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 1533 E Windsor Rd estimated to be worth?

Trulia's estimated value for 1533 E Windsor Rd is $282,600 .

What is the price history for 1533 E Windsor Rd?

1533 E Windsor Rd last sold for $110,000 in September 2000.

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 1533 E Windsor Rd?

The closest schools to 1533 E Windsor Rd are Craneville Elementary School (rated 7/10), Nessacus Regional Middle School (rated 7/10), Wahconah Regional High School (rated 6/10).

How big is the lot at 1533 E Windsor Rd?

The lot at 1533 E Windsor Rd is about 3.3 acres .

Does 1533 E Windsor Rd have a garage?

Yes, 1533 E Windsor Rd has a garage.

OFF MARKET

1533 E Windsor Rd
Windsor, MA 01270

2 Beds
2 Baths
1,168 sqft (on 3.34 acres)

$282,600

Trulia Estimate

as of Aug 15, 2026

Est. Refi. Payment $1,800/mo*

Refinance Your Home

$282,600

Trulia Estimate

as of Aug 15, 2026

Est. Refi. Payment $1,800/mo*

Refinance Your Home

2 Beds

2 Baths

1,168 sqft

(on 3.34 acres)

Home Value

Trulia Estimate

$283K

Since last month

$3K (-0.9%)

Since last year

$13K (-4.5%)

Since last sale

$171K (+155.5%)

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 +71% in the last 10 years

Month	Estimated value
2026
August 2026	$281K
July 2026	$283K
June 2026	$284K
May 2026	$283K
April 2026	$277K
March 2026	$274K
February 2026	$267K
January 2026	$262K
2025
December 2025	$270K
November 2025	$273K
October 2025	$269K
September 2025	$282K
August 2025	$286K
July 2025	$294K
June 2025	$293K
May 2025	$289K
April 2025	$288K
March 2025	$276K
February 2025	$275K
January 2025	$271K
2024
December 2024	$281K
November 2024	$278K
October 2024	$279K
September 2024	$284K
August 2024	$291K
July 2024	$292K
June 2024	$286K
May 2024	$284K
April 2024	$276K
March 2024	$273K
February 2024	$262K
January 2024	$254K
2023
December 2023	$263K
November 2023	$288K
October 2023	$283K
September 2023	$288K
August 2023	$288K
July 2023	$291K
June 2023	$285K
May 2023	$271K
April 2023	$262K
March 2023	$258K
February 2023	$248K
January 2023	$248K
2022
December 2022	$251K
November 2022	$257K
October 2022	$262K
September 2022	$265K
August 2022	$265K
July 2022	$270K
June 2022	$272K
May 2022	$264K
April 2022	$250K
March 2022	$231K
February 2022	$205K
January 2022	$200K
2021
December 2021	$212K
November 2021	$217K
October 2021	$220K
September 2021	$218K
August 2021	$219K
July 2021	$225K
June 2021	$224K
May 2021	$228K
April 2021	$237K
March 2021	$229K
February 2021	$208K
January 2021	$209K
2020
December 2020	$210K
November 2020	$206K
October 2020	$194K
September 2020	$197K
August 2020	$203K
July 2020	$201K
June 2020	$199K
May 2020	$193K
April 2020	$186K
March 2020	$187K
February 2020	$187K
January 2020	$185K
2019
December 2019	$182K
November 2019	$181K
October 2019	$180K
September 2019	$180K
August 2019	$181K
July 2019	$185K
June 2019	$185K
May 2019	$189K
April 2019	$180K
March 2019	$185K
February 2019	$188K
January 2019	$186K
2018
December 2018	$186K
November 2018	$185K
October 2018	$181K
September 2018	$177K
August 2018	$176K
July 2018	$170K
June 2018	$167K
May 2018	$167K
April 2018	$169K
March 2018	$168K
February 2018	$167K
January 2018	$165K
2017
December 2017	$161K
November 2017	$170K
October 2017	$182K
September 2017	$185K
August 2017	$187K
July 2017	$158K
June 2017	$163K
May 2017	$160K
April 2017	$159K
March 2017	$160K
February 2017	$158K
January 2017	$158K
2016
December 2016	$156K
November 2016	$160K
October 2016	$162K
September 2016	$166K
August 2016	$164K

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	0.27	Single-Family Home	$385,000	01/09/26	3	1.5	1,632
449 High Street Hill Rd, Windsor, MA	0.92	Single-Family Home	$350,000	08/05/26	3	1.5	2,066
49 Access Rd #3B, Windsor, MA	0.93	Single-Family Home	$75,000	05/26/26	2	1	816
552 Worthington Rd, Windsor, MA	0.49	Single-Family Home	$14,000	09/12/25	1	1	1,251
155 High Street Hill Rd, Windsor, MA	0.60	Single-Family Home	$685,000	10/30/25	3	2.5	2,572
915 High Street Hill Rd, Windsor, MA	1.79	Single-Family Home	$397,000	10/30/25	4	2	2,728
1621 Peru Rd, Windsor, MA	2.05	Single-Family Home	$225,000	09/30/25	2	1	1,158
8 Luther Shaw Rd, Cummington, MA	2.33	Single-Family Home	$250,000	09/19/25	2	1	1,369
13 Jordan Rd, Cummington, MA	2.30	Single-Family Home	$333,000	03/27/26	1	1	1,031
2652 Highway 9 Trl, Windsor, MA	2.66	Single-Family Home	$288,400	10/23/25	2	2	2,080

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
Pierce Rd, Windsor, MA 01270	0.27	-	-	-	-	Off Market
1689 E Windsor Rd, Windsor, MA 01270	0.27	$385,000	3	1.5	1,632	Recently Sold
19 Pierce Rd, Hinsdale, MA 01235	0.30	$25,000	-	-	-	For Sale
17 Pierce Rd, Hinsdale, MA 01235	0.31	$25,000	-	-	-	For Sale
105 High Street Hill Rd, Windsor, MA 01270	0.32	$524,700	3	3	2,500	Off Market
130 High Street Hill Rd, Windsor, MA 01270	0.30	$504,000	4	2.5	2,240	Off Market
344 Worthington Rd, Windsor, MA 01270	0.33	$543,200	2	1.5	1,500	Off Market
Old Route 9, Windsor, MA 01270	0.51	-	-	-	-	Off Market
255 High Street Hill Rd, Windsor, MA 01270	0.57	$749,900	5	3.5	3,744	For Sale
1952 Old Route 9, Windsor, MA 01270	0.57	$139,900	2	1	1,200	Off Market
155 High Street Hill Rd, Windsor, MA 01270	0.60	$685,000	3	2.5	2,572	Recently Sold
Worthington Rd, Windsor, MA 01270	0.65	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 1533 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

3.34 acres

Living Area

1,168 sqft

Price/Sqft

$242

Parking

Garage

About this House

This single-family home is located at 1533 E Windsor Rd, Windsor, MA. 1533 E Windsor Rd is in Windsor, MA and in ZIP code 01270. This property has 2 bedrooms, 2 bathrooms and approximately 1,168 sqft of floor space. This property has a lot size of 3.34 acres and was built in 1976.

1533 E Windsor Rd, Windsor, MA 01270 is a 2 bedroom, 2 bathroom, 1,168 sqft single-family home built in 1976. It last sold for $110,000 on Sep 28, 2000. It is currently off market. The Trulia Estimate is $282,600, with a rent estimate of $2,800/month.

Home Details for 1533 E Windsor Rd

Interior Features
Interior Details BasementNumber of Rooms: 5
Heating & Cooling Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2

Exterior Features
Exterior Home Features Roof: AsphaltExterior: WoodFoundation Type: Crawl Raised
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1976
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Community
Units in Building: 1

Lot Information
Lot Area: 3.34 acres

Price and Tax history

Date	Event	Price
Sep 28, 2000 Source: N/A	Sold	$110,000

Year	Property tax	Tax assessment
2025	$2,118	$186,800

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Additional Cost

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

Apartments for Rent

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Homes for sale near 1533 E Windsor Rd

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3.24 ACRES
$749,900
5 bd
3.5 ba
3,744 sqft
255 High Street Hill Rd,
Windsor, MA 01270
Jesse Dimitropolis, RE/MAX COMPASS
44.5 ACRES
$674,000
3 bd
3 ba
1,847 sqft
4 Birch Hill Rd,
Peru, MA 01235
Sherry Street, REALTY STREET, LLC
1.1 ACRES
$425,000
3 bd
2.5 ba
2,720 sqft
2241 Berkshire Route Trl #9,
Windsor, MA 01270
Kolleen E. Schmitt, KELLER WILLIAMS REALTY
1.1 ACRES
$425,000
4 bd
2.5 ba
2,720 sqft
2241 Route 9,
Windsor, MA 01270
Kolleen E. Schmitt, Keller Williams Realty
4.82 ACRES
$285,000
2 bd
1 ba
1,002 sqft
263 Old North Rd,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
2 ACRES
$329,000
1 bd
2 ba
960 sqft
69 Cummington Rd,
Worthington, MA 01098
James A. Molyneux, Molyneux Realty
OPEN SUN, 1-2:30PM
25.3 ACRES
$699,900
4 bd
2.5 ba
2,248 sqft
200 Peru Rd,
Windsor, MA 01270
Zahi Haddad, Zee Haddad Realty
2.01 ACRES
$765,000
4 bd
4 ba
4,194 sqft
10 Lafayette Dr,
Peru, MA 01235
Nick Geranios, WILLIAM PITT SOTHEBY'S - LENOX
OPEN SAT, 11-1PM
5.9 ACRES
$564,000
3 bd
2 ba
1,889 sqft
278 Ridge Rd,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
30 ACRES
$299,000
1 bd
1 ba
576 sqft
68 Curtin Rd,
Peru, MA 01235
Laiken Rapisarda, Lamacchia Realty, Inc. - Dalton
See more homes for sale in
Windsor
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Off Market Homes Near 1533 E Windsor Rd

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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
MAR 27, 2026
$333,000
1 bd
1 ba
1,031 sqft
13 Jordan Rd,
Cummington, MA 01026
Barbara Osborne, ASHMERE REALTY, INC.
SOLD
FEB 18, 2026
$175,000
64 Cole St,
Cummington, MA 01026
Timothy Johnson, NOCHER REALTY
SOLD
FEB 3, 2026
$300,000
1 bd
1 ba
1,082 sqft
961 Peru Rd,
Windsor, MA 01270
Carla Ness, Delap Real Estate LLC
See more homes for sale in
Windsor
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Frequently asked questions about 1533 E Windsor Rd

What is 1533 E Windsor Rd estimated to be worth?
Trulia's estimated value for 1533 E Windsor Rd is $282,600.
What is the price history for 1533 E Windsor Rd?
1533 E Windsor Rd last sold for $110,000 in September 2000.
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 1533 E Windsor Rd?
The closest schools to 1533 E Windsor Rd are Craneville Elementary School (rated 7/10), Nessacus Regional Middle School (rated 7/10), Wahconah Regional High School (rated 6/10).
How big is the lot at 1533 E Windsor Rd?
The lot at 1533 E Windsor Rd is about 3.3 acres.
Does 1533 E Windsor Rd have a garage?
Yes, 1533 E Windsor Rd has a garage.

1533 E Windsor Rd
Windsor, MA 01270

$282,600

$282,600