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 5 Community Dr estimated to be worth?

Trulia's estimated value for 5 Community Dr in Windsor, VA is $237,300 .

What is the price history for 5 Community Dr?

5 Community Dr in Windsor, VA last sold for $117,000 in October 2005.

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 5 Community Dr have air conditioning?

Yes, 5 Community Dr in Windsor, VA has air conditioning.

How big is the lot at 5 Community Dr?

The lot at 5 Community Dr in Windsor, VA is about 0.23 acres (10,018 sq ft).

OFF MARKET

5 Community Dr
Windsor, VA 23487

2 Beds
1 Bath
1,030 sqft

$237,300

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,423/mo*

Refinance Your Home

$237,300

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,423/mo*

Refinance Your Home

2 Beds

1 Bath

1,030 sqft

Home Value

Trulia Estimate

$237K

Since last month

$1K (+0.5%)

Since last year

$10K (+4.5%)

Since last sale

$120K (+102.8%)

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 +91% in the last 10 years

Month	Estimated value
2026
August 2026	$237K
July 2026	$236K
June 2026	$237K
May 2026	$235K
April 2026	$231K
March 2026	$229K
February 2026	$221K
January 2026	$221K
2025
December 2025	$219K
November 2025	$222K
October 2025	$223K
September 2025	$226K
August 2025	$227K
July 2025	$229K
June 2025	$224K
May 2025	$220K
April 2025	$222K
March 2025	$216K
February 2025	$209K
January 2025	$209K
2024
December 2024	$211K
November 2024	$215K
October 2024	$219K
September 2024	$214K
August 2024	$217K
July 2024	$219K
June 2024	$220K
May 2024	$217K
April 2024	$211K
March 2024	$213K
February 2024	$208K
January 2024	$203K
2023
December 2023	$200K
November 2023	$204K
October 2023	$203K
September 2023	$202K
August 2023	$200K
July 2023	$201K
June 2023	$197K
May 2023	$200K
April 2023	$195K
March 2023	$192K
February 2023	$186K
January 2023	$189K
2022
December 2022	$189K
November 2022	$190K
October 2022	$193K
September 2022	$192K
August 2022	$191K
July 2022	$192K
June 2022	$190K
May 2022	$189K
April 2022	$185K
March 2022	$178K
February 2022	$170K
January 2022	$172K
2021
December 2021	$170K
November 2021	$173K
October 2021	$169K
September 2021	$168K
August 2021	$170K
July 2021	$170K
June 2021	$171K
May 2021	$171K
April 2021	$168K
March 2021	$163K
February 2021	$159K
January 2021	$157K
2020
December 2020	$156K
November 2020	$154K
October 2020	$151K
September 2020	$149K
August 2020	$149K
July 2020	$147K
June 2020	$148K
May 2020	$146K
April 2020	$148K
March 2020	$144K
February 2020	$138K
January 2020	$137K
2019
December 2019	$136K
November 2019	$130K
October 2019	$137K
September 2019	$140K
August 2019	$138K
July 2019	$144K
June 2019	$142K
May 2019	$143K
April 2019	$150K
March 2019	$140K
February 2019	$143K
January 2019	$143K
2018
December 2018	$141K
November 2018	$135K
October 2018	$133K
September 2018	$135K
August 2018	$133K
July 2018	$129K
June 2018	$129K
May 2018	$134K
April 2018	$135K
March 2018	$144K
February 2018	$140K
January 2018	$140K
2017
December 2017	$138K
November 2017	$134K
October 2017	$136K
September 2017	$126K
August 2017	$125K
July 2017	$126K
June 2017	$127K
May 2017	$125K
April 2017	$128K
March 2017	$127K
February 2017	$129K
January 2017	$126K
2016
December 2016	$133K
November 2016	$127K
October 2016	$135K
September 2016	$127K
August 2016	$124K

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	0.12	Single-Family Home	$299,900	09/26/25	3	1	1,313
54 Pine Ln, Windsor, VA	0.08	Single-Family Home	$315,000	04/30/26	3	2	1,557
53 Pine Ln, Windsor, VA	0.08	Single-Family Home	$384,900	05/05/26	3	2	1,554
11 Holland Ln, Windsor, VA	0.22	Single-Family Home	$440,000	06/26/26	3	2	1,635
16 Holland Dr, Windsor, VA	0.25	Single-Family Home	$419,900	04/20/26	3	2	2,033
25 E Griffin St, Windsor, VA	0.35	Single-Family Home	$340,000	05/11/26	4	1	2,133
203 Hidden Acres Cir, Windsor, VA	0.40	Single-Family Home	$357,900	09/15/25	3	2	1,715
17 Randolph Dr, Windsor, VA	0.55	Single-Family Home	$400,000	08/05/26	4	2	1,300
11361 Lena Rose St, Windsor, VA	0.55	Single-Family Home	$389,900	11/04/25	3	2.5	1,634
10 Church St, Windsor, VA	0.49	Single-Family Home	$349,900	12/04/25	3	2.5	2,000

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	0.01	$259,800	3	1	1,088	Off Market
53 Pine Ln, Windsor, VA 23487	0.08	$384,900	3	2	1,554	Recently Sold
54 Pine Ln, Windsor, VA 23487	0.08	$315,000	3	2	1,557	Recently Sold
67 E Windsor Blvd, Windsor, VA 23487	0.12	$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
40 Holland Ln, Windsor, VA 23487	0.25	$200,000	-	-	-	For Sale
11161 Old Suffolk Rd, Windsor, VA 23487	0.26	$238,400	3	1	900	Off Market
16 Holland Dr, Windsor, VA 23487	0.25	$419,900	3	2	2,033	Recently Sold
Par A Holland Dr, Windsor, VA 23487	0.28	$59,500	-	-	-	Recently Sold
66 Church St, Windsor, VA 23487	0.34	$150,000	-	-	-	Recently Sold
25 E Griffin St, Windsor, VA 23487	0.35	$340,000	4	1	2,133	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.40	$366,000	3	2	1,715	Off Market

Local Information

Map ViewExplore the area around 5 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

1978

Living Area

1,030 sqft

Price/Sqft

$230

Parking

Garage

About this House

This single-family home is located at 5 Community Dr, Windsor, VA. 5 Community Dr is in Windsor, VA and in ZIP code 23487. This property has 2 bedrooms, 1 bathroom and approximately 1,030 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1978.

5 Community Dr, Windsor, VA 23487 is a 2 bedroom, 1 bathroom, 1,030 sqft single-family home built in 1978. It last sold for $117,000 on Oct 27, 2005. It is currently off market. The Trulia Estimate is $237,300, with a rent estimate of $1,676/month.

Home Details for 5 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
Parking & Garage GarageParking: Off Street, Garage

Property Information
Year Built Year Built: 1978
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 10018 sqft

Price and Tax history

Date	Event	Price
Oct 27, 2005 Source: N/A	Sold	$117,000

Year	Property tax	Tax assessment
2025	$1,378	$177,800

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 5 Community Dr

What is 5 Community Dr estimated to be worth?
Trulia's estimated value for 5 Community Dr in Windsor, VA is $237,300.
What is the price history for 5 Community Dr?
5 Community Dr in Windsor, VA last sold for $117,000 in October 2005.
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 5 Community Dr have air conditioning?
Yes, 5 Community Dr in Windsor, VA has air conditioning.
How big is the lot at 5 Community Dr?
The lot at 5 Community Dr in Windsor, VA is about 0.23 acres (10,018 sq ft).