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Single family home for sale at 255 High St Hl Rd, Windsor, MA 01270 | MLS# 73564933 | Listing updated on 2026-09-16
Photo 1 of Single family home for sale at 255 High St Hl Rd, Windsor, MA 01270 | MLS# 73564933 | Listing updated on 2026-09-16
Photo 2 of Single family home for sale at 255 High St Hl Rd, Windsor, MA 01270 | MLS# 73564933 | Listing updated on 2026-09-16
Photo 3 of Single family home for sale at 255 High St Hl Rd, Windsor, MA 01270 | MLS# 73564933 | Listing updated on 2026-09-16
Photo 4 of Single family home for sale at 255 High St Hl Rd, Windsor, MA 01270 | MLS# 73564933 | Listing updated on 2026-09-16
30+
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Street View

$724,900

Monthly Est:$3,608

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,744sqft

255 High St Hl Rd, Windsor, MA 01270

$3,608/moEst:

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  • Single Family Residence

  • Built in 1987

  • $-- HOA

  • 3.24 acres lot

  • $194/sq.ft

Description

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.

  • Houzeo last checked: 53 minutes ago
  • Listing updated: September 16, 2026 at 1:35 pm
  • Listing Provided by: Reciprocal Reciprocal | Berkshire Reciprocal (508) 111-1111
  • Source: MLS Property Information Network-MA | MLS#: 73564933 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Berkshire County

  • City

    Windsor

  • Neighborhood

    --

  • Year Built

    1987

  • HOA Fees

    -

  • Finished Area

    3,744 sqft

  • Lot Size

    3.24 acres lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73564933

  • MLS Status

    Active

  • Days on Market

    68

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Heating

    Baseboard, Oil

  • Flooring

    Wood, Tile, Carpet, Laminate

  • Window Features

    Insulated Windows

  • Sewer

    Private Sewer

  • Exterior Features

    Deck

  • Cooling

    None

  • Appliances

    Water Heater, Range, Refrigerator, Washer, Dryer

  • Interior Features

    High Speed Internet

Construction

  • Year Built

    Year Built: 1987

  • Home type

    Single Family Residence

  • Construction Materials

    Frame

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Contemporary, Saltbox

  • Roof

    Shingle

Utilities & Energy

  • Electric

    200+ Amp Service

  • Parking Features

    Under, Garage Door Opener, Off Street

  • Basement

    Full, Concrete

  • Water Source

    Private

Other Features

  • Lot Features

    Gentle Sloping

  • Patio And Porch Features

    Deck

Price History

DateEventPrice

08/27/2026

Source: mls_logoMLS Property Information Network-MA #73564933

Price Decreased

$724,900 -3.33%

$194/sqft

08/18/2026

Source: mls_logoMLS Property Information Network-MA #73564933

Listed for Sale

$749,900

$200/sqft

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 26, 2026, 07:14AM. 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 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 or leasing 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 or leasing. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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