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 8 Community Dr estimated to be worth?

Trulia's estimated value for 8 Community Dr in Windsor, VA is $224,500 .

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 .

What are the closest schools to 8 Community Dr?

The closest schools to 8 Community Dr in Windsor, VA are Georgie D. Tyler Middle (rated 7/10), Windsor Elementary School (Pre-K, rated 7/10), Windsor High School (rated 5/10).

Does 8 Community Dr have air conditioning?

Yes, 8 Community Dr in Windsor, VA has air conditioning.

OFF MARKET

8 Community Dr
Windsor, VA 23487

2 Beds
1 Bath
1,184 sqft

$224,500

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $1,353/mo*

Refinance Your Home

$224,500

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $1,353/mo*

Refinance Your Home

2 Beds

1 Bath

1,184 sqft

Home Value

Trulia Estimate

$225K

Since last month

$14K (+6.7%)

Since last year

$18K (+8.9%)

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 +77% in the last 10 years

Month	Estimated value
2026
August 2026	$223K
July 2026	$209K
June 2026	$221K
May 2026	$212K
April 2026	$206K
March 2026	$207K
February 2026	$190K
January 2026	$193K
2025
December 2025	$197K
November 2025	$194K
October 2025	$194K
September 2025	$202K
August 2025	$205K
July 2025	$211K
June 2025	$201K
May 2025	$195K
April 2025	$193K
March 2025	$190K
February 2025	$181K
January 2025	$182K
2024
December 2024	$190K
November 2024	$193K
October 2024	$197K
September 2024	$192K
August 2024	$195K
July 2024	$201K
June 2024	$203K
May 2024	$198K
April 2024	$190K
March 2024	$197K
February 2024	$187K
January 2024	$182K
2023
December 2023	$178K
November 2023	$183K
October 2023	$182K
September 2023	$185K
August 2023	$183K
July 2023	$187K
June 2023	$179K
May 2023	$177K
April 2023	$171K
March 2023	$167K
February 2023	$158K
January 2023	$159K
2022
December 2022	$162K
November 2022	$164K
October 2022	$169K
September 2022	$168K
August 2022	$168K
July 2022	$170K
June 2022	$169K
May 2022	$169K
April 2022	$166K
March 2022	$162K
February 2022	$159K
January 2022	$160K
2021
December 2021	$161K
November 2021	$164K
October 2021	$160K
September 2021	$160K
August 2021	$162K
July 2021	$164K
June 2021	$167K
May 2021	$170K
April 2021	$163K
March 2021	$161K
February 2021	$158K
January 2021	$155K
2020
December 2020	$149K
November 2020	$144K
October 2020	$145K
September 2020	$140K
August 2020	$147K
July 2020	$146K
June 2020	$147K
May 2020	$146K
April 2020	$145K
March 2020	$139K
February 2020	$136K
January 2020	$135K
2019
December 2019	$135K
November 2019	$133K
October 2019	$141K
September 2019	$141K
August 2019	$140K
July 2019	$139K
June 2019	$142K
May 2019	$138K
April 2019	$149K
March 2019	$147K
February 2019	$145K
January 2019	$139K
2018
December 2018	$138K
November 2018	$134K
October 2018	$132K
September 2018	$130K
August 2018	$125K
July 2018	$132K
June 2018	$133K
May 2018	$133K
April 2018	$130K
March 2018	$132K
February 2018	$133K
January 2018	$138K
2017
December 2017	$129K
November 2017	$132K
October 2017	$128K
September 2017	$120K
August 2017	$124K
July 2017	$128K
June 2017	$127K
May 2017	$125K
April 2017	$125K
March 2017	$126K
February 2017	$128K
January 2017	$125K
2016
December 2016	$126K
November 2016	$125K
October 2016	$127K
September 2016	$134K
August 2016	$126K

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
67 E Windsor Blvd, Windsor, VA	0.16	Single-Family Home	$299,900	09/26/25	3	1	1,313
53 Pine Ln, Windsor, VA	0.04	Single-Family Home	$384,900	05/05/26	3	2	1,554
54 Pine Ln, Windsor, VA	0.04	Single-Family Home	$315,000	04/30/26	3	2	1,557
11 Holland Ln, Windsor, VA	0.23	Single-Family Home	$440,000	06/26/26	3	2	1,635
25 E Griffin St, Windsor, VA	0.31	Single-Family Home	$340,000	05/11/26	4	1	2,133
16 Holland Dr, Windsor, VA	0.24	Single-Family Home	$419,900	04/20/26	3	2	2,033
40 W Windsor Blvd, Windsor, VA	0.81	Single-Family Home	$198,000	06/22/26	2	1	962
203 Hidden Acres Cir, Windsor, VA	0.43	Single-Family Home	$357,900	09/15/25	3	2	1,715
17 Randolph Dr, Windsor, VA	0.54	Single-Family Home	$400,000	08/05/26	4	2	1,300
105 S Court St, Windsor, VA	0.48	Single-Family Home	$354,999	06/08/26	3	2.5	1,480

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
7 Community Dr, Windsor, VA 23487	0.04	$259,800	3	1	1,088	Off Market
53 Pine Ln, Windsor, VA 23487	0.04	$384,900	3	2	1,554	Recently Sold
54 Pine Ln, Windsor, VA 23487	0.04	$315,000	3	2	1,557	Recently Sold
67 E Windsor Blvd, Windsor, VA 23487	0.16	$306,600	3	1	1,313	Off Market
47AC Holland Dr, Windsor, VA 23487	0.22	$588,900	4	2.5	2,342	For Sale
16 Holland Dr, Windsor, VA 23487	0.24	$419,900	3	2	2,033	Recently Sold
11161 Old Suffolk Rd, Windsor, VA 23487	0.26	$239,800	3	1	900	Off Market
Par A Holland Dr, Windsor, VA 23487	0.26	$59,500	-	-	-	Recently Sold
40 Holland Ln, Windsor, VA 23487	0.27	$200,000	-	-	-	For Sale
25 E Griffin St, Windsor, VA 23487	0.31	$340,000	4	1	2,133	Recently Sold
66 Church St, Windsor, VA 23487	0.35	$150,000	-	-	-	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.43	$366,000	3	2	1,715	Off Market

Local Information

Map ViewExplore the area around 8 Community Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1937

Living Area

1,184 sqft

Price/Sqft

$190

About this House

This single-family home is located at 8 Community Dr, Windsor, VA. 8 Community Dr is in Windsor, VA and in ZIP code 23487. This property has 2 bedrooms, 1 bathroom and approximately 1,184 sqft of floor space. This property was built in 1937.

8 Community Dr, Windsor, VA 23487 is a 2 bedroom, 1 bathroom, 1,184 sqft single-family home built in 1937. It is currently off market. The Trulia Estimate is $224,500, with a rent estimate of $1,775/month.

Home Details for 8 Community Dr

Interior Features
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 1
Interior Details AtticNumber of Rooms: 5

Exterior Features
Exterior Home Features Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised

Property Information
Year Built Year Built: 1937
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Price and Tax history

Year	Property tax	Tax assessment
2025	$1,304	$168,200

Home facts updated by county records

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

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 8 Community Dr

What is 8 Community Dr estimated to be worth?
Trulia's estimated value for 8 Community Dr in Windsor, VA is $224,500.
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.
What are the closest schools to 8 Community Dr?
The closest schools to 8 Community Dr in Windsor, VA are Georgie D. Tyler Middle (rated 7/10), Windsor Elementary School (Pre-K, rated 7/10), Windsor High School (rated 5/10).
Does 8 Community Dr have air conditioning?
Yes, 8 Community Dr in Windsor, VA has air conditioning.