Is parking easy in Windsor, VA?

As of early 2026, 93% of users say parking is easy

Is a car needed in Windsor, VA?

As of early 2026, 92% of users say car is needed

Are yards well-kept in Windsor, VA?

As of early 2026, 92% of users say yards are well-kept

Is Windsor, VA dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Does Windsor, VA show holiday spirit?

As of early 2026, 86% of users say there's holiday spirit

Do kids play outside in Windsor, VA?

As of early 2026, 82% of users say kids play outside

Would people walk alone at night in Windsor, VA?

As of early 2026, 79% of users say people would walk alone at night

Is there wildlife in Windsor, VA?

As of early 2026, 71% of users say there's wildlife

Are neighbors friendly in Windsor, VA?

As of early 2026, 62% of users say neighbors are friendly

Does Windsor, VA have sidewalks?

As of early 2026, 58% of users say there are sidewalks

Is Windsor, VA quiet?

As of early 2026, 55% of users say it's quiet

Are the streets well-lit in Windsor, VA?

As of early 2026, 50% of users say streets are well-lit

Are there community events in Windsor, VA?

As of early 2026, 45% of users say there are community events

Do residents of Windsor, VA plan to stay at least 5 years?

As of early 2026, 33% of users say they plan to stay for at least 5 years

Is Windsor, VA walkable to grocery stores?

As of early 2026, 23% of users say it's walkable to grocery stores

Is Windsor, VA walkable to restaurants?

As of early 2026, 17% of users say it's walkable to restaurants

What is 11155 Windsor Way estimated to be worth?

Trulia's estimated value for 11155 Windsor Way is $550,800 .

What is the price history for 11155 Windsor Way?

11155 Windsor Way last sold for $305,000 in May 2014.

Is Windsor a buyer's or seller's market?

Windsor is currently a balanced market, based on recent for-sale activity.

What do residents say about Windsor?

Residents describe Windsor, VA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, VA .

Does 11155 Windsor Way have air conditioning?

Yes, 11155 Windsor Way has air conditioning.

How big is the lot at 11155 Windsor Way?

The lot at 11155 Windsor Way is about 2.5 acres .

OFF MARKET

$550,800

Trulia Estimate

4 Beds
3 Baths
2,700 sqft (on 2.50 acres)

11155 Windsor Way, Windsor, VA 23487

Est. Refi. Payment $3,325/mo*

Refinance Your Home

Currently Off Market - Sold May 4, 2014 for $305,000

Home Value

Trulia Estimate

$551K

Since last month

$2K (+0.4%)

Since last year

$21K (+4%)

Since last sale

$246K (+80.5%)

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 +69% in the last 10 years

Month	Estimated value
2026
August 2026	$551K
August 2026	$550K
July 2026	$548K
June 2026	$552K
May 2026	$545K
April 2026	$545K
March 2026	$539K
February 2026	$530K
January 2026	$525K
2025
December 2025	$528K
November 2025	$533K
October 2025	$530K
September 2025	$528K
August 2025	$529K
July 2025	$531K
June 2025	$532K
May 2025	$533K
April 2025	$530K
March 2025	$524K
February 2025	$517K
January 2025	$507K
2024
December 2024	$511K
November 2024	$510K
October 2024	$518K
September 2024	$519K
August 2024	$521K
July 2024	$521K
June 2024	$519K
May 2024	$515K
April 2024	$504K
March 2024	$505K
February 2024	$498K
January 2024	$488K
2023
December 2023	$488K
November 2023	$489K
October 2023	$484K
September 2023	$484K
August 2023	$487K
July 2023	$493K
June 2023	$488K
May 2023	$479K
April 2023	$474K
March 2023	$470K
February 2023	$458K
January 2023	$455K
2022
December 2022	$456K
November 2022	$456K
October 2022	$463K
September 2022	$457K
August 2022	$457K
July 2022	$463K
June 2022	$464K
May 2022	$464K
April 2022	$460K
March 2022	$452K
February 2022	$447K
January 2022	$443K
2021
December 2021	$435K
November 2021	$437K
October 2021	$429K
September 2021	$433K
August 2021	$430K
July 2021	$429K
June 2021	$418K
May 2021	$395K
April 2021	$396K
March 2021	$384K
February 2021	$379K
January 2021	$375K
2020
December 2020	$375K
November 2020	$374K
October 2020	$371K
September 2020	$367K
August 2020	$372K
July 2020	$368K
June 2020	$368K
May 2020	$367K
April 2020	$364K
March 2020	$364K
February 2020	$366K
January 2020	$369K
2019
December 2019	$369K
November 2019	$365K
October 2019	$363K
September 2019	$360K
August 2019	$357K
July 2019	$357K
June 2019	$359K
May 2019	$357K
April 2019	$353K
March 2019	$349K
February 2019	$347K
January 2019	$347K
2018
December 2018	$347K
November 2018	$344K
October 2018	$339K
September 2018	$343K
August 2018	$333K
July 2018	$344K
June 2018	$340K
May 2018	$339K
April 2018	$335K
March 2018	$337K
February 2018	$337K
January 2018	$331K
2017
December 2017	$331K
November 2017	$333K
October 2017	$333K
September 2017	$337K
August 2017	$333K
July 2017	$329K
June 2017	$335K
May 2017	$332K
April 2017	$334K
March 2017	$333K
February 2017	$332K
January 2017	$331K
2016
December 2016	$330K
November 2016	$329K
October 2016	$327K
September 2016	$326K

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
11072 Wythe Dr, Windsor, VA	0.12	Single-Family Home	$507,000	06/05/26	5	3	2,997
10455 Sylvia Cir, Windsor, VA	0.33	Single-Family Home	$460,000	06/23/26	4	3	2,535
23068 Andrew Ct, Windsor, VA	0.29	Single-Family Home	$456,500	02/25/26	5	3	2,797
23115 Deer Path Trl, Windsor, VA	0.55	Single-Family Home	$300,000	01/27/26	3	2	1,673
10419 Sylvia Cir, Windsor, VA	0.42	Single-Family Home	$410,000	01/23/26	3	2	2,141
26 N Court St, Windsor, VA	1.17	Single-Family Home	$355,000	08/26/26	4	2	1,739
17 Randolph Dr, Windsor, VA	1.06	Single-Family Home	$400,000	08/05/26	4	2	1,300
10 Church St, Windsor, VA	1.30	Single-Family Home	$349,900	12/04/25	3	2.5	2,000
11397 Shiloh Dr, Windsor, VA	1.21	Single-Family Home	$510,000	11/10/25	4	2.5	2,300
24129 Johnson Ave, Windsor, VA	1.10	Single-Family Home	$315,000	08/21/26	3	2	1,225

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
11072 Wythe Dr, Windsor, VA 23487	0.12	$507,000	5	3	2,997	Recently Sold
23068 Andrew Ct, Windsor, VA 23487	0.29	$456,500	5	3	2,797	Recently Sold
10455 Sylvia Cir, Windsor, VA 23487	0.33	$460,000	4	3	2,535	Recently Sold
10419 Sylvia Cir, Windsor, VA 23487	0.42	$410,000	3	2	2,141	Recently Sold
15 Courthouse Hwy, Windsor, VA 23487	0.61	$200,000	-	-	-	For Sale
E Windsor Blvd, Windsor, VA 23487	0.90	$175,000	-	-	-	For Sale
17 Randolph Dr, Windsor, VA 23487	1.06	$400,000	4	2	1,300	Recently Sold
24129 Johnson Ave, Windsor, VA 23487	1.10	$315,000	3	2	1,225	Recently Sold
66 Church St, Windsor, VA 23487	1.18	$150,000	-	-	-	Recently Sold
26 N Court St, Windsor, VA 23487	1.17	$355,000	4	2	1,739	Recently Sold
24 N Court St, Windsor, VA 23487	1.19	$370,000	3	1.5	1,785	Recently Sold

Local Information

Map ViewExplore the area around 11155 Windsor Way.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1997

2.5 acre lot

2,700 sqft

$204/sqft

Garage

About this House

This single-family home is located at 11155 Windsor Way, Windsor, VA. 11155 Windsor Way is in Windsor, VA and in ZIP code 23487. This property has 4 bedrooms, 3 bathrooms and approximately 2,700 sqft of floor space. This property has a lot size of 2.50 acres and was built in 1997.

11155 Windsor Way, Windsor, VA 23487 is a 4 bedroom, 3 bathroom, 2,700 sqft single-family home built in 1997. It last sold for $305,000 on May 4, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $550,800, with a rent estimate of $2,952/month.

Home Details for 11155 Windsor Way

Interior Features
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood
Interior Details AtticNumber of Rooms: 8Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities DishwasherMicrowave
Fireplace & Spa FireplaceJetted Bath Tub

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: VinylFoundation Type: Crawl Raised
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1997
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 2.50 acres

Price and Tax history

Date	Event	Price
May 4, 2014 Source: N/A	Sold	$305,000
Feb 28, 2014 Source: Agent Provided	PriceChange	$319,900 Price decreased by 2%
Feb 20, 2014 Source: Agent Provided	PriceChange	$324,900 Price decreased by 2%
Jan 21, 2014 Source: Agent Provided	Listed For Sale	$329,900

Year	Property tax	Tax assessment
2025	$3,226	$416,300

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

4MoM

Around this home

Windsor Elementary School
PK-5
Public
624 Students
Isle Of Wight County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
We love Windsor and so far the Elementary and Middle School are wonderful for our kids. It was the best move we made.
Parent Review
2y ago
3 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 9 Trulia users voted on each feature.

93 % Say parking is easy
92 % Say car is needed
92 % Say yards are well-kept
91 % Say it's dog friendly
86 % Say there's holiday spirit
82 % Say kids play outside
79 % Say people would walk alone at night
71 % Say there's wildlife
62 % Say neighbors are friendly
58 % Say there are sidewalks
55 % Say it's quiet
50 % Say streets are well-lit
45 % Say there are community events
33 % Say they plan to stay for at least 5 years
23 % Say it's walkable to grocery stores
17 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Ashley H.
Resident
6y ago
"I've lived here all my life and wouldn't move anywhere else. I love the close knit community as well as the Holiday festivities."
0
Flag
Braden38351
Resident
8y ago
"I’ve lived here for four years and love it! We are about to have our second child and wouldn’t want to live anywhere else"
3
Flag
Jennifer B.
12y ago
"I lived in this area with my children for 7 years. I like the schools and the community is very friendly. Windsor woods is a very nice area to live in. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 11155 Windsor Way

What is 11155 Windsor Way estimated to be worth?
Trulia's estimated value for 11155 Windsor Way is $550,800.
What is the price history for 11155 Windsor Way?
11155 Windsor Way last sold for $305,000 in May 2014.
Is Windsor a buyer's or seller's market?
Windsor is currently a balanced market, based on recent for-sale activity.
What do residents say about Windsor?
Residents describe Windsor, VA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, VA.
Does 11155 Windsor Way have air conditioning?
Yes, 11155 Windsor Way has air conditioning.
How big is the lot at 11155 Windsor Way?
The lot at 11155 Windsor Way is about 2.5 acres.