20,298

Middletown, DE Homes

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  • /72

    $535,000

    Sold May 15, 2026

    1818 S Pollock Way, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 2,550 Sq Ft
    • Built 2011

    Last Sold Summary

    • 1% Above List Price
    • $210/SF
    • 6 Days On Market

    Current Estimated Value $535,704

    Last Listing Agent Crystal Calderon Bryan Realty Group

    1818 S Pollock Way, Middletown, DE 19709
    • /82

      Est $407,139

      Not Listed For Sale

      1603 W Matisse Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,130 Sq Ft
      • Built 2013
      1603 W Matisse Dr, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /51

    $799,000

    • 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
  • /26

    $399,900

    Sold Jan 23, 2026

    407 Maplewood Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1996

    Last Sold Summary

    • $195/SF
    • 11 Days On Market

    Current Estimated Value $463,467

    Last Listing Agent Vicky Lawson Long & Foster Real Estate, Inc.

    407 Maplewood Dr, Middletown, DE 19709
    • /43

      Est $419,501

      Not Listed For Sale

      2157 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft
      • Built 2017
      2157 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /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
  • /2

    $565,000

    Sold Jun 15, 2026

    245 Bucktail Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,575 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $158/SF
    • 2 Days On Market

    Current Estimated Value $623,973

    Last Listing Agent Connor Tuozzolo Compass

    245 Bucktail Dr, Middletown, DE 19709
    • /17

      Est $413,241

      Not Listed For Sale

      2125 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 2017
      2125 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 17 Days On Market

  • /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
  • /41

    $390,000

    Sold Sep 24, 2025

    607 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2015

    Last Sold Summary

    • $177/SF
    • 1 Day On Market

    Current Estimated Value $407,359

    Last Listing Agent Amanda Bradford Crown Homes Real Estate

    607 Barrie Rd, Middletown, DE 19709
    • /42

      Est $418,747

      Not Listed For Sale

      2112 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 2017
      2112 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

  • /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
  • /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 $377,050

    Last Listing Agent Oliver Millwood Empower Real Estate, LLC

    421 Quincy Ave, Middletown, DE 19709
    • /50

      Est $403,695

      Not Listed For Sale

      2118 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft
      • Built 2016
      2118 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /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
  • /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 $470,951

    Last Listing Agent Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
    • /30

      Est $393,059

      Not Listed For Sale

      1573 E Matisse Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft
      • Built 2011
      1573 E Matisse Dr, Middletown, DE 19709

      Last Sold Summary

      • 10 Days On Market

  • /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
  • /43

    $510,000

    Sold Jul 10, 2025

    424 Winterberry Dr, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • Built 2013

    Last Sold Summary

    • $192/SF
    • 61 Days On Market

    Current Estimated Value $543,012

    Last Listing Agent Andrea Harrington Compass

    424 Winterberry Dr, Middletown, DE 19709
    • /41

      Est $458,345

      Not Listed For Sale

      1813 N Pollock Way, Middletown, DE 19709

      • 3 Beds
      • 4 Baths
      • 2,425 Sq Ft
      • Built 2013
      1813 N Pollock Way, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

  • /37

    $499,000

    • 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 granite

    Corey Harris Crown Homes Real Estate

    1426 Whispering Woods Rd, 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 $410,600

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

    580 Whispering Trail, Middletown, DE 19709
    • /35

      Est $443,839

      Not Listed For Sale

      1809 N Pollock Way, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2012
      1809 N Pollock Way, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /43

    $435,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,421 Sq Ft

    292 N Bayberry Pkwy, Middletown, DE 19709

    Welcome to this delightful 3-bedroom, 2.5 bathroom home boasting classic Colonial style architecture in the highly sought-after community of Middletown, DE. This 2-story gem presents a perfect blend of charm and modern comfort equipped with Central A/C and Forced Air Heating, providing year-round ambient living conditions. Inside, you will find an elegant layout accentuated by natural light that

    Stephen Nkonu Patterson-Schwartz-Newark

    292 N Bayberry Pkwy, 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 $502,729

    Lennar Venue at Winchelsea 55+ - Winchelsea Singles

    2907 Cordwainers Ln, Middletown, DE 19709
    • /43

      Est $430,712

      Not Listed For Sale

      2155 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft
      • Built 2016
      2155 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /33

    $688,990

    New Construction $3K PRICE INCREASE
    • 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
  • /35

    $265,000

    Sold Jun 30, 2025

    118 Rosie Dr, Middletown, DE 19709

    • 2 Beds
    • 1.5 Baths
    • 1,175 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 24 Days On Market

    Current Estimated Value $273,547

    Last Listing Agent John Maxwell Keller Williams Realty Central-Delaware

    118 Rosie Dr, Middletown, DE 19709
    • /50

      Est $411,155

      Not Listed For Sale

      2104 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft
      • Built 2017
      2104 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /43

    $799,000

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

    117 Sassafras Dr, Middletown, DE 19709

    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 office, a lovely formal living room and dining room, and a

    Hannah Cunningham Tesla Realty Group, LLC

    117 Sassafras Dr, 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 $441,614

    Last Listing Agent Jennifer Pipinos Patterson-Schwartz-Newark

    319 Gaither Dr, Middletown, DE 19709
    • /44

      Est $386,600

      Not Listed For Sale

      2132 Audubon Trail, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,025 Sq Ft
      • Built 2016
      2132 Audubon Trail, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /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
  • /64

    $515,000

    Sold Jul 14, 2025

    208 E Bradford Ct, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft
    • Built 1995

    Last Sold Summary

    • $240/SF
    • 13 Days On Market

    Current Estimated Value $545,494

    Last Listing Agent Megan Aitken Keller Williams Realty

    208 E Bradford Ct, Middletown, DE 19709
    • /29

      Est $460,674

      Not Listed For Sale

      270 N Bayberry Pkwy, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 2019
      270 N Bayberry Pkwy, Middletown, DE 19709

      Last Sold Summary

  • /29

    $640,990

    New Construction $14K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 4,147 Sq Ft

    1932 Dixon Way, Middletown, DE 19709

    The Carver - with 4,000 finished sq. ft. - is a thoughtfully designed home that blends open living with private retreats. A welcoming foyer with a detailed ceiling treatment sets the tone as you enter. Just off the entry, a private home office with stylish barn doors offers the perfect space for telecommuting or quiet focus. The spacious great room and dining area come together beneath a vaulted

    Barbara Heilman Delaware Homes Inc

    1932 Dixon 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 $480,895

    Last Listing Agent Suzanne Garcia Myers Realty

    556 Lewes Landing Rd, Middletown, DE 19709
    • /50

      Est $612,312

      Not Listed For Sale

      343 Acasta Dr, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 4,425 Sq Ft
      • Built 2016
      343 Acasta Dr, Middletown, DE 19709

      Last Sold Summary

      • 25 Days On Market

  • /35

    $699,999

    $80K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,392 Sq Ft

    1318 Churchtown Rd, Middletown, DE 19709

    MOTIVATED SELLERS - Bring Your Buyers! Welcome to this beautifully updated Colonial home set on a picturesque two-acre lot surrounded by mature trees, offering both privacy and charm. This spacious residence features 4 bedrooms and 3.5 baths, thoughtfully designed for comfortable living and modern convenience. The main level boasts a brand new primary suite, complete with a stunning, fully

    Julia Theyerl Patterson-Schwartz-Hockessin

    1318 Churchtown 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 $753,132

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

    843 New Castle Landing Dr, Middletown, DE 19709

Showing Results 281 - 320, Page 8 of 18

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