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 20423 Longview Dr estimated to be worth?

Trulia's estimated value for 20423 Longview Dr in Smithfield, VA is $721,400 .

What is the price history for 20423 Longview Dr?

20423 Longview Dr in Smithfield, VA last sold for $395,700 in May 2017.

Is Smithfield a buyer's or seller's market?

Smithfield is currently a balanced market, based on recent for-sale activity.

What do residents say about Smithfield?

Residents describe Smithfield, VA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Smithfield, VA .

Does 20423 Longview Dr have air conditioning?

Yes, 20423 Longview Dr in Smithfield, VA has air conditioning.

Does 20423 Longview Dr have a pool?

Yes, 20423 Longview Dr in Smithfield, VA has a pool.

OFF MARKET

$721,400

Trulia Estimate

4 Beds
3 Baths
2,600 sqft (on 15 acres)

20423 Longview Dr, Smithfield, VA 23487

Est. Refi. Payment $4,332/mo*

Refinance Your Home

Currently Off Market - Sold May 17, 2017 for $395,700

Home Value

Trulia Estimate

$721K

Since last month

$6K (+0.8%)

Since last year

$40K (+5.9%)

Since last sale

$326K (+82.3%)

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 +169% in the last 10 years

Month	Estimated value
2026
August 2026	$721K
August 2026	$721K
July 2026	$716K
June 2026	$722K
May 2026	$718K
April 2026	$697K
March 2026	$692K
February 2026	$680K
January 2026	$670K
2025
December 2025	$674K
November 2025	$689K
October 2025	$679K
September 2025	$685K
August 2025	$682K
July 2025	$697K
June 2025	$680K
May 2025	$664K
April 2025	$679K
March 2025	$671K
February 2025	$648K
January 2025	$652K
2024
December 2024	$659K
November 2024	$662K
October 2024	$665K
September 2024	$671K
August 2024	$663K
July 2024	$654K
June 2024	$641K
May 2024	$662K
April 2024	$627K
March 2024	$655K
February 2024	$645K
January 2024	$622K
2023
December 2023	$631K
November 2023	$607K
October 2023	$605K
September 2023	$597K
August 2023	$610K
July 2023	$604K
June 2023	$624K
May 2023	$546K
April 2023	$550K
March 2023	$530K
February 2023	$535K
January 2023	$534K
2022
December 2022	$557K
November 2022	$554K
October 2022	$554K
September 2022	$533K
August 2022	$548K
July 2022	$532K
June 2022	$535K
May 2022	$549K
April 2022	$558K
March 2022	$540K
February 2022	$527K
January 2022	$521K
2021
December 2021	$537K
November 2021	$523K
October 2021	$508K
September 2021	$445K
August 2021	$435K
July 2021	$403K
June 2021	$442K
May 2021	$270K
April 2021	$281K
March 2021	$283K
February 2021	$285K
January 2021	$280K
2020
December 2020	$275K
November 2020	$266K
October 2020	$267K
September 2020	$245K
August 2020	$261K
July 2020	$296K
June 2020	$357K
May 2020	$418K
April 2020	$445K
March 2020	$444K
February 2020	$442K
January 2020	$442K
2019
December 2019	$440K
November 2019	$440K
October 2019	$448K
September 2019	$447K
August 2019	$444K
July 2019	$441K
June 2019	$438K
May 2019	$437K
April 2019	$434K
March 2019	$432K
February 2019	$429K
January 2019	$425K
2018
December 2018	$422K
November 2018	$420K
October 2018	$420K
September 2018	$418K
August 2018	$417K
July 2018	$416K
June 2018	$415K
May 2018	$414K
April 2018	$412K
March 2018	$411K
February 2018	$409K
January 2018	$408K
2017
December 2017	$406K
November 2017	$405K
October 2017	$404K
September 2017	$402K
August 2017	$400K
July 2017	$399K
June 2017	$397K
May 2017	$396K
April 2017	$263K
March 2017	$267K
February 2017	$269K
January 2017	$278K
2016
December 2016	$281K
November 2016	$268K
October 2016	$267K
September 2016	$268K

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
18517 Shady Pine Ln, Windsor, VA	1.26	Single-Family Home	$651,000	07/24/26	4	3	3,666
18513 Shady Pine Ln, Windsor, VA	1.17	Single-Family Home	$651,000	07/23/26	5	5	3,868
6371 Everets Rd, Suffolk, VA	1.64	Single-Family Home	$455,000	07/29/26	3	2	1,843
153 American Way, Suffolk, VA	1.87	Single-Family Home	$419,900	03/16/26	4	2.5	2,134
150 American Way, Suffolk, VA	1.91	Single-Family Home	$440,000	08/14/26	4	2.5	2,327
137 American Way, Suffolk, VA	1.91	Single-Family Home	$410,000	11/18/25	5	3	2,129
255 Veterans Ct, Suffolk, VA	1.91	Single-Family Home	$399,999	10/07/25	3	2.5	1,885
163 American Way, Suffolk, VA	1.91	Single-Family Home	$390,000	06/30/26	3	2.5	1,680
100 Wren Rd, Suffolk, VA	2.13	Single-Family Home	$382,000	09/23/25	4	2.5	2,091
5544 Godwin Blvd, Suffolk, VA	1.92	Single-Family Home	$310,000	01/23/26	3	2.5	1,360

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
18513 Shady Pine Ln, Windsor, VA 23487	1.17	$651,000	5	5	3,868	Recently Sold
Shady Pine Ln, Suffolk, VA 23434	1.25	$785,000	-	-	-	Recently Sold
5633 Everets Rd, Suffolk, VA 23434	1.43	$1,475,000	5	3	5,995	For Sale
6367 Everets Rd, Suffolk, VA 23434	1.51	$600,000	4	2.5	2,738	For Sale

Local Information

Map ViewExplore the area around 20423 Longview Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2017

15 acre lot

2,600 sqft

$277/sqft

Garage

About this House

This single-family home is located at 20423 Longview Dr, Smithfield, VA. 20423 Longview Dr is in Smithfield, VA and in ZIP code 23487. This property has 4 bedrooms, 3 bathrooms and approximately 2,600 sqft of floor space. This property has a lot size of 15.00 acres and was built in 2017.

20423 Longview Dr, Smithfield, VA 23487 is a 4 bedroom, 3 bathroom, 2,600 sqft single-family home built in 2017. It last sold for $395,700 on May 17, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $721,400, with a rent estimate of $3,208/month.

Home Details for 20423 Longview Dr

Interior Features
Interior Details BasementAdditional StorageAtticStorageCeiling Fan
Heating & Cooling Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities DisposalMicrowave
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: AsphaltExterior: VinylGardenPatio
Pool Pool
Parking & Garage GarageParking: Carport, Garage Attached, Off Street

Property Information
Year Built Year Built: 2017
Property Type / Style Property Type: Single Family Home

Building
Levels, Entrance, & Accessibility Disabled Access

Lot Information
Lot Area: 15.00 acres

Additional Information
Greenhouse

Price and Tax history

Date	Event	Price
May 17, 2017 Source: N/A	Sold	$395,700

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

4MoM

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 20423 Longview Dr

What is 20423 Longview Dr estimated to be worth?
Trulia's estimated value for 20423 Longview Dr in Smithfield, VA is $721,400.
What is the price history for 20423 Longview Dr?
20423 Longview Dr in Smithfield, VA last sold for $395,700 in May 2017.
Is Smithfield a buyer's or seller's market?
Smithfield is currently a balanced market, based on recent for-sale activity.
What do residents say about Smithfield?
Residents describe Smithfield, VA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Smithfield, VA.
Does 20423 Longview Dr have air conditioning?
Yes, 20423 Longview Dr in Smithfield, VA has air conditioning.
Does 20423 Longview Dr have a pool?
Yes, 20423 Longview Dr in Smithfield, VA has a pool.