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 1387 E Windsor Rd estimated to be worth?

Trulia's estimated value for 1387 E Windsor Rd is $643,800 .

What is the price history for 1387 E Windsor Rd?

1387 E Windsor Rd last sold for $520,000 in October 2022.

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 1387 E Windsor Rd?

The closest schools to 1387 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 1387 E Windsor Rd have laundry facilities?

Yes, 1387 E Windsor Rd has in-unit laundry.

How big is the lot at 1387 E Windsor Rd?

The lot at 1387 E Windsor Rd is about 6 acres .

OFF MARKET

$643,800

Trulia Estimate

3 Beds
2.5 Baths
2,382 sqft (on 6 acres)

1387 E Windsor Rd, Windsor, MA 01270

Est. Refi. Payment $4,303/mo*

Refinance Your Home

Currently Off Market - Sold Oct 21, 2022 for $520,000

Home Value

Trulia Estimate

$644K

Since last month

$3K (+0.5%)

Since last year

$19K (+3%)

Since last sale

$124K (+23.8%)

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 +99% in the last 10 years

Month	Estimated value
2026
September 2026	$644K
September 2026	$642K
August 2026	$640K
July 2026	$646K
June 2026	$648K
May 2026	$643K
April 2026	$635K
March 2026	$634K
February 2026	$627K
January 2026	$620K
2025
December 2025	$621K
November 2025	$624K
October 2025	$623K
September 2025	$625K
August 2025	$620K
July 2025	$628K
June 2025	$630K
May 2025	$632K
April 2025	$623K
March 2025	$620K
February 2025	$613K
January 2025	$609K
2024
December 2024	$607K
November 2024	$616K
October 2024	$618K
September 2024	$617K
August 2024	$619K
July 2024	$623K
June 2024	$618K
May 2024	$607K
April 2024	$587K
March 2024	$571K
February 2024	$571K
January 2024	$573K
2023
December 2023	$544K
November 2023	$547K
October 2023	$538K
September 2023	$556K
August 2023	$550K
July 2023	$539K
June 2023	$534K
May 2023	$531K
April 2023	$548K
March 2023	$543K
February 2023	$541K
January 2023	$537K
2022
December 2022	$531K
November 2022	$528K
October 2022	$522K
September 2022	$550K
August 2022	$550K
July 2022	$588K
June 2022	$613K
May 2022	$599K
April 2022	$573K
March 2022	$528K
February 2022	$464K
January 2022	$465K
2021
December 2021	$488K
November 2021	$493K
October 2021	$499K
September 2021	$494K
August 2021	$498K
July 2021	$508K
June 2021	$497K
May 2021	$481K
April 2021	$473K
March 2021	$441K
February 2021	$420K
January 2021	$418K
2020
December 2020	$416K
November 2020	$410K
October 2020	$408K
September 2020	$399K
August 2020	$400K
July 2020	$389K
June 2020	$389K
May 2020	$386K
April 2020	$381K
March 2020	$382K
February 2020	$379K
January 2020	$385K
2019
December 2019	$380K
November 2019	$374K
October 2019	$372K
September 2019	$372K
August 2019	$371K
July 2019	$373K
June 2019	$372K
May 2019	$376K
April 2019	$378K
March 2019	$353K
February 2019	$351K
January 2019	$349K
2018
December 2018	$361K
November 2018	$350K
October 2018	$357K
September 2018	$355K
August 2018	$357K
July 2018	$376K
June 2018	$379K
May 2018	$383K
April 2018	$375K
March 2018	$370K
February 2018	$368K
January 2018	$338K
2017
December 2017	$328K
November 2017	$336K
October 2017	$334K
September 2017	$328K
August 2017	$331K
July 2017	$302K
June 2017	$304K
May 2017	$308K
April 2017	$302K
March 2017	$303K
February 2017	$318K
January 2017	$321K
2016
December 2016	$313K
November 2016	$320K
October 2016	$323K

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
155 High Street Hill Rd, Windsor, MA	0.42	Single-Family Home	$685,000	10/30/25	3	2.5	2,572
1689 E Windsor Rd, Windsor, MA	0.57	Single-Family Home	$385,000	01/09/26	3	1.5	1,632
449 High Street Hill Rd, Windsor, MA	0.74	Single-Family Home	$350,000	08/05/26	3	1.5	2,066
915 High Street Hill Rd, Windsor, MA	1.60	Single-Family Home	$397,000	10/30/25	4	2	2,728
49 Access Rd #3B, Windsor, MA	0.76	Single-Family Home	$75,000	05/26/26	2	1	816
2652 Highway 9 Trl, Windsor, MA	2.36	Single-Family Home	$288,400	10/23/25	2	2	2,080
74 E Windsor Rd, Peru, MA	2.62	Single-Family Home	$292,500	01/05/26	3	1	960
13 Jordan Rd, Cummington, MA	2.62	Single-Family Home	$333,000	03/27/26	1	1	1,031
961 Peru Rd, Windsor, MA	2.56	Single-Family Home	$300,000	02/03/26	1	1	1,082
78 E Main Rd, Peru, MA	3.33	Single-Family Home	$360,000	07/08/26	3	2	1,568

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
85 High Street Hill Rd, Windsor, MA 01270	0.08	$364,100	3	2	1,344	Off Market
105 High Street Hill Rd, Windsor, MA 01270	0.10	$518,900	3	3	2,500	Off Market
40 High Street Hill Rd, Windsor, MA 01270	0.11	-	-	-	-	Off Market
125 High Street Hill Rd, Windsor, MA 01270	0.13	$475,500	3	3	1,872	Off Market
High Street Hill Rd, Windsor, MA 01270	0.18	-	-	-	-	Off Market
18 High Street Hill Rd, Windsor, MA 01270	0.18	-	-	-	-	Off Market
24 High Street Hill Rd, Windsor, MA 01270	0.19	-	-	-	-	Off Market
1239 E Windsor Rd, Windsor, MA 01270	0.20	-	-	-	-	Off Market
1775 Old Route 9, Windsor, MA 01270	0.23	-	-	-	-	Off Market
1495 E Windsor Rd, Windsor, MA 01270	0.25	$396,800	3	2	1,080	Off Market
40 High Street Hill Rd, Windsor, MA 01270	0.28	$508,500	2	3	1,877	Off Market
High St, Windsor, MA 01270	0.28	-	-	-	-	Off Market
215 High Street Hill Rd, Windsor, MA 01270	0.31	$381,900	3	2	1,260	Off Market
1533 E Windsor Rd, Windsor, MA 01270	0.32	$275,000	2	2	1,168	Off Market
1533 E Windsor Rd #R, Windsor, MA 01270	0.32	-	-	-	-	Off Market
130 High Street Hill Rd, Windsor, MA 01270	0.32	$516,300	4	2.5	2,240	Off Market
110 High Street Hill Rd, Windsor, MA 01270	0.33	$435,500	2	2	1,140	Off Market
162 High Street Hill Rd, Windsor, MA 01270	0.34	$375,000	2	2	1,395	Off Market
235 High Street Hill Rd, Windsor, MA 01270	0.34	$531,800	3	2	1,736	Off Market
235 High St Hill Rd, Windsor, MA 01270	0.34	$496,000	3	2	2,688	Off Market

Local Information

Map ViewExplore the area around 1387 E Windsor Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2004

6 acre lot

2,382 sqft

$270/sqft

Garage

About this House

What's unique:Heated garageBeautiful dining roomLaundry roomLarge pole barnSpacious tiled kitchen

This single-family home is located at 1387 E Windsor Rd, Windsor, MA. 1387 E Windsor Rd is in Windsor, MA and in ZIP code 01270. This property has 3 bedrooms, 3 bathrooms and approximately 2,382 sqft of floor space. This property has a lot size of 6.00 acres and was built in 2004.

1387 E Windsor Rd, Windsor, MA 01270 is a 3 bedroom, 3 bathroom, 2,382 sqft single-family home built in 2004. It last sold for $520,000 on Oct 21, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $643,800, with a rent estimate of $4,258/month.

Home Details for 1387 E Windsor Rd

Interior Features
Interior Details BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Laundry Room, Master Bath, WorkshopCeiling Fan
Heating & Cooling Heating: Baseboard, GasHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Hardwood
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: MetalExterior: OtherGardenLawnPatioPorch
Parking & Garage GarageParking Spaces: 14Parking: Garage Attached, Garage Detached, Off Street

Property Information
Year Built Year Built: 2004
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 6.00 acres

Mobile R/V
RV Parking Rv Parking

Price and Tax history

Date	Event	Price
Oct 21, 2022 Source: BCMLS #238092	Sold	$520,000
Sep 26, 2022 Source: BCMLS #238092	Pending	$550,000
Aug 12, 2022 Source: BCMLS #238092	PriceChange	$550,000 Price decreased by 4%
Jun 28, 2022 Source: BCMLS #238092	Listed For Sale	$575,000
Mar 25, 1999 Source: N/A	Sold	$10,000

Year	Property tax	Tax assessment
2025	$5,938	$523,600

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 1387 E Windsor Rd

What is 1387 E Windsor Rd estimated to be worth?
Trulia's estimated value for 1387 E Windsor Rd is $643,800.
What is the price history for 1387 E Windsor Rd?
1387 E Windsor Rd last sold for $520,000 in October 2022.
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 1387 E Windsor Rd?
The closest schools to 1387 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 1387 E Windsor Rd have laundry facilities?
Yes, 1387 E Windsor Rd has in-unit laundry.
How big is the lot at 1387 E Windsor Rd?
The lot at 1387 E Windsor Rd is about 6 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 1387 E Windsor Rd

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SOLD
SEP 29, 2026
$755,000
4 bd
4 ba
4,194 sqft
10 Lafayette Dr,
Peru, MA 01235
Nick Geranios, WILLIAM PITT SOTHEBY'S - LENOX
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 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 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
MAY 29, 2026
$495,000
3 bd
2 ba
2,058 sqft
10 Maple St,
Plainfield, MA 01070
Wanda Mooney, Coldwell Banker Community REALTORS®
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
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
OFF MARKET
Est. $712,500
3 bd
2.5 ba
2,572 sqft
155 High Street Hill Rd,
Windsor, MA 01270
Jesse Dimitropolis, RE/MAX COMPASS
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Homes for sale near 1387 E Windsor Rd

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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
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
1 ACRE
$239,900
3 bd
2 ba
1,104 sqft
6 Frary Rd,
Peru, MA 01235
Jesse Dimitropolis, RE/MAX COMPASS
NEW
OPEN SAT, 11-12:30PM
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
OPEN SAT, 11-1PM
25.3 ACRES
$699,900
4 bd
2.5 ba
2,248 sqft
200 Peru Rd,
Windsor, MA 01270
Zahi Haddad, Zee Haddad Realty
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, 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
8.1 ACRES
$129,900
1 bd
1 ba
547 sqft
96 West St,
Plainfield, MA 01070
Nadine Hiser, KRG - Key Realty Group
5.9 ACRES
$559,000
3 bd
2 ba
1,889 sqft
278 Ridge Rd,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
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