20,150

Middletown, DE Homes

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    • /58

      Est $606,048 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft

      124 Betsy Rawls Dr, Middletown, DE 19709

      124 Betsy Rawls Dr, Middletown, DE 19709
  • /17

    $539,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,441 Sq Ft

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

    Bristole Spacious Living with Style The Bristole offers 2,441 sq. ft. of thoughtfully designed space, featuring 3 bedrooms and 2 baths. Enjoy a main-level owner's suite, open-concept living areas, and a two-car garage. This home is perfect for those seeking comfort and convenience in a vibrant 55+ community.

    Benchmark Builders Builder
    204 Baldy Ln Unit 36481493, Middletown, DE 19709
  • /35

    $740,000 Sold Jan 30, 2026

    344 Clayton Manor Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 5,700 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $130/SF
    • 2 Days On Market

    Last Listing Agent Terry Mulkins Patterson-Schwartz-Newark

    344 Clayton Manor Dr, Middletown, DE 19709
    • /32

      Est $625,745 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,175 Sq Ft

      4 Omeara Ct, Middletown, DE 19709

      4 Omeara Ct, Middletown, DE 19709
  • /4

    $758,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    129 Ayshire Dr Unit HANCOCK GRAND, Middletown, DE 19709

    Welcome to the 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 standard features- 9' first and second-floor ceilings, crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit HANCOCK GRAND, Middletown, DE 19709
  • /60

    $675,000 Sold Jun 30, 2025

    911 Johnson Dr, Middletown, DE 19709

    • 4 Beds
    • 3 Baths
    • 3,665 Sq Ft
    • Built 2016

    Last Sold Summary

    • $184/SF
    • 0 Days On Market

    Current Estimated Value $672,627

    Last Listing Agent David O'Donnell EXP Realty, LLC

    911 Johnson Dr, Middletown, DE 19709
    • /28

      Est $639,346 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,175 Sq Ft

      129 Betsy Rawls Dr, Middletown, DE 19709

      129 Betsy Rawls Dr, Middletown, DE 19709
  • /18

    $738,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,711 Sq Ft

    Varna ESP Plan at Pleasanton, Middletown, DE 19709

    Extra Suite Plus with living room and private bath . Spacious great room with abundant windows to let in natural light . Striking kitchen with large center island and pantry . Luxurious primary suite with walk-in closet . Relaxing primary bath with split vanities . Versatile loft on second floor, for entertaining, relaxing, or enjoying your hobbies .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36470394, Middletown, DE 19709
  • /30

    $459,488 Sold May 16, 2025

    2606 Fairlight Dr, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft
    • Built 2025

    Last Sold Summary

    • $219/SF
    • 42 Days On Market

    Current Estimated Value $468,007

    Last Listing Agent David Vasso Atlantic Five Realty

    2606 Fairlight Dr, Middletown, DE 19709
    • /25

      Est $632,330 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,075 Sq Ft

      2 Jackie Cir, Middletown, DE 19709

      2 Jackie Cir, Middletown, DE 19709
  • /12

    $604,990 New Construction

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

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

    Welcoming foyer leading to private home office. HovHall with convenient valet leading to laundry room. Spacious great room with vaulted ceiling and large windows. Kitchen with corner pantry and large island. Dining area with sliding door to covered patio. Secluded primary suite with large sitting room. Primary bath with large shower and walk-in closet.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
  • /42

    $525,000 Sold Jul 11, 2025

    522 Middlesex Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 2007

    Last Sold Summary

    • $198/SF
    • 4 Days On Market

    Current Estimated Value $509,616

    Last Listing Agent Sydney Martino Crown Homes Real Estate

    522 Middlesex Dr, Middletown, DE 19709
    • /44

      Est $645,014 Not Listed For Sale

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

      227 Porky Oliver Dr, Middletown, DE 19709

      227 Porky Oliver Dr, Middletown, DE 19709
  • /4

    $539,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    Alton Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Step inside this stunning single-family home to discover a first-floor owner's suite with an attached bath and walk-in closet, providing the perfect retreat. Another bedroom and bathroom on the first floor offer more easily accessible living space. The large great room seamlessly flows into the open-concept kitchen and dining area, ideal for entertaining. The first floor also boasts a rear-entry

    Benchmark Builders Builder
    530 Wheelmen St Unit 36460459, Middletown, DE 19709
  • /29

    $350,000 Sold Nov 14, 2025

    832 Lissicasey Loop, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft
    • Built 2017

    Last Sold Summary

    • $197/SF
    • 3 Days On Market

    Last Listing Agent Alexandra Atsidis Empower Real Estate, LLC

    832 Lissicasey Loop, Middletown, DE 19709
    • /69

      Est $584,113 Not Listed For Sale

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

      229 Porky Oliver Dr, Middletown, DE 19709

      229 Porky Oliver Dr, Middletown, DE 19709
  • /16

    $783,090 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,711 Sq Ft

    844 Merlin Dr, Middletown, DE 19709

    Extra Suite Plus for multi-gen families & long term guests. Charming kitchen with Chestnut Brown cabinetey & pendant lights. Sprawling quartz island & countertops perfect for meal prep. Dining area & great room with vaulted ceiling & stained celing beams. Private primary suite & bath with generous walk-in closet. Functional home office for studying & reading.

    K. Hovnanian Homes Builder
    844 Merlin Dr, Middletown, DE 19709
  • /41

    $520,000 Sold Apr 11, 2025

    1312 Darling Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • Built 2020

    Last Sold Summary

    • $194/SF
    • 15 Days On Market

    Current Estimated Value $496,364

    Last Listing Agent Sandy Collins Berkshire Hathaway HomeServices Homesale Realty

    1312 Darling Dr, Middletown, DE 19709
    • /27

      Est $600,880 Not Listed For Sale

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

      233 Porky Oliver Dr, Middletown, DE 19709

      233 Porky Oliver Dr, Middletown, DE 19709
  • /52

    $580,000

    • 5 Beds
    • 3.5 Baths
    • 4,275 Sq Ft

    510 Cilantro Ct, Middletown, DE 19709

    Beautiful 5-Bedroom Home with Finished Basement & Backyard Oasis - PrimeLocationWelcome to this spacious and well-maintained5-bedroom, 3.5-bath home offering comfort, versatility, and modern open-concept living.The main level features a bright living room, kitchen, and dining area, ideal for entertaining and everyday living. A finished basement adds flexible space for a home

    Grace Casella Crown Homes Real Estate

    510 Cilantro Ct, Middletown, DE 19709
  • /8

    $517,500 Sold Apr 25, 2025

    6 Osprey Ln, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,995 Sq Ft
    • Built 1998

    Last Sold Summary

    • $173/SF

    Current Estimated Value $499,297

    Last Listing Agent Randy Shepheard Patterson-Schwartz-Middletown

    6 Osprey Ln, Middletown, DE 19709
    • /36

      Est $618,586 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,475 Sq Ft

      4 Watson Ln, Middletown, DE 19709

      4 Watson Ln, Middletown, DE 19709
  • /23

    $536,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,859 Sq Ft

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

    Elegant foyer welcoming guests to your home. Convenient single-story living. Laundry room with plenty of space to fold and iron. Kitchen with spacious corner pantry and oversized island. Open-concept great room and dining area adjacent to kitchen. Private owner's suite with large walk-in closet and spa bath.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
  • /5

    $880,000 Sold Oct 17, 2025

    1252 Pimpernell Path, Middletown, DE 19709

    • 6 Beds
    • 6.5 Baths
    • 5,896 Sq Ft
    • Built 2022

    Last Sold Summary

    • $149/SF
    • 20 Days On Market

    Current Estimated Value $870,768

    Last Listing Agent Kate Lego EXP Realty, LLC

    1252 Pimpernell Path, Middletown, DE 19709
    • /17

      Est $473,514 Not Listed For Sale

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

      14 Springmill Dr, Middletown, DE 19709

      14 Springmill Dr, Middletown, DE 19709
  • /15

    $554,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    530 Wheelmen St Unit 3 MIDDLETON RESERVE, Middletown, DE 19709

    Middleton Reserve -To be built new construction. Photos of similar home shown with optional front porch. Benchmark Builders at The Town of Whitehall. 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, businesses and community traditions that make real towns real

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 3 MIDDLETON RESERVE, Middletown, DE 19709
  • /43

    $580,000 Sold Mar 31, 2025

    521 Vessel Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,350 Sq Ft
    • Built 2023

    Last Sold Summary

    • $247/SF
    • 4 Days On Market

    Current Estimated Value $604,664

    Last Listing Agent Stephen Morgan Keller Williams Realty

    521 Vessel Dr, Middletown, DE 19709
    • /33

      Est $470,806 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,375 Sq Ft

      18 Springmill Dr, Middletown, DE 19709

      18 Springmill Dr, Middletown, DE 19709
  • /33

    $602,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    530 Wheelmen St Unit 8 WENTWORTH, Middletown, DE 19709

    Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 8 WENTWORTH, Middletown, DE 19709
  • /50

    $580,000 Sold Oct 30, 2025

    163 Bakerfield Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft
    • Built 1994

    Last Sold Summary

    • $234/SF
    • 12 Days On Market

    Current Estimated Value $583,206

    Last Listing Agent Eugene Lestardo Coldwell Banker Realty

    163 Bakerfield Dr, Middletown, DE 19709
    • /71

      Est $426,078 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,650 Sq Ft

      403 Morning Glory Ln, Middletown, DE 19709

      403 Morning Glory Ln, Middletown, DE 19709
  • /25

    $230,000

    • Land
    • 1.25 Acres
    • $184,000 per Acre

    1487 Bunker Hill Rd, Middletown, DE 19709

    Last of the remaining lots!!!!! Unique and promising opportunity close to the Maryland Horse Farms, perfect for those seeking a picturesque and serene waterfront property to call home Lots #12 and #13 Great Bohemia Manor. Build your dream home today! No Builder Tie In. Lakefront property cleared flat land awaiting the perfect buyer, a total of 5 acres for both lots combined but lots can be

    Samuel Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • /16

    $375,000 Sold Sep 12, 2025

    460 Brockton Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2004

    Last Sold Summary

    • $179/SF
    • 61 Days On Market

    Current Estimated Value $377,105

    Last Listing Agent Rebecca P Minner RE/MAX Eagle Realty

    460 Brockton Dr, Middletown, DE 19709
    • /79

      Est $469,891 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,375 Sq Ft

      406 Morning Glory Ln, Middletown, DE 19709

      406 Morning Glory Ln, Middletown, DE 19709
  • /31

    $577,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,859 Sq Ft

    17 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Dorchester home design. An open, ranch style home slated for an October delivery. The popular model features first floor living with bright spaces. Its three bedrooms and 2 full baths are conveniently on one level. Plenty of storage with a 2-car garage and unfinished basement. A wide screen porch overlooking open space is perfect for outdoor dining. The home also features a large

    Barbara Heilman Delaware Homes Inc

    17 Golden Raintree Ct, Middletown, DE 19709
  • /22

    $722,189 Sold Jul 23, 2025

    429 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,914 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 27 Days On Market

    Lennar Copperleaf

    429 Crownleaf Dr, Middletown, DE 19709
    • /44

      Est $452,982 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,875 Sq Ft

      329 Daylilly Way, Middletown, DE 19709

      329 Daylilly Way, Middletown, DE 19709
  • /21

    $540,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    530 Wheelmen St Unit 2 MIDDLETON ELITE, Middletown, DE 19709

    Middleton Elite -TO BE BUILT new construction. This 3 bedroom open innovative floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. Spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more. The picture shows this home with the largest optional porch, but there are 3 front elevations to

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 2 MIDDLETON ELITE, Middletown, DE 19709
  • /21

    $685,000 Sold Feb 28, 2025

    302 Bronzeleaf Dr W, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,202 Sq Ft
    • Built 2025

    Last Sold Summary

    • $163/SF
    • 4 Days On Market

    Last Listing Agent David Vasso Atlantic Five Realty

    302 Bronzeleaf Dr W, Middletown, DE 19709
    • /33

      Est $461,033 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,825 Sq Ft

      58 Springmill Dr, Middletown, DE 19709

      58 Springmill Dr, Middletown, DE 19709

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