20,148

Middletown, DE Homes

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    • /53

      Not Listed For Sale

      131 Goldleaf Dr W, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,651 Sq Ft
      • Built 2025
      131 Goldleaf Dr W, Middletown, DE 19709

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /21

    $490,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    Solano Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
  • /19

    $350,000

    Sold Sep 12, 2025

    421 Quincy Ave, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft
    • Built 2005

    Last Sold Summary

    • $156/SF
    • 7 Days On Market

    Current Estimated Value $373,986

    Last Listing Agent Oliver Millwood Empower Real Estate, LLC

    421 Quincy Ave, Middletown, DE 19709
    • /53

      Not Listed For Sale

      112 Goldleaf Dr W, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,651 Sq Ft
      • Built 2025
      112 Goldleaf Dr W, Middletown, DE 19709

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /51

    $799,000

    Under Contract
    • 6 Beds
    • 4 Baths
    • 5,590 Sq Ft

    1268 Pimpernell Path, Middletown, DE 19709

    Perfect for generation living with at least 1 full bath on every level. Don't think new until you tour this stunner, just under 4 years old ! 6 Bedrooms ! This home has all the bells and whistles! This home has over 5,500 sq. ft of finished living space. 3 Car garage what a dream home! Even back to a wooded area. This stunning two-story residence features six bedrooms, four bathrooms, butlers

    Rebecca Buckland Coldwell Banker Rowley Realtors

    1268 Pimpernell Path, Middletown, DE 19709
  • /52

    $465,000

    Sold Oct 16, 2025

    343 Daylilly Way, Middletown, DE 19709

    • 2 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 2005

    Last Sold Summary

    • $211/SF
    • 75 Days On Market

    Current Estimated Value $474,744

    Last Listing Agent Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
    • /24

      Not Listed For Sale

      345 E Green St, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 2,123 Sq Ft
      • Built 2024
      345 E Green St, Middletown, DE 19709

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Tineshia Johnson NVR, INC.

  • /17

    $688,893

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    548 Longhorn Loop, Middletown, DE 19709

    Stunning Chelsea Classic in Traditions at Whitehall Available Now! Discover the perfect blend of comfort and elegance in this Chelsea Classic home, nestled in the desirable Longhorn Loop of Traditions at Whitehall. Thoughtfully designed for modern living, this 3-bedroom, 2-bath home features an open-concept layout with high-end finishes throughout. Enjoy a gourmet kitchen, perfect for

    Benchmark Builders Builder
    548 Longhorn Loop, Middletown, DE 19709
  • /34

    $394,000

    Sold Dec 09, 2025

    580 Whispering Trail, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • Built 2003

    Last Sold Summary

    • $202/SF
    • 22 Days On Market

    Current Estimated Value $406,750

    Last Listing Agent Michael McKee Long & Foster Real Estate, Inc.

    580 Whispering Trail, Middletown, DE 19709
    • /33

      Not Listed For Sale

      122 Goldleaf Dr E, Middletown, DE 19709

      • 4 Beds
      • 5 Baths
      • 5,032 Sq Ft
      • Built 2025
      122 Goldleaf Dr E, Middletown, DE 19709

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /80

    $575,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    738 Angelou Ave, Middletown, DE 19709

    Why wait months for new construction when you can have the upgrades, privacy, and premium lot everyone wants—without the wait? Welcome to 738 Angelou Drive, a stunning Bennett model loaded with nearly $40,000 in builder upgrades, a walkout basement, sunroom addition, and one of the most private homesites in all of Bayberry. Located in one of Middletown's most sought-after communities, this

    Megan Aitken Keller Williams Realty

    738 Angelou Ave, Middletown, DE 19709
  • /22

    $516,608

    Sold Aug 18, 2025

    2907 Cordwainers Ln, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $216/SF
    • 109 Days On Market

    Current Estimated Value $514,723

    Lennar Venue at Winchelsea 55+ - Winchelsea Singles

    2907 Cordwainers Ln, Middletown, DE 19709
    • /32

      Est $459,105

      Not Listed For Sale

      2640 Fairlight Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 2,443 Sq Ft
      2640 Fairlight Dr, Middletown, DE 19709

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /39

    $607,000

    New Construction Open Tue 11AM - 5PM
    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    204 Baldy Ln Unit CHELSEA MODEL, Middletown, DE 19709

    Introducing the CHELSEA model in the highly desirable 55+ community of Traditions At Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double vanity and tile

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CHELSEA MODEL, Middletown, DE 19709
  • /26

    $432,000

    Sold Sep 30, 2025

    319 Gaither Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2014

    Last Sold Summary

    • $196/SF
    • 6 Days On Market

    Current Estimated Value $437,424

    Last Listing Agent Jennifer Pipinos Patterson-Schwartz-Newark

    319 Gaither Dr, Middletown, DE 19709
    • /34

      Est $463,940

      Not Listed For Sale

      2604 Fairlight Dr, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,142 Sq Ft
      • Built 2025
      2604 Fairlight Dr, Middletown, DE 19709

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /3

    $619,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,021 Sq Ft

    Greenspring Plan at Ponds of Odessa - Single Family Homes, Middletown, DE 19709

    4 to 6 bedrooms, 2.5 baths, upstairs bridge overlooking the 2-story family room. Tours by appointment onlyplease call 302-865-0759 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36462720, Middletown, DE 19709
  • /33

    $58,900

    Sold Aug 06, 2026

    126 Boxwood Rd, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 2002

    Last Sold Summary

    • 26% Below List Price
    • $56/SF
    • 84 Days On Market

    Last Listing Agent Dan Stein Coldwell Banker Realty

    126 Boxwood Rd, Middletown, DE 19709
    • /39

      Est $465,797

      Not Listed For Sale

      2644 Fairlight Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 2,443 Sq Ft
      • Built 2025
      2644 Fairlight Dr, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /4

    $622,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,477 Sq Ft

    Cottonwood Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Cottonwood Spacious Living with Style The Cottonwood offers 2,477 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm.

    Benchmark Builders Builder
    204 Baldy Ln Unit 36492266, Middletown, DE 19709
  • /41

    $425,000

    Sold Aug 07, 2026

    22 S Cummings Dr, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 3,250 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $131/SF
    • 14 Days On Market

    Current Estimated Value $454,674

    Last Listing Agent Pamela Cox BHHS Fox & Roach-Christiana

    22 S Cummings Dr, Middletown, DE 19709
    • /15

      Not Listed For Sale

      105 Goldleaf Dr W, Middletown, DE 19709

      • 4 Beds
      • 4.5 Baths
      • 3,718 Sq Ft
      • Built 2024
      105 Goldleaf Dr W, Middletown, DE 19709

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /61

    $519,900

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft

    352 Tranquility Way, Middletown, DE 19709

    Welcome to this beautiful, like-new end-unit Carriage House in the highly sought-after 55+ community of Whispering Woods! Built just five years ago, this impeccably maintained 3-bedroom, 3-bath home offers the perfect blend of modern style, low-maintenance living, and exceptional community amenities. Ideally situated on a premium homesite backing to tranquil woods, with open space on one side and

    Andrea Harrington Compass

    352 Tranquility Way, Middletown, DE 19709
  • /27

    $489,000

    Sold Nov 03, 2025

    556 Lewes Landing Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,335 Sq Ft
    • Built 2023

    Last Sold Summary

    • $209/SF
    • 15 Days On Market

    Current Estimated Value $477,398

    Last Listing Agent Suzanne Garcia Myers Realty

    556 Lewes Landing Rd, Middletown, DE 19709
    • /13

      Not Listed For Sale

      110 Goldleaf Dr W, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,983 Sq Ft
      • Built 2024
      110 Goldleaf Dr W, Middletown, DE 19709

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /37

    $495,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,675 Sq Ft

    1426 Whispering Woods Rd, Middletown, DE 19709

    Welcome to this warm and inviting end unit carriage-style home located in the 55+ community neighborhood of Whispering Woods. This home offers one floor living with 2 bedrooms & 2 full baths on the main level. Upon entering you will be greeted by LVP flooring which resembles a hardwood look that flows throughout the main living areas. The open-concept layout features a modern kitchen with quartz

    Corey Harris Crown Homes Real Estate

    1426 Whispering Woods Rd, Middletown, DE 19709
  • /2

    $742,790

    Sold Nov 23, 2025

    843 New Castle Landing Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,925 Sq Ft
    • Built 2025

    Last Sold Summary

    • $254/SF

    Current Estimated Value $720,533

    Last Listing Agent Gina Lynn-Rubin Toll Brothers Real Estate, Inc.

    843 New Castle Landing Dr, Middletown, DE 19709
    • /50

      Est $612,032

      Not Listed For Sale

      2105 Copland Ln, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,575 Sq Ft
      • Built 2022
      2105 Copland Ln, Middletown, DE 19709

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Marjorie Laporta Patterson-Schwartz-Middletown

  • /32

    $457,600

    New Construction
    • 3 Beds
    • 2.5 Baths

    734 Rosler Way, Middletown, DE 19709

    Located in The Overlook at Bayberry in Middletown, Delaware, The Novella blends contemporary comfort with everyday convenience in a way few homes can. Offering spacious rooms and open layouts with flexible living spaces, The Novella is thoughtfully crafted for all who want room to live, work, and unwind. From its inviting main level to its well-proportioned 3 bedrooms, every square foot is

    Brittany Stephens Blenheim Marketing LLC

    734 Rosler Way, Middletown, DE 19709
  • /68

    $325,000

    Sold Jan 27, 2026

    189 Gillespie Ave, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2005

    Last Sold Summary

    • $176/SF
    • 72 Days On Market

    Current Estimated Value $335,003

    Last Listing Agent Peggy Sheehan Patterson-Schwartz-Middletown

    189 Gillespie Ave, Middletown, DE 19709
    • /50

      Est $567,324

      Not Listed For Sale

      102 Serenity Cir, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,650 Sq Ft
      • Built 2022
      102 Serenity Cir, Middletown, DE 19709

      Last Sold Summary

      • 215 Days On Market

      Last Listing Agent Mary Lynch Patterson-Schwartz-Middletown

  • /33

    $703,990

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,324 Sq Ft

    Kennedi Plan at Freestone Village - Singles, Middletown, DE 19709

    This new two-story home exudes elegance from the moment of entry. A versatile flex space frames the foyer, while further down the hallway is a modern kitchen that flows into the dining area and a double-height Great Room with a charming fireplace. Tucked away is the expansive owner’s suite with private bathroom and walk-in closet. On the second floor is a sprawling loft surrounded by the

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352123, Middletown, DE 19709
  • /58

    $775,000

    Sold May 18, 2026

    870 Sweet Birch Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 5,100 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $152/SF
    • 65 Days On Market

    Current Estimated Value $760,848

    Last Listing Agent Jackie Patrick Compass

    870 Sweet Birch Dr, Middletown, DE 19709
    • /39

      Est $451,624

      Not Listed For Sale

      2636 Fairlight Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,443 Sq Ft
      • Built 2025
      2636 Fairlight Dr, Middletown, DE 19709

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /43

    $765,000

    $34K PRICE DROP Under Contract
    • 5 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    117 Sassafras Dr, Middletown, DE 19709

    Huge price reduction!! Seller is ready to move.Welcome to 117 Sassafras Drive, located in Matapeake one of Middletown’s most sought after neighborhoods! This move in ready 5-bedroom, 2.5 bath home offers the perfect blend of space, comfort, and location.Step inside to find a thoughtfully designed floor plan featuring a first-floor bedroom that could also serve as a private home

    Hannah Cunningham Tesla Realty Group, LLC

    117 Sassafras Dr, Middletown, DE 19709
  • /43

    $584,000

    Sold Dec 30, 2025

    16 E Shakespeare Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 2,725 Sq Ft
    • Built 2004

    Last Sold Summary

    • $214/SF
    • 84 Days On Market

    Current Estimated Value $561,906

    Last Listing Agent Gary Stewart Century 21 Emerald

    16 E Shakespeare Dr, Middletown, DE 19709
    • /33

      Est $760,702

      Not Listed For Sale

      510 Ironleaf Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,651 Sq Ft
      • Built 2024
      510 Ironleaf Dr, Middletown, DE 19709

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

  • /11

    $748,262

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

    127 Burlina Blvd, Middletown, DE 19709

    Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that

    Lindsay Shaffer RE/MAX Elite

    127 Burlina Blvd, Middletown, DE 19709
  • /96

    $975,000

    Sold Jul 13, 2026

    836 Sweet Birch Dr, Middletown, DE 19709

    • 4 Beds
    • 4.5 Baths
    • 5,446 Sq Ft
    • Built 2019

    Last Sold Summary

    • $179/SF
    • 38 Days On Market

    Current Estimated Value $977,523

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    836 Sweet Birch Dr, Middletown, DE 19709
    • /35

      Est $445,013

      Not Listed For Sale

      2505 St Giles Dr, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,142 Sq Ft
      • Built 2024
      2505 St Giles Dr, Middletown, DE 19709

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent David Vasso Atlantic Five Realty

Showing Results 281 - 320, Page 8 of 18

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