20,202

Middletown, DE Homes

Section Image Section Image
  • /44

    $610,000 Under Contract

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

    798 Honey Locust Rd, Middletown, DE 19709

    Welcome to this beautiful ranch home in the highly sought‐after 55+ community of Four Seasons at Baymont Farms in Middletown—where maintenance-free living meets upscale comfort! This single‐level home offers a spacious, yet seamless layout, perfect for easy living including 3 bedrooms and 3 full bathrooms, along with a professionally finished lower level (approx 1800 additional sq ft) — giving

    Agent Photo

    Terra King

    RE/MAX Advantage Realty

    (302) 262-5384

    798 Honey Locust Rd, 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
  • /97

    $420,000 Sold Oct 28, 2025

    367 E Harvest Ln, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1999

    Last Sold Summary

    • $221/SF
    • 9 Days On Market

    Current Estimated Value $422,822

    Last Listing Agent Laura Walker Walker Realty Group LLC

    367 E Harvest Ln, Middletown, DE 19709
    • /22

      Not Listed For Sale

      133 & 135 E Lake St, Middletown, DE 19709

      • Studio
      • 2,250 Sq Ft
      • Built 1920
      133 & 135 E Lake St, Middletown, DE 19709

      Last Sold Summary

      • $131/SF
      • 9 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Hovik Nazarian Long & Foster

  • /33

    $365,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft

    167 Springfield Cir, Middletown, DE 19709

    Welcome home to this beautifully maintained 2-bedroom, 2.5-bath, three-level townhome featuring a versatile third-floor loft—perfect for a potential third bedroom, playroom, home office, or recreation space. The main level showcases gorgeous hardwood floors and a bright, open layout ideal for everyday living and entertaining. The kitchen is equipped with newer appliances, including a

    Agent Photo

    Neil Douen

    EXP Realty, LLC

    (302) 279-2480

    167 Springfield Cir, Middletown, DE 19709
  • /21

    $4,250 per month

    • 4 Beds
    • 3.5 Baths
    • 3,650 Sq Ft
    • House for Rent

    603 Spring Hollow Dr, Middletown, DE 19709

    Incredible home!! Absolutely stunning home with nearly 4,000 square feet of elegance in the ever popular community of Parkside!! Stunning kitchen includes quartz countertops, oversized island w/custom lighting, ceramic tile backsplash, stainless steel appliances and separate eating area, first floor study, owners suite with luxury bath and INCREDIBLE walk-in closet, finished lower level, backyard

    Kevin Hensley RE/MAX Eagle Realty

    603 Spring Hollow Dr, Middletown, DE 19709
  • /29

    $320,000 Sold Sep 26, 2025

    305 White Pine Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1985

    Last Sold Summary

    • $229/SF
    • 238 Days On Market

    Current Estimated Value $348,918

    Last Listing Agent MARCIA SHULER BHHS Fox & Roach-Christiana

    305 White Pine Dr, Middletown, DE 19709
    • /61

      Est $425,563 Not Listed For Sale

      510 Swansea Dr, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 2,550 Sq Ft
      • Built 2022
      510 Swansea Dr, Middletown, DE 19709

      Last Sold Summary

      • 1% Below List Price
      • $169/SF
      • 4 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /41

    $700,000 Pending

    • 5 Beds
    • 4 Baths
    • 4,830 Sq Ft

    434 Baker Farm Dr, Middletown, DE 19709

    Experience the rare opportunity to own a truly move‐in‐ready, “better‐than‐new” home—without the wait or hassle of new construction. Completed in May 2025, this impeccably maintained residence has been thoughtfully enhanced with high‐end upgrades throughout, offering modern comfort and elevated style from the moment you step inside. The first floor features upgraded flooring, 9‐foot ceilings, and

    Agent Photo

    Victoria Lawson

    Long & Foster Real Estate, Inc.

    (302) 309-7943

    434 Baker Farm Dr, Middletown, DE 19709
  • /50

    $1,700 - $2,305 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
  • /59

    $585,000 Sold Jun 30, 2025

    1612 Ellinor Ct, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • Built 2020

    Last Sold Summary

    • $202/SF
    • 16 Days On Market

    Current Estimated Value $591,867

    Last Listing Agent Megan Aitken Keller Williams Realty

    1612 Ellinor Ct, Middletown, DE 19709
    • /27

      Not Listed For Sale

      2507 Saint Giles Dr, Middletown, DE 19709

      • 5 Beds
      • 3 Baths
      • 2,056 Sq Ft
      • Built 2025
      2507 Saint Giles Dr, Middletown, DE 19709

      Last Sold Summary

      • $149/SF
      • 6 Days On Market

      Last Sold Price $306,900

      Last Listing Agent David Vasso Atlantic Five Realty

  • /49

    $440,000 Under Contract

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

    60 S Cummings Dr, Middletown, DE 19709

    Welcome to 60 S Cummings Dr, a refined and beautifully updated residence in the desirable community of Middletown Crossin. This elegant 4-bedroom, 2.5-bath home offers a sophisticated blend of scale, comfort, and modern design, with thoughtfully upgraded finishes and a layout that feels both impressive and inviting.From the moment you enter, the home opens into a spacious interior designed to

    Agent Photo

    Jemimah Chuks

    EXP Realty, LLC

    (302) 307-1469

    60 S Cummings Dr, Middletown, DE 19709
  • /17

    $3,950 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    1020 W Lock Rd, Middletown, DE 19709

    BRAND NEW! Stunning home with loads of upgrades!! Gourmet kitchen includes quartz countertops, oversized center island with sink and cabinetry, gas cooktop and stainless appliances! Oversized great room with recessed lighting, first floor study, and main floor bedroom with full bath! Upstairs features a loft area and huge owners suite with spacious tile shower and spacious walk-in closet! Second

    Kevin Hensley RE/MAX Eagle Realty

    1020 W Lock Rd, Middletown, DE 19709
  • /39

    $479,900 Sold Aug 29, 2025

    547 Lewes Landing Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $240/SF
    • 21 Days On Market

    Last Listing Agent Melanie Ireton Gregg Team Realty

    547 Lewes Landing Rd, Middletown, DE 19709
    • /22

      Est $576,617 Not Listed For Sale

      203 Douglas Way, Middletown, DE 19709

      • 3 Beds
      • 4 Baths
      • 2,595 Sq Ft
      • Built 2024
      203 Douglas Way, Middletown, DE 19709

      Last Sold Summary

      • 3% Above List Price
      • $216/SF
      • 53 Days On Market

      Last Sold Price $559,900

      Last Listing Agent Kevin Hensley RE/MAX

  • /43

    $644,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    114 Colonel Clayton Dr, Middletown, DE 19709

    OPEN HOUSE CANCELLED, OFFER ACCEPTED!! Welcome to Fox Hunter Crossing, one of Middletown’s most desirable communities, where space, style, and comfort come together on a rare three-quarter-acre corner lot. This beautiful home, built by Stover, features a charming covered front porch, a fully fenced yard, a paved rear patio perfect for outdoor entertaining, and a turned garage that enhances both

    Agent Photo

    Terra King

    RE/MAX Advantage Realty

    (302) 306-5234

    114 Colonel Clayton Dr, Middletown, DE 19709
  • /16

    $1,940 - $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
  • /59

    $630,000 Sold Jun 30, 2025

    729 Pinewood Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft
    • Built 2000

    Last Sold Summary

    • $180/SF
    • 2 Days On Market

    Current Estimated Value $643,077

    Last Listing Agent Melissa Scott Real Broker LLC

    729 Pinewood Dr, Middletown, DE 19709
    • /35

      Est $372,746 Not Listed For Sale

      410 Afton Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,277 Sq Ft
      • Built 2010
      410 Afton Dr, Middletown, DE 19709

      Last Sold Summary

      • 4% Below List Price
      • $171/SF
      • 4 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Andrea Harrington Compass

  • /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
  • /25

    $2,500 per month

    • 1,650 Sq Ft
    • Townhouse for Rent

    128 Springfield Cir, Middletown, DE 19709

    Discover the charm of this delightful townhouse in the sought-after Willow Grove Mill community, available for lease starting March 24, 2026. This traditional-style home, built in 2007, offers a cozy 1,650 sq. ft. of living space, perfect for creating lasting memories. Nestled in a vibrant neighborhood, residents enjoy easy access to local parks, providing ample opportunities for outdoor

    Maurrell English English Realty

    128 Springfield Cir, Middletown, DE 19709
  • /21

    $245,000 Sold Jun 27, 2025

    132 Rosie Dr, Middletown, DE 19709

    • 2 Beds
    • 3 Baths
    • 1,750 Sq Ft
    • Built 2003

    Last Sold Summary

    • $140/SF
    • 62 Days On Market

    Current Estimated Value $261,432

    Last Listing Agent Daniel Logan Patterson-Schwartz-Hockessin

    132 Rosie Dr, Middletown, DE 19709
    • /42

      Est $401,921 Not Listed For Sale

      105 S Ridge Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft
      • Built 2019
      105 S Ridge Ave, Middletown, DE 19709

      Last Sold Summary

      • 3% Below List Price
      • $210/SF
      • 3 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Kristina Rice Real Broker LLC

  • /43

    $348,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    187 Gillespie Ave, Middletown, DE 19709

    Opportunity awaits in this end unit townhome offering great natural light, functional living space, and strong potential. This home presents a fantastic opportunity for a buyer looking to personalize their space or an investor seeking a valuable addition to their portfolio. The main level features a convenient powder room, first floor laundry, and inside access from the garage, providing

    Agent Photo

    Sabri Thompson

    Foraker Realty Co.

    (302) 306-4426

    187 Gillespie Ave, 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
  • /29

    $395,000 Sold Jan 15, 2026

    464 Smee Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Built 2018

    Last Sold Summary

    • $232/SF
    • 101 Days On Market

    Current Estimated Value $394,663

    Last Listing Agent Andrea Harrington Compass

    464 Smee Rd, Middletown, DE 19709
    • /85

      Est $815,243 Not Listed For Sale

      217 Clydia Ct, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 4,300 Sq Ft
      • Built 2019
      217 Clydia Ct, Middletown, DE 19709

      Last Sold Summary

      • 4% Below List Price
      • $198/SF
      • 2 Days On Market

      Last Sold Price $850,000

      Last Listing Agent David Watlington Patterson Schwartz

  • /12

    $275,000

    • Land
    • 3.64 Acres
    • $75,549 per Acre

    895 Marl Pit Rd, Middletown, DE 19709

    Great opportunity to own 3.6 acres in a convenient location of Middletown! Away from all the hustle and bustle, but still close to shopping, restaurants, entertainment and major routes for commuting. Over 650 ft. of road frontage. Large pond for nature lovers, fisherman, etc... Come build your dream home. No Builder Tie-In, work with my builder, or bring your own. Seller in process of having Soil

    Agent Photo

    Terra King

    RE/MAX Advantage Realty

    (302) 321-2894

    895 Marl Pit Rd, Middletown, DE 19709
  • /27

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft
    • Townhouse for Rent

    1310 Carrick Ct, Middletown, DE 19709

    Welcome to The Ponds of Odessa! As you enter the home, you are greeted by a split entryway with stairs leading down to a versatile den or up to the main living area featuring the kitchen, dining, and living room. This well-maintained 3-bedroom, 2.5-bath townhome offers a comfortable and functional layout. The spacious primary suite features a private full bathroom, while the eat-in kitchen flows

    Kieara Simmons BHHS Fox & Roach-Concord

    1310 Carrick Ct, Middletown, DE 19709
  • /44

    $700,000 Sold Apr 09, 2025

    65 Willow Grove Mill Dr, Middletown, DE 19709

    • 5 Beds
    • 4.5 Baths
    • 4,825 Sq Ft
    • Built 2002

    Last Sold Summary

    • $145/SF
    • 69 Days On Market

    Current Estimated Value $707,465

    Last Listing Agent Lisa Michels Patterson-Schwartz - Greenville

    65 Willow Grove Mill Dr, Middletown, DE 19709
    • /86

      Est $986,921 Not Listed For Sale

      412 Spring Hollow Dr, Middletown, DE 19709

      • 5 Beds
      • 4.5 Baths
      • 5,075 Sq Ft
      • Built 2007
      412 Spring Hollow Dr, Middletown, DE 19709

      Last Sold Summary

      • $194/SF
      • 156 Days On Market

      Last Sold Price $985,000

      Last Listing Agent Ann Marie Germano Patterson Schwartz

  • /79

    $899,990 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 5,225 Sq Ft

    810 Ashby Dr, Middletown, DE 19709

    Welcome to 810 Ashby Drive, a standout home in the highly sought-after community of Ashby's Place—where luxury, space, and lifestyle come together in a way that truly turns heads.From the moment you step inside, you’re greeted by a stunning foyer highlighted by an elegant hardwood staircase that sets the tone for the rest of the home. Flanking the entry are a private office/study—perfect for

    Khalilah Ling

    Crown Homes Real Estate

    (302) 306-4081

    810 Ashby Dr, Middletown, DE 19709
  • /4

    $1,350 - $1,900 per month

    Greenlawn Apartments

    2 - 3 Beds

    910 Janvier Ct, Middletown, DE 19709

    910 Janvier Ct, Middletown, DE 19709
  • /17

    $360,000 Sold Nov 25, 2025

    633 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2014

    Last Sold Summary

    • $185/SF
    • 15 Days On Market

    Current Estimated Value $343,305

    Last Listing Agent Madeline Justison Crown Homes Real Estate

    633 Barrie Rd, Middletown, DE 19709
    • /18

      Not Listed For Sale

      1850 Congressional Village Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 1,475 Sq Ft
      • Built 2006
      1850 Congressional Village Dr, Middletown, DE 19709

      Last Sold Summary

      • $211/SF
      • 20 Days On Market

      Last Sold Price $310,500

      Last Listing Agent Peggy Sheehan Patterson Schwartz

  • /40

    $300,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft

    659 Warren Dr, Middletown, DE 19709

    Pending bank approval, do not miss this opportunity! Solid 3 bedroom, 2.5 bath semi-detached home in Middletown offered as a short sale and being sold as-is. Property needs work and updates, presenting a great opportunity for investors or buyers ready to bring their vision to life. Situated on an end-unit lot with a spacious yard, this home offers additional outdoor space and potential. The

    Agent Photo

    Sabri Thompson

    Foraker Realty Co.

    (302) 924-4009

    659 Warren Dr, Middletown, DE 19709
  • /14

    $1,275 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    4677 Summit Bridge Rd, Middletown, DE 19709

    A rare opportunity! This beautifully renovated cottage studio, nestled in a peaceful farm setting in Middletown, is available for immediate occupancy. Enjoy breathtaking sunrises and sunsets in this serene and picturesque environment—perfect for those seeking tranquility and charm. Don’t miss your chance to rent this move-in-ready home in a prime location—schedule your showing today! Perfectly

    Debbie Gawel BHHS Fox & Roach-Christiana

    4677 Summit Bridge Rd, Middletown, DE 19709
  • /31

    $515,000 Sold Mar 31, 2025

    303 N Cass St, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,375 Sq Ft
    • Built 2024

    Last Sold Summary

    • $217/SF
    • 66 Days On Market

    Current Estimated Value $504,146

    Last Listing Agent Grimly Foret RE/MAX Elite

    303 N Cass St, Middletown, DE 19709
    • /31

      Est $465,596 Not Listed For Sale

      63 Springmill Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 1,950 Sq Ft
      • Built 2003
      63 Springmill Dr, Middletown, DE 19709

      Last Sold Summary

      • 5% Below List Price
      • $251/SF
      • 6 Days On Market

      Last Sold Price $489,900

      Last Listing Agent Carol Quattrociocchi EXP Realty, LLC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, DE

Housing Trends

Median Sale Price
$526,745
Median Single Family Sale Price
$580,200
Median Townhouse Sale Price
$439,950
Median 2 Bedroom Sale Price
$241,500
Average Price Per Sq Ft
$211
Number of Homes for Sale
249
Last 12 months Home Sales
726
Months of Supply
4.10
Median List Price
$552,900
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