20,026

Middletown, DE Homes

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  • /32

    $425,000

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

    1415 Whispering Woods Rd, Middletown, DE 19709

    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 sitting/office area. Nice sized

    Agent Photo

    Shannon Barisa

    Concord Realty Group

    (302) 488-0766

    1415 Whispering Woods Rd, Middletown, DE 19709
  • /35

    $3,200 per month

    • 4 Beds
    • 3.5 Baths
    • 4,175 Sq Ft
    • House for Rent

    107 Mallard Way, Middletown, DE 19709

    4BR/3.5BA Colonial with finished basement, granite kitchen, and 3-season porch. Appoquinimink schools. Open floor plan with 9 ft. ceilings on the main level. 2-story Foyer and Family Room. An energy generating solar panel array and on demand gas hot water heater can result in an average savings of at least $200 per month off your utility bill. Gourmet Kitchen with granite counter tops, upgraded

    Agent Photo

    Mark Adcock

    RE/MAX Edge

    (302) 200-5006

    107 Mallard Way, Middletown, DE 19709
  • /62

    $750,000 Sold Nov 03, 2025

    • 4,794 Sq Ft
    • $156/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    55 Meadow Dr, Middletown, DE 19709

    Wow! This 4-bedroom, 3.5-bath Colonial—the largest model in the sought-after Chesapeake Meadows community within the Appoquinimink School District—sits on a beautifully landscaped .89-acre private lot and is loaded with custom upgrades. A newly paved driveway and Cambridge paver walkway lead to the welcoming 2-story foyer, highlighted by a grand chandelier draped from a custom-painted medallion.

    David Landon Patterson-Schwartz-Newark

    55 Meadow Dr, Middletown, DE 19709
    • /2

      Est $396,398 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft

      342 Norwalk Way, Middletown, DE 19709

      342 Norwalk Way, Middletown, DE 19709
  • /43

    $639,000

    • 4 Beds
    • 2.5 Baths
    • 4,350 Sq Ft

    118 W Crail Ct, Middletown, DE 19709

    HUGE PRICE IMPROVEMENT!!! The seller has strategically adjusted the price to meet the market.Welcome to 118 W. Crail Ct. in the Estates at St. Anne. This 4,350 sq. ft. home sits on a sizeable corner lot and offers 4 bedrooms, 2.5 baths, and a bright open layout. The kitchen features dark cabinetry, stainless appliances, and a large island that flows into a sunroom filled with natural light.

    Agent Photo

    Delisia Inge

    BHHS Fox & Roach - Hockessin

    (302) 405-6320

    118 W Crail Ct, Middletown, DE 19709
  • /93

    $1,455 - $2,495 per month

    The Reserve at South Ridge Phase l

    1 - 3 Beds

    1600 Lake Seymour Dr, Middletown, DE 19709

    NEW CONSTRUCTION! Opened February 2016! NOW LEASING!The Reserve at South Ridge is a brand new distinctive community featuring state-of-the-art amenities. From concept to completion, this extraordinary new residential community has been thoughtfully designed to create the ultimate environment for comfort and carefree living. The Reserve at South Ridge features one, two and three bedroom

    1600 Lake Seymour Dr, Middletown, DE 19709
  • /33

    $565,000 Sold Nov 03, 2025

    • 1,825 Sq Ft
    • $310/SF
    • 20 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2019

    4513 Cagney Ln, Middletown, DE 19709

    You will LOVE The Ponds at Bayberry, a premier 55+ community in Middletown! This spotless and lovingly cared for "Cooper" Model home is ready to move into with quick possession available! This 2/3 bedroom (study could easily be 3rd bedroom with doors added) is ready for your move in! As you enter the foyer, there is an open formal dining room to the left that overlooks a big family room with an

    David Iliff Patterson-Schwartz-Hockessin

    4513 Cagney Ln, Middletown, DE 19709
    • /34

      Est $472,158 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,295 Sq Ft

      522 Rosemary Ct, Middletown, DE 19709

      522 Rosemary Ct, Middletown, DE 19709
  • /23

    $467,000 Open Sun 12PM - 1:30PM

    • 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
  • /2

    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    2175 Audubon Trail, Middletown, DE 19709

    Wonderful home in the Village of Bayberry! This 3-story townhome features an open floor plan on the main level, finished lower level with a slider door to the backyard, deck on the second floor, and a 1 car garage! The master bedroom has its own bathroom and a large walk-in closet. Applicants must qualify under the New Castle County Income guidelines. There is a maximum income per household based

    Cailey Macindoe Premier Realty Inc

    2175 Audubon Trail, Middletown, DE 19709
  • /21

    $479,000 Sold Nov 03, 2025

    • 3,294 Sq Ft
    • $145/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    605 Gordon House Way, Middletown, DE 19709

    AVAILABLE NOW- READY TO MOVE-IN. This beautiful 2,300 sq. foot carriage style home is brand new, built in 2025. Upon entry you are greeted by a beautiful foyer and high ceilings, and loads of natural light. A large kitchen with a beautiful island, granite countertops, gas stove, microwave, and dishwasher. The living room is great for a relaxing day/night in or hosting guests; whatever you choose

    Shakima Thimba Patterson-Schwartz-Middletown

    605 Gordon House Way, Middletown, DE 19709
    • /45

      Est $434,516 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,134 Sq Ft

      815 Mapleton Ave, Middletown, DE 19709

      815 Mapleton Ave, Middletown, DE 19709
  • /50

    $400,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    233 Wilmore Dr, Middletown, DE 19709

    Welcome Home to 233 Wilmore Drive, Middletown, DE! Step inside this beautifully maintained 3-bedroom, 2.5-bathroom home located in one of Middletown’s most desirable communities. From the moment you enter, you’ll love the bright, open floor plan that perfectly blends style and functionality. The spacious family room flows seamlessly into the modern eat-in kitchen, complete with sleek cabinetry,

    Agent Photo

    Mariah Little

    Crown Homes Real Estate

    (302) 204-1256

    233 Wilmore Dr, Middletown, DE 19709
  • /50

    $1,670 - $2,475 per month

    Summerton East

    Studio - 2 Beds

    250 Celebration Ct, Middletown, DE 19709

    Summerton East Luxurious Big City Living in the Country! Welcome to Summerton East, where urban elegance blends seamlessly with the tranquility of the countryside. These upscale apartments feature spacious floor plans with high ceilings, full-size kitchens equipped with high-efficiency stainless steel appliances, and stunning granite countertops, offering the perfect balance of comfort and style.

    250 Celebration Ct, Middletown, DE 19709
  • /27

    $489,000 Sold Nov 03, 2025

    • 2,335 Sq Ft
    • $209/SF
    • 15 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    556 Lewes Landing Rd, Middletown, DE 19709

    Immaculate 3 Bed, 2 Bath End-Unit Townhome in Brighton. This beautifully designed and meticulously maintained 3-bedroom, 2-bathroom end-unit townhome is just 2 years old and located in the desirable Brighton neighborhood, within the Appoquinimink School District. From the moment you arrive, you'll be welcomed by a charming and inviting front porch, an ideal spot to relax, catch a breeze, or watch

    Suzanne Garcia Myers Realty

    556 Lewes Landing Rd, Middletown, DE 19709
    • /45

      Est $706,330 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,850 Sq Ft

      2615 Alexander Calder Ct, Middletown, DE 19709

      2615 Alexander Calder Ct, Middletown, DE 19709
  • /22

    $397,000 Under Contract

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

    51 Springmill Dr, Middletown, DE 19709

    “Don’t Miss This One! Stop Searching — Springmill’s BEST VALUE is right here—and this is the one! This 55+ standout is ready for its next lucky owner with easy main-level living, a bright family room, granite kitchen, and sunny morning room opening to a private patio retreat. Upstairs, a spacious loft adds the perfect flex space for guests, office, or hobbies. Springmill delivers the lifestyle

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • /38

    $2,499 per month

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft
    • Townhouse for Rent

    985 Lorewood Grove Rd, Middletown, DE 19709

    Available in December. Pet friendly townhome from Benchmark Builders at The Town of Whitehall. Unfurnished. This sawt after community has loads to offer. Christiana Care's medical offices, Lorewood Grove Elementary, playgrounds, summer bear garden, dog park, fire pits, walking trails and much more. These 3 bedroom, 2.5 bath homes feature 2 car garages with opener, private driveways, LVP flooring

    Lindsay Shaffer RE/MAX Elite

    985 Lorewood Grove Rd, Middletown, DE 19709
  • /27

    $458,000 Sold Nov 03, 2025

    • 1,675 Sq Ft
    • $273/SF
    • 69 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    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
    • /77

      Est $459,441 Not Listed For Sale

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

      1509 Schwinn St, Middletown, DE 19709

      1509 Schwinn St, Middletown, DE 19709
  • /25

    $450,000 Pending

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

    243 Sugar Pine Dr, Middletown, DE 19709

    OPEN HOUSE HAS BEEN CANCELLED. HOME IS UNDER CONTRACT. 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

    Agent Photo

    Terra King

    RE/MAX 1st Choice - Middletown

    (302) 231-0024

    243 Sugar Pine Dr, Middletown, DE 19709
  • /35

    $1,550 - $2,195 per month

    Middletown Apartments

    1 - 3 Beds

    410 N Ramunno Dr, Middletown, DE 19709

    You will thoroughly enjoy everything about your apartment at Middletown Apartments. Conveniently located to 301, route 1 and the beaches! Located minutes from the new Target!Great school district and so much more. Walk-ins are welcome to come see our model apartments. Come take a look today before it's to late!

    410 N Ramunno Dr, Middletown, DE 19709
  • /43

    $55,000 Sold Oct 31, 2025

    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    604 Hamilton Place Unit A604, Middletown, DE 19709

    OPEN HOUSE CANCELED Due to multiple offers received and upcoming scheduled appointments - OFFER DEADLINE Saturday October 18th at Noon - Bring your highest and best offer*** Welcome to 604 Hamilton Place in the community of Village Brook II. This double wide mobile home is settled on a large lot in a cul de sac. Features an open concept, a breakfast eating area, garden tub, 2 full bathrooms, 3

    Jennifer Lindell Century 21 Gold Key Realty

    604 Hamilton Place Unit A604, Middletown, DE 19709
    • /69

      Est $525,246 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,350 Sq Ft

      2327 E Palladio Place, Middletown, DE 19709

      2327 E Palladio Place, Middletown, DE 19709
  • /47

    $415,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,266 Sq Ft

    601 S Broad St, Middletown, DE 19709

    Welcome to 601 S. Broad Street, a beautifully maintained brick cape cod style home that blends character with thoughtful updates and easy access to amenities. Located in the Appoquinimink School District directly across the street from Everett Meredith Middle School for a short trip to school! Step inside this charming home to inviting hardwood floors that flow throughout the main level. The

    Agent Photo

    Ryan Fitzwater

    RE/MAX 1st Choice - Middletown

    (302) 267-4841

    601 S Broad St, Middletown, DE 19709
  • /37

    $2,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    310 Norwalk Way, Middletown, DE 19709

    Beautiful 3 bedroom, 2.5 bath townhome. Spacious living room and dining room. Large eat-in kitchen with lots of counter space and cabinet storage. Slider leading to rear yard and patio. The second floor offers master bedroom w/ full bath and walk-in closet, 2 additional bedrooms, full hall bath, laundry room w/ washer & dryer. Attached one car garage. Tenant is responsible for all utilities, snow

    Christina Quinn Empower Real Estate, LLC

    310 Norwalk Way, Middletown, DE 19709
  • /41

    $440,000 Sold Oct 31, 2025

    • 2,600 Sq Ft
    • $169/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    860 New Castle Landing Dr, Middletown, DE 19709

    Here’s your chance to step into the lifestyle you’ve been waiting for! This 3 bedroom, 2.5 bath townhome built by Ryan Homes sits in one of Middletown’s newest and most desirable communities. The open layout makes the whole first floor feel bright and connected, flowing from the living room right into the dining area and kitchen. The kitchen really stands out with stainless steel appliances, a

    Jeffrey Brannock Foraker Realty Co.

    860 New Castle Landing Dr, Middletown, DE 19709
    • /44

      Est $413,300 Not Listed For Sale

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

      1611 W Matisse Dr, Middletown, DE 19709

      1611 W Matisse Dr, Middletown, DE 19709
  • /42

    $445,000 Under Contract

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

    320 Marldale Dr, Middletown, DE 19709

    Tucked Away In The Friendly Community Of Millbranch At Greenlawn, This Colonial Style Home Offers A Comfortable And Practical Place To Call Home. Featuring 1,900 Square Feet Of Living Space With Four Bedrooms And Two And A Half Bathrooms, Perfect For Both Everyday Living And Occasional Entertaining. The Heart Of The Home Is A Cozy Kitchen And Living Area That Is Great For Gathering With Family

    Agent Photo

    Gina Spiese

    Crown Homes Real Estate

    (302) 271-6875

    320 Marldale Dr, Middletown, DE 19709
  • /16

    $1,750 - $2,490 per month

    Summerton Place

    1 - 2 Beds

    103 Patriot Dr, Middletown, DE 19709

    All units have secured access, elevator, HE stainless steel appliances, washer/dryers in all units, granite countertops, tankless water heaters, 9’ ceilings, HE heating & air conditioning systems. The Owner takes care of the water, sewer and trash. The resident takes care of the gas and electric. They ask that the household income be double the monthly rent after taxes. The current special

    103 Patriot Dr, Middletown, DE 19709
  • /49

    $630,000 Sold Oct 31, 2025

    • 3,250 Sq Ft
    • $194/SF
    • 36 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2003

    20 Palmer Dr, Middletown, DE 19709

    Enjoy an unbeatable location overlooking the 16th hole of the golf course—a scenic par 3 positioned away from the home, ensuring privacy and peace without the worry of errant golf balls. This stunning 4-bedroom, 3.5-bath home offers a flexible floor plan with over 4,900 sq. ft. of finished living space, including a fully finished walk-out lower level. In addition to the open area game room/

    Erin Tyler Crown Homes Real Estate

    20 Palmer Dr, Middletown, DE 19709
    • /57

      Est $494,924 Not Listed For Sale

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

      636 Red Maple Rd, Middletown, DE 19709

      636 Red Maple Rd, Middletown, DE 19709
  • /56

    $600,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,175 Sq Ft

    25 Browning Cir, Middletown, DE 19709

    Nestled in the charming Middletown Crossing, this inviting expanded cape, offers a perfect blend of comfort and functionality. With 4 spacious bedrooms and 3.5 bathrooms, this residence boasts a generous 4,175 sq. ft. of finished living space, ideal for both relaxation and entertaining. Step inside to discover an open floor plan that seamlessly connects the kitchen, dining area, and great room,

    Agent Photo

    Victoria Lawson

    Long & Foster Real Estate, Inc.

    (302) 240-0968

    25 Browning Cir, Middletown, DE 19709
  • /19

    $2,849 per month

    • 3 Beds
    • 4 Baths
    • 1,972 Sq Ft
    • Townhouse for Rent

    549 Lewes Landing Rd, Middletown, DE 19709

    Brand New, Pet friendly townhome is ready for lease in Appoquinimink School District. 3-bedroom, 2 full, 2 half bath home features a 2-car garage, private driveway. The HOA fee is included in the rent. The HOA fee covers the following: snow removal from common areas (not porch or driveway), and lawn mowing/lawn care. General Liability Renters Insurance required. Tenant pays electric, gas,

    Dipak Bhatta Coldwell Banker Realty

    549 Lewes Landing Rd, Middletown, DE 19709
  • /19

    $550,000 Sold Oct 31, 2025

    • 2,100 Sq Ft
    • $262/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    541 Diamond Dr, Middletown, DE 19709

    Colonial home located in desirable Lakeside Development in downtown Middletown, Delaware -- features saltwater, sport pool with deck jets; backs up to Silver Lake Par, 4 bedrooms, 2.5 baths, a stone's throw to the new YMCA, pickleball courts, new library, restaurants, schools and much more. Upgrades include: Asphalt Driveway (2025), Amish-built Front Door (2025), Vinyl Pool Liner (2023), HVAC

    Derek Eisenberg Continental Real Estate Group

    541 Diamond Dr, Middletown, DE 19709
    • /28

      Est $615,394 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,250 Sq Ft

      2002 Apex Close, Middletown, DE 19709

      2002 Apex Close, Middletown, DE 19709
  • /27

    $69,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    620 Village Dr Unit A620, Middletown, DE 19709

    Welcome to 620 Village Dr in Middletown, DE. This charming home offers 3 bedrooms, 2 full bathrooms, and a refreshed interior design. Many improvements have been made to this home including upgraded stainless steel appliances, new ceramic tile, updated flooring, and two additions for more main living area. The kitchen boasts a double oven, wide island, and eat-in dining area. A few finishing

    Agent Photo

    Ryan Fitzwater

    RE/MAX 1st Choice - Middletown

    (302) 240-8168

    620 Village Dr Unit A620, Middletown, DE 19709
  • /11

    $2,499 per month

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft
    • Townhouse for Rent

    977 Lorewood Grove Rd, Middletown, DE 19709

    New construction townhome from Benchmark Builders at The Town of Whitehall. 1 Year Lease. Unfurnished. Community parks, Lorewood Grove Elementary School and a playground are less than a 5 minute walk. 3 bedroom, 2.5 bath home features a 2 car garage with opener, private driveway, LVP flooring on all floors, NO CARPET, tile baths, granite countertops in the kitchen & stainless steel kitchen

    977 Lorewood Grove Rd, Middletown, DE 19709
  • /41

    $357,000 Sold Oct 31, 2025

    • 2,225 Sq Ft
    • $160/SF
    • 47 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    141 Gillespie Ave, Middletown, DE 19709

    Nestled in the charming Willow Grove Mill community, 141 Gillespie Avenue in Middletown, DE, is a delightful townhouse that seamlessly blends comfort and style. This well-maintained home invites you into a cozy haven of thoughtfully designed living space. Step inside to discover a spacious, open layout. The main level features new flooring throughout and offers a dining area perfect for

    Jackie Patrick Compass

    141 Gillespie Ave, Middletown, DE 19709
    • /20

      Est $542,321 Not Listed For Sale

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

      1738 W Matisse Dr, Middletown, DE 19709

      1738 W Matisse Dr, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, DE

Housing Trends

Median Sale Price
$520,000
Median Single Family Sale Price
$585,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
279
Last 12 months Home Sales
696
Months of Supply
4.80
Median List Price
$550,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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