20,150

Middletown, DE Homes

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  • /10

    $657,712 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,889 Sq Ft

    642 Gordon House Way, Middletown, DE 19709

    New construction without the wait. This gorgeous estate home has everything you could want and more! With four bedrooms and 2.5 baths, it ensures enough space for the whole family - and that includes a modern Study/Laundry Upgrade. Additional features include an upgraded kitchen with island, gas range & granite counters; a 1st-floor powder room; a 3-piece basement rough-in with partially finished

    Lindsay Shaffer RE/MAX Elite

    642 Gordon House Way, Middletown, DE 19709
  • /42

    $425,000 Sold Oct 24, 2025

    1 Appoquin Dr N, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • Built 1998

    Last Sold Summary

    • $181/SF
    • 9 Days On Market

    Current Estimated Value $421,557

    Last Listing Agent Terra King RE/MAX Advantage Realty

    1 Appoquin Dr N, Middletown, DE 19709
    • /30

      Est $431,597 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,875 Sq Ft

      267 N Bayberry Pkwy, Middletown, DE 19709

      267 N Bayberry Pkwy, Middletown, DE 19709
  • /26

    $640,400 New Construction

    • 3 - 6 Beds
    • 2 - 4 Baths
    • 1,971 Sq Ft

    Whimbrel Plan at Monarch, Middletown, DE 19709

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    540 Ratledge Rd Unit 38306080, Middletown, DE 19709
  • /58

    $629,900 Sold Dec 29, 2025

    515 Barrymore Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 2017

    Last Sold Summary

    • $262/SF
    • 24 Days On Market

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

    515 Barrymore Pkwy, Middletown, DE 19709
    • /82

      Est $443,574 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,130 Sq Ft

      1603 W Matisse Dr, Middletown, DE 19709

      1603 W Matisse Dr, Middletown, DE 19709
  • /33

    $754,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    1141 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

    1141 Majesty Ln, Middletown, DE 19709
  • /49

    $409,200 Sold Aug 14, 2025

    847 Lissicasey Loop, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2017

    Last Sold Summary

    • $195/SF
    • 15 Days On Market

    Current Estimated Value $386,524

    Last Listing Agent Prakash Ganta Tesla Realty Group, LLC

    847 Lissicasey Loop, Middletown, DE 19709
    • /43

      Est $439,360 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft

      2157 Audubon Trail, Middletown, DE 19709

      2157 Audubon Trail, Middletown, DE 19709
  • /32

    $664,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft

    2204 Early Ct, 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

    2204 Early Ct, Middletown, DE 19709
  • /80

    $625,000 Sold Aug 29, 2025

    213 Casper Way, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft
    • Built 2002

    Last Sold Summary

    • $153/SF
    • 41 Days On Market

    Current Estimated Value $643,045

    Last Listing Agent Megan Aitken Keller Williams Realty

    213 Casper Way, Middletown, DE 19709
    • /42

      Est $413,492 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      2112 Audubon Trail, Middletown, DE 19709

      2112 Audubon Trail, Middletown, DE 19709
  • /18

    $740,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Stavanger Plan at Pleasanton, Middletown, DE 19709

    Formal dining room off foyer, an ideal layout for dinner parties . Extra Suite with private bath for overnight guests . Spacious great room with plenty of windows . Striking kitchen with large island, Looks interior options, and adjacent dining area . Covered front porch, with option for enormous screened deck . Luxurious primary suite with spa bath and walk-in closet .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36495632, Middletown, DE 19709
  • /32

    $460,000 Sold Feb 02, 2026

    865 Silver Run Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft
    • Built 1991

    Last Sold Summary

    • $214/SF
    • 12 Days On Market

    Last Listing Agent Chris Giroso KW Empower

    865 Silver Run Rd, Middletown, DE 19709
    • /50

      Est $401,936 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft

      2118 Audubon Trail, Middletown, DE 19709

      2118 Audubon Trail, Middletown, DE 19709
  • /58

    $699,000 Under Contract

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

    224 Tralee Dr, Middletown, DE 19709

    Experience the allure of this exceptional home nestled within the exclusive Wheatland neighborhood. This elegant residence boasts a picturesque setting, comprising 3,250 above ground SQFT, five spacious bedrooms, a pool, and an expansive two-acre lot. The light-filled floor plan offers a two story foyer, formal living room, dining room, spacious kitchen with granite countertops, and a breakfast

    S Walton Simpson Walt Simpson Realty

    224 Tralee Dr, Middletown, DE 19709
  • /44

    $670,000 Sold Apr 25, 2025

    248 Wickerberry Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft
    • Built 2008

    Last Sold Summary

    • $203/SF
    • 168 Days On Market

    Current Estimated Value $677,514

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    248 Wickerberry Dr, Middletown, DE 19709
    • /21

      Est $389,040 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,450 Sq Ft

      2170 Audubon Trail, Middletown, DE 19709

      2170 Audubon Trail, Middletown, DE 19709
  • /70

    $1,151,395 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,569 Sq Ft

    278 Abbotsford Dr Unit PLAZA LOT 22, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all a minimum of 3/4 acre. Tired of massive developments with no sense of community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in

    Elizabeth Page-Kramer EXP Realty, LLC

    278 Abbotsford Dr Unit PLAZA LOT 22, Middletown, DE 19709
  • /30

    $375,000 Sold Sep 02, 2025

    635 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2014

    Last Sold Summary

    • $192/SF
    • 12 Days On Market

    Current Estimated Value $355,024

    Last Listing Agent Madeline Justison Crown Homes Real Estate

    635 Barrie Rd, Middletown, DE 19709
    • /18

      Est $462,422 Not Listed For Sale

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

      2236 Audubon Trail, Middletown, DE 19709

      2236 Audubon Trail, Middletown, DE 19709
  • /22

    $499,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,780 Sq Ft

    Eastwood Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Elegant foyer entry welcoming friends and family. Generous ceiling height for maximum natural light and openness. Open, single-story home design boasting dream kitchen with island. Spacious great room with optional fireplace creating relaxing atmosphere. Secluded owner's suite with oversized closet and private bath.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
  • /7

    $422,348 Sold Jul 14, 2025

    472 Rederick Ln, Middletown, DE 19709

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

    Last Sold Summary

    • $186/SF
    • 0 Days On Market

    Current Estimated Value $425,784

    Last Listing Agent Lindsay Shaffer RE/MAX Elite

    472 Rederick Ln, Middletown, DE 19709
    • /30

      Est $385,024 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft

      1573 E Matisse Dr, Middletown, DE 19709

      1573 E Matisse Dr, Middletown, DE 19709
  • /45

    $784,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    1135 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

    1135 Majesty Ln, Middletown, DE 19709
  • /28

    $272,501 Sold Jun 04, 2025

    122 Vincent Cir, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,125 Sq Ft
    • Built 1998

    Last Sold Summary

    • $242/SF
    • 4 Days On Market

    Current Estimated Value $271,682

    Last Listing Agent Amber Garneski Crown Homes Real Estate

    122 Vincent Cir, Middletown, DE 19709
    • /41

      Est $462,124 Not Listed For Sale

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

      1813 N Pollock Way, Middletown, DE 19709

      1813 N Pollock Way, Middletown, DE 19709
  • /19

    $548,900 New Construction

    • 2 Beds
    • 2 Baths
    • 2,080 Sq Ft

    Killarney I Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Cozy porch welcoming guests to your home. Inviting dining room, ideal for hosting dinner parties. Kitchen with large island and corner pantry. Great room with optional HovHub and wet bar. Owner's suite with private bath and oversized walk-in closet. Three-car tandem garage with additional storage. Opt. loft for additional living with bed and full bath.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
  • /18

    $620,000 Sold Jul 01, 2025

    119 Gillespie Ave, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,315 Sq Ft
    • Built 2004

    Last Sold Summary

    • $187/SF
    • 2 Days On Market

    Current Estimated Value $612,213

    Last Listing Agent Khalilah Ling Crown Homes Real Estate

    119 Gillespie Ave, Middletown, DE 19709
    • /35

      Est $435,406 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      1809 N Pollock Way, Middletown, DE 19709

      1809 N Pollock Way, Middletown, DE 19709
  • /26

    $584,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

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

    Spacious kitchen with island and ample counterspace. Sunlit great room adjacent to kitchen and dining area. Relaxing primary suite with sitting room and luxurious bath. HovHub makes for a great home office or study space. Expansive covered patio, perfect for dining al fresco. HovHall with closet and access to 2-car garage.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
  • /67

    $1,092,650 Sold Jul 24, 2025

    401 Twinbrook Terrace, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    Last Sold Summary

    • $248/SF
    • 0 Days On Market

    Last Listing Agent Elizabeth Page-Kramer EXP Realty, LLC

    401 Twinbrook Terrace, Middletown, DE 19709
    • /24

      Est $413,498 Not Listed For Sale

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

      2171 Audubon Trail, Middletown, DE 19709

      2171 Audubon Trail, Middletown, DE 19709
  • /32

    $694,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,822 Sq Ft

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The GRANDVIEW (to be built) is the larger of our 2 ranch floor plans. It has an optional 2nd floor loft/bedroom area, but is spacious without it. The large kitchen & vaulted ceiling in the great room are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
  • /30

    $450,000 Sold Oct 14, 2025

    218 Rossnakill Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft
    • Built 2016

    Last Sold Summary

    • $207/SF
    • 12 Days On Market

    Current Estimated Value $443,588

    Last Listing Agent Rakan Abuzahra Keller Williams Realty Wilmington

    218 Rossnakill Rd, Middletown, DE 19709
    • /43

      Est $428,092 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft

      2155 Audubon Trail, Middletown, DE 19709

      2155 Audubon Trail, Middletown, DE 19709
  • /41

    $591,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,854 Sq Ft

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709

    Savannah -To be built. This floor plan feature 4 bedrooms, 2.5 baths, second floor laundry, 2 car attached or detached rear entry garage, and an open floor plan for entertainment with a huge great room. Welcome to your new hometown! At Whitehall, the hometown is finally getting its comeback. It's the first town to be founded in Delaware in over a century, and it's planned for all homes,

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
  • /54

    $610,000 Sold Jun 13, 2025

    116 Betsy Rawls Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 2002

    Last Sold Summary

    • $230/SF
    • 25 Days On Market

    Current Estimated Value $610,148

    Last Listing Agent Melissa Scott Real Broker LLC

    116 Betsy Rawls Dr, Middletown, DE 19709
    • /37

      Est $405,004 Not Listed For Sale

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

      2147 Audubon Trail, Middletown, DE 19709

      2147 Audubon Trail, Middletown, DE 19709
  • /23

    $660,400 New Construction

    • 3 - 6 Beds
    • 2 - 5.5 Baths
    • 2,266 Sq Ft

    Mayberry Plan at Monarch, Middletown, DE 19709

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    540 Ratledge Rd Unit 38306074, Middletown, DE 19709

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