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 11 Randolph Dr estimated to be worth?

Trulia's estimated value for 11 Randolph Dr in Windsor, VA is $316,200 .

What is the price history for 11 Randolph Dr?

11 Randolph Dr in Windsor, VA last sold for $219,472 in May 2007.

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 11 Randolph Dr have air conditioning?

Yes, 11 Randolph Dr in Windsor, VA has air conditioning.

How big is the lot at 11 Randolph Dr?

The lot at 11 Randolph Dr in Windsor, VA is about 0.39 acres (16,988 sq ft).

OFF MARKET

$316,200

Trulia Estimate

3 Beds
2 Baths
1,175 sqft (on 0.39 acres)

11 Randolph Dr, Windsor, VA 23487

Est. Refi. Payment $1,847/mo*

Refinance Your Home

Currently Off Market - Sold May 22, 2007 for $219,472

Home Value

Trulia Estimate

$316K

Since last month

$1K (+0.3%)

Since last year

$14K (+4.5%)

Since last sale

$97K (+44%)

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 +58% in the last 10 years

Month	Estimated value
2026
August 2026	$316K
July 2026	$315K
June 2026	$317K
May 2026	$313K
April 2026	$309K
March 2026	$306K
February 2026	$299K
January 2026	$297K
2025
December 2025	$294K
November 2025	$298K
October 2025	$295K
September 2025	$301K
August 2025	$303K
July 2025	$305K
June 2025	$300K
May 2025	$295K
April 2025	$297K
March 2025	$291K
February 2025	$286K
January 2025	$282K
2024
December 2024	$283K
November 2024	$287K
October 2024	$293K
September 2024	$289K
August 2024	$291K
July 2024	$292K
June 2024	$295K
May 2024	$291K
April 2024	$287K
March 2024	$288K
February 2024	$283K
January 2024	$277K
2023
December 2023	$276K
November 2023	$278K
October 2023	$279K
September 2023	$276K
August 2023	$277K
July 2023	$275K
June 2023	$271K
May 2023	$276K
April 2023	$270K
March 2023	$267K
February 2023	$260K
January 2023	$259K
2022
December 2022	$261K
November 2022	$263K
October 2022	$267K
September 2022	$264K
August 2022	$263K
July 2022	$267K
June 2022	$266K
May 2022	$266K
April 2022	$260K
March 2022	$249K
February 2022	$235K
January 2022	$237K
2021
December 2021	$235K
November 2021	$237K
October 2021	$233K
September 2021	$234K
August 2021	$235K
July 2021	$237K
June 2021	$237K
May 2021	$236K
April 2021	$238K
March 2021	$228K
February 2021	$229K
January 2021	$226K
2020
December 2020	$222K
November 2020	$221K
October 2020	$221K
September 2020	$223K
August 2020	$219K
July 2020	$222K
June 2020	$220K
May 2020	$217K
April 2020	$215K
March 2020	$214K
February 2020	$215K
January 2020	$214K
2019
December 2019	$214K
November 2019	$210K
October 2019	$216K
September 2019	$216K
August 2019	$221K
July 2019	$222K
June 2019	$219K
May 2019	$213K
April 2019	$214K
March 2019	$208K
February 2019	$208K
January 2019	$210K
2018
December 2018	$205K
November 2018	$205K
October 2018	$203K
September 2018	$200K
August 2018	$200K
July 2018	$197K
June 2018	$200K
May 2018	$199K
April 2018	$199K
March 2018	$198K
February 2018	$196K
January 2018	$190K
2017
December 2017	$196K
November 2017	$198K
October 2017	$202K
September 2017	$196K
August 2017	$202K
July 2017	$202K
June 2017	$201K
May 2017	$199K
April 2017	$195K
March 2017	$199K
February 2017	$196K
January 2017	$190K
2016
December 2016	$192K
November 2016	$194K
October 2016	$198K
September 2016	$198K
August 2016	$200K

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
17 Randolph Dr, Windsor, VA	0.02	Single-Family Home	$400,000	08/05/26	4	2	1,300
16 Holland Dr, Windsor, VA	0.31	Single-Family Home	$419,900	04/20/26	3	2	2,033
24129 Johnson Ave, Windsor, VA	0.51	Single-Family Home	$315,000	08/21/26	3	2	1,225
10 Church St, Windsor, VA	0.23	Single-Family Home	$349,900	12/04/25	3	2.5	2,000
54 Pine Ln, Windsor, VA	0.51	Single-Family Home	$315,000	04/30/26	3	2	1,557
11 Holland Ln, Windsor, VA	0.44	Single-Family Home	$440,000	06/26/26	3	2	1,635
16 W Windsor Blvd, Windsor, VA	0.31	Single-Family Home	$225,000	12/30/25	3	2	1,076
112 S Court St, Windsor, VA	0.48	Single-Family Home	$345,000	11/18/25	3	2.5	1,400
53 Pine Ln, Windsor, VA	0.54	Single-Family Home	$384,900	05/05/26	3	2	1,554
67 E Windsor Blvd, Windsor, VA	0.64	Single-Family Home	$299,900	09/26/25	3	1	1,313

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
17 Randolph Dr, Windsor, VA 23487	0.02	$400,000	4	2	1,300	Recently Sold
24 N Court St, Windsor, VA 23487	0.22	$370,000	3	1.5	1,785	Recently Sold
10 Church St, Windsor, VA 23487	0.23	$349,900	3	2.5	2,000	Recently Sold
Par A Holland Dr, Windsor, VA 23487	0.29	$59,500	-	-	-	Recently Sold
4 S Court St, Windsor, VA 23487	0.30	$45,000	-	-	-	Recently Sold
16 W Windsor Blvd, Windsor, VA 23487	0.31	$225,000	3	2	1,076	Recently Sold
16 Holland Dr, Windsor, VA 23487	0.31	$419,900	3	2	2,033	Recently Sold
47AC Holland Dr, Windsor, VA 23487	0.34	$588,900	4	2.5	2,342	For Sale
105 S Court St, Windsor, VA 23487	0.42	$354,999	3	2.5	1,480	Recently Sold
66 Church St, Windsor, VA 23487	0.44	$150,000	-	-	-	Recently Sold
40 Holland Ln, Windsor, VA 23487	0.46	$200,000	-	-	-	For Sale
14 B Ave, Windsor, VA 23487	0.46	$265,000	2	1	1,232	For Sale

Local Information

Map ViewExplore the area around 11 Randolph 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

1981

Lot Size

0.39 acres

Living Area

1,175 sqft

Price/Sqft

$269

Parking

Garage

About this House

This single-family home is located at 11 Randolph Dr, Windsor, VA. 11 Randolph Dr is in Windsor, VA and in ZIP code 23487. This property has 3 bedrooms, 2 bathrooms and approximately 1,175 sqft of floor space. This property has a lot size of 0.39 acres and was built in 1981.

11 Randolph Dr, Windsor, VA 23487 is a 3 bedroom, 2 bathroom, 1,175 sqft single-family home built in 1981. It last sold for $219,472 on May 22, 2007. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $316,200, with a rent estimate of $1,938/month.

Home Details for 11 Randolph Dr

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

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

Property Information
Year Built Year Built: 1981
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.39 acres

Price and Tax history

Date	Event	Price
May 22, 2007 Source: N/A	Sold	$219,472

Year	Property tax	Tax assessment
2025	$1,843	$237,800

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
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LGBTQ Local Legal Protections

Frequently asked questions about 11 Randolph Dr

What is 11 Randolph Dr estimated to be worth?
Trulia's estimated value for 11 Randolph Dr in Windsor, VA is $316,200.
What is the price history for 11 Randolph Dr?
11 Randolph Dr in Windsor, VA last sold for $219,472 in May 2007.
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 11 Randolph Dr have air conditioning?
Yes, 11 Randolph Dr in Windsor, VA has air conditioning.
How big is the lot at 11 Randolph Dr?
The lot at 11 Randolph Dr in Windsor, VA is about 0.39 acres (16,988 sq ft).