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 14 Roberts Ave estimated to be worth?

Trulia's estimated value for 14 Roberts Ave in Windsor, VA is $372,000 .

What is the price history for 14 Roberts Ave?

14 Roberts Ave in Windsor, VA last sold for $207,000 in May 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 14 Roberts Ave have air conditioning?

Yes, 14 Roberts Ave in Windsor, VA has air conditioning.

Does 14 Roberts Ave have laundry facilities?

Yes, 14 Roberts Ave in Windsor, VA has in-unit laundry.

OFF MARKET

14 Roberts Ave
Windsor, VA 23487

3 Beds
1.5 Baths
1,940 sqft (on 0.87 acres)

$372,000

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $2,195/mo*

Refinance Your Home

$372,000

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $2,195/mo*

Refinance Your Home

3 Beds

1.5 Baths

1,940 sqft

(on 0.87 acres)

Home Value

Trulia Estimate

$372K

Since last month

$3K (+0.8%)

Since last year

$12K (+3.4%)

Since last sale

$167K (+80.8%)

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 +84% in the last 10 years

Month	Estimated value
2026
August 2026	$374K
July 2026	$372K
June 2026	$375K
May 2026	$373K
April 2026	$370K
March 2026	$365K
February 2026	$357K
January 2026	$352K
2025
December 2025	$351K
November 2025	$357K
October 2025	$358K
September 2025	$358K
August 2025	$362K
July 2025	$365K
June 2025	$362K
May 2025	$358K
April 2025	$357K
March 2025	$352K
February 2025	$346K
January 2025	$342K
2024
December 2024	$343K
November 2024	$345K
October 2024	$349K
September 2024	$349K
August 2024	$348K
July 2024	$346K
June 2024	$346K
May 2024	$347K
April 2024	$344K
March 2024	$344K
February 2024	$339K
January 2024	$332K
2023
December 2023	$330K
November 2023	$332K
October 2023	$331K
September 2023	$331K
August 2023	$331K
July 2023	$331K
June 2023	$327K
May 2023	$322K
April 2023	$317K
March 2023	$313K
February 2023	$304K
January 2023	$301K
2022
December 2022	$302K
November 2022	$303K
October 2022	$308K
September 2022	$305K
August 2022	$304K
July 2022	$307K
June 2022	$308K
May 2022	$308K
April 2022	$305K
March 2022	$296K
February 2022	$289K
January 2022	$287K
2021
December 2021	$282K
November 2021	$284K
October 2021	$280K
September 2021	$282K
August 2021	$281K
July 2021	$281K
June 2021	$273K
May 2021	$255K
April 2021	$257K
March 2021	$245K
February 2021	$243K
January 2021	$240K
2020
December 2020	$239K
November 2020	$236K
October 2020	$237K
September 2020	$237K
August 2020	$234K
July 2020	$235K
June 2020	$231K
May 2020	$234K
April 2020	$233K
March 2020	$232K
February 2020	$231K
January 2020	$231K
2019
December 2019	$230K
November 2019	$230K
October 2019	$234K
September 2019	$233K
August 2019	$232K
July 2019	$230K
June 2019	$229K
May 2019	$229K
April 2019	$227K
March 2019	$226K
February 2019	$224K
January 2019	$222K
2018
December 2018	$221K
November 2018	$220K
October 2018	$219K
September 2018	$219K
August 2018	$218K
July 2018	$218K
June 2018	$217K
May 2018	$216K
April 2018	$215K
March 2018	$215K
February 2018	$214K
January 2018	$213K
2017
December 2017	$213K
November 2017	$212K
October 2017	$211K
September 2017	$210K
August 2017	$209K
July 2017	$209K
June 2017	$208K
May 2017	$207K
April 2017	$210K
March 2017	$207K
February 2017	$229K
January 2017	$226K
2016
December 2016	$223K
November 2016	$224K
October 2016	$205K
September 2016	$205K
August 2016	$203K

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
53 Pine Ln, Windsor, VA	0.19	Single-Family Home	$384,900	05/05/26	3	2	1,554
11 Holland Ln, Windsor, VA	0.07	Single-Family Home	$440,000	06/26/26	3	2	1,635
54 Pine Ln, Windsor, VA	0.17	Single-Family Home	$315,000	04/30/26	3	2	1,557
16 Holland Dr, Windsor, VA	0.16	Single-Family Home	$419,900	04/20/26	3	2	2,033
67 E Windsor Blvd, Windsor, VA	0.19	Single-Family Home	$299,900	09/26/25	3	1	1,313
203 Hidden Acres Cir, Windsor, VA	0.37	Single-Family Home	$357,900	09/15/25	3	2	1,715
25 E Griffin St, Windsor, VA	0.40	Single-Family Home	$340,000	05/11/26	4	1	2,133
24129 Johnson Ave, Windsor, VA	0.32	Single-Family Home	$315,000	08/21/26	3	2	1,225
10 Church St, Windsor, VA	0.44	Single-Family Home	$349,900	12/04/25	3	2.5	2,000
112 S Court St, Windsor, VA	0.58	Single-Family Home	$345,000	11/18/25	3	2.5	1,400

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
40 Holland Ln, Windsor, VA 23487	0.11	$200,000	-	-	-	For Sale
47AC Holland Dr, Windsor, VA 23487	0.11	$588,900	4	2.5	2,342	For Sale
7 Community Dr, Windsor, VA 23487	0.17	$259,800	3	1	1,088	Off Market
54 Pine Ln, Windsor, VA 23487	0.17	$315,000	3	2	1,557	Recently Sold
67 E Windsor Blvd, Windsor, VA 23487	0.19	$306,600	3	1	1,313	Off Market
16 Holland Dr, Windsor, VA 23487	0.16	$419,900	3	2	2,033	Recently Sold
53 Pine Ln, Windsor, VA 23487	0.19	$384,900	3	2	1,554	Recently Sold
66 Church St, Windsor, VA 23487	0.19	$150,000	-	-	-	Recently Sold
Par A Holland Dr, Windsor, VA 23487	0.20	$59,500	-	-	-	Recently Sold
24129 Johnson Ave, Windsor, VA 23487	0.32	$315,000	3	2	1,225	Recently Sold
203 Hidden Acres Cir, Windsor, VA 23487	0.37	$366,000	3	2	1,715	Off Market
11161 Old Suffolk Rd, Windsor, VA 23487	0.42	$238,400	3	1	900	Off Market

Local Information

Map ViewExplore the area around 14 Roberts Ave.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1956

Lot Size

0.87 acres

Living Area

1,940 sqft

Price/Sqft

$192

Parking

Garage

About this House

This single-family home is located at 14 Roberts Ave, Windsor, VA. 14 Roberts Ave is in Windsor, VA and in ZIP code 23487. This property has 3 bedrooms, 2 bathrooms and approximately 1,940 sqft of floor space. This property has a lot size of 0.87 acres and was built in 1956.

14 Roberts Ave, Windsor, VA 23487 is a 3 bedroom, 2 bathroom, 1,940 sqft single-family home built in 1956. It last sold for $207,000 on May 22, 2017. It is currently off market. The Trulia Estimate is $372,000, with a rent estimate of $2,271/month.

Home Details for 14 Roberts Ave

Interior Features
Heating & Cooling Heating: Heat Pump, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Linoleum Vinyl
Interior Details AtticNumber of Rooms: 7Types of Rooms: Dining Room, Pantry, Workshop, Sun Room
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised
Parking & Garage GarageParking Spaces: 6Parking: Carport, Garage Detached

Property Information
Year Built Year Built: 1956
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 0.87 acres

Price and Tax history

Date	Event	Price
May 22, 2017 Source: N/A	Sold	$207,000
Mar 9, 2017 Source: Agent Provided	Listed For Sale	$210,000
Sep 7, 2016 Source: Agent Provided	ListingRemoved	$209,500
Aug 2, 2016 Source: Agent Provided	PriceChange	$209,500 Price decreased by 2%
Mar 30, 2016 Source: Agent Provided	PriceChange	$214,500 Price decreased by 0%
May 12, 2015 Source: Agent Provided	PriceChange	$215,000 Price decreased by 10%
Apr 7, 2015 Source: Agent Provided	PriceChange	$239,000 Price decreased by 6%
Mar 14, 2015 Source: Agent Provided	Listed For Sale	$254,900
Mar 23, 2011 Source: Agent Provided	ListingRemoved	$229,900
Jan 8, 2011 Source: Agent Provided	PriceChange	$229,900 Price decreased by 2%
Nov 4, 2010 Source: Agent Provided	Listed For Sale	$235,000
Oct 11, 2001 Source: N/A	Sold	$179,000

Year	Property tax	Tax assessment
2025	$2,128	$274,600

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 14 Roberts Ave

What is 14 Roberts Ave estimated to be worth?
Trulia's estimated value for 14 Roberts Ave in Windsor, VA is $372,000.
What is the price history for 14 Roberts Ave?
14 Roberts Ave in Windsor, VA last sold for $207,000 in May 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 14 Roberts Ave have air conditioning?
Yes, 14 Roberts Ave in Windsor, VA has air conditioning.
Does 14 Roberts Ave have laundry facilities?
Yes, 14 Roberts Ave in Windsor, VA has in-unit laundry.