55

Middletown, DE Homes for Sale under $500,000

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  • 102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    /23

    $475,000

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

    102 Springmill Dr, Middletown, DE 19709

    A Rare Opportunity Awaits! Private Tree-Lined Lot & Rare Basement in Springmill! Discover the perfect blend of comfort, convenience, and community at 102 Springmill Drive, nestled in the sought-after Springmill 55+ resort-style neighborhood. This isn’t just a home — it’s a lifestyle. Set on a premium private lot backing to serene trees, this well-maintained Dunbar model offers easy single-level

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 581-7521

    102 Springmill Dr, Middletown, DE 19709
  • 1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    /27

    $425,000

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

    1415 Whispering Woods Rd, Middletown, DE 19709

    Amazing Price Reduction!Beautiful 2 bedroom 2 bath carriage home in Whispering Woods a 55+ community in Middletown. This Rodney model with open floor plan and one floor living is ready for you to move right in. Lots of upgrades including kitchen, flooring, fireplace, tankless water heater and screened in porch. Large master bedroom with tray ceilings, master bath, walk-in closet and

    Agent Photo

    Shannon Barisa

    Concord Realty Group

    (302) 488-0766

    1415 Whispering Woods Rd, Middletown, DE 19709
  • 243 Sugar Pine Dr, Middletown, DE 19709
    243 Sugar Pine Dr, Middletown, DE 19709
    243 Sugar Pine Dr, Middletown, DE 19709
    /25

    $450,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    243 Sugar Pine Dr, Middletown, DE 19709

    Welcome to this beautifully maintained brick ranch home, set on a full acre in northern Middletown. Offering 3 bedrooms and 2 full baths, this quality home is truly move-in ready and filled with charm and craftsmanship. Freshly painted throughout, the main level features a spacious layout with comfortable living areas, while the finished basement with egress adds versatile space for a family

    Agent Photo

    Terra King

    RE/MAX 1st Choice - Middletown

    (302) 231-0024

    243 Sugar Pine Dr, Middletown, DE 19709
  • 206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    /22

    $499,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,780 Sq Ft

    Eastwood Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Elegant foyer entry welcoming friends and family. Generous ceiling height for maximum natural light and openness. Open, single-story home design boasting dream kitchen with island. Spacious great room with optional fireplace creating relaxing atmosphere. Secluded owner's suite with oversized closet and private bath.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36495347, 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
  • 415 Morning Glory Ln, Middletown, DE 19709
    415 Morning Glory Ln, Middletown, DE 19709
    415 Morning Glory Ln, Middletown, DE 19709
    /41

    $465,000 Open Fri 5PM - 7PM

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

    415 Morning Glory Ln, Middletown, DE 19709

    Welcome to this Dunbar model in the highly sought-after Springmill community in Middletown, Delaware. This well-maintained residence is the largest model in the community and features Pella replacement windows with a transferable warranty for added value and peace of mind.The kitchen is equipped with all newer appliances, including a refrigerator less than one month old. Light-colored cabinetry

    Vicky Miller Patterson-Schwartz-Middletown

    415 Morning Glory Ln, Middletown, DE 19709
  • 927 Ericcson Ln, Middletown, DE 19709
    927 Ericcson Ln, Middletown, DE 19709
    927 Ericcson Ln, Middletown, DE 19709
    /26

    $469,900

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

    927 Ericcson Ln, Middletown, DE 19709

    Why wait for new construction when you can move right into this beautifully designed townhome at 927 Ericcson Lane, located in the sought-after Brighton community within the Appoquinimink School District. Offering nearly 2,000 square feet of finished living space, this 3-bedroom, 2.5-bath home blends modern style with everyday convenience. The entry level welcomes you with a spacious family

    Jason Duncan Foraker Realty Co.

    927 Ericcson Ln, Middletown, DE 19709
  • 865 Silver Run Rd, Middletown, DE 19709
    865 Silver Run Rd, Middletown, DE 19709
    865 Silver Run Rd, Middletown, DE 19709
    /32

    $455,000

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

    865 Silver Run Rd, Middletown, DE 19709

    865 Silver Run Road · Middletown, Delaware · Appoquinimink School DistrictEscape the hustle of suburbia and enjoy peace, privacy, and comfort at this charming Cape Cod home on a full acre of land! Thoughtful updates and inviting living spaces make this property the perfect blend of country living and convenient access to Middletown’s amenities.Step inside to discover a warm and

    David Snyder KW Empower

    865 Silver Run Rd, Middletown, DE 19709
  • 302 Pheasant Vale, Middletown, DE 19709
    302 Pheasant Vale, Middletown, DE 19709
    302 Pheasant Vale, Middletown, DE 19709
    /40

    $465,000

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

    302 Pheasant Vale, Middletown, DE 19709

    Beautifully maintained contemporary ranch, 2-3 bedrooms, 3 bathrooms, 2 car garage in quiet golf course community. Easy commute north or south, route 1. Low maintenance fees cover grass cutting and snow removal. Updated modern kitchen with island seating, breakfast nook. Gas cooking and pantry, granite counter tops and open concept means you can cook to your hearts delight and still be in the

    Brenda Murray BHHS Fox & Roach-Christiana

    302 Pheasant Vale, Middletown, DE 19709
  • 56 Springmill Dr, Middletown, DE 19709
    56 Springmill Dr, Middletown, DE 19709
    56 Springmill Dr, Middletown, DE 19709
    /21

    $474,000 Open Fri 5PM - 7PM

    • 2 Beds
    • 2 Baths
    • 3,450 Sq Ft

    56 Springmill Dr, Middletown, DE 19709

    Looking for a low maintenance lifestyle in a thriving community? Well, you have found it! Welcome home to this rarely available Dunbar model home in the sought-after 55+ Community of Springmill! This home boasts a LOFT and a BASEMENT, offering rare features within the neighborhood. Add to it the fact that you are situated on a premium lot backing to woods, providing for a peaceful, private,

    Marguerite Argelander Patterson-Schwartz-Hockessin

    56 Springmill Dr, Middletown, DE 19709
  • 2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    /31

    $449,900

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

    2510 Chopin Dr, Middletown, DE 19709

    Showcase 3-bedroom, 2.1-bathroom town home in Bayberry South, one of the most sought after Active Adult Communities in New Castle County. This stunning home boasts a first-floor primary bedroom with a en suite bath and walk-in with a Elfa organizer. The open floor plan is loaded with custom features, including a gourmet kitchen with quartz counters, stainless steel appliances, wall oven, custom

    George Manolakos Patterson-Schwartz-Brandywine

    2510 Chopin Dr, Middletown, DE 19709
  • 5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    /35

    $450,000

    • 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
  • 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
  • 325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    /36

    $455,900

    • 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
  • 240 E Main St, Middletown, DE 19709
    240 E Main St, Middletown, DE 19709
    240 E Main St, Middletown, DE 19709
    /22

    $445,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,178 Sq Ft

    240 E Main St, Middletown, DE 19709

    Welcome to Crossings at Silver Lake, the only new homes walkable to Middletown's Main Street, adjacent to the new library, YMCA & Silver Lake Park. Enjoy outdoor living and a 2-car garage included in your new home. Don't miss your chance to purchase your brand-new home in this amazing maintenance-free community. The Serenade is the perfect combination of luxury and comfort. This beautiful home

    Builder Photo

    Ryan Homes

    Builder

    240 E Main St, Middletown, DE 19709
  • 450 Rederick Ln, Middletown, DE 19709

    $442,323 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    450 Rederick Ln, Middletown, DE 19709

    Massey Townhome at Ponds of OdessaThis 3-bedroom, 2.5-bath townhome features 2,232 square feet of thoughtfully designed living space. Enjoy the convenience of a one-car garage, a 4-foot extension for added room, and a 12' x 10' deck for outdoor living. A finished den offers flexible space for work, hobbies, or relaxation.

    Builder Photo

    Benchmark Builders

    Builder

    450 Rederick Ln, Middletown, DE 19709
  • 444 Rederick Ln, Middletown, DE 19709

    $446,291 New Construction

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

    444 Rederick Ln, Middletown, DE 19709

    Massey Townhome at Ponds of OdessaThis 3-bedroom, 2.5-bath townhome offers 2,232 square feet of stylish living space. Designed with convenience in mind, it includes a one-car garage, granite countertops, and a finished den perfect for work or relaxation. With three full baths plus a powder room, this home combines comfort and function in every detail.

    Builder Photo

    Benchmark Builders

    Builder

    444 Rederick Ln, Middletown, DE 19709
  • 1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, Middletown, DE 19709
    /33

    $449,500 Open Tue 7AM - 8PM

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

    1104 Highland St Unit 138, Middletown, DE 19709

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

    Lindsay Shaffer RE/MAX Elite

    1104 Highland St Unit 138, Middletown, DE 19709
  • 204 Baldy Ln Unit 36454757, Middletown, DE 19709
    204 Baldy Ln Unit 36454757, Middletown, DE 19709
    204 Baldy Ln Unit 36454757, Middletown, DE 19709
    /24

    $456,000 New Construction

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

    Ashton Carriage Plan at Traditions at Whitehall - 55+ Active Adult, Middletown, DE 19709

    Ashton Carriage End-Unit Comfort with Flexible SpaceThe Ashton Carriage offers 1,794 sq. ft. of thoughtfully designed living with the added privacy of an end-unit layout. Enjoy a convenient first-floor owners suite, open-concept living spaces, and a welcoming front porch for relaxed mornings or friendly chats.Upstairs, a spacious loft, second bedroom, and full bath give guests or

    Builder Photo

    Benchmark Builders

    Builder

    204 Baldy Ln Unit 36454757, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    /19

    $441,190 New Construction

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

    Astor II Plan at Venue at Winchelsea 55+ - Winchelsea Carriages, 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

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
  • 1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, Middletown, DE 19709
    /45

    $428,000

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1428 Whispering Woods Rd, Middletown, DE 19709

    Welcome to your next chapter in the vibrant, caring haven of Whispering Woods — an active adult community where life is anything but boring. This beautifully maintained, just 5 years young home greets you with an open concept layout, two full baths, two bedrooms and a truly spacious walk‐in closet that feels almost like a private room. Spectacularly clean, neutral finishes, adult friendly 1 story

    Ruby Marioni Thyme Real Estate Co LLC

    1428 Whispering Woods Rd, Middletown, DE 19709
  • 544 Lewes Landing Rd, Middletown, DE 19709
    544 Lewes Landing Rd, Middletown, DE 19709
    544 Lewes Landing Rd, Middletown, DE 19709
    /25

    $499,900

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

    544 Lewes Landing Rd, Middletown, DE 19709

    The Schubert model home, a rare find that is only two years old, offers upgrades that a new build might not. This home is packed with lovely and functional enhancements, making it a fantastic choice. Enjoy a large deck, an upgraded speckled epoxy garage floor, a sprinkler system, new LVP flooring on the first and second floors, and custom, movable blinds. The owners also had nifty, built-in

    Lauren Janes Compass

    544 Lewes Landing Rd, Middletown, DE 19709
  • 580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    /34

    $425,000

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

    580 Whispering Trail, Middletown, DE 19709

    `Welcome to 580 Whispering Trail, in the fabulous 55+ community of Springmill. This home has a bright open floorplan, spacious bedrooms, a beautiful sunroom, and a lovely screened porch. All of this, situated within a resort-like community with wonderful amenities! Step inside to the open floorplan and the lovely dining room and den on either side of the foyer. Flow into the open floorplan

    Michael McKee Long & Foster Real Estate, Inc.

    580 Whispering Trail, Middletown, DE 19709
  • 306 E Harvest Ln, Middletown, DE 19709
    306 E Harvest Ln, Middletown, DE 19709
    306 E Harvest Ln, Middletown, DE 19709
    /12

    $419,999

    • 3 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    306 E Harvest Ln, Middletown, DE 19709

    Experience elevated living at 306 E Harvest Lane—an impeccably renovated two-story home in the desirable Appoquinimink school district. Step into an inviting foyer with an updated half bath and new luxury vinyl plank flooring, setting the tone for contemporary style throughout the residence. The newly refreshed eat-in kitchen dazzles with shaker white cabinets, granite countertops, striking glass

    Reese Kenchen Fave Realty Inc

    306 E Harvest Ln, Middletown, DE 19709
  • 107 E Hoffecker St, Middletown, DE 19709
    107 E Hoffecker St, Middletown, DE 19709
    107 E Hoffecker St, Middletown, DE 19709
    /49

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    107 E Hoffecker St, Middletown, DE 19709

    Welcome to 107 East Hoffecker St, Middletown, DE 19709.Prime location in the heart of Middletown! This charming home is just a few blocks from many great amenities like the new YMCA, Appoquinimink Public Library, and Meredith Middle school, the renovated Silver Lake Elementary School and historic Main Street, chock full of shopping and restaurants. The home is situated in the most

    Nick Greif Thyme Real Estate Co LLC

    107 E Hoffecker St, Middletown, DE 19709
  • 351 Goodwick Dr, Middletown, DE 19709
    351 Goodwick Dr, Middletown, DE 19709
    351 Goodwick Dr, Middletown, DE 19709
    /29

    $432,500

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

    351 Goodwick Dr, Middletown, DE 19709

    Welcome to 351 Goldwick Drive in The Preserves of Deep Creek. This 3-bedroom, 2.5 bath home offers 2550 square feet of living space. The basement is roughed in for an additional bathroom and has an egress window for possible extra bedroom. The floorplan is very open and excellent for entertaining with kitchen, dining room and living room that overlooks the backyard and new trek deck and vinyl

    Jay Shinn RE/MAX Point Realty

    351 Goodwick Dr, Middletown, DE 19709
  • 365 Andrew Ct, Middletown, DE 19709
    365 Andrew Ct, Middletown, DE 19709
    365 Andrew Ct, Middletown, DE 19709
    /27

    $488,999

    • 3 Beds
    • 4 Baths

    365 Andrew Ct, Middletown, DE 19709

    Welcome to 365 Andrew ct, this barely lived-in like new home offers all the benefits of new construction without the wait. Located in a sold-out community within the top-rated Appoquinimink School District, this stunning end-unit townhome offers both luxury and convenience.Featuring an expansive open-concept floor plan, this home is designed for modern living. With 3 bedrooms, 2 full baths,

    Jason Morris EXP Realty, LLC

    365 Andrew Ct, Middletown, DE 19709
  • 701 S Broad St, Middletown, DE 19709
    701 S Broad St, Middletown, DE 19709
    701 S Broad St, Middletown, DE 19709
    /30

    $414,900

    • 4 Beds
    • 2 Baths
    • 2,125 Sq Ft

    701 S Broad St, Middletown, DE 19709

    Beautifully updated 4-bedroom, 2-bath Cape Cod situated on a spacious 0.36-acre corner lot in the heart of Middletown. Perfectly located within walking distance to Appoquinimink schools, Main Street shopping, and all that downtown Middletown has to offer, this home blends timeless charm with modern updates. The stately brick exterior, lush landscaping, and split sidewalks set the tone as you

    Jason Duncan Foraker Realty Co.

    701 S Broad St, Middletown, DE 19709
  • 464 Smee Rd, Middletown, DE 19709
    464 Smee Rd, Middletown, DE 19709
    464 Smee Rd, Middletown, DE 19709
    /29

    $434,900

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    464 Smee Rd, Middletown, DE 19709

    Welcome to 464 Smee Road – Your Perfect Home Awaits! Located in the heart of Middletown, DE and within the highly sought-after Appoquinimink School District, this charming twin home offers the perfect blend of comfort and convenience. Boasting 3 spacious bedrooms and 2.5 bathrooms, this well-maintained home features brand new carpeting throughout the common areas, creating a fresh and inviting

    Andrea Harrington Compass

    464 Smee Rd, 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

    $414,444

    • 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
  • 1814 S Pollock Way, Middletown, DE 19709
    1814 S Pollock Way, Middletown, DE 19709
    1814 S Pollock Way, Middletown, DE 19709
    /64

    $430,000

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

    1814 S Pollock Way, Middletown, DE 19709

    Welcome to 1814 S Pollock Way in the Village of Bayberry, a welcoming, and growing community full of activities, parks, trails, and quickly expanding for convenience with it's premier location near the upcoming Bayberry Town Center, bringing convenient shopping, professional offices, and community spaces right to the neighborhood. 1814 S Pollock offers stunning curb appeal, with stone facing and

    Megan Aitken Keller Williams Realty

    1814 S Pollock Way, 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
  • 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! Beautiful 1+ Acre Corner Lot! Car enthusiast? Perfect for the Garage Hobbyist! 2 oversized 2 Car Garages - attached/rear access garages AND a detached garage too! New roof in 2024! This home has a unique floor plan & a great 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. Schedule today!

    Lisa Marie RE/MAX Edge

    301 White Pine Dr, Middletown, DE 19709
  • 3124 Pett Level Dr, Middletown, DE 19709
    3124 Pett Level Dr, Middletown, DE 19709
    3124 Pett Level Dr, Middletown, DE 19709
    /22

    $469,559 New Construction

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

    3124 Pett Level Dr, Middletown, DE 19709

    Welcome to 3124 Pett Level Drive- This home will be ready to go for a November delivery. The Taylor is a two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a first-floor laundry room (get this- washer and dryer are included!!!). The well-equipped kitchen

    Builder Photo

    Lennar

    Builder

    3124 Pett Level Dr, Middletown, DE 19709
  • 3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    /22

    $464,409 New Construction

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

    3112 Pett Level Dr, Middletown, DE 19709

    The Taylor is a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a first floor laundry room. The well-equipped kitchen features modern stainless steel appliances, sleek quartz countertops, and plenty of cabinetry, making it perfect for storing all of

    Builder Photo

    Lennar

    Builder

    3112 Pett Level Dr, Middletown, DE 19709
  • 452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709
    452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709
    452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709
    /15

    $485,812 Open Wed 11AM - 4:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709

    MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits

    Lindsay Shaffer RE/MAX Elite

    452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709
  • 1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    /2

    $416,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

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

    Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Builder Photo

    Benchmark Builders

    Builder

    1300 Carrick Ct Unit 37811760, Middletown, DE 19709
  • 442 Rederick Ln, Middletown, DE 19709
    442 Rederick Ln, Middletown, DE 19709
    /2

    $498,332 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,333 Sq Ft

    442 Rederick Ln, Middletown, DE 19709

    Massey Elite Townhome at Ponds of OdessaThis spacious 3-bedroom, 2.5-bath end unit townhome offers 2,333 square feet of modern living with thoughtful upgrades throughout. Featuring a two-car garage, a 16' x 12' deck, and a deluxe owners bath, this home blends comfort with style. Enjoy luxury vinyl plank flooring across the entire second floor, providing a sleek, low-maintenance finish.

    Builder Photo

    Benchmark Builders

    Builder

    442 Rederick Ln, Middletown, DE 19709
  • 452 Rederick Ln, Middletown, DE 19709
    452 Rederick Ln, Middletown, DE 19709
    /2

    $485,812 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    452 Rederick Ln, Middletown, DE 19709

    Massey Elite Townhome at Ponds of Odessa End UnitThis 3-bedroom, 2.5-bath end unit townhome offers 2,380 square feet of thoughtfully designed space. Highlights include a two-car garage, a 12' x 10' deck, and a striking two-story bay bump-out that adds natural light and character. The entire second floor features luxury vinyl plank flooring, blending durability with modern style.

    Builder Photo

    Benchmark Builders

    Builder

    452 Rederick Ln, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 2

Delaware New Castle County Middletown

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

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 160 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, DE over the last 12 months is $511,250, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$511,250
Median Single Family Sale Price
$580,450
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
290
Last 12 months Home Sales
688
Months of Supply
5.10
Median List Price
$549,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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 55 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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