5 Bedroom homes for sale & real estate in Middletown, DE

33 homes

Sort:

Recommended

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Middletown, DE
Welcome to this spacious home in The Grande at Shannon Cove, featuring an ideal layout, extensive upgrades, and exceptional indoor and outdoor living spaces. Enter to discover a two-story foyer flanked by formal living and dining rooms, leading into a large family room with a fireplace and a sunny eat-in kitchen with a center island and stainless steel appliances. A dining area off the kitchen opens via newly replaced sliding glass doors to a large updated deck overlooking the in ground saltwater pool and patio with outdoor fireplace. A dedicated home office and convenient half bath complete the main floor. Upstairs, the expansive Primary Suite boasts vaulted ceilings, a walk-in closet, and

$695,000

5 beds3.5 baths3,325 sq ft

120 Shannon Blvd, Middletown, DE 19709

Outdoor fireplace • Large updated deck • Walk in closet

OPEN TODAY, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Middletown, DE
Welcome to this stunning Colonial-style home nestled in Middletown, DE, in the highly desirable community of The Estates at St. Anne’s. Offering 5 bedrooms—including a main-level bedroom—and 3 1/2 bathrooms across three spacious levels, this beautifully appointed home also offers legitimate potential for a 6th bedroom with egress in the finished lower level. Step inside to a bright, open floor plan featuring a formal living room and dining room accented by elegant crown molding and hardwood flooring. The welcoming foyer showcases 24-inch tile flooring that continues through the kitchen and morning room, creating a seamless flow throughout the main living spaces. The gourme

$749,900

5 beds3.5 baths3,939 sq ft

69 Kirkcaldy Ln, Middletown, DE 19709

Colonial style home • Main level bedroom • Gourmet kitchen

(302) 285-5100

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Middletown, DE
This is a one of kind historic home with an incredible amount of space and very impressive updates! Welcome to 26 South Main Street, a 5 bedroom 4 bathroom victorian home that has the charm and character of a historic home along with major updates and convenience of a newer home. The sellers have thoughtfully updated just about everything you could imagine - the major systems, the roof, piping and electrical. They worked alongside a licensed engineer and architect to create the perfect space and added even more square footage on to this already large home by adding the den off of the kitchen which leads to a covered deck and the primary suite was remastered with a sitting room, more closets

$749,900

5 beds4 baths3,921 sq ft

26 S Main St, Middletown, DE 19709

Covered deck • More closets • Primary suite

(855) 450-0442

COMING SOON

$534,990

5 beds4 baths4,903 sq ft

700 Bullen Dr, Middletown, DE 19709

1.05 acre lot • 3 garage spots • Built 1992

(302) 295-9430

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Middletown, DE
Welcome to 204 Stover Court, located in the Estates of Cedar Lane. This stunning brick home located on an exceptional lot with a serene wooded backdrop has a back yard oasis awaiting you. This beautiful home features a two-story family room with a coffered ceiling, gas fireplace and open to the large kitchen. The kitchen is a chef's delight, boasting a large island that comfortably seats five and an oversized morning room filled with windows, perfect for enjoying natural light. The home offers five spacious bedrooms and four and a half bathrooms, ensuring ample space for everyone. The finished basement is an entertainer's dream with a walk-out, a gorgeous bar, an exercise room, a full bathr

$959,000

5 beds4.5 baths5,275 sq ft

204 Stover Ct, Middletown, DE 19709

Back yard oasis • Gas fireplace • Large kitchen

(302) 285-5100

Property at 643 Yensid Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$639,999

5 beds3.5 baths3,550 sq ft

643 Yensid Dr, Middletown, DE 19709

(888) 543-4829

Property at 646 Swansea Dr, Middletown, DE 19709, 5 beds, 4 baths

$683,500

5 beds4 baths4,525 sq ft

646 Swansea Dr, Middletown, DE 19709

(302) 369-5397

Property at 220 Nighthawk Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$1,550,000

5 beds3.5 baths5,423 sq ft

220 Nighthawk Dr, Middletown, DE 19709

(302) 202-9855

Property at 764 Ashington Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$760,000

5 beds4.5 baths4,400 sq ft

764 Ashington Dr, Middletown, DE 19709

(302) 632-9673

Property at 617 Mccracken Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$774,900

5 beds3.5 baths3,560 sq ft

617 Mccracken Dr, Middletown, DE 19709

(302) 657-8000

Property at 1621 Schwinn St, Middletown, DE 19709, 5 beds, 3 baths

$649,340

5 beds3 baths2,730 sq ft

1621 Schwinn St, Middletown, DE 19709

(302) 657-8000

Property at 408 Commodore Dr, Middletown, DE 19709, 5 beds, 2 baths

$595,000

5 beds2 baths3,400 sq ft

408 Commodore Dr, Middletown, DE 19709

(484) 406-3004

Property at 854 Cambridge Cir, Middletown, DE 19709, 5 beds, 4.5 baths

$1,840,000

5 beds4.5 baths7,592 sq ft

854 Cambridge Cir, Middletown, DE 19709

Listing provided by Zillow

Property at 806 Cambridge Cir, Middletown, DE 19709, 5 beds, 6 baths

$1,900,000

5 beds6 baths8,095 sq ft

806 Cambridge Cir, Middletown, DE 19709

Listing provided by Zillow

Property at 619 Mccracken Dr, Middletown, DE 19809, 5 beds, 3.5 baths

$784,900

5 beds3.5 baths4,070 sq ft

619 Mccracken Dr, Middletown, DE 19809

Listing provided by Zillow

Property at 21 Canary Ct, Middletown, DE 19709, 5 beds, 3.5 baths

$679,000

5 beds3.5 baths5,075 sq ft

21 Canary Ct, Middletown, DE 19709

(302) 279-8340

Property at 206 W Thomas Ct, Middletown, DE 19709, 5 beds, 3 baths

$629,900

5 beds3 baths2,700 sq ft

206 W Thomas Ct, Middletown, DE 19709

(215) 627-3500

Property at 856 Cambridge Cir, Middletown, DE 19709, 5 beds, 5.5 baths

$1,830,000

5 beds5.5 baths7,541 sq ft

856 Cambridge Cir, Middletown, DE 19709

Listing provided by Zillow

Property at 808 Cambridge Cir, Middletown, DE 19709, 5 beds, 4.5 baths

$1,785,000

5 beds4.5 baths7,346 sq ft

808 Cambridge Cir, Middletown, DE 19709

Listing provided by Zillow

Property at 610 Spring Hollow Dr, Middletown, DE 19709, 5 beds, 4 baths

$929,000

5 beds4 baths6,272 sq ft

610 Spring Hollow Dr, Middletown, DE 19709

(302) 674-4220

Property at 6307 Suncrest Way, Middletown, DE 19709, 5 beds, 3.5 baths

$747,701

5 beds3.5 baths3,448 sq ft

6307 Suncrest Way, Middletown, DE 19709

(856) 424-3339

Property at 4605 Bogart Ln, Middletown, DE 19709, 5 beds, 4 baths

$764,999

5 beds4 baths5,325 sq ft

4605 Bogart Ln, Middletown, DE 19709

Property at 201 Parker Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$765,000

5 beds4.5 baths4,225 sq ft

201 Parker Dr, Middletown, DE 19709

(302) 798-1000

Property at 601 Yensid Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$649,900

5 beds3.5 baths3,825 sq ft

601 Yensid Dr, Middletown, DE 19709

(302) 202-9855

Property at 6313 Suncrest Way, Middletown, DE 19709, 5 beds, 4.5 baths

$755,661

5 beds4.5 baths3,324 sq ft

6313 Suncrest Way, Middletown, DE 19709

Listing provided by Zillow

Property at 1036 Applecross Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$735,000

5 beds4.5 baths5,400 sq ft

1036 Applecross Dr, Middletown, DE 19709

(302) 300-2300

Property at 1245 Pimpernell Path, Middletown, DE 19709, 5 beds, 3.5 baths

$664,900

5 beds3.5 baths3,175 sq ft

1245 Pimpernell Path, Middletown, DE 19709

(888) 260-0040

Property at 6033 Freestone Blvd, Middletown, DE 19709, 5 beds, 3.5 baths

$739,900

5 beds3.5 baths3,433 sq ft

6033 Freestone Blvd, Middletown, DE 19709

Listing provided by Zillow

Property at Truman Plan, Middletown, DE 19709, 5 beds, 2 baths

$362,800

5 beds2 baths2,669 sq ft

Truman Plan, Middletown, DE 19709

Listing provided by Zillow

Property at Adaline Plan, Middletown, DE 19709, 5 beds, 3.5 baths

$691,990

5 beds3.5 baths3,261 sq ft

Adaline Plan, Middletown, DE 19709

Listing provided by Zillow

Property at Kennedi Plan, Middletown, DE 19709, 5 beds, 3.5 baths

$703,990

5 beds3.5 baths3,324 sq ft

Kennedi Plan, Middletown, DE 19709

Listing provided by Zillow

Property at Knoxville Plan, Middletown, DE 19709, 5 beds, 3 baths

$662,990

5 beds3 baths2,797 sq ft

Knoxville Plan, Middletown, DE 19709

Listing provided by Zillow

Property at 218 Mistmeadow Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$979,900

5 beds4.5 baths5,650 sq ft

218 Mistmeadow Dr, Middletown, DE 19709

(302) 571-8855

Viewing page 1 of 1

5 Bedroom Homes for Sale in Middletown

There are currently 33 5 bedroom homes in Middletown. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 47 days and receive 1 offers. Popular neighborhoods include Townsend Village, and Willow Grove Mill. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 24 homes have been sold in Middletown. In addition to houses in Middletown, there were also 3 condos, 30 townhouses, and 1 multi-family unit for sale in Middletown last month. Middletown is a minimally walkable city in New Castle County with a Walk Score of 29. Middletown is home to approximately 18,479 people and 5,276 jobs. Find your dream home in Middletown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Redfin agent insights on Middletown, DE homes

"If you're looking for extra space, top-tier schools, and a tight-knit community, Middletown checks every box. You'll love the convenience of tax-free shopping, easy highway access, and an amazing array of local dining spots like La Banca and Crooked...
2 months ago • Middletown
R.K. Wilson
Redfin agent

More real estate resources for Middletown, DE

More to explore in Middletown, DE

Featured
Bedroom

How to buy a house in Middletown, DE

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

4 Redfin agents serving Middletown

106

Deals*

4.7

Satisfaction

157

Homes closed*

* Data from the last year

Popular Markets in Delaware

Wilmington homes for sale
$229,900
Rehoboth Beach homes for sale
$2,700,000
Lewes homes for sale
$1,284,700
Newark homes for sale
$475,000
Bethany Beach homes for sale
$722,500
Middletown homes for sale
$475,000
Dover homes for sale
$310,000
Bear homes for sale
$357,000
New Castle homes for sale
$355,000
Fenwick Island homes for sale
$2,900,000
Selbyville homes for sale
$489,000
Smyrna homes for sale
$341,400
Hockessin homes for sale
$699,498
Dewey Beach homes for sale
$1,632,500
Millsboro homes for sale
$375,000

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

5 Bedroom homes for sale & real estate in Middletown, DE

5 Bedroom Homes for Sale in Middletown

Redfin agent insights on Middletown, DE homes

More real estate resources for Middletown, DE

Neighborhoods

Nearby Cities

Zip Codes

Nearby Cities with 5 Bedroom Homes

More to explore in Middletown, DE

How to buy a house in Middletown, DE

4 Redfin agents serving Middletown

Popular Markets in Delaware