17

Middletown, DE Homes for Sale under $400,000

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  • 868 Lissicasey Loop, Middletown, DE 19709
    868 Lissicasey Loop, Middletown, DE 19709
    868 Lissicasey Loop, Middletown, DE 19709
    /46

    $359,000

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

    868 Lissicasey Loop, Middletown, DE 19709

    Welcome to 868 Lissicasey Loop, a beautifully maintained home nestled in one of Middletown’s most sought-after communities and located within the prestigious Colonial School District. Built less than seven years ago, this property offers modern living, generous space, and a layout designed for today’s lifestyles. Step through the front door, and you are greeted by a bright foyer that sets the

    Agent Photo

    Jemimah Chuks

    EXP Realty, LLC

    (302) 202-4495

    868 Lissicasey Loop, Middletown, DE 19709
  • 460 Rederick Ln, Middletown, DE 19709

    $384,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    460 Rederick Ln, Middletown, DE 19709

    Workforce Housing Unit Only. Follow link for more details:

    Benchmark Builders Builder
    460 Rederick Ln, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    /23

    $362,800 New Construction

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
  • 740 Rosler Way, Middletown, DE 19709
    740 Rosler Way, Middletown, DE 19709
    /2

    $374,900 New Construction

    • 4 Beds
    • 3.5 Baths

    740 Rosler Way, Middletown, DE 19709

    **This Novella Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative. Located in The Overlook at

    Brittany Stephens Blenheim Marketing LLC

    740 Rosler Way, Middletown, DE 19709
  • 1252 Carrick Ct, Middletown, DE 19709
    1252 Carrick Ct, Middletown, DE 19709
    1252 Carrick Ct, Middletown, DE 19709
    /34

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    1252 Carrick Ct, Middletown, DE 19709

    This 3-bedroom, 2.5-bath townhome with a one-car garage, located in the Appoquinimink School District, offers a spacious and functional layout in the MOT area. The exterior features stone veneer accents and classic styling that create a welcoming first impression. Inside, a bright foyer leads to a finished lower-level space currently used as a gym or secondary living area, offering flexibility to

    Courtney Gallagher Keller Williams Realty Central-Delaware

    1252 Carrick Ct, Middletown, DE 19709
  • 156 Springfield Cir, Middletown, DE 19709
    156 Springfield Cir, Middletown, DE 19709
    156 Springfield Cir, Middletown, DE 19709
    /76

    $389,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    156 Springfield Cir, Middletown, DE 19709

    Welcome to 156 Springfield Circle—an exceptional end-unit townhome tucked into the sought-after Willow Grove Mill community in the heart of Middletown. With its generous footprint, thoughtful updates, and unbeatable location, this home offers the perfect blend of space, style, and convenience. Step inside to a spacious foyer that opens seamlessly into a bright and inviting living area, where

    Megan Aitken Keller Williams Realty

    156 Springfield Cir, Middletown, DE 19709
  • 758 Rosler Way, Middletown, DE 19709
    758 Rosler Way, Middletown, DE 19709
    758 Rosler Way, Middletown, DE 19709
    /4

    $369,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,980 Sq Ft

    758 Rosler Way, Middletown, DE 19709

    **This Novella Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative. Located in The Overlook at

    Brittany Stephens Blenheim Marketing LLC

    758 Rosler Way, Middletown, DE 19709
  • 642 Barrie Rd, Middletown, DE 19709
    642 Barrie Rd, Middletown, DE 19709
    642 Barrie Rd, Middletown, DE 19709
    /36

    $399,000

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

    642 Barrie Rd, Middletown, DE 19709

    Welcome Home! This spacious and beautifully maintained house offers the perfect blend of comfort, functionality, and style. From the entrance you can see this home has been well cared for and gently lived in. As you enter, you’re greeted by a welcoming foyer with carpet free stairs leading to both the main living area and a finished lower level. The finished lower level has recessed lighting and

    Harolyn Crumpler Coldwell Banker Realty

    642 Barrie Rd, Middletown, DE 19709
  • 1300 Carrick Ct Unit 36461946, Middletown, DE 19709
    1300 Carrick Ct Unit 36461946, Middletown, DE 19709
    /2

    $395,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    Massey Plan at Ponds of Odessa - Townhomes, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    1300 Carrick Ct Unit 36461946, Middletown, DE 19709
  • 127 Rosie Dr, Middletown, DE 19709
    127 Rosie Dr, Middletown, DE 19709
    127 Rosie Dr, Middletown, DE 19709
    /27

    $308,000

    • 3 Beds
    • 2.5 Baths
    • 1,275 Sq Ft

    127 Rosie Dr, Middletown, DE 19709

    Beautiful end-unit townhome in an incredibly convenient location just behind Target and Sprouts! Lovingly maintained by the current owner for 22 years, this home truly shows pride of ownership. Stylish ceramic tile and engineered bamboo flooring run throughout, offering both durability and easy maintenance. The kitchen features upgraded cabinetry and finishes, while the updated bathrooms add a

    Michele Burch Patterson-Schwartz-Middletown

    127 Rosie Dr, Middletown, DE 19709
  • 25 Franklin Dr, Middletown, DE 19709
    25 Franklin Dr, Middletown, DE 19709
    25 Franklin Dr, Middletown, DE 19709
    /30

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    25 Franklin Dr, Middletown, DE 19709

    INSTANT EQUITY! Priced $12,000 below the appraised value of $347,000, this home presents a strong opportunity for buyers looking for value in a competitive market. The home is back on the market because the buyer's financing fell through, not due to any condition or inspection concerns. Discover comfort, space, and convenience in this move-in-ready Colonial townhome located in the Millbranch at

    Bob Comegys EXP Realty, LLC

    25 Franklin Dr, Middletown, DE 19709
  • 3102 Pett Level Dr, Middletown, DE 19709
    3102 Pett Level Dr, Middletown, DE 19709
    3102 Pett Level Dr, Middletown, DE 19709
    /22

    $335,000 New Construction

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    3102 Pett Level Dr, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    3102 Pett Level Dr, Middletown, DE 19709
  • 2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    /10

    $325,000

    • Land
    • 3.99 Acres
    • $81,454 per Acre

    2691 N Dupont Pkwy, Middletown, DE 19709

    Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to

    Lauren Janes Compass

    2691 N Dupont Pkwy, Middletown, DE 19709
  • 224 Liborio Dr, Middletown, DE 19709
    224 Liborio Dr, Middletown, DE 19709
    /2

    $300,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,425 Sq Ft

    224 Liborio Dr, Middletown, DE 19709

    More photos coming soon! This well-maintained 3-bedroom, 2.5-bath townhome offers comfort, functionality, and great value. The main level features a spacious living room perfect for everyday living, along with an eat-in kitchen that includes a dedicated dining area—ideal for both casual meals and entertaining. Upstairs, you’ll find a private primary suite complete with its own full bathroom,

    Dwayne Geames My Real Estate Store

    224 Liborio Dr, Middletown, DE 19709
  • 8 Redding Cir, Middletown, DE 19709
    8 Redding Cir, Middletown, DE 19709
    8 Redding Cir, Middletown, DE 19709
    /16

    $365,900

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    8 Redding Cir, Middletown, DE 19709

    If you’ve been searching for a move-in ready home that blends style, comfort, and convenience — this is the one. Located in the highly desirable Appoquinimink School District, this beautiful ranch-style home has been designed with today’s lifestyle in mind. Step inside and you’ll immediately notice the open layout, natural light, and thoughtful details throughout. The kitchen is truly the heart

    Clifton Skinner Long & Foster Real Estate, Inc.

    8 Redding Cir, Middletown, DE 19709
  • 866 Old School House Rd, Middletown, DE 19709
    866 Old School House Rd, Middletown, DE 19709
    866 Old School House Rd, Middletown, DE 19709
    /4

    $330,000

    • Land
    • 14.91 Acres
    • $22,133 per Acre

    866 Old School House Rd, Middletown, DE 19709

    Rare opportunity to own approximately 14 acres of raw land in the sought-after Middletown, Delaware area. This expansive parcel is currently farmed and also used for hunting, offering a beautiful natural setting with wide open space and incredible potential. Whether you're looking for recreational land, agricultural use, a long-term investment, or exploring future possibilities, this property

    Kim Simpson Thyme Real Estate Co LLC

    866 Old School House Rd, Middletown, DE 19709
  • 8 Crawford St, Middletown, DE 19709
    8 Crawford St, Middletown, DE 19709
    8 Crawford St, Middletown, DE 19709
    /80

    $380,000 Open Fri 4PM - 6PM

    • 2 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    8 Crawford St, Middletown, DE 19709

    Step into a storybook at 8 Crawford Street, where history, charm, and modern luxury intertwine in the beloved “Schreitz House,” circa 1879. From the moment you arrive, the freshly painted exterior, cheerful green shutters, and a welcoming front porch complete with a classic porch swing set the tone for something truly special. It’s the kind of home that feels like it belongs in a novel, yet lives

    Megan Aitken Keller Williams Realty

    8 Crawford St, Middletown, DE 19709
Delaware New Castle County Middletown

Real Estate & Homes in Middletown, DE under $400,000

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 199 days on the market compared to the national average of 57 days. The median sale price for homes in Middletown, DE over the last 12 months is $538,896, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$538,896
Median Single Family Sale Price
$584,000
Median Townhouse Sale Price
$442,500
Median 2 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$213
Number of Homes for Sale
268
Last 12 months Home Sales
699
Months of Supply
4.60
Median List Price
$561,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

Explore the array of homes and houses for sale under $400,000 in Middletown, where you'll find 17 options tailored for those seeking affordable real estate opportunities. Whether you're interested in spacious family homes, modern townhouses, or cozy bungalows, Middletown offers a diverse range of choices to match your needs and financial considerations. Take advantage of these affordably-priced properties to make your move into the real estate market in Middletown, DE.

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