1689 E Windsor Rd, Windsor, MA 01270
Property image
Property image
SOLD
JAN 9, 2026

1689 E Windsor Rd
Windsor, MA 01270

  • 3 Beds
  • 1.5 Baths
  • 1,632 sqft (on 2.28 acres)

$385,000

Last Sold: Jan 9, 2026
4% below list $399K
$236/sqft
Est. Refi. Payment $2,423/mo*
Refinance Your Home

$385,000

Last Sold: Jan 9, 2026
4% below list $399K
$236/sqft
Est. Refi. Payment $2,423/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,632 sqft
(on 2.28 acres)

Home Value

Trulia Estimate
$389K
Since last month
Decreased$2K (-0.6%)
Since last year
Increased$3K (+0.9%)
Since last sale
Increased$4K (+0.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years
MonthEstimated value
2026
August 2026$389K
July 2026$391K
June 2026$389K
May 2026$389K
March 2026$386K
February 2026$386K
January 2026$386K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
449 High Street Hill Rd, Windsor, MA
1.17
Single-Family Home
$350,000
08/05/26
3
1.5
2,066
155 High Street Hill Rd, Windsor, MA
0.86
Single-Family Home
$685,000
10/30/25
3
2.5
2,572
49 Access Rd #3B, Windsor, MA
1.18
Single-Family Home
$75,000
05/26/26
2
1
816
915 High Street Hill Rd, Windsor, MA
2.04
Single-Family Home
$397,000
10/30/25
4
2
2,728
643 Old North Rd, Worthington, MA
2.55
Single-Family Home
$309,000
10/31/25
3
1
1,338
8 Luther Shaw Rd, Cummington, MA
2.27
Single-Family Home
$250,000
09/19/25
2
1
1,369
13 Jordan Rd, Cummington, MA
2.08
Single-Family Home
$333,000
03/27/26
1
1
1,031
531 Old North Rd, Worthington, MA
2.74
Single-Family Home
$480,000
10/24/25
3
3
1,708

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19 Pierce Rd, Hinsdale, MA 01235
0.08
$25,000
-
-
-
For Sale
17 Pierce Rd, Hinsdale, MA 01235
0.09
$25,000
-
-
-
For Sale
Pierce Rd, Windsor, MA 01270
0.25
-
-
-
-
Off Market
344 Worthington Rd, Windsor, MA 01270
0.26
$544,900
2
1.5
1,500
Off Market
130 High Street Hill Rd, Windsor, MA 01270
0.54
$501,400
4
2.5
2,240
Off Market
1952 Old Route 9, Windsor, MA 01270
0.53
$138,700
2
1
1,200
Off Market
105 High Street Hill Rd, Windsor, MA 01270
0.58
$524,700
3
3
2,500
Off Market
Old Route 9, Windsor, MA 01270
0.72
-
-
-
-
Off Market
Worthington Rd, Windsor, MA 01270
0.73
-
-
-
-
Off Market
255 High Street Hill Rd, Windsor, MA 01270
0.82
$749,900
5
3.5
3,744
For Sale
155 High Street Hill Rd, Windsor, MA 01270
0.86
$685,000
3
2.5
2,572
Recently Sold

Local Information

  • Map ViewExplore the area around 1689 E Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Lot Size
2.28 acres
Living Area
1,632 sqft
Price/Sqft
$236/sqft

About this House

A rare find: 3 Bedroom colonial home with a picturesque pond for endless enjoyment. Dining under the stars in your private backyard oasis and waking up to breathtaking views and gentle melodies of nature. Discover the magic where memories are waiting to be made.
Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to come relax or entertain while listening to the babbling brook and a serene view of the pond. The rolling field across the paved street provides plenty or privacy. The convenience to work from home is made easy with fast fiber optics and Windsors low taxes. 39 minutes to Northampton and 20 Minutes to Pittsfield. An ideal hobby farm or artist/ photographer studio with a horse stall, a gable roof barn with electric and a chicken coop. Owning this home means you can stargaze & dream away to the sound of the peepers. There is pleasure and appreciation being on this land. A lifestyle of leisure and connection to the surrounding environment. Nature's abundance with established blueberry bushes approx. fifty. A row of raspberry bushes and a circle of blackberries. 3 stone wall flower beds adorn the land. Apple & plum trees and a variety of flowering trees. Whether you are raising livestock, gardening and living off the land, growing fruits and vegetables, or would like to start your own business. This home appeals to a variety of lifestyles and needs. Motivated seller!
1689 E Windsor Rd, Windsor, MA 01270 is a 3 bedroom, 2 bathroom, 1,632 sqft single-family home built in 1976. It last sold for $385,000 on Jan 9, 2026 (4% below the $399,000 asking price). It is currently off market. The Trulia Estimate is $389,100, with a rent estimate of $3,043/month.

Home Details for 1689 E Windsor Rd

Interior Features

Interior Details
Basement: Radon Remed Sys,Interior Entry,Partially Finished,Concrete,Bulk headNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Half Bathroom, Full Bathroom, Bonus Room, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1632 Square Feet
Appliances & Utilities
Utilities: Fiber Optic Availabl, Trash PrivateAppliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Trash Compactor, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,Wood,Furnace,Hot Water,Fireplace(s)No CoolingHas HeatingHeating Fuel: Oil
Fireplace & Spa
Has a Fireplace
Gas & Electric
Electric: 100 Amp Service
Windows, Doors, Floors & Walls
Window: Bay/Bow WindowFlooring: Carpet, Ceramic Tile, Wood
Levels, Entrance, & Accessibility
Accessibility: 1st Flr Half BathFloors: Carpet, Ceramic Tile, Wood
View
Has a ViewView: Water, Pond, Pasture, Hill/Mountain

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglesPatio / Porch: PorchOther Structures: Barn/Stable, OutbuildingExterior: Lighting, Privacy, Deciduous Shade Trees, Bus-School, Mature Landscaping, Landscaped
Parking & Garage
Other Parking: Off StreetNo GarageNo Attached GarageParking: Off Street
Frontage
Waterfront: Pond Access, Pond, Close to Water, BrookNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial

Price & Status

Price
List Price: $399,000Price Per Sqft: $236/sqft
Status Change & Dates
Off Market Date: Fri Jan 09 2026Possession Timing: See Remarks, Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Berkshire TrailJr High / Middle School: Nessacus RegionalHigh School: Wahconah Regional

Building

Building Area
Building Area: 1632 Square Feet

Lot Information

Lot Area: 2.28 Acres

Miscellaneous

BasementMls Number: 246830Water ViewWater View: Water, Pond
Last check for updates: about 3 hours ago
Listed by Tanya LeRose, (413) 446-9480
THE KINDERHOOK GROUP
Bought with: Maureen Borg, (413) 896-6742, NON-MEMBER / RECIPROCAL
Source: BCMLS, MLS#246830

Price and Tax history

DateEventPrice
Jan 9, 2026
Source: BCMLS #246830
Sold
$385,000
Nov 18, 2025
Source: BCMLS #246830
Pending
$399,000
Aug 18, 2025
Source: BCMLS #246830
PriceChange
$399,000
Price decreased by 8%
Aug 11, 2025
Source: BCMLS #246830
PriceChange
$435,000
Price decreased by 10%
Jul 28, 2025
Source: BCMLS #246830
PriceChange
$485,000
Price decreased by 2%

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
7
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Around this home

What Locals Say about Windsor

At least 1 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 50 % Say parking is easy

  • 50 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 1689 E Windsor Rd

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Off Market Homes Near 1689 E Windsor Rd

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Frequently asked questions about 1689 E Windsor Rd

  • What is 1689 E Windsor Rd estimated to be worth?
    Trulia's estimated value for 1689 E Windsor Rd is $389,100.
  • What is the price history for 1689 E Windsor Rd?
    1689 E Windsor Rd last sold for $385,000 in January 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 1689 E Windsor Rd?
    The closest schools to 1689 E Windsor Rd are Craneville Elementary School (rated 7/10), Nessacus Regional Middle School (rated 7/10), Wahconah Regional High School (rated 6/10).
  • Does 1689 E Windsor Rd have laundry facilities?
    Yes, 1689 E Windsor Rd has in-unit laundry.
  • How big is the lot at 1689 E Windsor Rd?
    The lot at 1689 E Windsor Rd is about 2.3 acres.
IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.