255 High St Hill Rd, Windsor, MA 01270

Windsor
Local realty services provided by:Metropolitan Homes
255 High St Hill Rd,Windsor, MA 01270
$749,900
  • 5 Beds
  • 4 Baths
  • 3,744 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, Aug 23
    12:00 pm - 01:30 pm
Listed by: reciprocal reciprocal
Office: berkshire reciprocal
MLS#:73564933
Source:MLSPIN

Price summary

  • Price:$749,900
  • Price per sq. ft.:$200.29

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.

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1987
  • Listing ID #:73564933
  • Updated:August 21, 2026 at 08:55 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Rooms Total:9
  • Flooring:Carpet, Laminate, Tile, Wood
  • Kitchen Description:Range, Refrigerator
  • Basement Description:Concrete, Full
  • Living area:3,744 sq. ft.

Heating and cooling

  • Heating:Baseboard, Oil

Structure and exterior

  • Roof:Shingle
  • Year built:1987
  • Building area:3,744 sq. ft.
  • Lot area:3.24 Acres
  • Lot Features:Gentle Sloping
  • Architectural Style:Contemporary, Saltbox
  • Construction Materials:Frame
  • Exterior Features:Deck
  • Foundation Description:Concrete Perimeter

Utilities

  • Water:Private
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$749,900
  • Price per sq. ft.:$200.29
  • Tax amount:$5,263 (2025)

Features and amenities

  • Appliances:Dryer, Range, Refrigerator, Washer
  • Laundry features:Dryer, Washer
  • Amenities:High Speed Internet

Parking

  • Total parking spaces:8
  • Parking description:Garage Door Opener, Off Street, Under
  • Garage:Yes
  • Garage spaces:2
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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. MLSPIN Member Broker: Michael Albano

New listings near 255 High St Hill Rd