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 20491 Garrison Dr estimated to be worth?

Trulia's estimated value for 20491 Garrison Dr in Windsor, VA is $213,200 .

What is the price history for 20491 Garrison Dr?

20491 Garrison Dr in Windsor, VA last sold for $76,100 in January 1992.

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 .

How big is the lot at 20491 Garrison Dr?

The lot at 20491 Garrison Dr in Windsor, VA is about 0.96 acres (41,817 sq ft).

OFF MARKET

$213,200

Trulia Estimate

2 Beds
1 Bath
1,728 sqft (on 0.96 acres)

20491 Garrison Dr, Windsor, VA 23487

Est. Refi. Payment $1,277/mo*

Refinance Your Home

Currently Off Market - Sold Jan 13, 1992 for $76,100

Home Value

Trulia Estimate

$213K

Since last month

$400 (+0.2%)

Since last year

$5K (+2.6%)

Since last sale

$136K (+178.8%)

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 +1% in the last 10 years

Month	Estimated value
2026
August 2026	$212K
July 2026	$212K
June 2026	$210K
May 2026	$213K
April 2026	$204K
March 2026	$207K
February 2026	$203K
January 2026	$198K
2025
December 2025	$203K
November 2025	$200K
October 2025	$199K
September 2025	$207K
August 2025	$207K
July 2025	$215K
June 2025	$211K
May 2025	$206K
April 2025	$202K
March 2025	$195K
February 2025	$188K
January 2025	$185K
2024
December 2024	$191K
November 2024	$195K
October 2024	$214K
September 2024	$206K
August 2024	$210K
July 2024	$213K
June 2024	$214K
May 2024	$198K
April 2024	$195K
March 2024	$198K
February 2024	$189K
January 2024	$179K
2023
December 2023	$177K
November 2023	$186K
October 2023	$181K
September 2023	$187K
August 2023	$181K
July 2023	$190K
June 2023	$184K
May 2023	$181K
April 2023	$174K
March 2023	$170K
February 2023	$159K
January 2023	$162K
2022
December 2022	$164K
November 2022	$167K
October 2022	$173K
September 2022	$174K
August 2022	$175K
July 2022	$180K
June 2022	$184K
May 2022	$182K
April 2022	$178K
March 2022	$174K
February 2022	$170K
January 2022	$173K
2021
December 2021	$170K
November 2021	$174K
October 2021	$171K
September 2021	$171K
August 2021	$175K
July 2021	$180K
June 2021	$181K
May 2021	$176K
April 2021	$177K
March 2021	$170K
February 2021	$169K
January 2021	$167K
2020
December 2020	$166K
November 2020	$164K
October 2020	$161K
September 2020	$162K
August 2020	$166K
July 2020	$165K
June 2020	$163K
May 2020	$163K
April 2020	$164K
March 2020	$162K
February 2020	$168K
January 2020	$169K
2019
December 2019	$167K
November 2019	$177K
October 2019	$166K
September 2019	$165K
August 2019	$162K
July 2019	$164K
June 2019	$166K
May 2019	$163K
April 2019	$166K
March 2019	$173K
February 2019	$170K
January 2019	$176K
2018
December 2018	$177K
November 2018	$178K
October 2018	$177K
September 2018	$173K
August 2018	$165K
July 2018	$167K
June 2018	$165K
May 2018	$159K
April 2018	$157K
March 2018	$156K
February 2018	$153K
January 2018	$153K
2017
December 2017	$156K
November 2017	$157K
October 2017	$164K
September 2017	$163K
August 2017	$168K
July 2017	$163K
June 2017	$159K
May 2017	$150K
April 2017	$151K
March 2017	$160K
February 2017	$156K
January 2017	$151K
2016
December 2016	$163K
November 2016	$156K
October 2016	$148K
September 2016	$145K
August 2016	$210K

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
8151 Windsor Blvd, Zuni, VA	1.57	Single-Family Home	$335,000	09/29/25	3	2.5	1,600
8277 Mill Creek Dr, Zuni, VA	1.86	Single-Family Home	$300,000	05/22/26	3	1.5	960
23227 Stave Mill Rd, Windsor, VA	2.50	Single-Family Home	$150,000	03/25/26	2	1	750
7445 Mill Creek Dr, Zuni, VA	2.26	Single-Family Home	$226,000	07/08/26	1	1	672
10121 Magnolia Manor Ln, Windsor, VA	2.80	Single-Family Home	$65,601	04/23/26	3	2	2,222
6473 Pressley Way, Zuni, VA	2.56	Single-Family Home	$345,000	10/10/25	3	2.5	1,360
7458 Mill Creek Dr, Zuni, VA	2.33	Single-Family Home	$507,000	11/07/25	4	2.5	2,686
7363 Mill Creek Dr, Zuni, VA	2.38	Single-Family Home	$475,000	11/19/25	4	3	2,334
23179 Antioch Rd, Windsor, VA	2.36	Single-Family Home	$283,150	07/06/26	3	3	2,902
9545 W Windsor Blvd, Windsor, VA	2.79	Single-Family Home	$250,000	08/11/26	2	1	1,086

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
7496 Yellow Hammer Rd, Zuni, VA 23898	1.12	$260,000	-	-	-	For Sale
464 Bracey Cir, Windsor, VA 23487	1.23	$85,900	3	2	1,128	For Sale
419 Bracey Cir, Windsor, VA 23487	1.24	$115,900	3	2	1,280	For Sale
308 Pheasant Ln, Windsor, VA 23487	1.37	$69,900	3	2	1,216	For Sale
225 Partridge Ln, Windsor, VA 23487	1.39	$81,900	2	1	686	For Sale
8747 Fire Tower Rd, Windsor, VA 23487	1.51	$329,900	3	1	1,424	Off Market

Local Information

Map ViewExplore the area around 20491 Garrison 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

1871

Lot Size

0.96 acres

Living Area

1,728 sqft

Price/Sqft

$123

About this House

This single-family home is located at 20491 Garrison Dr, Windsor, VA. 20491 Garrison Dr is in Windsor, VA and in ZIP code 23487. This property has 2 bedrooms, 1 bathroom and approximately 1,728 sqft of floor space. This property has a lot size of 0.96 acres and was built in 1871.

20491 Garrison Dr, Windsor, VA 23487 is a 2 bedroom, 1 bathroom, 1,728 sqft single-family home built in 1871. It last sold for $76,100 on Jan 13, 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $213,200, with a rent estimate of $1,528/month.

Home Details for 20491 Garrison Dr

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 5
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised

Property Information
Year Built Year Built: 1871
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.96 acres

Price and Tax history

Date	Event	Price
Jan 13, 1992 Source: N/A	Sold	$76,100

Year	Property tax	Tax assessment
2025	$1,470	$189,700

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 20491 Garrison Dr

What is 20491 Garrison Dr estimated to be worth?
Trulia's estimated value for 20491 Garrison Dr in Windsor, VA is $213,200.
What is the price history for 20491 Garrison Dr?
20491 Garrison Dr in Windsor, VA last sold for $76,100 in January 1992.
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.
How big is the lot at 20491 Garrison Dr?
The lot at 20491 Garrison Dr in Windsor, VA is about 0.96 acres (41,817 sq ft).