Home Homes for Sale 255 High St Hill Rd, Windsor MA 01270
Price cut: $25K

$724,900
$194/sqft · Windsor, MA
5Beds
3.5Baths
3,744Sqft
3.24 acresLot Size
255 High St Hill Rd, Windsor MA 01270
Active Listed 72 days ago
Single Family Residence Built in 1987 3.24 Acre Lot 2-car Garage, Attached Garage

What's Special

Single Family ResidenceBuilt in 19872 Fireplaces2-car Garage, Attached GaragePrice Reduced

Tucked away on 3.24 wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across multiple finished levels. The main home features four bedrooms, 2.5 baths, spacious living, family and dining rooms, plus a third-floor great room and additional flex space. A separate in-law suite adds exceptional versatility with its own kitchen, living room, bedroom, full bath, deck and upper-level flex room—ideal for extended living, guests or a variety of household needs. Soaring ceilings, exposed timber beams, hardwood floors and a dramatic center chimney add character throughout, complemented by multiple wood-burning fireplaces, a pellet stove and abundant natural light. Additional highlights include an owned 9.52 kW solar system, oversized attached garage, spacious decks and generous parking, all within a short drive of Berkshire attractions and Northampton.

Location

Property Details

Core Details

Property TypeSingle Family Residence
Year Built1987
Architectural StyleContemporary, Saltbox
ZoningR1
MLS #73564933

Space & Sizing

Living Area3,744 sqft
Above Grade3,744 sqft
Total Rooms9
Bedrooms5
Bathrooms3.5
Lot Size3.24 acres

Features & Systems

Parking2-car Garage, Attached Garage
Garage2 spaces
Open Parking6
Fireplaces2
ConstructionFrame
FoundationConcrete Perimeter
RoofShingle
CoolingNone
Electric200+ Amp Service
HeatingBaseboard, Oil
SewerPrivate Sewer
Water SourcePrivate

Features & Amenities

2 Fireplaces
Appliances
Dryer Range Refrigerator Washer Water Heater
Exterior Features
Deck
Flooring
Carpet Laminate Tile Wood
Green Energy Generation
Solar
Interior Features
High Speed Internet
Lot Features
Gentle Sloping
Lead Paint
None
Parking Features
Garage Door Opener Off Street Under
Patio And Porch Features
Deck
Window Features
Insulated Windows

Additional Information

Directions: Route 9 to Old Route 9 to High Street Hill Road.

Financial Details

Annual Taxes$5,263 (2025)
Assessed Value$0
Tax Map / Block / Lot14 / — / 115
Tax Book Number992
Listed on Aug 18, 2026 Updated Sep 16, 2026 1:35 PM Berkshire County

Interested in this home?

Contact a CRA Agent or Schedule a showing today.

Colonial Realty Associates
(617) 977-6025
MLS #73564933

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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, landlords, 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, leasing or renting 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, leasing or renting. 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.

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