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 18520 Longview Dr estimated to be worth?

Trulia's estimated value for 18520 Longview Dr in Windsor, VA is $368,800 .

What is the price history for 18520 Longview Dr?

18520 Longview Dr in Windsor, VA last sold for $225,000 in May 2018.

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 18520 Longview Dr have air conditioning?

Yes, 18520 Longview Dr in Windsor, VA has air conditioning.

How big is the lot at 18520 Longview Dr?

The lot at 18520 Longview Dr in Windsor, VA is about 1 acre .

OFF MARKET

$368,800

Trulia Estimate

3 Beds
1.5 Baths
1,800 sqft (on 1 acre)

18520 Longview Dr, Windsor, VA 23487

Est. Refi. Payment $2,153/mo*

Refinance Your Home

Currently Off Market - Sold May 22, 2018 for $225,000

Home Value

Trulia Estimate

$369K

Since last month

$100 (0%)

Since last year

$7K (+2%)

Since last sale

$145K (+64.3%)

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 +63% in the last 10 years

Month	Estimated value
2026
August 2026	$370K
July 2026	$370K
June 2026	$373K
May 2026	$371K
April 2026	$369K
March 2026	$363K
February 2026	$359K
January 2026	$352K
2025
December 2025	$354K
November 2025	$357K
October 2025	$357K
September 2025	$360K
August 2025	$362K
July 2025	$365K
June 2025	$360K
May 2025	$358K
April 2025	$358K
March 2025	$351K
February 2025	$344K
January 2025	$340K
2024
December 2024	$343K
November 2024	$346K
October 2024	$353K
September 2024	$354K
August 2024	$358K
July 2024	$359K
June 2024	$358K
May 2024	$349K
April 2024	$343K
March 2024	$341K
February 2024	$335K
January 2024	$330K
2023
December 2023	$330K
November 2023	$330K
October 2023	$330K
September 2023	$331K
August 2023	$331K
July 2023	$330K
June 2023	$328K
May 2023	$323K
April 2023	$318K
March 2023	$316K
February 2023	$311K
January 2023	$313K
2022
December 2022	$315K
November 2022	$315K
October 2022	$319K
September 2022	$317K
August 2022	$315K
July 2022	$318K
June 2022	$318K
May 2022	$319K
April 2022	$316K
March 2022	$309K
February 2022	$302K
January 2022	$300K
2021
December 2021	$295K
November 2021	$297K
October 2021	$291K
September 2021	$293K
August 2021	$293K
July 2021	$294K
June 2021	$285K
May 2021	$264K
April 2021	$258K
March 2021	$257K
February 2021	$256K
January 2021	$253K
2020
December 2020	$253K
November 2020	$252K
October 2020	$248K
September 2020	$247K
August 2020	$247K
July 2020	$247K
June 2020	$246K
May 2020	$245K
April 2020	$243K
March 2020	$242K
February 2020	$241K
January 2020	$241K
2019
December 2019	$240K
November 2019	$240K
October 2019	$244K
September 2019	$243K
August 2019	$242K
July 2019	$240K
June 2019	$239K
May 2019	$238K
April 2019	$236K
March 2019	$235K
February 2019	$233K
January 2019	$232K
2018
December 2018	$230K
November 2018	$229K
October 2018	$229K
September 2018	$228K
August 2018	$227K
July 2018	$226K
June 2018	$226K
May 2018	$225K
April 2018	$228K
March 2018	$230K
February 2018	$226K
January 2018	$225K
2017
December 2017	$224K
November 2017	$226K
October 2017	$234K
September 2017	$236K
August 2017	$235K
July 2017	$241K
June 2017	$239K
May 2017	$236K
April 2017	$238K
March 2017	$232K
February 2017	$227K
January 2017	$224K
2016
December 2016	$223K
November 2016	$223K
October 2016	$225K
September 2016	$222K
August 2016	$226K

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
19263 Oliver Dr, Smithfield, VA	1.00	Single-Family Home	$392,000	01/15/26	3	2	1,744
100 Longview Cir, Smithfield, VA	0.84	Single-Family Home	$470,000	12/22/25	4	2	2,100
18390 Oliver Dr, Smithfield, VA	0.54	Single-Family Home	$490,000	06/29/26	4	3	3,024
304 Longview Cir, Smithfield, VA	1.02	Single-Family Home	$455,000	02/04/26	4	3	1,985
6556 Godwin Blvd, Suffolk, VA	1.61	Single-Family Home	$185,100	07/21/26	2	1	1,208
17424 Longview Dr, Smithfield, VA	1.08	Single-Family Home	$200,000	04/06/26	1	1	806
20277 Cherry Grove Rd N, Smithfield, VA	1.83	Single-Family Home	$340,000	03/24/26	3	2.5	1,664
20195 Cherry Grove Rd N, Smithfield, VA	1.71	Single-Family Home	$255,000	06/16/26	3	2	1,667
17134 Longview Dr, Smithfield, VA	1.61	Single-Family Home	$665,000	10/27/25	3	2	2,500
18517 Shady Pine Ln, Windsor, VA	1.27	Single-Family Home	$651,000	07/24/26	4	3	3,666

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
18390 Oliver Dr, Smithfield, VA 23430	0.54	$490,000	4	3	3,024	Recently Sold
19034 Oliver Drive, Smithfield, VA 23430	0.70	$562,900	4	2.5	2,750	Off Market
124 Holloway Dr, Smithfield, VA 23430	0.81	$675,000	4	2.5	2,620	For Sale
100 Longview Cir, Smithfield, VA 23430	0.84	$470,000	4	2	2,100	Recently Sold
19263 Oliver Dr, Smithfield, VA 23430	1.00	$392,000	3	2	1,744	Recently Sold
304 Longview Cir, Smithfield, VA 23430	1.02	$455,000	4	3	1,985	Recently Sold
18513 Shady Pine Ln, Windsor, VA 23487	1.12	$651,000	5	5	3,868	Recently Sold
18152 Private Stock Ln, Smithfield, VA 23430	1.31	$905,000	4	3	3,920	For Sale
Shady Pine Ln, Suffolk, VA 23434	1.29	$785,000	-	-	-	Recently Sold
18426 Benns Church Blvd, Smithfield, VA 23430	1.43	$267,300	3	1	960	Off Market
1326 Wharf Hill Dr, Smithfield, VA 23430	1.47	$634,504	5	4	3,691	Recently Sold
1414 Wharf Hill Dr, Smithfield, VA 23430	1.47	$668,235	5	3	3,047	Recently Sold

Local Information

Map ViewExplore the area around 18520 Longview 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

1 acre

Living Area

1,800 sqft

Price/Sqft

$205

Parking

Garage

About this House

This single-family home is located at 18520 Longview Dr, Windsor, VA. 18520 Longview Dr is in Windsor, VA and in ZIP code 23487. This property has 3 bedrooms, 2 bathrooms and approximately 1,800 sqft of floor space. This property has a lot size of 1 acre and was built in 1981.

18520 Longview Dr, Windsor, VA 23487 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1981. It last sold for $225,000 on May 22, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $368,800, with a rent estimate of $2,362/month.

Home Details for 18520 Longview Dr

Interior Features
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 5
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: 1981
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 1 acre

Price and Tax history

Date	Event	Price
May 22, 2018 Source: N/A	Sold	$225,000
Mar 27, 2018 Source: Agent Provided	Listed For Sale	$229,900
Apr 27, 2012 Source: N/A	Sold	$130,000

Year	Property tax	Tax assessment
2025	$2,395	$309,000

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 18520 Longview Dr

What is 18520 Longview Dr estimated to be worth?
Trulia's estimated value for 18520 Longview Dr in Windsor, VA is $368,800.
What is the price history for 18520 Longview Dr?
18520 Longview Dr in Windsor, VA last sold for $225,000 in May 2018.
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 18520 Longview Dr have air conditioning?
Yes, 18520 Longview Dr in Windsor, VA has air conditioning.
How big is the lot at 18520 Longview Dr?
The lot at 18520 Longview Dr in Windsor, VA is about 1 acre.