20,150

Middletown, DE Homes

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  • /2

    $624,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    400 Rederick Ln Unit 3 BENNETT, Middletown, DE 19709

    TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 car garage.Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district!

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 3 BENNETT, 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 $352,597

    Last Listing Agent Kristina Rice Real Broker LLC

    342 Wilmore Dr, Middletown, DE 19709
    • /60

      Est $734,869

      Not Listed For Sale

      64 Kirkcaldy Ln, Middletown, DE 19709

      • 5 Beds
      • 4 Baths
      • 4,944 Sq Ft
      • Built 2016
      64 Kirkcaldy Ln, Middletown, DE 19709

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Andrea Harrington Compass

  • /2

    $434,767

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

    431 Rederick Ln, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    431 Rederick Ln, Middletown, DE 19709
  • /44

    $456,000

    Sold Jul 31, 2026

    331 S Parkway Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Above List Price
    • $196/SF
    • 3 Days On Market

    Current Estimated Value $424,311

    Last Listing Agent Laura Diaz EXP Realty, LLC

    331 S Parkway Dr, Middletown, DE 19709
    • /43

      Est $689,814

      Not Listed For Sale

      603 E Glen Mare Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 4,678 Sq Ft
      • Built 2013
      603 E Glen Mare Dr, Middletown, DE 19709

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Daniel Logan Patterson-Schwartz-Hockessin

  • /21

    $609,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    9 Dunswell Dr, Middletown, DE 19709

    ***SELLER LOOKING FOR AN OFFER AFTER SCALING DOWN- MOTIVATED SELLER***Open to an offer on this beautifully maintained 4-bedroom, 2.5-bath home offering exceptional comfort, quality, and thoughtful upgrades throughout. From the moment you step inside, you’ll appreciate the stunning Brazilian hardwood floors and tile that flow throughout both the first and second levels, creating a warm and

    Bruce White RE/MAX Elite

    9 Dunswell 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
    • /57

      Est $670,147

      Not Listed For Sale

      36 Kirkcaldy Ln, Middletown, DE 19709

      • 4 Beds
      • 4.5 Baths
      • 4,925 Sq Ft
      • Built 2008
      36 Kirkcaldy Ln, Middletown, DE 19709

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Kelly Clark Crown Homes Real Estate

  • /16

    $749,990

    New Construction $20K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft

    883 Merlin Dr, Middletown, DE 19709

    Welcome to the Macon II—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3 baths, and a 2-car garage, delivering both style and functionality.The main living area features a cozy fireplace with shiplap, creating a warm and

    Barbara Heilman Delaware Homes Inc

    883 Merlin Dr, Middletown, DE 19709
  • /14

    $232,500

    Sold Aug 28, 2025

    46 N New Rd, Middletown, DE 19709

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1900

    Last Sold Summary

    • $232/SF
    • 200 Days On Market

    Current Estimated Value $220,318

    Last Listing Agent Kevin Hensley RE/MAX Eagle Realty

    46 N New Rd, Middletown, DE 19709
    • /58

      Est $684,559

      Not Listed For Sale

      107 E Kilts Ln, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 5,527 Sq Ft
      • Built 2007
      107 E Kilts Ln, Middletown, DE 19709

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Jessica Marrero Patterson-Schwartz-Hockessin

  • /13

    $384,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709

    ** WORKFORCE HOUSING-BUYER MUST QUALIFY FOR THE NEW CASTLE COUNTY PROGRAM TOPURCHASE - MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2001 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless range, dishwasher, microwave and recessed lighting in Kitchen. Tiled floor and Shower surround in master bath. 3 pc rough in walk out basement. Don't miss

    Lindsay Shaffer RE/MAX Elite

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
  • /22

    $669,989

    Sold Mar 31, 2026

    411 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 2 Baths
    • 2,791 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 8% Below List Price
    • $240/SF
    • 181 Days On Market

    Current Estimated Value $662,662

    Lennar Copperleaf

    411 Crownleaf Dr, Middletown, DE 19709
    • /54

      Est $644,857

      Not Listed For Sale

      27 Haggis Rd, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,025 Sq Ft
      • Built 2013
      27 Haggis Rd, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent David Watlington Patterson-Schwartz-Middletown

  • /41

    $765,000

    $30K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,325 Sq Ft

    4605 Bogart Ln, Middletown, DE 19709

    Welcome to this expansive 5-bedroom, 4-bath home in the active 55+ Village of Bayberry South, offering a spacious and versatile layout designed for comfort and flexibility. The main level showcases an open floor plan with vaulted ceilings and an abundance of windows that fill the space with natural light. The beautiful kitchen features a large center island and a bright breakfast nook with access

    William Sladek Redfin Corporation

    4605 Bogart Ln, Middletown, DE 19709
  • /35

    $685,000

    Sold Jul 14, 2026

    4130 Laughton Ln, Middletown, DE 19709

    • 4 Beds
    • 3 Baths
    • 3,121 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 6 Days On Market

    Current Estimated Value $644,593

    Last Listing Agent David Landon Patterson-Schwartz-Newark

    4130 Laughton Ln, Middletown, DE 19709
    • /52

      Est $674,177

      Not Listed For Sale

      319 Braemar St, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 4,250 Sq Ft
      • Built 2011
      319 Braemar St, Middletown, DE 19709

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent John Ford RE/MAX Associates-Hockessin

  • /2

    $489,624

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,377 Sq Ft

    435 Rederick Ln, Middletown, DE 19709

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

    Benchmark Builders Builder
    435 Rederick Ln, Middletown, DE 19709
  • /22

    $508,009

    Sold Nov 17, 2025

    3100 Pett Level Dr, Middletown, DE 19709

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

    Move in Ready Sold Summary

    • $208/SF
    • 6 Days On Market

    Current Estimated Value $481,900

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3100 Pett Level Dr, Middletown, DE 19709
    • /54

      Est $516,812

      Not Listed For Sale

      341 Northhampton Way, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,150 Sq Ft
      • Built 2009
      341 Northhampton Way, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /54

    $575,000

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

    1 Hogan Cir, Middletown, DE 19709

    MOTIVATED SELLER SAYS BRING ALL REASONABLE OFFERS!!Discover the charm of this stunning traditional home nestled in the desirable subdivision of The Legends. This beautifully maintained residence, built in 2001, boasts a generous 2,700 sq. ft. of finished living space, perfect for creating lasting memories. Situated on a spacious corner lot, this property offers both privacy and a welcoming

    Victor Koveleski Long & Foster Real Estate, Inc.

    1 Hogan Cir, Middletown, DE 19709
  • /35

    $400,000

    Sold Apr 29, 2026

    447 Toftrees Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2016

    Last Sold Summary

    • $211/SF
    • 22 Days On Market

    Current Estimated Value $398,460

    Last Listing Agent JOANNE CARTANZA First Class Properties

    447 Toftrees Dr, Middletown, DE 19709
    • /12

      Est $504,804

      Not Listed For Sale

      804 Hampshire Dr, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 3,375 Sq Ft
      • Built 2008
      804 Hampshire Dr, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Corey Harris Crown Homes Real Estate

  • /53

    $749,900

    • 5 Beds
    • 3.5 Baths
    • 4,125 Sq Ft

    135 Asbury Loop, Middletown, DE 19709

    Only a long-distance relocation makes this beautiful, well maintained 5-bedroom 3.5 bathroom home available. Furniture throughout is for sale. This is truly a multigenerational home that will give everyone their privacy and space. The fully finished and Permitted basement is the true gem, featuring a daylight design that floods the space with light. It has a walkout with separate entrance,

    BRIAN JOHNSON Real Broker LLC

    135 Asbury Loop, Middletown, DE 19709
  • /10

    $599,900

    Sold Sep 24, 2025

    1422 Pennfield Dr, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $255/SF
    • 9,398 Days On Market

    K. Hovnanian Homes Four Seasons at Pennfield

    1422 Pennfield Dr, Middletown, DE 19709
    • /44

      Est $678,447

      Not Listed For Sale

      65 Willow Grove Mill Dr, Middletown, DE 19709

      • 5 Beds
      • 4.5 Baths
      • 4,825 Sq Ft
      • Built 2002
      65 Willow Grove Mill Dr, Middletown, DE 19709

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Lisa Michels Patterson-Schwartz - Greenville

  • /59

    $549,900

    $45K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,100 Sq Ft

    420 Winterberry Dr, Middletown, DE 19709

    This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-quality vinyl siding that enhances its curb appeal. Spanning an impressive 3,100 square feet (not including fhe finished basement) this residence offers three spacious bedrooms on the main level (one used currently as and office

    Barbara Carpenter Long & Foster Real Estate, Inc.

    420 Winterberry Dr, Middletown, DE 19709
  • /51

    $635,000

    Sold Nov 25, 2025

    327 Braemar St, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,175 Sq Ft
    • Built 2011

    Last Sold Summary

    • $152/SF
    • 7 Days On Market

    Current Estimated Value $638,453

    Last Listing Agent Kelly Clark Crown Homes Real Estate

    327 Braemar St, Middletown, DE 19709
    • /28

      Est $359,022

      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

      Last Listing Agent Finis Ingram Taylor Properties

  • /59

    $459,900

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft

    346 E Harvest Ln, Middletown, DE 19709

    Welcome to this charming 4-bedroom, 3.5-bathroom single-family home in Middletown, where comfort meets style. The property showcases exceptional curb appeal with a newly installed roof (2020) boasting a 50-year warranty, new windows and skylights (2020), and a recently updated front door and storm door (2022). The widened driveway enhances convenience and adds to the home's inviting exterior.

    David Watlington Patterson-Schwartz-Middletown

    346 E Harvest Ln, Middletown, DE 19709
  • /49

    $670,000

    Sold Apr 10, 2026

    308 Ellenwood Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 4,624 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $145/SF
    • 37 Days On Market

    Current Estimated Value $681,009

    Last Listing Agent Kate DiCesare Iron Valley Real Estate at The Beach

    308 Ellenwood Dr, Middletown, DE 19709
    • /11

      Est $353,765

      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

      Last Listing Agent Donna Weed Long & Foster Real Estate, Inc.

  • /87

    $649,000

    $51K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    714 Wood Duck Ct, Middletown, DE 19709

    Welcome to 714 Wood Duck Ct, a stunning residence perfectly positioned on a beautifully landscaped corner lot in the highly sought-after Estates at Dove Run in the heart of Middletown. With timeless curb appeal, this distinguished home blends classic brick and siding architecture with a welcoming front porch and oversized two-car garage, creating an elegant first impression from the moment you

    Megan Aitken Keller Williams Realty

    714 Wood Duck Ct, Middletown, DE 19709
  • /2

    $575,000

    Sold Sep 04, 2025

    7 Bristle Cone Dr, Middletown, DE 19709

    • 4 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1988

    Last Sold Summary

    • $213/SF
    • 17 Days On Market

    Current Estimated Value $575,361

    Last Listing Agent Megan Aitken Keller Williams Realty

    7 Bristle Cone Dr, Middletown, DE 19709
    • /20

      Est $349,931

      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

      Last Listing Agent Charisse Jones BHHS Fox & Roach-Greenville

  • /29

    $374,900

    New Construction
    • 4 Beds
    • 3.5 Baths

    740 Rosler Way, Middletown, DE 19709

    **This Novella Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative.Located in The Overlook at

    Brittany Stephens Blenheim Marketing LLC

    740 Rosler Way, Middletown, DE 19709
  • /38

    $358,000

    Sold Jun 18, 2026

    417 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 23 Days On Market

    Current Estimated Value $362,199

    Last Listing Agent Lee Buzalek EXP Realty, LLC

    417 Wilmore Dr, Middletown, DE 19709
    • /34

      Est $417,121

      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

      Last Listing Agent Kadesha Carroll Empower Real Estate, LLC

  • /86

    $675,000

    Under Contract
    • 6 Beds
    • 5 Baths
    • 4,450 Sq Ft

    1032 Applecross Dr, Middletown, DE 19709

    Welcome to 1032 Applecross Drive, an exceptional residence in Middletown's highly sought-after Preserve at Deep Creek, where modern luxury, thoughtful design, and incredible space come together in one unforgettable home. Built in 2022 and offering over 4,450 square feet of beautifully finished living space, this rare opportunity features 6 bedrooms and 5 full bathrooms—a combination seldom

    Megan Aitken Keller Williams Realty

    1032 Applecross Dr, Middletown, DE 19709

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