14

Middletown, DE Houses under $500,000

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  • 51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    /21

    $447,000

    • 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
  • 237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    /32

    $459,900

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    237 Trellis Ln, Middletown, DE 19709

    Welcome to this beautifully maintained single-family home nestled in the vibrant 55+ community of Spring Arbor. Featuring thoughtful updates throughout, this bright and inviting home offers comfort, convenience, and style all in one perfect package. Approach from the welcoming front porch and enter into a sun-drenched foyer with a large window that fills the space with natural light. The spacious

    Sherri Hill Redfin Corporation

    237 Trellis Ln, Middletown, DE 19709
  • 525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    /27

    $482,900

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    525 Contemplation Way, Middletown, DE 19709

    Welcome to 525 Contemplation Way, nestled in the highly sought-after 55+ community of Whispering Woods in Middletown, Delaware! This beautiful 3 bedroom, 2 full bathroom maintained home offers low-maintenance living with all the benefits of an active, resort-style lifestyle. Whether you're looking to downsize or embrace a vibrant new chapter, this home and community check every box. Located just

    Eric Buck Long & Foster Real Estate, Inc.

    525 Contemplation Way, Middletown, DE 19709
  • 343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    /52

    $465,000

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

    343 Daylilly Way, Middletown, DE 19709

    Welcome to 343 Daylilly Way, a beautifully maintained home in the sought-after 55+ community of Springmill in Middletown, DE. This 2-bedroom, 3-bath home features a smart layout with two bedrooms and a flex room on the main floor, plus a private loft with a third full bath—ideal for guests or hobbies. Hardwood floors flow throughout the main living areas, accented by crown molding and natural

    Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
  • 577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    /54

    $479,900

    • 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
  • 574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    /61

    $465,000

    • 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
  • 277 Anglesey Dr, Middletown, DE 19709
    277 Anglesey Dr, Middletown, DE 19709
    277 Anglesey Dr, Middletown, DE 19709
    /28

    $499,900

    • 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
  • 325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    /38

    $464,900

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    325 Great Oak Dr, Middletown, DE 19709

    Classic R.C. Peoples-built 2 Story in rarely available Great Oak Farms. This home has fantastic curb appeal starting with the brick siding, but not forgetting the long driveway that is complimented by two decorative brick pillars. Moving inside, there is a living room with a cozy fireplace; just a few steps away from the formal dining room. The kitchen its own dining area, no shortage of cabinet

    Matt Dutt RE/MAX Elite

    325 Great Oak Dr, Middletown, DE 19709
  • 301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    /2

    $475,000

    • 3 Beds
    • 3.5 Baths
    • 2,175 Sq Ft

    301 White Pine Dr, Middletown, DE 19709

    This is a unique one! 1+ Acre lot - not one but 2 oversized attached/rear access garages AND a detached garage too! New roof in 2024! This home has a unique floor plan - some smart re-configuring allows flexibility in the use of space. This home is eligible for a VA Assumption for a VA Buyer who wants to take advantage of a low interest rate. More pics to follow. Showings will take place at the

    Lisa Marie RE/MAX Edge

    301 White Pine Dr, Middletown, DE 19709
  • Solano, Middletown, DE 19709
    Solano, Middletown, DE 19709
    Solano, Middletown, DE 19709
    /21

    $499,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    Solano, Middletown, DE 19709

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar

    Solano, Middletown, DE 19709
  • 48 Springmill Dr, Middletown, DE 19709
    48 Springmill Dr, Middletown, DE 19709
    48 Springmill Dr, Middletown, DE 19709
    /43

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,950 Sq Ft

    48 Springmill Dr, Middletown, DE 19709

    Welcome to 48 Springmill Drive in the wonderful 55+ community of Springmill. This home has a bright & open flow, spacious den/office, beautiful sunroom, inspiring natural light throughout, and a private patio with tree-lined view. A manicured landscape welcomes you to this home. Step inside and you will find the office/den and dining room on either side of the foyer. The office features custom

    Michael McKee Long & Foster Real Estate, Inc.

    48 Springmill Dr, Middletown, DE 19709
  • 417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    /26

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    417 Morning Glory Ln, Middletown, DE 19709

    Welcome to your ideal low-maintenance lifestyle in this beautifully maintained 2-bedroom, 2-bath home featuring a spacious loft and inviting outdoor space. Nestled in a vibrant 55+ community of Springmill, this residence offers the perfect blend of comfort, convenience, and style. The beautiful landscaping welcomes you inside where you'll find an open-concept layout with a large kitchen with

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    417 Morning Glory Ln, Middletown, DE 19709
  • 2707 N Dupont Pkwy, Middletown, DE 19709
    2707 N Dupont Pkwy, Middletown, DE 19709
    2707 N Dupont Pkwy, Middletown, DE 19709
    /51

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    2707 N Dupont Pkwy, Middletown, DE 19709

    Welcome home to this beautifully updated 3-bedroom, 2.5-bath ranch home in the highly rated Appoquinimink School District, set on a quiet, private lot with just a few neighbors and no HOA or deed restrictions.This single-story home features brand new flooring, a cozy family room fireplace, and a modern kitchen with granite countertops and stainless steel appliances. Recent upgrades

    Timothy Taylor Crown Homes Real Estate

    2707 N Dupont Pkwy, Middletown, DE 19709
  • 40 Browning Cir, Middletown, DE 19709
    40 Browning Cir, Middletown, DE 19709
    40 Browning Cir, Middletown, DE 19709
    /26

    $439,900

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

    40 Browning Cir, Middletown, DE 19709

    Welcome to MIDDLETOWN CROSSING! The property is ready for its chance to shine again. The large footprint offering a bright and sunny breakfast nook off kitchen and the family room. Home also has both a separate formal dining and living rooms. The roomy lower level with over 1000 sq ft for any extra space needed! Home is close to plenty of shopping and dining choices.

    Dana Byrd First Coast Realty LLC

    40 Browning Cir, Middletown, DE 19709
Delaware New Castle County Middletown

Houses in Middletown, DE under $500,000

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 67 days on the market compared to the national average of 70 days. The median sale price for homes in Middletown, DE over the last 12 months is $510,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$649,900
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
51
Last 12 months Home Sales
384
Months of Supply
1.60
Median List Price
$530,400
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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