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Ellen McKee
REALTOR®
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255 High St Hill Rd, Windsor, MA 01270

$724,900
  • Main Photo

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Active
BEDS5 BATHS3 full 1 partial SQUARE FEET3,744 MLS#73564933
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

255 High St Hill Rd | MLS# 73564933

This single family home located at 255 High St Hill Rd, Windsor, MA 01270 is currently listed for sale with an asking price of $724,900. This property was built in 1987 and has 5 bedrooms and 3 full and 1 partial baths with 3744 sq. ft. Search Windsor real estate on ellenmckee.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Concrete
Cooling: None
Fireplaces: 2
Garage: 2 car attached
Heating: Baseboard, Oil
Home Style: Contemporary, Saltbox
Lot Size: 3.24 Acres
Roof Type: Shingle
Taxes: $5,263
Year Built: 1987

Amenities

High Speed Internet
Deck

Feature Descriptions

Appliances: Water Heater, Range, Refrigerator, Washer, Dryer
Building Area Total: 3744
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 27
Electric: 200+ Amp Service
Exterior: Frame
Fireplace Y/N: Yes
Flooring: Wood, Tile, Carpet, Laminate
Frontage: 228.00
GarageY/N: Yes
Green Energy Generation: Solar
HeatingY/N: 1
Lot Features: Gentle Sloping
Parking Features: Under, Garage Door Opener, Off Street
Parking Total: 8
Patio And Porch: Deck
Rooms Total: 9
Sewer: Private Sewer
Water: Private
Window Features: Insulated Windows

Listed By / Shown By

Listed By

Agency Name: Berkshire Reciprocal
Agent Name: Reciprocal Reciprocal
Agency Phone: 508-111-1111

Shown By

Agent Name: Ellen McKee
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 2,263.33 per month $1,613.31 Principal & Interest $438.58 Property Tax $211.43 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/14/2026. The listing information on this page last changed on 09/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/14/2026 12:01:00 AM EST) or MLSPIN MLS (last updated Sun 09/13/2026 11:38:26 PM EST) or Prime MLS (last updated Sun 09/13/2026 11:33:22 PM EST) or MREIS (last updated Sun 09/13/2026 11:55:17 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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