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 20137 Longview Dr estimated to be worth?

Trulia's estimated value for 20137 Longview Dr in Windsor, VA is $294,500 .

What is the price history for 20137 Longview Dr?

20137 Longview Dr in Windsor, VA last sold for $209,000 in March 2020.

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 20137 Longview Dr have air conditioning?

Yes, 20137 Longview Dr in Windsor, VA has air conditioning.

How big is the lot at 20137 Longview Dr?

The lot at 20137 Longview Dr in Windsor, VA is about 0.24 acres (10,454 sq ft).

OFF MARKET

$294,500

Trulia Estimate

3 Beds
2 Baths
1,432 sqft

20137 Longview Dr, Windsor, VA 23487

Est. Refi. Payment $1,735/mo*

Refinance Your Home

Currently Off Market - Sold Mar 13, 2020 for $209,000

Home Value

Trulia Estimate

$295K

Since last month

$1K (+0.4%)

Since last year

$5K (+1.6%)

Since last sale

$86K (+41%)

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 +88% in the last 10 years

Month	Estimated value
2026
August 2026	$295K
July 2026	$294K
June 2026	$299K
May 2026	$295K
April 2026	$295K
March 2026	$293K
February 2026	$289K
January 2026	$283K
2025
December 2025	$285K
November 2025	$284K
October 2025	$286K
September 2025	$287K
August 2025	$290K
July 2025	$292K
June 2025	$287K
May 2025	$287K
April 2025	$286K
March 2025	$282K
February 2025	$278K
January 2025	$276K
2024
December 2024	$278K
November 2024	$280K
October 2024	$287K
September 2024	$286K
August 2024	$286K
July 2024	$285K
June 2024	$286K
May 2024	$284K
April 2024	$283K
March 2024	$282K
February 2024	$281K
January 2024	$276K
2023
December 2023	$276K
November 2023	$274K
October 2023	$278K
September 2023	$275K
August 2023	$274K
July 2023	$278K
June 2023	$277K
May 2023	$270K
April 2023	$267K
March 2023	$263K
February 2023	$258K
January 2023	$258K
2022
December 2022	$259K
November 2022	$260K
October 2022	$263K
September 2022	$261K
August 2022	$260K
July 2022	$263K
June 2022	$264K
May 2022	$265K
April 2022	$263K
March 2022	$257K
February 2022	$252K
January 2022	$250K
2021
December 2021	$248K
November 2021	$248K
October 2021	$243K
September 2021	$241K
August 2021	$228K
July 2021	$228K
June 2021	$227K
May 2021	$226K
April 2021	$223K
March 2021	$222K
February 2021	$221K
January 2021	$218K
2020
December 2020	$218K
November 2020	$217K
October 2020	$214K
September 2020	$213K
August 2020	$213K
July 2020	$212K
June 2020	$212K
May 2020	$211K
April 2020	$208K
March 2020	$208K
February 2020	$203K
January 2020	$173K
2019
December 2019	$174K
November 2019	$200K
October 2019	$201K
September 2019	$198K
August 2019	$186K
July 2019	$187K
June 2019	$188K
May 2019	$193K
April 2019	$184K
March 2019	$185K
February 2019	$190K
January 2019	$189K
2018
December 2018	$193K
November 2018	$188K
October 2018	$184K
September 2018	$175K
August 2018	$185K
July 2018	$179K
June 2018	$179K
May 2018	$179K
April 2018	$177K
March 2018	$180K
February 2018	$176K
January 2018	$175K
2017
December 2017	$174K
November 2017	$171K
October 2017	$176K
September 2017	$161K
August 2017	$158K
July 2017	$161K
June 2017	$155K
May 2017	$164K
April 2017	$160K
March 2017	$148K
February 2017	$151K
January 2017	$152K
2016
December 2016	$161K
November 2016	$152K
October 2016	$154K
September 2016	$157K
August 2016	$157K

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
122 Birch Ln, Suffolk, VA	2.09	Single-Family Home	$295,000	09/02/25	3	2	1,147
5504 Godwin Blvd, Suffolk, VA	2.06	Single-Family Home	$305,000	06/10/26	3	1	1,681
18517 Shady Pine Ln, Windsor, VA	1.08	Single-Family Home	$651,000	07/24/26	4	3	3,666
5825 Hawk Ln, Suffolk, VA	2.20	Single-Family Home	$153,425	12/19/25	3	2	1,300
18513 Shady Pine Ln, Windsor, VA	0.93	Single-Family Home	$651,000	07/23/26	5	5	3,868
5856 Godwin Blvd, Suffolk, VA	2.19	Single-Family Home	$218,765	01/27/26	3	1	1,256
19263 Oliver Dr, Smithfield, VA	2.15	Single-Family Home	$392,000	01/15/26	3	2	1,744
6371 Everets Rd, Suffolk, VA	1.96	Single-Family Home	$455,000	07/29/26	3	2	1,843
100 Longview Cir, Smithfield, VA	2.09	Single-Family Home	$470,000	12/22/25	4	2	2,100
5544 Godwin Blvd, Suffolk, VA	2.03	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
20155 Longview Dr, Windsor, VA 23487	0.19	$772,200	4	4	3,040	Off Market

Local Information

Map ViewExplore the area around 20137 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

1954

Living Area

1,432 sqft

Price/Sqft

$206

About this House

Call us to see this 3 bedroom/2 full bath, 1,432 sq ft ranch home in the country! Updated Kitchen with granite island and lovely updated cabinetry awaits a new homeowner to get ready for summer cookouts, and evening fire pit gatherings in our fenced in backyard! Ceramic Flooring, carpeted den for cozy nights or sit on your front porch and feel the spring or fall crisp air in sough out Isle of Wight! This is the one you have been waiting for.

20137 Longview Dr, Windsor, VA 23487 is a 3 bedroom, 2 bathroom, 1,432 sqft single-family home built in 1954. It last sold for $209,000 on Mar 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $294,500, with a rent estimate of $2,152/month.

Home Details for 20137 Longview Dr

Interior Features
Heating & Cooling Heating: Heat Pump, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet, Linoleum Vinyl
Interior Details Additional StorageAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Master BathStorageCeiling Fan
Appliances & Utilities Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: VinylFoundation Type: Crawl RaisedPorch
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1954
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 10454 sqft

Price and Tax history

Date	Event	Price
Mar 13, 2020 Source: N/A	Sold	$209,000
Feb 6, 2020 Source: Agent Provided	Listed For Sale	$209,000
May 3, 2013 Source: N/A	Sold	$175,000
Feb 22, 2013 Source: Agent Provided	Listed For Sale	$175,000
Nov 21, 2005 Source: N/A	Sold	$108,900

Year	Property tax	Tax assessment
2025	$1,518	$195,900

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 20137 Longview Dr

What is 20137 Longview Dr estimated to be worth?
Trulia's estimated value for 20137 Longview Dr in Windsor, VA is $294,500.
What is the price history for 20137 Longview Dr?
20137 Longview Dr in Windsor, VA last sold for $209,000 in March 2020.
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 20137 Longview Dr have air conditioning?
Yes, 20137 Longview Dr in Windsor, VA has air conditioning.
How big is the lot at 20137 Longview Dr?
The lot at 20137 Longview Dr in Windsor, VA is about 0.24 acres (10,454 sq ft).