20,150

Middletown, DE Homes

Section Image Section Image
  • 131 Rosie Dr, Middletown, DE 19709
    131 Rosie Dr, Middletown, DE 19709
    131 Rosie Dr, Middletown, DE 19709
    /6

    $272,000 Sold Nov 10, 2025

    131 Rosie Dr, Middletown, DE 19709

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

    Last Sold Summary

    • $231/SF
    • 5 Days On Market

    Last Listing Agent KC DiAmbrosio Patterson-Schwartz-Hockessin

    131 Rosie Dr, Middletown, DE 19709
    • 2104 Audubon Trail, Middletown, DE 19709
      2104 Audubon Trail, Middletown, DE 19709
      2104 Audubon Trail, Middletown, DE 19709
      /50

      Est $412,288 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft

      2104 Audubon Trail, Middletown, DE 19709

      2104 Audubon Trail, Middletown, DE 19709
  • 1137 Majesty Ln, Middletown, DE 19709
    1137 Majesty Ln, Middletown, DE 19709
    1137 Majesty Ln, Middletown, DE 19709
    /28

    $774,900 New Construction

    • 4 Beds
    • 3 Baths
    • 3,383 Sq Ft

    1137 Majesty Ln, Middletown, DE 19709

    To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

    Andrea Harrington Compass

    1137 Majesty Ln, Middletown, DE 19709
  • 6319 Stravinsky Ave, Middletown, DE 19709
    6319 Stravinsky Ave, Middletown, DE 19709
    6319 Stravinsky Ave, Middletown, DE 19709
    /36

    $580,000 Sold Aug 01, 2025

    6319 Stravinsky Ave, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • Built 2021

    Last Sold Summary

    • $297/SF
    • 118 Days On Market

    Current Estimated Value $572,622

    Last Listing Agent Seth Lawrence Keller Williams Realty Central-Delaware

    6319 Stravinsky Ave, Middletown, DE 19709
    • 2132 Audubon Trail, Middletown, DE 19709
      2132 Audubon Trail, Middletown, DE 19709
      2132 Audubon Trail, Middletown, DE 19709
      /44

      Est $409,435 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,025 Sq Ft

      2132 Audubon Trail, Middletown, DE 19709

      2132 Audubon Trail, Middletown, DE 19709
  • 530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
    /41

    $570,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709

    Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometownis finally getting its come back. It's the first town to be founded in Delaware in over a century, and it's planned for all homes, businesses and community traditions that make real towns real places. Whitehall has it all! Chadwick floor plan feature 4bedrooms, 2.5 baths, 2nd floor laundry, 2 car

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
  • 1423 Cedar Lane Rd, Middletown, DE 19709
    1423 Cedar Lane Rd, Middletown, DE 19709
    1423 Cedar Lane Rd, Middletown, DE 19709
    /42

    $391,000 Sold Feb 14, 2025

    1423 Cedar Lane Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,276 Sq Ft
    • Built 1968

    Last Sold Summary

    • $172/SF
    • 178 Days On Market

    Current Estimated Value $403,183

    Last Listing Agent Victoria Loesch Patterson-Schwartz-Middletown

    1423 Cedar Lane Rd, Middletown, DE 19709
    • 2150 Audubon Trail, Middletown, DE 19709
      2150 Audubon Trail, Middletown, DE 19709
      2150 Audubon Trail, Middletown, DE 19709
      /36

      Est $404,051 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,025 Sq Ft

      2150 Audubon Trail, Middletown, DE 19709

      2150 Audubon Trail, Middletown, DE 19709
  • 126 Green Forest Dr Unit 36481949, Middletown, DE 19709
    126 Green Forest Dr Unit 36481949, Middletown, DE 19709
    126 Green Forest Dr Unit 36481949, Middletown, DE 19709
    /4

    $669,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,105 Sq Ft

    Jamison 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 36481949, Middletown, DE 19709
  • 1105 Wickersham Way, Middletown, DE 19709
    1105 Wickersham Way, Middletown, DE 19709
    1105 Wickersham Way, Middletown, DE 19709
    /56

    $377,000 Sold Apr 21, 2025

    1105 Wickersham Way, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft
    • Built 2020

    Last Sold Summary

    • $212/SF
    • 13 Days On Market

    Current Estimated Value $360,898

    Last Listing Agent LaTanya Boney-Moore Keller Williams Real Estate - Media

    1105 Wickersham Way, Middletown, DE 19709
    • 270 N Bayberry Pkwy, Middletown, DE 19709
      270 N Bayberry Pkwy, Middletown, DE 19709
      270 N Bayberry Pkwy, Middletown, DE 19709
      /29

      Est $455,843 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft

      270 N Bayberry Pkwy, Middletown, DE 19709

      270 N Bayberry Pkwy, Middletown, DE 19709
  • 50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    /49

    $689,999

    • 5 Beds
    • 4 Baths
    • 4,700 Sq Ft

    50 Haggis Rd, Middletown, DE 19709

    Welcome to this beautiful 5 bedroom home located in the highly desirable Estates of St. Annes. This home has been impeccably maintained by its original owners. As you enter the home you have a formal dining area to your right, and a living room or office space to your right. Continuing down the hall you will enter the open kitchen and living room area with a gorgeous fireplace. There is also a

    Nigel Pokoy Compass

    50 Haggis Rd, Middletown, DE 19709
  • 102 W Crail Ct, Middletown, DE 19709
    102 W Crail Ct, Middletown, DE 19709
    102 W Crail Ct, Middletown, DE 19709
    /48

    $799,000 Sold Nov 25, 2025

    102 W Crail Ct, Middletown, DE 19709

    • 5 Beds
    • 4.5 Baths
    • 5,800 Sq Ft
    • Built 2008

    Last Sold Summary

    • $138/SF
    • 131 Days On Market

    Last Listing Agent Grace Casella Crown Homes Real Estate

    102 W Crail Ct, Middletown, DE 19709
    • 343 Acasta Dr, Middletown, DE 19709
      343 Acasta Dr, Middletown, DE 19709
      343 Acasta Dr, Middletown, DE 19709
      /50

      Est $600,941 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,425 Sq Ft

      343 Acasta Dr, Middletown, DE 19709

      343 Acasta Dr, Middletown, DE 19709
  • 1602 Jaymes Cir, Middletown, DE 19709
    1602 Jaymes Cir, Middletown, DE 19709
    1602 Jaymes Cir, Middletown, DE 19709
    /10

    $659,990 New Construction

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

    1602 Jaymes Cir, Middletown, DE 19709

    Efficient kitchen with grey upper glass cabinetry & quartz countertops. Spacious great room with elegant fireplace & lots of natural light. Welcoming dining area with access to screened deck. Private primary suite with cozy sitting room. Spa-like primary bath featuring generous walk-in closet. Functional home office off foyer for reading or studying. Finished basement for extra entertaining space.

    K. Hovnanian Homes Builder
    1602 Jaymes Cir, Middletown, DE 19709
  • 222 E Crail Ct, Middletown, DE 19709
    222 E Crail Ct, Middletown, DE 19709
    222 E Crail Ct, Middletown, DE 19709
    /107

    $735,000 Sold Dec 30, 2025

    222 E Crail Ct, Middletown, DE 19709

    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft
    • Built 2010

    Last Sold Summary

    • $156/SF
    • 11 Days On Market

    Last Listing Agent S Walton Simpson Walt Simpson Realty

    222 E Crail Ct, Middletown, DE 19709
    • 345 Acasta Dr, Middletown, DE 19709
      345 Acasta Dr, Middletown, DE 19709
      345 Acasta Dr, Middletown, DE 19709
      /100

      Est $530,351 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,425 Sq Ft

      345 Acasta Dr, Middletown, DE 19709

      345 Acasta Dr, Middletown, DE 19709
  • 649 Lewes Landing Rd, Middletown, DE 19709
    649 Lewes Landing Rd, Middletown, DE 19709
    649 Lewes Landing Rd, Middletown, DE 19709
    /20

    $459,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    649 Lewes Landing Rd, Middletown, DE 19709

    Come check out this beautiful 3-bedroom, 2.5 bath home in the new neighborhood Brighton. Home was built in 2023 and is currently being used as an investment property. This property also resides in Appoquinimink School District, being the #1 school district in Delaware. The home has tenants, and will be vacant by the end of February; their lease runs out 2/28/2026. Property located close to route

    Ryan Haas RE/MAX Edge

    649 Lewes Landing Rd, Middletown, DE 19709
  • 654 Barrie Rd, Middletown, DE 19709
    654 Barrie Rd, Middletown, DE 19709
    654 Barrie Rd, Middletown, DE 19709
    /26

    $394,000 Sold Apr 30, 2025

    654 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft
    • Built 2016

    Last Sold Summary

    • $169/SF
    • 149 Days On Market

    Current Estimated Value $378,856

    Last Listing Agent Candice Russell EXP Realty, LLC

    654 Barrie Rd, Middletown, DE 19709
    • 106 Margaretta Dr, Middletown, DE 19709
      106 Margaretta Dr, Middletown, DE 19709
      106 Margaretta Dr, Middletown, DE 19709
      /56

      Est $435,751 Not Listed For Sale

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

      106 Margaretta Dr, Middletown, DE 19709

      106 Margaretta Dr, Middletown, DE 19709
  • 843 Merlin Dr, Middletown, DE 19709
    843 Merlin Dr, Middletown, DE 19709
    843 Merlin Dr, Middletown, DE 19709
    /16

    $689,900 Pending

    • 5 Beds
    • 4 Baths
    • 2,877 Sq Ft

    843 Merlin Dr, Middletown, DE 19709

    Macon II – Available February 2026This 5 bed, 4 bath home with a 2-car garage blends an open layout with modern farmhouse charm. The gourmet kitchen features a smart cooking suite with double ovens, a Profile French door fridge, and stunning Calacatta Laza quartz countertops. Enjoy hard surface flooring throughout the first floor, a finished basement for extra living space, and a

    Barbara Heilman Delaware Homes Inc

    843 Merlin Dr, Middletown, DE 19709
  • 124 Lakeside Dr, Middletown, DE 19709
    124 Lakeside Dr, Middletown, DE 19709
    124 Lakeside Dr, Middletown, DE 19709
    /40

    $524,900 Sold Jan 23, 2026

    124 Lakeside Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft
    • Built 2001

    Last Sold Summary

    • $273/SF
    • 39 Days On Market

    Last Listing Agent Amy Hurley Foraker Realty Co.

    124 Lakeside Dr, Middletown, DE 19709
    • 113 Margaretta Dr, Middletown, DE 19709
      113 Margaretta Dr, Middletown, DE 19709
      113 Margaretta Dr, Middletown, DE 19709
      /37

      Est $425,665 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,425 Sq Ft

      113 Margaretta Dr, Middletown, DE 19709

      113 Margaretta Dr, Middletown, DE 19709
  • 1341 Carrick Ct, Middletown, DE 19709
    1341 Carrick Ct, Middletown, DE 19709
    1341 Carrick Ct, Middletown, DE 19709
    /36

    $475,000

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

    1341 Carrick Ct, Middletown, DE 19709

    Located in the highly sought after community Ponds Of Odessa this pristine end-unit townhouse offers the perfect balance of convenience as well as comfort. Upon entering you are greeted by natural light and a spacious open floor plan complete with a flex room that can double as an office. Upon exploring more of the home you have a vaulted ceiling and open living room and beautiful kitchen

    Brandon Windom Myers Realty

    1341 Carrick Ct, Middletown, DE 19709
  • 203 Scotish Dr, Middletown, DE 19709
    203 Scotish Dr, Middletown, DE 19709
    203 Scotish Dr, Middletown, DE 19709
    /60

    $675,000 Sold Dec 19, 2025

    203 Scotish Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,425 Sq Ft
    • Built 2005

    Last Sold Summary

    • $197/SF
    • 10 Days On Market

    Last Listing Agent Jonathan Unrath Keller Williams Real Estate - Media

    203 Scotish Dr, Middletown, DE 19709
    • 107 Margaretta Dr, Middletown, DE 19709
      107 Margaretta Dr, Middletown, DE 19709
      107 Margaretta Dr, Middletown, DE 19709
      /47

      Est $502,604 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,925 Sq Ft

      107 Margaretta Dr, Middletown, DE 19709

      107 Margaretta Dr, Middletown, DE 19709
  • 548 Longhorn Loop, Middletown, DE 19709
    548 Longhorn Loop, Middletown, DE 19709
    548 Longhorn Loop, Middletown, DE 19709
    /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
  • 340 Ellenwood Dr, Middletown, DE 19709
    340 Ellenwood Dr, Middletown, DE 19709
    340 Ellenwood Dr, Middletown, DE 19709
    /41

    $725,000 Sold Oct 03, 2025

    340 Ellenwood Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2023

    Last Sold Summary

    • $213/SF
    • 110 Days On Market

    Current Estimated Value $725,531

    Last Listing Agent Eric Buck Long & Foster Real Estate, Inc.

    340 Ellenwood Dr, Middletown, DE 19709
    • 448 Afton Dr, Middletown, DE 19709
      448 Afton Dr, Middletown, DE 19709
      448 Afton Dr, Middletown, DE 19709
      /37

      Est $428,838 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      448 Afton Dr, Middletown, DE 19709

      448 Afton Dr, Middletown, DE 19709
  • 400 Rederick Ln Unit 36462720, Middletown, DE 19709
    400 Rederick Ln Unit 36462720, Middletown, DE 19709
    400 Rederick Ln Unit 36462720, Middletown, DE 19709
    /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
  • 776 Lorewood Grove Rd, Middletown, DE 19709
    776 Lorewood Grove Rd, Middletown, DE 19709
    776 Lorewood Grove Rd, Middletown, DE 19709
    /17

    $270,000 Sold Oct 24, 2025

    776 Lorewood Grove Rd, Middletown, DE 19709

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1960

    Last Sold Summary

    • $193/SF
    • 47 Days On Market

    Current Estimated Value $267,701

    Last Listing Agent Ray Dudkewitz Patterson-Schwartz-Newark

    776 Lorewood Grove Rd, Middletown, DE 19709
    • 123 Margaretta Dr, Middletown, DE 19709
      123 Margaretta Dr, Middletown, DE 19709
      123 Margaretta Dr, Middletown, DE 19709
      /39

      Est $446,850 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,525 Sq Ft

      123 Margaretta Dr, Middletown, DE 19709

      123 Margaretta Dr, Middletown, DE 19709
  • 204 Baldy Ln Unit 36492266, Middletown, DE 19709
    204 Baldy Ln Unit 36492266, Middletown, DE 19709
    204 Baldy Ln Unit 36492266, Middletown, DE 19709
    /4

    $614,000 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
  • 1061 Shallcross Lake Rd, Middletown, DE 19709
    1061 Shallcross Lake Rd, Middletown, DE 19709
    1061 Shallcross Lake Rd, Middletown, DE 19709
    /49

    $218,000 Sold Apr 03, 2025

    1061 Shallcross Lake Rd, Middletown, DE 19709

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Built 1940

    Last Sold Summary

    • $363/SF
    • 34 Days On Market

    Last Listing Agent Douglas Ritter Northrop Realty

    1061 Shallcross Lake Rd, Middletown, DE 19709
    • 604 Yensid Dr, Middletown, DE 19709
      604 Yensid Dr, Middletown, DE 19709
      604 Yensid Dr, Middletown, DE 19709
      /42

      Est $609,147 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,075 Sq Ft

      604 Yensid Dr, Middletown, DE 19709

      604 Yensid Dr, Middletown, DE 19709
  • 1932 Dixon Way, Middletown, DE 19709
    1932 Dixon Way, Middletown, DE 19709
    1932 Dixon Way, Middletown, DE 19709
    /29

    $626,990 New Construction

    • 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
  • 462 Rederick Ln Unit MASSEY LOT 60, Middletown, DE 19709
    462 Rederick Ln Unit MASSEY LOT 60, Middletown, DE 19709
    /2

    $424,647 Sold Jul 15, 2025

    462 Rederick Ln Unit MASSEY LOT 60, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,275 Sq Ft
    • Built 2025

    Last Sold Summary

    • $187/SF

    Last Listing Agent Lindsay Shaffer RE/MAX Elite

    462 Rederick Ln Unit MASSEY LOT 60, Middletown, DE 19709
    • 461 Toftrees Dr, Middletown, DE 19709
      461 Toftrees Dr, Middletown, DE 19709
      461 Toftrees Dr, Middletown, DE 19709
      /40

      Est $405,620 Not Listed For Sale

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

      461 Toftrees Dr, Middletown, DE 19709

      461 Toftrees Dr, Middletown, DE 19709
  • 1415 Pennfield Dr Unit 36483660, Middletown, DE 19709
    1415 Pennfield Dr Unit 36483660, Middletown, DE 19709
    1415 Pennfield Dr Unit 36483660, Middletown, DE 19709
    /12

    $639,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    Kerr Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Included Extra Suite, ideal for multi-generational living and long-term guests. Private home office off of foyer, to work from home with plenty of space. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage, for extra

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36483660, Middletown, DE 19709
  • 836 Merlin Dr, Middletown, DE 19709
    836 Merlin Dr, Middletown, DE 19709
    836 Merlin Dr, Middletown, DE 19709
    /11

    $679,900 Sold Jul 31, 2025

    836 Merlin Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,737 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 11 Days On Market

    Current Estimated Value $684,515

    K. Hovnanian Homes Pleasanton

    836 Merlin Dr, Middletown, DE 19709

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