Monterey, MA Homes

/10
$155,000
- Land
- 5.24 Acres
- $29,580 per Acre
104 Hupi Rd, Monterey, MA 01245

Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

Cristian Sanchez

COHEN & WHITE ASSOCIATES

(413) 771-4725

104 Hupi Rd, Monterey, MA 01245
/39
$655,000 Sold Aug 08, 2025

6 Tyringham Rd, Monterey, MA 01245
- 4 Beds
- 3.5 Baths
- 4,188 Sq Ft
- Built 1780
Last Sold Summary
- 13% Below List Price
- $156/SF
- 65 Days On Market
Current Estimated Value $810,752

Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

6 Tyringham Rd, Monterey, MA 01245

/32
Not Listed For Sale

142 Main Rd, Great Barrington, MA 01230
- 4 Beds
- 3.5 Baths
- 2,754 Sq Ft
- Built 1997
142 Main Rd, Great Barrington, MA 01230

Last Sold Summary
- $500/SF
- 199 Days On Market
Last Sold Price $1,375,960

Last Listing Agent George Cain William Pitt

/11
$550,000
- Land
- 16 Acres
- $34,375 per Acre
0 Gould Rd, Monterey, MA 01245

The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

0 Gould Rd, Monterey, MA 01245
/29
$820,000 Sold Nov 05, 2025

118 Beartown Mountain Rd, Monterey, MA 01245
- 4 Beds
- 2.5 Baths
- 2,480 Sq Ft
- Built 1980
Last Sold Summary
- 1% Below List Price
- $331/SF
- 42 Days On Market
Current Estimated Value $838,444

Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

118 Beartown Mountain Rd, Monterey, MA 01245

/77
Est $2,509,172 Not Listed For Sale

45 Art School Rd, Monterey, MA 01245
- 4 Beds
- 4.5 Baths
- 6,096 Sq Ft
- Built 1988
45 Art School Rd, Monterey, MA 01245

Last Sold Summary
- 10% Above List Price
- $373/SF
- 391 Days On Market
Last Sold Price $2,275,000

Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

/11
$295,000
- Land
- 3 Acres
- $98,333 per Acre
10 Art School Rd, Monterey, MA 01245

Lovely partially developed 3 acre parcel on the most desirable and private Art School Rd. Prime location in Monterey approximately 0.8 miles to Lake Garfield, and with potential view of pond on abutting property. There is an old cottage on the property which needs to be torn down prior to building. Established dirt driveway and well are in place.

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

10 Art School Rd, Monterey, MA 01245
/30
$360,000 Sold Nov 03, 2025

454 Main Rd Unit 2, Monterey, MA 01245
- 1 Bed
- 1 Bath
- 941 Sq Ft
- Built 1790
Last Sold Summary
- 6% Below List Price
- $383/SF
- 25 Days On Market
Current Estimated Value $363,605

Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

454 Main Rd Unit 2, Monterey, MA 01245

/46
Est $2,015,853 Not Listed For Sale

40 Sylvan Rd, Monterey, MA 01245
- 3 Beds
- 3.5 Baths
- 2,600 Sq Ft
- Built 2017
40 Sylvan Rd, Monterey, MA 01245

Last Sold Summary
- 4% Below List Price
- $808/SF
- 65 Days On Market
Last Sold Price $2,100,000

Last Listing Agent Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

/3
$80,000 Pending
- Land
- 3.41 Acres
- $23,460 per Acre
1 Main Rd, Monterey, MA 01245

Don't miss your chance to own this great parcel with 3.41 acres of prime land with approximately 230' of frontage. Great location 10 minutes from Lee outlets and the pike, and 20 minutes to Tanglewood. This is a great opportunity for someone looking to build a home or a builder looking to build a home. Adjoining buildable parcel with over 16 acres also available for sale (MLS #73386997)

Tracy Barber Real Broker MA, LLC

1 Main Rd, Monterey, MA 01245
/9
$89,000 Sold Nov 21, 2025

0 W Hubbard Rd, Sandisfield, MA 01255
- Land
- 25.75 Acres
- $3,456 per Acre
Last Sold Summary
- 29% Below List Price
- 175 Days On Market
Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

0 W Hubbard Rd, Sandisfield, MA 01255

/39
Est $1,015,149 Not Listed For Sale

205 Main Rd, Monterey, MA 01245
- 3 Beds
- 3.5 Baths
- 2,900 Sq Ft
- Built 2020
205 Main Rd, Monterey, MA 01245

Last Sold Summary
- 13% Above List Price
- $310/SF
- 19 Days On Market
Last Sold Price $900,000

Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

/16
$275,000
- Land
- 2.1 Acres
- $130,952 per Acre
14 Blue Hill Rd, Monterey, MA 01245

A 2400 sq. ft. barn in Monterey ready for residential conversion. The property has a completed, successful perc test and established access to a shared well. The project is ready for immediate architectural planning. This is a prime opportunity for a buyer looking to fast-track construction on a desirable Berkshire lot.

Tony Segalla WILLIAM RAVEIS - BERKSHIRE

14 Blue Hill Rd, Monterey, MA 01245
/78
$730,000 Sold Jan 02, 2026

139 Tyringham Rd, Monterey, MA 01245
- 4 Beds
- 3 Baths
- 1,956 Sq Ft
- Built 1987
Last Sold Summary
- 23% Below List Price
- $373/SF
- 435 Days On Market
Current Estimated Value $746,384

Last Listing Agent Matt Carlino MACCARO REAL ESTATE

139 Tyringham Rd, Monterey, MA 01245

/53
Est $2,356,018 Not Listed For Sale

6 Bidwell Rd, Monterey, MA 01245
- 4 Beds
- 3.5 Baths
- 6,217 Sq Ft
- Built 1972
6 Bidwell Rd, Monterey, MA 01245

Last Sold Summary
- 27% Above List Price
- $298/SF
- 140 Days On Market
Last Sold Price $1,850,000

Last Listing Agent Brandon White COHEN & WHITE ASSOCIATES

/8
$235,000
- Land
- 3 Acres
- $78,229 per Acre
0 Sandisfield Rd, Monterey, MA 01245

The beauty of Nature; 3+ wooded acres in the quaint Berkshire town of Monterey is the perfect location for your new home or weekend getaway with a blend of level and gentle sloping terrain. It's located on the border of Monterey and Sandisfield town line, private but not secluded, only 12 miles to the Town of Lee with everything it has to offer including the entrance to the Mass Pike. Once in Lee

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

0 Sandisfield Rd, Monterey, MA 01245
/47
$1,463,000 Sold Jan 09, 2026

16 Heberts Cove, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 2,153 Sq Ft
- Built 2009
Last Sold Summary
- 6% Above List Price
- $680/SF
- 6 Days On Market
Current Estimated Value $1,469,246

Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

16 Heberts Cove, Great Barrington, MA 01230

/46
Est $770,862 Not Listed For Sale

241 Main Rd, Monterey, MA 01245
- 4 Beds
- 2.5 Baths
- 1,750 Sq Ft
- Built 1986
241 Main Rd, Monterey, MA 01245

Last Sold Summary
- 12% Above List Price
- $394/SF
- 201 Days On Market
Last Sold Price $690,000

Last Listing Agent Matt Amstead FAIRGROUND REAL ESTATE, INC

/45
$3,900,000
- 10 Beds
- 5.5 Baths
- 7,864 Sq Ft
535 Main Rd, Monterey, MA 01245

Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms. Write that novel in the paneled Office, Library or Sunroom, create delicacies in the Country Kitchen, or shoot a round of pool in the Billiard

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

535 Main Rd, Monterey, MA 01245
/58
$549,000 Sold Nov 21, 2025

30 Mountain Laurel Way, Monterey, MA 01245
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
- Built 1969
Last Sold Summary
- $298/SF
- 52 Days On Market
Current Estimated Value $554,117

Last Listing Agent Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

30 Mountain Laurel Way, Monterey, MA 01245

/39
Est $444,088 Not Listed For Sale

335 Main Rd, Monterey, MA 01245
- 3 Beds
- 1 Bath
- 1,424 Sq Ft
- Built 1950
335 Main Rd, Monterey, MA 01245

Last Sold Summary
- 7% Above List Price
- $291/SF
- 17 Days On Market
Last Sold Price $415,000

Last Listing Agent Christian Deckert William Pitt

/11
$65,000
- Land
- 0.8 Acre
- $81,250 per Acre
2 North Rd, Monterey, MA 01245

Beautifully wooded building parcel in a private community with access to Lake Buel--one of the Berkshires' premier lakes. This parcel is conveniently located just a short drive from Great Barrington, the charming village of Monterey, and the endless skiing adventures at Butternut Basin. A wonderful spot to envision your home in the hills; please note that the existing summer cottage will need to

Lance Vermeulen LANCE VERMEULEN RE, INC

2 North Rd, Monterey, MA 01245
/43
$785,000 Sold Aug 21, 2025

617 Main Rd, Monterey, MA 01245
- 4 Beds
- 2.5 Baths
- 2,490 Sq Ft
- Built 1850
Last Sold Summary
- 6% Below List Price
- $315/SF
- 23 Days On Market
Current Estimated Value $832,738

Last Listing Agent Lauren Molk ELYSE HARNEY REAL ESTATE

617 Main Rd, Monterey, MA 01245

/28
Est $467,511 Not Listed For Sale

346 Main Rd, Monterey, MA 01245
- 3 Beds
- 1.5 Baths
- 1,776 Sq Ft
- Built 1964
346 Main Rd, Monterey, MA 01245

Last Sold Summary
- 29% Above List Price
- $204/SF
- 217 Days On Market
Last Sold Price $362,500

Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

/32
$745,000
- 3 Beds
- 2 Baths
- 2,460 Sq Ft
85 Main Rd, Monterey, MA 01245

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

85 Main Rd, Monterey, MA 01245
/47
$1,750,000 Sold Jul 11, 2025

20 Lakeside Terrace, Monterey, MA 01245
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1986
Last Sold Summary
- $761/SF
- 1 Day On Market
Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

20 Lakeside Terrace, Monterey, MA 01245

/27
Est $598,535 Not Listed For Sale

50 Hupi Rd, Monterey, MA 01245
- 2 Beds
- 2 Baths
- 1,666 Sq Ft
- Built 1955
50 Hupi Rd, Monterey, MA 01245

Last Sold Summary
- 25% Above List Price
- $288/SF
- 7 Days On Market
Last Sold Price $479,000

Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

/65
$2,495,000
- 5 Beds
- 4.5 Baths
- 3,615 Sq Ft
17 Cronk Rd, Great Barrington, MA 01230

Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins

Suzann Ward HOUSATONIC REAL ESTATE

17 Cronk Rd, Great Barrington, MA 01230
/31
$760,000 Sold Mar 10, 2026

76 Corashire Rd, New Marlborough, MA 01230
- 4 Beds
- 3 Baths
- 2,362 Sq Ft
- Built 1972
Last Sold Summary
- 13% Below List Price
- $322/SF
- 85 Days On Market
Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

76 Corashire Rd, New Marlborough, MA 01230

/40
Est $1,380,602 Not Listed For Sale

605 Main Rd, Monterey, MA 01245
- 4 Beds
- 5 Baths
- 3,487 Sq Ft
- Built 1940
605 Main Rd, Monterey, MA 01245

Last Sold Summary
- 15% Above List Price
- $344/SF
- 15 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Steven Weisz William Pitt

/56
$440,000 Sold Jan 12, 2026

14 Norwalk Acres Rd, Monterey, MA 01245
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- Built 1960
Last Sold Summary
- 11% Below List Price
- $352/SF
- 69 Days On Market
Current Estimated Value $443,668

Last Listing Agent Timothy Dunn VENTURE REAL ESTATE, INC

14 Norwalk Acres Rd, Monterey, MA 01245

/35
Est $2,677,873 Not Listed For Sale

14 Bidwell Rd, Monterey, MA 01245
- 4 Beds
- 2 Baths
- 2,044 Sq Ft
- Built 1935
14 Bidwell Rd, Monterey, MA 01245

Last Sold Summary
- 11% Below List Price
- $1,476/SF
- 6 Days On Market
Last Sold Price $3,017,100

Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

/63
$620,000 Sold May 30, 2025

181 Main Rd, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 2,117 Sq Ft
- Built 2000
Last Sold Summary
- 18% Below List Price
- $293/SF
- 187 Days On Market
Current Estimated Value $704,129

Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC

181 Main Rd, Great Barrington, MA 01230

/27
Est $486,659 Not Listed For Sale

91 Fairview Rd, Monterey, MA 01245
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1945
91 Fairview Rd, Monterey, MA 01245

Last Sold Summary
- 18% Above List Price
- $409/SF
- 146 Days On Market
Last Sold Price $412,000

Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

/4
$269,900 Sold Mar 09, 2026

0 Pine St, Great Barrington, MA 01230
- Land
- 2 Acres
- $134,950 per Acre
Last Sold Summary
- 31 Days On Market
Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

0 Pine St, Great Barrington, MA 01230

/6
Est $405,218 Not Listed For Sale

29 Swann Rd, Monterey, MA 01245
- 2 Beds
- 2 Baths
- 1,151 Sq Ft
- Built 1977
29 Swann Rd, Monterey, MA 01245

Last Sold Summary
- 45% Above List Price
- $243/SF
- 10 Days On Market
Last Sold Price $280,000

Last Listing Agent Robin Ban COMPASS MASSACHUSETTS , LLC GB

/39
$757,500 Sold Oct 17, 2025

350 Beartown Mountain Rd, Monterey, MA 01245
- 3 Beds
- 3 Baths
- 2,634 Sq Ft
- Built 1750
Last Sold Summary
- 14% Below List Price
- $288/SF
- 128 Days On Market
Current Estimated Value $789,160

Last Listing Agent Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

350 Beartown Mountain Rd, Monterey, MA 01245

/10
Not Listed For Sale

Unlisted Address
Unlisted Address

Last Sold Summary
- 290 Days On Market
Last Sold Price $199,000

Last Listing Agent Chapin Fish William Pitt

/57
$1,525,000 Sold May 13, 2025

112 Tyringham Rd, Monterey, MA 01245
- 4 Beds
- 3.5 Baths
- 3,495 Sq Ft
- Built 2024
Last Sold Summary
- 18% Below List Price
- $436/SF
- 190 Days On Market
Current Estimated Value $1,572,665

Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

112 Tyringham Rd, Monterey, MA 01245

/15
Est $474,431 Not Listed For Sale

19 Broderick Rd, Monterey, MA 01245
- 2 Beds
- 1 Bath
- 1,800 Sq Ft
- Built 1981
19 Broderick Rd, Monterey, MA 01245

Last Sold Summary
- 33% Above List Price
- $198/SF
- 5 Days On Market
Last Sold Price $356,000

Last Listing Agent Lisa Loomis Maverick Realty

Showing Results 1 - 40, Page 1 of 18

Massachusetts Berkshire County Monterey

Home Trends in Monterey, MA

On average, homes in Monterey, MA sell after 78 days on the market compared to the national average of 55 days. The median sale price for homes in Monterey, MA over the last 12 months is $743,750, down 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$743,750

Median Single Family Sale Price

$765,000

Median 1 Bedroom Sale Price

$360,000

Average Price Per Sq Ft

$370

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.00

Median List Price

$867,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

-17%

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Monterey, MA Homes

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Home Trends in Monterey, MA

Housing Trends