- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around





Street View
$724,900
Monthly Est:$3,608
5 Beds
- 4 Baths
3 full baths + 1 half bath
3,744sqft
255 High St Hl Rd, Windsor, MA 01270
$724,900
$3,608/moEst:
Get Pre-Approved
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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
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
| Date | Event | Price |
|---|---|---|
08/27/2026 Source: | Price Decreased | $724,900 -3.33% $194/sqft |
08/18/2026 Source: | Listed for Sale | $749,900 $200/sqft |
Find Homes by Property Features in Windsor, MA
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.
Advertising Broker: Derek Greene | The Greene Realty Group