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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

3312 ROOKERY LN, Middletown, DE 19709
Open Tue 10AM-5PM
50

$549,000

2 Beds 2 Baths 1,873 SqFt

3312 ROOKERY LN, Middletown, DE 19709

MLS# DENC2103252

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
2251 WINCHELSEA PKWY, Middletown, DE 19709
Open Tue 10AM-5PM
61

$362,800

5 Beds 2 Baths 2,669 SqFt

2251 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2103254

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
903 JOHNSON DR, Middletown, DE 19709
Coming Soon
1

$615,000

4 Beds 3 Baths 3,300 SqFt

903 JOHNSON DR, Middletown, DE 19709

MLS# DENC2103118

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
506 WHISPERING TRL, Middletown, DE 19709
Open 5/30 1PM-3PM
35

$460,000

2 Beds 2 Baths 2,200 SqFt

506 WHISPERING TRL, Middletown, DE 19709

MLS# DENC2103148

Listed by Real Broker LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
2237 WINCHELSEA PKWY, Middletown, DE 19709
Open 5/18 10AM-5PM
42

$457,509

3 Beds 3 Baths 2,443 SqFt

2237 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2103150

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
439 REDERICK LN #MASSEY LOT 82, Middletown, DE 19709
Open Tue 12PM-4PM
21

$443,833

3 Beds 2 Baths 2,232 SqFt

439 REDERICK LN #MASSEY LOT 82, Middletown, DE 19709

MLS# DENC2102434

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
437 REDERICK LN #MASSEY LOT 81, Middletown, DE 19709
Open Tue 12PM-4PM
11

$438,791

3 Beds 2 Baths 2,232 SqFt

437 REDERICK LN #MASSEY LOT 81, Middletown, DE 19709

MLS# DENC2102396

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
331 S PARKWAY DR, Middletown, DE 19709
Coming Soon
1

$425,000

3 Beds 3 Baths 2,325 SqFt

331 S PARKWAY DR, Middletown, DE 19709

MLS# DENC2102370

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
2247 WINCHELSEA PKWY, Middletown, DE 19709
Open 5/18 10AM-5PM
69

$464,509

3 Beds 3 Baths 2,443 SqFt

2247 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2102146

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
632 HARRIER LN, Middletown, DE 19709
Open Sat 12PM-2PM
83

$729,000

5 Beds 5 Baths 4,345 SqFt

632 HARRIER LN, Middletown, DE 19709

MLS# DENC2101094

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
3030 IVYHOUSE LN, Middletown, DE 19709
Open 5/18 10AM-5PM
46

$599,000

3 Beds 2 Baths 2,151 SqFt

3030 IVYHOUSE LN, Middletown, DE 19709

MLS# DENC2101332

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3315 ROOKERY LN, Middletown, DE 19709
Open 5/18 10AM-5PM
35

$589,835

3 Beds 3 Baths 2,151 SqFt

3315 ROOKERY LN, Middletown, DE 19709

MLS# DENC2101316

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
264 BALDY LN #157 BLOOMFIELD MODEL, Middletown, DE 19709
Under Contract
29

$639,999

2 Beds 3 Baths 2,053 SqFt

264 BALDY LN #157 BLOOMFIELD MODEL, Middletown, DE 19709

MLS# DENC2100364

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
3102 PETT LEVEL DR, Middletown, DE 19709
Open 5/18 10AM-5PM
26

$345,000

3 Beds 2 Baths 2,669 SqFt

3102 PETT LEVEL DR, Middletown, DE 19709

MLS# DENC2099142

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
1626 JAYMES CIR, Middletown, DE 19709
Open Sat 10AM-4PM
16

$749,990

2 Beds 3 Baths 2,493 SqFt

1626 JAYMES CIR, Middletown, DE 19709

MLS# DENC2099772

Listed by Delaware Homes Inc

Bright MLS (BMLS)
Bright MLS (BMLS)
2243 WINCHELSEA PKWY, Middletown, DE 19709
Open 5/18 10AM-5PM
34

$468,109

3 Beds 3 Baths 2,443 SqFt

2243 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2099004

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3114 PETT LEVEL DR, Middletown, DE 19709
Open 5/18 10AM-5PM
26

$344,650

3 Beds 2 Baths 2,669 SqFt

3114 PETT LEVEL DR, Middletown, DE 19709

MLS# DENC2098062

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
314 CHAROLAIS ST #ASHTON MODEL, Middletown, DE 19709
Open Mon 7AM-8PM
25

$460,000

2 Beds 3 Baths 1,794 SqFt

314 CHAROLAIS ST #ASHTON MODEL, Middletown, DE 19709

MLS# DENC2095106

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #ALRICH MODEL, Middletown, DE 19709
Open Tue 11AM-5PM
29

$429,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ALRICH MODEL, Middletown, DE 19709

MLS# DENC2095112

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #ANNANDALE MODEL, Middletown, DE 19709
Open Tue 11AM-5PM
33

$429,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ANNANDALE MODEL, Middletown, DE 19709

MLS# DENC2095104

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
642 GORDON HOUSE WAY, Middletown, DE 19709
Open Tue 12PM-4PM
25

$657,712

4 Beds 3 Baths 2,889 SqFt

642 GORDON HOUSE WAY, Middletown, DE 19709

MLS# DENC2091264

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
548 LONGHORN LOOP #LOT 33 CHELSEA, Middletown, DE 19709
Open Mon 7AM-8PM
38

$688,893

3 Beds 2 Baths 2,296 SqFt

548 LONGHORN LOOP #LOT 33 CHELSEA, Middletown, DE 19709

MLS# DENC2088952

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #COTTONWOOD MODEL, Middletown, DE 19709
Open Wed 11AM-5PM
11

$622,000

3 Beds 2 Baths 2,477 SqFt

204 BALDY LN #COTTONWOOD MODEL, Middletown, DE 19709

MLS# DENC2080210

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #CHELSEA MODEL, Middletown, DE 19709
Open Tue 11AM-5PM
39

$607,000

3 Beds 2 Baths 2,296 SqFt

204 BALDY LN #CHELSEA MODEL, Middletown, DE 19709

MLS# DENC2080208

Listed by RE/MAX Elite

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.