21 Windsor Dr, Dover, DE 19901
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OFF MARKET

21 Windsor Dr
Dover, DE 19901

  • 4 Beds
  • 3 Baths
  • 2,395 sqft (on 0.57 acres)

$466,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $2,641/mo*
Refinance Your Home

$466,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $2,641/mo*
Refinance Your Home
4 Beds
3 Baths
2,395 sqft
(on 0.57 acres)

Home Value

Trulia Estimate
$467K
Since last month
Decreased$6K (-1.2%)
Since last year
Increased$8K (+1.8%)
Since last sale
Increased$203K (+77.2%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$467K
July 2026$464K
June 2026$473K
May 2026$476K
April 2026$458K
March 2026$458K
February 2026$449K
January 2026$445K
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
953 Lochmeath Way, Dover, DE
0.11
Single-Family Home
$345,000
09/15/25
3
2.5
1,880
56 Coventry Ct, Dover, DE
0.16
Single-Family Home
$590,000
06/25/26
3
3
3,517
888 Brookfield Dr, Dover, DE
0.23
Single-Family Home
$569,610
06/29/26
4
2.5
2,368
906 Brookfield Dr, Dover, DE
0.26
Single-Family Home
$681,975
10/30/25
4
2.5
3,345
790 Brookfield Dr, Dover, DE
0.32
Single-Family Home
$499,000
08/13/25
4
2.5
3,107
272 King Henry Ct, Dover, DE
0.27
Single-Family Home
$598,740
12/30/25
3
2.5
2,426
832 Brookfield Dr, Dover, DE
0.23
Single-Family Home
$684,945
08/20/25
4
2.5
3,451
1022 Fawn Haven Walk, Dover, DE
0.48
Single-Family Home
$630,400
01/16/26
4
2.5
2,884
913 Brookfield Dr, Dover, DE
0.23
Single-Family Home
$724,739
04/30/26
4
2.5
3,451
175 Roundabout Trl, Camden Wyoming, DE
0.57
Single-Family Home
$460,000
07/02/26
4
2.5
2,482

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
36 Benson Ct, Dover, DE 19901
0.08
$619,500
4
3.5
3,133
For Sale
953 Lochmeath Way, Dover, DE 19901
0.11
$353,100
3
2.5
1,880
Off Market
100 Brookfield Dr, Dover, DE 19901
0.13
$597,000
5
3.5
2,394
For Sale
56 Coventry Ct, Dover, DE 19901
0.16
$590,000
3
3
3,517
Recently Sold
60 Clark Ct, Dover, DE 19901
0.16
$493,600
3
2
2,607
Off Market
6 Drew Ct, Dover, DE 19901
0.18
$442,800
4
2.5
2,508
Off Market
23 Clark Ct, Dover, DE 19901
0.18
$595,500
4
2.5
4,956
Off Market
115 Ediman Ct, Dover, DE 19901
0.18
$346,300
3
2.5
1,530
Off Market
110 Ediman Ct, Dover, DE 19901
0.18
$351,500
3
2
1,385
Off Market
1275 Lochmeath Way, Dover, DE 19901
0.20
$519,000
4
2.5
2,461
For Sale
564 Brookfield Dr, Dover, DE 19901
0.21
$648,100
4
2.5
3,215
Off Market
14 Drew Ct, Dover, DE 19901
0.23
$409,400
4
2.5
1,856
Off Market

Local Information

  • Map ViewExplore the area around 21 Windsor Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1997
Lot Size
0.57 acres
Living Area
2,395 sqft
Price/Sqft
$195
Parking
Garage

About this House

This elegantly appointed home in Brookfield is a prime opportunity for an executive rental or a military family. The entire home has been extensively renovated and features many custom amenities not commonly found in rental properties. Features include: Brazilian cherry hardwood flooring throughout the first floor, ceramic tile flooring, recessed lighting w/dimmers, Andersen windows, custom paint throughout, large gourmet kitchen with 42" maple cabinetry, more than ample cabinet and countertop space, stainless appliances and wine cooler, an irrigation system w/dedicated well, rear yard deck, a master bath w/spacious custom tile shower, large master bedroom walk-in closet, large front deck, dual-zoned HVAC w/programmable thermostats on each floor, gas heat and hot water, 2-car garage with storage area and shelving, a large floored attic for storage and so much more. Tenant is responsible for all utilities and yard maintenance. Owners are licensed DE realtors.
21 Windsor Dr, Dover, DE 19901 is a 4 bedroom, 3 bathroom, 2,395 sqft single-family home built in 1997. It last sold for $263,500 on May 8, 2017. More recently, it was listed as a rental in March 2017 with an asking price of $1,850 per month. That rental listing was removed on March 25, 2017. It is currently off market. The Trulia Estimate is $466,900, with a rent estimate of $2,706/month.

Home Details for 21 Windsor Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
May 8, 2017
Source: N/A
Sold
$263,500
Mar 25, 2017
Source: Agent Provided
ListingRemoved
$1,850
Mar 23, 2017
Source: Agent Provided
Listed For Rent
$1,850
Feb 15, 2017
Source: Agent Provided
ListingRemoved
$1,850
Jan 19, 2017
Source: Agent Provided
Listed For Rent
$1,850

Market trends in Dover

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$328K
$5KMoM
Sale-to-List Price
100.0%
Price per sq ft
$183
$2MoM
Available listings
202
4MoM
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Around this home

What Locals Say about Dover

At least 360 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 80 % Say parking is easy

  • 77 % Say it's dog friendly

  • 75 % Say yards are well-kept

  • 70 % Say there are sidewalks

  • 68 % Say there's holiday spirit

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 57 % Say streets are well-lit

  • 50 % Say people would walk alone at night

  • 46 % Say it's walkable to grocery stores

  • 45 % Say neighbors are friendly

  • 42 % Say it's walkable to restaurants

  • 42 % Say there's wildlife

  • 40 % Say they plan to stay for at least 5 years

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gg2fgxvwvk
    "Great for raising a family. Neighbors are friendly and helpful. Access to anything you want. Must have a car though. "
    0
    Flag
  • Adrienne Brooks
    "North area is quiet and welcoming. Very safe. Good area to raise kids in. I would recommend this area to people with children. "
    0
    Flag
  • Stephanie Q
    "There are no community events. Nothing goes on in here but constant noise! Can’t wait to move out of here."
    0
    Flag
  • Leighann.gosney
    "Affordable cost of living meets above average schools and good quality of life. I’ve lived here for 10 years and find it an excellent town to raise a family. "
    7
    Flag
  • TD
    "There is a local park which is nice and maintained. Plenty of shops within a very short driving distance and restaurants. Nice school district of my kids can play outside safely"
    2
    Flag
  • Trulia User
    "i like feeling fairly safe while walking my dog, though i do wish there were sidewalks. there are no sidewalks. "
    1
    Flag
  • Trulia User
    "It is very quiet and safe. There are speed bumps along the main road throughout the neighborhood. Also very diverse. The people are friendly for the most part. I do wish we had side walks though. and i do wish there were more children to trick or treat during halloween. "
    1
    Flag
  • Trulia User
    "Very violent community and is not pet friendly . No one owns a pet in the apartment complex so it would likely be an bad option for a pet owner ! "
    21
    Flag
  • Trulia User
    "there are alot of families and kids. also a local park. it also has a nice shopping center. very friendly neighborhood"
    1
    Flag
  • Trulia User
    "It’s very easy to get in and out of the neighborhood. White Oak rd can be busy closer to 13 but this far back is great. Very close to Route 1 and lots of back road to drive to clear your mind when needed. Also still close to shopping, main road and highways, and Dover AFB."
    0
    Flag
  • Kirsten L.
    "Friendly with mixed races and people’s ages dog friendly. Food stores pharmacies and parks close "
    0
    Flag
  • Trulia User
    "the high school is one of the best if not the best in the country it's the only high school that offers 13 diffrent pathways"
    1
    Flag
  • Melissa L.
    "I walk my dogs at all times & see many other dog owners walking around too. there's also parks & places for the dogs to play all around town."
    14
    Flag
  • Daurillo122691
    "It’s mostly a positive place for pets, but there are a few owners who struggle to keep their animals on leases and others that allow their pets to bark or be loud for long periods of time."
    7
    Flag
  • Samantha J.
    "Dover is a city just like any other good and bad areas. Though small still homey feeling. I prefer more out west of Dover more of a rural feeling"
    8
    Flag
  • Shaylalmoses
    "Not much space or area to walk a dog. Dogs must remain on a leash. Please pickup the dog waste and place a bag."
    9
    Flag
  • James F.
    "I’m indifferent about Dover. I’m conflicted about how I feel about this city. The crime has increased just like most densely populated areas. There are positive aspects but they don’t outweigh the negative. "
    1
    Flag
  • Carolbaker57
    "There are a lot of places to walk your dog and there are a lot of street lights if you want to walk your dog in the evening "
    2
    Flag
  • Carolbaker57
    "There are a lot of good schools in Dover. There are also a lot of downtown activities held in the city center at the “green”. There isn’t a lot of crime in my neighborhood either. "
    3
    Flag
  • Dscottbouley
    "Local network, downtown events, and school activities. Also, access to local museums, street fairs, and athletics both at high school and collegiate levels. "
    6
    Flag
  • Aliya C.
    "There are many kids in the area and there is a park down the street. They’re also really friendly. The Reily Brown Elementary school is very close. I’ve been in this neighborhood since I was a small child and I always felt safe walking to the park with friends."
    0
    Flag
  • Carolbaker57
    "Neighborhood watch meetings have a great turnout. The majority of the neighbors keeps their lawns looking great too. "
    5
    Flag
  • Nelsina1
    "Love it, neighborhood is friendly and full of children. Many dog walkers and I hardly ever have a owner leave poop on my lawn. I haven’t witnessed crime. I do see people walking along the streets but I think it’s due to public transit being near by overall great place "
    2
    Flag
  • Carolbaker57
    "It’s quiet here without a lot of disruptions. The high school is less than two miles from here. Good restaurants grocery stores and pharmacies. "
    3
    Flag
  • Christopher C.
    "yes the dogs are welcom and thay love the nerborhood friendly and very quiet and lots of deck yard space and a very safe neighborhood "
    2
    Flag
  • J
    "It is quite neighborhood. We are close to Dover AFB. We have a dog park. We are in the suburbs with a 10 minute drive to downtown "
    2
    Flag
  • Jasmine M.
    "Just please make sure they don’t bark and pick up after them. Seems people forgot that in an apartment complex your neighbors can hear your pets.."
    6
    Flag
  • Tiffany M.
    "None make it special really but hey do have state police come take walkers to school with the horses "
    4
    Flag
  • Ky
    "I've lived here almost my whole life and I love it here! I've been in Capital School District forever and its amazing!"
    0
    Flag
  • Kirsten L.
    "Neighbors watch out for each other. There is a mixture of races and age groups . Dog friendly Rentals and home owners live in area "
    0
    Flag
  • queen
    "there is no much crime. too many people have be shot and police are always call to the neighborhood. too many drug dealers and not a lot of respect for the community. not safe for children."
    15
    Flag
  • Eder D.
    "The people are lovely and educated but Dover Delaware is a much slower pace than what I'm used to. There aren't too many job opportunities to choose from"
    0
    Flag
  • jacquelyn murray
    "I"ve lived down the street for eleven years a couple of shootouts and police chases but nobody died . people are are friendly and really don't have problems. with the young kids some disrespect but you just learn to ignore them."
    3
    Flag
  • Nikki l.
    "The breakfast to go aids in getting out on time. The neighborhood watch works spectacular and the school district is amazing. "
    0
    Flag
  • 28wendy
    "Centered in middle of town, not far to go towards Camden or Smyrna. Houses are close together and the main road can be kind of busy at times. "
    2
    Flag
  • Angela L.
    "Depends on where you need to go, but overall it is a decent enough area. Less than two hour drive to Philadelphia and DC. Less than one hour to beaches. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

34 pet-friendly rentals in Dover, DE

Explore by feature - Garage

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Explore by feature - Outdoor Space

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Homes for sale near 21 Windsor Dr

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Off Market Homes Near 21 Windsor Dr

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Frequently asked questions about 21 Windsor Dr

  • What is 21 Windsor Dr estimated to be worth?
    Trulia's estimated value for 21 Windsor Dr in Dover, DE is $466,900.
  • What is the price history for 21 Windsor Dr?
    21 Windsor Dr in Dover, DE last sold for $263,500 in May 2017.
  • Is Dover a buyer's or seller's market?
    Dover is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Dover?
    The median sale price in Dover is $328K. That is up $5K from the prior month.
  • Does 21 Windsor Dr have air conditioning?
    Yes, 21 Windsor Dr in Dover, DE has air conditioning.
  • Does 21 Windsor Dr have laundry facilities?
    Yes, 21 Windsor Dr in Dover, DE has in-unit laundry.