101 E Windmill Way, Middletown, DE 19709
OFF MARKET

101 E Windmill Way
Middletown, DE 19709

  • 3 Beds
  • 2 Baths
  • 2,544 sqft (on 1 acre)

$463,600

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $2,694/mo*
Refinance Your Home

$463,600

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $2,694/mo*
Refinance Your Home
3 Beds
2 Baths
2,544 sqft
(on 1 acre)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 101 E Windmill Way, Middletown, DE. 101 E Windmill Way is in Middletown, DE and in ZIP code 19709. This property has 3 bedrooms, 2 bathrooms and approximately 2,544 sqft of floor space. This property has a lot size of 1 acre and was built in 1982.
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
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 101 E Windmill Way

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Family Room
Heating & Cooling
Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl, BrickFoundation Type: Crawl RaisedPatioPorch
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Lot Information

Lot Area: 1 acre

Price History for 101 E Windmill Way

DatePriceEventSource
08/13/2020$312,500Sold
N/A
10/04/2019$305,900ListingRemovedAgent Provided
09/16/2019$305,900Listed For SaleAgent Provided
07/29/2004$245,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$374,700
Home facts updated by county records

Comparable Sales for 101 E Windmill Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
305 White Pine Dr, Middletown, DE
0.38
Single-Family Home
$320,000
09/26/25
3
2
2,816
148 Netherlands Dr, Middletown, DE
0.21
Single-Family Home
$500,000
08/21/25
4
2.5
2,275
314 W Windmill Way, Middletown, DE
0.30
Single-Family Home
$510,000
06/18/25
3
2.5
2,150
107 Pine Valley Dr, Middletown, DE
0.44
Single-Family Home
$465,000
09/25/25
3
2
2,075
11 Delft Ct, Middletown, DE
0.34
Single-Family Home
$405,000
05/13/26
4
3
2,600
243 Sugar Pine Dr, Middletown, DE
0.46
Single-Family Home
$450,000
11/20/25
3
2
1,350
121 Pine Valley Dr, Middletown, DE
0.63
Single-Family Home
$515,000
08/12/25
3
2
2,581
65 White Bark Dr, Middletown, DE
0.48
Single-Family Home
$525,000
07/29/25
4
2.5
2,720
133 Pine Valley Dr, Middletown, DE
0.80
Single-Family Home
$520,000
03/20/26
4
2.5
2,325
7 Bristle Cone Dr, Middletown, DE
0.70
Single-Family Home
$575,000
09/04/25
4
2
2,700

Assigned Schools

These are the assigned schools for 101 E Windmill Way.
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 Middletown

At least 268 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 85 % Say yards are well-kept

  • 85 % Say there are sidewalks

  • 82 % Say there's holiday spirit

  • 81 % Say it's quiet

  • 77 % Say kids play outside

  • 76 % Say people would walk alone at night

  • 73 % Say streets are well-lit

  • 60 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 45 % Say it's walkable to restaurants

  • 45 % Say it's walkable to grocery stores

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Guzmancortespaul
    "It's very nice to live here, it's a very quiet and cozy place.. Everything is very nice to live in, and the people are very friendly, The stores are very close… It's a historic place, and it has good places to visit. "
    1
    Flag
  • Unspecified
    "Same age group in the neighborhood. Children are of various ages. Elementary to college level but all look out for each other."
    0
    Flag
  • Juan Peralta
    "lots of green places for the dogs to roam around. Great pet owners always with their pets with a leash."
    0
    Flag
  • jfreeman413
    "There is a bus / carport near my home, but most people drive to work. I work from home, but have taken public transportation to town in the past. It is convenient."
    3
    Flag
  • Trulia User
    "I love living in this area. I think the schools are great and the neighbors are very friendly. Makes me feel good I chose this area. Thanks "
    3
    Flag
  • George C.
    "Neighborhood garage sales, safe surroundings, great schools, churches, and restaurants. Plenty of places to shop"
    1
    Flag
  • Michael J.
    "That dodge are not allowed in this area because they like to poop everywhere and poop stinks very badly"
    0
    Flag
  • Gkareliz
    "Lots of dogs, people love dogs in my neighborhood. Animal hospital near by. A large dog park near. One negative is sometimes people do not pick up after their dogs, and many dogs are not trained and seem to rule the owners. "
    16
    Flag
  • Smithnation10
    "yard space is on the small side but the neighborhood is a great walking area that leads to a school that has a track or trail for the dog"
    2
    Flag
  • Lekisha.parker
    "Neighborhood is very nice. Lots of friendly people and our children have made new friends. Very satisfied with the Appo school district as well. "
    3
    Flag
  • Shayla M.
    "Parents should know that the school district is amazing and that this town is up and coming and ready for young families. I just moved here and my sons love that we have parks and lots to do. We have started to try different restaurants in the area all good so far."
    3
    Flag
  • Katherine1rodriguez
    "I lived here for a year and most people are friendly and family oriented. Most families have dogs and children’s. The neighborhood feels safe and it’s clean. Very quiet neighborhood you only see families walking there kids or dogs. "
    11
    Flag
  • Springilove55
    "No traffic , I travel by car and the roads are in good shape . No potholes like Long Island N.Y. I see buses on many roads that are in area , also that go to the mall in Christina De"
    0
    Flag
  • Shayla R.
    "I’m not sure I just moved to this area... I hope to learn more about what happens in Middletown. The ppl are friendly though. Great restaurants."
    0
    Flag
  • Lillian G.
    "Live here for 3 years with my kids and town is great, people and the school district awesome. "
    0
    Flag
  • Vanessa T.
    "My neighborhood is quite,clean and very family oriented. Neighbors stay to themselves and so far the children are mannerly. I hope and pray it remains this way."
    5
    Flag
  • Chorstead
    "Our neighborhood is quaint and everyone is friendly .. also the community areas are friendly as well. "
    0
    Flag
  • T G.
    "The dog owners in my neighborhood like that there is a lot of space for the dogs to walk and run around. What dog owners would not like is that there is no gate to keep the dogs from running away."
    4
    Flag
  • Chrisaez
    "there are dogs everywhere. if your dog is not friendly then you might run into a problem. however, there's enough land for your dog to roam freely. "
    0
    Flag
  • Rollyn
    "Dogs don’t run free. Owners are greeted by neighbors.Larger dogs are welcomed too.Most back yards are fenced."
    5
    Flag
  • C Guy
    "In the Town of Whitehall, you actually know your neighbors and their names. It’s not just a neighborhood but a community. "
    1
    Flag
  • Kayle C.
    "The area has great parks and its neighborhood friendly. schools are pretty close. ⁰00000000000000000000 "
    0
    Flag
  • Kaitlyn M.
    "It’s been very safe for the entire time I’ve lived here. Both sides of town have their perks but this side is being built up very nicely. "
    0
    Flag
  • Vickiesantino
    "There is no good transportation in Delaware. That is way the roads are so crowded! Everything’s nw is so spread out in Middletown there is no easy way to get anywhere without a car!"
    16
    Flag
  • Amanda H.
    "Middletown is booming! Keeping its small town feel, but with convenient shops nearby, and a great dog park. Hard to imagine ever leaving!"
    0
    Flag
  • Liabeaufort
    "Local bbqs, trick or treating, parades, good schools and great teachers. Elementary school does a book drive delivering books to neighborhoods "
    1
    Flag
  • Bibi.li.sita
    "I live on a block that only 6 houses on it. It’s great!!! The people are friend and watch out for each other "
    0
    Flag
  • Paige O.
    "Quick to get anywhere in town. Traffic is heavy near schools and through the center of town. Easy to get to most places though."
    0
    Flag
  • Ankit2shahi
    "Houses are little expensive. So almost everyone with household income of over 100k live here. They take good care of their yard. Very polite and gentle. No honking, they say hi and smile while crossing paths. Most families are well educated"
    10
    Flag
  • Bibi.li.sita
    "Peach feast, big ball, little shops everywhere. It’s an awesome area to live in. They always have family events "
    2
    Flag
  • Ankit2shahi
    "Good for kids. Good for halloween, trick or treat. Good privacy n safety for kids and elderly. Neighbours mind their own business, without interfering too much"
    3
    Flag
  • Ankit2shahi
    "Lot of dog owners live here already. And there is a huge area for dogs to play and run. Lot of people go for a stroll in evening or morning with their dogs."
    0
    Flag
  • Amanda H.
    "Great public playground with dog park, more than four quality grocery stores in a five mile radius, and some of the best public schools around!"
    0
    Flag
  • Becky
    "School district is best in Delaware. Very diverse due to job transfers or job relocation. Very family friendly."
    0
    Flag
  • James T.
    "Peach festival is an annual fav and well attended. Fair at Catholic Church as well. Christmas decorating of light poles "
    0
    Flag
  • Trulia User
    "The options for schools In the area are the best in the state. That was the main reason for my family relocating. "
    0
    Flag
  • Rogercthornton
    "Holiday parade is a great annual event. Very old times town center (quaint) and friendly. Family friendly "
    0
    Flag
  • Ericka R.
    "New elementary school opening September 2019 New community center coming soon Postal store will be located closer than post office as well"
    0
    Flag
  • Frankiesql
    "Christmas parade Halloween parade And many other community sponsored events Very family oriented area "
    0
    Flag
  • Frankiesql
    "Very easy because I travel to Maryland but to Philly would be brutal with the traffic and constant accidents on the road I don't know how others do it "
    0
    Flag

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101 E Windmill Way, Middletown, DE 19709 is a 3 bedroom, 2 bathroom, 2,544 sqft single-family home built in 1982. This property is not currently available for sale. 101 E Windmill Way was last sold on Aug 13, 2020 for $312,500. The current Trulia Estimate for 101 E Windmill Way is $463,600.