29

5-Bedroom Houses for Sale in Middletown, DE

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  • Stavanger, Middletown, DE 19709
    Stavanger, Middletown, DE 19709
    Stavanger, Middletown, DE 19709
    /15

    $731,900 New Construction

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

    Stavanger, 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

    K Hovnanian Homes

    Stavanger, Middletown, DE 19709
  • 253 Wickerberry Dr, Middletown, DE 19709
    253 Wickerberry Dr, Middletown, DE 19709
    253 Wickerberry Dr, Middletown, DE 19709
    /98

    $799,000 Open Sun 1PM - 3PM

    • 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
  • 114 Saint Augustine Ct, Middletown, DE 19709
    114 Saint Augustine Ct, Middletown, DE 19709
    114 Saint Augustine Ct, Middletown, DE 19709
    /52

    $749,995

    • 5 Beds
    • 3.5 Baths
    • 3,775 Sq Ft

    114 Saint Augustine Ct, Middletown, DE 19709

    Welcome to 114 Saint Augustine Ct. in the esteemed Back Creek golf community of Middletown, DE- where luxury and elegance meet on the what many locals consider the most coveted block in the neighborhood. This exquisite 5-bedroom, 3.5-bathroom colonial gem, masterfully crafted by Bonvetti builders, is set on a sprawling 0.74-acre lot with stunning views of the 4th tee.Step inside to experience an

    Jason Morris EXP Realty, LLC

    114 Saint Augustine Ct, Middletown, DE 19709
  • 117 Shannon Blvd, Middletown, DE 19709
    117 Shannon Blvd, Middletown, DE 19709
    117 Shannon Blvd, Middletown, DE 19709
    /59

    $769,900

    • 6 Beds
    • 4.5 Baths
    • 5,761 Sq Ft

    117 Shannon Blvd, Middletown, DE 19709

    Come see your next home in the charming community of Middletown! This home (The Monticello Model) combines timeless elegance with modern features. As you step inside, the angled staircase makes a striking first impression, while the formal living and dining rooms offer spacious, luxurious areas for entertaining. The chef-inspired kitchen, equipped with a wall oven and gas cooktop, is expanded by

    Christian Swalm Real Broker LLC

    117 Shannon Blvd, Middletown, DE 19709
  • 1032 Applecross Dr, Middletown, DE 19709
    1032 Applecross Dr, Middletown, DE 19709
    1032 Applecross Dr, 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
  • 413 Crownleaf Dr, Middletown, DE 19709
    413 Crownleaf Dr, Middletown, DE 19709
    413 Crownleaf Dr, Middletown, DE 19709
    /24

    $747,800 Open Fri 10AM - 6PM

    • 5 Beds
    • 4 Baths
    • 4,479 Sq Ft

    413 Crownleaf Dr, Middletown, DE 19709

    *Fall move-in!* Say hello to 413 Crownleaf Dr, Copperleaf’s dual owner's suite home! The Emerson II is thoughtfully designed to fit everything you love. Enter, and be greeted by a grand entry way with your formal dining room and office located in the front of your home. Moving inward, a spacious open layout seamlessly connects the family room with cozy fireplace, gourmet kitchen (complete w/

    David Vasso Atlantic Five Realty

    413 Crownleaf Dr, Middletown, DE 19709
  • Varna ESP, Middletown, DE 19709
    Varna ESP, Middletown, DE 19709
    Varna ESP, Middletown, DE 19709
    /14

    $732,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,707 Sq Ft

    Varna ESP, Middletown, DE 19709

    Extra Suite Plus with living room and private bath.Spacious great room with abundant windows to let in natural light.Striking kitchen with large center island and pantry.Luxurious primary suite with walk-in closet.Relaxing primary bath with split vanities.Versatile loft on second floor, for entertaining, relaxing, or enjoying your

    K Hovnanian Homes

    Varna ESP, Middletown, DE 19709
  • Knoxville, Middletown, DE 19709
    Knoxville, Middletown, DE 19709
    Knoxville, Middletown, DE 19709
    /11

    $652,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,797 Sq Ft

    Knoxville, Middletown, DE 19709

    Lovely home office off foyer for working from home.Stylish kitchen with large island overlooking great room.Open great room with tons of windows for sunlight.Extra Suite tucked off great room for overnight guests.Relaxing primary suite with private bath and walk-in closet.Versatile loft on second floor, great for a home theater,

    K Hovnanian Homes

    Knoxville, Middletown, DE 19709
  • 5732 W Central Park Dr, Middletown, DE 19709
    5732 W Central Park Dr, Middletown, DE 19709
    /2

    $790,200 New Construction

    • 5 Beds
    • 4 Baths
    • 3,652 Sq Ft

    5732 W Central Park Dr, Middletown, DE 19709

    Coming Fall 2025 - This 3,652 sq.ft. Grant Victorian offers 5 bedrooms and 4 full baths, which includes a guest suite on the first floor. The designer kitchen boasts quartz countertops and island, stainless steel double wall oven, 5-burner gas cooktop, tiled backsplash and butler's pantry. The living area flows seamlessly into the cozy dining space, creating an inviting atmosphere. Second

    Brittany Stephens Blenheim Marketing LLC

    5732 W Central Park Dr, Middletown, DE 19709
  • 5738 W Central Park Dr, Middletown, DE 19709
    5738 W Central Park Dr, Middletown, DE 19709
    /2

    $793,500 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,545 Sq Ft

    5738 W Central Park Dr, Middletown, DE 19709

    Coming Fall 2025 - Our ever-popular Kennedy Craftsman floorplan is a 3,545 square foot home with 5 bedrooms and 4.5 baths! It features a spacious open floor plan that maximizes natural light, creating a warm and inviting atmosphere. The two-story living area seamlessly connects to the dining and kitchen spaces, perfect for entertaining or family gatherings. The designer kitchen serves as both a

    Brittany Stephens Blenheim Marketing LLC

    5738 W Central Park Dr, Middletown, DE 19709
  • 602 Harrier Ln, Middletown, DE 19709
    602 Harrier Ln, Middletown, DE 19709
    602 Harrier Ln, Middletown, DE 19709
    /35

    $799,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    602 Harrier Ln, Middletown, DE 19709

    Professional Pictures and upgrade list coming soon....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

    Ann Marie Germano Patterson-Schwartz-Middletown

    602 Harrier Ln, Middletown, DE 19709
  • 428 Rosenberger Dr, Middletown, DE 19709
    428 Rosenberger Dr, Middletown, DE 19709
    428 Rosenberger Dr, Middletown, DE 19709
    /41

    $1,075,000

    • 6 Beds
    • 5.5 Baths
    • 6,425 Sq Ft

    428 Rosenberger Dr, Middletown, DE 19709

    Welcome to 428 Rosenberger Drive, a spacious and elegant home in the highly desirable Estates at Cedar Lane, located within the award-winning Appoquinimink School District. This brick-front estate offers six bedrooms, five and a half bathrooms, a three-car garage, and sits on over half an acre with a playground set in the fenced in back yard. With 6,425 square feet of finished living space, this

    Dan Deckelbaum KW Empower

    428 Rosenberger Dr, Middletown, DE 19709
  • 445 Georgiana Dr, Middletown, DE 19709
    445 Georgiana Dr, Middletown, DE 19709
    445 Georgiana Dr, Middletown, DE 19709
    /60

    $579,000

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

    445 Georgiana Dr, Middletown, DE 19709

    Welcome to your next chapter in comfort and convenience! This spacious five-bedroom, three-and-a-half-bath home offers a layout designed for both everyday living and entertaining. The open floor plan connects the kitchen, dining, and living areas, making gatherings easy and enjoyable—whether you’re hosting game night or just making pancakes on a Sunday morning.Downstairs, the finished

    Tiny Reamer RE/MAX 1st Choice - Middletown

    445 Georgiana Dr, Middletown, DE 19709
  • 3 W Kilts Ln, Middletown, DE 19709
    3 W Kilts Ln, Middletown, DE 19709
    3 W Kilts Ln, Middletown, DE 19709
    /57

    $695,000

    • 5 Beds
    • 4 Baths
    • 3,450 Sq Ft

    3 W Kilts Ln, Middletown, DE 19709

    Welcome to 3 West Kilts Lane, at The Estates at St Annes, where elegance meets modern convenience. Step inside to discover exquisite craftsmanship. The heart of this home is its gourmet kitchen, featuring granite countertops, a spacious pantry, stainless steel appliances, a double sink, recessed lighting, and beautiful hardwood floors. Adjacent, the morning room beckons with a vaulted ceiling, a

    Catherine Ortner Compass

    3 W Kilts Ln, Middletown, DE 19709
  • 542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    /140

    $1,125,000

    • 5 Beds
    • 4.5 Baths
    • 5,769 Sq Ft

    542 Wheelmen St, Middletown, DE 19709

    Presenting a stunning Modern Farmhouse located in desirable Town of Whitehall. This Montchanin Builder Model home boasts all the bells and whistles you would expect and then much more. Featuring 5 bedrooms, 4 full and one half baths, nearly 6,000 square feet of living space and sitting on a corner lot surrounded by parks on 3 sides. Starting at the wrap around front porch, as you enter the home

    Victoria Dickinson Patterson-Schwartz - Greenville

    542 Wheelmen St, Middletown, DE 19709
  • 102 W Crail Ct, Middletown, DE 19709
    102 W Crail Ct, Middletown, DE 19709
    102 W Crail Ct, Middletown, DE 19709
    /56

    $950,000

    • 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 marble 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,

    Grace Casella Crown Homes Real Estate

    102 W Crail Ct, Middletown, DE 19709
  • 152 Tywyn Dr, Middletown, DE 19709
    152 Tywyn Dr, Middletown, DE 19709
    152 Tywyn Dr, Middletown, DE 19709
    /28

    $675,000 Open Sat 12PM - 2PM

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

    152 Tywyn Dr, Middletown, DE 19709

    JUST MOVE IN!! That is what this house offers you. It's all done for you. This beautiful home boasts 5 bedrooms, 3.5 baths with 3 levels of spacious living space for you and your family The first floor has a beautiful front entry, formal living room, dining room, spacious kitchen with upgraded cabinets, granite countertops, and large island with eating area, huge family room,

    Barbara Allsopp Patterson-Schwartz-Middletown

    152 Tywyn Dr, 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

    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 come together. From the moment you step inside, you'll feel the comfort of a well-maintained home filled with natural light, calm energy, and timeless style.The interior boasts neutral, soft-toned paint throughout, creating a serene and inviting

    Veta McCarther VRA Realty

    240 Armata Dr, Middletown, DE 19709
  • 213 Casper Way, Middletown, DE 19709
    213 Casper Way, Middletown, DE 19709
    213 Casper Way, Middletown, DE 19709
    /80

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft

    213 Casper Way, Middletown, DE 19709

    Welcome to 213 Casper Way, where your dream home is waiting with open arms. Located on the 4th hole of the golf course at Frog Hollow Golf Club, 213 Casper Way is abundant with upgrades inside and out, a truly move-in ready home with over 4,000 sqft for your family to enjoy. Upon arrival, this stunning corner lot with well maintained lawn and landscaping greets you, and the traditional front

    Megan Aitken Keller Williams Realty

    213 Casper Way, 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

    $685,000

    • 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
  • 542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    /149

    $1,225,000

    • 5 Beds
    • 4.5 Baths
    • 5,769 Sq Ft

    542 Wheelmen St, Middletown, DE 19709

    This modern colonial farmhouse is set in the popular Town of Whitehall in Middletown, DE. Surrounded by PARKS-ON-3-SIDES, this almost 6,000 sq ft home yields timeless architectural details like:grand entrance steps-Hardie Plank siding-working colonial shutters-metal roof over porch-7”wide oak hardwood floors-coffered ceilings French doors-sliding barn doors-board & batten floor to ceiling grand

    Jennifer Gummel Patterson-Schwartz-Rehoboth

    542 Wheelmen St, Middletown, DE 19709
  • 119 Tuscany Dr, Middletown, DE 19709
    119 Tuscany Dr, Middletown, DE 19709
    119 Tuscany 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
  • 635 Gordon House Way, Middletown, DE 19709
    635 Gordon House Way, Middletown, DE 19709
    635 Gordon House Way, Middletown, DE 19709
    /21

    $671,276 Open Sat 11AM - 5PM

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    635 Gordon House Way, Middletown, DE 19709

    New construction without the wait. This gorgeous estate home has everything you could want and more! With five bedrooms and 3.5 baths, it ensures enough space for the whole family - and that includes a modern 1st-floor in-law suite with full bath. Additional features include an upgraded kitchen with large island, gas range & granite counters; a 1st-floor powder room; a 3-piece basement rough-in

    Lindsay Shaffer RE/MAX Elite

    635 Gordon House Way, Middletown, DE 19709
  • 836 Merlin Dr, Middletown, DE 19709
    836 Merlin Dr, Middletown, DE 19709
    836 Merlin Dr, Middletown, DE 19709
    /32

    $679,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 2,737 Sq Ft

    836 Merlin Dr, Middletown, DE 19709

    Experience Elevated Farmhouse Living in the CordobaThis summer, make the Cordoba your forever home—a thoughtfully designed 5-bedroom, 4.5-bath residence that blends open-concept living with the warmth and style of modern Farmhouse design.Ideal for multi-generational living or guests, the Cordoba features a private first-floor extra suite, along with a dedicated home office, giving

    Barbara Heilman Delaware Homes Inc

    836 Merlin Dr, Middletown, DE 19709
  • 1211 Chesapeake View Dr, Middletown, DE 19709
    1211 Chesapeake View Dr, Middletown, DE 19709
    /2

    $660,825 New Construction

    • 5 Beds
    • 3 Baths
    • 3,010 Sq Ft

    1211 Chesapeake View Dr, Middletown, DE 19709

    The Marshallton Huntingdon model is an impressive 3,010-square-foot home that offers both luxury and functionality. This design features five bedrooms and three full baths, making it ideal for larger households or those who love to host guests. A private home office is conveniently located on the main floor, perfect for remote work or study. One of the guest bedrooms is thoughtfully situated

    Gina-lynn Rubin Toll Brothers Real Estate, Inc.

    1211 Chesapeake View Dr, Middletown, DE 19709
  • 635 Corbit Dr, Middletown, DE 19709
    635 Corbit Dr, Middletown, DE 19709
    635 Corbit Dr, Middletown, DE 19709
    /74

    $680,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,833 Sq Ft

    635 Corbit Dr, Middletown, DE 19709

    Construction is now complete. Welcome to 635 Corbit Dr. This brand-new home in the established Cantwell Ridge community is a showcase of modern luxury, thoughtfully designed and loaded with upgrades to suit your every need.Upon entering the grand two-story foyer, you’ll be greeted by elegant living and dining rooms, each enhanced by large bay windows that allow natural light to pour in. A

    Elizabeth Page-Kramer EXP Realty, LLC

    635 Corbit Dr, Middletown, DE 19709
  • 810 Ashby Dr, Middletown, DE 19709
    810 Ashby Dr, Middletown, DE 19709
    810 Ashby Dr, Middletown, DE 19709
    /55

    $949,900 Coming Soon

    • 5 Beds
    • 5.5 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
  • 830 Sweet Birch Dr, Middletown, DE 19709
    830 Sweet Birch Dr, Middletown, DE 19709
    830 Sweet Birch Dr, Middletown, DE 19709
    /27

    $989,000 Coming Soon

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

    830 Sweet Birch Dr, Middletown, DE 19709

    Coming Soon!!!!! walk out full apartment..backs to woods...Main floor primary suite.....Schell Brothers Kingfisher.....5 bedroom, 5 baths....description and pictures coming

    Ann Marie Germano Patterson-Schwartz-Middletown

    830 Sweet Birch Dr, Middletown, DE 19709
  • 50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    /2

    $699,999 Coming Soon

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

    50 Haggis Rd, Middletown, DE 19709

    COMING SOON 7/26/25!!!

    Nigel Pokoy Compass

    50 Haggis Rd, Middletown, DE 19709
Delaware Middletown

5-Bedroom Houses for Sale in Middletown, DE

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 63 days on the market compared to the national average of 69 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
$649,995
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$217
Number of Homes for Sale
49
Last 12 months Home Sales
385
Months of Supply
1.50
Median List Price
$525,498
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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