Are yards well-kept in Windsor, MA?

As of early 2026, 100% of users say yards are well-kept

Are there community events in Windsor, MA?

As of early 2026, 100% of users say there are community events

Is a car needed in Windsor, MA?

As of early 2026, 100% of users say car is needed

Is there wildlife in Windsor, MA?

As of early 2026, 100% of users say there's wildlife

Are neighbors friendly in Windsor, MA?

As of early 2026, 50% of users say neighbors are friendly

Is parking easy in Windsor, MA?

As of early 2026, 50% of users say parking is easy

Would people walk alone at night in Windsor, MA?

As of early 2026, 50% of users say people would walk alone at night

What is 1785 E Windsor Rd estimated to be worth?

Trulia's estimated value for 1785 E Windsor Rd is $304,600 .

What is the price history for 1785 E Windsor Rd?

1785 E Windsor Rd last sold for $164,500 in July 2016.

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 1785 E Windsor Rd?

The closest schools to 1785 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 1785 E Windsor Rd have laundry facilities?

Yes, 1785 E Windsor Rd has in-unit laundry.

How big is the lot at 1785 E Windsor Rd?

The lot at 1785 E Windsor Rd is about 4.7 acres .

OFF MARKET

$304,600

Trulia Estimate

2 Beds
2 Baths
1,056 sqft (on 4 acres)

1785 E Windsor Rd, Windsor, MA 01270

Est. Refi. Payment $2,096/mo*

Refinance Your Home

Currently Off Market - Sold Jul 6, 2016 for $164,500

Home Value

Trulia Estimate

$305K

Since last month

$3K (-0.9%)

Since last year

$5K (-1.6%)

Since last sale

$138K (+84.1%)

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 +79% in the last 10 years

Month	Estimated value
2026
October 2026	$303K
September 2026	$303K
August 2026	$306K
July 2026	$308K
June 2026	$309K
May 2026	$309K
April 2026	$306K
March 2026	$303K
February 2026	$299K
January 2026	$296K
2025
December 2025	$296K
November 2025	$297K
October 2025	$304K
September 2025	$308K
August 2025	$306K
July 2025	$314K
June 2025	$315K
May 2025	$314K
April 2025	$310K
March 2025	$305K
February 2025	$303K
January 2025	$295K
2024
December 2024	$299K
November 2024	$295K
October 2024	$298K
September 2024	$299K
August 2024	$304K
July 2024	$301K
June 2024	$299K
May 2024	$297K
April 2024	$294K
March 2024	$290K
February 2024	$283K
January 2024	$277K
2023
December 2023	$279K
November 2023	$288K
October 2023	$283K
September 2023	$288K
August 2023	$287K
July 2023	$272K
June 2023	$248K
May 2023	$231K
April 2023	$231K
March 2023	$235K
February 2023	$236K
January 2023	$232K
2022
December 2022	$224K
November 2022	$233K
October 2022	$231K
September 2022	$229K
August 2022	$232K
July 2022	$232K
June 2022	$228K
May 2022	$227K
April 2022	$224K
March 2022	$220K
February 2022	$217K
January 2022	$214K
2021
December 2021	$211K
November 2021	$260K
October 2021	$261K
September 2021	$260K
August 2021	$259K
July 2021	$261K
June 2021	$255K
May 2021	$252K
April 2021	$248K
March 2021	$236K
February 2021	$219K
January 2021	$219K
2020
December 2020	$221K
November 2020	$220K
October 2020	$198K
September 2020	$207K
August 2020	$211K
July 2020	$205K
June 2020	$202K
May 2020	$199K
April 2020	$194K
March 2020	$192K
February 2020	$189K
January 2020	$194K
2019
December 2019	$191K
November 2019	$186K
October 2019	$186K
September 2019	$186K
August 2019	$186K
July 2019	$189K
June 2019	$189K
May 2019	$191K
April 2019	$187K
March 2019	$185K
February 2019	$184K
January 2019	$184K
2018
December 2018	$182K
November 2018	$181K
October 2018	$181K
September 2018	$179K
August 2018	$178K
July 2018	$177K
June 2018	$176K
May 2018	$173K
April 2018	$177K
March 2018	$178K
February 2018	$176K
January 2018	$175K
2017
December 2017	$177K
November 2017	$175K
October 2017	$173K
September 2017	$174K
August 2017	$171K
July 2017	$172K
June 2017	$171K
May 2017	$171K
April 2017	$171K
March 2017	$169K
February 2017	$169K
January 2017	$170K
2016
December 2016	$169K
November 2016	$169K
October 2016	$169K

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
1689 E Windsor Rd, Windsor, MA	0.17	Single-Family Home	$385,000	01/09/26	3	1.5	1,632
449 High Street Hill Rd, Windsor, MA	1.13	Single-Family Home	$350,000	08/05/26	3	1.5	2,066
155 High Street Hill Rd, Windsor, MA	0.83	Single-Family Home	$685,000	10/30/25	3	2.5	2,572
49 Access Rd #3B, Windsor, MA	1.12	Single-Family Home	$75,000	05/26/26	2	1	816
13 Jordan Rd, Cummington, MA	2.00	Single-Family Home	$333,000	03/27/26	1	1	1,031
915 High Street Hill Rd, Windsor, MA	1.98	Single-Family Home	$397,000	10/30/25	4	2	2,728
2652 Highway 9 Trl, Windsor, MA	2.95	Single-Family Home	$288,400	10/23/25	2	2	2,080
643 Old North Rd, Worthington, MA	2.63	Single-Family Home	$309,000	10/31/25	3	1	1,338
74 E Windsor Rd, Peru, MA	2.98	Single-Family Home	$292,500	01/05/26	3	1	960
531 Old North Rd, Worthington, MA	2.78	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
1725 E Windsor Rd, Windsor, MA 01270	0.05	-	-	-	-	Off Market
1725 E Windsor Rd, Windsor, MA 01270	0.05	-	-	-	-	Off Market
1753 E Windsor Rd, Windsor, MA 01270	0.05	$429,800	3	2	2,240	Off Market
45 E Windsor Rd #3, Windsor, MA 01270	0.07	-	-	-	-	Off Market
344 Worthington Rd, Windsor, MA 01270	0.09	$543,100	2	1.5	1,500	Off Market
1689 E Windsor Rd, Windsor, MA 01270	0.17	$385,000	3	1.5	1,632	Recently Sold
1629 E Windsor Rd, Windsor, MA 01270	0.17	$228,300	3	2	1,750	Off Market
1643 E Windsor Rd, Windsor, MA 01270	0.17	$370,300	4	3	1,690	Off Market
11 Stearns Rd, Windsor, MA 01270	0.18	$182,800	3	1	1,200	Off Market
3 Pierce Rd, Windsor, MA 01270	0.22	-	-	-	-	Off Market
5 Pierce Rd, Windsor, MA 01270	0.23	-	-	-	-	Off Market
1725 E Windsor Rd, Windsor, MA 01270	0.24	$292,000	3	1	1,000	Off Market
1725 E Windsor Rd #4, Windsor, MA 01270	0.24	$174,500	2	1	800	Off Market
1975 Old Route 9, Windsor, MA 01270	0.25	$281,800	2	1	1,281	Off Market
19 Pierce Rd, Hinsdale, MA 01235	0.25	$25,000	-	-	-	For Sale
250 Worthington Rd, Windsor, MA 01270	0.26	$490,000	3	2	3,671	Off Market
17 Pierce Rd, Hinsdale, MA 01235	0.26	$25,000	-	-	-	For Sale
552 Worthington Rd, Windsor, MA 01270	0.27	-	1	1	1,251	Off Market
1540 E Windsor Rd, Windsor, MA 01270	0.29	$526,300	3	3	1,944	Off Market
1533 E Windsor Rd, Windsor, MA 01270	0.30	$276,000	2	2	1,168	Off Market

Local Information

Map ViewExplore the area around 1785 E Windsor Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1977

4 acre lot

1,056 sqft

$288/sqft

Garage

About this House

This single-family home is located at 1785 E Windsor Rd, Windsor, MA. 1785 E Windsor Rd is in Windsor, MA and in ZIP code 01270. This property has 2 bedrooms, 2 bathrooms and approximately 1,056 sqft of floor space. This property has a lot size of 4.67 acres and was built in 1977.

1785 E Windsor Rd, Windsor, MA 01270 is a 2 bedroom, 2 bathroom, 1,056 sqft single-family home built in 1977. It last sold for $164,500 on Jul 6, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $304,600, with a rent estimate of $2,963/month.

Home Details for 1785 E Windsor Rd

Interior Features
Interior Details BasementNumber of Rooms: 5
Heating & Cooling Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility Stories: 1Floors: Laminate, Slate
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodFoundation Type: Crawl Raised
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1977
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 4.00 acres

Price and Tax history

Date	Event	Price
Jul 6, 2016 Source: BCMLS #214743	Sold	$164,500
May 7, 2016 Source: Agent Provided	Pending	$179,900
Apr 2, 2016 Source: Agent Provided	Listed For Sale	$179,900
Jan 9, 2014 Source: BCMLS #202016	Sold	$144,500
Oct 10, 2013 Source: Agent Provided	PriceChange	$154,900 Price decreased by 6%
May 1, 2013 Source: Agent Provided	PriceChange	$164,700 Price decreased by 0%
Apr 30, 2013 Source: Agent Provided	Listed For Sale	$164,900

Year	Property tax	Tax assessment
2025	$2,659	$234,500

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Craneville Elementary School
K-5
Public
450 Students
Central Berkshire School District
7/10
GreatSchools Rating
Parent Rating Average
Racial differences and bullying have been becoming a big issue . No equality, teacher kids are treated so special . Strong and rebellious kids always win . Being nice and kind is no where seen or appreciated. Students have no respect to their teachers. Role modeling or importance of olders or parents.
Other Review
2y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Frequently asked questions about 1785 E Windsor Rd

What is 1785 E Windsor Rd estimated to be worth?
Trulia's estimated value for 1785 E Windsor Rd is $304,600.
What is the price history for 1785 E Windsor Rd?
1785 E Windsor Rd last sold for $164,500 in July 2016.
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 1785 E Windsor Rd?
The closest schools to 1785 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 1785 E Windsor Rd have laundry facilities?
Yes, 1785 E Windsor Rd has in-unit laundry.
How big is the lot at 1785 E Windsor Rd?
The lot at 1785 E Windsor Rd is about 4.7 acres.

Apartments for Rent

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APPLY INSTANTLY
PET FRIENDLY
$1,950/mo
Total price
2 bd
1 ba
24 W Main St #1,
Cummington, MA 01026
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Windsor
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Off Market Homes Near 1785 E Windsor Rd

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SOLD
SEP 14, 2026
$300,000
1 bd
1 ba
576 sqft
68 Curtin Rd,
Peru, MA 01235
Laiken Rapisarda, Lamacchia Realty, Inc. - Dalton
SOLD
AUG 5, 2026
$350,000
3 bd
1.5 ba
2,066 sqft
449 High Street Hill Rd,
Windsor, MA 01270
Kolleen E. Schmitt, KELLER WILLIAMS REALTY
SOLD
AUG 3, 2026
$305,000
3 bd
1 ba
1,117 sqft
4 David Dr,
Peru, MA 01235
Jessie Downer, Lamacchia Realty, Inc. - Dalton
SOLD
JUL 23, 2026
$300,000
3 bd
2 ba
2,048 sqft
425 Dingle Rd,
Worthington, MA 01098
Ruthie Oland, Keller Williams Realty
SOLD
JUL 16, 2026
$375,050
3 bd
1 ba
1,536 sqft
49 Parish Rd,
Worthington, MA 01098
Grace Golden, Equine Homes Real Estate, LLC
SOLD
JUL 8, 2026
$360,000
3 bd
2 ba
1,568 sqft
78 E Main Rd,
Peru, MA 01235
Jessie Carlino, MACCARO REAL ESTATE
SOLD
JUN 22, 2026
$350,000
3 bd
1 ba
2,148 sqft
609 Berkshire Trl,
Cummington, MA 01026
Elizabeth Helliwell, 5 College REALTORS® Northampton
SOLD
JUN 12, 2026
$165,000
2 bd
2.5 ba
1,520 sqft
50 Potash Hill Rd,
Cummington, MA 01026
SOLD
JUN 1, 2026
$444,900
3 bd
3.5 ba
2,740 sqft
21 Kreutzer Rd,
Peru, MA 01235
Brenda Anne Durant, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
SOLD
MAR 27, 2026
$333,000
1 bd
1 ba
1,031 sqft
13 Jordan Rd,
Cummington, MA 01026
Barbara Osborne, ASHMERE REALTY, INC.
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Windsor
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Homes for sale near 1785 E Windsor Rd

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3.24 ACRES
$724,900
5 bd
3.5 ba
3,744 sqft
255 High Street Hill Rd,
Windsor, MA 01270
Reciprocal Reciprocal, Berkshire Reciprocal
2.5 ACRES
$499,900
3 bd
3 ba
2,142 sqft
1273 Old Route 9,
Windsor, MA 01270
John M. Ciepiela, BISHOP WEST REAL ESTATE
1 ACRE
$239,900
3 bd
2 ba
1,104 sqft
6 Frary Rd,
Peru, MA 01235
Jesse Dimitropolis, RE/MAX COMPASS
5.49 ACRES
$799,000
5 bd
4.5 ba
5,209 sqft
23 E Windsor Rd,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
2 ACRES
$319,000
1 bd
2 ba
960 sqft
69 Cummington Rd,
Worthington, MA 01098
James A. Molyneux, Molyneux Realty
8.1 ACRES
$90,000
1 bd
1 ba
547 sqft
96 West St,
Plainfield, MA 01070
Nadine Hiser, KRG - Key Realty Group
NEW - 1 HR AGO
1.9 ACRES
$360,000
2 bd
1 ba
1,953 sqft
441 Dingle Rd,
Worthington, MA 01098
Ruthie Oland, Keller Williams Realty
3.5 ACRES
$300,000
2 bd
1 ba
960 sqft
1640 State Highway 9,
Windsor, MA 01270
Andrew Manns, Lamacchia Realty, Inc. - Dalton
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