20,298

Middletown, DE Homes

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  • /16

    $719,990

    New Construction Pending
    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    1606 Jaymes Cir, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE Welcome to the Carver, a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in July 2026, this home offers 3 bedrooms (including one in the finished basement), 3.5 baths, and a 2.5-car garage, providing both flexibility and comfort. The main living area features a stunning

    Barbara Heilman Delaware Homes Inc

    1606 Jaymes Cir, Middletown, DE 19709
  • /77

    $635,000

    Sold Sep 05, 2025

    8 E Stonewall Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,725 Sq Ft
    • Built 2001

    Last Sold Summary

    • $233/SF
    • 3 Days On Market

    Current Estimated Value $654,335

    Last Listing Agent Kristen Slijepcevic Century 21 Gold Key Realty

    8 E Stonewall Dr, Middletown, DE 19709
    • /28

      Est $364,641

      Not Listed For Sale

      244 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 2014
      244 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

  • /3

    $602,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    Wentworth Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472327, Middletown, DE 19709
  • /30

    $425,000

    Sold Oct 24, 2025

    414 Goodwick Dr, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 2,024 Sq Ft
    • Built 2017

    Last Sold Summary

    • $210/SF
    • 9 Days On Market

    Current Estimated Value $435,606

    Last Listing Agent Marla Schechter Patterson-Schwartz-Middletown

    414 Goodwick Dr, Middletown, DE 19709
    • /11

      Est $343,367

      Not Listed For Sale

      248 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 2014
      248 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 38 Days On Market

  • /49

    $459,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    208 Appoquin Dr S, Middletown, DE 19709

    Beautifully updated Colonial in Appoquin Farms, located in the award winning Appoquinimink School District! This lovely 3 bedroom, 2 1/2 bathroom, 2 car garage home is updated with modern finishes and is move in ready! The front features a stately brick and vinyl facade with refreshed black shutters and the backyard offers a trex deck perfect for soaking up the sun. Recent improvements include

    David Watlington Patterson-Schwartz-Middletown

    208 Appoquin Dr S, Middletown, DE 19709
  • /34

    $395,000

    Sold Nov 17, 2025

    102 Crystal Run Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 3,175 Sq Ft
    • Built 1988

    Last Sold Summary

    • $124/SF
    • 23 Days On Market

    Current Estimated Value $503,830

    Last Listing Agent Carol Quattrociocchi EXP Realty, LLC

    102 Crystal Run Dr, Middletown, DE 19709
    • /20

      Est $344,124

      Not Listed For Sale

      87 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2007
      87 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /16

    $446,291

    New Construction Pending
    • 3 Beds
    • 2 Baths

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709

    MASSEY INTERIOR UNIT- 3 bedrooms, 3.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

    Lindsay Shaffer RE/MAX Elite

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
  • /62

    $629,000

    Sold May 15, 2026

    677 Spring Hollow Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 2015

    Last Sold Summary

    • $257/SF
    • 4 Days On Market

    Current Estimated Value $630,588

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    677 Spring Hollow Dr, Middletown, DE 19709
    • /34

      Est $399,402

      Not Listed For Sale

      83 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,775 Sq Ft
      • Built 2007
      83 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

  • /50

    $619,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    1920 E Aristotle Ave, Middletown, DE 19709

    Welcome to 1920 E Aristotle Ave in the highly sought-after Bayberry community—where luxury, efficiency, and true move-in ready living come together in the acclaimed Appoquinimink School District. Built in 2014 and thoughtfully upgraded since, this exceptional 4-bedroom, 3.1-bath home offers the perfect blend of modern design and everyday functionality. From the moment you arrive, the custom

    Mia Burch Long & Foster Real Estate, Inc.

    1920 E Aristotle Ave, Middletown, DE 19709
  • /51

    $779,900

    Sold May 06, 2026

    171 Shannon Blvd, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 5,075 Sq Ft
    • Built 2015

    Last Sold Summary

    • $154/SF
    • 2 Days On Market

    Current Estimated Value $783,924

    Last Listing Agent Rick Hagar Empower Real Estate, LLC

    171 Shannon Blvd, Middletown, DE 19709
    • /115

      Est $383,566

      Not Listed For Sale

      79 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,275 Sq Ft
      • Built 2007
      79 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 7 Days On Market

  • /4

    $638,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    Clayton Plan at Rothwell Estates, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36447363, Middletown, DE 19709
  • /22

    $457,000

    Sold Dec 24, 2025

    3110 Pett Level Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $187/SF
    • 53 Days On Market

    Current Estimated Value $456,332

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3110 Pett Level Dr, Middletown, DE 19709
    • /34

      Est $388,200

      Not Listed For Sale

      169 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 2007
      169 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 0 Days On Market

  • /24

    $460,000

    New Construction $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

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

    Ashton Carriage End-Unit Comfort with Flexible Space The 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 hobbies their

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
  • /22

    Sold Aug 15, 2025

    120 Emily Way, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,178 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • 4 Days On Market

    Current Estimated Value $397,333

    120 Emily Way, Middletown, DE 19709
    • /19

      Est $345,395

      Not Listed For Sale

      150 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2007
      150 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

  • /16

    $699,990

    New Construction Pending
    • 3 Beds
    • 3.5 Baths
    • 2,493 Sq Ft

    1525 Lesterfield Way, Middletown, DE 19709

    The Carver offers a thoughtfully designed open floorplan with classic design touches, with a projected settlement of June 2026. This spacious home includes 3 bedrooms and 3.5 baths, featuring a finished basement complete with a private bedroom and full bath—perfect for guests, extended family, or a flexible retreat. A shiplap-accented fireplace anchors the main living space, while feature walls

    Barbara Heilman Delaware Homes Inc

    1525 Lesterfield Way, Middletown, DE 19709
  • /76

    $570,000

    Sold Jan 16, 2026

    1169 S Olmsted Pkwy, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,975 Sq Ft
    • Built 2019

    Last Sold Summary

    • $192/SF
    • 41 Days On Market

    Current Estimated Value $589,590

    Last Listing Agent Dustin Oldfather Compass

    1169 S Olmsted Pkwy, Middletown, DE 19709
    • /31

      Est $345,108

      Not Listed For Sale

      64 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2007
      64 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 14 Days On Market

  • /18

    $493,509

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

    2215 Winchelsea Pkwy, 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 Builder
    2215 Winchelsea Pkwy, Middletown, DE 19709
  • /36

    $340,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    944 Lansdowne Rd, Middletown, DE 19709

    Welcome to 944 Lansdowne Rd, where comfort meets convenience in the heart of Middletown! This charming 3-bedroom, 2.5-bath home offers an ideal blend of modern amenities and peaceful living. As you step through the front door, you're greeted by a welcoming foyer that sets the tone for the warm and inviting atmosphere throughout. The main level boasts a thoughtfully designed layout perfect for

    Connor Tuozzolo Compass

    944 Lansdowne Rd, Middletown, DE 19709
    • /48

      Est $340,914

      Not Listed For Sale

      62 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2007
      62 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 12 Days On Market

  • /4

    $740,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    Cochran Plan at Rothwell Estates, Middletown, DE 19709

    Ideal for a growing family, the Cochran plan offers 4 spacious bedrooms with an option for a 5th bedroom and full bath on the 2nd floor. The main bedroom boasts 2 walk-in closets, a sitting room, and a large owner's bath with various features. Bedrooms 2 and 3 also have walk-in closets, and Bedroom 3 has its own sitting room. The main level includes a formal dining room, study, and flex room. The

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36451531, Middletown, DE 19709
  • /14

    $700,000

    Sold May 13, 2026

    1227 Chesapeake View Dr, Middletown, DE 19709

    • 5 Beds
    • 3 Baths
    • 3,010 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $233/SF
    • 20 Days On Market

    Current Estimated Value $711,205

    Last Listing Agent Juliet Zhang RE/MAX Edge

    1227 Chesapeake View Dr, Middletown, DE 19709
    • /32

      Est $388,805

      Not Listed For Sale

      56 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 2006
      56 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 13 Days On Market

  • /46

    $455,000

    $5K PRICE INCREASE Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,450 Sq Ft

    433 Afton Dr, Middletown, DE 19709

    BACK ON MARKET...Buyer Backed out.....No Fault of the seller. Nestled in the charming Canal View community, this exquisite end-of-row townhouse offers a perfect blend of comfort and modern living. Built in 2012, this home boasts a traditional architectural style with durable vinyl siding, ensuring both aesthetic appeal and low maintenance. Step inside to discover a spacious 2,450 sq. ft. layout

    Victor Koveleski Long & Foster Real Estate, Inc.

    433 Afton Dr, Middletown, DE 19709
  • /32

    $350,000

    Sold Nov 21, 2025

    342 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2009

    Last Sold Summary

    • $200/SF
    • 7 Days On Market

    Current Estimated Value $361,249

    Last Listing Agent Kristina Rice Real Broker LLC

    342 Wilmore Dr, Middletown, DE 19709
    • /6

      Est $370,032

      Not Listed For Sale

      50 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 2006
      50 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

  • /54

    $646,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,581 Sq Ft

    917 Benalli Dr, Middletown, DE 19709

    Located within the Middletown city limits and the sought-after Dove Run community in the highly acclaimed Appoquinimink School District, this beautifully maintained home offers exceptional space, comfort, and versatility. Featuring 4 bedrooms, 3.5 bathrooms, and a fully finished basement with a full bath and bonus room with closet, this home provides flexibility for guests, a home office, gym, or

    Maurrell English English Realty

    917 Benalli Dr, Middletown, DE 19709
  • /56

    $500,000

    Sold Aug 08, 2025

    314 Tranquility Way, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,175 Sq Ft
    • Built 2021

    Last Sold Summary

    • $230/SF
    • 14 Days On Market

    Current Estimated Value $517,348

    Last Listing Agent Jeff Hecker Monument Sotheby's International Realty

    314 Tranquility Way, Middletown, DE 19709
    • /44

      Est $370,279

      Not Listed For Sale

      48 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 2006
      48 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

  • /48

    $509,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    242 Ann Dr, Middletown, DE 19709

    Beautiful home in the sought after community of Crossland at the Canal offering space, style, and flexibility! This 3 bedroom home also features a spacious second floor loft that could easily function as a 4th bedroom, home office, playroom, or additional living space. Fresh paint throughout gives the home a bright, updated feel, while the light filled kitchen shines with butcher block

    Abby Drobinski Real Broker LLC

    242 Ann Dr, Middletown, DE 19709
  • /43

    $55,000

    Sold Oct 31, 2025

    604 Hamilton Place Unit A604, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • Built 2008

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Jennifer Lindell Century 21 Gold Key Realty

    604 Hamilton Place Unit A604, Middletown, DE 19709
    • /32

      Est $374,557

      Not Listed For Sale

      44 Springfield Cir, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 2006
      44 Springfield Cir, Middletown, DE 19709

      Last Sold Summary

      • 0 Days On Market

  • /2

    $285,000

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    519 New St, Middletown, DE 19709

    Located at the end of a quiet street in the sought-after Appoquinimink School District, this 3-bedroom, 1-bath home offers an excellent opportunity for buyers looking to build equity through updates and improvements. Situated on a .35-acre lot, the property features two driveways, a detached 2-car garage with electricity, and two storage sheds, providing ample space for parking, storage, hobbies,

    Nicole Stephens Tesla Realty Group, LLC

    519 New St, Middletown, DE 19709

Showing Results 481 - 520, Page 13 of 18

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