16 E  Shakespeare Dr, Middletown, DE 19709
SOLD
DEC 30, 2025

16 E Shakespeare Dr
Middletown, DE 19709

  • 5 Beds
  • 3.5 Baths
  • 2,725 sqft

$584,000

Last Sold: Dec 30, 2025
1% over list $579K
$214/sqft
Est. Refi. Payment $3,341/mo*

$584,000

Last Sold: Dec 30, 2025
1% over list $579K
$214/sqft
Est. Refi. Payment $3,341/mo*
5 Beds
3.5 Baths
2,725 sqft

Homes for sale near 16 E Shakespeare Dr

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Apartments for Rent

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Price Improvement! Your Future Awaits in Middletown Crossing! Seller motivated to find the perfect buyers for this stunning 5-bedroom, 3 ½-bath home located in the highly desirable Middletown Crossing community. This meticulously maintained property radiates homeownership pride, showcasing thoughtful upgrades and careful attention to detail that you'll appreciate upon visiting. Practical Floor Plan: Enter through a charming hardwood floor entryway that leads to a versatile formal living room or office space, perfect for remote work or relaxation. Elegant Dining Room: Ideal for hosting dinner parties and gatherings. Gourmet Eat-In Kitchen: Enjoy cooking and entertaining in a spacious kitchen boasting 42" cabinets, ample granite countertops, a center island, recessed lighting, and a generous breakfast room. Relax by the gas fireplace, perfect for cozy evenings at home. The second floor offers 5 generously sized bedrooms, including a luxurious owner's suite featuring a garden tub, double vanity, and a separate shower stall. You'll find ample room for family, guests, or a home office. Bonus Space- The finished basement adds significant value (1100 sq ft of useable space), complete with a full bathroom and rough-ins for a kitchenette and laundry area. An exterior door with access to a staircase enhances convenience for guests. 9 ft. ceilings for an open, airy feel. Second-floor laundry room for added convenience. 2-car garage, 6-ft. fenced yard, irrigation system, and a shed for storage. A similar home in same community just sold for the same price. This home truly must be seen to appreciate its beauty and functionality. Make your appointment today and experience it for yourself. Don’t miss out on this incredible opportunity in Middletown Crossing!
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. This description is from December 30, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$214/sqft
Listed
180+ days ago

Home Details for 16 E Shakespeare Dr

Interior Features

Interior Details
Basement: ConcreteNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2725 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Garage Door Opener,Attached,Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2725 Square Feet

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Brick, Vinyl Siding, Aluminum SidingNot a New Construction
Property Information
Parcel Number: 23020.00182

Price & Status

Price
List Price: $579,000Price Per Sqft: $214/sqft
Status Change & Dates
Off Market Date: Tue Dec 30 2025Possession Timing: 31-60 Days CD

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: MIDDLETOWNCommunity: Middletown Crossing
School Information
Elementary School District: AppoquiniminkJr High / Middle School District: AppoquiniminkHigh School District: Appoquinimink

Building

Building Area
Building Area: 2725 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 10019 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: DENC2086044Above Grade Unfinished Area: 2725
Last check for updates: about 4 hours ago
Listed by Gary Stewart, (302) 382-6140
Century 21 Emerald
Bought with: Kimberly Davis, (302) 292-1900, Innovations Realty
Source: Bright MLS, MLS#DENC2086044

Price History for 16 E Shakespeare Dr

DatePriceEventSource
12/30/2025$584,000Sold
Bright MLS #DENC2086044
12/03/2025$579,000ContingentBright MLS #DENC2086044
11/23/2025$579,000PriceChange
Bright MLS #DENC2086044
11/11/2025$584,000PriceChange
Bright MLS #DENC2086044
10/19/2025$589,000PriceChange
Bright MLS #DENC2086044
10/10/2025$594,000PriceChange
Bright MLS #DENC2086044
09/10/2025$599,000Listed For SaleBright MLS #DENC2086044
09/02/2024ListingRemovedN/A
08/21/2024$599,901PriceChange
Bright MLS #DENC2065330
08/17/2024$645,900PriceChange
Bright MLS #DENC2065330
08/10/2024$667,900PriceChange
Bright MLS #DENC2065330
07/26/2024$687,999PriceChange
Bright MLS #DENC2065330
07/06/2024$725,000Listed For SaleN/A
01/05/2018$357,000Sold
N/A
11/20/2017$369,900PendingAgent Provided
11/19/2017$369,900PriceChange
Agent Provided
11/17/2017$379,900PriceChange
Agent Provided
11/12/2017$369,900PriceChange
Agent Provided
10/19/2017$379,900Listed For SaleAgent Provided
06/14/2004$304,665Sold
N/A
03/23/2004$46,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$514,200
Home facts updated by county records

Comparable Sales for 16 E Shakespeare Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$595,000
10/16/25
5
3.5
4,175
0.30
Single-Family Home
$569,900
01/30/26
4
2.5
2,425
0.31
Single-Family Home
$610,000
06/27/25
4
3
3,475
0.27
Single-Family Home
$410,000
08/29/25
3
3
2,640
0.55
Single-Family Home
$550,000
10/31/25
4
2.5
2,100
0.38
Single-Family Home
$321,000
12/30/25
4
2.5
3,300
0.31
Single-Family Home
$410,000
10/22/25
3
2.5
2,300
0.60
Single-Family Home
$610,000
10/17/25
4
3.5
3,175
0.68
Single-Family Home
$525,000
09/30/25
4
2.5
2,875

Assigned Schools

These are the assigned schools for 16 E Shakespeare Dr.
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 267 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

  • 85 % 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

  • 60 % 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

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. "
  • Unspecified
    "Same age group in the neighborhood. Children are of various ages. Elementary to college level but all look out for each other."
  • Juan Peralta
    "lots of green places for the dogs to roam around. Great pet owners always with their pets with a leash."
  • 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."
  • 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 "
  • George C.
    "Neighborhood garage sales, safe surroundings, great schools, churches, and restaurants. Plenty of places to shop"
  • Michael J.
    "That dodge are not allowed in this area because they like to poop everywhere and poop stinks very badly"
  • 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. "
  • 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"
  • 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. "
  • 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."
  • 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. "
  • 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"
  • 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."
  • Lillian G.
    "Live here for 3 years with my kids and town is great, people and the school district awesome. "
  • 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."
  • Chorstead
    "Our neighborhood is quaint and everyone is friendly .. also the community areas are friendly as well. "
  • 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."
  • 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. "
  • Rollyn
    "Dogs don’t run free. Owners are greeted by neighbors.Larger dogs are welcomed too.Most back yards are fenced."
  • C Guy
    "In the Town of Whitehall, you actually know your neighbors and their names. It’s not just a neighborhood but a community. "
  • Kayle C.
    "The area has great parks and its neighborhood friendly. schools are pretty close. ⁰00000000000000000000 "
  • 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. "
  • 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!"
  • 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!"
  • Liabeaufort
    "Local bbqs, trick or treating, parades, good schools and great teachers. Elementary school does a book drive delivering books to neighborhoods "
  • 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 "
  • 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."
  • 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"
  • Bibi.li.sita
    "Peach feast, big ball, little shops everywhere. It’s an awesome area to live in. They always have family events "
  • 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"
  • 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."
  • 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!"
  • Becky
    "School district is best in Delaware. Very diverse due to job transfers or job relocation. Very family friendly."
  • James T.
    "Peach festival is an annual fav and well attended. Fair at Catholic Church as well. Christmas decorating of light poles "
  • Trulia User
    "The options for schools In the area are the best in the state. That was the main reason for my family relocating. "
  • Rogercthornton
    "Holiday parade is a great annual event. Very old times town center (quaint) and friendly. Family friendly "
  • Ericka R.
    "New elementary school opening September 2019 New community center coming soon Postal store will be located closer than post office as well"
  • Frankiesql
    "Christmas parade Halloween parade And many other community sponsored events Very family oriented area "
  • 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 "

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Homes for rent near 16 E Shakespeare Dr

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Off Market Homes Near 16 E Shakespeare Dr

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16 E Shakespeare Dr, Middletown, DE 19709 is a 5 bedroom, 4 bathroom, 2,725 sqft single-family home built in 2004. This property is not currently available for sale. 16 E Shakespeare Dr was last sold on Dec 30, 2025 for $584,000 (1% higher than the asking price of $579,000). The current Trulia Estimate for 16 E Shakespeare Dr is $510,900.