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$2,495,000

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 ((413) 528-6011)

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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Cronk Road Monterey MA 01245

Monterey, MA17 Cronk Road

Price$2,350,000

Est. Mortgage: $/month

MLS Number 242978

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,615
  • Acreage 27.97

An unusual and wonderful early barn conversion, originally built in the 1700s and converted to a house around 1910. The current owner has renovated and added onto it thoughtfully and completely. A large open space with lots of windows, a huge stone fireplace and a cathedral ceiling define the living a dining rooms. The kitchen was enlarged and remodeled in 2012 with wolf and subzero appliances, and cherry cabinets. With five bedrooms and four and a half baths on two levels, all but one of the bedrooms are ensuite. The very creative and bright primary bedroom, up a few steps from the second floor, also has a cathedral ceiling and gorgeous built-ins. This romantic property contains a large field, lawns, woodland and huge ponds; a virtual national geographic display of bird and animal life.

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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94 Brett Road Monterey MA 01245

Monterey, MA94 Brett Road

Price$1,212,000

Est. Mortgage: $/month

MLS Number 242984

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,593
  • Acreage 29.17

Nestled at the end of brett rd at the base of bear mountain. This 29-acre parcel includes a charming home with rolling hills, a natural pond, staggered wooded plots leading way to large open hay fields for agriculture or development. The 3-story home includes 3 bedrooms 2 baths. All the bedrooms are downstairs with an island kitchen and large open space on the main floor. The main floor features high ceilings, wood grained walls, slider doors, bay windows and access to wrap around deck. Vast stunning views from the deck feature bear mountain all the way to butter nut. This property has dual zoning for industrial, commercial residential and agriculture. Property has recently been tested and failed to title 5 owner acknowledges this is a contingency that shall be addressed prior to closeing

Listed by David Hall of BERKSHIRE HATHAWAY NEW ENGLAND PROPERTIES ((860) 571-7000)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Phelps Road Monterey MA 01245

Monterey, MA10 Phelps Road

Price$995,000

Est. Mortgage: $/month

MLS Number 242946

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,297
  • Acreage 0.32

Idyllic, bright cottage, recently renovated and expanded, situated on an inlet of lake garfield. Drop your kayak in the water and be on the lake in minutes, or relax on your private screened porch. This home has so much to offer and was renovated with great thought and attention to detail, with high end finishes throughout.An open floor plan encourages gathering, while adding to the ease of the home. Three bedrooms and a sleeping loft provide ample space for guests, while the cozy feel of the home also makes it a perfect getaway from the hustle and bustle of daily life.To top it off, the property has deeded rights to lad's beach association, with the opportunity to apply for a boat slip, and access to the sandy beach and swimming.Come see this absolute gem for yourself!

Listed by Lauren Rosen and Lance Vermeulen of LANCE VERMEULEN RE,INC ((413) 528-6011)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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205 Main Road Monterey MA 01245

Monterey, MA205 Main Road

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number 242889

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,900
  • Acreage 1.84

Discover contemporary living in a beautiful berkshire setting, where this perfectly designed home offers a seamless blend of modern amenities and comfort. With an open floor plan, a chef's kitchen boasting top-of-the-line appliances, and a first-floor primary bedroom with a stunning en-suite bathroom, every detail will make you gleeful to be home. Enjoy evenings by the fireplace in the great room, while the walkout lower level boasts a spacious family room, a large bonus room, and a full bathroom. Upstairs, two additional bedrooms, an office, and a full bath provide ample space for relaxation, guests, and productivity. Equipped with a generator and central a/c for uninterrupted comfort, and surrounded by picturesque landscapes, this home embodies the epitome of berkshire living.

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC ((413) 528-6011)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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12 Sylvan Road Monterey MA 01245

Monterey, MA12 Sylvan Road

Price$979,000

Est. Mortgage: $/month

MLS Number 243271

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,000
  • Acreage 0.5

Welcome to your idyllic lakefront retreat on the shores of lake garfield. This charming year-round home built in the 70s has 140' of lake frontage w/ stunning views, direct water access & 2 docks. 1/2 acre lot w/ 2,000 sq.Ft. Of living space--3 brs & 2 full bas. H/w floors, wbfp, w/d & central vacuum enhance the home. The unfinished basement w/ dirt floor provides good storage or potential for customization. Outdoor living on the large trex deck & electric awning is perfect to enjoy the tranquil lake views. A wall of windows in the open-plan living/dining/kitchen provides uninterrupted water vistas. Designed for year-round enjoyment, this lakefront home combines classic charm w/ modern conveniences. Looking for a peaceful retreat or a permanent residence this property is not to be missed!

Listed by Levin + Lazarus Team of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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241 Main Road Monterey MA 01245

Monterey, MA241 Main Road

Price$825,000

Est. Mortgage: $/month

MLS Number 243215

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,750
  • Acreage 3.5

Contemporary log cabin settled on 3.5 wooded acres. This unique renovated log cabin offers you a peaceful quiet setting for you & your family to settle down. With 4 bedrooms and 2.5 baths privacy is assured and a open concept living room/kitchen area to gather. A wood burning fireplace for a quiet night inside or get some fresh air and listen to the nearby river outside on the screen porch, you will not have a hard time finding a place to relax. With all new systems and a new modern renovation this home is move in ready!

Listed by Matt Amstead and Eric Steuernagle of FAIRGROUND REAL ESTATE,INC ((413) 717-0276)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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91 Fairview Road Monterey MA 01245

Monterey, MA91 Fairview Road

Price$550,000

Est. Mortgage: $/month

MLS Number 243270

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,008
  • Acreage 8.3

A quintessential berkshire four-season cabin, secluded on an elevated parcel within biking distance to lake garfield and the town beach. Two families enjoyed this home for decades, having recently replaced windows and installed a new roof on both the house and two-car garage. The large living room has a fieldstone wood-burning fireplace with even enough room for overflow guests. The sweet eat-in kitchen opens to the front porch which spans the front of the house. Remarkably, the land abuts land trust holdings which then back up to over 12,000 acres of state forest. One can hike out the door and continue on for hours, although located in the beautiful and most convenient town of monterey. Purchase now and have time to enjoy it for the summer.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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449 Main Road Monterey MA 01245

MLS Number 243104

  • Commercial
  • Acreage 0.13

Historic monterey meeting house in the heart of the village. The building comprises 4,743 square feet with two half bathrooms, officespace, and a finished basement with kitchen. Recent improvements include new furnace and copper piping, double pane windows, and exterior paint. Low utilities and convenient in-town location.

Listed by Rachel Louchen and Claudia Crane of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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Lot 1a, 0 Mount Hunger Road Monterey MA 01245

MLS Number 242028

  • Land
  • Acreage 2.77

Love these views! Big sky and mountains in the distance. Prime land at a very affordable price on one of the nicest roads in monterey; a naturally beautiful town with a rural feel, yet close to great barrington, culturally rich & with many recreational opportunities. This building parcel offers many aspects that distinguish this land and make it a cut above the rest: wide road frontage ensures privacy and is more practical. Over an acre of cleared land saves you potentially. Significant costs of clearing. The land slopes gently down with no steep areas. Panoramic distant views to the south-southwest will allow for excellent light in the home and is ideal for solar.Perfect for your new berkshire dream home. Come see it soon!Subject to deed restrictions

Listed by Jared Kelly and Chapin Fish of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Beartown Mountain Road Monterey MA 01245

MLS Number 243214

  • Land
  • Acreage 2.91

Nearby lake garfield, which is just a stroll or bike ride away, is this terrific level building parcel on the corner of beartown mountain road and hupi road, in an area of lovely homes. 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 with conservation commission approval, and had a recent survey created, as a great time and money savings to a buyer. Come check this parcel out in beautiful monterey.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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$76,500

Est. Mortgage: $/month

MLS Number 242782

  • Land
  • Acreage 1.1

This quiet 1.1 acre wooded lot is calling you! 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 ((413) 637-4402)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 May 22, 2024 . 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.