20,150

Middletown, DE Homes

Section Image Section Image
  • 1248 Lorewood Grove Rd, Middletown, DE 19709
    1248 Lorewood Grove Rd, Middletown, DE 19709
    1248 Lorewood Grove Rd, Middletown, DE 19709
    /40

    $400,000 Sold Mar 21, 2025

    1248 Lorewood Grove Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1970

    Last Sold Summary

    • $167/SF
    • 39 Days On Market

    Current Estimated Value $395,038

    Last Listing Agent Raymond Petkevis Real Broker LLC

    1248 Lorewood Grove Rd, Middletown, DE 19709
    • 518 Spring Hollow Dr, Middletown, DE 19709
      518 Spring Hollow Dr, Middletown, DE 19709
      518 Spring Hollow Dr, Middletown, DE 19709
      /74

      Est $787,032 Not Listed For Sale

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

      518 Spring Hollow Dr, Middletown, DE 19709

      518 Spring Hollow Dr, Middletown, DE 19709
  • 400 Rederick Ln Unit 36465096, Middletown, DE 19709
    400 Rederick Ln Unit 36465096, Middletown, DE 19709
    /2

    $614,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,195 Sq Ft

    Eden II Plan at Ponds of Odessa - Single Family Homes, 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
    400 Rederick Ln Unit 36465096, Middletown, DE 19709
  • 342 Wilmore Dr, Middletown, DE 19709
    342 Wilmore Dr, Middletown, DE 19709
    342 Wilmore Dr, Middletown, DE 19709
    /32

    $350,000 Sold Nov 21, 2025

    342 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2009

    Last Sold Summary

    • $200/SF
    • 7 Days On Market

    Last Listing Agent Kristina Rice Real Broker LLC

    342 Wilmore Dr, Middletown, DE 19709
    • 538 Spring Hollow Dr, Middletown, DE 19709
      538 Spring Hollow Dr, Middletown, DE 19709
      538 Spring Hollow Dr, Middletown, DE 19709
      /55

      Est $755,506 Not Listed For Sale

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

      538 Spring Hollow Dr, Middletown, DE 19709

      538 Spring Hollow Dr, Middletown, DE 19709
  • 128 Patterson Ct, Middletown, DE 19709
    128 Patterson Ct, Middletown, DE 19709
    128 Patterson Ct, Middletown, DE 19709
    /31

    $598,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,307 Sq Ft

    128 Patterson Ct, Middletown, DE 19709

    This home is a To-Be- Built. The Fayetteville offers a private home office just off the foyer, perfect for working from home in comfort. The striking modern kitchen features Looks interior options and opens to a spacious great room filled with natural light from abundant windows. The luxurious primary suite includes a generous walk-in closet and a relaxing primary bath with dual sinks. Upstairs,

    Barbara Heilman Delaware Homes Inc

    128 Patterson Ct, Middletown, DE 19709
  • 314 Tranquility Way, Middletown, DE 19709
    314 Tranquility Way, Middletown, DE 19709
    314 Tranquility Way, Middletown, DE 19709
    /56

    $500,000 Sold Aug 08, 2025

    314 Tranquility Way, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,175 Sq Ft
    • Built 2021

    Last Sold Summary

    • $230/SF
    • 14 Days On Market

    Current Estimated Value $503,051

    Last Listing Agent Jeff Hecker Monument Sotheby's International Realty

    314 Tranquility Way, Middletown, DE 19709
    • 544 Spring Hollow Dr, Middletown, DE 19709
      544 Spring Hollow Dr, Middletown, DE 19709
      544 Spring Hollow Dr, Middletown, DE 19709
      /44

      Est $758,130 Not Listed For Sale

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

      544 Spring Hollow Dr, Middletown, DE 19709

      544 Spring Hollow Dr, Middletown, DE 19709
  • 3029 Ivyhouse Ln, Middletown, DE 19709
    3029 Ivyhouse Ln, Middletown, DE 19709
    3029 Ivyhouse Ln, Middletown, DE 19709
    /18

    $538,793 New Construction

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    3029 Ivyhouse Ln, Middletown, DE 19709

    This stunning Sonoma single-family home is now available as a quick move-in! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring three bedrooms and two bathrooms, the primary suite offers generous closet space with two walk-in closets and an en suite bath. The added sunroom extension extends the home, creating the perfect space for entertaining guests. The

    Lennar Builder
    3029 Ivyhouse Ln, Middletown, DE 19709
  • 604 Hamilton Place Unit A604, Middletown, DE 19709
    604 Hamilton Place Unit A604, Middletown, DE 19709
    604 Hamilton Place Unit A604, Middletown, DE 19709
    /43

    $55,000 Sold Oct 31, 2025

    604 Hamilton Place Unit A604, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • Built 2008

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Jennifer Lindell Century 21 Gold Key Realty

    604 Hamilton Place Unit A604, Middletown, DE 19709
    • 863 Sweet Birch Dr, Middletown, DE 19709
      863 Sweet Birch Dr, Middletown, DE 19709
      863 Sweet Birch Dr, Middletown, DE 19709
      /45

      Est $671,704 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      863 Sweet Birch Dr, Middletown, DE 19709

      863 Sweet Birch Dr, Middletown, DE 19709
  • 301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    /33

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 2,578 Sq Ft

    301 White Pine Dr, Middletown, DE 19709

    Welcome to 301 White Pine Dr in charming Middletown, DE! Nestled on an expansive corner lot, this property offers the perfect blend of space, freedom, and potential. With no HOA restrictions, you’re free to let your imagination run wild—whether you envision a lush garden oasis, a backyard entertainment haven, this property has two garages for storage for your hobbies and toys. The home itself is

    Tony Immediato Compass

    301 White Pine Dr, Middletown, DE 19709
  • 46 N New Rd, Middletown, DE 19709
    46 N New Rd, Middletown, DE 19709
    46 N New Rd, Middletown, DE 19709
    /14

    $232,500 Sold Aug 28, 2025

    46 N New Rd, Middletown, DE 19709

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1900

    Last Sold Summary

    • $232/SF
    • 200 Days On Market

    Current Estimated Value $223,233

    Last Listing Agent Kevin Hensley RE/MAX Eagle Realty

    46 N New Rd, Middletown, DE 19709
    • 763 Idlewyld Dr, Middletown, DE 19709
      763 Idlewyld Dr, Middletown, DE 19709
      763 Idlewyld Dr, Middletown, DE 19709
      /38

      Est $781,929 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,275 Sq Ft

      763 Idlewyld Dr, Middletown, DE 19709

      763 Idlewyld Dr, Middletown, DE 19709
  • 325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    /36

    $455,900

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

    325 Great Oak Dr, Middletown, DE 19709

    Classic R.C. Peoples-built 2 Story in rarely available Great Oak Farms. This home has fantastic curb appeal starting with the brick siding, but not forgetting the long driveway that is complimented by two decorative brick pillars. Moving inside, there is a living room with a cozy fireplace; just a few steps away from the formal dining room. The kitchen its own dining area, no shortage of cabinet

    Matt Dutt RE/MAX Elite

    325 Great Oak Dr, Middletown, DE 19709
  • 820 Old Corbit Rd, Middletown, DE 19709
    820 Old Corbit Rd, Middletown, DE 19709
    820 Old Corbit Rd, Middletown, DE 19709
    /71

    $475,000 Sold Apr 30, 2025

    820 Old Corbit Rd, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 1780

    Last Sold Summary

    • $176/SF
    • 129 Days On Market

    Current Estimated Value $504,542

    Last Listing Agent Melissa Scott Real Broker LLC

    820 Old Corbit Rd, Middletown, DE 19709
    • 765 Idlewyld Dr, Middletown, DE 19709
      765 Idlewyld Dr, Middletown, DE 19709
      765 Idlewyld Dr, Middletown, DE 19709
      /60

      Est $914,811 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 6,125 Sq Ft

      765 Idlewyld Dr, Middletown, DE 19709

      765 Idlewyld Dr, Middletown, DE 19709
  • 149 Gazebo Ln, Middletown, DE 19709
    149 Gazebo Ln, Middletown, DE 19709
    149 Gazebo Ln, Middletown, DE 19709
    /37

    $410,000 Under Contract

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

    149 Gazebo Ln, Middletown, DE 19709

    Welcome to 149 Gazebo Lane, a charming, well-appointed, end unit carriage home in the highly sought after Spring Arbor community! You'll love the welcoming 2-story foyer that flows seamlessly into the expansive living & dining areas, complete with gleaming hardwoods & timeless style! The spacious, bright eat-in kitchen features newer appliances & maple cabinetry- perfect for casual meals or

    Rhonda Smith Patterson-Schwartz-Hockessin

    149 Gazebo Ln, Middletown, DE 19709
  • 118 Tuscany Dr, Middletown, DE 19709
    118 Tuscany Dr, Middletown, DE 19709
    118 Tuscany Dr, Middletown, DE 19709
    /81

    $800,000 Sold Feb 28, 2025

    118 Tuscany Dr, Middletown, DE 19709

    • 4 Beds
    • 4.5 Baths
    • 4,500 Sq Ft
    • Built 2017

    Last Sold Summary

    • $178/SF
    • 172 Days On Market

    Current Estimated Value $825,003

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    118 Tuscany Dr, Middletown, DE 19709
    • 247 Wickerberry Dr, Middletown, DE 19709
      247 Wickerberry Dr, Middletown, DE 19709
      247 Wickerberry Dr, Middletown, DE 19709
      /81

      Est $709,783 Not Listed For Sale

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

      247 Wickerberry Dr, Middletown, DE 19709

      247 Wickerberry Dr, Middletown, DE 19709
  • 810 Lissicasey Loop, Middletown, DE 19709
    810 Lissicasey Loop, Middletown, DE 19709
    810 Lissicasey Loop, Middletown, DE 19709
    /28

    $375,000

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

    810 Lissicasey Loop, Middletown, DE 19709

    Welcome to 810 Lisicassey Loop in Middletown! This well-maintained 3 bedroom, 2.5 bath home offers comfortable living in the quiet picturesque community of Hyatt's Crossing. The main level features an open, functional layout with a bright living area, dining space, and a well-equipped kitchen designed for everyday convenience. Upstairs, the spacious primary suite includes a private bath,

    Andrew Jones Crown Homes Real Estate

    810 Lissicasey Loop, Middletown, DE 19709
  • 314 W Windmill Way, Middletown, DE 19709
    314 W Windmill Way, Middletown, DE 19709
    314 W Windmill Way, Middletown, DE 19709
    /25

    $510,000 Sold Jun 18, 2025

    314 W Windmill Way, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft
    • Built 1989

    Last Sold Summary

    • $237/SF
    • 4 Days On Market

    Current Estimated Value $488,460

    Last Listing Agent Christopher Black BHHS Fox & Roach - Hockessin

    314 W Windmill Way, Middletown, DE 19709
    • 250 Wickerberry Dr, Middletown, DE 19709
      250 Wickerberry Dr, Middletown, DE 19709
      250 Wickerberry Dr, Middletown, DE 19709
      /52

      Est $741,201 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      250 Wickerberry Dr, Middletown, DE 19709

      250 Wickerberry Dr, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    /22

    $519,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    Sonoma Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This cozy single-story home features a low maintenance layout with an open concept kitchen, dining area and family room that leads out to the backyard. Near the foyer are two comfortable bedrooms that can be used for a home office or hobby room, while the spacious owner’s suite is tucked away in the back for added privacy. A two-bay garage and versatile basement with endless possibilities

    Lennar Builder
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
  • 3100 Pett Level Dr, Middletown, DE 19709
    3100 Pett Level Dr, Middletown, DE 19709
    3100 Pett Level Dr, Middletown, DE 19709
    /22

    $508,009 Sold Nov 17, 2025

    3100 Pett Level Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $208/SF
    • 6 Days On Market

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3100 Pett Level Dr, Middletown, DE 19709
    • 244 Wickerberry Dr, Middletown, DE 19709
      244 Wickerberry Dr, Middletown, DE 19709
      244 Wickerberry Dr, Middletown, DE 19709
      /54

      Est $760,467 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,250 Sq Ft

      244 Wickerberry Dr, Middletown, DE 19709

      244 Wickerberry Dr, Middletown, DE 19709
  • 129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709
    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709
    /2

    $774,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    129 Ayshire Dr Unit BRANDYWINE GRAND, 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 at least 3/4 acre. S Homes has always been ahead of its time with stunning, well-designed, large homes. The Brandywine Grand is proof of that. It has 3,700 square feet of living space on the first and second floors (excluding the unfinished basement). The living room and dining

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709
  • 1422 Pennfield Dr, Middletown, DE 19709
    1422 Pennfield Dr, Middletown, DE 19709
    1422 Pennfield Dr, Middletown, DE 19709
    /10

    $599,900 Sold Sep 24, 2025

    1422 Pennfield Dr, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $255/SF
    • 9,398 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Pennfield

    1422 Pennfield Dr, Middletown, DE 19709
    • 711 Idlewyld Dr, Middletown, DE 19709
      711 Idlewyld Dr, Middletown, DE 19709
      711 Idlewyld Dr, Middletown, DE 19709
      /61

      Est $721,181 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,384 Sq Ft

      711 Idlewyld Dr, Middletown, DE 19709

      711 Idlewyld Dr, Middletown, DE 19709
  • 540 Ratledge Rd Unit 38787057, Middletown, DE 19709

    $575,400 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    The Newport Plan at Monarch, Middletown, DE 19709

    Single-Family Home in Monarch. Base price $599,900 - $24,500 incentive = $575,400. The floor plan is easy to navigate, functional, attractive, and gives a sense of space. A tremendous amount of time and effort goes into the exterior design of our homes. The exceptional curb appeal of a Schell Brothers home is not only a reflection of the quality and care that goes into the home but also a huge

    Schell Brothers Builder
    540 Ratledge Rd Unit 38787057, Middletown, DE 19709
  • 133 & 135 E Lake St, Middletown, DE 19709
    133 & 135 E Lake St, Middletown, DE 19709
    133 & 135 E Lake St, Middletown, DE 19709
    /22

    $295,000 Sold Mar 25, 2025

    133 & 135 E Lake St, Middletown, DE 19709

    • Studio
    • 2,250 Sq Ft
    • Built 1920

    Last Sold Summary

    • $131/SF
    • 9 Days On Market

    Last Listing Agent Hovik Nazarian Long & Foster Real Estate, Inc.

    133 & 135 E Lake St, Middletown, DE 19709
    • 227 Wickerberry Dr, Middletown, DE 19709
      227 Wickerberry Dr, Middletown, DE 19709
      227 Wickerberry Dr, Middletown, DE 19709
      /49

      Est $798,263 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,566 Sq Ft

      227 Wickerberry Dr, Middletown, DE 19709

      227 Wickerberry Dr, Middletown, DE 19709
  • 306 E Harvest Ln, Middletown, DE 19709
    306 E Harvest Ln, Middletown, DE 19709
    306 E Harvest Ln, Middletown, DE 19709
    /12

    $419,999 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    306 E Harvest Ln, Middletown, DE 19709

    Experience elevated living at 306 E Harvest Lane—an impeccably renovated two-story home in the desirable Appoquinimink school district. Step into an inviting foyer with an updated half bath and new luxury vinyl plank flooring, setting the tone for contemporary style throughout the residence. The newly refreshed eat-in kitchen dazzles with shaker white cabinets, granite countertops, striking glass

    Reese Kenchen Fave Realty Inc

    306 E Harvest Ln, Middletown, DE 19709
  • 327 Braemar St, Middletown, DE 19709
    327 Braemar St, Middletown, DE 19709
    327 Braemar St, Middletown, DE 19709
    /51

    $635,000 Sold Nov 25, 2025

    327 Braemar St, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,175 Sq Ft
    • Built 2011

    Last Sold Summary

    • $152/SF
    • 7 Days On Market

    Last Listing Agent Kelly Clark Crown Homes Real Estate

    327 Braemar St, Middletown, DE 19709
    • 430 Spring Hollow Dr, Middletown, DE 19709
      430 Spring Hollow Dr, Middletown, DE 19709
      430 Spring Hollow Dr, Middletown, DE 19709
      /47

      Est $924,929 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,450 Sq Ft

      430 Spring Hollow Dr, Middletown, DE 19709

      430 Spring Hollow Dr, Middletown, DE 19709
  • 530 Wheelmen St Unit 36488804, Middletown, DE 19709
    530 Wheelmen St Unit 36488804, Middletown, DE 19709
    530 Wheelmen St Unit 36488804, Middletown, DE 19709
    /4

    $591,000 New Construction

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

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

    The Savannah offers 3-4 bedrooms, 2.5 baths, and a 2-car garage. This homes open-concept layout includes 9-foot ceilings, a spacious kitchen, and a first-floor owners suite. Optional features such as a finished basement and sunroom provide additional space for entertaining and relaxation. Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour

    Benchmark Builders Builder
    530 Wheelmen St Unit 36488804, Middletown, DE 19709
  • 433 Sundial Ln, Middletown, DE 19709
    433 Sundial Ln, Middletown, DE 19709
    433 Sundial Ln, Middletown, DE 19709
    /40

    $390,000 Sold Jul 11, 2025

    433 Sundial Ln, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2011

    Last Sold Summary

    • $217/SF
    • 99 Days On Market

    Current Estimated Value $396,227

    Last Listing Agent Mary Lynch Patterson-Schwartz-Middletown

    433 Sundial Ln, Middletown, DE 19709
    • 110 Betsy Rawls Dr, Middletown, DE 19709
      110 Betsy Rawls Dr, Middletown, DE 19709
      110 Betsy Rawls Dr, Middletown, DE 19709
      /43

      Est $603,006 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,500 Sq Ft

      110 Betsy Rawls Dr, Middletown, DE 19709

      110 Betsy Rawls Dr, Middletown, DE 19709
  • 530 Wheelmen St Unit 36472052, Middletown, DE 19709
    530 Wheelmen St Unit 36472052, Middletown, DE 19709
    530 Wheelmen St Unit 36472052, Middletown, DE 19709
    /19

    $590,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft

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

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472052, Middletown, DE 19709
  • 7 Bristle Cone Dr, Middletown, DE 19709
    7 Bristle Cone Dr, Middletown, DE 19709
    /2

    $575,000 Sold Sep 04, 2025

    7 Bristle Cone Dr, Middletown, DE 19709

    • 4 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1988

    Last Sold Summary

    • $213/SF
    • 17 Days On Market

    Current Estimated Value $551,467

    Last Listing Agent Megan Aitken Keller Williams Realty

    7 Bristle Cone Dr, Middletown, DE 19709

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