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!

212-214 Blue Hill Rd Monterey MA 01245

Monterey, MA212-214 Blue Hill Rd Rd

Price$3,250,000

Est. Mortgage: $/month

MLS Number 234839

  • Residential
  • Bathroom 9
  • Bedrooms 7
  • Square Feet 7,930
  • Acreage 10.25

Superb country estate with 2 homes and westerly views.This is, simply put, one of the best locations in the berkshires. Set on bucolic, beautiful, blue hill rd, surrounded by beartown state forest, this magnificent property boasts two compelling homes, a paddock, a stream-fed swim pond, and a hand-hewn log cabin. Built with reclaimed chestnut beams, the 4027 sq ft, 4 bed/4 bath, main home features an open, stylish first floor with sunset views, wood burning fireplaces, and multiple living areas. Upstairs, views abound from the primary bedroom and guest quarters. Down the hill, sits a spectacular contemporary barn conversion, with an open first floor, large screened porch, 3 beds, and 4 bath. Walk to beautiful benedict pond or hike the abutting appalachian trail. Low taxes. 10 min to gb.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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95 Hupi Monterey MA 01245

Monterey, MA95 Hupi Rd

Price$2,575,000

Est. Mortgage: $/month

Pending

MLS Number 234859

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,844
  • Acreage 4.05

First time on the market! This iconic custom built home floating above lake garfield on 4+ acres with sweeping views of the catskill mountains. Gracious foyer w/ skylight opening to lush interior courtyard. Formal living room, screened porch, half bath, family room w/ fireplace, dining room, exquisite kitchen/breakfast room with custom wood cabinetry, granite countertops, 2 ovens, 2 sinks, new gas cooktop and pantry w custom pullouts. Main bedroom with en-suite bath and 2 walk-in closets, 3 additional bedrooms, large office/library w/ bath, gym room or additional bedroom all with views of pool and/or mountains. Heated pool w mesmerizing views. Wet bar. 2 car attached garage w space for addition. Good cell/internet service. Picture perfect w/ easement to lake garfield. Irrigated gardens.

Listed by Levin + Lazarus Team of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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99 Hupi Monterey MA 01245

Monterey, MA99 Hupi Rd

Price$1,995,000

Est. Mortgage: $/month

MLS Number 234858

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,300
  • Acreage 3.67

A waterfront dock on lake garfield comes with this contemporary craftsman home perched on mount hunger with extraordinary panoramic views over the lake all the way to the catskill mountains. As spotless as the day it was built, it's hard to step away from the view enjoyed by almost every room on three floors including the screened porch and deck that spans the length of the house. The great room has a wood burning fireplace and a large family room loft above. Owners may live fully on the main floor while guests occupy three bedrooms and two baths below, all with far-reaching views. Exquisite craftsmanship was employed in the creation of this house from the raised paneling to the landscaping. A rare find to have such incredible views and a dock on the lake. Central a/c and heated garage.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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214 Blue Hill Monterey MA 01245

Monterey, MA214 Blue Hill Rd

Price$1,795,000

Est. Mortgage: $/month

MLS Number 235911

  • Residential
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 3,858
  • Acreage 7.23

Stunning modern barn home transformation.Designed & crafted to balance the magnificent antique timber frame with warm yet contemporary finishes - the finest balance of berkshire living in a beautiful bucolic setting on one of the berkshires' finest roads.Complimented by a a stream-fed swim pond, a former polo field, & 12,000 acre beartown st. Forest on 2-sides - just a ⅓ mile walk to 35-acre benedict pond for swimming + 1.7 mile trail around this pristine lake. The spectacular contemporary barn conversion, with a wonderfully open 1st floor great room has high ceilings, 3 bedrooms & a family room or 4 bedrooms, all with ensuite baths.This is a magnificent home in one of the very best locations in the berkshires. Just 10 min. To great barrington. (see supplemen

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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540 Main Monterey MA 01245

Monterey, MA540 Main Rd

Price$1,100,000

Est. Mortgage: $/month

Pending

MLS Number 234715

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,379
  • Acreage 140.75

This outstanding 140+ acre property, with a picturesque 2,379sf cape, is located very close to the center of monterey, a terrific southern berkshire county community. Several well-maintained outbuildings add to the utilitarian value of this expansive one-of-a-kind property, which includes a 20 acres pond, hiking trails, and frontage on two paved roads.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 Monterey MA 01245

Monterey, MA93 Brett Rd

Price$895,000

Est. Mortgage: $/month

MLS Number 234092

  • Land
  • Acreage 102

102 glorious monterey acresbordering 12,000 acre beartown state forest on 3 sides10 minutes to great barrington10 miles to stockbridgeinspiring, rare & private land with an ideal combination of open fields & forest. Sloping gradually up the mountain there are superb locations to build your dream home or homes with a sw exposure and the potential for distant views. Even rarer, this colonial-era farm borders what is now 12,000 acre beartown state forest with the appalachian trail, the knox trail, and benedict pond a hike away. Long road frontage equates to opportunity for up to 6 homes, if desired. This historic monterey farm is located in a truly unbeatable location with very low monterey taxes + a rustic original colonial farmhouse & barns. Fiber broadband on the way! Sold 'as is'

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 Monterey MA 01245

Monterey, MA93 Brett Rd

Price$895,000

Est. Mortgage: $/month

MLS Number 234093

  • Residential
  • Bathroom 3
  • Bedrooms 8
  • Square Feet 3,536
  • Acreage 102

102 glorious monterey acresbordering 12,000 acre beartown state forest on 3 sides10 minutes to great barrington10 miles to stockbridgeinspiring, rare & private land with an ideal combination of open fields & forest. Sloping gradually up the mountain there are superb locations to build your dream home or homes with a sw exposure and the potential for distant views. Even rarer, this colonial-era farm borders what is now 12,000 acre beartown state forest with the appalachian trail, the knox trail, and benedict pond a hike away. Long road frontage equates to opportunity for up to 6 homes, if desired. This historic monterey farm is located in a truly unbeatable location with very low monterey taxes + a rustic original colonial farmhouse & barns. Fiber broadband on the way! Sold 'as is'

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 Monterey MA 01245

Monterey, MAMt. Hunger Rd

Price$875,000

Est. Mortgage: $/month

MLS Number 235191

  • Land
  • 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 possibly four smaller, 46-50 acre lots. Please see mls 235192, 235193, 235194, 235195

Listed by Joanna Szwyd and Stephen R. Schoenfeld of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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23 Laurel Banks Monterey MA 01245

Monterey, MA23 Laurel Banks --

Price$810,000

Est. Mortgage: $/month

Pending

MLS Number 235214

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,710
  • Acreage 0.18

This light, bright, and beautiful cape on lake buel is move-in-ready for year-round enjoyment and offered furnished for the easiest of transitions! Enjoy your 20 feet of lake frontage. This darling well maintained cape has 4 bedrooms, 2 full baths, gleaming wood floors, living room with a stone gas fireplace with terrific orientation to the lake for the best light and views. Step out of the fabulous kitchen onto the lovely stone patio with water views, fire-pit and perennial gardens. Great year round living. Gb less than 10 minutes, butternut less than 5! Passed title v on 7/21/21. This darling cape, on the sunny side of the lake, is ready for you come and enjoy one of the best lakes in the berkshires. Note: dock is included and new owners will need to acquire their own license.

Listed by Sarah Dixon and Claudia Laslie of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 Stevens Lake Monterey MA 01245

Monterey, MA10 Stevens Lake Rd

Price$749,000

Est. Mortgage: $/month

MLS Number 235858

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,177
  • Acreage 2.06

Impeccable turn key home on a spectacular property in monterey. 3 bedrooms & 2 baths, plus, a spacious home office that can be converted into an in-law suite. Bright and sunny inside & complete privacy outside. The property is surrounded by woods, offering true peace, relaxation & tranquility. Large trex deck w/ hot tub - perfect for entertaining friends and family. All of this & only 10 minutes from vibrant downtown great barrington, ski butternut, lake garfield and so many of the berkshires' world class cultural attractions and outdoor activities. Don't miss this gem!

Listed by Marc Bachman of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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39 Pixley Monterey MA 01230

Monterey, MA39 Pixley Rd

Price$725,000

Est. Mortgage: $/month

MLS Number 235804

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,482
  • Acreage 2

Listed by Eric Steuernagle of FAIRGROUND REAL ESTATE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 Monterey MA 01245

Monterey, MABeartown Mountain Rd

Price$625,000

Est. Mortgage: $/month

MLS Number 235703

  • Land
  • Acreage 77.7

This 77 acre parcel is ideally wedged between conserved land on 3 sides, offering a continued future of privacy. Located on desirable beartown mountain rd, the land is only minutes from the charming town center and monterey market. Lake garfield, a 275 acre lake and monterey town treasure is also only a half mile from the town center. Monterey residents enjoy swimming and boating on this clean large lake. The forest has been managed by professional forester and in addition to periodic income from timber harvesting, the land provides habitat for a variety of wildlife. Create your own miles of trails or jog along the beautiful sparsely trafficked roads lined with stone walls.

Listed by Cindy Welch and Keith Ross of LANDVEST,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of October 17, 2021 . 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.