19,891

Middletown, DE Homes

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  • /25

    $599,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,481 Sq Ft

    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

    Agent Photo

    Mark Adcock

    RE/MAX Edge

    (302) 527-6059

    515 Cilantro Ct, Middletown, DE 19709
  • /15

    $2,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    181 Gillespie Ave, Middletown, DE 19709

    3BR/2.5BA town home with 1-car garage in popular Willow Grove Mill, just minutes from Rt1 for easy commuting north or south. In the highly regarded Appoquinimink school district. Formal Living Room with ceiling fan and adjoining Dining area. Large Kitchen with 42 in. maple cabinets, gas range, double stainless steel sink, built in microwave hood vent, and plenty of recessed lights. Breakfast area

    Agent Photo

    Mark Adcock

    RE/MAX Edge

    (302) 271-0089

    181 Gillespie Ave, 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
    • /45

      Est $450,403 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,134 Sq Ft

      815 Mapleton Ave, Middletown, DE 19709

      815 Mapleton Ave, Middletown, DE 19709
  • /39

    $579,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,925 Sq Ft

    560 Swansea Dr, Middletown, DE 19709

    **Motivated..Offering Rate Buy Down** **Two Year Home Warranty included****Discover a captivating home in Deep Creek Preserve, where serenity meets sophistication.** This stunning residence offers a unique blend of luxury and tranquility. Enjoy breathtaking views of a serene pond as your exclusive backdrop. Inside, discover a gourmet kitchen featuring top-of-the-line

    Agent Photo

    Asmaro Gist

    Realty Mark Associates-CC

    (302) 405-6388

    560 Swansea Dr, Middletown, DE 19709
  • /28

    $1,670 - $2,515 per month

    Summerton East

    Studio-2 Beds

    250 Celebration Ct, Middletown, DE 19709

    Summerton East Luxurious Big City Living in the Country! Welcome to Summerton East, where urban elegance blends seamlessly with the tranquility of the countryside. These upscale apartments feature spacious floor plans with high ceilings, full-size kitchens equipped with high-efficiency stainless steel appliances, and stunning granite countertops, offering the perfect balance of comfort and style.

    250 Celebration Ct, 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
    • /4

      Est $169,859 Not Listed For Sale

      44 N New Rd, Middletown, DE 19709

      44 N New Rd, Middletown, DE 19709
  • /15

    $649,900 Open Sun 12PM - 2PM

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

    402 Waltham Dr, Middletown, DE 19709

    **Showings Begin Sunday May 4th at 12:00 pm Open House **Best value in Shannon Cove Numerous Upgrades, Hybrid In-Ground Pool. Premium Lot, Mature Trees.Must See!!

    John Luca BHHS Fox & Roach - Hockessin

    402 Waltham Dr, Middletown, DE 19709
  • /22

    $2,949 per month

    • 3 Beds
    • 2.5 Baths
    • 2,613 Sq Ft
    • Townhouse for Rent

    551 Lewes Landing Rd, Middletown, DE 19709

    **Brand New Townhouse in Appoquinimink School District! **This brand-new townhome offers the perfect blend of luxury, convenience, and recreation. With 3 spacious bedrooms, 2.5 bathrooms, recreation room and a 2-car garage, this home is ideal for families or professionals seeking a comfortable and convenient living space. Conveniently located just 2 minutes to Route 1 or 301 for easy access to

    Dipak Bhatta Coldwell Banker Realty

    551 Lewes Landing Rd, 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
    • /49

      Est $514,322 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,550 Sq Ft

      1328 Darling Dr, Middletown, DE 19709

      1328 Darling Dr, Middletown, DE 19709
  • /45

    $665,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,546 Sq Ft

    105 Betsy Rawls Dr, Middletown, DE 19709

    Beautifully updated and thoughtfully designed, 105 Betsy Rawls Drive in the prestigious community of The Legends, checks every box for style, function, and smart living. Hardwood floors run throughout both levels, complementing light-filled rooms and custom finishes like shiplap, plantation shutters, board and batten, and North Carolina molding. The completely renovated kitchen makes a statement

    Patricia Harling Patterson-Schwartz-Hockessin

    105 Betsy Rawls Dr, Middletown, DE 19709
  • /50

    $1,455 - $2,495 per month

    The Reserve at South Ridge Phase l

    1-3 Beds

    1600 Lake Seymour Dr, Middletown, DE 19709

    NEW CONSTRUCTION! Opened February 2016! NOW LEASING!The Reserve at South Ridge is a brand new distinctive community featuring state-of-the-art amenities. From concept to completion, this extraordinary new residential community has been thoughtfully designed to create the ultimate environment for comfort and carefree living. The Reserve at South Ridge features one, two and three bedroom

    1600 Lake Seymour Dr, 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
    • /77

      Est $457,591 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,550 Sq Ft

      1509 Schwinn St, Middletown, DE 19709

      1509 Schwinn St, Middletown, DE 19709
  • /35

    $449,900 Open Sun 1PM - 5PM

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

    508 Ennis Ct, Middletown, DE 19709

    Charming 4-Bedroom Twin on a Quiet Cul-de-Sac in Hyatts CornerWelcome to 508 Ennis Court — a lovingly maintained, 5-year-young twin home tucked away on one of the largest lots in the friendly Hyatts Corner neighborhood. Located on a peaceful cul-de-sac, this spacious home combines comfort, warmth, and everyday convenience.The first floor features rich cherry hardwood floors and an open layout

    Tom Horne RE/MAX 1st Choice - Middletown

    508 Ennis Ct, Middletown, DE 19709
  • /28

    $2,900 per month

    • 4 Beds
    • 3.5 Baths
    • 2,225 Sq Ft
    • Townhouse for Rent

    1512 Schwinn St, Middletown, DE 19709

    Welcome to 1512 Schwinn Street, located in the emerging Town of Whitehall in Middletown, DE. Constructed in 2019 by Benchmark Builders, this 4 bed, 3.5 bath home has everything to offer. The open main floor plan features hardwood floors throughout, large and bright windows, a formal dining room, and a powder room. The renovated kitchen has stainless steel appliances, gas cooking, granite

    Robert Harrison Harrison Properties, Ltd.

    1512 Schwinn St, 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
    • /69

      Est $503,245 Not Listed For Sale

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

      2327 E Palladio Place, Middletown, DE 19709

      2327 E Palladio Place, Middletown, DE 19709
  • /40

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,725 Sq Ft

    253 Rossnakill Rd, Middletown, DE 19709

    Welcome Home to Hyetts Crossing! This beautifully maintained twin home is move-in ready and offers a perfect blend of comfort and functionality. Upon entry, you’ll be greeted by soaring vaulted ceilings and a striking stone fireplace that creates a warm and inviting atmosphere. The spacious kitchen features an oversized island, abundant cabinetry, and ample workspace—ideal for both everyday

    Joanna Chaffee EXP Realty, LLC

    253 Rossnakill Rd, Middletown, DE 19709
  • /16

    $1,750 - $2,320 per month

    Summerton Place

    1-2 Beds

    103 Patriot Dr, Middletown, DE 19709

    All units have secured access, elevator, HE stainless steel appliances, washer/dryers in all units, granite countertops, tankless water heaters, 9’ ceilings, HE heating & air conditioning systems. The Owner takes care of the water, sewer and trash. The resident takes care of the gas and electric. They ask that the household income be double the monthly rent after taxes. The current special

    103 Patriot Dr, 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
    • /44

      Est $406,993 Not Listed For Sale

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

      1611 W Matisse Dr, Middletown, DE 19709

      1611 W Matisse Dr, Middletown, DE 19709
  • /31

    $475,000 Open Sun 1PM - 3PM

    • 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
  • /17

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Townhouse for Rent

    103 S Ridge Ave, Middletown, DE 19709

    Beautiful townhome for lease in South Ridge. Shows like a model home. Located in the award-winning Appoquinimink School District. Three finished levels. First level includes a family room and an office which could be used as a bedroom. The main floor features an open floor plan with spacious great room opening to the kitchen. The large gourmet kitchen includes stainless appliances, granite

    Melodie Stahley RE/MAX Independence

    103 S Ridge Ave, 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
    • /57

      Est $488,422 Not Listed For Sale

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

      636 Red Maple Rd, Middletown, DE 19709

      636 Red Maple Rd, Middletown, DE 19709
  • /45

    $650,000 Open Sun 1PM - 3PM

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

    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 0.51-acre lot, this two-story residence offers 3400 SF plus an additional 1500 SF on the lower level. 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

    Katina Geralis EXP Realty, LLC

    345 Jessica Dr, Middletown, DE 19709
  • /58

    $2,895 per month

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Townhouse for Rent

    2101 Audubon Trail, Middletown, DE 19709

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Carriage Home, offering approx. 2,550 sq. ft. of stylish and comfortable living space. Built in 2018 and recently painted, this home features an open-concept layout filled with natural light, perfect for both relaxing and entertaining.Enjoy cooking in a modern kitchen with 42" cabinets, crown molding, stainless steel appliances, and

    2101 Audubon Trail, 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
    • /28

      Est $618,762 Not Listed For Sale

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

      2002 Apex Close, Middletown, DE 19709

      2002 Apex Close, Middletown, DE 19709
  • /65

    $769,900

    • 4 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    828 Kingswood Path, Middletown, DE 19709

    Coming Soon...Pictures and description...

    Ann Marie Germano Patterson-Schwartz-Middletown

    828 Kingswood Path, Middletown, DE 19709
  • /24

    $4,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    1756 Michelangelo Dr, Middletown, DE 19709

    Welcome to the Adams Model. Now available to rent. This home features 4 bedrooms, 3.5 bathrooms and finished basement. The formal living and dining room greet you as you enter the home. As you enter into the rear of the home you are greeted by the extended great room with a gas fireplace. The gourmet kitchen is complete with large island, double ovens and cooktop. Not to mention the breakfast

    Angela Clement EXP Realty, LLC

    1756 Michelangelo 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
    • /20

      Est $524,313 Not Listed For Sale

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

      1738 W Matisse Dr, Middletown, DE 19709

      1738 W Matisse Dr, Middletown, DE 19709
  • /30

    $695,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    147 Parker Dr, Middletown, DE 19709

    Built in 2022, this meticulously maintained 4-bedroom, 2.5-bath Colonial is located in the sought-after Crossland at the Canal community and is move-in ready. Designed as the Hudson Model by Ryan Homes, this residence combines modern design with functional living spaces. A welcoming covered front porch leads into the home, where a formal living room (flex space) sits just off the foyer. The

    rashmi Mundalmani Patterson-Schwartz - Greenville

    147 Parker Dr, Middletown, DE 19709
  • /10

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    103 Trupenny Turn, Middletown, DE 19709

    Property Id: 1761722ROOM FOR RENT!! Private Room in a home for rent!!Looking for a comfortable and convenient place to call home? This spacious first-floor bedroom in a friendly co-living environment offers both privacy and community living. Key Features: Spacious First-Floor Bedroom - Conveniently located near the main entrance for easy access. Shared Bathroom - Clean

    103 Trupenny Turn, 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
    • /35

      Est $557,197 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,025 Sq Ft

      249 Saffron Cir, Middletown, DE 19709

      249 Saffron Cir, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, DE

Home Trends

Median Price (12 Mo)
$511,250
Median Single Family Price
$590,500
Median Townhouse Price
$449,900
Median 2 Bedroom Price
$262,500
Average Price Per Sq Ft
$209
Number of Homes for Sale
189
Last 12 months Home Sales
644
Months of Supply
3.50
Median List Price
$549,995
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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