20,030

Middletown, DE Homes

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  • /45

    $625,000 Sold Aug 15, 2025

    • 3,400 Sq Ft
    • $184/SF
    • 63 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1997

    345 Jessica Dr, Middletown, DE 19709

    Welcome to 345 Jessica Drive, a beautiful, Colonial home nestled in the desirable Lea Eara Farms community of Middletown, Delaware. Situated on a spacious 0.52-acre lot, this two-story residence offers 3400 SF of living space. This gem of a home has been meticulously maintained, with an added bonus of being located just a quick walk or bike ride away to the 5 mile "JAM" trail that runs along the

    Katina Geralis EXP Realty, LLC

    345 Jessica Dr, Middletown, DE 19709
    • /28

      Est $443,633 Not Listed For Sale

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

      336 Daylilly Way, Middletown, DE 19709

      336 Daylilly Way, Middletown, DE 19709
  • /4

    $49,900

    • 2 Beds
    • 2 Baths

    336 Hostetter Blvd, Middletown, DE 19709

    Rodman Mullins Sterling Real Estate LLC

    336 Hostetter Blvd, Middletown, DE 19709
  • /39

    $390,000 Sold Aug 15, 2025

    • 1,825 Sq Ft
    • $214/SF
    • 66 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2010

    429 Sundial Ln, Middletown, DE 19709

    Very important, Spring Arbor Community can accept 20% residents under age 55, no one under age 18! WOW! Simply Gorgeous! Original Owner Upgraded and Updated this popular 2 story, 1,825 SQ FT Hayden Model featuring open floor plan, custom painted, crown moldings, upgraded light fixtures, recessed lighting, plantation shutters, 2 Zoned HVAC, 2 bedrooms, 2.5 baths, gleaming hardwoods, sunroom with

    Mary Lynch Patterson-Schwartz-Middletown

    429 Sundial Ln, Middletown, DE 19709
    • /38

      Est $476,138 Not Listed For Sale

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

      346 Daylilly Way, Middletown, DE 19709

      346 Daylilly Way, Middletown, DE 19709
  • /10

    $669,900 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
  • /50

    $552,000 Sold Aug 15, 2025

    • 2,353 Sq Ft
    • $235/SF
    • 93 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1994

    118 E Delaware Canal Ct, Middletown, DE 19709

    MOTIVATED SELLERS! Sensational 3 Bedroom, 2.5 Bath, Brick Front Two Story situated on 1.15 acres in the desirable community of Summit Bridge Farms, just south of the Canal!.Excellent curb appeal and tastefully landscaped this home features 2 car attached & 2 car detached garages, 2 back yard sheds, hardwood floors in the foyer, hall, dining room and wood stairs to the 2nd floor, wood burning

    Mary Lynch Patterson-Schwartz-Middletown

    118 E Delaware Canal Ct, Middletown, DE 19709
    • /42

      Est $469,340 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,350 Sq Ft

      425 Morning Glory Ln, Middletown, DE 19709

      425 Morning Glory Ln, Middletown, DE 19709
  • /9

    $689,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,794 Sq Ft

    845 Merlin Dr, Middletown, DE 19709

    Polished kitchen featuring Slate Grey cabinetry & center island. Cozy fireplace adds character & warmth to great room. Serene primary suite with stylish ceiling treatment & sitting area. Refreshing primary bath featuring chrome finishes. Productive home office for working remotely. Convenient Extra Suite for overnight guests. Finished basement with bath.

    K. Hovnanian Homes Builder
    845 Merlin Dr, Middletown, DE 19709
  • /21

    Sold Aug 14, 2025

    • 2,178 Sq Ft
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    216 E Main St, Middletown, DE 19709

    The Serenade is the perfect combination of luxury and comfort. This beautiful home will be ready for a winter move-in! With a stunning curb appeal, this townhome features modern bronze windows and a large, rear covered porch. Entering on the lower level, this home features a 2-car garage and spacious rec room that's perfect for entertaining family and friends. Upstairs, you are guided into the

    Ryan Homes

    216 E Main St, Middletown, DE 19709
    • /39

      Est $435,355 Not Listed For Sale

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

      419 Morning Glory Ln, Middletown, DE 19709

      419 Morning Glory Ln, Middletown, DE 19709
  • /16

    $446,291 Open Sat 11AM - 4:30PM

    • 3 Beds
    • 2 Baths

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709

    MASSEY INTERIOR UNIT- 3 bedrooms, 3.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

    Lindsay Shaffer RE/MAX Elite

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
  • /30

    $435,000 Sold Aug 14, 2025

    • 2,375 Sq Ft
    • $183/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    289 N Bayberry Pkwy, Middletown, DE 19709

    Welcome to 289 North Bayberry Parkway! This charming 2017 Bainbridge-model carriage home has been well-loved but is due for some minor cosmetic touchups. As such the seller has listed the home at an amazing price to reflect your finishing touches. The front brick elevation features a full-length covered porch facing one of Bayberry’s longest walking trails. It’s notable that this home will

    Jason Golden Coldwell Banker Realty

    289 N Bayberry Pkwy, Middletown, DE 19709
    • /33

      Est $420,449 Not Listed For Sale

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

      101 Dawn Ct, Middletown, DE 19709

      101 Dawn Ct, Middletown, DE 19709
  • /19

    $764,999 New Construction

    • 5 Beds
    • 3 Baths
    • 3,560 Sq Ft

    619 Mccracken Dr, Middletown, DE 19709

    Proposed new build. LAST LOT AVAILABLE in the sought after Rothwell Estates community by Benchmark Builders. This lot backs to trees and faces West. The price includes the lot, a set of standard features, and optional items that have been the most popular for our customers. We can customize and change the options to fit your needs and budget. The Houston floor plan has been our most popular and

    Lindsay Shaffer RE/MAX Elite

    619 Mccracken Dr, Middletown, DE 19709
  • /59

    $515,000 Sold Aug 12, 2025

    • 2,581 Sq Ft
    • $200/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    121 Pine Valley Dr, Middletown, DE 19709

    OFFER DEADLINE 7/1 BY 5PM – Welcome to 121 Pine Valley Rd, a rare find offering one-level living on a full acre of land with space, functionality, and convenience. This well-maintained home features 3 spacious bedrooms, 2 full bathrooms, and an updated kitchen with modern finishes and plenty of storage. Also enjoy a sunken family room with vaulted ceilings featuring wood beams and convenient

    Megan Aitken Keller Williams Realty

    121 Pine Valley Dr, Middletown, DE 19709
    • /50

      Est $466,506 Not Listed For Sale

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

      6 Springmill Dr, Middletown, DE 19709

      6 Springmill Dr, Middletown, DE 19709
  • /27

    $709,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    1430 Pennfield Dr, Middletown, DE 19709

    Home office creates a quiet space for focus or work. Great room & dining area share a vaulted ceiling. Fireplace with shiplap & hearth adds character to the great room. Kitchen features stacked cabinetry with elegant glass-front uppers. Screened deck off great room offers an outdoor retreat. Primary suite includes a private bath for everyday luxury. Finished basement provides added living or

    K. Hovnanian Homes Builder
    1430 Pennfield Dr, Middletown, DE 19709
  • /31

    $375,000 Sold Aug 12, 2025

    • 1,575 Sq Ft
    • $238/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    307 Obelisk Ln, Middletown, DE 19709

    Welcome to this beautifully maintained end-unit carriage-style home nestled in the quiet, highly desirable active adult community of Spring Arbor. This spacious residence offers comfort, convenience, and elegant one-floor living designed with your lifestyle in mind.Step inside to find a bright and airy layout featuring two generously sized bedrooms and two full bathrooms. The primary

    Marsela Leonard Real Broker LLC

    307 Obelisk Ln, Middletown, DE 19709
    • /29

      Est $423,468 Not Listed For Sale

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

      12 Springmill Dr, Middletown, DE 19709

      12 Springmill Dr, Middletown, DE 19709
  • /25

    $485,000 New Construction

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

    544 Lewes Landing Rd, Middletown, DE 19709

    The Schubert model home, a rare find that is only two years old, offers upgrades that a new build might not. This home is packed with lovely and functional enhancements, making it a fantastic choice. Enjoy a large deck, an upgraded speckled epoxy garage floor, a sprinkler system, new LVP flooring on the first and second floors, and custom, movable blinds. The owners also had nifty, built-in

    Lauren Janes Compass

    544 Lewes Landing Rd, Middletown, DE 19709
  • /51

    $660,000 Sold Aug 08, 2025

    • 3,700 Sq Ft
    • $178/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    269 Bucktail Dr, Middletown, DE 19709

    Welcome to this stunning 4-bedroom, 2.5-bath home located in one of the area's most desirable communities. Boasting spacious living and modern updates, this home offers the perfect blend of comfort, style, and functionality.The open-concept main floor features a beautifully updated kitchen with contemporary finishes, perfect for entertaining or everyday living. A dedicated office space

    Monica Peterson Innovate Real Estate

    269 Bucktail Dr, Middletown, DE 19709
    • /90

      Est $977,362 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 6,075 Sq Ft

      11 Barnsdale Dr, Middletown, DE 19709

      11 Barnsdale Dr, Middletown, DE 19709
  • /22

    $498,053 Open Thu 8AM - 8PM

    • 3 Beds
    • 4 Baths
    • 2,333 Sq Ft

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709

    MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits

    Lindsay Shaffer RE/MAX Elite

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
  • /56

    $500,000 Sold Aug 08, 2025

    • 2,175 Sq Ft
    • $230/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2021

    314 Tranquility Way, Middletown, DE 19709

    Welcome to 314 Tranquility Way, Middletown, Delaware – a stunning villa-style residence in one of the area’s most desirable 55+ communities.This beautifully appointed home features an open-concept layout with premium, luxury finishes throughout. As you step inside, you’re welcomed by clear sightlines to the expansive living room, dining area, and gourmet kitchen—perfect for both everyday

    Jeff Hecker Monument Sotheby's International Realty

    314 Tranquility Way, Middletown, DE 19709
    • /32

      Est $629,769 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,975 Sq Ft

      147 Betsy Rawls Dr, Middletown, DE 19709

      147 Betsy Rawls Dr, Middletown, DE 19709
  • 548 Longhorn Loop, Middletown, DE 19709

    $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 Fall 2025! 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
  • /48

    $485,000 Sold Aug 08, 2025

    • 1,975 Sq Ft
    • $246/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    1530 Schwinn St, Middletown, DE 19709

    Why wait for new construction when you could live in the sought-after Town of Whitehall now! This three bedroom, 2.5 bath end of the row town home is ready for it's new owner. Built in 2020 with a detached garage, this home boasts hardwood floors a fully equipped kitchen with a center island, stainless steel appliances, gas cooking, a dining room, and a family room with smart lightbulbs and

    Timothy Scully Curt Scully Realty Company

    1530 Schwinn St, Middletown, DE 19709
    • /56

      Est $721,628 Not Listed For Sale

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

      15 Palmer Dr, Middletown, DE 19709

      15 Palmer Dr, Middletown, DE 19709
  • /22

    $464,609 New Construction

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

    3110 Pett Level Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar Builder
    3110 Pett Level Dr, Middletown, DE 19709
  • /36

    $450,000 Sold Aug 08, 2025

    • 1,900 Sq Ft
    • $237/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    601 Pleasant Ln, Middletown, DE 19709

    Affordable Colonial in Appoquinimink School District! Hard to find privacy and lot size in Middletown, DE. Home features a 2 Car Garage, Shed, Full basement, Large Bedrooms, Generator, Deck, and Fenced Area out back. All appliances are included! Schedule your showing today!

    John Ford Integrity Real Estate

    601 Pleasant Ln, Middletown, DE 19709
    • /41

      Est $610,375 Not Listed For Sale

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

      28 Palmer Dr, Middletown, DE 19709

      28 Palmer Dr, Middletown, DE 19709
  • /22

    $459,559 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    3124 Pett Level Dr, Middletown, DE 19709

    Welcome to 3124 Pett Level Drive- This home will be ready to go for a November delivery. The Taylor is a two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a first-floor laundry room (get this- washer and dryer are included!!!). The well-equipped kitchen

    Lennar Builder
    3124 Pett Level Dr, Middletown, DE 19709
  • /23

    $507,509 Sold Aug 07, 2025

    • 2,443 Sq Ft
    • $208/SF
    • 3 Beds
    • 2 Baths
    • Built 2025

    3132 Pett Level Dr, Middletown, DE 19709

    Welcome to Venue at Winchelsea - Middletown's Premiere 55+ Active Adult community. Location is the key- you will not want to miss out on this end unit townhome that backs up to open space with fabulous views! The Taylor is a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a

    Lennar

    3132 Pett Level Dr, Middletown, DE 19709
    • /65

      Est $692,829 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,900 Sq Ft

      787 Idlewyld Dr, Middletown, DE 19709

      787 Idlewyld Dr, Middletown, DE 19709
  • /22

    $464,409 New Construction

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

    3112 Pett Level Dr, Middletown, DE 19709

    The Taylor is a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a first floor laundry room. The well-equipped kitchen features modern stainless steel appliances, sleek quartz countertops, and plenty of cabinetry, making it perfect for storing all of

    Lennar Builder
    3112 Pett Level Dr, Middletown, DE 19709
  • /37

    $620,000 Sold Aug 07, 2025

    • 3,975 Sq Ft
    • $156/SF
    • 36 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2018

    2704 van Cliburn Cir, Middletown, DE 19709

    Discover this stunning ranch in Bayberry, a true gem packed with amenities! Featuring an expansive living/family room, a screened-in porch, and a private lot, every detail has been meticulously designed to elevate your living experience. Built by Blenheim in 2018, this home showcases beautiful hardwood floors throughout the main living areas, soaring 9' ceilings, and a cozy gas fireplace. The

    Sally Lloyd Crown Homes Real Estate

    2704 van Cliburn Cir, Middletown, DE 19709
    • /57

      Est $988,384 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,775 Sq Ft

      805 Sweet Birch Dr, Middletown, DE 19709

      805 Sweet Birch Dr, Middletown, DE 19709
  • /21

    $549,750 New Construction

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft

    3500 Pipewell Ln, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    3500 Pipewell Ln, Middletown, DE 19709
  • /23

    $379,900 Sold Aug 07, 2025

    • 2,100 Sq Ft
    • $181/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    1115 Wickersham Way, Middletown, DE 19709

    Huge Price Reduction!! Superb, nearly new spacious townhome with amenities galore!! Oversized kitchen with bump out, granite countertops, island, stainless steel appliances and separate eating area, great room w/recessed lighting, owners suite with sitting area and luxury bath with tile shower and dual shower heads, laminate flooring on main level and foyer, first floor bonus room, one car

    Kevin Hensley RE/MAX Eagle Realty

    1115 Wickersham Way, Middletown, DE 19709

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