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 21158 Orbit Rd estimated to be worth?

Trulia's estimated value for 21158 Orbit Rd in Windsor, VA is $743,300 .

What is the price history for 21158 Orbit Rd?

21158 Orbit Rd in Windsor, VA last sold for $423,750 in May 2016.

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 21158 Orbit Rd have air conditioning?

Yes, 21158 Orbit Rd in Windsor, VA has air conditioning.

How big is the lot at 21158 Orbit Rd?

The lot at 21158 Orbit Rd in Windsor, VA is about 17 acres .

OFF MARKET

$743,300

Trulia Estimate

3 Beds
3.5 Baths
2,230 sqft (on 16.96 acres)

21158 Orbit Rd, Windsor, VA 23487

Est. Refi. Payment $4,509/mo*

Refinance Your Home

Currently Off Market - Sold May 5, 2016 for $423,750

Home Value

Trulia Estimate

$743K

Since last month

$4K (+0.5%)

Since last year

$24K (+3.3%)

Since last sale

$324K (+76.4%)

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 +74% in the last 10 years

Month	Estimated value
2026
September 2026	$747K
August 2026	$743K
July 2026	$747K
June 2026	$750K
May 2026	$745K
April 2026	$733K
March 2026	$725K
February 2026	$732K
January 2026	$716K
2025
December 2025	$715K
November 2025	$726K
October 2025	$719K
September 2025	$723K
August 2025	$729K
July 2025	$737K
June 2025	$733K
May 2025	$737K
April 2025	$731K
March 2025	$727K
February 2025	$719K
January 2025	$709K
2024
December 2024	$708K
November 2024	$709K
October 2024	$718K
September 2024	$708K
August 2024	$709K
July 2024	$710K
June 2024	$700K
May 2024	$676K
April 2024	$667K
March 2024	$671K
February 2024	$664K
January 2024	$649K
2023
December 2023	$648K
November 2023	$645K
October 2023	$646K
September 2023	$643K
August 2023	$640K
July 2023	$635K
June 2023	$623K
May 2023	$624K
April 2023	$618K
March 2023	$617K
February 2023	$606K
January 2023	$602K
2022
December 2022	$602K
November 2022	$603K
October 2022	$609K
September 2022	$603K
August 2022	$599K
July 2022	$604K
June 2022	$606K
May 2022	$607K
April 2022	$601K
March 2022	$591K
February 2022	$583K
January 2022	$577K
2021
December 2021	$565K
November 2021	$567K
October 2021	$555K
September 2021	$557K
August 2021	$554K
July 2021	$552K
June 2021	$541K
May 2021	$514K
April 2021	$494K
March 2021	$478K
February 2021	$474K
January 2021	$470K
2020
December 2020	$461K
November 2020	$455K
October 2020	$459K
September 2020	$466K
August 2020	$464K
July 2020	$462K
June 2020	$458K
May 2020	$456K
April 2020	$452K
March 2020	$451K
February 2020	$450K
January 2020	$450K
2019
December 2019	$449K
November 2019	$463K
October 2019	$459K
September 2019	$453K
August 2019	$445K
July 2019	$443K
June 2019	$461K
May 2019	$470K
April 2019	$481K
March 2019	$478K
February 2019	$475K
January 2019	$472K
2018
December 2018	$469K
November 2018	$466K
October 2018	$466K
September 2018	$464K
August 2018	$462K
July 2018	$461K
June 2018	$460K
May 2018	$459K
April 2018	$457K
March 2018	$456K
February 2018	$454K
January 2018	$453K
2017
December 2017	$451K
November 2017	$449K
October 2017	$447K
September 2017	$446K
August 2017	$444K
July 2017	$442K
June 2017	$441K
May 2017	$440K
April 2017	$439K
March 2017	$438K
February 2017	$436K
January 2017	$435K
2016
December 2016	$433K
November 2016	$432K
October 2016	$430K
September 2016	$429K

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
15410 Burnt Mill Ln, Windsor, VA	1.24	Single-Family Home	$260,000	07/15/26	3	2	1,927
15023 Five Forks Rd, Windsor, VA	2.68	Single-Family Home	$1,025,000	07/09/26	3	3.5	2,919
4379 Tason Dr, Suffolk, VA	2.92	Single-Family Home	$465,000	10/08/25	3	2.5	2,174
4387 Lake Prince Dr, Suffolk, VA	2.94	Single-Family Home	$420,000	12/22/25	3	2	2,005
13350 Shiloh Dr, Windsor, VA	2.71	Single-Family Home	$315,000	11/25/25	3	2	1,458
13268 Shiloh Dr, Windsor, VA	2.77	Single-Family Home	$300,000	04/22/26	3	2	1,420
23115 Deer Path Trl, Windsor, VA	3.01	Single-Family Home	$300,000	01/27/26	3	2	1,673
13421 Shiloh Dr, Windsor, VA	2.58	Single-Family Home	$270,000	05/29/26	2	2	1,377
Orbit Rd, Windsor, VA	0.55	Single-Family Home	$55,000	04/30/26		-	-
18688 Orbit Rd, Windsor, VA	2.34	Single-Family Home	$70,000	08/12/26	3	1	1,152

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
9367 Tar Rd, Windsor, VA 23487	4.45	$486,000	Studio	-	-	Off Market
20701 Murphy Mill Rd, Windsor, VA 23487	0.91	$328,500	3	2	1,344	Off Market
19594 Quaker Rd, Windsor, VA 23487	2.16	$427,000	3	2	2,002	Off Market
Sandy Ridge Dr, Windsor, VA 23487	3.79	$169,600	2	1	960	Off Market
18520 Shady Pine Ln, Windsor, VA 23487	4.52	$256,900	2	2	1,080	Off Market

Local Information

Map ViewExplore the area around 21158 Orbit Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2009

16.96 acre lot

2,230 sqft

$333/sqft

Garage

About this House

NESTLED IN THE QUIET FIELDS OF ORBIT ROAD, THIS HOME IS THE SAILPLANE ENTHUSIAST DREAM. WATCH THE GLIDERS FROM YOUR FRONT PORCH OR ANY WHERE ON THIS 16.96 ACRE HOMESITE. CUSTOM CABINETS AND GRANITE IN THE OPEN KITCHEN MAKES IT A GREAT PLACE FOR ENTERTAINMENT. GLIDE ON BY THIS HOME!

21158 Orbit Rd, Windsor, VA 23487 is a 3 bedroom, 4 bathroom, 2,230 sqft single-family home built in 2009. It last sold for $423,750 on May 5, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $743,300, with a rent estimate of $2,762/month.

Home Details for 21158 Orbit Rd

Interior Features
Heating & Cooling Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Hardwood
Interior Details Number of Rooms: 7Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities Cable ReadyDishwasherMicrowaveWasher
Fireplace & Spa Jetted Bath Tub

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Vinyl, WoodFoundation Type: Crawl RaisedPorch
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 2009
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 16.96 acres

Price and Tax history

Date	Event	Price
May 5, 2016 Source: N/A	Sold	$423,750
Apr 14, 2016 Source: Agent Provided	PendingToActive	$440,000
Apr 14, 2016 Source: Agent Provided	Pending	$440,000
Mar 16, 2016 Source: Agent Provided	PendingToActive	$440,000
Mar 16, 2016 Source: Agent Provided	Pending	$440,000
Mar 8, 2016 Source: Agent Provided	PriceChange	$440,000 Price decreased by 19%
Feb 8, 2016 Source: Agent Provided	Listed For Sale	$540,000
Sep 14, 2009 Source: N/A	Sold	$85,000

Year	Property tax	Tax assessment
2025	$5,010	$646,500

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
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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 21158 Orbit Rd

What is 21158 Orbit Rd estimated to be worth?
Trulia's estimated value for 21158 Orbit Rd in Windsor, VA is $743,300.
What is the price history for 21158 Orbit Rd?
21158 Orbit Rd in Windsor, VA last sold for $423,750 in May 2016.
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 21158 Orbit Rd have air conditioning?
Yes, 21158 Orbit Rd in Windsor, VA has air conditioning.
How big is the lot at 21158 Orbit Rd?
The lot at 21158 Orbit Rd in Windsor, VA is about 17 acres.