21 Windsor Dr, Dover, DE 19901
OFF MARKET

21 Windsor Dr
Dover, DE 19901

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

$471,400

Trulia Estimate
as of May 15, 2026

$471,400

Trulia Estimate
as of May 15, 2026
4 Beds
3 Baths
2,395 sqft
(on 0.57 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 21 Windsor Dr

DatePriceEventSource
05/08/2017$263,500Sold
N/A
03/25/2017$1,850ListingRemovedAgent Provided
03/23/2017$1,850Listed For RentAgent Provided
02/15/2017$1,850ListingRemovedAgent Provided
01/19/2017$1,850Listed For RentAgent Provided
12/11/2016$285,000PriceChange
Agent Provided
11/29/2016$290,000PriceChange
Agent Provided
09/15/2016$1,950ListingRemovedAgent Provided
07/20/2016$300,000Listed For SaleAgent Provided
09/19/2013$315,000ListingRemovedAgent Provided
09/01/2013$315,000Listed For SaleAgent Provided
08/27/2013$1,800PriceChange
Agent Provided
07/03/2013$1,850Listed For RentAgent Provided
04/17/2012$1,750ListingRemovedAgent Provided
04/12/2012$1,750Listed For RentAgent Provided
06/03/2011$1,700ListingRemovedAgent Provided
03/17/2011$1,700PriceChange
Agent Provided
03/04/2011$1,800PriceChange
Agent Provided
02/26/2011$1,700PriceChange
Agent Provided
01/31/2011$1,800Listed For RentAgent Provided
09/19/2009$1,800ListingRemovedAgent Provided
08/08/2009$1,800PriceChange
Agent Provided
08/07/2009$325,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$2,182
Assessment$415,200
Home facts updated by county records

Comparable Sales for 21 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
94 King Henry Ct, Dover, DE
0.11
Single-Family Home
$380,000
07/16/25
4
2.5
2,354
953 Lochmeath Way, Dover, DE
0.11
Single-Family Home
$345,000
09/15/25
3
2.5
1,880
564 Brookfield Dr, Dover, DE
0.21
Single-Family Home
$629,000
05/30/25
4
2.5
3,215
23 Clark Ct, Dover, DE
0.18
Single-Family Home
$578,000
05/30/25
4
2.5
4,956
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

Assigned Schools

These are the assigned schools for 21 Windsor Dr.
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 Dover

At least 358 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

  • 62 % 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

  • 44 % Say neighbors are friendly

  • 42 % Say it's walkable to restaurants

  • 41 % Say there's wildlife

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

  • 23 % Say there are community events

Learn more about our methodology.
  • 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
  • Sameekarhodes
    "Everyone is friendly and get along well. This is my first time living in a community and it is a great experience for my family and I . "
    0
    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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21 Windsor Dr, Dover, DE 19901 is a 4 bedroom, 3 bathroom, 2,395 sqft single-family home built in 1997. This property is not currently available for sale. 21 Windsor Dr was last sold on May 8, 2017 for $263,500. The current Trulia Estimate for 21 Windsor Dr is $471,400.