28

Homes for Sale in Middletown, DE with 5-Bedrooms

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  • 1105 Cardigan Rd, Middletown, DE 19709
    1105 Cardigan Rd, Middletown, DE 19709
    1105 Cardigan Rd, Middletown, DE 19709
    /65

    $667,500

    $12K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,275 Sq Ft

    1105 Cardigan Rd, Middletown, DE 19709

    Welcome to Shannon Cove, where space, convenience, and comfort come together in this beautifully maintained single-family home situated on a generous half-acre lot. With public water and sewer and a prime location offering easy access to the beaches as well as Wilmington and Philadelphia, this home delivers both tranquility and connectivity. Inside, you’ll find five spacious bedrooms and

    Agent Photo

    Lisa Mathena

    The Lisa Mathena Group, Inc.

    (302) 321-2706

    1105 Cardigan Rd, Middletown, DE 19709
  • 618 Vessel Dr, Middletown, DE 19709
    618 Vessel Dr, Middletown, DE 19709
    618 Vessel Dr, Middletown, DE 19709
    /32

    $765,000

    • 7 Beds
    • 4 Baths

    618 Vessel Dr, Middletown, DE 19709

    Welcome to this stunning newly constructed home in the highly sought-after Appoquinimink School District in Middletown. Designed with space and modern living in mind, this impressive residence features 7 spacious bedrooms and 4 full bathrooms-an exceptional opportunity for those seeking both versatility and long-term value. The main level is thoughtfully designed to include a private bedroom and

    Jennifer Pipinos Patterson-Schwartz-Newark

    618 Vessel Dr, Middletown, DE 19709
  • 1268 Pimpernell Path, Middletown, DE 19709
    1268 Pimpernell Path, Middletown, DE 19709
    1268 Pimpernell Path, Middletown, DE 19709
    /51

    $830,000

    • 6 Beds
    • 4 Baths
    • 5,590 Sq Ft

    1268 Pimpernell Path, Middletown, DE 19709

    Don't think new until you tour this stunner, just under 4 years old ! 6 Bedrooms ! This home has all the bells and whistles! This home has over 5,500 sq. ft of finished living space. 3 Car garage what a dream home!This stunning two-story residence features six bedrooms, four bathrooms, butlers pantry, a loft, sunroom, office, and a three-car garage and completely finished lower level.The

    Rebecca Buckland Coldwell Banker Rowley Realtors

    1268 Pimpernell Path, Middletown, DE 19709
  • 330 Nighthawk Dr, Middletown, DE 19709
    330 Nighthawk Dr, Middletown, DE 19709
    330 Nighthawk Dr, Middletown, DE 19709
    /110

    $799,999

    Open Sun 1PM - 3PM
    • 5 Beds
    • 4 Baths
    • 5,033 Sq Ft

    330 Nighthawk Dr, Middletown, DE 19709

    Located in the highly sought-after K. Hovnanian Pleasanton community in the heart of Middletown, this impeccably upgraded Stavanger Farmhouse model seamlessly blends timeless elegance, modern comfort, and everyday functionality. Perfectly positioned just minutes from Weis Market, Target, Sprouts, Chipotle, First Watch, Middletown Main Street, and major commuting routes, including 13, 301, and

    Andy Mulrine RE/MAX Associates-Hockessin

    330 Nighthawk Dr, Middletown, DE 19709
  • 657 Vance Neck Rd, Middletown, DE 19709
    657 Vance Neck Rd, Middletown, DE 19709
    657 Vance Neck Rd, Middletown, DE 19709
    /73

    $825,000

    • 6 Beds
    • 3.5 Baths
    • 4,350 Sq Ft

    657 Vance Neck Rd, Middletown, DE 19709

    Unique and rare opportunity to own this beautifully maintained home that sets on 1.99 acres in a country setting with no HOA. Generous space to build and additional garage/pole barn and pool if desired. An expansive 4,300-square-foot residence offers 5/6 bedrooms and 3.5 baths, including two primary suites, one conveniently located on the first floor.The home features a three-car garage, a

    Kim Simpson Thyme Real Estate Co LLC

    657 Vance Neck Rd, Middletown, DE 19709
  • 4605 Bogart Ln, Middletown, DE 19709
    4605 Bogart Ln, Middletown, DE 19709
    4605 Bogart Ln, Middletown, DE 19709
    /41

    $795,000

    • 5 Beds
    • 4 Baths
    • 5,325 Sq Ft

    4605 Bogart Ln, Middletown, DE 19709

    Welcome to this expansive 5-bedroom, 4-bath home in the active 55+ Village of Bayberry South, offering a spacious and versatile layout designed for comfort and flexibility. The main level showcases an open floor plan with vaulted ceilings and an abundance of windows that fill the space with natural light. The beautiful kitchen features a large center island and a bright breakfast nook with access

    William Sladek Redfin Corporation

    4605 Bogart Ln, Middletown, DE 19709
  • 632 Harrier Ln, Middletown, DE 19709
    632 Harrier Ln, Middletown, DE 19709
    632 Harrier Ln, Middletown, DE 19709
    /83

    $749,000

    • 5 Beds
    • 4.5 Baths
    • 4,345 Sq Ft

    632 Harrier Ln, Middletown, DE 19709

    Welcome to 632 Harrier Ln, a 2025-built residence in the desirable Pleasanton community offering the ideal blend of modern design, upgraded finishes, and immediate move-in convenience.This thoughtfully designed home features an open-concept layout with a spacious living area anchored by a fireplace, creating a warm and inviting atmosphere for both everyday living and entertaining. The gourmet

    Mia Burch Long & Foster Real Estate, Inc.

    632 Harrier Ln, Middletown, DE 19709
  • 431 Georgiana Dr, Middletown, DE 19709
    431 Georgiana Dr, Middletown, DE 19709
    431 Georgiana Dr, Middletown, DE 19709
    /69

    $765,000

    • 5 Beds
    • 3.5 Baths
    • 4,272 Sq Ft

    431 Georgiana Dr, Middletown, DE 19709

    Welcome to 431 Georgiana Dr located in the Crossland at the Canal in Middletown, Delaware. Built in 2015, this beautifully maintained home has 5 bedrooms, 3 full and 2 half baths. Open concept kitchen, espresso colored cabinets, granite countertops, stainless steel appliances and pantry. The breakfast area leads to a bright sunroom and screened in porch (32x14). Beyond the living room with

    Ali Fehnel Patterson-Schwartz-Hockessin

    431 Georgiana Dr, Middletown, DE 19709
  • 617 Mccracken Dr, Middletown, DE 19709
    617 Mccracken Dr, Middletown, DE 19709
    617 Mccracken Dr, Middletown, DE 19709
    /17

    $774,999

    New Construction $5K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,560 Sq Ft

    617 Mccracken Dr, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    617 Mccracken Dr, Middletown, DE 19709
  • 1036 Applecross Dr, Middletown, DE 19709
    1036 Applecross Dr, Middletown, DE 19709
    1036 Applecross Dr, Middletown, DE 19709
    /56

    $749,900

    $15K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,400 Sq Ft

    1036 Applecross Dr, Middletown, DE 19709

    Welcome to 1036 Applecross Drive, a stunning, executive-style home set on a desirable northeast-facing corner lot in the highly sought-after Preserve at Deep Creek community. With a fully fenced backyard and thoughtful upgrades throughout, this home is truly move-in ready and designed to impress. From the moment you step inside, it’s clear this residence has been meticulously cared for, with an

    Michael Davis Phoenix Real Estate

    1036 Applecross Dr, Middletown, DE 19709
  • 0 Levels Rd & Grears Corner Rd Unit 40352123, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352123, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352123, Middletown, DE 19709
    /33

    $685,990

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,324 Sq Ft

    Kennedi Plan at Freestone Village - Singles, Middletown, DE 19709

    This new two-story home exudes elegance from the moment of entry. A versatile flex space frames the foyer, while further down the hallway is a modern kitchen that flows into the dining area and a double-height Great Room with a charming fireplace. Tucked away is the expansive owner’s suite with private bathroom and walk-in closet. On the second floor is a sprawling loft surrounded by the

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352123, Middletown, DE 19709
  • 3102 Pett Level Dr, Middletown, DE 19709
    3102 Pett Level Dr, Middletown, DE 19709
    3102 Pett Level Dr, Middletown, DE 19709
    /22

    $328,950

    New Construction $16K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    3102 Pett Level Dr, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    3102 Pett Level Dr, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    /23

    $362,800

    New Construction
    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
  • 2707 Henry Moore Ln, Middletown, DE 19709
    2707 Henry Moore Ln, Middletown, DE 19709
    2707 Henry Moore Ln, Middletown, DE 19709
    /75

    $865,000

    $8K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft

    2707 Henry Moore Ln, Middletown, DE 19709

    The Grant Model at Bayberry North: An Intersection of Grandeur and Innovation Welcome to the pinnacle of the Presidential Series. As the largest and most prestigious floor plan in the sought-after Bayberry North community, the Grant Model commands attention from the moment you arrive. Spanning approximately 3,800 square feet, this residence is a masterclass in scale and proportion, curated

    Angela Clement EXP Realty, LLC

    2707 Henry Moore Ln, Middletown, DE 19709
  • 118 Airmont Dr, Middletown, DE 19709
    118 Airmont Dr, Middletown, DE 19709
    118 Airmont Dr, Middletown, DE 19709
    /54

    $599,900

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

    118 Airmont Dr, Middletown, DE 19709

    Beautifully updated 5-bedroom, 2-bath home situated on a spacious lot in desirable Middletown! Nearly every major upgrade has been completed within the last 2 years, including the kitchen, flooring, paint, exterior siding, backup generator and septic system, offering peace of mind and modern style throughout. The bright and inviting interior features spacious living areas, an updated kitchen with

    Eric Buck Long & Foster Real Estate, Inc.

    118 Airmont Dr, Middletown, DE 19709
  • 714 Wood Duck Ct, Middletown, DE 19709
    714 Wood Duck Ct, Middletown, DE 19709
    714 Wood Duck Ct, Middletown, DE 19709
    /85

    $700,000

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

    714 Wood Duck Ct, Middletown, DE 19709

    Welcome to 714 Wood Duck Ct, a stunning residence perfectly positioned on a beautifully landscaped corner lot in the highly sought-after Estates at Dove Run in the heart of Middletown. With timeless curb appeal, this distinguished home blends classic brick and siding architecture with a welcoming front porch and oversized two-car garage, creating an elegant first impression from the moment you

    Megan Aitken Keller Williams Realty

    714 Wood Duck Ct, Middletown, DE 19709
  • 619 Mccracken Dr, Middletown, DE 19709
    619 Mccracken Dr, Middletown, DE 19709
    619 Mccracken Dr, Middletown, DE 19709
    /19

    $784,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 4,070 Sq Ft

    619 Mccracken Dr, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    619 Mccracken Dr, Middletown, DE 19709
  • 546 Buck Tavern Dr, Middletown, DE 19709
    546 Buck Tavern Dr, Middletown, DE 19709
    546 Buck Tavern Dr, Middletown, DE 19709
    /109

    $700,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    546 Buck Tavern Dr, Middletown, DE 19709

    Welcome to 546 Buck Tavern Drive, a like-new, north facing, impeccably upgraded luxury residence in the prestigious community of Rothwell Estates in Middletown. Built in 2022 and set on a beautifully landscaped 0.28-acre homesite, this exceptional property offers over 3,300 square feet of thoughtfully designed living space where sophistication meets everyday comfort. From the moment you arrive,

    Megan Aitken Keller Williams Realty

    546 Buck Tavern Dr, Middletown, DE 19709
  • 434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, Middletown, DE 19709
    /27

    $879,000

    • 5 Beds
    • 3.5 Baths
    • 5,092 Sq Ft

    434 Spring Hollow Dr, Middletown, DE 19709

    This stunning residence at 434 Spring Hollow Drive is officially back on the market, and it’s better than ever thanks to a series of high-end updates. We’ve refinished the gorgeous hardwood floors, refreshing the entire main level interior with a crisp coat of paint, and laying down plush new carpet that makes every room feel renewed. Even the "big ticket" items are already checked off your list

    Tony Immediato Compass

    434 Spring Hollow Dr, Middletown, DE 19709
  • 1236 Pimpernell Path, Middletown, DE 19709
    1236 Pimpernell Path, Middletown, DE 19709
    1236 Pimpernell Path, Middletown, DE 19709
    /35

    $649,000

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

    1236 Pimpernell Path, Middletown, DE 19709

    WELCOME TO 1236 PIMPERNELL PATH! THIS BEAUTIFULLY MAINTAINED, MOVE-IN READY, 4-YEAR-OLD D.R. HORTON HOME OFFERS EXCEPTIONAL SPACE AND MODERN DESIGN THROUGHOUT. THIS STUNNING HOME FEELS AND SMELLS LIKE BRAND-NEW CONSTRUCTION! DON’T MISS THIS RARE OPPORTUNITY TO OWN IN ONE OF THE MOST DESIRABLE COMMUNITIES.THIS SPACIOUS TWO-STORY RESIDENCE OFFERS NEARLY 2,600 SQ. FT. OF LIVING SPACE, FEATURING

    Gazi Ataseven HomeSmart First Advantage Realty

    1236 Pimpernell Path, Middletown, DE 19709
  • 2251 Winchelsea Pkwy, Middletown, DE 19709
    2251 Winchelsea Pkwy, Middletown, DE 19709
    2251 Winchelsea Pkwy, Middletown, DE 19709
    /22

    $362,800

    New Construction
    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    2251 Winchelsea Pkwy, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2251 Winchelsea Pkwy, Middletown, DE 19709
  • 413 Rederick Ln, Middletown, DE 19709
    413 Rederick Ln, Middletown, DE 19709
    413 Rederick Ln, Middletown, DE 19709
    /38

    $599,000

    • 5 Beds
    • 2.5 Baths
    • 3,925 Sq Ft

    413 Rederick Ln, Middletown, DE 19709

    Located in the sought-after Ponds of Odessa in Middletown and within the highly desirable Appoquinimink School District, this under 10-year-old, 5-bedroom, 2.5-bath home offers space and value. Features include a two-story foyer and family room, main floor office, and luxury plank flooring throughout the foyer, living room, office, and family room. The kitchen offers original hardwood flooring,

    Michael Haritos EXP Realty, LLC

    413 Rederick Ln, Middletown, DE 19709
  • 1110 Cardigan Rd, Middletown, DE 19709
    1110 Cardigan Rd, Middletown, DE 19709
    1110 Cardigan Rd, Middletown, DE 19709
    /36

    $799,990

    $15K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,500 Sq Ft

    1110 Cardigan Rd, Middletown, DE 19709

    ⸻ Stunning 6-Bedroom Home with Space, Style, and Upgrades in Sought-After Middletown Welcome to this beautifully upgraded 6-bedroom, 4-bath home offering 4,500 square feet of thoughtfully designed living space in one of Middletown’s most desirable communities. Built in 2016 and set on a spacious half-acre lot, this home combines modern comfort with timeless colonial charm. With six generously

    Jeri Sheats EXP Realty, LLC

    1110 Cardigan Rd, Middletown, DE 19709
  • 530 Maiden Ct, Middletown, DE 19709
    530 Maiden Ct, Middletown, DE 19709
    530 Maiden Ct, Middletown, DE 19709
    /87

    $699,000

    Open Sat 11AM - 1PM
    • 6 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    530 Maiden Ct, Middletown, DE 19709

    Your Dream Home Awaits in the Appo School District!This stunning six-bedroom showcase beauty—including two with private ensuite baths—offers all the space, comfort, and elegance you’ve been searching for in your new home, with over 2,700sf plus an additional 1,100sf of grand living space in the private finished basement. There’s room for everyone in this beautiful home - especially if you're

    Melissa Scott Real Broker LLC

    530 Maiden Ct, Middletown, DE 19709
  • 129 Patterson Ct Unit 36482432, Middletown, DE 19709
    129 Patterson Ct Unit 36482432, Middletown, DE 19709
    129 Patterson Ct Unit 36482432, Middletown, DE 19709
    /11

    $662,990

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

    Knoxville Plan at Pleasanton, 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, gameroom, play room, and more.

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36482432, Middletown, DE 19709
  • 627 Nesting Ln, Middletown, DE 19709
    627 Nesting Ln, Middletown, DE 19709
    627 Nesting Ln, Middletown, DE 19709
    /47

    $850,000

    Open Sat 11AM - 1PM $29K PRICE DROP
    • 8 Beds
    • 4.5 Baths
    • 5,950 Sq Ft

    627 Nesting Ln, Middletown, DE 19709

    Welcome to a truly exceptional home in one of Middletown’s most sought-after communities!Situated on a premium corner lot, this stunning brick-front residence offers timeless curb appeal, generous space, and incredible versatility, perfect for growing families or multi-generational living. Step inside and you’re immediately greeted by soaring cathedral ceilings and an abundance of natural

    Grace Casella Crown Homes Real Estate

    627 Nesting Ln, Middletown, DE 19709
  • 15 Palmer Dr, Middletown, DE 19709
    15 Palmer Dr, Middletown, DE 19709
    /2

    $719,999

    Coming Soon
    • 5 Beds
    • 2.5 Baths
    • 4,425 Sq Ft

    15 Palmer Dr, Middletown, DE 19709

    This stunning 5-bedroom, 2.5-bath home delivers luxury living at every turn. From the grand two-story foyer and hardwood floors throughout, to the impressive two-story family room with gas fireplace, gourmet kitchen, and private office/den, every detail has been thoughtfully designed.The spacious owner's suite is a true retreat, featuring a sitting room, walk-in closet, and a full 4-piece

    Jennifer Jones Realty ONE Group Focus

    15 Palmer Dr, Middletown, DE 19709
  • 0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    /35

    $673,990

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,261 Sq Ft

    Adaline Plan at Freestone Village - Singles, Middletown, DE 19709

    This new two-story home enjoys a spacious layout that offers endless possibilities. A serene bedroom suite and flex space are situated along the foyer for versatile needs, while down the hall is an open-concept main living area with a center fireplace. Residing upstairs are four bedrooms centered around an expansive loft, ideal for shared entertainment. In a corner is the sprawling owner’s suite

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
Delaware New Castle County Middletown

5-Bedroom Homes for Sale in Middletown, DE

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 201 days on the market compared to the national average of 58 days. The median sale price for homes in Middletown, DE over the last 12 months is $548,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$548,000
Median Single Family Sale Price
$583,000
Median Townhouse Sale Price
$444,416
Median 2 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
275
Last 12 months Home Sales
711
Months of Supply
4.60
Median List Price
$565,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 28 5-bedroom homes for sale, offering expansive and versatile living spaces suitable for larger families or those desiring ample room for guests, home offices, or recreational areas. These properties provide flexibility and comfort, with generous bedroom counts accommodating various living arrangements and lifestyle needs. Whether you're in search of a spacious single-family home, a luxurious estate, or a custom-built residence with five or more bedrooms, there are options to cater to different lifestyles. Explore the selection of 5-bedroom homes for sale in Middletown and find the perfect place to meet your needs.

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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