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255 High St Hill Rd, Windsor, MA 01270

Windsor
Local realty services provided by:CENTURY 21 North East
255 High St Hill Rd,Windsor, MA 01270
$749,900
  • 5 Beds
  • 4 Baths
  • 3,744 sq. ft.
  • Single family
  • Active
Listed by: jesse dimitropolis
Office: re/max compass
MLS#:250133
Source:MA_BCMLS

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 a 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.

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Home facts

  • Year built:1987
  • Listing ID #:250133
  • Added:22 day(s) ago
  • Updated:July 29, 2026 at 04:24 PM

Rooms and interior

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

Heating and cooling

  • Heating:Hot Water

Structure and exterior

  • Year built:1987
  • Building area:3,744 sq. ft.
  • Lot area:3.24 Acres
  • Architectural Style:Contemporary, Salt Box
  • Construction Materials:Wood
  • Exterior Features:Deck, Landscaped, Privacy

Schools

  • High school:Wahconah Regional
  • Middle school:Nessacus Regional
  • Elementary school:Berkshire Trail

Utilities

  • Water:Well
  • Sewer:Private

Finances and disclosures

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

Features and amenities

  • Appliances:Range, Refrigerator, Washer
  • Laundry features:Dryer, Washer
  • Amenities:Fiber Optic Internet, Interior Balcony, Oil Water Heater, Radon Mitigation System, Skylight(s)

Parking

  • Parking description:Attached, Automatic Garage Door Opener, Garaged & Off-Street, Oversized
  • Garage spaces:2
The data relating to real estate for sale on this web page comes in part from the Internet Data Exchange (IDX) of the Southern Missouri Regional MLS, LLC, Inc. Real estate listings held by Brokerage firms other than CENTURY 21 North East are marked with the IDX logo and detailed information about them includes the name of the listing Brokers. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information being provided is not guaranteed, and all information should be verified by the consumer. Any representation that a web site contains all listings shall only mean that the website contains all listing available to the public through the IDX data feed. There may be other properties offered through a REALTOR® that have not been displayed on this site. © 2026 Southern Missouri Regional MLS, LLC. All rights reserved. www.somomls.com MA_BCMLS Member Broker: Linda Laney

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