20,298

Middletown, DE Homes

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  • /68

    $609,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,425 Sq Ft

    612 Socrates St, Middletown, DE 19709

    Welcome to this 4-bedroom, 2.5-bath home located in the highly desirable Village of Bayberry and within the award-winning Appoquinimink School District. Offering an impressive 3,425 square feet of above-grade living space, this home combines modern features with functional design. The main level features 9-foot ceilings, an open and inviting floor plan, and a spacious kitchen highlighted by

    Agent Photo

    Beau Zebley

    Century 21 Emerald

    612 Socrates St, Middletown, DE 19709
  • /14

    $2,300 Per Month

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

    181 Gillespie Ave, Middletown, DE 19709

    3BR/2.5BA town home with 1-car garage in popular Willow Grove Mill, just minutes from Rt1 for easy commuting north or south. In the highly regarded Appoquinimink school district. Formal Living Room with ceiling fan and adjoining Dining area. Large Kitchen with 42 in. maple cabinets, gas range, double stainless steel sink, built in microwave hood vent, and plenty of recessed lights. Breakfast area

    Agent Photo

    Mark Adcock

    RE/MAX Edge

    181 Gillespie Ave, Middletown, DE 19709
  • /2

    $459,900

    Sold Jun 22, 2026

    555 Old Summit Bridge Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $292/SF
    • 20 Days On Market

    Current Estimated Value $554,426

    Last Listing Agent Brynn Beideman RE/MAX Associates-Hockessin

    555 Old Summit Bridge Rd, Middletown, DE 19709
    • /44

      Est $582,641

      Not Listed For Sale

      525 Wheelmen St, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 2,425 Sq Ft
      • Built 2016
      525 Wheelmen St, Middletown, DE 19709

      Last Sold Summary

      • 58 Days On Market

  • /64

    $644,999

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    211 E Crail Ct, Middletown, DE 19709

    Welcome to The Estate at St. Anne's! This beautifully updated 4 bedroom, 2.5 bath home offers style, space, and comfort throughout. The stunning updated kitchen features granite countertops, new Cafe'-style appliances, custom subway tile backsplash, new range hood, gorgeous butcher block island, coffee bar, and a spacious eat-in area for a large family gathering. The sliders off the breakfast

    Agent Photo

    Brynn Beideman

    RE/MAX Associates-Hockessin

    211 E Crail Ct, Middletown, DE 19709
  • /93

    Starting at $1,595 Per Month

    • 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

    The Reserve at South Ridge Phase l

    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 $427,291

    Last Listing Agent Laura Walker Walker Realty Group LLC

    367 E Harvest Ln, Middletown, DE 19709
    • /30

      Est $452,734

      Not Listed For Sale

      2709 Tea Tree Ln, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,096 Sq Ft
      • Built 2025
      2709 Tea Tree Ln, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

  • /43

    $399,000

    $21K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,750 Sq Ft

    38 N Cummings Dr, Middletown, DE 19709

    RECENT PRICE REDUCTION BRING ALL OFFERS! Welcome to this beautifully upgraded 4-bedroom, 3.5-bath semi-detached townhome in the desirable Middletown Crossing community of Middletown, DE. From the moment you step inside, you’ll notice the attention to detail, with rich hardwood flooring and custom wood trim flowing seamlessly throughout the entire home.The main level offers a perfect blend of

    Agent Photo

    Anthony Borleis

    RE/MAX Point Realty

    38 N Cummings Dr, Middletown, DE 19709
  • /50

    Starting at $1,700 Per Month

    • 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.

    Summerton East

    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 $606,725

    Last Listing Agent Megan Aitken Keller Williams Realty

    1612 Ellinor Ct, Middletown, DE 19709
    • /48

      Est $632,912

      Not Listed For Sale

      134 Betsy Rawls Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,725 Sq Ft
      • Built 2002
      134 Betsy Rawls Dr, Middletown, DE 19709

      Last Sold Summary

      • 13 Days On Market

  • /35

    $700,000

    Pending
    • 4 Beds
    • 3 Baths
    • 3,121 Sq Ft

    4130 Laughton Ln, Middletown, DE 19709

    Why wait for new construction when this beautifully upgraded 6-year young Loren Queen Anne model in the sought-after 55+ community of The Ponds at Bayberry is ready for you to move right in! This 4-bedroom, 3-bath home offers an attractive stone and vinyl exterior with a covered front porch and overlooks community open space both in front of and behind the home. Inside, a dramatic two-story foyer

    Agent Photo

    David Landon

    Patterson-Schwartz-Newark

    4130 Laughton Ln, Middletown, DE 19709
  • /35

    Starting at $1,650 Per Month

    • 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!

    Middletown Apartments

    410 N Ramunno Dr, Middletown, DE 19709
  • /67

    $1,059,670

    Sold May 07, 2026

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 0 Days On Market

    Last Listing Agent Elizabeth Page-Kramer EXP Realty, LLC

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
    • /21

      Est $265,786

      Not Listed For Sale

      132 Rosie Dr, Middletown, DE 19709

      • 2 Beds
      • 3 Baths
      • 1,750 Sq Ft
      • Built 2003
      132 Rosie Dr, Middletown, DE 19709

      Last Sold Summary

      • 62 Days On Market

  • /26

    $410,000

    $5K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,975 Sq Ft

    116 Merrimac Ave, Middletown, DE 19709

    Nestled in the desirable PKWY at Southridge, this exquisite townhouse, completed in 2018, offers a harmonious blend of modern luxury and timeless elegance. With 1,975 square feet of meticulously designed living space, this home is a sanctuary of comfort and sophistication. Step inside to discover a warm and inviting interior, where stylish hardwood floors and carpeted accents create a cozy

    Agent Photo

    Keenan Washington

    Opulent Realty Group LLC

    116 Merrimac Ave, Middletown, DE 19709
  • /16

    Starting at $1,940 Per Month

    • 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

    Summerton Place

    103 Patriot Dr, 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
    • /87

      Est $617,288

      Not Listed For Sale

      24 W Shakespeare Dr, Middletown, DE 19709

      • 4 Beds
      • 4 Baths
      • 3,475 Sq Ft
      • Built 2004
      24 W Shakespeare Dr, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /33

    $345,000

    $10K PRICE INCREASE Pending
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    311 S Cass St, Middletown, DE 19709

    Charming, completely remodeled 3 bedroom, 1 1/2 bath twin home in downtown Middletown within walking distance to shopping and dining! The current owners have lovingly improved this home over the past three years. The welcoming covered front porch invites you into the main level which was completely opened up to provide a true open concept design. The kitchen was completely remodeled with white

    Agent Photo

    David Landon

    Patterson-Schwartz-Newark

    311 S Cass St, Middletown, DE 19709
  • /4

    Starting at $1,350 Per Month

    • 2 - 3 Beds

    910 Janvier Ct, Middletown, DE 19709

    Greenlawn Apartments

    910 Janvier Ct, Middletown, DE 19709
  • /30

    $312,000

    Sold May 29, 2026

    127 Rosie Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,275 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $245/SF
    • 2 Days On Market

    Current Estimated Value $277,285

    Last Listing Agent Michele Burch Patterson-Schwartz-Middletown

    127 Rosie Dr, Middletown, DE 19709
    • /49

      Est $590,380

      Not Listed For Sale

      101 Appoquinimink Ct, Middletown, DE 19709

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 2001
      101 Appoquinimink Ct, Middletown, DE 19709

      Last Sold Summary

      • 13 Days On Market

  • /49

    $749,500

    Pending
    • 4 Beds
    • 4 Baths
    • 4,175 Sq Ft

    103 Zachary Ln, Middletown, DE 19709

    Offer deadline 4:00pm Sunday, April 26, 2026. Looking for a home where thoughtful upgrades, flexible living space, and standout outdoor features come together? Welcome to 103 Zachary Lane in Middletown. Step inside and fall in love with the stunning, fully renovated kitchen- truly the heart of the home-featuring high-end finishes and every detail you could want, including upgraded appliances, a

    Agent Photo

    Candice Santoro

    CR Realty

    103 Zachary Ln, Middletown, DE 19709
  • /17

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,730 Sq Ft
    • House for Rent

    1190 Choptank Rd, Middletown, DE 19709

    Property Id: 2712273Private place. Country living. Newly renovated. Kitchen all new. Large living room. Dining room. Separate room for office. Nice view from kitchen & living room. Large bedroom closets. Summit Bridge area. 8 miles from town including movie theater, restaurants, shopping, area schools. Minutes away from quaint South Chesapeake City.

    1190 Choptank Rd, 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 $652,528

    Last Listing Agent Melissa Scott Real Broker LLC

    729 Pinewood Dr, Middletown, DE 19709
    • /62

      Est $820,870

      Not Listed For Sale

      8 Landview Ct, Middletown, DE 19709

      • 5 Beds
      • 5 Baths
      • 3,705 Sq Ft
      • Built 2001
      8 Landview Ct, Middletown, DE 19709

      Last Sold Summary

      • 79 Days On Market

  • /47

    $549,999

    $30K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    16 Palmer Dr, Middletown, DE 19709

    **REDUCED PRICING!! Welcome to this beautifully updated **4-bedroom, 2.5-bath home** overlooking the fairways of Frog Hollow Golf Club in the highly desirable Appoquinimink School District! Designed for both comfort and entertaining, the open-concept layout features a spacious kitchen with center island, a bright sunroom with golf course views, a dedicated home office, and a dramatic two-story

    Agent Photo

    Tyler Anaya

    Samson Properties of DE, LLC

    16 Palmer Dr, Middletown, DE 19709
  • /8

    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Townhouse for Rent

    16 W Lake St, Middletown, DE 19709

    Property Id: 16540752 bedroom 1 bath twin home available for rent available as of 9/1. This home is walking distance to restaurants, gyms, and stores! Recently renovated with a fenced in backyard and a shed. Located in the Appo school district!

    16 W Lake St, Middletown, DE 19709
  • /63

    $495,000

    Sold May 29, 2026

    88 Springmill Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 3,150 Sq Ft
    • Built 2004

    Last Sold Summary

    • $157/SF
    • 3 Days On Market

    Current Estimated Value $488,431

    Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

    88 Springmill Dr, Middletown, DE 19709
    • /33

      Est $580,301

      Not Listed For Sale

      122 Lahinch Ct, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,575 Sq Ft
      • Built 1997
      122 Lahinch Ct, Middletown, DE 19709

      Last Sold Summary

      • 72 Days On Market

  • /49

    $679,999

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,625 Sq Ft

    300 Northhampton Way, Middletown, DE 19709

    *Multiple Offers Received - Offer Deadline Set For 7pm June 23, 2026 * Welcome to this beautifully maintained 4-bedroom, 3.5-bath home offering 3,625 square feet of thoughtfully designed living space on one of the largest corner lots in the community. With exceptional curb appeal, a new roof installed in 2026 featuring a 50-year transferable warranty, and a backyard designed for entertaining,

    Agent Photo

    Khalilah Ling

    Crown Homes Real Estate

    300 Northhampton Way, Middletown, DE 19709
  • /20

    $2,850 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft
    • Townhouse for Rent

    1340 Carrick Ct, Middletown, DE 19709

    1340 Carrick Ct, Middletown, DE – Ponds of Odessa***** Tenants in the house now so Showings start September 1st, 2026 (9/1/2026) and move in ready by September 5th, 2026 (9/5/2026) *****Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome in the desirable Ponds of Odessa community. Offering 2,550 sq ft of bright, open living space, this home is perfect for those who

    1340 Carrick Ct, 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 $403,058

    Last Listing Agent Andrea Harrington Compass

    464 Smee Rd, Middletown, DE 19709
    • /49

      Est $600,750

      Not Listed For Sale

      2323 E Palladio Place, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,975 Sq Ft
      • Built 2014
      2323 E Palladio Place, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

  • /29

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,437 Sq Ft

    235 Rossnakill Rd, Middletown, DE 19709

    Spacious 3 bedroom, 2.1 bath Hyetts Crossing Chesterfield Model twin home with 1 car garage. Open floor plan featuring a grand 2-story living room with a gorgeous 2-story stone gas fireplace! Hardwood floors and many windows bring in natural light throughout the main living areas. 9' ceilings on the first floor. Gourmet kitchen with stainless steel appliances, gas cooking, granite countertops,

    Agent Photo

    David Landon

    Patterson-Schwartz-Newark

    235 Rossnakill Rd, Middletown, DE 19709
  • /13

    $2,700

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • Townhouse for Rent

    112 Ridgemont Dr, Middletown, DE 19709

    This 2016 built twin home with two car garage and walks into the first floor hallway. First Floor has laundry room and an additional bedroom perfect private home office, gym, or guest suite with windows. Second floor is an open floor plan with kitchen, kitchen island, family room, and powder room. There is a second story deck off of the kitchen. Third floor has master bedroom with master bath,

    112 Ridgemont Dr, Middletown, DE 19709
  • /31

    $315,000

    Sold Jun 12, 2026

    3 Redding Cir, Middletown, DE 19709

    • 3 Beds
    • 1 Bath
    • 1,725 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Above List Price
    • $183/SF
    • 11 Days On Market

    Current Estimated Value $280,276

    Last Listing Agent Mr. Andre Bodiford Long & Foster Real Estate, Inc.

    3 Redding Cir, Middletown, DE 19709
    • /58

      Est $520,702

      Not Listed For Sale

      166 Silver Maple Rd, Middletown, DE 19709

      • 2 Beds
      • 2 Baths
      • 1,950 Sq Ft
      • Built 2014
      166 Silver Maple Rd, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$539,500
Median Single Family Sale Price
$584,995
Median Townhouse Sale Price
$439,395
Median 2 Bedroom Sale Price
$504,900
Median 1 Bedroom Sale Price
$525,000
Average Price Per Sq Ft
$213
Number of Homes for Sale
292
Last 12 months Home Sales
739
Months of Supply
4.70
Median List Price
$565,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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