5 Randolph Dr, Windsor, VA 23487
OFF MARKET

5 Randolph Dr
Windsor, VA 23487

  • 4 Beds
  • 3 Baths
  • 2,000 sqft (on 0.39 acres)

$393,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $2,319/mo*
Refinance Your Home

$393,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $2,319/mo*
Refinance Your Home
4 Beds
3 Baths
2,000 sqft
(on 0.39 acres)

Home Value

Trulia Estimate
$393K
Since last month
$100 (0%)
Since last year
Increased$7K (+1.9%)
Since last sale
Increased$315K (+399.1%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$394K
July 2026$393K
June 2026$394K
May 2026$390K
April 2026$382K
March 2026$379K
February 2026$370K
January 2026$365K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
10 Church St, Windsor, VA
0.21
Single-Family Home
$349,900
12/04/25
3
2.5
2,000
16 Holland Dr, Windsor, VA
0.34
Single-Family Home
$419,900
04/20/26
3
2
2,033
54 Pine Ln, Windsor, VA
0.54
Single-Family Home
$315,000
04/30/26
3
2
1,557
112 S Court St, Windsor, VA
0.44
Single-Family Home
$345,000
11/18/25
3
2.5
1,400
11 Holland Ln, Windsor, VA
0.49
Single-Family Home
$440,000
06/26/26
3
2
1,635
25 E Griffin St, Windsor, VA
0.47
Single-Family Home
$340,000
05/11/26
4
1
2,133
105 S Court St, Windsor, VA
0.39
Single-Family Home
$354,999
06/08/26
3
2.5
1,480
10174 Bank St, Windsor, VA
0.59
Single-Family Home
$384,999
03/26/26
3
2
1,725
24 N Court St, Windsor, VA
0.16
Single-Family Home
$370,000
04/07/26
3
1.5
1,785
11361 Lena Rose St, Windsor, VA
0.84
Single-Family Home
$389,900
11/04/25
3
2.5
1,634

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
24 N Court St, Windsor, VA 23487
0.16
$370,000
3
1.5
1,785
Recently Sold
44 N Court St, Windsor, VA 23487
0.22
$281,990
4
2
2,086
For Sale
10 Church St, Windsor, VA 23487
0.21
$349,900
3
2.5
2,000
Recently Sold
16 W Windsor Blvd, Windsor, VA 23487
0.25
$225,000
3
2
1,076
Recently Sold
4 S Court St, Windsor, VA 23487
0.27
$45,000
-
-
-
Recently Sold
Par A Holland Dr, Windsor, VA 23487
0.32
$59,500
-
-
-
Recently Sold
16 Holland Dr, Windsor, VA 23487
0.34
$419,900
3
2
2,033
Recently Sold
47AC Holland Dr, Windsor, VA 23487
0.38
$588,900
4
2.5
2,342
For Sale
105 S Court St, Windsor, VA 23487
0.39
$354,999
3
2.5
1,480
Recently Sold
14 B Ave, Windsor, VA 23487
0.41
$265,000
2
1
1,232
For Sale
112 S Court St, Windsor, VA 23487
0.44
$345,000
3
2.5
1,400
Recently Sold
18 B Ave, Windsor, VA 23487
0.45
$230,000
6
2
3,600
Recently Sold

Local Information

  • Map ViewExplore the area around 5 Randolph 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
1983
Lot Size
0.39 acres
Living Area
2,000 sqft
Price/Sqft
$197

About this House

This single-family home is located at 5 Randolph Dr, Windsor, VA. 5 Randolph Dr is in Windsor, VA and in ZIP code 23487. This property has 4 bedrooms, 3 bathrooms and approximately 2,000 sqft of floor space. This property has a lot size of 0.39 acres and was built in 1983.
5 Randolph Dr, Windsor, VA 23487 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1983. It last sold for $79,000 on Sep 19, 1997. It is currently off market. The Trulia Estimate is $393,100, with a rent estimate of $2,377/month.

Home Details for 5 Randolph Dr

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickFoundation Type: Crawl Raised

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.39 acres

Price and Tax history

DateEventPrice
Sep 19, 1997
Source: N/A
Sold
$79,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
6MoM
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Around this home

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.
    "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
    "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.
    "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

Apartments for Rent

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Homes for sale near 5 Randolph Dr

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Off Market Homes Near 5 Randolph Dr

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Frequently asked questions about 5 Randolph Dr

  • What is 5 Randolph Dr estimated to be worth?
    Trulia's estimated value for 5 Randolph Dr in Windsor, VA is $393,100.
  • What is the price history for 5 Randolph Dr?
    5 Randolph Dr in Windsor, VA last sold for $79,000 in September 1997.
  • 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 5 Randolph Dr have air conditioning?
    Yes, 5 Randolph Dr in Windsor, VA has air conditioning.
  • How big is the lot at 5 Randolph Dr?
    The lot at 5 Randolph Dr in Windsor, VA is about 0.39 acres (16,988 sq ft).