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 11277 Shiloh Dr estimated to be worth?

Trulia's estimated value for 11277 Shiloh Dr in Windsor, VA is $368,100 .

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 11277 Shiloh Dr?

The closest schools to 11277 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).

Does 11277 Shiloh Dr have air conditioning?

Yes, 11277 Shiloh Dr in Windsor, VA has air conditioning.

Does 11277 Shiloh Dr have a garage?

Yes, 11277 Shiloh Dr in Windsor, VA has a garage.

OFF MARKET

$368,100

Trulia Estimate

3 Beds
2 Baths
2,296 sqft

11277 Shiloh Dr, Windsor, VA 23487

Est. Refi. Payment $2,177/mo*

Refinance Your Home

Home Value

Trulia Estimate

$368K

Since last month

$14K (+3.9%)

Since last year

$30K (+8.8%)

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 +69% in the last 10 years

Month	Estimated value
2026
August 2026	$369K
August 2026	$367K
July 2026	$355K
June 2026	$361K
May 2026	$374K
April 2026	$363K
March 2026	$345K
February 2026	$359K
January 2026	$348K
2025
December 2025	$335K
November 2025	$342K
October 2025	$342K
September 2025	$338K
August 2025	$339K
July 2025	$340K
June 2025	$338K
May 2025	$343K
April 2025	$337K
March 2025	$335K
February 2025	$336K
January 2025	$324K
2024
December 2024	$323K
November 2024	$326K
October 2024	$332K
September 2024	$333K
August 2024	$332K
July 2024	$330K
June 2024	$332K
May 2024	$332K
April 2024	$328K
March 2024	$325K
February 2024	$317K
January 2024	$313K
2023
December 2023	$308K
November 2023	$308K
October 2023	$309K
September 2023	$306K
August 2023	$306K
July 2023	$293K
June 2023	$292K
May 2023	$302K
April 2023	$297K
March 2023	$295K
February 2023	$284K
January 2023	$279K
2022
December 2022	$280K
November 2022	$284K
October 2022	$288K
September 2022	$288K
August 2022	$288K
July 2022	$292K
June 2022	$275K
May 2022	$271K
April 2022	$267K
March 2022	$258K
February 2022	$249K
January 2022	$249K
2021
December 2021	$249K
November 2021	$252K
October 2021	$248K
September 2021	$249K
August 2021	$250K
July 2021	$253K
June 2021	$255K
May 2021	$257K
April 2021	$242K
March 2021	$240K
February 2021	$243K
January 2021	$241K
2020
December 2020	$242K
November 2020	$236K
October 2020	$231K
September 2020	$234K
August 2020	$225K
July 2020	$225K
June 2020	$228K
May 2020	$227K
April 2020	$228K
March 2020	$223K
February 2020	$224K
January 2020	$222K
2019
December 2019	$222K
November 2019	$230K
October 2019	$232K
September 2019	$227K
August 2019	$230K
July 2019	$230K
June 2019	$235K
May 2019	$235K
April 2019	$234K
March 2019	$229K
February 2019	$220K
January 2019	$216K
2018
December 2018	$219K
November 2018	$215K
October 2018	$214K
September 2018	$217K
August 2018	$217K
July 2018	$219K
June 2018	$219K
May 2018	$220K
April 2018	$223K
March 2018	$221K
February 2018	$215K
January 2018	$216K
2017
December 2017	$216K
November 2017	$216K
October 2017	$216K
September 2017	$217K
August 2017	$215K
July 2017	$213K
June 2017	$210K
May 2017	$209K
April 2017	$210K
March 2017	$209K
February 2017	$205K
January 2017	$203K
2016
December 2016	$204K
November 2016	$206K
October 2016	$212K
September 2016	$218K

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
24129 Johnson Ave, Windsor, VA	0.09	Single-Family Home	$315,000	08/21/26	3	2	1,225
11 Holland Ln, Windsor, VA	0.23	Single-Family Home	$440,000	06/26/26	3	2	1,635
203 Hidden Acres Cir, Windsor, VA	0.27	Single-Family Home	$357,900	09/15/25	3	2	1,715
16 Holland Dr, Windsor, VA	0.39	Single-Family Home	$419,900	04/20/26	3	2	2,033
11397 Shiloh Dr, Windsor, VA	0.22	Single-Family Home	$510,000	11/10/25	4	2.5	2,300
11361 Lena Rose St, Windsor, VA	0.22	Single-Family Home	$389,900	11/04/25	3	2.5	1,634
54 Pine Ln, Windsor, VA	0.45	Single-Family Home	$315,000	04/30/26	3	2	1,557
53 Pine Ln, Windsor, VA	0.48	Single-Family Home	$384,900	05/05/26	3	2	1,554
67 E Windsor Blvd, Windsor, VA	0.36	Single-Family Home	$299,900	09/26/25	3	1	1,313
11492 Savannah St, Windsor, VA	0.43	Single-Family Home	$445,000	04/03/26	5	2.5	2,456

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
24129 Johnson Ave, Windsor, VA 23487	0.08	$315,000	3	2	1,225	Recently Sold
66 Church St, Windsor, VA 23487	0.14	$150,000	-	-	-	Recently Sold
40 Holland Ln, Windsor, VA 23487	0.18	$200,000	-	-	-	For Sale
11361 Lena Rose St, Windsor, VA 23487	0.22	$398,200	3	2.5	1,634	Off Market
11397 Shiloh Dr, Windsor, VA 23487	0.22	$510,000	4	2.5	2,300	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.27	$366,000	3	2	1,715	Off Market
47AC Holland Dr, Windsor, VA 23487	0.35	$588,900	4	2.5	2,342	For Sale
67 E Windsor Blvd, Windsor, VA 23487	0.36	$306,600	3	1	1,313	Off Market
16 Holland Dr, Windsor, VA 23487	0.39	$419,900	3	2	2,033	Recently Sold
11564 Savannah St, Windsor, VA 23487	0.43	$549,000	4	3.5	2,311	For Sale
Drexel, Windsor, VA 23487	0.43	$519,990+	4	2.5	2,591	-
Davidson, Windsor, VA 23487	0.43	$544,990+	5	3	3,047	-

Local Information

Map ViewExplore the area around 11277 Shiloh Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1957

2,296 sqft

$160/sqft

Garage

About this House

This single-family home is located at 11277 Shiloh Dr, Windsor, VA. 11277 Shiloh Dr is in Windsor, VA and in ZIP code 23487. This property has 3 bedrooms, 2 bathrooms and approximately 2,296 sqft of floor space. This property was built in 1957.

11277 Shiloh Dr, Windsor, VA 23487 is a 3 bedroom, 2 bathroom, 2,296 sqft single-family home built in 1957. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $368,100, with a rent estimate of $2,383/month.

Home Details for 11277 Shiloh Dr

Interior Features
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 6
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1957
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Price and Tax history

Date	Event	Price
Jun 18, 2022 Source: REIN Inc. #10440599	Contingent	$275,000
Jun 7, 2022 Source: REIN Inc. #10440599	Listed For Sale	$275,000

Year	Property tax	Tax assessment
2025	$2,065	$266,400

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 11277 Shiloh Dr

What is 11277 Shiloh Dr estimated to be worth?
Trulia's estimated value for 11277 Shiloh Dr in Windsor, VA is $368,100.
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 11277 Shiloh Dr?
The closest schools to 11277 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).
Does 11277 Shiloh Dr have air conditioning?
Yes, 11277 Shiloh Dr in Windsor, VA has air conditioning.
Does 11277 Shiloh Dr have a garage?
Yes, 11277 Shiloh Dr in Windsor, VA has a garage.