186

Middletown, DE 2-Story Homes for Sale

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  • /40

    $325,000

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

    65 W Sarazen Dr, Middletown, DE 19709

    This well maintained townhome in the sought after Appoquinimink school district has many upgraded features. The kitchen has 42" cabinets , granite counters and a tile backsplash. The dining area has a built in bar with wine cooler. The living room hosts and electric fireplace, built in cabinets and tray ceilings. The entire lower level has lvp flooring. Enjoy coffee or drinks on the rear patio

    Dan Sawyer EXP Realty, LLC

    65 W Sarazen Dr, Middletown, DE 19709
  • /30

    $409,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    39 N Cummings Dr, Middletown, DE 19709

    Move right into this nicely updated 3 bed, 2.5 bath home in Middletown Crossing! This floor-plan offers 2300 sq. ft. of living space and is further complimented with a large first floor master suite and en-suite with double vanity, walk-in shower and walk-in closet. A front bay window allows for an abundance of natural light to flow through the renovated kitchen and breakfast room. The spacious

    Corey Harris Crown Homes Real Estate

    39 N Cummings Dr, Middletown, DE 19709
  • /46

    $399,900

    • 5 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    102 Crystal Run Dr, Middletown, DE 19709

    Spacious 5-bedroom, 3.5 bath home situated on a 1-acre lot, offering plenty of room to create your dream property. This home has good bones but requires a full renovation from top to bottom, including the in-ground pool located in the rear yard. Conveniently located near Rt. 301 and major roads for easy access to shopping, dining, and commuting. Being sold AS-IS, this property is a great

    Carol Quattrociocchi EXP Realty, LLC

    102 Crystal Run Dr, Middletown, DE 19709
  • /65

    $879,000

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

    5702 W Central Park Dr, Middletown, DE 19709

    The Views, The Sunrise and the lifestyle. Welcome to the Village of Bayberry, this stunning Grant model is absolutely BEAUTIFUL.....and functional. Lets start with the community, the lake house, the pond in front of the home with walking trails around it, the soccer fields, the private ally that this home is situated on and so much more. As you drive around this home you can park up to 10 cars

    Ann Marie Germano Patterson-Schwartz-Middletown

    5702 W Central Park Dr, Middletown, DE 19709
  • /48

    $600,000 Open House 9/27

    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft

    505 Cherry Bark Rd, Middletown, DE 19709

    Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 3 bedrooms and 2 full baths on the main level—with one

    Amber Durand Patterson-Schwartz Real Estate

    505 Cherry Bark Rd, Middletown, DE 19709
  • /43

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 2,725 Sq Ft

    16 E Shakespeare Dr, Middletown, DE 19709

    Your Next Home! This gorgeous 5 bedroom, 3 1/2-bath home conveniently located in highly desirable Middletown Crossing is a must see. This very well kept home shows home owner pride through and through. A practical floor plan, hardwood floor entry, formal living room/office, dining room, eat-in kitchen, 42" cabinets, granite counter space, center island, recessed lighting, large breakfast room,

    Gary Stewart Century 21 Emerald

    16 E Shakespeare Dr, Middletown, DE 19709
  • /21

    $480,000 Open Sun 11AM - 1PM

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

    56 Springmill Dr, Middletown, DE 19709

    Looking for a low maintenance lifestyle in a thriving community? Well, you have found it! Welcome home to this rarely available Dunbar model home in the sought-after 55+ Community of Springmill! This home boasts a LOFT and a BASEMENT, offering rare features within the neighborhood. Add to it the fact that you are situated on a premium lot backing to woods, providing for a peaceful, private,

    Marguerite Argelander Patterson-Schwartz-Hockessin

    56 Springmill Dr, Middletown, DE 19709
  • /86

    $979,000

    • 6 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    703 Back Creek Ln, Middletown, DE 19709

    Welcome to Dickerson Farms where this spectacular home sits on 1.27 acres .... a cul da sac....a lot that is completely private with trees over 25ft tall.... a backyard Oasis... a spectacular bar ... an outside kitchen... a hot tub....a large inground pool ....a screened in patio with 4 hard mounted heaters and a stone fireplace that is a WOW factor...tons of backyard adventure playsets...a 3

    Ann Marie Germano Patterson-Schwartz-Middletown

    703 Back Creek Ln, Middletown, DE 19709
  • /73

    $1,299,000

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    1215 Bunker Hill Rd, Middletown, DE 19709

    Welcome home! Less than 6 years young, this home is practically brand new, and has been meticulously maintained. A true blend of craftsman style and casual coastal charm, it offers endless possibilities with its thoughtful layout and multiple living spaces. Outside enjoy crisp fall evenings on the paved patio with fire-pit. Or take advantage of the 3 bay detached garage, perfect for extra

    Jeanette Cantoran Crown Homes Real Estate

    1215 Bunker Hill Rd, Middletown, DE 19709
  • /63

    $785,999

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

    754 Idlewyld Dr, Middletown, DE 19709

    Welcome to 754 Idlewyld Drive, in the sought-after community of Parkside. BETTER THAN NEW CONSTRUCTION...This home is 3600 square feet of finished perfection... and another 1200 sq ft of unfinished area that has 9ft ceiling, a rough in and egress window ...waiting to be finished if need be. This lovely home is situated on of the largest corner lot with a side entrance garage and a great size

    Ann Marie Germano Patterson-Schwartz-Middletown

    754 Idlewyld Dr, Middletown, DE 19709
  • /73

    $739,999 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 4,414 Sq Ft

    139 Green Forest Dr, Middletown, DE 19709

    Welcome to 139 Green Forest Dr, A Stunning 5-Bedroom Home in Rothwell Estates! Located in the highly desirable Appoquinimink School District, this spacious and beautifully maintained home offers the perfect blend of comfort, functionality, and upgrades. Step through the front door into a bright, open foyer flanked by a formal dining room on one side and a versatile living room/den on the

    Kimberly Fountain Patterson-Schwartz-Middletown

    139 Green Forest Dr, Middletown, DE 19709
  • /79

    $899,000

    • 4 Beds
    • 5 Baths
    • 4,700 Sq Ft

    851 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this charming Schell Brothers Kingfisher model home located in the desirable community of Parkside located in Middletown, DE. This spacious home boasts 4 bedrooms and 3.2 bathrooms spread over 2 levels/stories. This lovely home has a first floor primary suite with stunning windows overlooking the fenced in yard. Step inside to find a beautifully designed interior featuring stunning

    Ann Marie Germano Patterson-Schwartz-Middletown

    851 Sweet Birch Dr, Middletown, DE 19709
  • /63

    $1,100,000 Open Sun 2PM - 5:30PM

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

    757 Idlewyld Dr, Middletown, DE 19709

    Welcome to a residence where luxury meets comfort in perfect harmony. THIS USED TO BE THE MODEL. Builder's Model? This means EVERY BIT OF SIZZLE that the builder might do to entice buyers was done here. Did you see the pictures? You will not see a finer in this area. The neighbors visited and that is exactly what they told me while we were at the open house. Originally a model home,

    Mike McGavisk Empower Real Estate, LLC

    757 Idlewyld Dr, Middletown, DE 19709
  • /62

    $1,079,997

    • 5 Beds
    • 4 Baths
    • 5,658 Sq Ft

    135 Ayshire Dr, Middletown, DE 19709

    Introducing an unparalleled opportunity to own a magnificent, like-new estate in one of Middletown's most prestigious neighborhoods. This extraordinary home, nestled on over 3⁄4 of an acre, offers both grandeur and privacy. With over 6,000 sq ft of living space, this 3-year-old residence is a testament to luxury and sophistication.Upon entering, you're greeted by an open-concept design

    Jason Morris EXP Realty, LLC

    135 Ayshire Dr, Middletown, DE 19709
  • /42

    $420,000

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

    467 Hyetts Corner Rd, Middletown, DE 19709

    Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre. It has 2 bedrooms and 2 full baths and 1 powder room. There is also an extra room in the back that could be a third bedroom . The exposed beams and brickwork are amazing. The kitchen has been updated with a quartz countertop, tile backsplash and a new stainless appliance package. You have to see this in

    Steven King Empower Real Estate, LLC

    467 Hyetts Corner Rd, Middletown, DE 19709
  • /90

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 5,050 Sq Ft

    830 Sweet Birch Dr, Middletown, DE 19709

    Welcome Home to 830 Sweet Birch Drive, located in the desirable PARKSIDE community in Middletown DE. This stunning home is a KINGFISHER Schell Brothers model has upgrades galore. This home is located on a wooded lot with one of the largest yard that is fully fenced in. A true walkout with a full apartment to welcome the extended family to live with you. Lets go back to the front of this home

    Ann Marie Germano Patterson-Schwartz-Middletown

    830 Sweet Birch Dr, Middletown, DE 19709
  • /60

    $949,900

    • 5 Beds
    • 4.5 Baths
    • 5,225 Sq Ft

    810 Ashby Dr, Middletown, DE 19709

    Welcome to 810 Ashby Drive, an exquisite estate in the prestigious Ashby’s Place community. This expansive 5-bedroom, 5.5-bathroom Aspen II model by K. Hovnanian offers over 5,000 sq ft of living space, thoughtfully designed for comfort, entertaining, and modern family living.From the moment you step inside, you’re greeted by a dramatic two-story foyer, sweeping hardwood staircase, and rich

    Nakisha Powell-Jones EXP Realty, LLC

    810 Ashby Dr, Middletown, DE 19709
  • /87

    $785,999

    • 5 Beds
    • 4.5 Baths
    • 4,035 Sq Ft

    602 Harrier Ln, Middletown, DE 19709

    Why wait for New Construction, when a 1.5 year old home has so many amazing upgrades.......Welcome to this stunning Colonial-style home located in the desirable community of Pleasanton, Middletown, DE! This less then two year young spacious property boasts 5 bedrooms, 4.1 bathrooms, and is sure to impress with its elegant design and modern amenities. Inside, you'll find a well-appointed kitchen

    Ann Marie Germano Patterson-Schwartz-Middletown

    602 Harrier Ln, Middletown, DE 19709
  • /49

    $689,999

    • 5 Beds
    • 4 Baths
    • 4,700 Sq Ft

    50 Haggis Rd, Middletown, DE 19709

    Welcome to this beautiful 5 bedroom home located in the highly desirable Estates of St. Annes. This home has been impeccably maintained by its original owners. As you enter the home you have a formal dining area to your right, and a living room or office space to your right. Continuing down the hall you will enter the open kitchen and living room area with a gorgeous fireplace. There is also a

    Nigel Pokoy Compass

    50 Haggis Rd, Middletown, DE 19709
  • /66

    $693,900

    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    103 Westside Ln, Middletown, DE 19709

    Welcome to 103 Westside Lane in one of Middletown's most exclusive and coveted communities, Westside Hunt. A true estate home with curb appeal to match, this stunning home built by Disabatino Construction in 2003 is a stunner. The two-car side entry garage and oversized drive lead you home to a beautiful stone exterior and covered front porch, accented by chic black shutters and meticulous

    Megan Aitken Keller Williams Realty

    103 Westside Ln, Middletown, DE 19709
  • /27

    $475,900

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    525 Contemplation Way, Middletown, DE 19709

    Welcome to 525 Contemplation Way, nestled in the highly sought-after 55+ community of Whispering Woods in Middletown, Delaware! This beautiful 3 bedroom, 2 full bathroom maintained home offers low-maintenance living with all the benefits of an active, resort-style lifestyle. Whether you're looking to downsize or embrace a vibrant new chapter, this home and community check every box. Located just

    Eric Buck Long & Foster Real Estate, Inc.

    525 Contemplation Way, Middletown, DE 19709
  • /37

    $525,000

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

    133 Pine Valley Dr, Middletown, DE 19709

    Situated on a large corner lot, this home has been lovingly maintained by the original owners. Don't miss this traditional colonial with spacious rooms and many updates. Updates include the freshly painted interior (2025) , hickory engineered hardwood flooring on the first level (2024), new carpet on the second level and stairs (2024), and updated bathrooms (2025). The eat-in kitchen features

    SUSAN HELMSTADTER BHHS Fox & Roach - Hockessin

    133 Pine Valley Dr, Middletown, DE 19709
  • /44

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 3,169 Sq Ft

    1381 Pole Bridge Rd, Middletown, DE 19709

    Here it is, your own piece of ground with a whole lot of extras. 1381 Pole Bridge Road offers nearly 8 acres with a pole building, in-ground heated pool, and 3,619 square foot home in Appo School District. This property offers privacy and serenity rarely found New Castle County. The home features and open concept layout with kitchen, dining, and family room flowing together on the main level. The

    Travis L. Dorman RE/MAX Elite

    1381 Pole Bridge Rd, Middletown, DE 19709
  • /98

    $769,000

    • 5 Beds
    • 5 Baths
    • 5,100 Sq Ft

    253 Wickerberry Dr, Middletown, DE 19709

    Welcome to 253 Wickerberry Drive in the sought after community of PARKSIDE. This home from the moment you pull up has such wonderful curb appeal...The Stone Front, the front porch and the lovely landscaping. Come inside to this beautiful traditional home that has so much to offer, 5 bedrooms, 5 bathrooms large office, great kitchen with a large morning room, a finished basement and one of the

    Ann Marie Germano Patterson-Schwartz-Middletown

    253 Wickerberry Dr, Middletown, DE 19709
  • /48

    $589,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    240 Armata Dr, Middletown, DE 19709

    Choice is yours – seller just reduced price OR will contribute $10,000 towards your closing costs!Spacious, Stylish & Smartly Priced — 5BR Home with Finished Basement in Appoquinimink SchoolsWelcome to nearly 3,600 sq ft of thoughtfully designed living space — a true standout in the 5-bedroom market at just $589,000. Tucked away near the end of a peaceful cul-de-sac in the top-rated

    Veta McCarther VRA Realty

    240 Armata Dr, Middletown, DE 19709
  • /68

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 5,800 Sq Ft

    102 W Crail Ct, Middletown, DE 19709

    Discover refined elegance in this stunning 5-bedroom, 3.5-bath mansion located in one of Middletown’s most sought-after neighborhoods. This expansive home features breathtaking flooring, soaring ceilings, and designer finishes throughout.The grand entry opens to beautifully appointed living and dining spaces, leading to a gourmet kitchen with high-end appliances, custom cabinetry, and a

    Grace Casella Crown Homes Real Estate

    102 W Crail Ct, Middletown, DE 19709
  • /76

    $799,990

    • 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
  • /68

    $750,000

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft

    1032 Applecross Dr, Middletown, DE 19709

    Welcome to 1032 Applecross Drive in the Preserve at Deep Creek. This expansive & well-appointed home is the largest in its community and offers all the high-end features and amenities you could possibly want, and a blank canvas to make your very own! Spanning over 4,500 square feet amongst three levels of living spaces, the highlights include a bright & open floorplan with 9-foot ceilings, a

    Michael McKee Long & Foster Real Estate, Inc.

    1032 Applecross Dr, Middletown, DE 19709
  • /79

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    119 Tuscany Dr, Middletown, DE 19709

    PARKSIDE - Welcome to 119 Tuscany Drive, an elegant and inviting residence located in the heart of Middletown and within the APPOQUINIMINK SCHOOL DISTRICT. This exquisite 5-bedroom, 3.5-bathroom home offers a harmonious blend of sophistication and comfort. Newly built in 2015 by Lifestyle Builders, this home has been lovingly maintained by its original owners. Enter the foyer to find gleaming

    Andrea Harrington Compass

    119 Tuscany Dr, Middletown, DE 19709
  • /74

    $755,000

    • 4 Beds
    • 4 Baths
    • 4,155 Sq Ft

    114 Austrian Pine Ct, Middletown, DE 19709

    Featured at $755,000Now Offering $10,000 in Seller's Assistance with an Acceptable Offer!!!This stunning new home in the highly sought-after Four Seasons at Baymont Farms is now even more appealing! This home offers the perfect blend of luxury, convenience, and value in a premier 55+ community. Don't miss out on this rare opportunity to own a spacious 4-bedroom, 4-bathroom home in a

    Maha Johnson EXP Realty, LLC

    114 Austrian Pine Ct, Middletown, DE 19709
  • /17

    $350,000

    • 4 Beds
    • 1 Bath
    • 2,350 Sq Ft

    705 Bethel Church Rd, Middletown, DE 19709

    Come check out this single-family home, located on 1.1 acres of land. Home is in the #1 school district,(Appoquinimink). Property needs a new septic system, and good bit of work, but could make a great investment. Schedule your tours today!

    Ryan Haas RE/MAX Edge

    705 Bethel Church Rd, Middletown, DE 19709
  • /36

    $464,900

    • 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
  • /2

    $229,000

    • 2 Beds
    • 1 Bath
    • 1,075 Sq Ft

    14 W Lake St, Middletown, DE 19709

    Investment alert!! Here’s an opportunity to add or start your rental income portfolio. 2 bed 1 bath rental with tenant in place and long term rental history. Includes appliances! Right in town of middletown within walking distance to restaurants, entertainment, shopping and more! Get your free in today!

    Albert Leskovar Jr. Myers Realty

    14 W Lake St, Middletown, DE 19709
  • /10

    $729,900 New Construction

    • 5 Beds
    • 4 Baths
    • 2,877 Sq Ft

    875 Merlin Dr, Middletown, DE 19709

    Well-equipped kitchen with designer cabinets & center island. Spacious great room featuring warm fireplace & lots of natural light. Charming dining area with access to covered deck. Peaceful primary suite & bath with impressive walk-in closet. Organized home office for studying or reading. Finished basement featuring rec room & additional bedroom. Attached 2-car garage for vehicles & tools.

    Builder Photo

    K. Hovnanian Homes

    Builder

    875 Merlin Dr, Middletown, DE 19709
  • /10

    $689,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    1518 Lesterfield Way, Middletown, DE 19709

    Polished kitchen featuring grey cabinetry & Arctic White quartz countertops. Spacious great room with stylish ceiling treatment & warm fireplace. Convenient Extra Suite & home office off foyer. Private primary suite & bath featuring walk-in closet. Versatile screened deck, perfect for relaxing with friends. Finished basement creates extra living space. Functional 3-car tandem garage provides

    Builder Photo

    K. Hovnanian Homes

    Builder

    1518 Lesterfield Way, Middletown, DE 19709
  • /22

    $718,130 New Construction

    • 4 Beds
    • 3 Baths
    • 2,722 Sq Ft

    451 Crownleaf Dr, Middletown, DE 19709

    This two-story home features a spacious unfinished basement with endless possibilities. On the first floor is a flex room for versatile needs, followed by an open-concept main living area with a convenient home office tucked to the side. The top floor hosts three secondary bedrooms, one of which enjoys a private full bathroom, along with the lavish owner’s suite complete with a spa-inspired

    Builder Photo

    Lennar

    Builder

    451 Crownleaf Dr, Middletown, DE 19709
  • /22

    $498,509 New Construction

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

    3124 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.

    Builder Photo

    Lennar

    Builder

    3124 Pett Level Dr, Middletown, DE 19709
  • /24

    $729,941 New Construction

    • 4 Beds
    • 2 Baths
    • 3,005 Sq Ft

    449 Crownleaf Dr, Middletown, DE 19709

    This expansive two-story estate home features a grand two-story Great Room ideal for entertaining loved ones. On the first floor is a formal dining room, study, flex room and a shared open layout among the living and dining spaces. All four bedrooms occupy the top floor, including the sprawling owner’s suite with an en-suite bathroom. A two-bay side-entry garage and large basement complete this

    Builder Photo

    Lennar

    Builder

    449 Crownleaf Dr, Middletown, DE 19709
  • /24

    $769,980 New Construction

    • 4 Beds
    • 2 Baths
    • 3,005 Sq Ft

    459 Crownleaf Dr, Middletown, DE 19709

    This expansive two-story estate home features a grand two-story Great Room ideal for entertaining loved ones. On the first floor is a formal dining room, study, flex room and a shared open layout among the living and dining spaces. All four bedrooms occupy the top floor, including the sprawling owner’s suite with an en-suite bathroom. A two-bay side-entry garage and large basement complete this

    Builder Photo

    Lennar

    Builder

    459 Crownleaf Dr, Middletown, DE 19709
  • /21

    $575,500 New Construction

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

    3502 Pipewell Ln, Middletown, DE 19709

    Discover the perfect blend of comfort and sophistication at 3502 Pipewell Lane, a 3 bedroom, 2.5 bath. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for both daily living, and entertaining. Boasting sleek quartz countertops, modern pewter maple cabinetry, stainless steel appliances, and a gas cooktop and wall oven, this kitchen is a chef’s

    Builder Photo

    Lennar

    Builder

    3502 Pipewell Ln, Middletown, DE 19709

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