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Middletown

Located just 24 miles south of Wilmington, and 24 miles north of Dover, Middletown is part of Delaware's fastest-growing towns. The community offers residents several parks, a six-acre catch-and-release fishing pond, walking trails, and many playgrounds. There are also numerous community events throughout the year.

View The Market Report

Available Homes in Middletown

428 CROWNLEAF DR, Middletown, DE 19709
Open Sun 11AM-4PM
21

$801,205

4 Beds 3 Baths 3,303 SqFt

428 CROWNLEAF DR, Middletown, DE 19709

MLS# DENC2114774

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
119 GILLESPIE AVE, Middletown, DE 19709
Open 11/14 11AM-1PM
69

$625,000

4 Beds 3 Baths 3,315 SqFt

119 GILLESPIE AVE, Middletown, DE 19709

MLS# DENC2114338

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
6050 FREESTONE BLVD, Middletown, DE 19709
Open Sun 11AM-4PM
35

$508,020

3 Beds 4 Baths 2,368 SqFt

6050 FREESTONE BLVD, Middletown, DE 19709

MLS# DENC2114764

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
6622 HARKO DR, Middletown, DE 19709
Open Sun 11AM-4PM
27

$471,411

4 Beds 4 Baths 2,361 SqFt

6622 HARKO DR, Middletown, DE 19709

MLS# DENC2114760

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
166 VINCENT CIR, Middletown, DE 19709
Open Sun 11AM-1PM
48

$295,000

3 Beds 3 Baths 1,700 SqFt

166 VINCENT CIR, Middletown, DE 19709

MLS# DENC2114450

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
615 SOCRATES ST, Middletown, DE 19709
Open Sat 11AM-1PM
42

$565,000

4 Beds 3 Baths 2,575 SqFt

615 SOCRATES ST, Middletown, DE 19709

MLS# DENC2114438

Listed by Foraker Realty Co.

Bright MLS (BMLS)
Bright MLS (BMLS)
521 SWANSEA DR, Middletown, DE 19709
Open Sun 12PM-3PM
37

$435,000

3 Beds 4 Baths 2,550 SqFt

521 SWANSEA DR, Middletown, DE 19709

MLS# DENC2114310

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
3156 PETT LEVEL DR, Middletown, DE 19709
Open Sun 11AM-4PM
61

$419,259

3 Beds 3 Baths 2,443 SqFt

3156 PETT LEVEL DR, Middletown, DE 19709

MLS# DENC2114628

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
6033 FREESTONE BLVD, Middletown, DE 19709
Open Sun 11AM-4PM
31

$739,900

5 Beds 4 Baths 3,433 SqFt

6033 FREESTONE BLVD, Middletown, DE 19709

MLS# DENC2114562

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
246 E CRAIL CT, Middletown, DE 19709
Open Sun 1PM-3PM
64

$769,900

6 Beds 4 Baths 4,475 SqFt

246 E CRAIL CT, Middletown, DE 19709

MLS# DENC2114434

Listed by RE/MAX Eagle Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
332 E GREEN ST, Middletown, DE 19709
Open 11/14 11AM-1PM
40

$489,900

4 Beds 4 Baths 2,178 SqFt

332 E GREEN ST, Middletown, DE 19709

MLS# DENC2114092

Listed by Keller Williams Realty Wilmington

Bright MLS (BMLS)
Bright MLS (BMLS)
1308 CARRICK CT, Middletown, DE 19709
Open Sun 1PM-3PM
50

$389,999

4 Beds 3 Baths 2,175 SqFt

1308 CARRICK CT, Middletown, DE 19709

MLS# DENC2114218

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
729 FLINT DR, Middletown, DE 19709
Open Sun 1PM-3PM
63

$510,000

3 Beds 3 Baths 2,425 SqFt

729 FLINT DR, Middletown, DE 19709

MLS# DENC2113734

Listed by Real Broker LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
43 S MAIN ST, Middletown, DE 19709
Open Sun 1PM-3PM
65

$364,900

3 Beds 2 Baths 1,325 SqFt

43 S MAIN ST, Middletown, DE 19709

MLS# DENC2114050

Listed by Walker Realty Group

Bright MLS (BMLS)
Bright MLS (BMLS)
141 MIDDESSA DR, Middletown, DE 19709
Open Sun 12PM-2PM
50

$654,900

5 Beds 3 Baths 3,225 SqFt

141 MIDDESSA DR, Middletown, DE 19709

MLS# DENC2113610

Listed by Century 21 Emerald

Bright MLS (BMLS)
Bright MLS (BMLS)
1347 DARLING DR, Middletown, DE 19709
Open Sun 11AM-1PM
66

$530,000

4 Beds 4 Baths 2,650 SqFt

1347 DARLING DR, Middletown, DE 19709

MLS# DENC2113714

Listed by Epique Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
2601 ALEXANDER CALDER CT, Middletown, DE 19709
Open Sun 1PM-3PM
77

$899,900

5 Beds 6 Baths 5,375 SqFt

2601 ALEXANDER CALDER CT, Middletown, DE 19709

MLS# DENC2113558

Listed by RE/MAX Associates-Wilmington

Bright MLS (BMLS)
Bright MLS (BMLS)
110 SHANNON BLVD, Middletown, DE 19709
Open Sun 12PM-2PM
45

$790,000

5 Beds 5 Baths 4,397 SqFt

110 SHANNON BLVD, Middletown, DE 19709

MLS# DENC2112318

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
3304 ROOKERY LN, Middletown, DE 19709
Open Sun 11AM-4PM
42

$511,352

2 Beds 3 Baths 1,778 SqFt

3304 ROOKERY LN, Middletown, DE 19709

MLS# DENC2113394

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
624 SWANSEA DR, Middletown, DE 19709
Open Sun 1PM-3PM
80

$564,000

2 Beds 3 Baths 2,778 SqFt

624 SWANSEA DR, Middletown, DE 19709

MLS# DENC2112780

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
509 PYTHAGORAS PATH, Middletown, DE 19709
Open Sun 12PM-2PM
31

$521,500

4 Beds 3 Baths 2,225 SqFt

509 PYTHAGORAS PATH, Middletown, DE 19709

MLS# DENC2112620

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
646 SWANSEA DR, Middletown, DE 19709
Open 11/14 1PM-3PM
66

$683,500

4 Beds 4 Baths 4,525 SqFt

646 SWANSEA DR, Middletown, DE 19709

MLS# DENC2111858

Listed by Century 21 Gold Key Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
204 STOVER CT, Middletown, DE 19709
Open Sun 1PM-3PM
86

$949,990

5 Beds 5 Baths 5,275 SqFt

204 STOVER CT, Middletown, DE 19709

MLS# DENC2111626

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
1243 GWYNEDD DR, Middletown, DE 19709
Open 11/14 1PM-3PM
31

$549,900

3 Beds 3 Baths 2,475 SqFt

1243 GWYNEDD DR, Middletown, DE 19709

MLS# DENC2110286

Listed by Empower Real Estate, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)

Data provided by Bright MLS. Property information is for the users personal, non-commercial use. Information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties that appear on the website may no longer be for sale, and may be under contract or sold. ©2026 Bright MLS, All Rights Reserved. Information is reliable but not guaranteed.

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    © 2026 Stape & Associates | LIC #RB1709 | Compass RE - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    Stape & Associates is a team of real estate agents affiliated with Compass RE, a licensed real estate broker and abides by Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions.