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$724,900

Active

255 High St Hill Rd

Windsor, MA, 01270

Single Family · MLS #73564933

Price/sqft

$194

Days on market

8 days

Year built

1987

Lot size

3.24 ac

5

Beds

3 full, 1 half

Baths

3,744 sq ft

Sq Ft

3.24 acres

Lot

1987

Year Built

2 car

Garage

Taxes: $5,263 (2025)

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.

Price history

  1. Listed

    Aug 24, 2026 · 8 days ago

    $749,900

  2. Price reduced

    Aug 27, 2026 · 5 days ago

    $724,900

    Price upon request (-3.3%)

Location

255 High St Hill Rd, Windsor, MA, 01270

Property details

Sewer
On-Site
Style
Modified, Other (See Remarks)
Water
Private Water
Cooling
Individual
Heating
Electric Baseboard, Individual
Type
Detached
Flooring
Wood, Tile, Wall to Wall Carpet, Laminate
Appliances
Range, Refrigerator, Washer, Dryer
Construction
Aluminum
Roof
Aluminum
Garage
Under, Garage Door Opener
Lot
Gentle Slope
Parking
1-10 Spaces
Basement
Full, Concrete Floor
Electric
200 Amps
Exterior
Deck
Interior
Internet Available - Fiber-Optic

Berkshire Reciprocal

Schedule a showing

255 High St Hill Rd

By submitting you agree to be contacted by Antonio Illas.

Estimated payment

$4,467 / month

Down payment20% · $144,980
Interest rate6.66%

Loan term

Principal & interest
$3,727
Property tax
$439
Home insurance
$302

Estimate only. Actual payment may vary based on credit, taxes, HOA, and insurance. Tax estimate uses listed taxes.

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