21

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
  • 3114 Pett Level Dr, Middletown, DE 19709
    3114 Pett Level Dr, Middletown, DE 19709
    3114 Pett Level Dr, Middletown, DE 19709
    /22

    $349,642 New Construction

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

    3114 Pett Level Dr, Middletown, DE 19709

    Introducing 3114 Pett Level Dr, our thoughtfully designed Truman floorplan. This 5-bed, 2-bath home offers modern comfort and effortless functionality. The main level centers around an open-concept layout, where the kitchen, dining room, and family room flow seamlessly for everyday living and entertaining. A first-floor owner’s suite with walk-in closet, full bath, and additional bedroom,

    Lennar Builder
    3114 Pett Level Dr, Middletown, DE 19709
  • 467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    /42

    $399,777

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    467 Hyetts Corner Rd, Middletown, DE 19709

    Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre. It has 2 bedrooms and 2 full baths and 1 powder room. There is also an extra room in the back that could be a third bedroom . The exposed beams and brickwork are amazing. The kitchen has been updated with a quartz countertop, tile backsplash and a new stainless appliance package. You have to see this in

    Steven King Empower Real Estate, LLC

    467 Hyetts Corner Rd, 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

    **PRICE REDUCTION** Discover comfort, space, and convenience in this move in ready Colonial townhome located in the Millbranch at Greenlawn community and within the sought after Appoquinimink School District. Built in 1998 and fully updated in 2018, this well maintained home blends modern updates with a layout designed for comfortable daily living. Step inside to an open open floor plan where the

    Bob Comegys EXP Realty, LLC

    25 Franklin Dr, Middletown, DE 19709
  • 754 Rosler Way, Middletown, DE 19709
    754 Rosler Way, Middletown, DE 19709
    754 Rosler Way, Middletown, DE 19709
    /4

    $369,900 New Construction

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

    754 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

    754 Rosler Way, Middletown, DE 19709
  • 3134 Pett Level Dr, Middletown, DE 19709
    3134 Pett Level Dr, Middletown, DE 19709
    3134 Pett Level Dr, Middletown, DE 19709
    /15

    $343,400 New Construction

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

    3134 Pett Level Dr, Middletown, DE 19709

    Say hello to 3134 Pett Level Drive, our thoughtfully designed Truman floorplan. This 5-bed, 2-bath home offers modern comfort and effortless functionality. The main level centers around an open-concept layout, where the kitchen, dining room, and family room flow seamlessly for everyday living and entertaining. A first-floor owner’s suite with walk-in closet, full bath, and additional bedroom,

    Lennar Builder
    3134 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
  • 460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
    /12

    $384,900 Open Sat 11AM - 4:30PM

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

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709

    ** WORKFORCE HOUSING-BUYER MUST QUALIFY FOR THE NEW CASTLE COUNTY PROGRAM TOPURCHASE - MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2001 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless range, dishwasher, microwave and recessed lighting in Kitchen. Tiled floor and Shower surround in master bath. 3 pc rough in walk out basement. Don't miss

    Lindsay Shaffer RE/MAX Elite

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
  • 8 Redding Cir, Middletown, DE 19709
    8 Redding Cir, Middletown, DE 19709
    8 Redding Cir, Middletown, DE 19709
    /16

    $386,900 Open Sun 12PM - 2PM

    • 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
  • 403 New St, Middletown, DE 19709
    403 New St, Middletown, DE 19709
    /2

    $300,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    403 New St, Middletown, DE 19709

    Easy Middletown Living on a Rare .39-Acre Lot! Welcome to this thoughtfully updated ranch home located in the highly sought-after Appoquinimink School District, right in the heart of Middletown. Set on a rare 0.39-acre lot, this home offers the perfect blend of space, convenience, and walkability—just moments from Middletown’s shops, restaurants, and everyday amenities. Lovingly maintained, the

    Sherri Hill Redfin Corporation

    403 New St, Middletown, DE 19709
  • 746 Rosler Way, Middletown, DE 19709
    746 Rosler Way, Middletown, DE 19709
    746 Rosler Way, Middletown, DE 19709
    /4

    $369,900 New Construction

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

    746 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

    746 Rosler Way, Middletown, DE 19709
  • 113 Crawford St, Middletown, DE 19709
    113 Crawford St, Middletown, DE 19709
    113 Crawford St, Middletown, DE 19709
    /31

    $374,999 Open Sun 10AM - 11:30AM

    • 3 Beds
    • 1.5 Baths
    • 1,875 Sq Ft

    113 Crawford St, Middletown, DE 19709

    Welcome to 113 Crawford Street. Located in the heart of Middletown, Delaware. Enjoy close proximity to local shops, restaurants, parks and everyday conveniences with easy access to major routes for commuting.Middletown is known for its small town charm, strong sense of community and continued growth, making this an ideal place to call home. Whether you are taking a stroll around the

    Diane Susi Long & Foster Real Estate, Inc.

    113 Crawford St, 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
  • 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
  • 561 Whispering Trail, Middletown, DE 19709
    561 Whispering Trail, Middletown, DE 19709
    561 Whispering Trail, Middletown, DE 19709
    /28

    $351,900

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft

    561 Whispering Trail, Middletown, DE 19709

    Being "SOLD AS IS"- Rancher with two bedrooms and two full bath. Kitchen with granite and appliances. Spacious living area. Sunroom. Owners suite with full bath. Two car attached garage. Home is a guardianship sale. Appointed guardian has no knowledge of the home. Buyers and buyers agent should do their own due diligence. Neighborhood information is in the MLS.

    Donna Watson The Watson Realty Group, LLC

    561 Whispering Trail, Middletown, DE 19709
  • 108 E Cochran St, Middletown, DE 19709
    108 E Cochran St, Middletown, DE 19709
    108 E Cochran St, Middletown, DE 19709
    /38

    $339,900

    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    108 E Cochran St, Middletown, DE 19709

    Welcome to 108 E Cochran Avenue in the heart of Middletown, Delaware. This cute house has it all - including location. The moment you arrive you will pull up in the driveway and feel like you belong here. The covered porch is wonderful and adds to the curb appeal and style of hte home. Inside, the kitchen is open and spacious. There are plenty of cabinets along with ample counter space. The

    Erik Hoferer Long & Foster Real Estate, Inc.

    108 E Cochran St, Middletown, DE 19709
  • 2481 N Dupont Pkwy, Middletown, DE 19709
    2481 N Dupont Pkwy, Middletown, DE 19709
    2481 N Dupont Pkwy, Middletown, DE 19709
    /14

    $339,900

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    2481 N Dupont Pkwy, Middletown, DE 19709

    What an opportunity to purchase a single family home under $375,000 in Middletown Delaware. This 4 bedroom home boast hardwoods through out. And what every buyer can appreciate, a newer roof and Hvac. These major updates can give you pease of mind for years to come. With a lot size of .81 there is potential room to expand. Location, location!! Just minutes from Rt 1 for all your commuting needs!!

    Kim Simpson Thyme Real Estate Co LLC

    2481 N Dupont Pkwy, Middletown, DE 19709
  • 102 E Redding St, Middletown, DE 19709
    102 E Redding St, Middletown, DE 19709
    102 E Redding St, Middletown, DE 19709
    /36

    $395,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    102 E Redding St, Middletown, DE 19709

    Welcome to your dream home, located in the heart of Middletown! Where you can walk or ride your bike to the new county library, Silver Lake Park, the new YMCA, and Historic downtown with its charming restaurants and shops. In the highly sought after Appoquinimick school district, the Niche A rated Silver Lake Elementary school is right at the end of the block! This gorgeous three bedroom two full

    Daniel Logan Patterson-Schwartz-Hockessin

    102 E Redding St, Middletown, DE 19709
  • 102 S Broad St, Middletown, DE 19709
    102 S Broad St, Middletown, DE 19709
    102 S Broad St, Middletown, DE 19709
    /38

    $399,999

    • 5 Beds
    • 3 Baths
    • 2,816 Sq Ft

    102 S Broad St, Middletown, DE 19709

    One of a Kind Rare Victorian located in the heart of Middletown that needs TOTAL RENOVATION. This expansive property offers over 3,700 square feet of living space and sits on a generous 0.29 acre lot, combining historic charm with endless potential. Featuring Five (5) Bedrooms and Three (3) Full Baths, this home is filled with character throughout, including hardwood floors, Two Fireplaces, and

    Reese Kenchen Fave Realty Inc

    102 S Broad St, 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
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 183 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, DE over the last 12 months is $525,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$580,400
Median Townhouse Sale Price
$438,450
Median 2 Bedroom Sale Price
$241,500
Average Price Per Sq Ft
$212
Number of Homes for Sale
245
Last 12 months Home Sales
725
Months of Supply
4.10
Median List Price
$554,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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 21 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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