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 18545 Longview Dr estimated to be worth?

Trulia's estimated value for 18545 Longview Dr in Windsor, VA is $554,100 .

What is the price history for 18545 Longview Dr?

18545 Longview Dr in Windsor, VA last sold for $350,000 in February 2017.

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 18545 Longview Dr have air conditioning?

Yes, 18545 Longview Dr in Windsor, VA has air conditioning.

Does 18545 Longview Dr have laundry facilities?

Yes, 18545 Longview Dr in Windsor, VA has in-unit laundry.

OFF MARKET

$554,100

Trulia Estimate

4 Beds
3 Baths
2,796 sqft (on 1 acre)

18545 Longview Dr, Windsor, VA 23487

Est. Refi. Payment $3,180/mo*

Refinance Your Home

Currently Off Market - Sold Feb 6, 2017 for $350,000

Home Value

Trulia Estimate

$554K

Since last month

$3K (+0.6%)

Since last year

$12K (+2.2%)

Since last sale

$203K (+58.1%)

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 +56% in the last 10 years

Month	Estimated value
2026
August 2026	$553K
July 2026	$550K
June 2026	$558K
May 2026	$551K
April 2026	$552K
March 2026	$546K
February 2026	$544K
January 2026	$534K
2025
December 2025	$534K
November 2025	$535K
October 2025	$537K
September 2025	$538K
August 2025	$541K
July 2025	$546K
June 2025	$541K
May 2025	$543K
April 2025	$538K
March 2025	$532K
February 2025	$527K
January 2025	$518K
2024
December 2024	$523K
November 2024	$529K
October 2024	$533K
September 2024	$532K
August 2024	$535K
July 2024	$533K
June 2024	$530K
May 2024	$519K
April 2024	$510K
March 2024	$509K
February 2024	$504K
January 2024	$497K
2023
December 2023	$493K
November 2023	$495K
October 2023	$492K
September 2023	$496K
August 2023	$494K
July 2023	$495K
June 2023	$490K
May 2023	$490K
April 2023	$485K
March 2023	$483K
February 2023	$475K
January 2023	$474K
2022
December 2022	$474K
November 2022	$475K
October 2022	$481K
September 2022	$477K
August 2022	$473K
July 2022	$476K
June 2022	$476K
May 2022	$478K
April 2022	$475K
March 2022	$464K
February 2022	$457K
January 2022	$454K
2021
December 2021	$445K
November 2021	$447K
October 2021	$439K
September 2021	$443K
August 2021	$441K
July 2021	$441K
June 2021	$439K
May 2021	$433K
April 2021	$422K
March 2021	$413K
February 2021	$408K
January 2021	$406K
2020
December 2020	$398K
November 2020	$390K
October 2020	$379K
September 2020	$374K
August 2020	$383K
July 2020	$383K
June 2020	$380K
May 2020	$371K
April 2020	$373K
March 2020	$378K
February 2020	$387K
January 2020	$395K
2019
December 2019	$394K
November 2019	$393K
October 2019	$401K
September 2019	$399K
August 2019	$397K
July 2019	$394K
June 2019	$391K
May 2019	$390K
April 2019	$387K
March 2019	$385K
February 2019	$383K
January 2019	$380K
2018
December 2018	$377K
November 2018	$375K
October 2018	$375K
September 2018	$373K
August 2018	$372K
July 2018	$371K
June 2018	$371K
May 2018	$370K
April 2018	$368K
March 2018	$367K
February 2018	$365K
January 2018	$364K
2017
December 2017	$363K
November 2017	$362K
October 2017	$360K
September 2017	$359K
August 2017	$358K
July 2017	$356K
June 2017	$355K
May 2017	$354K
April 2017	$353K
March 2017	$352K
February 2017	$351K
January 2017	$348K
2016
December 2016	$348K
November 2016	$354K
October 2016	$355K
September 2016	$356K
August 2016	$355K

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
18390 Oliver Dr, Smithfield, VA	0.53	Single-Family Home	$490,000	06/29/26	4	3	3,024
100 Longview Cir, Smithfield, VA	0.81	Single-Family Home	$470,000	12/22/25	4	2	2,100
304 Longview Cir, Smithfield, VA	0.98	Single-Family Home	$455,000	02/04/26	4	3	1,985
19263 Oliver Dr, Smithfield, VA	0.96	Single-Family Home	$392,000	01/15/26	3	2	1,744
18517 Shady Pine Ln, Windsor, VA	1.24	Single-Family Home	$651,000	07/24/26	4	3	3,666
1414 Wharf Hill Dr, Smithfield, VA	1.43	Single-Family Home	$668,235	12/23/25	5	3	3,047
18513 Shady Pine Ln, Windsor, VA	1.09	Single-Family Home	$651,000	07/23/26	5	5	3,868
20277 Cherry Grove Rd N, Smithfield, VA	1.78	Single-Family Home	$340,000	03/24/26	3	2.5	1,664
6341 Godwin Blvd, Suffolk, VA	1.45	Single-Family Home	$750,000	01/28/26	5	3.5	2,592
17134 Longview Dr, Smithfield, VA	1.62	Single-Family Home	$665,000	10/27/25	3	2	2,500

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	0.53	$490,000	4	3	3,024	Recently Sold
19034 Oliver Drive, Smithfield, VA 23430	0.67	$562,900	4	2.5	2,750	Off Market
124 Holloway Dr, Smithfield, VA 23430	0.76	$675,000	4	2.5	2,620	For Sale
100 Longview Cir, Smithfield, VA 23430	0.81	$470,000	4	2	2,100	Recently Sold
19263 Oliver Dr, Smithfield, VA 23430	0.96	$392,000	3	2	1,744	Recently Sold
304 Longview Cir, Smithfield, VA 23430	0.98	$455,000	4	3	1,985	Recently Sold
18513 Shady Pine Ln, Windsor, VA 23487	1.09	$651,000	5	5	3,868	Recently Sold
Shady Pine Ln, Suffolk, VA 23434	1.26	$785,000	-	-	-	Recently Sold
18152 Private Stock Ln, Smithfield, VA 23430	1.33	$905,000	4	3	3,920	For Sale
18426 Benns Church Blvd, Smithfield, VA 23430	1.38	$267,300	3	1	960	Off Market
1326 Wharf Hill Dr, Smithfield, VA 23430	1.43	$634,504	5	4	3,691	Recently Sold
1414 Wharf Hill Dr, Smithfield, VA 23430	1.43	$668,235	5	3	3,047	Recently Sold

Local Information

Map ViewExplore the area around 18545 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

2005

Lot Size

1 acre

Living Area

2,796 sqft

Price/Sqft

$198

Parking

Garage

About this House

CUSTOM BUILT ONE OWNER HOME IS LOCATED IN A QUIET COUNTRY SETTING.HOME OFFERS NUMEROUS UPGRADES INCLUDING KITCHEN CABINETS WINDOWS DOORS & SO MUCH MORE.SELLER HAS AUTHORIZED $10 000 TO BE USED AT BUYER'S DISCRETION TOWARDS CLOSING COSTS FLOORING ETC.

18545 Longview Dr, Windsor, VA 23487 is a 4 bedroom, 3 bathroom, 2,796 sqft single-family home built in 2005. It last sold for $350,000 on Feb 6, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $554,100, with a rent estimate of $2,965/month.

Home Details for 18545 Longview Dr

Interior Features
Heating & Cooling Heating: Heat Pump, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Interior Details Number of Rooms: 9Types of Rooms: Walk In Closet
Appliances & Utilities DishwasherDryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: AsphaltExterior: VinylFoundation Type: Crawl Raised
Parking & Garage GarageParking Spaces: 2Parking: Carport, Garage Attached

Property Information
Year Built Year Built: 2005
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 1 acre

Price and Tax history

Date	Event	Price
Feb 6, 2017 Source: N/A	Sold	$350,000
Oct 9, 2014 Source: Agent Provided	ListingRemoved	$339,900
Aug 31, 2014 Source: Agent Provided	PriceChange	$339,900 Price decreased by 3%
Jul 14, 2014 Source: Agent Provided	PriceChange	$349,900 Price decreased by 3%
Jun 2, 2014 Source: Agent Provided	PriceChange	$359,900 Price decreased by 1%
Apr 19, 2014 Source: Agent Provided	PriceChange	$364,900 Price decreased by 3%
Feb 20, 2014 Source: Agent Provided	Listed For Sale	$374,900

Year	Property tax	Tax assessment
2025	$3,844	$496,000

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
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LGBTQ Local Legal Protections

Frequently asked questions about 18545 Longview Dr

What is 18545 Longview Dr estimated to be worth?
Trulia's estimated value for 18545 Longview Dr in Windsor, VA is $554,100.
What is the price history for 18545 Longview Dr?
18545 Longview Dr in Windsor, VA last sold for $350,000 in February 2017.
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 18545 Longview Dr have air conditioning?
Yes, 18545 Longview Dr in Windsor, VA has air conditioning.
Does 18545 Longview Dr have laundry facilities?
Yes, 18545 Longview Dr in Windsor, VA has in-unit laundry.