking distance of Monterey village center, the new library, and soon to be new General Store. With central A/C and fiber internet, one may purchase in time to enjoy for the summer and work from home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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Mt Hunger Rd Monterey MA 01245

Monterey, MAMt Hunger Rd

Price$975,000

Est. Mortgage: $/month

MLS Number 228208

  • Land
  • Co Listing Office Id 210
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 194

Almost two hundred of beautiful wooded acres close to Lake Garfield and center of Monterey. The lot can be purchased as one 193 acre lot or four smaller, 46-50 acre lots.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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72 Beartown Mountain Rd Monterey MA 01245

Monterey, MA72 Beartown Mountain Rd

Price$769,000

Est. Mortgage: $/month

MLS Number 223602

  • Single Family
  • Village Berkshire - South
  • Year Built 1800
  • Parking Spaces 2
  • Bedrooms 6

Very unique, splendidly updated family compound/legal 2-family with income producing opportunity, a magical place surrounded by lovely gardens, located on an enchanted country lane in Monterey, MA. Walk to the Lake Garfield sandy beach, Hike the trails in Beartown State Forest, 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 oversized 2-car garage; the larger historic home, together with the classy newer addition, both homes updated to today standard and maintained with extraordinary touch of class. The price has recently been reduced. New Septic System installation will be financed by the seller from proceeds of the sale.''Virtual Tour''

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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72 Beartown Mountain Rd Monterey MA 01245

Monterey, MA72 Beartown Mountain Rd

Price$769,000

Est. Mortgage: $/month

MLS Number 223604

  • Multi-Family
  • Village Berkshire - South
  • Acreage 2
  • Bedrooms 6
  • Square Feet 4,832

Looking for 6 or more bedrooms? This very unique, very spacious & immaculate, splendidly updated family compound/legal 2-family w/income producing opportunity, surrounded by plush green lawn, located on enchanted country lane in Monterey. Walk to Lake Garfield sandy beach, hike the trails in Beartown State Forest, Ski Butternut and enjoy the shops galleries, restaurants, concerts, theater and that Berkshires offer within an easy drive. This very special property consists of 2 attached homes; the large historic home, together with the classy newer addition, plus detached, oversized 2-car garage. Both homes updated to today standard & maintained with extraordinary touch of class. New Septic System financed from proceeds of the sale, is included. View the ''Virtual Tour''

Listed by Dagmar Kubes of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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26 Seven Arts Rd Monterey MA 01245

Monterey, MA26 Seven Arts Rd

Price$730,000

Est. Mortgage: $/month

MLS Number 227696

  • Single Family
  • Address 26 Seven Arts Rd
  • Village Berkshire - South
  • Year Built 1928
  • Bedrooms 4

Rare Berkshire Waterfront on Lake Buel! Owned by the same family for multiple generations, this quintessential summer cottage is where memories are made to last a lifetime. Situated at the end of a shared private drive, once you get there you'll never want to leave. The seasonal cottage offers 4 bedrooms, two full baths, living room with cherry floors & stone fireplace, and newer family room with gas heat stove. Just steps off the front deck you'll find your own piece of waterfront bliss with private dock and expansive southerly views across the lake. Located minutes to downtown Great Barrington and all the Berkshires have to offer!

Listed by ALDEN COUNTRY REAL ESTATE SERVICES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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