19,915

Middletown, DE Homes

Section Image
    • /23

      Est $381,811 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft

      447 Toftrees Dr, Middletown, DE 19709

      447 Toftrees Dr, Middletown, DE 19709
  • /73

    $750,000

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

    185 Tywyn Dr, Middletown, DE 19709

    Better than New Construction! This 2 year old home has tens of thousands of dollars in upgrades and is ready to be enjoyed! Space, space and more space abound everywhere you look in this wonderful home. The first floor features a gourmet kitchen with a huge island (with seating for 4) and great room concept including the eat-in-kitchen and large living room, plus a formal dining room space.

    Michael Davis Phoenix Real Estate

    185 Tywyn Dr, Middletown, DE 19709
  • /41

    $450,000 Sold May 02, 2025

    • 2,255 Sq Ft
    • $200/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    11 Osprey Ln, Middletown, DE 19709

    Introducing 11 Osprey Lane in the highly desirable, yet rarely available, Appoquin Farms neighborhood. This splendid four-bedroom, two-and-a-half-bath home is ready for its new owners!As you enter the foyer, you are greeted by luxurious vinyl plank flooring throughout the first floor, complemented by five-inch baseboards. To your left, you'll find a convenient powder room and a mudroom with

    Henry Lewicki Keller Williams Realty Central-Delaware

    11 Osprey Ln, Middletown, DE 19709
    • /32

      Est $429,505 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      100 Ridgemont Dr, Middletown, DE 19709

      100 Ridgemont Dr, Middletown, DE 19709
  • /48

    $487,900 Open Sun 1PM - 3PM

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

    73 Springmill Dr, Middletown, DE 19709

    Welcome to this beautifully maintained residence in the highly desirable Active Adult Community of Springmill, located in Middletown, DE. This impressive Dunbar model offers a thoughtfully designed floor plan featuring two bedrooms, two full bathrooms, a spacious loft, and numerous high-quality upgrades. Notable improvements include a five-year-old HVAC system and Homecraft replacement windows

    Vicky Miller Patterson-Schwartz-Middletown

    73 Springmill Dr, Middletown, DE 19709
  • /42

    $490,000 Sold May 01, 2025

    • 2,675 Sq Ft
    • $183/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    2218 S Okeeffe Ln, Middletown, DE 19709

    Welcome to 2218 South O’Keeffe! Located in Appoquinimink School District. This stunning three-bedroom, two-and-a-half-bath stone-front townhome, built by award-winning Blenheim Homes, is nestled in the sought-after Village of Bayberry North in Middletown, Delaware.Step inside to discover an inviting open floor plan, featuring gleaming hardwood floors on the first floor and a cozy gas fireplace.

    Daniel Marcantuno Weichert, Realtors - Cornerstone

    2218 S Okeeffe Ln, Middletown, DE 19709
    • /43

      Est $404,315 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      438 Toftrees Dr, Middletown, DE 19709

      438 Toftrees Dr, Middletown, DE 19709
  • /78

    $754,999

    • 4 Beds
    • 2.5 Baths
    • 3,050 Sq Ft

    143 Bakerfield Dr, Middletown, DE 19709

    Welcome Home! This meticulously maintained home is nestled on a 1 acre parcel in the desirable community of Commodore Estates II. This community is located in the Appoquinimink School district and close to many local amenities. This home boasts pride of ownership both inside & out! The exterior of this stately home features mature landscaping, brick front & ornate lighting for an added touch

    Theresa Russo Patterson-Schwartz-Middletown

    143 Bakerfield Dr, Middletown, DE 19709
  • /48

    $629,900 Sold May 01, 2025

    • 2,725 Sq Ft
    • $231/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    145 Betsy Rawls Dr, Middletown, DE 19709

    Discover the perfect blend of luxury and comfort at 145 Betsy Rawls Dr, nestled in the prestigious community of The Legends, Middletown, DE. This exceptional home is situated perfectly in a "no danger" zone along the 17th hole of the renowned Frog Hollow Golf Course, offering stunning views and an unparalleled lifestyle. Upon entering, you'll be greeted by a spacious 2 story foyer adorned with

    Talia Sama Compass

    145 Betsy Rawls Dr, Middletown, DE 19709
    • /29

      Est $432,532 Not Listed For Sale

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

      100 Merrimac Ave, Middletown, DE 19709

      100 Merrimac Ave, Middletown, DE 19709
  • /61

    $475,000

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

    574 Whispering Trail, Middletown, DE 19709

    55 Community living at it's finest. 2-Bed + Loft in Active 55+ Community . Excellent Condition & Full of Charm!Welcome to this beautifully cared-for 2-bedroom, 2-bath home in a vibrant and friendly 55+ neighborhood! This home is in excellent condition and it shows, from the sparkling clean interiors to the thoughtful updates throughout. You’ll immediately notice the pride of ownership, with

    Kim Simpson Thyme Real Estate Co LLC

    574 Whispering Trail, Middletown, DE 19709
  • /25

    $590,000 Sold May 01, 2025

    • 4,481 Sq Ft
    • $132/SF
    • 44 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2018

    515 Cilantro Ct, Middletown, DE 19709

    5BR/3.5BA colonial with 2-car garage and finished basement on quiet cul-de-sac. Open floor plan with 9 ft. ceilings and hardwood floors throughout the main level. Granite Kitchen with large island w/overhang, smooth top electric cook-top, double wall ovens, and microwave hood vents that vents outside. Adjoining Breakfast Area with slider to custom backyard paver stone patio. Dining Room. Living

    Mark Adcock RE/MAX Edge

    515 Cilantro Ct, Middletown, DE 19709
    • /32

      Est $400,660 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,900 Sq Ft

      323 S Parkway Dr, Middletown, DE 19709

      323 S Parkway Dr, Middletown, DE 19709
  • /26

    $569,900 Open Sun 1PM - 3PM

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

    427 Paper Birch St, Middletown, DE 19709

    Welcome to 427 Paper Birch Street! Nestled in the vibrant 55+ community of Four Seasons at Baymont Farms in Middletown. This beautifully kept home is just a few years young and absolutely move-in ready!! Featuring 3 bedrooms, 2 baths, 
and an open-concept layout. From the moment you arrive, the charming curb appeal sets the tone with a welcoming front porch. Inside, you'll find a comfortable

    Nicole Duncan Crown Homes Real Estate

    427 Paper Birch St, Middletown, DE 19709
  • /35

    $575,000 Sold Apr 30, 2025

    • 2,050 Sq Ft
    • $280/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2014

    415 Georgiana Dr, Middletown, DE 19709

    Welcome home to Crossland at the Canal! A Thompson Home in a community offering low maintenance fees and providing a community pool, recreation hall available to rent for gatherings, and common area maintenance. Having only one owner since its construction 10 years ago, this home has been lovingly maintained and cared for, which will be evident from the moment you enter! The main floor consists

    Megan Toll KW Empower

    415 Georgiana Dr, Middletown, DE 19709
    • /46

      Est $402,686 Not Listed For Sale

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

      325 S Parkway Dr, Middletown, DE 19709

      325 S Parkway Dr, Middletown, DE 19709
  • /31

    $374,900

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    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 suite is a

    Marsela Leonard Real Broker LLC

    307 Obelisk Ln, Middletown, DE 19709
  • /71

    $617,000 Sold Apr 30, 2025

    • 3,925 Sq Ft
    • $157/SF
    • 2 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2003

    1 W Shakespeare Dr, Middletown, DE 19709

    Welcome to this exceptional 5-bedroom, 3 full and 2 half-bathroom home, perfectly situated in the heart of downtown Middletown. Located within walking distance to shopping, restaurants, and top-rated schools, this former model home is loaded with thoughtful details throughout. Step inside to find over 3,900 square feet of finished living space, featuring gleaming hardwood floors and a grand wood

    Megan Aitken Keller Williams Realty

    1 W Shakespeare Dr, Middletown, DE 19709
    • /25

      Est $426,539 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,325 Sq Ft

      331 S Parkway Dr, Middletown, DE 19709

      331 S Parkway Dr, Middletown, DE 19709
  • /41

    $799,900

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

    340 Ellenwood Dr, Middletown, DE 19709

    Welcome to 340 Ellenwood Drive, located in one of Middletown’s most desirable communities within the Appoquinimink School District. This prime location offers close proximity to parks, shopping, dining, and commuter routes, all while providing a strong sense of community and everyday convenience. This home features a covered front porch, perfect for enjoying the peaceful neighborhood setting.

    Eric Buck Long & Foster Real Estate, Inc.

    340 Ellenwood Dr, Middletown, DE 19709
  • /71

    $475,000 Sold Apr 30, 2025

    • 2,700 Sq Ft
    • $176/SF
    • 129 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1780

    820 Old Corbit Rd, Middletown, DE 19709

    Remarkable Price Reduction on This Dream Home! This means YOU get the benefit and now is the perfect time to make a move. Last chance for any buyers looking to own a piece of history! lWelcome to the Old Corbitt Farmhouse! The original farmhouse was built in 1771 and the 2 story addition was added in 2007. This one-of-a-kind home is situated on 2-acres just beyond historic Odessa and near the

    Melissa Scott Real Broker LLC

    820 Old Corbit Rd, Middletown, DE 19709
    • /37

      Est $412,498 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      304 N Parkway Dr, Middletown, DE 19709

      304 N Parkway Dr, Middletown, DE 19709
  • /54

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,942 Sq Ft

    2722 van Cliburn Cir, Middletown, DE 19709

    Newly adjusted pricing creates an extraordinary opportunity... listed substantially below appraised value! Move right into this 2–3 bedroom, 2-bath beauty on a PREMIUM lot in one of the area's most sought-after 55+ communities—where desirable amenities and peaceful living come together beautifully. With over $100K in upgrades and improvements, this five-year-young, meticulous home offers an

    Vicki Feeney Patterson-Schwartz-Middletown

    2722 van Cliburn Cir, Middletown, DE 19709
  • /26

    $394,000 Sold Apr 30, 2025

    • 2,325 Sq Ft
    • $169/SF
    • 149 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    654 Barrie Rd, Middletown, DE 19709

    Your new home awaits! This lovely townhouse is nestled in the desirable community of High Hook Farms, within the acclaimed Appoquinimink School District. As you enter the home, you will immediately notice the convenient half bath with an extended foyer with beautiful hardwood that leads to the finished recreation room. As you make your way up the stairs (hardwood might I add), the open-concept

    Candice Loper EXP Realty, LLC

    654 Barrie Rd, Middletown, DE 19709
    • /46

      Est $415,134 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      308 N Parkway Dr, Middletown, DE 19709

      308 N Parkway Dr, Middletown, DE 19709
  • /31

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    358 Tiger Lily Dr, Middletown, DE 19709

    What a beautiful home! Welcome to this 4 bedroom, 2.5 bath Twin in the neighborhood of High Hook Farms located in the Highly Sought after Appoquinimink School District! This home checks all the boxes; location, amenities and superb schooling! Walk inside with me and notice the beautiful handscraped hardwoods throughout the main level of the home. The living room offers a warm welcoming

    Tyler Andrews Empower Real Estate, LLC

    358 Tiger Lily Dr, Middletown, DE 19709
  • /57

    $625,000 Sold Apr 30, 2025

    • 3,300 Sq Ft
    • $189/SF
    • 224 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2023

    674 Lewis Landing Rd, Middletown, DE 19709

    Welcome to the Stunning Neighborhood of Brighton where this 5 bedroom, 3 full bathroom Toll Brother's home is located in the Appoquinimink School District. This home is just 1.5 years old and nestled against a serene wooded open space back with a walkout basement, that has a rough in plumbing and radon system installed and is waiting for you to finish (not that you need to due to all the living

    Ann Marie Germano Patterson-Schwartz-Middletown

    674 Lewis Landing Rd, Middletown, DE 19709
    • /23

      Est $401,302 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft

      329 Gaither Dr, Middletown, DE 19709

      329 Gaither Dr, Middletown, DE 19709
  • /76

    $819,000

    • 4 Beds
    • 4.5 Baths
    • 5,925 Sq Ft

    113 Anna Ct, Middletown, DE 19709

    Welcome home to this beautiful home located in the highly sought after community of Back Creek. This home is on a cul de sac, has an acre plus of land that is fully landscaped with green giants for the ultimate privacy.... a great deck for you to enjoy the peace and quiet. This amazing home is over 6000 square feet, 4 bedrooms, 4.1 bathrooms, a finished basement, a morning room, a 2 story

    Ann Marie Germano Patterson-Schwartz-Middletown

    113 Anna Ct, Middletown, DE 19709
  • /38

    $610,000 Sold Apr 29, 2025

    • 3,275 Sq Ft
    • $186/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2020

    246 Anglesey Dr, Middletown, DE 19709

    Hot new listing on the market! Welcome to 246 Anglesey Dr. in the highly sought after 55 and over community of Preserve at Deep Creek located just minutes from Westown and downtown Middletown. This beautiful home is only 5 years old and comes with multiple builder upgrades such as 10ft. ceilings, LVP flooring, and a partially finished basement with a full finished bathroom. Entering the home

    Zach Wolfe Long & Foster Real Estate, Inc.

    246 Anglesey Dr, Middletown, DE 19709
    • /57

      Est $414,445 Not Listed For Sale

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

      345 S Parkway Dr, Middletown, DE 19709

      345 S Parkway Dr, Middletown, DE 19709
  • /46

    $605,000

    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    522 Lilac Dr, Middletown, DE 19709

    Welcome to 522 Lilac Drive, Middletown, DE — where comfort meets convenience in this beautifully maintained single-family home! Located in the desirable Longmeadow neighborhood, this spacious 4-bedroom, 2.5-bathroom detached home offers nearly 3000 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. Step inside to find a bright and airy

    David Vetri Red Brick Realty, LLC

    522 Lilac Dr, Middletown, DE 19709
  • /30

    $426,000 Sold Apr 29, 2025

    • 2,675 Sq Ft
    • $159/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    1332 Carrick Ct, Middletown, DE 19709

    Welcome to 1332 Carrick Court, a delightful end unit home in Middletown, DE, offering comfort and convenience in every corner! Step inside this spaciousgem, where the open concept main level invites you to relax and entertain with ease. The living area flows seamlessly into a modern kitchen, perfect for hosting gatherings or enjoying quiet evenings.This lovely home features three well-appointed

    Crystal Burnett Compass

    1332 Carrick Ct, Middletown, DE 19709
    • /41

      Est $421,380 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,325 Sq Ft

      115 S Ridge Ave, Middletown, DE 19709

      115 S Ridge Ave, Middletown, DE 19709
  • /34

    $360,000

    • 2 Beds
    • 2 Baths
    • 1,425 Sq Ft

    139 Gazebo Ln, Middletown, DE 19709

    Welcome to 139 Gazebo Lane, a meticulously maintained 2-bedroom, 2-bathroom carriage house nestled in the vibrant 55+ community of Spring Arbor in Middletown, DE. Built in 2015, this charming home offers 1,425 sq ft of single-story living space, presenting a perfect blend of modern comfort and low-maintenance convenience. Home HighlightsOpen-Concept Design: The spacious floor plan seamlessly

    Tiny Reamer RE/MAX 1st Choice - Middletown

    139 Gazebo Ln, Middletown, DE 19709
  • /28

    $315,000 Sold Apr 29, 2025

    • 1,850 Sq Ft
    • $170/SF
    • 13 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2002

    50 W Sarazen Dr, Middletown, DE 19709

    All appliances are in a as-is condition.Welcome to 50 West Sarazen Drive. This freshly painted 2 bedroom 2 1/2 bath townhome in the sought after Villas of Augusta in the Legends. Enter into the large foyer with new vinyl flooring throughout the first floor and find the access to garage on your right. Then you are in the great room/dining room flex space with custom cabinetry and crown molding.

    Sharon Stewart EXP Realty, LLC

    50 W Sarazen Dr, Middletown, DE 19709
    • /37

      Est $412,015 Not Listed For Sale

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

      111 S Ridge Ave, Middletown, DE 19709

      111 S Ridge Ave, Middletown, DE 19709
  • /49

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,675 Sq Ft

    111 Shannon Blvd, Middletown, DE 19709

    Welcome to 111 Shannon Boulevard, a beautifully appointed 4-bedroom, 3.5-bath home located in the desirable Shannon Cove community just north of Middletown. Nestled on a premium lot in the Appoquinimink School District, this home offers the perfect balance of space, function, and style.The main level features a dedicated office, ideal for remote work or study, along with spacious living and

    Michael Wilson BHHS Fox & Roach-Greenville

    111 Shannon Blvd, Middletown, DE 19709
  • /78

    $785,000 Sold Apr 29, 2025

    • 3,475 Sq Ft
    • $226/SF
    • 19 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1999

    325 Clayton Manor Dr, Middletown, DE 19709

    Welcome to 325 Clayton Manor Drive in the sought-after community of Back Creek and the Appoquinimink School District. This home offers a fantastic in-law suite with a completely remodeled bathroom, a walk-in closet, and a private entrance. The Kitchen is at the heart of the home and offers Quartz countertops, a custom backsplash, new appliances, a large eat-in area, and an exit door to the rear

    Junie Seward RE/MAX Associates - Newark

    325 Clayton Manor Dr, Middletown, DE 19709
    • /25

      Est $377,526 Not Listed For Sale

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

      109 S Ridge Ave, Middletown, DE 19709

      109 S Ridge Ave, Middletown, DE 19709

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