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!

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221 Beartown Mountain Rd Monterey MA 01245

MLS Number 224341

  • Single Family
  • Village Berkshire - South
  • Year Built 1958
  • Parking Spaces 2
  • Bedrooms 4

A unique and design-forward country house with an interesting industrial past, converted decades ago from a screw factory in the woods to residence, then again more recently into a chic four-bedroom home with loft-like entertaining spaces and an ECOsmarte in-ground pool - the most non-toxic pool system available, using no chlorine or salt. The spacious single-level interior offers family and guest wings, recently renovated bathrooms - some en-suite, an open contemporary kitchen, and modern gas fireplaces. Located on a beautiful gravel road in desirable Monterey and abutting 12,000 acres of state forest with nearby hiking and horse trails, Lake Garfield town beach is a bike ride away. Strong rental history.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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605 Main Rd Monterey MA 01245

Price$515,000

Est. Mortgage: $/month

MLS Number 224041

  • Single Family
  • Village Berkshire - South
  • Year Built 1940
  • Parking Spaces 1
  • Bedrooms 4

This Monterey property is a completely renovated and expanded turn-key home. Lovely first floor entertaining space is bright and open. Kitchen/dining and living room with new field stone fireplace; generous windows and sliders to step outside onto an expansive deck and a screened porch. A full bath and a bedroom with original fireplace complement the main floor. Upstairs is a master bedroom with balcony, two bedrooms and a full bath. The lower walkout is ready to complete for more living space. Situated to enjoy the peaceful woods that border Lake Garfield. Abuts a right-of-way that slopes down to Lake Garfield waterfront. Two minutes to the center of Monterey and to the public beach at Lake Garfield. Central to all Berkshire attractions!

Listed by THE KINDERHOOK GROUP - STOCKBRIDGE

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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10 Heron Pond Park Monterey MA 01245

Price$499,000

Est. Mortgage: $/month

MLS Number 223115

  • Single Family
  • Village Berkshire - South
  • Year Built 1998
  • Parking Spaces 2
  • Bedrooms 4

Tucked away in a private parklike community, this picturesque colonial is in perfect, move-in condition. Situated on 4+ acres, this home is offers 4 bedrooms, 2 and 1/2 baths, a lovely eat-in kitchen and family room, a formal dining room, and a very comfortable living room. The back deck overlooks a well-landscaped yard. Invisible Pet Fence ready. High Speed Fiber Internet already installed. This property is located about one mile from the Lake Garfield beach and boat ramp, and only two miles to the Monterey town center. 20 minutes to Tanglewood, the Mount, and the Rockwell Museum. Must be seen!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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453 Main Rd Monterey MA 01245

Price$495,000

Est. Mortgage: $/month

MLS Number 223258

  • Multi-Family
  • Co Listing Office Id 332
  • Village Berkshire - South
  • Acreage 0.3
  • Bedrooms 5

Amazing opportunity to own a piece of history in the heart of the village of Monterey. Steps from Lake Garfield, and a 10 min. drive from Great Barrington, the ''Corner House'' is a stately Colonial built in 1790. Currently a two-family, this property could easily be converted back into a comfortable single-family home with plenty of space for all. Original details abound, including wood-burning fireplace, oak floors & antique doors & trim. A detached two-car garage with a workshop & a loft provides extra space for storage or a studio. The owner has noted that the separate outbuilding is approx. 1,442 SF on the main level with attic storage space above the larger room. The building has light and bright spaces and would be great for an artist or craftsman.

Listed by LANCE VERMEULEN RE, INC

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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453 Main Rd Monterey MA 01245

Price$495,000

Est. Mortgage: $/month

MLS Number 223257

  • Single Family
  • Village Berkshire - South
  • Year Built 1790
  • Parking Spaces 3
  • Bedrooms 5

Amazing opportunity to own a piece of history in the heart of the village of Monterey. Steps from Lake Garfield, and a 10 min. drive from Great Barrington, the ''Corner House'' is a stately Colonial built in 1790. Currently a two-family, this property could easily be converted back into a comfortable single-family home with plenty of space for all. Original details abound, including wood-burning fireplace, oak floors & antique doors & trim. A detached two-car garage with a workshop & a loft provides extra space for storage or a studio. The owner has noted that the separate outbuilding is approx. 1,442 SF on the main level with attic storage space above the larger room. The building has light and bright spaces and would be great for an artist or craftsman.

Listed by Lance Vermeulen and Lauren Rosen of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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117 Beartown Mountain Rd Monterey MA 01245

MLS Number 224562

  • Single Family
  • Village Berkshire - South
  • Year Built 1780
  • Parking Spaces 2
  • Bedrooms 3

Originally built as a one-room schoolhouse , located in the old Monterey center, this historic site is now a charming 3 bedroom home on a corner lot, surrounded by 1,200 pristine acres of Beartown State Forest. Original architectural details include exposed post and beam construction and plaster throughout, as well as two working wood stoves (one in the master bedroom). The living room opens to a dining room and kitchen, with generous sliding doors to a screened-in front porch, as well as a stone patio in the back. The property features established perennial gardens and also hosts a small former ice house that now offers added storage. The house also comes with 1/6th ownership in a nearby tennis court. Hiking, biking, wilderness exploring, and beautiful Lake Garfield all within 1 mile

Listed by BROCKMAN REAL ESTATE, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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207 Beartown Mountain Rd Monterey MA 01245

MLS Number 223170

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Square Feet 1,782,824
  • Waterfront 1

Views of Mount Hunger from this very private large subdividable parcel, where the site work is complete and view is newly cleared. Ready for a home, arrive up a beautiful long drive to a three car garage, deep drilled well, and a four bedroom septic already installed. TOTAL privacy on a coveted Monterey road abutting 11,000 acre Beartown State Forest. Functioning half bathroom in the garage building for use while building a house, or turn the garage into living space. This is a great opportunity to build one or more homes with a highly engineered driveway already installed, water and septic in place, and a garage for camping or storage during construction. Very unique opportunity. Easy to show.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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247 Beartown Mountain Rd Monterey MA 01245

MLS Number 223992

  • Single Family
  • Village Berkshire - South
  • Year Built 1976
  • Bedrooms 3
  • Bathroom 3

Situated on 3.36 secluded wooded acres, this chic Scandanavian-style retreat offers a rare blend of modern style, privacy & efficient living. The first floor features an open gathering space with stone hearth & wood stove surrounded by windows, large screen porch & deck, kitchen with counter island, and small office space. The second floor offers 3 bedrooms & 2 baths with the master bedroom open to the living area below. Recently painted and major mechanicals are 6 years old. The wooded parcel offers complete privacy and a seasonal brook, all abutting the magnificent 12,000 acre Beartown State Forest.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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14 Norwalk Acres Rd Monterey MA 01245

Price$325,000

Est. Mortgage: $/month

MLS Number 224880

  • Single Family
  • Village Berkshire - South
  • Year Built 1960
  • Bedrooms 2
  • Bathroom 2

FULLY RENOVATED MONTEREY COTTAGE ON 3 QUIET ACRES Delightful, stylish and absolutely comfortable 2+ bedroom, 2 full bath cottage home in prime low-tax Monterey. Recently painted after extensive renovations you know as soon as you drive up this is a special home. Contemporary charcoal clapboards and wood exterior with a sunshine yellow door welcome you home! Warm wood and contemporary details show the quality fo the renovation. Large screened porch, 1st floor airy bedroom with vaulted ceiling and 3 walls of windows, modern kitchen with soapstone counters and stainless steel appliances, and cottage style wainscoting cabinets. Gas stove for chilly nights in living room, and 2 sleeping areas and a second full bath upstairs. 11 miles/ Under 20 min to Great Barrington & Low Taxes!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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Mount Hunger Rd Monterey MA 01245

Price$250,000

Est. Mortgage: $/month

MLS Number 224269

  • Land
  • High School Monument Valley
  • Village Berkshire - South
  • Square Feet 48,021
  • Waterfront 1

Ten partially cleared acres on one of the most beautiful roads in the berkshires. Distant and seasonal views on a sloped parcel in desirable monterey. Minutes from lake garfield and town center. Abuts over 350 acres of conserved land with nicely maintained hiking/skiing trails. Close to butternut and beartown mountain state forest. A beautiful spot to build a dream home, or two.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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Main Rd Monterey MA 01245

Price$239,000

Est. Mortgage: $/month

MLS Number 222850

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Square Feet 2,946,834
  • Waterfront 1

Incredible value for this large unspoiled land in Monterey, with enough frontage for two residences and enough land for total privacy. The offering includes 3.5 acres across the street from the larger parcel where one can kayak or canoe in beautiful Royal Pond. The pond parcel abuts Berkshire Natural Resources conserved land, with hiking trails throughout. A lovely location in the Berkshires just a couple of miles from Lake Garfield and the village center.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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Sandisfield Rd Monterey MA 01245

Price$189,500

Est. Mortgage: $/month

MLS Number 223126

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Square Feet 130,680
  • Zoning Residential

Surveyed parcel with gentle mountain views. Privacy in a magical setting. Stone wall remains, open area with tree borders.The bulk of the land is in Monterey with road frontage in Sandisfield. Two tax bills reflect the total above. Enjoy Monterey's Town Beach at Lake Garfield.Bring you house plans and create your Berkshire dream!

Listed by MCFARLAND REALTY CO.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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