255 High St Hill Rd, Windsor, MA 01270

bedrooms 5
bathrooms 4
|Other
AUD $1,042,241
USD $724,900
Published on: 10 Jul 2026
Last updated on: 25 Sep 2026
255 High St Hill Rd, Windsor, MA 01270
255 High St Hill Rd, Windsor, MA 01270
255 High St Hill Rd, Windsor, MA 01270
+36
255 High St Hill Rd, Windsor, MA 01270
  • 36
Property ID: 110119296519
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Residential, Windsor, MA

255 High St Hill Rd, Windsor, MA 01270
Tucked away on 3.24 wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across multiple finished levels. The main home features four bedrooms, 2.5 baths, spacious living, family and dining rooms, plus a third-floor great room and additional flex space. A separate in-law suite adds exceptional versatility with its own kitchen, living room, bedroom, full bath, deck and upper-level flex room--ideal for extended living, guests or a variety of household needs. Soaring ceilings, exposed timber beams, hardwood floors and a dramatic center chimney add character throughout, complemented by multiple wood-burning fireplaces, a pellet stove and abundant natural light. Additional highlights include an owned 9.52 kW solar system, oversized attached garage, spacious decks and generous parking, all within a short drive of Berkshire attractions and Northampton.

Property Details

Basic Info

Property Type
Other
Listing Status
Active
Land Size
13,111.83 m2
Building Size
347.83 m2
Year Built
1987
Rooms
5 bedroom(s), 4 bathroom(s)
Architecture Style
Contemporary
Parcel ID
M 14 L 115
Provider
Berkshire County Board of Realtors
Brokerage Office Name
RE/MAX Compass
Brokerage Office Phone
(413) 568-0040
Neighbourhoods
North Registry
Address
255 High St Hill Rd, Windsor, MA 01270

Nearby Schools

TypeSchool nameDistrict name
HighWahconah RegionalNot available
ElementaryBerkshire TrailNot available
MiddleNessacus RegionalNot available
JuniorhighNessacus RegionalNot available

Tax History

YearTax amount
2025USD $5263AUD $7,567*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Jesse Dimitropolis
RE/MAX COMPASS
P.O. Box 30 , Lee, MA 01238
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Jesse Dimitropolis
P.O. Box 30 , Lee, MA 01238
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      Property ID: 110119296519

      Original Property ID: 3yd-BCBORMA-250133
      Data provided by Berkshire County Board of Realtors, MLS #: 250133
      * THIS SERVICE MAY CONTAIN TRANSLATIONS POWERED BY GOOGLE. GOOGLE DISCLAIMS ALL WARRANTIES RELATED TO THE TRANSLATIONS, EXPRESS OR IMPLIED, INCLUDING ANY WARRANTIES OF ACCURACY, RELIABILITY, AND ANY IMPLIED WARRANTIES OF MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.
      Copyright © 2026 Berkshire County Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.