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

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: 3.69% last updated on Oct 17, 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

Price$2,200,000

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 WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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 Anita Schilling of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

Price$1,750,000

Est. Mortgage: $/month

MLS Number 228982

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 15.18
  • 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: 3.69% last updated on Oct 17, 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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141 Stevens Lake Way Monterey MA 01245

Price$1,390,000

Est. Mortgage: $/month

MLS Number 226790

  • Single Family
  • Address 141 Stevens Lake Way
  • Village Berkshire - South
  • Year Built 1999
  • Parking Spaces 2

Gorgeous waterfront home on Peaceful Stevens Lake. This home is just minutes from downtown Great Barrington, Butternut and Beartown State Forest. Designed to be able to live on the first-level, this expansive open floor plan contains a cook's kitchen with Viking and Sub-Zero appliances, walk-in pantry, wood-burning fireplace and central A/C. There is a first-floor master suite as well as a separate in-law suite or perfect office/den. There is plenty of room (septic sized to accommodate 7 br) for multi-generational family/friends space upstairs as well as game room, studio/exercise room, a bunk room and full bath all on the lower level with walkout to the lake. A spectacular setting and home in a great location!

Listed by LANCE VERMEULEN RE, INC

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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79 Hupi Rd Monterey MA 01245

Price$1,200,000

Est. Mortgage: $/month

MLS Number 228552

  • Single Family
  • Address 79 Hupi Rd
  • Village Berkshire - South
  • Year Built 2003
  • Bedrooms 5

Grand brick contemporary with outstanding views of mountains and Lake Garfield. Property also includes abutting parcel with a buildable lot that includes 100 feet of frontage on Lake Garfield. Enjoy living on one of the most beautiful lakes in the Berkshires. The house has five bedrooms including a first floor master. The large kitchen is a cooks dream with two stoves, two dishwashers, and granite countertops. The first floor space has expansive windows and large deck to enjoy all the beauty of the Berkshires. Lower level walk out basement can provide additional space if needed. Lake frontage, privacy, views and light filled space are all waiting for you in this amazing property.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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 BROCKMAN REAL ESTATE, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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: 3.69% last updated on Oct 17, 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

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: 3.69% last updated on Oct 17, 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

Price$975,000

Est. Mortgage: $/month

MLS Number 228208

  • Land
  • Co Listing Office Id 210
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 193.7

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: 3.69% last updated on Oct 17, 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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38 Elephant Rock Rd Monterey MA 01245

Price$850,000

Est. Mortgage: $/month

MLS Number 228342

  • Single Family
  • Address 38 Elephant Rock Rd
  • Village Berkshire - South
  • Year Built 1984
  • Bedrooms 3

Charming, sunny and airy unique three-story home with a master bedroom, two small bunk rooms and one bathroom on beautiful Lake Garfield. Open, stacked, loft-like spaces provide a unique ''tree-house'' experience. Enjoy south-facing lake access and all-day sunbathing on 30-foot dock with a separate floating raft. The naturally wooded environment with hundred-year old hemlocks, mountain laurel and other native species, provide privacy and contribute to deep, no-weed swimming. The property features two outdoor decks for lounging or watching sunsets. Enjoy alfresco dining on the upper deck and on chilly evenings, relax next to the living room wood-burning fireplace, or stoke up the wood stove in the kitchen/dining room. Epic lake views from every room over the best lake in Berkshire County.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

Price$769,000

Est. Mortgage: $/month

MLS Number 223604

  • Multi-Family
  • Village Berkshire - South
  • Acreage 2.1
  • Bedrooms 6
  • Square Feet 4,832

This very unique, very spacious & immaculate, splendidly updated family compound/legal 2-family w/income producing opportunity, surrounded by plush green lawn is located on an enchanted country lane in Monterey, MA. Walk to Lake Garfield sandy beach, hike the trails in Beartown State Forest, Ski Butternut and enjoy Great Barrington, Stockbridge and Lenox shops galleries & restaurants, all within a short 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 are updated to today standard & maintained with extraordinary touch of class. Will need new Septic System, seller financed installation from proceeds of the sale. Please don't miss viewing the ''Virtual Tour'

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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