Sold Jul 1, 2026$795,000
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Active
255 High St Hill Rd
Windsor, MA 01270
Offered at$724,900
Residential · Active · MLS #73564933
Listing Courtesy of Berkshire Reciprocal | Reciprocal Reciprocal
5Bedrooms
4Bathrooms
3,744Square feet
1987Year built
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MLS PIN data
About this home
Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer.
Property information
Details at a glance
Interior
- Rooms
- 9
- Heating
- Baseboard, Oil
- Cooling
- None
- Flooring
- Wood, Tile, Carpet, Laminate
- Fireplaces
- 2
Building
- Style
- Single Family Residence
- Year built
- 1987
- Garage
- 2
- Parking
- 8
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 3.24 acres
- Water
- Private
- Sewer
- Private Sewer
- Zoning
- R1
Financial
- Annual taxes
- $5,263
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Overall presentationaverage
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Local market context
How this home compares in Windsor
MetricThis propertyWindsor
List price$724,900$524,95038% above local
Price / sq ft$194$22514% below local
Days on market593379% above local
Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.
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About 255 High St Hill Rd
Can I schedule a private showing?
Yes. Request a tour of 255 High St Hill Rd and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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