20,150

Middletown, DE Homes

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  • /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
  • /7

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft
    • Townhouse for Rent

    1116 S Olmsted Pkwy, Middletown, DE 19709

    Experience the perfect blend of style, comfort, and convenience in this fully furnished 4-bedroom, 2.5-bath carriage-style home in the highly sought-after Bayberry community. With 3 bedrooms upstairs and a fourth bedroom in the finished basement, this newly built home offers an open, light-filled floor plan featuring hardwood and tile floors, designer lighting, and high-end architectural details.

    DANIELLE PERRY RE/MAX Edge

    1116 S Olmsted Pkwy, Middletown, DE 19709
  • /5

    $120,000 Sold Apr 25, 2025

    211 E Lake St, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • Built 1900

    Last Sold Summary

    • $98/SF
    • 5 Days On Market

    Current Estimated Value $128,092

    Last Listing Agent Nick Greif Crown Homes Real Estate

    211 E Lake St, Middletown, DE 19709
    • /59

      Est $747,318 Not Listed For Sale

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

      986 Churchtown Rd, Middletown, DE 19709

      986 Churchtown Rd, 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
  • /32

    $280,000 Sold Oct 03, 2025

    197 Bonnybrook Rd, Middletown, DE 19709

    • 2 Beds
    • 1.5 Baths
    • 1,822 Sq Ft
    • Built 2004

    Last Sold Summary

    • $154/SF
    • 5 Days On Market

    Current Estimated Value $280,749

    Last Listing Agent Marla Schechter Patterson-Schwartz-Middletown

    197 Bonnybrook Rd, Middletown, DE 19709
    • /43

      Est $370,265 Not Listed For Sale

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

      845 Lissicasey Loop, Middletown, DE 19709

      845 Lissicasey Loop, 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
  • /32

    $499,900 Sold Sep 10, 2025

    277 Anglesey Dr, Middletown, DE 19709

    • 2 Beds
    • 3 Baths
    • 2,325 Sq Ft
    • Built 2022

    Last Sold Summary

    • $215/SF
    • 0 Days On Market

    Current Estimated Value $499,135

    Last Listing Agent Nancy Fleming Compass

    277 Anglesey Dr, Middletown, DE 19709
    • /87

      Est $643,313 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,775 Sq Ft

      604 Socrates St, Middletown, DE 19709

      604 Socrates St, 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
  • /35

    $410,000 Sold Dec 22, 2025

    369 Goodwick Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,274 Sq Ft
    • Built 2020

    Last Sold Summary

    • $180/SF
    • 18 Days On Market

    Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

    369 Goodwick Dr, Middletown, DE 19709
    • /52

      Est $547,533 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,825 Sq Ft

      526 Middlesex Dr, Middletown, DE 19709

      526 Middlesex Dr, 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
  • /2

    $615,000 Sold Jan 16, 2026

    602 Colchester Ct, Middletown, DE 19709

    • 4 Beds
    • 4 Baths
    • 3,525 Sq Ft
    • Built 1996

    Last Sold Summary

    • $174/SF
    • 42 Days On Market

    Last Listing Agent Abby Drobinski Real Broker LLC

    602 Colchester Ct, Middletown, DE 19709
    • /29

      Est $283,075 Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 3,500 Sq Ft

      123 W Main St, Middletown, DE 19709

      123 W Main St, 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
  • /29

    $55,000 Sold Jun 18, 2025

    455 Alder Ave, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1984

    Last Sold Summary

    • $50/SF
    • 35 Days On Market

    Last Listing Agent Delcollo & Salva Team Patterson-Schwartz-Hockessin

    455 Alder Ave, Middletown, DE 19709
    • /24

      Not Listed For Sale

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

      1840 Congressional Village Dr Unit 4203, Middletown, DE 19709

      1840 Congressional Village Dr Unit 4203, 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
  • /126

    $1,049,000 Sold May 09, 2025

    3 Barnsdale Dr, Middletown, DE 19709

    • 4 Beds
    • 4.5 Baths
    • 6,200 Sq Ft
    • Built 2007

    Last Sold Summary

    • $169/SF
    • 2 Days On Market

    Current Estimated Value $1,040,991

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    3 Barnsdale Dr, Middletown, DE 19709
    • /36

      Est $663,402 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,550 Sq Ft

      312 Jessica Dr, Middletown, DE 19709

      312 Jessica Dr, 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
  • /24

    $550,000 Sold Sep 19, 2025

    427 Paper Birch St, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 2022

    Last Sold Summary

    • $297/SF
    • 84 Days On Market

    Current Estimated Value $550,456

    Last Listing Agent Nicole Duncan Real Broker LLC

    427 Paper Birch St, Middletown, DE 19709
    • /79

      Est $606,112 Not Listed For Sale

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

      410 Cicero Crossing, Middletown, DE 19709

      410 Cicero Crossing, 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
  • /28

    $433,000 Sold Jul 18, 2025

    207 Drawyers Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 2002

    Last Sold Summary

    • $259/SF
    • 3 Days On Market

    Current Estimated Value $433,049

    Last Listing Agent Caitlin Cohen Crown Homes Real Estate

    207 Drawyers Dr, Middletown, DE 19709
    • /50

      Est $407,530 Not Listed For Sale

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

      509 Canal Dr, Middletown, DE 19709

      509 Canal Dr, Middletown, DE 19709
  • /19

    $574,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,462 Sq Ft

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

    Spacious, inviting front entry porch. Kitchen with expansive island and dual pantries. Open great room and dining area ideal for entertaining. Convenient secondary bedrooms for guests. Owner's suite with private bath and walk-in closet. Direct access to laundry room keeping your home tidy. Three-car tandem garage with additional storage.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
  • /96

    $525,000 Sold Oct 30, 2025

    603 Cheswick Ct, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1999

    Last Sold Summary

    • $196/SF
    • 19 Days On Market

    Current Estimated Value $531,097

    Last Listing Agent Laura Walker Walker Realty Group LLC

    603 Cheswick Ct, Middletown, DE 19709
    • /33

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,651 Sq Ft

      502 Ironleaf Dr, Middletown, DE 19709

      502 Ironleaf Dr, Middletown, DE 19709
  • /12

    $554,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft

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

    Modern kitchen with large island, walk-in pantry, & Looks interior options. Covered front porch & back deck, to welcome guests and unwind in the fresh air. Impressive great room with vaulted ceiling. Luxurious primary suite with triple windows and tray ceiling. Relaxing primary bath with dual sinks, walk-in closet, & optional freestanding tub.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
  • /18

    $314,000 Sold May 27, 2025

    2707 Tea Tree Ln, Middletown, DE 19709

    • 5 Beds
    • 3 Baths
    • 2,056 Sq Ft
    • Built 2025

    Last Sold Summary

    • $153/SF
    • 58 Days On Market

    Current Estimated Value $374,751

    Last Listing Agent David Vasso Atlantic Five Realty

    2707 Tea Tree Ln, Middletown, DE 19709
    • /34

      Est $472,965 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,142 Sq Ft

      2417 Greyfriar Loop, Middletown, DE 19709

      2417 Greyfriar Loop, Middletown, DE 19709
  • /25

    $730,400 New Construction

    • 3 - 6 Beds
    • 2 - 6.5 Baths
    • 3,020 Sq Ft

    Shearwater 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 38306075, Middletown, DE 19709
  • /23

    $815,205 Sold Oct 30, 2025

    439 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 4.5 Baths
    • 3,635 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $224/SF
    • 29 Days On Market

    Current Estimated Value $821,745

    Lennar Copperleaf

    439 Crownleaf Dr, Middletown, DE 19709
    • /49

      Est $614,781 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,850 Sq Ft

      745 Wallasey Dr, Middletown, DE 19709

      745 Wallasey Dr, Middletown, DE 19709
  • /13

    $799,900 New Construction

    • 4 Beds
    • 3 Baths
    • 3,642 Sq Ft

    2200 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

    2200 Early Ct, Middletown, DE 19709
  • /33

    $246,000 Sold Mar 28, 2025

    25 Cole Blvd, Middletown, DE 19709

    • 3 Beds
    • 1.5 Baths
    • 1,075 Sq Ft
    • Built 2001

    Last Sold Summary

    • $229/SF
    • 16 Days On Market

    Current Estimated Value $232,021

    Last Listing Agent John Seals My Real Estate Store

    25 Cole Blvd, Middletown, DE 19709
    • /27

      Est $391,757 Not Listed For Sale

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

      1567 E Matisse Dr, Middletown, DE 19709

      1567 E Matisse Dr, Middletown, DE 19709

Showing Results 121 - 160, Page 4 of 18

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