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 the price history for 5 Roberts Ave?

5 Roberts Ave in Windsor, VA last sold for $375,000 in December 2006.

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 5 Roberts Ave?

The closest schools to 5 Roberts Ave 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).

OFF MARKET

$375,000

Last sold price

5,402 sqft

5 Roberts Ave, Windsor, VA 23487

Currently Off Market - Sold Dec 13, 2006 for $375,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
11 Holland Ln, Windsor, VA	0.12	Single-Family Home	$440,000	06/26/26	3	2	1,635
53 Pine Ln, Windsor, VA	0.18	Single-Family Home	$384,900	05/05/26	3	2	1,554
16 Holland Dr, Windsor, VA	0.23	Single-Family Home	$419,900	04/20/26	3	2	2,033
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	0.16	Single-Family Home	$315,000	04/30/26	3	2	1,557
203 Hidden Acres Cir, Windsor, VA	0.31	Single-Family Home	$357,900	09/15/25	3	2	1,715
25 E Griffin St, Windsor, VA	0.43	Single-Family Home	$340,000	05/11/26	4	1	2,133
24129 Johnson Ave, Windsor, VA	0.34	Single-Family Home	$315,000	08/21/26	3	2	1,225
11361 Lena Rose St, Windsor, VA	0.44	Single-Family Home	$389,900	11/04/25	3	2.5	1,634
10 Church St, Windsor, VA	0.51	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
40 Holland Ln, Windsor, VA 23487	0.14	$200,000	-	-	-	For Sale
67 E Windsor Blvd, Windsor, VA 23487	0.12	$306,600	3	1	1,313	Off Market
7 Community Dr, Windsor, VA 23487	0.13	$260,600	3	1	1,088	Off Market
47AC Holland Dr, Windsor, VA 23487	0.19	$588,900	4	2.5	2,342	For Sale
66 Church St, Windsor, VA 23487	0.23	$150,000	-	-	-	Recently Sold
54 Pine Ln, Windsor, VA 23487	0.17	$315,000	3	2	1,557	Recently Sold
53 Pine Ln, Windsor, VA 23487	0.18	$384,900	3	2	1,554	Recently Sold
16 Holland Dr, Windsor, VA 23487	0.23	$419,900	3	2	2,033	Recently Sold
Par A Holland Dr, Windsor, VA 23487	0.28	$59,500	-	-	-	Recently Sold
24129 Johnson Ave, Windsor, VA 23487	0.34	$315,000	3	2	1,225	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.31	$366,000	3	2	1,715	Off Market
11161 Old Suffolk Rd, Windsor, VA 23487	0.37	$239,800	3	1	900	Off Market

Local Information

Map ViewExplore the area around 5 Roberts Ave.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Year Built

1979

Living Area

5,402 sqft

About this House

This is a unique oppurtunity to own a 6 unit commercial building. established tenants make for a wonderful investmant. Call your agent for a private tour.

5 Roberts Ave, Windsor, VA 23487 is a 5,402 sqft unknown built in 1979. It last sold for $375,000 on Dec 13, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,820/month.

Home Details for 5 Roberts Ave

Interior Features
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 5Types of Rooms: Office

Exterior Features
Exterior Home Features Roof: Built UpExterior: BrickFoundation Type: Concrete

Property Information
Year Built Year Built: 1979
Property Type / Style Property Type: Unknown

Price and Tax history

Date	Event	Price
Dec 13, 2006 Source: N/A	Sold	$375,000

Year	Property tax	Tax assessment
2025	$2,936	$378,800

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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 5 Roberts Ave

What is the price history for 5 Roberts Ave?
5 Roberts Ave in Windsor, VA last sold for $375,000 in December 2006.
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 5 Roberts Ave?
The closest schools to 5 Roberts Ave 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).