Windsor, MA Real Estate & Homes For Sale

4 homes

  • Lot 134 Shaw Rd, Windsor, MA 01270
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    1.6 ACRES
    Evamarie Best, Wolcott Realty
  • 1273 Old Route 9, Windsor, MA 01270
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    2.5 ACRES
    $499,900
    3 Beds
    3 Baths
    2,142 sqft
    1273 Old Route 9,
    Windsor, MA 01270
    John M. Ciepiela, BISHOP WEST REAL ESTATE
  • 255 High Street Hill Rd, Windsor, MA 01270
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    3.24 ACRES
    $724,900
    5 Beds
    3.5 Baths
    3,744 sqft
    255 High Street Hill Rd,
    Windsor, MA 01270
    Reciprocal Reciprocal, Berkshire Reciprocal
  • 43 Access Rd #4, Windsor, MA 01270
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    0.47 ACRES
    $114,999
    3 Beds
    1 Bath
    600 sqft
    43 Access Rd #4,
    Windsor, MA 01270
    Sean Taylor, MORESI REAL ESTATE PARTNERS
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Real Estate & Homes For Sale Near Windsor, MA

We found 30 more homes matching your filters just outside Windsor

Windsor, MA Real Estate Trends

Learn about the Windsor, MA housing market through trends and averages.

Affordability of Living in Windsor, MA

The median home value is $360,903
MonthMedian home value
October 2025$354k
November 2025$354k
December 2025$353k
January 2026$354k
February 2026$355k
March 2026$356k
April 2026$357k
May 2026$358k
June 2026$359k
July 2026$360k
August 2026$361k
September 2026$361k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Windsor, MA, by Home Size

Currently, there are 4 homes for sale in Windsor.
Home SizeHome Value*
2 bedrooms (See homes)$281,827
3 bedrooms (2 homes)$404,907
*Home value over the past month

Browse Windsor, MA homes by type

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The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.