Windsor

Berkshire County, Massachusetts

VIEW 4 COMMUNITY LISTINGS

The rural town of Windsor in Berkshire County boasts several wildlife areas, waterfalls, flowing rivers and feeder brooks much to the delight of residents and visitors who enjoy its abundance of recreational opportunities.

The Berkshire County town of Windsor, which is home to about 830 residents throughout its 35.2 square miles, is located at the juncture of routes 9 and 88. The town, originally known as Gageborough in honor of British General Thomas Gage, was later renamed after Windsor, Connecticut, where several of the original settlers emigrated from. Numerous wildlife areas are situated throughout the town, and natural resources, like waterfalls, flowing rivers and feeder brooks, are abundant throughout the rural community. One of Windsor’s key outdoor recreational attractions is Notchview, a 3,200-acre reservation that draws cross-country skiers and others looking to enjoy the great outdoors amid nature’s splendor. Although the town lacks bus or rail service, both transportation options are available in nearby Pittsfield, and Windsor is situated an equal distance to two national airports, Bradley International in Connecticut and Albany International in New York. Windsor belongs to the Central Berkshire Regional School District, and surrounding communities provide higher education options.

The Berkshire County town of Windsor, which is home to about 830 residents throughout its 35.2 square miles, is located at the juncture of routes 9 and 88. The town, originally known as Gageborough in honor of British General Thomas Gage, was later renamed after Windsor, Connecticut, where several of the original settlers emigrated from. Numerous wildlife areas are situated throughout the town, and natural resources, like waterfalls, flowing rivers and feeder brooks, are abundant throughout the rural community. One of Windsor’s key outdoor recreational attractions is Notchview, a 3,200-acre reservation that draws cross-country skiers and others looking to enjoy the great outdoors amid nature’s splendor. Although the town lacks bus or rail service, both transportation options are available in nearby Pittsfield, and Windsor is situated an equal distance to two national airports, Bradley International in Connecticut and Albany International in New York. Windsor belongs to the Central Berkshire Regional School District, and surrounding communities provide higher education options.

The Berkshire County town of Windsor, which is home to about 830 residents throughout its 35.2 square miles, is located at the juncture of routes 9 and 88. The town, originally known as Gageborough in honor of British General Thomas Gage, was later renamed after Windsor, Connecticut, where several of the original settlers emigrated from. Numerous wildlife areas are situated throughout the town, and natural resources, like waterfalls, flowing rivers and feeder brooks, are abundant throughout the rural community. One of Windsor’s key outdoor recreational attractions is Notchview, a 3,200-acre reservation that draws cross-country skiers and others looking to enjoy the great outdoors amid nature’s splendor. Although the town lacks bus or rail service, both transportation options are available in nearby Pittsfield, and Windsor is situated an equal distance to two national airports, Bradley International in Connecticut and Albany International in New York. Windsor belongs to the Central Berkshire Regional School District, and surrounding communities provide higher education options.

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Featured Listings

991 Shaw Rd
Windsor, MA $1,200,000

991 Shaw Rd

Windsor, MA

$1,200,000
  • 4 Beds
  • 3/1 Baths
  • 5,200 Sqft
0 Flinstone Rd
Windsor, MA $40,000

0 Flinstone Rd

Windsor, MA

$40,000
  • 44.00 Acres
331 Shaw Rd
Windsor, MA $38,000

331 Shaw Rd

Windsor, MA

$38,000
  • 2.17 Acres
0 Old Route 9
Windsor, MA $25,000

0 Old Route 9

Windsor, MA

$25,000
  • 3.91 Acres

Windsor

Area Map

Windsor is within The Berkshires, Massachusetts and borders .

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The Berkshires

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Windsor

Market Snapshot

Median Sales Price

February 2024 - Single Family Homes

$575K
image description +80.3% vs

Percentage of Asking Price

February 2024 Single Family Homes

96%
image description -3.9% vs
96%
image description -3.9% vs