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255 High St Hill Rd, Windsor MA 01270

$724,900

Estimated $4,905/month Calculator

Single Family

5 Bedrooms

Baths

3744

Total Parking: 10 (2 Garage)

141,134 (3.24)

Built in 1987

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.

This home has been viewed 3 times

Last Checked: September 17th, 2026 at 8:03am (Source: MLS PIN #73564933)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 255 High St Hill Rd, Windsor MA 01270

Listing ID73564933

Property TypeSingle Family / Detached

Price$724,900 ($193.62/SqFt)

StyleColonial

CityWindsor

CountyBerkshire

Neighborhood(s)

Garage Parking2

ZoningR1

Year Built1987

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 255 High St Hill Rd, Windsor MA 01270

Approximate Living Area Total3744

Living Area Includes BasementNo

Rooms9

Bedrooms5

Primary En Suite BathroomYes

BasementFull

CoolingSplit

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 255 High St Hill Rd, Windsor MA 01270

Approximate Lot Size (Acres)3.24

Approximate Lot Size (Square Feet)141134

Total Parking10 (2 Garage)

Garage Parking2

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Approximate Street Frontage228.00

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 255 High St Hill Rd, Windsor MA 01270

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsExcluded: Washer And Dryer Excluded.

Title 5A

Compensation Based On

Financial Information for 255 High St Hill Rd, Windsor MA 01270

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax5263

Tax Year2025

Assessed Value$0

Location Information for 255 High St Hill Rd, Windsor MA 01270

Neighborhood(s)

Area Amenities

Contact Information for 255 High St Hill Rd, Windsor MA 01270

Agent

Name: Reciprocal Reciprocal

Office

Name: Berkshire Reciprocal

Phone: 508-111-1111

Payment Calculator

, Interest

Property Taxes 438.58

Principal & Interest 4466.6

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Berkshire Reciprocal

Reciprocal Reciprocal

Agent Phone

Office Phone

(508) 111-1111

Text Agent Call Agent Call Office

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EXIT

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