19,918

Middletown, DE Homes

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  • /21

    $447,000 Open Sat 12PM - 2PM

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

    51 Springmill Dr, Middletown, DE 19709

    Welcome to Springmill – where lifestyle meets value! This affordable and beautifully maintained home in Middletown’s premier 55+ community offers everything you need to start your next chapter. With a main-level primary suite, sun-filled family room, and a stylish kitchen featuring granite countertops, this home is designed for comfort and low-maintenance living. Enjoy your morning coffee in the

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • /30

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    952 Churchtown Rd, Middletown, DE 19709

    3BR/2.5BA rancher with 2-car garage and large outbuilding surrounded by farmland. Updated kitchen with granite c-tops, tile backsplash, wine fridge, stand alone icemaker and XL Thermador fridge. XL center island with overhang. Pantry. Plenty of recessed lights. Breakfast Area. Butler's Pantry. Formal Living Room and Dining Room. Family Room with stone fireplace and cathedral ceiling. These

    Agent Photo

    Mark Adcock

    RE/MAX Edge

    (302) 306-5884

    952 Churchtown Rd, Middletown, DE 19709
  • /89

    $700,000 Sold Jun 18, 2025

    • 4,925 Sq Ft
    • $142/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    757 Wood Duck Ct, Middletown, DE 19709

    Welcome to 757 Wood Duck Court – A Private Estate on a Quiet Cul-de-Sac in the Heart of Middletown! Discover nearly 5,000 finished square feet of beautifully updated living space in this brick-front estate-style home, tucked away at the end of a cul-de-sac and backing to a serene tree line for ultimate privacy. With 4 spacious bedrooms, 3.5 bathrooms, and a layout designed for both grand

    Megan Aitken Keller Williams Realty

    757 Wood Duck Ct, Middletown, DE 19709
    • /45

      Est $469,155 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
  • /48

    $491,500 Open Sun 1PM - 3PM

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

    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
  • /35

    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,275 Sq Ft
    • Townhouse for Rent

    468 Rederick Ln, Middletown, DE 19709

    This brand-new home built 2025 has a 3-bedroom, 2.5-bath, offers 2,275 sqft of comfortable living space. Features include an open floorplan with a bright family room off the kitchen, dining area, and a cozy breakfast nook. The kitchen is equipped with new appliances, recessed lighting, pantry, and an eat-in area for added convenience. there are 3 great sized bedrooms on the 3rd level with

    Agent Photo

    Jemimah Chuks

    EXP Realty, LLC

    (302) 564-1296

    468 Rederick Ln, Middletown, DE 19709
  • /35

    $460,000 Sold Jun 18, 2025

    • 2,375 Sq Ft
    • $194/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2019

    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
    • /4

      Est $229,275 Not Listed For Sale

      44 N New Rd, Middletown, DE 19709

      44 N New Rd, Middletown, DE 19709
  • /23

    $576,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,357 Sq Ft

    400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709

    TO BE BUILT - The Oxford - Whether you're looking for a detached homes home large enough toraise a growing family, an intelligently designed attached carriage home, or a modern townhome with tons of living space, it's all here at the Reserve at Ponds of Odessa. Our homes feature 2-4 bedrooms with optional first floor owner's bedroom, 2 car garage, 2/2.5 baths, 42" cabinets, wall to wall

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 2 OXFORD, 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
  • /25

    $510,000 Sold Jun 18, 2025

    • 2,150 Sq Ft
    • $237/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    314 W Windmill Way, Middletown, DE 19709

    Welcome to this charming and updated ranch home, perfectly situated on a full acre of private land - with no homeowner’s association to restrict your lifestyle! Enjoy the ease and convenience of first-floor living paired with peaceful country charm.Step inside to discover luxury vinyl tile flooring throughout, complemented by updated light fixtures that brighten every corner. The kitchen features

    Christopher Black BHHS Fox & Roach - Hockessin

    314 W Windmill Way, Middletown, DE 19709
    • /49

      Est $522,955 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
  • /35

    $576,000 New Construction

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

    400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709

    TO BE BUILT - The Sassafras II- This beautiful ranch home features 3 bedrooms, 2 full baths, 2 car garage. Standard features include a full unfinished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district! *Photos shown are of similar home, not

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709
  • /36

    $2,400 per month

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft
    • House for Rent

    15 S New Rd, Middletown, DE 19709

    Rare opportunity to lease a waterfront retreat with a stunning view! Welcome to 15 S New Rd at Bay View Beach! This updated, peaceful, and private 3 bedroom, 3 bath bungalow is just 5 minutes from conveniences and access to Routes 896, 13 and 1. Appo Schools. The open and inviting interior space along with a huge deck next to the water provide plenty of space for living, relaxing, gathering, and

    Cristi Day RE/MAX Associates-Hockessin

    15 S New Rd, Middletown, DE 19709
  • /59

    $745,000 Sold Jun 17, 2025

    • 5,400 Sq Ft
    • $138/SF
    • 154 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2007

    152 Tuscany Dr, Middletown, DE 19709

    Any home can catch your eye, but it takes a special home to catch your heart. This is not your ordinary neighborhood OR home. This is beauty amidst a lifestyle that is ONLY known as Parkside. Prepare to fall in love as you step inside this 6BR/4.5BA Victorian-clad Colonial that is oozing with distinctiveness & curb appeal. Starting with the 2-story foyer, it welcomes you to enter either the

    Kelly Clark Crown Homes Real Estate

    152 Tuscany Dr, Middletown, DE 19709
    • /77

      Est $464,530 Not Listed For Sale

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

      1509 Schwinn St, Middletown, DE 19709

      1509 Schwinn St, Middletown, DE 19709
  • /18

    $608,000 New Construction

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

    400 Rederick Ln Unit 5 EDEN II, Middletown, DE 19709

    TO BE BUILT-The Eden II is our largest four-bedroom model with a lot of versatility. It can easilyaccommodate a fifth bedroom if needed. The owner's suite has a separate sitting area, and two walk-in closets. All bedrooms are generously sized. The eat-in kitchen is well laid out with an open flow to the rest of the living space. This floor plan is outstanding. Standard features include stone

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 5 EDEN II, Middletown, DE 19709
  • /50

    $1,670 - $2,600 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
  • /40

    $450,000 Sold Jun 16, 2025

    • 2,725 Sq Ft
    • $165/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    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
    • /69

      Est $513,398 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
  • /27

    $638,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The CLAYTON (to be built) is our starter 4 bedroom 2.5 bath home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of standard features such as a stone water table, hardwood standard in the foyer, kitchen and breakfast

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
  • /21

    $3,200 per month

    • 4 Beds
    • 3.5 Baths
    • 2,925 Sq Ft
    • House for Rent

    1331 Darling Dr, Middletown, DE 19709

    Welcome to Middletown and the highly desirable community of High Hook Farms! This 4 bedroom, 3.5 bath home offers an established neighborhood, popular Appoquinimink School District, easy access to all major highways, tax-free shopping, dining, and everyday conveniences just minutes away. This home is approximately 2,925 square feet of living space including a finished basement and an attached two

    Stacy Cassidy White Robbins Property Management

    1331 Darling Dr, Middletown, DE 19709
  • /54

    $610,000 Sold Jun 13, 2025

    • 2,650 Sq Ft
    • $230/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    116 Betsy Rawls Dr, Middletown, DE 19709

    This exceptional home just became an even better value with a significant price reduction! Act quickly and unlock instant equity in your new home – opportunities like this don’t last long! Welcome to this stunning 4-bedroom, 2.5-bath home located in the highly desirable golf-course community - The Legends! This well-maintained property situated right on the golf course, features a spacious layout

    Melissa Scott Real Broker LLC

    116 Betsy Rawls Dr, Middletown, DE 19709
    • /44

      Est $427,485 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
  • /32

    $694,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,822 Sq Ft

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The GRANDVIEW (to be built) is the larger of our 2 ranch floor plans. It has an optional 2nd floor loft/bedroom area, but is spacious without it. The large kitchen & vaulted ceiling in the great room are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 3 GRANDVIEW, 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
  • /33

    $650,000 Sold Jun 13, 2025

    • 3,100 Sq Ft
    • $210/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2023

    207 Serenity Ln, Middletown, DE 19709

    Why wait for new construction!!! Nestled in the heart of Middletown, 207 Serenity Lane offers the perfect blend of convenience and community. Located in one of Delaware’s most sought-after areas, this home provides easy access to top-rated schools, charming local shops, and an array of dining options. Enjoy the best of small-town living while being just minutes from major routes, making commutes

    Eric Buck Long & Foster Real Estate, Inc.

    207 Serenity Ln, Middletown, DE 19709
    • /57

      Est $503,497 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
  • /34

    $685,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The JAMISON (to be built) is available to see in person until mid May, so contact the sales manager to book a walk through. The large kitchen, great room, and Extra Large Primary Suite are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
  • /34

    $2,300 per month

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

    403 Wilmore Dr, Middletown, DE 19709

    Spacious and clean contemporary 3 bedroom 2.5 bathroom townhome with a 1 car garage. This home features a living room/dining room combination, a fully equipped kitchen with a breakfast room. The breakfast room has a slider door that offers easy access to the privately tree lined rear yard. All 3 bedrooms are on the 2nd floor level. The main bedroom has it's very own private bathroom. The laundry

    Karen Waters RE/MAX Horizons

    403 Wilmore Dr, Middletown, DE 19709
  • /47

    $435,000 Sold Jun 13, 2025

    • 2,475 Sq Ft
    • $176/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    448 W Harvest Ln, Middletown, DE 19709

    Back on the market due to no fault of seller. Welcome to this stunning contemporary-style home located in the desirable Middletown Village community in Middletown, DE area. This beautiful property boasts 3 bedrooms and 2.1 bathrooms, perfect for those looking for their dream home. Upon entering, you will be greeted by the spacious living area that flows seamlessly into the kitchen, creating the

    Yuliana Goldin-Dunn Patterson-Schwartz-Middletown

    448 W Harvest Ln, Middletown, DE 19709
    • /28

      Est $620,634 Not Listed For Sale

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

      2002 Apex Close, Middletown, DE 19709

      2002 Apex Close, Middletown, DE 19709
  • /35

    $740,000 New Construction

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

    126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The COCHRAN (to be built) is the largest of out floor plans. The large kitchen, 2 story great room, & 2 stair cases are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709
  • /35

    $1,475 - $2,125 per month

    Middletown Apartments

    1-3 Beds

    410 N Ramunno Dr, Middletown, DE 19709

    You will thoroughly enjoy everything about your apartment at Middletown Apartments. Conveniently located to 301, route 1 and the beaches! Located minutes from the new Target!Great school district and so much more. Walk-ins are welcome to come see our model apartments. Come take a look today before it's to late!

    410 N Ramunno Dr, Middletown, DE 19709
  • /54

    $670,000 Sold Jun 11, 2025

    • 3,000 Sq Ft
    • $223/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2016

    900 Bray Rd, Middletown, DE 19709

    Open House Cancelled - Property is Under Contract. Welcome to this stunning 4-bedroom, 2.5-bath home on a premium corner lot in the sought-after community of Shannon Cove located within the award-winning Appoquinimink School District. Built in 2016, this home blends modern design with effortless comfort and function. The main level boasts an open-concept layout with stylish gray luxury vinyl

    Thomas Desper Compass

    900 Bray Rd, Middletown, DE 19709
    • /20

      Est $535,764 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
  • /41

    $570,500 Open Sat 11:30AM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709

    Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometownis finally getting its come back. 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 places. Whitehall has it all! Chadwick floor plan feature 4bedrooms, 2.5 baths, 2nd floor laundry, 2 car attached

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
  • /19

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Townhouse for Rent

    1106 Wickersham Way, Middletown, DE 19709

    *There's an active and functioning audio and video surveillance system, both inside and outside the property* Built in 2020, this stunning 3-bedroom, 2.5-bath end-unit townhome offers the style and space of newer construction (without the wait!). Thoughtfully designed with the builder’s optional extension, the home features expanded living space on every level. The main floor boasts an

    Manoj Philip Keller Williams Realty Wilmington

    1106 Wickersham Way, Middletown, DE 19709
  • /25

    $485,000 Sold Jun 11, 2025

    • 1,850 Sq Ft
    • $262/SF
    • 25 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1989

    143 Wellington Way, Middletown, DE 19709

    Move right into this stunning fully renovated 4-bedroom, 3-full bath bi-level on a spacious 1-acre lot in Grande View Farms—no HOA! This beautifully updated home features a brand-new open kitchen, modern LVP flooring, fresh interior paint, and three stylishly remodeled baths. Enjoy outdoor living with a new deck, fenced yard, and refreshed landscaping. Additional upgrades include new front and

    Kevin Burkhardt RE/MAX 1st Choice - Middletown

    143 Wellington Way, Middletown, DE 19709
    • /35

      Est $566,938 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

Housing Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$585,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$262,500
Average Price Per Sq Ft
$209
Number of Homes for Sale
213
Last 12 months Home Sales
639
Months of Supply
4.00
Median List Price
$535,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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