104 E Old Squaw Rd, Middletown, DE 19709
Property image
Property image
OFF MARKET

104 E Old Squaw Rd
Middletown, DE 19709

  • 4 Beds
  • 3 Baths
  • 3,165 sqft

$592,000

Trulia Estimate
as of Aug 22, 2026

$592,000

Trulia Estimate
as of Aug 22, 2026
  • 4 Beds
  • 3 Baths
  • 3,165 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
3,165 sqft
Price/Sqft
$187
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 104 E Old Squaw Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

THIS HOME IS FULLY FURNISHED - This beautiful 4 bedroom 2.5 bath brick colonial home located in the sought after community of Appoquin Farms, Located in the Appoquinimink School district, is available NOW. The home sits on a well manicured lot with an oversized 2 car garage, this home is loaded with upgrades, including a finished basement, hardwood floors, New Stainless steal appliances, fenced in back yard and a paver patio with FIRE PIT!! All appliances included! Please call to schedule your showing today. Great feeder pattern in the highly regarded Appoquinimink school district. Long and short term rentals available.

Info
 - All utilities are the responsibility of the tenants.
 - Utilities must be in tenants name before Keys are given
 - 1st month rent - $3,500.00
- Security Deposit - $3,500.00
 - Zillow App accepted or App Fee of $45 for 1st applicant $40 for each additional applicant
 - Pets Negotiable
 - Renters Insurance required.
 - No Smoking in unit
 - Exterior Maintenance is the responsibility of the tenant
104 E Old Squaw Rd, Middletown, DE 19709 is a 4 bedroom, 3 bathroom, 3,165 sqft single-family home. It last sold for $460,000 on Jul 30, 2021 (13,043% above the $3,500 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $3,500 per month. That rental listing was removed on March 1, 2026. It is currently off market. The Trulia Estimate is $592,000, with a rent estimate of $3,599/month.

Home Details for 104 E Old Squaw Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 104 E Old Squaw Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
332 Canvasback Rd, Middletown, DE
0.08
Single-Family Home
$775,000
06/15/26
4
3
3,500 sqft
224 W Old Squaw Rd, Middletown, DE
0.29
Single-Family Home
$460,000
03/12/26
4
3.5
3,075 sqft
206 Appoquin Dr S, Middletown, DE
0.26
Single-Family Home
$450,000
12/08/25
4
3
2,752 sqft
1 Appoquin Dr N, Middletown, DE
0.30
Single-Family Home
$425,000
10/24/25
4
2.5
2,350 sqft
229 W Old Squaw Rd, Middletown, DE
0.36
Single-Family Home
$580,000
12/11/25
4
2.5
3,225 sqft
10 Osprey Ln, Middletown, DE
0.29
Single-Family Home
$500,000
02/19/26
4
2.5
2,075 sqft
208 Appoquin Dr S, Middletown, DE
0.27
Single-Family Home
$457,500
08/14/26
3
2.5
1,732 sqft
30 Cantwell Dr, Middletown, DE
0.80
Single-Family Home
$560,000
03/20/26
4
2.5
3,342 sqft
521 Silverhill Xing, Middletown, DE
0.75
Single-Family Home
$420,000
05/11/26
4
3
4,000 sqft
642 Corbit Dr, Middletown, DE
0.82
Single-Family Home
$575,000
12/15/25
4
2.5
2,800 sqft

Nearby homes

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Around this home

What Locals Say about Middletown

At least 270 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 85 % Say there are sidewalks

  • 84 % Say yards are well-kept

  • 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

  • 44 % Say it's walkable to grocery stores

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • H47b4nyc4k
    "Owners frequently curb their dogs then take them on e walk-"
    0
    Flag
  • 9f9yws85yn
    "Itā€™s wonderful, everyone is friendly and helpful. The people here are quiet and considerate. There is a good mix of ages, cultures and races. Many people have pride of ownership and care for their property. "
    0
    Flag
  • Trulia User
    "Easy access to NYC via Amtrak from Wilmington. Traffic to get to Wilmington is not terrible. There are also buses available. "
    0
    Flag
  • Unspecified
    "Lived here since 2016. Great place to raise kids. Getting many stores . Roads are good. Community is welcoming. Close to rt 13 and I95. "
    0
    Flag
  • 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 closeā€¦ 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 childrenā€™s. The neighborhood feels safe and itā€™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.
    "Iā€™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 donā€™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. Itā€™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. ā°00000000000000000000 "
    0
    Flag
  • Kaitlyn M.
    "Itā€™s been very safe for the entire time Iā€™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! Everythingā€™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. Itā€™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
  • Bibi.li.sita
    "Peach feast, big ball, little shops everywhere. Itā€™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
  • 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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Mar 1, 2026
Source: Zillow Rentals
ListingRemoved
$3,500
Oct 30, 2025
Source: Zillow Rentals
Listed For Rent
$3,500
Dec 19, 2024
Source: Zillow Rentals
ListingRemoved
$3,500
Dec 16, 2024
Source: Zillow Rentals
Listed For Rent
$3,500
Nov 23, 2024
Source: Zillow Rentals
ListingRemoved
$3,500

Frequently asked questions about 104 E Old Squaw Rd

  • What is 104 E Old Squaw Rd estimated to be worth?
    Trulia's estimated value for 104 E Old Squaw Rd in Middletown, DE is $592,000.
  • What is the price history for 104 E Old Squaw Rd?
    104 E Old Squaw Rd in Middletown, DE last sold for $460,000 in July 2021.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Middletown?
    The median sale price in Middletown is $516K. That is up $13.47K from the prior month.
  • Does 104 E Old Squaw Rd have air conditioning?
    Yes, 104 E Old Squaw Rd in Middletown, DE has air conditioning.
  • Does 104 E Old Squaw Rd have laundry facilities?
    Yes, 104 E Old Squaw Rd in Middletown, DE has in-unit laundry.

Homes for rent near 104 E Old Squaw Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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