Land with Home for Sale in Windsor, Massachusetts
255 High St Hill Rd, Windsor, MA 01270
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.
Location
- Street address
- 255 High St Hill Rd
- County
- Berkshire County
- Zip code
- 01270
- Community
- North Registry
- Elevation
- 1,694 feet
Property details
- Acreage
- 3.24 acres
- Zoning
- Residential
- MLS #
- BCBOR 250133
- Posted
Property taxes
- 2025
- $5,263
Parcels
- M 14 L 115
Details and features
Listing
- Type
- Residential
- Franchise
- RE/MAX International
Exterior
- Parking
- Off Street
Structure
- Style
- Contemporary
- Basement
- Concrete, Full
- Water
- Well
- Sewer
- Private Sewer
- Heating
- Hot Water
- Materials
- Wood, Wood Frame
- Roof
- Asphalt
Interior
- Room Count
- 9
- Rooms
- Basement, Bathroom x 4, Bedroom x 5, Dining Room, Family Room, Laundry Room x 2
- Flooring
- Carpet, Laminate, Tile-Ceramic
- Fireplaces
- Yes
- Appliances
- Dryer, Range, Refrigerator, Washer
- Features
- Cedar Closet(s), Fireplace (s), Radon Mitigation System, Skylight(s)
Nearby schools
| Name | Type |
|---|---|
| Berkshire Trail | Elementary |
| Nessacus Regional | Middle |
| Wahconah Regional | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| July 9, 2026 | New listing | $749,900 | — | BCBOR |