28

Middletown, DE Homes 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
  • 1530 Schwinn St, Middletown, DE 19709
    1530 Schwinn St, Middletown, DE 19709
    1530 Schwinn St, Middletown, DE 19709
    /48

    $491,500

    • 3 Beds
    • 2.5 Baths
    • 1,975 Sq Ft

    1530 Schwinn St, Middletown, DE 19709

    Why wait for new construction when you could live in the sought-after Town of Whitehall now! This three bedroom, 2.5 bath end of the row town home is ready for it's new owner. Built in 2020 with a detached garage, this home boasts hardwood floors a fully equipped kitchen with a center island, stainless steel appliances, gas cooking, a dining room, and a family room with smart lightbulbs and

    Timothy Scully Curt Scully Realty Company

    1530 Schwinn St, Middletown, DE 19709
  • 344 Goodwick Dr, Middletown, DE 19709
    344 Goodwick Dr, Middletown, DE 19709
    344 Goodwick Dr, Middletown, DE 19709
    /33

    $430,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    344 Goodwick Dr, Middletown, DE 19709

    Coming soon! Gorgeous 3-bedroom, 3 full bath and 1 half bath, 2,550 square foot townhouse, located in The Preserve at Deep Creek, is now available for the buyer who appreciates quality and attention to detail. An open floorplan with kitchen, dining room and living room, overlooks the backyard and patio. The kitchen features an expansive island, upgraded kitchen cabinets, stainless steel

    Nancyann Greenberg Compass

    344 Goodwick Dr, Middletown, DE 19709
  • 343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    /52

    $465,000 Open Sat 11AM - 1PM

    • 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
    /53

    $489,900

    • 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
  • 636 Poets Way, Middletown, DE 19709
    636 Poets Way, Middletown, DE 19709
    636 Poets Way, 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
  • 73 Springmill Dr, Middletown, DE 19709
    73 Springmill Dr, Middletown, DE 19709
    73 Springmill Dr, Middletown, DE 19709
    /48

    $487,900

    • 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
  • 574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, 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
  • 358 Tiger Lily Dr, Middletown, DE 19709
    358 Tiger Lily Dr, Middletown, DE 19709
    358 Tiger Lily Dr, Middletown, DE 19709
    /31

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    358 Tiger Lily Dr, Middletown, DE 19709

    What a beautiful home! Welcome to this 4 bedroom, 2.5 bath Twin in the neighborhood of High Hook Farms located in the Highly Sought after Appoquinimink School District! This home checks all the boxes; location, amenities and superb schooling! Walk inside with me and notice the beautiful handscraped hardwoods throughout the main level of the home. The living room offers a warm welcoming

    Tyler Andrews Empower Real Estate, LLC

    358 Tiger Lily 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

    $469,900

    • 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
  • 420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    /3

    $455,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709

    IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - ALRICH Carriage Town Home. First floor master comes w/a 2nd bedroom & loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community also offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full kitchen and a

    Lindsay Shaffer RE/MAX Elite

    420 Highland St Unit 141 ALRICH CARRIAGE, 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
  • Beacon II, Middletown, DE 19709
    Beacon II, Middletown, DE 19709
    Beacon II, Middletown, DE 19709
    /13

    $440,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,968 Sq Ft

    Beacon II, Middletown, DE 19709

    This two-story home showcases a luxurious and comfortable design, hosting an open-concept floorplan for easy entertaining and two bedrooms on the first level. The expansive owner’s suite is nestled into a back corner for optimal privacy, featuring an en-suite bathroom and walk-in closet. Upstairs, a versatile loft area provides shared living on the second floor, next to a spacious storage room.

    Lennar

    Beacon II, Middletown, DE 19709
  • Astor II, Middletown, DE 19709
    Astor II, Middletown, DE 19709
    Astor II, Middletown, DE 19709
    /19

    $441,190 New Construction

    • 2 Beds
    • 2 Baths
    • 1,965 Sq Ft

    Astor II, Middletown, DE 19709

    This two-story home is designed to offer optimal comfort and luxury. A secondary bedroom and full-sized bathroom can be found off the foyer, leading to an open-concept floorplan combining the kitchen with the dining and living areas. A luxurious owner’s suite at the back of the home features an en-suite bathroom and generous walk-in closet. Upstairs is a multifunctional loft, perfect for

    Lennar

    Astor II, Middletown, DE 19709
  • 1 Brady Cir, Middletown, DE 19709
    1 Brady Cir, Middletown, DE 19709
    1 Brady Cir, 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
  • 2 N Cummings Dr, Middletown, DE 19709
    2 N Cummings Dr, Middletown, DE 19709
    2 N Cummings Dr, 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
  • 2707 N Dupont Pkwy, Middletown, DE 19709
    2707 N Dupont Pkwy, Middletown, DE 19709
    2707 N Dupont Pkwy, Middletown, DE 19709
    /51

    $415,000

    • 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 include a new

    Timothy Taylor Crown Homes Real Estate

    2707 N Dupont Pkwy, Middletown, DE 19709
  • 5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    /35

    $485,000

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

    5924 Ravel Ln, Middletown, DE 19709

    Welcome to your new home in Bayberry! This 55+ retirement community offers lots of activities and amenities to its residents, including clubhouse, gym, and pool! The home was built in 2021 and has been well kept by its owner so you can essentially buy new construction without the wait! As you enter, you'll be greeted by an open living space with room for a seating area and dining table. The

    Megan Toll KW Empower

    5924 Ravel Ln, Middletown, DE 19709
  • 1340 Carrick Ct, Middletown, DE 19709
    1340 Carrick Ct, Middletown, DE 19709
    1340 Carrick Ct, Middletown, DE 19709
    /29

    $435,000

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    1340 Carrick Ct, Middletown, DE 19709

    Welcome to this stunning 3-bedroom, 3.5-bath twin home nestled in the sought-after community of The Ponds of Odessa in Middletown, DE.This beautifully maintained home offers a perfect blend of comfort, style, and modern upgrades. Step inside to discover a versatile den area complete with a projector screen—ideal for a private movie room or cozy entertainment space.The spacious layout includes a

    Kieara Simmons BHHS Fox & Roach-Concord

    1340 Carrick Ct, Middletown, DE 19709
  • 5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    /59

    $438,000

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

    5910 Ravel Ln, Middletown, DE 19709

    55+ Community. Enter a bright, open floor plan with gleaming hardwood floors. Entertain friends and family in your gourmet kitchen complete with stainless steel appliances, granite countertops, flat top range, double oven and oversized island. First floor laundry and master bedroom, with a full bathroom, offers much convenience. The main floor also has a powder room, storage closet and garage

    Margaret Poisson Century 21 Gold Key-Dover

    5910 Ravel Ln, Middletown, DE 19709
  • 110 Fletcher Cir, Middletown, DE 19709
    110 Fletcher Cir, Middletown, DE 19709
    110 Fletcher Cir, Middletown, DE 19709
    /31

    $424,900

    • 3 Beds
    • 4 Baths
    • 1,750 Sq Ft

    110 Fletcher Cir, Middletown, DE 19709

    Why wait for new construction when this less than 2 -year-old beauty is ready for you today? Beautiful townhome , Nestled in the desirable Baker Farms neighborhood within the Appoquinimink School District. This gorgeous three-story home offers the perfect blend of style, comfort, and convenience. Key features include 3 bedrooms, 2 Full and 2 Half bathrooms. A gorgeous kitchen featuring a large

    Gobinatha MuthugowderPalani Tesla Realty Group, LLC

    110 Fletcher Cir, Middletown, DE 19709
  • Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    /22

    $479,209 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    2670 Fairlight Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • 1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    /19

    $411,000 New Construction

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

    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709

    BASE PRICE LISTING - MODEL HOME IS NOT FOR SALE. Welcome to a stylish and spacious 3-storytownhome that offers 1 or 2 garages, square footage ranging from 2,001-2,333 & contemporary living at its finest. With 3 bedrooms, 2.5 baths, and a finished den on the first level with rough in plumbing for a future bathroom, this home is designed to provide both comfort and versatility. As you step

    Lindsay Shaffer RE/MAX Elite

    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
  • Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    /22

    $464,720 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    2638 Fairlight Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • Beacon II, Middletown, DE 19709
    Beacon II, Middletown, DE 19709
    Beacon II, Middletown, DE 19709
    /12

    $441,958 New Construction

    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    2702 Tea Tree Ln, Middletown, DE 19709

    Welcome to The Venue at Winchelsea – Middletown’s brand-new active adult community!Winchelsea is your perfect forever home destination! With a 5,400 sq. ft. clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and more, you’ll have endless opportunities to stay active and social. Plus, included lawn care, snow removal, and trash service mean you can spend

    Lennar

    Beacon II, Middletown, DE 19709
  • Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    /22

    $440,219 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    2636 Fairlight Dr, Middletown, DE 19709

    The Taylor, a brand-new two-story townhome that combines the ease of low-maintenance living with sophisticated design and modern conveniences. This thoughtfully crafted home is perfect for those who appreciate both style and functionality. As you enter, you'll be welcomed by a dedicated study, a quiet space ideal for a home office or a place to focus on personal projects. Conveniently located on

    Lennar

    Taylor, Middletown, DE 19709
  • Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    Taylor, Middletown, DE 19709
    /23

    $464,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    Taylor, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • 114 E Minglewood Dr, Middletown, DE 19709
    114 E Minglewood Dr, Middletown, DE 19709
    /2

    $450,000 Coming Soon

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

    114 E Minglewood Dr, Middletown, DE 19709

    Nestled in the charming Cricklewood community, this delightful ranch-style home offers a perfect blend of comfort and functionality. Built in 2001, this well-maintained residence features a spacious layout with 2,100 finished square feet, ideal for both relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, highlighted by beautiful hardwood and ceramic tile flooring

    Victor Koveleski Long & Foster Real Estate, Inc.

    114 E Minglewood Dr, Middletown, DE 19709
Delaware Middletown

Real Estate & Homes in Middletown, DE under $500,000

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 43 days on the market compared to the national average of 50 days. The median sale price for homes in Middletown, DE over the last 12 months is $498,900, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$498,900
Median Single Family Sale Price
$584,900
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$262,500
Average Price Per Sq Ft
$209
Number of Homes for Sale
201
Last 12 months Home Sales
639
Months of Supply
3.80
Median List Price
$535,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 28 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Middletown, DE and find the perfect fit for your homeownership goals.

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