215

Middletown, DE Houses for Sale

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  • 51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    /21

    $447,000

    • 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
  • 237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    /32

    $459,900 Open House 8/17

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    237 Trellis Ln, Middletown, DE 19709

    Welcome to this beautifully maintained single-family home nestled in the vibrant 55+ community of Spring Arbor. Featuring thoughtful updates throughout, this bright and inviting home offers comfort, convenience, and style all in one perfect package. Approach from the welcoming front porch and enter into a sun-drenched foyer with a large window that fills the space with natural light. The spacious

    Sherri Hill Redfin Corporation

    237 Trellis Ln, Middletown, DE 19709
  • 206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    /22

    $499,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,780 Sq Ft

    Eastwood Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Elegant foyer entry welcoming friends and family. Generous ceiling height for maximum natural light and openness. Open, single-story home design boasting dream kitchen with island. Spacious great room with optional fireplace creating relaxing atmosphere. Secluded owner's suite with oversized closet and private bath.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36495347, Middletown, DE 19709
  • 206 Northern Oak St Unit 36451018, Middletown, DE 19709
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
    /19

    $548,900 New Construction

    • 2 Beds
    • 2 Baths
    • 2,080 Sq Ft

    Killarney I Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Cozy porch welcoming guests to your home. Inviting dining room, ideal for hosting dinner parties. Kitchen with large island and corner pantry. Great room with optional HovHub and wet bar. Owner's suite with private bath and oversized walk-in closet. Three-car tandem garage with additional storage. Opt. loft for additional living with bed and full bath.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36451018, Middletown, DE 19709
  • 129 Patterson Ct Unit 36454656, Middletown, DE 19709
    129 Patterson Ct Unit 36454656, Middletown, DE 19709
    129 Patterson Ct Unit 36454656, Middletown, DE 19709
    /12

    $667,900 New Construction

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

    Macon II Plan at Pleasanton, Middletown, DE 19709

    Private home office off foyer, so you can work from home in comfort.Spacious great room with plenty of windows for natural sunlight.Beautiful kitchen with large island and roomy pantry.Expansive covered deck off dining area.Luxurious primary suite with bath and walk-in closet.Versatile second-floor loft for relaxing, hosting guests, or enjoying your hobbies.

    Builder Photo

    K. Hovnanian Homes

    Builder

    129 Patterson Ct Unit 36454656, Middletown, DE 19709
  • 206 Northern Oak St Unit 36472277, Middletown, DE 19709
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
    /19

    $574,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,462 Sq Ft

    Mont Blanc Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Spacious, inviting front entry porch. Kitchen with expansive island and dual pantries. Open great room and dining area ideal for entertaining. Convenient secondary bedrooms for guests. Owner's suite with private bath and walk-in closet. Direct access to laundry room keeping your home tidy. Three-car tandem garage with additional storage.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36472277, Middletown, DE 19709
  • 206 Northern Oak St Unit 36472485, Middletown, DE 19709
    206 Northern Oak St Unit 36472485, Middletown, DE 19709
    206 Northern Oak St Unit 36472485, Middletown, DE 19709
    /13

    $583,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,457 Sq Ft

    Lewes Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Open and airy kitchen with pantry and oversized island. Cozy dining area adjacent to kitchen for enjoying casual meals. Luxurious owner's suite with dual walk-in closets and large bath. Hall walk-in closet for additional storage. Direct access to laundry room from garage. Covered porch to enjoy evenings outdoors.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36472485, Middletown, DE 19709
  • 129 Patterson Ct Unit 36495632, Middletown, DE 19709
    129 Patterson Ct Unit 36495632, Middletown, DE 19709
    129 Patterson Ct Unit 36495632, Middletown, DE 19709
    /15

    $734,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    Stavanger Plan at Pleasanton, Middletown, DE 19709

    Formal dining room off foyer, an ideal layout for dinner parties.Extra Suite with private bath for overnight guests.Spacious great room with plenty of windows.Striking kitchen with large island, Looks interior options, and adjacent dining area.Covered front porch, with option for enormous screened deck.Luxurious primary suite with spa

    Builder Photo

    K. Hovnanian Homes

    Builder

    129 Patterson Ct Unit 36495632, Middletown, DE 19709
  • 400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709
    400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709
    400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709
    /23

    $576,500 Open Thu 8AM - 8PM

    • 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
  • 400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709
    400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709
    400 Rederick Ln Unit 4 SASSAFRAS II, 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
  • 400 Rederick Ln Unit 5 EDEN II, Middletown, DE 19709
    400 Rederick Ln Unit 5 EDEN II, Middletown, DE 19709
    400 Rederick Ln Unit 5 EDEN II, Middletown, DE 19709
    /18

    $608,000 Open Thu 8AM - 8PM

    • 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
  • 126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
    126 Green Forest Dr Unit 2 CLAYTON, 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
  • 126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
    126 Green Forest Dr Unit 3 GRANDVIEW, 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
  • 126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
    126 Green Forest Dr Unit 4 JAMISON, 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
  • 126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709
    126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709
    126 Green Forest Dr Unit 6 COCHRAN, 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
  • 530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
    530 Wheelmen St Unit 5 CHADWICK, 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

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
  • 530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
    /41

    $591,000 New Construction

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

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709

    Savannah -To be built. This floor plan feature 4 bedrooms, 2.5 baths, second floor laundry, 2 car attached or detached rear entry garage, and an open floor plan for entertainment with a huge great room. Welcome to your new hometown! At Whitehall, the hometown is finally getting its comeback. It's the first town to be founded in Delaware in over a century, and it's planned for all homes,

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
  • 126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709
    126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709
    126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709
    /31

    $638,000 New Construction

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

    126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The ARMSTRONG (to be built) is the smaller 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 1 ARMSTRONG, Middletown, DE 19709
  • 530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709
    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709
    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709
    /24

    $591,000 Open Thu 7AM - 8PM

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

    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709

    Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709
  • 129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
    /70

    $884,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,569 Sq Ft

    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all a minimum of 3/4 acre. Tired of massive developments with no sense of community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
  • 129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709
    129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709
    129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709
    /45

    $769,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,116 Sq Ft

    129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all a minimum of 3/4 acre. Tired of massive developments with no sense of a community? This is the place for you;) One of the front doors leads to a 2-story foyer, and the other brings you into the mudroom. The mudroom, located off the garage, is a perfect place to add additional

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709
  • 1169 S Olmsted Pkwy, Middletown, DE 19709
    1169 S Olmsted Pkwy, Middletown, DE 19709
    1169 S Olmsted Pkwy, Middletown, DE 19709
    /62

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 3,575 Sq Ft

    1169 S Olmsted Pkwy, Middletown, DE 19709

    Location-Location-Location! The three most important rules in real estate. Location is a premier setting overlooking park land with easy access to community facilities, playground and pond. Location is south of the canal with easy access to major highways for commuting. Location is for Appoquinimink Schools. But then, of course, is this stunning 4 Bedroom Tenor model home that is in pristine

    Steve Parker L. C. Parker Real Estate

    1169 S Olmsted Pkwy, Middletown, DE 19709
  • 152 Tywyn Dr, Middletown, DE 19709
    152 Tywyn Dr, Middletown, DE 19709
    152 Tywyn Dr, Middletown, DE 19709
    /25

    $675,000

    • 5 Beds
    • 3.5 Baths
    • 4,797 Sq Ft

    152 Tywyn Dr, Middletown, DE 19709

    Check out this beautiful and well-kept 4-bedroom, 3.5-bath home in the popular Preserves at Deep Creek community. This spacious home sits on a great lot at the end of a quiet street. As you walk in, you'll find a welcoming open hallway that leads to the lovely formal living and dining rooms. The kitchen features a large island that overlooks the great room and a bright morning room, making it

    Tijuana Garvin EXP Realty, LLC

    152 Tywyn Dr, Middletown, DE 19709
  • 25 Browning Cir, Middletown, DE 19709
    25 Browning Cir, Middletown, DE 19709
    25 Browning Cir, Middletown, DE 19709
    /56

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 4,175 Sq Ft

    25 Browning Cir, Middletown, DE 19709

    Nestled in the charming Middletown Crossing, this inviting expanded cape, offers a perfect blend of comfort and functionality. With 4 spacious bedrooms and 3.5 bathrooms, this residence boasts a generous 4,175 sq. ft. of finished living space, ideal for both relaxation and entertaining. Step inside to discover an open floor plan that seamlessly connects the kitchen, dining area, and great room,

    Victoria Lawson Long & Foster Real Estate, Inc.

    25 Browning Cir, Middletown, DE 19709
  • 20 W Kilts Ln, Middletown, DE 19709
    20 W Kilts Ln, Middletown, DE 19709
    20 W Kilts Ln, Middletown, DE 19709
    /94

    $669,900

    • 4 Beds
    • 3.5 Baths
    • 3,425 Sq Ft

    20 W Kilts Ln, Middletown, DE 19709

    Showings begin 8/1/2025! Overnight Notice Required for ALL Showing Requests. Sellers Request a Settlement Date of 10/6/25 or later. Are you looking for a large/spacious home w/ a great open floor plan?! Look no further! This lovely home is ready for its new owner! Great curb appeal w/ mature trees & bushes & plenty of freshly mulched flower beds that you can customize every year if you want!

    Team Freebery EXP Realty, LLC

    20 W Kilts Ln, Middletown, DE 19709
  • 540 Swansea Dr, Middletown, DE 19709
    540 Swansea Dr, Middletown, DE 19709
    540 Swansea Dr, Middletown, DE 19709
    /37

    $639,900

    • 5 Beds
    • 3.5 Baths
    • 4,447 Sq Ft

    540 Swansea Dr, Middletown, DE 19709

    Tucked away in the heart of the Preserve at Deep Creek, this beautifully upgraded 4/5-bedroom, 3.5-bath home offers nearly 4,000 sq ft of thoughtfully designed living space that’s both spacious and welcoming.Step inside and feel instantly at home. The open-concept main level features a gourmet kitchen with stainless steel appliances, granite countertops, a large island with seating, and a

    Deborah Cadwallader RE/MAX Horizons

    540 Swansea Dr, Middletown, DE 19709
  • 602 Harrier Ln, Middletown, DE 19709
    602 Harrier Ln, Middletown, DE 19709
    602 Harrier Ln, Middletown, DE 19709
    /87

    $799,000

    • 5 Beds
    • 4.5 Baths
    • 4,400 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
  • 1242 Hook Dr, Middletown, DE 19709
    1242 Hook Dr, Middletown, DE 19709
    1242 Hook Dr, Middletown, DE 19709
    /44

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,581 Sq Ft

    1242 Hook Dr, Middletown, DE 19709

    Welcome to this stunning 4-bedroom, 2.5-bath home featuring an open floor plan ideal for both everyday living and entertaining. The spacious kitchen boasts a large island, abundant cabinetry, and seamlessly flows into the dining area and a cozy family room — perfect for gathering with loved ones. The primary suite offers a luxurious retreat with a generous walk-in closet, garden tub, and

    Sandy Collins Berkshire Hathaway HomeServices Homesale Realty

    1242 Hook Dr, Middletown, DE 19709
  • 50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    /49

    $699,999

    • 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
  • 103 Westside Ln, Middletown, DE 19709
    103 Westside Ln, Middletown, DE 19709
    103 Westside Ln, 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
  • 1239 N Olmsted Pkwy, Middletown, DE 19709
    1239 N Olmsted Pkwy, Middletown, DE 19709
    1239 N Olmsted Pkwy, Middletown, DE 19709
    /36

    $615,000

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

    1239 N Olmsted Pkwy, Middletown, DE 19709

    FIRST FLOOR & SECOND FLOOR OWNER'S SUITES! Welcome to your dream home in the sought-after Village of Bayberry North, where luxury, comfort, and community come together. This beautifully designed home with relaxing front porch and grand welcoming foyer offers a rare opportunity for one-level living with the added bonus of a spacious second story. The main floor features a desirable layout with a

    Kathy Melcher Coldwell Banker Rowley Realtors

    1239 N Olmsted Pkwy, Middletown, DE 19709
  • 104 Dungarvan Dr, Middletown, DE 19709
    104 Dungarvan Dr, Middletown, DE 19709
    104 Dungarvan Dr, Middletown, DE 19709
    /45

    $599,000

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

    104 Dungarvan Dr, Middletown, DE 19709

    Welcome to 104 Dungarvan Dr, a true gem of a home with charm and beauty, located in one of the most exclusive and sought-after communities in Middletown, DE. The curb appeal, accented by mature trees and a stunning brick exterior with classic shutters flanking the windows, makes for a glowing first impression. The one-acre lot offers privacy and sprawling usable space while still maintaining a

    Megan Aitken Keller Williams Realty

    104 Dungarvan Dr, Middletown, DE 19709
  • 94 Willow Grove Mill Dr, Middletown, DE 19709
    94 Willow Grove Mill Dr, Middletown, DE 19709
    94 Willow Grove Mill Dr, Middletown, DE 19709
    /68

    $635,000 Open Sat 11AM - 1PM

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

    94 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to the home you’ve been waiting for! This beautifully maintained 4-bedroom, 2.5-bath home is ideally situated on a premium lot—backing to mature trees and nestled beside open space with a tranquil pond. Located in a desirable, established neighborhood, within the sought-after Appoquinimink School District, this home stands out the moment you arrive.The turned garage provides extra

    Rick Anibal RE/MAX 1st Choice - Middletown

    94 Willow Grove Mill Dr, Middletown, DE 19709
  • 303 Jasper Way, Middletown, DE 19709
    303 Jasper Way, Middletown, DE 19709
    303 Jasper Way, Middletown, DE 19709
    /47

    $644,900 Open Sun 2PM - 4PM

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

    303 Jasper Way, Middletown, DE 19709

    Welcome to this stunning, nearly-new home in the highly desirable Appoquinimink School District in Middletown, DE! You are in luck because the sellers need to move to meet their growing family needs! Just one year old, this 4-bedroom, 4-bath residence offers the perfect balance of modern design and everyday practicality. The spacious main level seamlessly connects the living room, dining area,

    Kavan Patel EXP Realty, LLC

    303 Jasper Way, Middletown, DE 19709
  • 240 Armata Dr, Middletown, DE 19709
    240 Armata Dr, Middletown, DE 19709
    240 Armata Dr, Middletown, DE 19709
    /48

    $599,000

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

    240 Armata Dr, Middletown, DE 19709

    Enjoy nearly 3,600 sq ft of living space—an outstanding value at $599K in the 5-bedroom market—nestled near the end of a quiet cul-de-sac in the sought-after Appoquinimink School District, with key comparables ranging from $579K to $605K. A thoughtfully designed, 5 bed, 4.5 bath, 3,600 sq. ft modern home located near the end of a quiet cul-de-sac, where peace, privacy, and convenience

    Veta McCarther VRA Realty

    240 Armata Dr, Middletown, DE 19709
  • 830 Bethel Church Rd, Middletown, DE 19709
    830 Bethel Church Rd, Middletown, DE 19709
    830 Bethel Church Rd, Middletown, DE 19709
    /35

    $649,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,025 Sq Ft

    830 Bethel Church Rd, Middletown, DE 19709

    Better than new construction and the perfect location within the sought after Appoquinimink School System featuring the nearby Crystal Run Elementary School, AG Water Middle School & Middletown High School. Looking for space to spread out? Enjoy over 1/2 acre of fenced level yard. This Augustine model has 5 bedrooms and 3.5 baths with a unique floor plan that includes a 1st floor Owners Suite

    Gary Scheivert BHHS Fox & Roach-Media

    830 Bethel Church Rd, Middletown, DE 19709
  • 124 Willow Grove Mill Dr, Middletown, DE 19709
    124 Willow Grove Mill Dr, Middletown, DE 19709
    124 Willow Grove Mill Dr, Middletown, DE 19709
    /36

    $619,900

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

    124 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to this charming Colonial-style home located in the desirable Longmeadow in the Town of Middletown. The beautiful washed brick facade and covered front door welcomes you in. This spacious property boasts 4 bedrooms, 2.5 bathrooms, and is spread across 2 levels/stories, offering ample space for comfortable living. As you enter, you are greeted by a two story foyer with the formal living

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    124 Willow Grove Mill Dr, Middletown, DE 19709
  • 216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, Middletown, DE 19709
    /41

    $654,900

    • 3 Beds
    • 2 Baths
    • 2,925 Sq Ft

    216 Baldy Ln, Middletown, DE 19709

    Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

    Jack Sanderson Patterson-Schwartz-Hockessin

    216 Baldy Ln, Middletown, DE 19709
  • 875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    /54

    $634,000

    • 6 Beds
    • 5 Baths
    • 2,900 Sq Ft

    875 Port Penn Rd, Middletown, DE 19709

    Step into the past and own a piece of Delaware's history with the Dilworth House, one of the earliest homes built in the state by Olla Jansen, a Swedish colonist from the 1600-1700 Native American Period. Situated on 12.25 acres of pristine land that backs up to the Augustine Wildlife Preserve, this property is a rare find, offering both a home and a rich connection to the past. The Dilworth

    Kelly Clark Crown Homes Real Estate

    875 Port Penn Rd, Middletown, DE 19709
  • 761 Honey Locust Rd, Middletown, DE 19709
    761 Honey Locust Rd, Middletown, DE 19709
    761 Honey Locust Rd, Middletown, DE 19709
    /46

    $649,900

    • 3 Beds
    • 3 Baths
    • 2,775 Sq Ft

    761 Honey Locust Rd, Middletown, DE 19709

    READY IMMEDIATELY! BACKS TO WOODS , WALK-OUT BASEMENT! PREMIER LOT! Middletown's premier 55-plus community ready for immediate move-in! This meticulously crafted home with a flexible floor plan offers 1,780 sq. ft. on the first floor, and an add'l 995 sq. ft. in the basement. Enter the inviting open-concept floor plan, where luxury engineered wood flooring flows seamlessly through the living

    Amy Kellenberger Active Adults Realty

    761 Honey Locust Rd, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 6

Delaware New Castle County Middletown

Houses for Sale in Middletown, DE

Why Live in Middletown

Middletown, DE, is a laid-back city with a strong community vibe, located near Delaware’s border with Maryland. Home to over 24,000 residents, Middletown features a predominantly residential landscape with many neighborhoods and subdivisions branching out from a commercial center. The city has grown significantly, with most properties built after 2000, offering Cape Cod, colonial, and ranch-style homes. Middletown is well-connected via Route 1, providing easy access to major areas in Delaware and beyond, including Dover 25 miles south and Philadelphia 60 miles northeast. The Appoquinimink School District, highly rated and considered the best in the state, serves local students. Middletown boasts several parks, such as Charles E. Price Memorial Park and Silver Lake Park, which offer playgrounds, ballfields, and walking trails. The Appoquinimink River is a notable natural feature, and Frog Hollow Golf Club & Restaurant caters to golf enthusiasts. The city’s retail and dining hubs are concentrated along Middletown Warwick Road and Main Street, featuring bakeries, breweries, food markets, and major retailers. Annual events like the Middletown Olde-Tyme Peach Festival highlight the community spirit. Middletown has a lower crime risk compared to the national average, contributing to its appeal for families and retirees alike.

Learn more about living in Middletown

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 66 days on the market compared to the national average of 70 days. The median sale price for homes in Middletown, DE over the last 12 months is $510,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$649,900
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$218
Number of Homes for Sale
31
Last 12 months Home Sales
388
Months of Supply
1.00
Median List Price
$519,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 215 houses for sale, offering an array of options for potential buyers. With houses priced between $194,000 to $5,100,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Middletown is $519,900, while the average sale price is $550,941, offering insights into the local housing market. On average, houses spend 66 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Middletown, DE and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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