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 104 E Windsor Rd estimated to be worth?

Trulia's estimated value for 104 E Windsor Rd is $482,100 .

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 104 E Windsor Rd?

The closest schools to 104 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 104 E Windsor Rd?

The lot at 104 E Windsor Rd is about 5.7 acres .

Does 104 E Windsor Rd have a garage?

Yes, 104 E Windsor Rd has a garage.

OFF MARKET

$482,100

Trulia Estimate

2 Beds
2 Baths
1,764 sqft (on 5.70 acres)

104 E Windsor Rd, Windsor, MA 01270

Est. Refi. Payment $3,214/mo*

Refinance Your Home

Home Value

Trulia Estimate

$482K

Since last month

$7K (+1.5%)

Since last year

$12K (+2.5%)

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 +84% in the last 10 years

Month	Estimated value
2026
September 2026	$485K
August 2026	$478K
July 2026	$486K
June 2026	$487K
May 2026	$483K
April 2026	$472K
March 2026	$465K
February 2026	$460K
January 2026	$452K
2025
December 2025	$456K
November 2025	$463K
October 2025	$464K
September 2025	$474K
August 2025	$481K
July 2025	$498K
June 2025	$495K
May 2025	$490K
April 2025	$478K
March 2025	$469K
February 2025	$468K
January 2025	$459K
2024
December 2024	$470K
November 2024	$463K
October 2024	$470K
September 2024	$473K
August 2024	$477K
July 2024	$485K
June 2024	$473K
May 2024	$467K
April 2024	$463K
March 2024	$461K
February 2024	$455K
January 2024	$446K
2023
December 2023	$453K
November 2023	$498K
October 2023	$497K
September 2023	$515K
August 2023	$502K
July 2023	$491K
June 2023	$497K
May 2023	$482K
April 2023	$471K
March 2023	$465K
February 2023	$450K
January 2023	$448K
2022
December 2022	$451K
November 2022	$460K
October 2022	$468K
September 2022	$468K
August 2022	$472K
July 2022	$478K
June 2022	$479K
May 2022	$472K
April 2022	$456K
March 2022	$422K
February 2022	$379K
January 2022	$370K
2021
December 2021	$377K
November 2021	$383K
October 2021	$388K
September 2021	$386K
August 2021	$389K
July 2021	$399K
June 2021	$391K
May 2021	$385K
April 2021	$378K
March 2021	$355K
February 2021	$347K
January 2021	$350K
2020
December 2020	$344K
November 2020	$338K
October 2020	$322K
September 2020	$315K
August 2020	$309K
July 2020	$299K
June 2020	$302K
May 2020	$294K
April 2020	$297K
March 2020	$293K
February 2020	$290K
January 2020	$291K
2019
December 2019	$290K
November 2019	$290K
October 2019	$284K
September 2019	$278K
August 2019	$277K
July 2019	$269K
June 2019	$269K
May 2019	$265K
April 2019	$278K
March 2019	$272K
February 2019	$277K
January 2019	$273K
2018
December 2018	$260K
November 2018	$266K
October 2018	$263K
September 2018	$269K
August 2018	$273K
July 2018	$284K
June 2018	$269K
May 2018	$275K
April 2018	$261K
March 2018	$252K
February 2018	$248K
January 2018	$242K
2017
December 2017	$245K
November 2017	$244K
October 2017	$250K
September 2017	$242K
August 2017	$248K
July 2017	$258K
June 2017	$262K
May 2017	$260K
April 2017	$259K
March 2017	$260K
February 2017	$265K
January 2017	$266K
2016
December 2016	$266K
November 2016	$268K
October 2016	$264K
September 2016	$264K

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
2652 Highway 9 Trl, Windsor, MA	0.09	Single-Family Home	$288,400	10/23/25	2	2	2,080
961 Peru Rd, Windsor, MA	1.03	Single-Family Home	$300,000	02/03/26	1	1	1,082
915 High Street Hill Rd, Windsor, MA	1.46	Single-Family Home	$397,000	10/30/25	4	2	2,728
449 High Street Hill Rd, Windsor, MA	1.87	Single-Family Home	$350,000	08/05/26	3	1.5	2,066
1621 Peru Rd, Windsor, MA	1.69	Single-Family Home	$225,000	09/30/25	2	1	1,158
155 High Street Hill Rd, Windsor, MA	2.06	Single-Family Home	$685,000	10/30/25	3	2.5	2,572
49 Access Rd #3B, Windsor, MA	1.89	Single-Family Home	$75,000	05/26/26	2	1	816
1689 E Windsor Rd, Windsor, MA	2.85	Single-Family Home	$385,000	01/09/26	3	1.5	1,632
1752 Donna Lynn Dr, Cummington, GA	2.91	Single-Family Home	$175,000	01/16/26	3	1	1,260
1130 Main Dalton Rd, Windsor, MA	3.36	Single-Family Home	$425,000	08/14/26	4	2	2,616

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
2652 Route 9, Windsor, MA 01270	0.09	$304,000	Studio	1	1,120	Off Market
2652 Highway 9 Trl, Windsor, MA 01270	0.09	$304,000	2	2	2,080	Off Market
84 E Windsor Rd, Windsor, MA 01270	0.11	-	-	-	-	Off Market
143 WINDSOR BUSH RD, WINDSOR , MA 01270	0.20	-	2	2	1,014	Off Market
154 Windsor Bush Rd, Windsor, MA 01270	0.22	$769,500	4	3.5	3,348	Off Market
130 E Windsor Rd, Windsor, MA 01270	0.22	-	4	2	1,148	Off Market
285 E Windsor Rd, Windsor, MA 01270	0.41	$174,600	1	1	563	Off Market
269 E Windsor Rd, Windsor, MA 01270	0.49	$599,600	3	2	2,038	Off Market
9 Route, Windsor, MA 01270	0.53	-	-	-	-	Off Market
23 Windsor Pond, Windsor, MA 01270	0.53	-	-	-	-	Off Market
Windsor Pond, Windsor, MA 01270	0.53	-	-	-	-	Off Market
Windsor Pond R, Windsor, MA 01270	0.53	-	-	-	-	Off Market
Savoy Hollow R, Windsor, MA 01270	0.53	-	-	-	-	Off Market
North, Windsor, MA 01270	0.53	-	-	-	-	Off Market
River, Windsor, MA 01270	0.53	-	-	-	-	Off Market
2073 Route Rd, Windsor, MA 01270	0.53	-	-	-	-	Off Market
1630 S State, Windsor, MA 01270	0.53	-	-	-	-	Off Market
9 Old Rte, Windsor, MA 01270	0.53	-	-	-	-	Off Market
9 Route, Windsor, MA 01270	0.53	-	-	-	-	Off Market
88 Confidentiality, Windsor, MA 01270	0.53	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 104 E Windsor Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2001

5.7 acre lot

1,764 sqft

$273/sqft

Garage

About this House

This single-family home is located at 104 E Windsor Rd, Windsor, MA. 104 E Windsor Rd is in Windsor, MA and in ZIP code 01270. This property has 2 bedrooms, 2 bathrooms and approximately 1,764 sqft of floor space. This property has a lot size of 5.70 acres and was built in 2001.

104 E Windsor Rd, Windsor, MA 01270 is a 2 bedroom, 2 bathroom, 1,764 sqft single-family home built in 2001. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $482,100, with a rent estimate of $3,619/month.

Home Details for 104 E Windsor Rd

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 5
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2001
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 5.70 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$4,167	$367,500

Home facts updated by county records

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 104 E Windsor Rd

What is 104 E Windsor Rd estimated to be worth?
Trulia's estimated value for 104 E Windsor Rd is $482,100.
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 104 E Windsor Rd?
The closest schools to 104 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 104 E Windsor Rd?
The lot at 104 E Windsor Rd is about 5.7 acres.
Does 104 E Windsor Rd have a garage?
Yes, 104 E Windsor Rd has a garage.

Apartments for Rent

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Off Market Homes Near 104 E Windsor Rd

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SOLD
SEP 23, 2026
$281,000
2 bd
2 ba
1,404 sqft
548 Loop Rd,
Savoy, MA 01256
Sheryl J Morehouse, BISHOP WEST REAL ESTATE
SOLD
AUG 28, 2026
$386,000
2 bd
2 ba
1,296 sqft
221 Ashmere Rd,
Hinsdale, MA 01235
Victoria A Standring, Lamacchia Realty, Inc. - Dalton
SOLD
AUG 14, 2026
$425,000
4 bd
2 ba
2,616 sqft
1130 Main Dalton Rd,
Windsor, MA 01270
Brenda Anne Durant, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
SOLD
AUG 11, 2026
$350,100
2 bd
1.5 ba
1,043 sqft
1340 North St,
Windsor, MA 01270
Jessica L. Rizzo, 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
JUL 30, 2026
$650,000
1 bd
1 ba
896 sqft
73 Henry Dr,
Hinsdale, MA 01235
SOLD
JUL 1, 2026
$715,000
3 bd
3 ba
2,078 sqft
141 Griffin Hill Rd,
Savoy, MA 01256
Sara Bresett, NOCHER REALTY
SOLD
FEB 3, 2026
$360,000
3 bd
2 ba
1,650 sqft
205 Windsor Rd,
Savoy, MA 01256
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
SOLD
JAN 9, 2026
$385,000
3 bd
1.5 ba
1,632 sqft
1689 E Windsor Rd,
Windsor, MA 01270
Tanya LeRose, THE KINDERHOOK GROUP
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Homes for sale near 104 E Windsor Rd

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OPEN SAT, 11-12:30PM
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
NEW
OPEN SAT, 11-12:30PM
3.5 ACRES
$300,000
2 bd
1 ba
960 sqft
1640 State Highway 9,
Windsor, MA 01270
Andrew Manns, Lamacchia Realty, Inc. - Dalton
3 ACRES
$395,000
3 bd
1 ba
1,236 sqft
1760 Route 9,
Windsor, MA 01270
THE KAHN TEAM, BISHOP WEST REAL ESTATE
OPEN SAT, 1-2:30PM
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
1 ACRE
$239,900
3 bd
2 ba
1,104 sqft
6 Frary Rd,
Peru, MA 01235
Jesse Dimitropolis, RE/MAX COMPASS
5 ACRES
$104,900
3 bd
1.5 ba
1,120 sqft
1155 Main Rd,
Savoy, MA 01256
Sara Bresett, NOCHER REALTY
8.1 ACRES
$129,900
1 bd
1 ba
547 sqft
96 West St,
Plainfield, MA 01070
Nadine Hiser, KRG - Key Realty Group
3.5 ACRES
$460,000
3 bd
2 ba
2,898 sqft
598 Main Rd,
Savoy, MA 01256
Christina D Parkington, Lamacchia Realty, Inc. - Dalton
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