255 High St Hill RoadWindsor, MA 01270MLS Number 73564933

  • Price: $749,900
  • Est. Mortgage of $/month
  • 1 Day on Market
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255 High St Hill Road Windsor MA 01270
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  • 5Bedrooms
  • 3.24Acreage
  • 4Bathrooms
  • 1987Year Built

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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.
Listed by Reciprocal Reciprocal of Berkshire Reciprocal

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More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4
  • Lot Features Gentle Sloping

Basic Information

  • List Price$749,900
  • MLS Number73564933
  • Modification Date08/19/2026
  • Property SubTypeSingle Family Residence

Property

  • Acreage3.24
  • Frontage Length 228

Exterior

  • Exterior Features Deck
  • RoofShingle

Utilities

  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Private Sewer
  • Water Source Private

Amenities

  • Appliances IncludedWater Heater, Range, Refrigerator, Washer, Dryer
  • Green Energy Generation Solar

Tax Information

  • Tax Year 2025
  • Taxes$5,263

Rooms

  • Bathrooms Total Decimal 3.5
  • Full Bath3
  • Half Baths1

Building

  • Attached Garage YN Yes
  • BasementFull, Concrete
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck
  • Property StyleContemporary, Saltbox
  • Rooms9
  • Window Features Insulated Windows
  • Year Built1987
  • Year Built Details Actual
  • Year Built Source Public Records

Other

  • Date Listed08/18/2026
  • Farm Land Area Units Square Feet

Parking

  • Parking Spaces8
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Under, Garage Door Opener, Off Street

Location

  • Address255 High St Hill Road
  • Building Number255
  • CountyBerkshire
  • StateMA
  • StreetHigh St Hill Road
  • TownWindsor
  • Zip01270

Interior

  • Flooring Wood, Tile, Carpet, Laminate
  • Interior Features High Speed Internet

Property Information

  • Square Feet3,744
  • Building Area Source Public Records
  • Living Area 3,744
  • Lot Size Square Feet 141,134
  • Lot Size Units Acres

Legal

  • ZoningR1

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Real Brokerage

617-293-8070
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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