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Middletown Homes for Sale

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  • /21

    $447,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft

    51 Springmill Dr, Middletown, DE 19709

    Welcome to Springmill – where lifestyle meets value! This affordable and beautifully maintained home in Middletown’s premier 55+ community offers everything you need to start your next chapter. With a main-level primary suite, sun-filled family room, and a stylish kitchen featuring granite countertops, this home is designed for comfort and low-maintenance living. Enjoy your morning coffee in the

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • /47

    $675,000 Open Sat 12:30PM - 3PM

    • 4 Beds
    • 3 Baths
    • 3,025 Sq Ft

    734 Wood Duck Ct, Middletown, DE 19709

    Welcome to 734 Wood Duck Ct – A Stunning Blend of Comfort and Style in Middletown!Nestled on a quiet cul-de-sac in one of Middletown’s most desirable neighborhoods, this beautifully maintained 4-bedroom, 3-full-bath home is the perfect combination of space, function, and modern updates. Step inside to find an inviting layout featuring a dedicated home office, ideal for remote work or study.The

    Cristina TLASECA Madison Real Estate Inc. DBA MRE Residential Inc.

    734 Wood Duck Ct, Middletown, DE 19709
  • /80

    $649,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft

    213 Casper Way, Middletown, DE 19709

    Welcome to 213 Casper Way, where your dream home is waiting with open arms. Located on the 4th hole of the golf course at Frog Hollow Golf Club, 213 Casper Way is abundant with upgrades inside and out, a truly move-in ready home with over 4,000 sqft for your family to enjoy. Upon arrival, this stunning corner lot with well maintained lawn and landscaping greets you, and the traditional front

    Megan Aitken Keller Williams Realty

    213 Casper Way, Middletown, DE 19709
  • /67

    $640,000

    • 5 Beds
    • 4 Baths
    • 3,675 Sq Ft

    741 Wallasey Dr, Middletown, DE 19709

    Welcome to the incredible community of Preserve at Deep Creek, where luxury and convenience meet to offer the location of your dreams. Just minutes from the heart of Middletown where there's an abundance of food, shopping, restaurants and award-winning Appoquinimink School District Schools, Preserve at Deep Creek is a sought after, community centered neighborhood that offers a clubhouse with

    Megan Aitken Keller Williams Realty

    741 Wallasey Dr, Middletown, DE 19709
  • /36

    $629,900

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    124 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to this charming Colonial-style home located in the desirable Longmeadow in the Town of Middletown. The beautiful washed brick facade and covered front door welcomes you in. This spacious property boasts 4 bedrooms, 2.5 bathrooms, and is spread across 2 levels/stories, offering ample space for comfortable living. As you enter, you are greeted by a two story foyer with the formal living

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    124 Willow Grove Mill Dr, Middletown, DE 19709
  • /73

    $750,000

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft

    185 Tywyn Dr, Middletown, DE 19709

    Better than New Construction! This 2 year old home has tens of thousands of dollars in upgrades and is ready to be enjoyed! Space, space and more space abound everywhere you look in this wonderful home. The first floor features a gourmet kitchen with a huge island (with seating for 4) and great room concept including the eat-in-kitchen and large living room, plus a formal dining room space.

    Michael Davis Phoenix Real Estate

    185 Tywyn Dr, Middletown, DE 19709
  • /46

    $605,000

    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    522 Lilac Dr, Middletown, DE 19709

    Welcome to 522 Lilac Drive, Middletown, DE — where comfort meets convenience in this beautifully maintained single-family home! Located in the desirable Longmeadow neighborhood, this spacious 4-bedroom, 2.5-bathroom detached home offers nearly 3000 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. Step inside to find a bright and airy

    David Vetri Red Brick Realty, LLC

    522 Lilac Dr, Middletown, DE 19709
  • /17

    $575,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    321 Drake Dr, Middletown, DE 19709

    Welcome to the sought after Middletown community of The Estates at Dove Run! This 4 bedroom, 2.5 bath home is in the lovely and well maintained Estates of Dove Run neighborhood. Upon entering the home, to your left is a bonus room, currently being used as an office, with double French doors. The two story freets you flanked by an open formal living room and dining room. Spacious family room with

    Praveen Ponna Keller Williams Realty Wilmington

    321 Drake Dr, Middletown, DE 19709
  • /20

    $442,900

    • 4 Beds
    • 2.5 Baths
    • 2,025 Sq Ft

    1 Brady Cir, Middletown, DE 19709

    Imagine living in this beautifully updated 4-bedroom, 2.5-bathroom detached home, perfectly positioned on a large premium corner lot that offers views of open land and a vibrant community playground.Inside, the open-concept design immediately welcomes you. The eat-in kitchen, complete with stylish granite countertops and a practical center island, flows effortlessly into the family room—making

    Faith Streett BHHS Fox & Roach-Concord

    1 Brady Cir, Middletown, DE 19709
  • /53

    $489,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 3 Baths
    • 2,200 Sq Ft

    577 Whispering Trail, Middletown, DE 19709

    Welcome home to this impeccably maintained Coleridge model, ideally situated within the sought-after Active Adult Community of Springmill in Middletown, Delaware. This residence has been meticulously cared for and offers recent upgrades, including a new roof, HVAC system, and electric water heater, ensuring peace of mind for years to come. Upon entering, you’ll be greeted by gleaming hardwood

    Vicky Miller Patterson-Schwartz-Middletown

    577 Whispering Trail, Middletown, DE 19709
  • /44

    $435,000

    • 3 Beds
    • 3 Baths
    • 2,300 Sq Ft

    2 N Cummings Dr, Middletown, DE 19709

    This is the one! Brand new flooring everywhere...fresh and inviting! Talk about location. Minutes from downtown Middletown and Route 1. Spacious? Endless square footage with a finished basement that has a few storage areas. The main floor features a glass enclosed eating area and large inviting great room. The 2nd floor has all 3 bedrooms and a nicely sized landing area for a desk or

    Audrey Brodie First Class Properties

    2 N Cummings Dr, Middletown, DE 19709
  • /34

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    34 Springfield Cir, Middletown, DE 19709

    Welcome to this charming townhouse with attractive curb appeal and landscaping. It offers three bedrooms, two and a half bathrooms, and a one-car garage. Step inside to an open, spacious, comfortable, stylish living room with high ceilings. This central room connects to the dining room, making it a perfect spot for gathering and entertaining. The kitchen is designed for functionality, creating a

    Lynette Scott Presto Realty Company

    34 Springfield Cir, Middletown, DE 19709
  • /45

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    636 Poets Way, Middletown, DE 19709

    Welcome to this Coleridge model, located in the highly desirable Springmill community in Middletown, Delaware. Upon entry, you'll be greeted by elegant hardwood flooring that flows seamlessly through the Great Room, breakfast area, expansive kitchen, and formal Dining Room. The Great Room features a cozy fireplace and an open-concept layout perfect for modern living. This home offers a

    Vicky Miller Patterson-Schwartz-Middletown

    636 Poets Way, Middletown, DE 19709
  • /48

    $487,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 2,350 Sq Ft

    73 Springmill Dr, Middletown, DE 19709

    Welcome to this beautifully maintained residence in the highly desirable Active Adult Community of Springmill, located in Middletown, DE. This impressive Dunbar model offers a thoughtfully designed floor plan featuring two bedrooms, two full bathrooms, a spacious loft, and numerous high-quality upgrades. Notable improvements include a five-year-old HVAC system and Homecraft replacement windows

    Vicky Miller Patterson-Schwartz-Middletown

    73 Springmill Dr, Middletown, DE 19709
  • /61

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    574 Whispering Trail, Middletown, DE 19709

    55 Community living at it's finest. 2-Bed + Loft in Active 55+ Community . Excellent Condition & Full of Charm!Welcome to this beautifully cared-for 2-bedroom, 2-bath home in a vibrant and friendly 55+ neighborhood! This home is in excellent condition and it shows, from the sparkling clean interiors to the thoughtful updates throughout. You’ll immediately notice the pride of ownership, with

    Kim Simpson Thyme Real Estate Co LLC

    574 Whispering Trail, Middletown, DE 19709
  • /31

    $374,900

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    307 Obelisk Ln, Middletown, DE 19709

    Welcome to this beautifully maintained end-unit carriage-style home nestled in the quiet, highly desirable active adult community of Spring Arbor. This spacious residence offers comfort, convenience, and elegant one-floor living designed with your lifestyle in mind.Step inside to find a bright and airy layout featuring two generously sized bedrooms and two full bathrooms. The primary suite is a

    Marsela Leonard Real Broker LLC

    307 Obelisk Ln, Middletown, DE 19709
  • /41

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    340 Ellenwood Dr, Middletown, DE 19709

    Welcome to 340 Ellenwood Drive, located in one of Middletown’s most desirable communities within the Appoquinimink School District. This prime location offers close proximity to parks, shopping, dining, and commuter routes, all while providing a strong sense of community and everyday convenience. This home features a covered front porch, perfect for enjoying the peaceful neighborhood setting.

    Eric Buck Long & Foster Real Estate, Inc.

    340 Ellenwood Dr, Middletown, DE 19709
  • /34

    $360,000

    • 2 Beds
    • 2 Baths
    • 1,425 Sq Ft

    139 Gazebo Ln, Middletown, DE 19709

    Welcome to 139 Gazebo Lane, a meticulously maintained 2-bedroom, 2-bathroom carriage house nestled in the vibrant 55+ community of Spring Arbor in Middletown, DE. Built in 2015, this charming home offers 1,425 sq ft of single-story living space, presenting a perfect blend of modern comfort and low-maintenance convenience. Home HighlightsOpen-Concept Design: The spacious floor plan seamlessly

    Tiny Reamer RE/MAX 1st Choice - Middletown

    139 Gazebo Ln, Middletown, DE 19709
  • /35

    $635,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    47 Kirkcaldy Ln, Middletown, DE 19709

    Wonderful offering in EVER POPULAR The Estates at St. Annes!! This rarely available Laurel Model from LC Homes is "Back on Market". Featuring a First Floor Master Suite with a luxurious five piece bath room, two walk in closets and trayed ceiling. Highlights include a free flowing open layout leading to a beautiful kitchen with stainless steel appliances, pantry, center island, breakfast bar

    Timothy Lukk VRA Realty

    47 Kirkcaldy Ln, Middletown, DE 19709
  • /39

    $399,900

    • 2 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    429 Sundial Ln, Middletown, DE 19709

    Very important, Spring Arbor Community can accept 20% residents under age 55, no one under age 18! WOW! Simply Gorgeous! Original Owner Upgraded and Updated this popular 2 story, 1,825 SQ FT Hayden Model featuring open floor plan, custom painted, crown moldings, upgraded light fixtures, recessed lighting, plantation shutters, 2 Zoned HVAC, 2 bedrooms, 2.5 baths, gleaming hardwoods, sunroom with

    Mary Lynch Patterson-Schwartz-Middletown

    429 Sundial Ln, Middletown, DE 19709
  • /68

    $750,000

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft

    1032 Applecross Dr, Middletown, DE 19709

    Welcome to 1032 Applecross Drive in the Preserve at Deep Creek. This expansive & well-appointed home is the largest in its community and offers all the high-end features and amenities you could possibly want, and a blank canvas to make your very own! Spanning over 4,500 square feet amongst three levels of living spaces, the highlights include a bright & open floorplan with 9-foot ceilings, a

    Michael McKee Long & Foster Real Estate, Inc.

    1032 Applecross Dr, Middletown, DE 19709
  • /28

    $509,900

    • 3 Beds
    • 3 Baths
    • 2,325 Sq Ft

    277 Anglesey Dr, Middletown, DE 19709

    Welcome to the highly sought-after 55+ Preserve at Deep Creek Community. This stunning home, just three years old, offers the benefits of like-new construction without the wait or disruption. The exterior is truly impressive, featuring a stone water table front, an inground irrigation system, and an extra-wide garage door leading to a spacious two-car garage. As you step inside the front door,

    Vicky Miller Patterson-Schwartz-Middletown

    277 Anglesey Dr, Middletown, DE 19709
  • /97

    $799,000

    • 5 Beds
    • 5 Baths
    • 5,100 Sq Ft

    253 Wickerberry Dr, Middletown, DE 19709

    Welcome to 253 Wickerberry Drive in the sought after community of PARKSIDE. This home from the moment you pull up has such wonderful curb appeal...The Stone Front, the front porch and the lovely landscaping. Come inside to this beautiful traditional home that has so much to offer, 5 bedrooms, 5 bathrooms large office, great kitchen with a large morning room, a finished basement and one of the

    Ann Marie Germano Patterson-Schwartz-Middletown

    253 Wickerberry Dr, Middletown, DE 19709
  • /79

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    119 Tuscany Dr, Middletown, DE 19709

    PARKSIDE - Welcome to 119 Tuscany Drive, an elegant and inviting residence located in the heart of Middletown and within the APPOQUINIMINK SCHOOL DISTRICT. This exquisite 5-bedroom, 3.5-bathroom home offers a harmonious blend of sophistication and comfort. Newly built in 2015 by Lifestyle Builders, this home has been lovingly maintained by its original owners. Enter the foyer to find gleaming

    Andrea Harrington Compass

    119 Tuscany Dr, Middletown, DE 19709
  • /46

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 2,825 Sq Ft

    373 Northhampton Way, Middletown, DE 19709

    Say hello to this lovely home located in the tree-lined, quiet community of Willow Grove Mills, easily accessible to prestigious schools, shopping, dining, healthcare, and routes leading to the beach. The home features an open-concept living and dining room with lots of natural light and a fireplace for those cozy nights. The kitchen features an eat-in option with tall cabinets and granite

    Christian Webb Sky Realty

    373 Northhampton Way, Middletown, DE 19709
  • /4

    $59,000

    • 2 Beds
    • 2 Baths

    336 Hostetter Blvd, Middletown, DE 19709

    Rodman Mullins Sterling Real Estate LLC

    336 Hostetter Blvd, Middletown, DE 19709
  • /53

    $375,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    1047 Sherbourne Rd, Middletown, DE 19709

    Step into this beautifully upgraded townhome, perfectly situated on a spacious fenced lot in the sought-after Willow Grove Mill community. With top-tier amenities and an unbeatable location just minutes from Route 1, Route 13, shopping, dining, and in the award-winning Appoquinimink School District, this home checks all the boxes for comfort, convenience, and style. From the moment you arrive,

    Megan Aitken Keller Williams Realty

    1047 Sherbourne Rd, Middletown, DE 19709

Why Live in Middletown

Middletown, Delaware, established in 1861, offers a harmonious blend of suburban tranquility and urban conveniences. Located 60 miles south of Philadelphia, this New Castle County town is home to 25,000 residents and is celebrated for its small-town charm and welcoming community. The neighborhood features a variety of architectural styles, including Cape Cod, Victorian, and Foursquare homes, set on modest lots with simple landscaping. The grid-style streets are lined with sidewalks and leafy trees, providing ample street parking and wide roads. Families benefit from the highly rated Appoquinimink School District, which includes Silver Lake Elementary, Redding Middle School, and Middletown High School, all known for their excellent academic programs. Outdoor enthusiasts can explore the 100-acre Charles E. Memorial Park, which offers a modern playground, a dog park, paved walking trails, and a scenic lake. Silver Lake Park provides additional recreational facilities, including athletic fields, courts, and a playground. Golfers can enjoy Frog Hollow Golf Club & Restaurant. For dining, Downtown Middletown’s Main Street features Sully’s Irish Pub, La Banca for Italian cuisine, and Sweet Melissa Bakery. First State Brewing Company offers local craft beers and American fare. Shopping needs are met at Giant on Dove Run Centre Drive and the Dutch Country Farmers Market on Greenlawn Boulevard. Dove Run Shopping Center and other large retailers like Walmart, Kohl’s, and Home Depot are also nearby. Entertainment options include Westown Movies and Putters Paradise mini golf. The Appoquinimink Library on Catherine Street serves as a local resource for book lovers. While most residents rely on cars, the DART bus system provides public transportation, and Routes 1 and 71 offer easy access to nearby areas, Delaware beaches, and Philadelphia.

Frequently Asked Questions

Is Middletown a good place to live?
Middletown is a good place to live. Middletown is considered car-dependent and somewhat bikeable with minimal transit options. Middletown is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Middletown has 6 parks for recreational activities. It is fairly sparse in population with 3.3 people per acre and a median age of 39. The average household income is $111,450 which is above the national average. College graduates make up 40.3% of residents. A majority of residents in Middletown are home owners, with 23.5% of residents renting and 76.5% of residents owning their home. A local real estate agent serving Middletown can help you decide if this neighborhood is the right one for you. Learn more on our Middletown neighborhood guide.
Is Middletown, DE a safe neighborhood?
Middletown, DE is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $429,900. If you put a 20% down payment of $86,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $2,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K a year to afford the median home price in Middletown. The average household income in Middletown is $111K.
What are the best public schools in Middletown?
The best public schools that serve Middletown are:
What are the best private schools in Middletown?
The best private schools that serve Middletown are:
What are the most popular zip codes in Middletown, Middletown, DE?
The most popular zip codes in Middletown, Middletown, DE include 19709, 19904, 21921, 19977 and 19720.
What are the most popular neighborhoods near Middletown, Middletown, DE?
The most popular neighborhoods near Middletown, Middletown, DE are Kirkwood, Glasgow, Saint Georges, Midvale and Southern Newark.

Home Trends in Middletown, DE

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$437,000
Median 2 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$193
Number of Homes for Sale
27
Last 12 months Home Sales
234
Months of Supply
1.40
Median List Price
$429,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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