Windsor

Berkshire County, Massachusetts

VIEW 10 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 $995,000

991 Shaw Rd

Windsor, MA

$995,000
  • 4 Beds
  • 3/1 Baths
  • 5,200 Sqft
576 North St
Windsor, MA $450,000

576 North St

Windsor, MA

$450,000
  • 4 Beds
  • 2 Baths
  • 2,444 Sqft
130 High St Hill Rd
Windsor, MA $439,000

130 High St Hill Rd

Windsor, MA

$439,000
  • 4 Beds
  • 2/1 Baths
  • 2,240 Sqft
151 Monahan Rd
Windsor, MA $435,000

151 Monahan Rd

Windsor, MA

$435,000
  • 3 Beds
  • 2 Baths
  • 2,022 Sqft
877 Ma-9 Street
Windsor, MA $425,000

877 Ma-9 Street

Windsor, MA

$425,000
  • 2 Beds
  • 1/1 Baths
  • 1,782 Sqft
1523 North St
Windsor, MA $415,000

1523 North St

Windsor, MA

$415,000
  • 4 Beds
  • 2 Baths
  • 2,500 Sqft
449 High St Hill Rd
Windsor, MA $350,000

449 High St Hill Rd

Windsor, MA

$350,000
  • 3 Beds
  • 1/1 Baths
  • 1,202 Sqft
0 North Rd
Windsor, MA $42,000

0 North Rd

Windsor, MA

$42,000
  • 3.71 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

October 2024 - Single Family Homes

$440K
image description +4.7% vs

Percentage of Asking Price

October 2024 Single Family Homes

100%
image description +6.2% vs
100%
image description +6.2% vs