Middletown, DE homes for sale & real estate

318 homes

Sort:

Recommended

NEW 5 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Middletown, DE Homes for Sale
Welcome to this grand 2-story, colonial-style residence nestled in the serene community of Middletown, DE. Set on an expansive . 91-acre lot, the property boasts of privacy and tranquility with its 55 Arborvitae trees perfectly lined up across the backyard, creating an exclusive haven. Step into the backyard to discover a professionally maintained, fenced inground pool, accessorized with a new liner, cover, motor/pump, and multi-purpose valve, all updated in 2023 along with a custom pool shed, offering the perfect space for relaxing and entertaining. Inside, the rustic concept immediately greets you with attractive detailing. Experience the feeling of warmth and welcome as you traverse the

$749,900

4 beds2.5 baths4,754 sq ft

104 Marathon Dr, Middletown, DE 19709

Gas cooktop • Open concept kitchen • Fenced inground pool

(302) 239-3000

REDFIN OPEN OCT 25, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Middletown, DE Homes for Sale
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

NEW 9 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Middletown, DE Homes for Sale
Charming Middletown Townhome with Finished Basement! Welcome home to this inviting townhome in the desirable Middletown area, located within the highly sought-after Appoquinimink School District! Offering 1,825 square feet of comfortable living space, this charming home combines a functional layout, versatile living areas, and inviting outdoor space to create the perfect place to call home. Step inside to discover an open-concept kitchen featuring a convenient breakfast bar and views into the living room—perfect for entertaining guests or enjoying everyday moments. The spacious layout provides plenty of room to relax and unwind, while the uniquely angled primary bedroom offers a comf

$325,000

3 beds2.5 baths1,825 sq ft

78 Franklin Dr, Middletown, DE 19709

Open-concept kitchen • Backyard • Finished basement

(302) 677-0770

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Middletown, DE Homes for Sale
Space, style, and thoughtful upgrades come together at 218 Mistmeadow Drive in Silver Wind Estates. Built in 2020 and situated on approximately three-quarters of an acre, this impressive home offers approximately 5,650 square feet, five bedrooms, four full bathrooms, and a half bath. A welcoming covered front porch, stone accents, and established landscaping create an inviting introduction, while the three-car garage and expanded asphalt driveway, with fresh seal coating, extend toward the rear of the property and provide generous additional parking. Inside, hardwood flooring throughout the first floor, an oak staircase with metal balusters, and decorative details give the home a polished f

$979,900

5 beds4.5 baths5,650 sq ft

218 Mistmeadow Dr, Middletown, DE 19709

Covered front porch • Hardwood flooring • Oak staircase

(302) 571-8855

ABOUT THIS HOME
Middletown, DE Homes for Sale
The Dr. Dorsey Lewis House — A Middletown Landmark! One of Middletown's most distinguished historic manor residences, this magnificent Colonial Revival home occupies nearly an acre in the heart of town. An expansive, columned front porch welcomes you into a grand center hall, generously proportioned rooms, beautiful hardwood floors, rich architectural details, and multiple fireplaces. Offering six bedrooms and three full and one half baths, the residence was featured as a 2011 Decorator Show House. Outside, a private backyard oasis features an in-ground swimming pool, spa, inviting patios, and mature landscaping. An extraordinary collection of outbuildings includes a detached two-car

$1,250,000

6 beds3.5 baths4,800 sq ft

217 N Broad St, Middletown, DE 19709

Grand center hall • Multiple fireplaces • Columned front porch

(302) 239-3000

Property at 1080 Dutch Neck Rd, Middletown, DE 19709, 4 beds, 3.5 baths

$3,125,000

4 beds3.5 baths3,450 sq ft

1080 Dutch Neck Rd, Middletown, DE 19709

(302) 234-3800

Property at 405 Topiary Ln, Middletown, DE 19709, 2 beds, 2 baths

$425,000

2 beds2 baths1,700 sq ft

405 Topiary Ln, Middletown, DE 19709

(302) 234-3800

Property at 416 Crownleaf Dr, Middletown, DE 19709, 4 beds, 4.5 baths

$876,982

4 beds4.5 baths4,922 sq ft

416 Crownleaf Dr, Middletown, DE 19709

Listing provided by Zillow

Property at 219 Oakwood Pl, Middletown, DE 19709, 4 beds, 2.5 baths

$600,000

4 beds2.5 baths3,306 sq ft

219 Oakwood Pl, Middletown, DE 19709

(302) 234-1888

Property at 1554 Lorewood Grove Rd, Middletown, DE 19709, 3 beds, 2 baths

$600,000

3 beds2 baths3,025 sq ft

1554 Lorewood Grove Rd, Middletown, DE 19709

(302) 688-7653

Property at 312 Elizabeth St, Middletown, DE 19709, 3 beds, 2 baths

$274,900

3 beds2 baths950 sq ft

312 Elizabeth St, Middletown, DE 19709

Property at 1007 Applecross Dr, Middletown, DE 19709, 4 beds, 4 baths

$699,900

4 beds4 baths5,550 sq ft

1007 Applecross Dr, Middletown, DE 19709

(302) 475-0800

Property at 202 Stover Ct, Middletown, DE 19709, 4 beds, 2.5 baths

$770,000

4 beds2.5 baths3,200 sq ft

202 Stover Ct, Middletown, DE 19709

(302) 504-6147

Property at 69 Kirkcaldy Ln, Middletown, DE 19709, 5 beds, 3.5 baths

$749,900

5 beds3.5 baths3,939 sq ft

69 Kirkcaldy Ln, Middletown, DE 19709

(302) 285-5100

Property at 509 Pythagoras Path, Middletown, DE 19709, 4 beds, 2.5 baths

$535,000

4 beds2.5 baths2,225 sq ft

509 Pythagoras Path, Middletown, DE 19709

(302) 239-3000

Property at 248 Wickerberry Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$735,000

4 beds2.5 baths3,300 sq ft

248 Wickerberry Dr, Middletown, DE 19709

(302) 299-1100

Property at 106 Marley Rd, Middletown, DE 19709, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths3,150 sq ft

106 Marley Rd, Middletown, DE 19709

(302) 733-7000

Property at 26 S Main St, Middletown, DE 19709, 5 beds, 4 baths

$749,900

5 beds4 baths3,921 sq ft

26 S Main St, Middletown, DE 19709

(855) 450-0442

Property at 272 Anglesey Dr, Middletown, DE 19709, 3 beds, 3 baths

$529,000

3 beds3 baths3,303 sq ft

272 Anglesey Dr, Middletown, DE 19709

(302) 378-8700

Property at 139 Margaretta Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths2,650 sq ft

139 Margaretta Dr, Middletown, DE 19709

(484) 800-1777

Property at 309 Sherwood Ter, Middletown, DE 19709, 4 beds, 3.5 baths

$829,000

4 beds3.5 baths4,122 sq ft

309 Sherwood Ter, Middletown, DE 19709

(888) 400-2513

Property at 431 Sundial Ln, Middletown, DE 19709, 2 beds, 2 baths

$385,000

2 beds2 baths1,725 sq ft

431 Sundial Ln, Middletown, DE 19709

(302) 285-5100

Property at 230 Murphy Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$689,900

4 beds2.5 baths3,725 sq ft

230 Murphy Dr, Middletown, DE 19709

(302) 351-5000

Property at 313 Jefferson St, Middletown, DE 19709, 3 beds, 1 bath

$250,000

3 beds1 bath1,088 sq ft

313 Jefferson St, Middletown, DE 19709

(302) 378-8700

Property at 4 Lindsay Ct, Middletown, DE 19709, 4 beds, 2.5 baths

$495,900

4 beds2.5 baths2,100 sq ft

4 Lindsay Ct, Middletown, DE 19709

(302) 368-1621

Property at 1806 S Central Park Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths3,375 sq ft

1806 S Central Park Dr, Middletown, DE 19709

(302) 688-7653

Property at 114 Boxwood Rd Unit B114, Middletown, DE 19709, 3 beds, 2 baths

$22,900

3 beds2 baths1,375 sq ft

114 Boxwood Rd Unit B114, Middletown, DE 19709

(844) 837-5274

Property at 204 Stover Ct, Middletown, DE 19709, 5 beds, 4.5 baths

$949,990

5 beds4.5 baths5,275 sq ft

204 Stover Ct, Middletown, DE 19709

(302) 285-5100

Property at 202 W Thomas Ct, Middletown, DE 19709, 4 beds, 2.5 baths

$655,000

4 beds2.5 baths4,274 sq ft

202 W Thomas Ct, Middletown, DE 19709

(302) 999-9999

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

$683,500

4 beds4 baths4,525 sq ft

646 Swansea Dr, Middletown, DE 19709

(302) 369-5397

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 624 Swansea Dr, Middletown, DE 19709, 2 beds, 3 baths

$579,000

2 beds3 baths2,778 sq ft

624 Swansea Dr, Middletown, DE 19709

(302) 285-5100

Property at 85 Delaware Canal Ct W, Middletown, DE 19709, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths3,175 sq ft

85 Delaware Canal Ct W, Middletown, DE 19709

(888) 543-4829

Property at 126 Green Forest Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$864,900

4 beds3.5 baths4,250 sq ft

126 Green Forest Dr, Middletown, DE 19709

(302) 657-8000

Property at 516 New St, Middletown, DE 19709, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths1,200 sq ft

516 New St, Middletown, DE 19709

(302) 378-8700

Property at 700 Bullen Dr, Middletown, DE 19709, 5 beds, 4 baths

$534,990

5 beds4 baths4,903 sq ft

700 Bullen Dr, Middletown, DE 19709

(302) 295-9430

Property at 420 Winterberry Dr, Middletown, DE 19709, 3 beds, 3 baths

$519,000

3 beds3 baths3,723 sq ft

420 Winterberry Dr, Middletown, DE 19709

(410) 823-0033

Property at 434 W Harvest Ln, Middletown, DE 19709, 3 beds, 2 baths

$418,000

3 beds2 baths1,275 sq ft

434 W Harvest Ln, Middletown, DE 19709

(302) 688-7653

Property at 1040 Sherbourne Rd, Middletown, DE 19709, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,650 sq ft

1040 Sherbourne Rd, Middletown, DE 19709

(302) 541-8787

Property at 2213 Winchelsea Pkwy, Middletown, DE 19709, 3 beds, 2.5 baths

$419,900

3 beds2.5 baths2,443 sq ft

2213 Winchelsea Pkwy, Middletown, DE 19709

(856) 424-3339

Property at 18 Springmill Dr, Middletown, DE 19709, 2 beds, 2 baths

$475,000

2 beds2 baths2,375 sq ft

18 Springmill Dr, Middletown, DE 19709

(302) 355-2335

Viewing page 1 of 8

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

Average home prices near Middletown, DE

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Townsend Village homes for sale
$599,900
Willow Grove Mill homes for sale
$399,999

Middletown, DE real estate trends

All Home Types trends in Middletown, DE

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$417,301

-4.9% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Middletown, DE

$417,301

-4.9%

See more Middletown, DE market insights

More to explore in Middletown, DE

Featured
Price
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

3 Redfin agents serving Middletown

Deals*

4.8

Satisfaction

148

Homes closed*

* Data from the last year

Popular Markets in Delaware

Wilmington homes for sale
$230,000
Rehoboth Beach homes for sale
$2,700,000
Lewes homes for sale
$1,270,400
Newark homes for sale
$480,000
Bethany Beach homes for sale
$720,000
Middletown homes for sale
$497,900
Dover homes for sale
$310,000
Bear homes for sale
$375,000
New Castle homes for sale
$367,498
Fenwick Island homes for sale
$2,900,000
Selbyville homes for sale
$492,445
Smyrna homes for sale
$343,200
Hockessin homes for sale
$699,998
Dewey Beach homes for sale
$1,675,000
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.