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 Shiloh Dr estimated to be worth?

Trulia's estimated value for Shiloh Dr in Windsor, VA is $168,700 .

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 Shiloh Dr?

The closest schools to Shiloh 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).

How big is the lot at Shiloh Dr?

The lot at Shiloh Dr in Windsor, VA is about 7.3 acres .

Does Shiloh Dr have a garage?

Yes, Shiloh Dr in Windsor, VA has a garage.

OFF MARKET

Shiloh Dr
Windsor, VA 23487

2 Beds
1 Bath
1,624 sqft (on 7.33 acres)

$168,700

Trulia Estimate

as of Aug 25, 2026

Est. Refi. Payment $1,041/mo*

Refinance Your Home

$168,700

Trulia Estimate

as of Aug 25, 2026

Est. Refi. Payment $1,041/mo*

Refinance Your Home

2 Beds

1 Bath

1,624 sqft

(on 7.33 acres)

Home Value

Trulia Estimate

$169K

Since last month

$27K (+19.1%)

Since last year

$34K (+25.5%)

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 +36% in the last 10 years

Month	Estimated value
2026
August 2026	$168K
2025
October 2025	$141K
September 2025	$131K
August 2025	$134K
July 2025	$135K
2023
May 2023	$73K
April 2023	$73K
March 2023	$73K
February 2023	$73K
2022
December 2022	$77K
November 2022	$79K
October 2022	$79K
September 2022	$78K
August 2022	$81K
June 2022	$92K
May 2022	$94K
March 2022	$111K
February 2022	$131K
January 2022	$134K
2021
December 2021	$132K
November 2021	$132K
May 2021	$263K
April 2021	$217K
March 2021	$240K
February 2021	$215K
January 2021	$204K
2020
December 2020	$202K
November 2020	$165K
2019
December 2019	$121K
November 2019	$125K
October 2019	$143K
September 2019	$145K
August 2019	$143K
July 2019	$139K
June 2019	$150K
May 2019	$149K
April 2019	$139K
March 2019	$137K
February 2019	$141K
January 2019	$147K
2018
December 2018	$150K
November 2018	$148K
October 2018	$148K
September 2018	$147K
August 2018	$158K
July 2018	$152K
June 2018	$157K
May 2018	$155K
April 2018	$154K
March 2018	$160K
February 2018	$164K
January 2018	$162K
2017
December 2017	$129K
November 2017	$123K
October 2017	$124K
September 2017	$114K
August 2017	$111K
July 2017	$124K
June 2017	$134K
May 2017	$136K
April 2017	$129K
March 2017	$148K
February 2017	$139K
January 2017	$142K
2016
December 2016	$155K
November 2016	$143K
October 2016	$133K
September 2016	$122K
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
11361 Lena Rose St, Windsor, VA	0.13	Single-Family Home	$389,900	11/04/25	3	2.5	1,634
24129 Johnson Ave, Windsor, VA	0.15	Single-Family Home	$315,000	08/21/26	3	2	1,225
203 Hidden Acres Cir, Windsor, VA	0.24	Single-Family Home	$357,900	09/15/25	3	2	1,715
67 E Windsor Blvd, Windsor, VA	0.41	Single-Family Home	$299,900	09/26/25	3	1	1,313
11 Holland Ln, Windsor, VA	0.32	Single-Family Home	$440,000	06/26/26	3	2	1,635
53 Pine Ln, Windsor, VA	0.55	Single-Family Home	$384,900	05/05/26	3	2	1,554
11397 Shiloh Dr, Windsor, VA	0.12	Single-Family Home	$510,000	11/10/25	4	2.5	2,300
24167 Lovers Ln, Windsor, VA	0.75	Single-Family Home	$268,000	11/21/25	2	2	1,638
54 Pine Ln, Windsor, VA	0.53	Single-Family Home	$315,000	04/30/26	3	2	1,557
16 Holland Dr, Windsor, VA	0.48	Single-Family Home	$419,900	04/20/26	3	2	2,033

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
11361 Lena Rose St, Windsor, VA 23487	0.13	$389,900	3	2.5	1,634	Recently Sold
11397 Shiloh Dr, Windsor, VA 23487	0.12	$510,000	4	2.5	2,300	Recently Sold
24129 Johnson Ave, Windsor, VA 23487	0.15	$315,000	3	2	1,225	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.24	$366,000	3	2	1,715	Off Market
66 Church St, Windsor, VA 23487	0.23	$150,000	-	-	-	Recently Sold
40 Holland Ln, Windsor, VA 23487	0.27	$200,000	-	-	-	For Sale
Drexel, Windsor, VA 23487	0.33	$519,990+	4	2.5	2,591	-
Davidson, Windsor, VA 23487	0.33	$544,990+	5	3	3,047	-
Caldwell, Windsor, VA 23487	0.33	$499,990+	3	2	2,071	-
Raleigh, Windsor, VA 23487	0.33	$509,990+	4	2.5	2,449	-
McDowell, Windsor, VA 23487	0.33	$574,990+	4	3.5	3,294	-
Cypress, Windsor, VA 23487	0.33	$514,990+	4	3	2,430	-

Local Information

Map ViewExplore the area around Shiloh 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

1952

Lot Size

7.33 acres

Living Area

1,624 sqft

Price/Sqft

$104

Parking

Garage

About this House

This single-family home is located at Shiloh Dr, Windsor, VA. Shiloh Dr is in Windsor, VA and in ZIP code 23487. This property has 2 bedrooms, 1 bathroom and approximately 1,624 sqft of floor space. This property has a lot size of 7.33 acres and was built in 1952.

Shiloh Dr, Windsor, VA 23487 is a 2 bedroom, 1 bathroom, 1,624 sqft single-family home built in 1952. It is currently off market. The Trulia Estimate is $168,700, with a rent estimate of $1,718/month.

Home Details for Shiloh Dr

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 6
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1952
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 7.33 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$398	$51,400

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 Shiloh Dr

What is Shiloh Dr estimated to be worth?
Trulia's estimated value for Shiloh Dr in Windsor, VA is $168,700.
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 Shiloh Dr?
The closest schools to Shiloh 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).
How big is the lot at Shiloh Dr?
The lot at Shiloh Dr in Windsor, VA is about 7.3 acres.
Does Shiloh Dr have a garage?
Yes, Shiloh Dr in Windsor, VA has a garage.