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Cheshire, MA

1 Multi Familes

$159,900 - $159,900

16 Single Families

$129,500 - $379,000

0 Condos

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3,479
$42,022
$194,900

The Town of Cheshire has a unique monument to a famous cheese, and an interesting history. The valley town was founded in the 1760's by Baptists from Rhode Island, the first settlers in the region who were not of the established Puritan Church. The early colonists were mostly descendants of those who had followed Roger Williams to Rhode Island in their quest for religious freedom. One of the prime movers of the emigration was Colonel Joab Stafford, who built his house on Stafford Hill and led the men of Cheshire into war during the Revolution. The troops from Cheshire distinguished themselves at the Battle of Bennington.

Cheshire was incorporated in 1793, and its residents were strongly partisan in the election battles of the country's early days. The election campaign which put Thomas Jefferson into the presidency was hard fought and Cheshire was the only Berkshire town which favored Jefferson. When their candidate won the election, the town searched for a way to show their support and pay a tribute to their new president. Because Cheshire specialized in dairying and making cheese, they decided to send a gift to the president of a Cheshire cheese, but one using curds from every farmer in town. The resulting huge cheese was four feet in diameter, 18 inches thick and weighed 1,235 pounds. It was moved on a sled drawn by six horses when it was shipped off to Washington, D.C. by water, where it drew a personal letter of thanks from President Jefferson. One of the two monuments in Cheshire commemorates the cheese; the other memorializes the founders of the town. The Pioneer Monument is on Stafford Hill and is a fieldstone replica of Benedict Arnold's Norse Mill in Newport, Rhode Island. The view from the monument is arguably one of the most beautiful views in the Berkshires.

The town had early forges and saw mills, grist mills and tanneries, and in 1812, the Cheshire Crown Glass factory opened as did a triphammer operation. The town also boasted the first factory in western Massachusetts to manufacture cotton making machinery. Daniel Brown put 14 water looms into his cotton factory in 1827 and the making of shoes, cotton fabric and cheese were the mainstays of the town's 19th century economy.

The town's reputation for religious diversity continued, and in 1885 there were only 1,537 people in Cheshire but there were four different churches.

The rural town has ben taking on recreational and residential overtones in modern times, with 225 acres of open slopes and wooded trails for skiers on Farnhams. There was in the 1940's a three-quarter of a mile straight run at the Cheshire skiing area. In addition, there has been good fishing in the South Branch of the Hoosic, which originates in Hoosac Lake in the town.

(Seal supplied by community. Narrative compiled from historical materials.)

01225

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$129,500 - $379,000
$194,900
$228,744
$159,900 - $159,900
$159,900
$159,900


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New Single Family Homes for Sale in Cheshire, MA

New Listing
New Listing

$344,900
Single Family
Posted 2 days ago
117 Willow Cove Rd Cheshire MA 01225 Home for sale - MLS #197046
1,320 sq. ft.
0.32 acres

Private Lakefront home offers sensational views with 306' of frontage on Cheshire Lake. Open Living room, Dining room and Kitchen with a wall of windows to enjoy the view with a grand stone fireplace...

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$189,900
Single Family
Posted 15 days ago
349 North St Cheshire MA 01225 Home for sale - MLS #196921
1,248 sq. ft.
0.56 acres

Spacious and comfortable, this ranch boasts 4 bedrooms and 3 baths with a possible in-law quarters on the lower level. Master suite, jacuzzi tub, two-car oversized garage with electric openers and...

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$129,500
Single Family
Posted 16 days ago
36 Crest Dr Cheshire MA 01225 Home for sale - MLS #196915
1,951 sq. ft.
7,841 sq. ft.

Square footage needs to be adjusted. I believe it to be less than 1,000 sq ft.We will get it corrected ASAP. This 2 bedroom home is perfect for the young couple or retirees. Vinyl sided, wood floors,...

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$169,900
Single Family
Posted 1 month, 1 day ago
61 Mountain Rd Cheshire MA 01225 Home for sale - MLS #196784
1,278 sq. ft.
7.60 acres

Terrific property with beautiful mountain views. Oak floors, brand new bathroom, many many updates. New septic, roof, windows, vinyl siding, electric and heating system. Large living room with...

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$149,000
Single Family
Posted 1 month, 4 days ago
26 Stonehedge Rd Cheshire MA 01225 Home for sale - MLS #196763
1,329 sq. ft.
7,841 sq. ft.

This cozy ranch has been meticulously maintained over the years and newly updated by the current owners. It is bordered by state land and located on a quiet dead end dead end street. Don't miss your...

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New Multi Family Homes for Sale Cheshire, MA

$159,900
Multi-Family
Posted 29 days ago
55-57 Wilshire Dr Cheshire MA 01225 House for sale - MLS #196800
1,728 sq. ft.
0.35 acres

Great investment opportunity. Newer water heaters in both units, lower level unit recently renovated, tile floors, newer kitchen and bath. Upper level boasts a long term tenant



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