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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

530 MAIDEN CT, Middletown, DE 19709
Open Sat 11AM-1PM
87

$699,000

6 Beds 4 Baths 3,950 SqFt

530 MAIDEN CT, Middletown, DE 19709

MLS# DENC2102776

Listed by Real Broker LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
535 JANVIER DR, Middletown, DE 19709
Open Sun 12PM-2PM
33

$380,000

3 Beds 2 Baths 1,500 SqFt

535 JANVIER DR, Middletown, DE 19709

MLS# DENC2102632

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
16 PALMER DR, Middletown, DE 19709
Open Sat 9AM-12PM
47

$579,999

4 Beds 3 Baths 2,900 SqFt

16 PALMER DR, Middletown, DE 19709

MLS# DENC2100938

Listed by Samson Properties of DE, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
871 SWEET BIRCH DR, Middletown, DE 19709
Open Sun 1PM-3PM
59

$710,000

4 Beds 3 Baths 3,650 SqFt

871 SWEET BIRCH DR, Middletown, DE 19709

MLS# DENC2102208

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
116 MERRIMAC AVE, Middletown, DE 19709
Open Sun 1PM-3PM
34

$420,000

3 Beds 3 Baths 1,975 SqFt

116 MERRIMAC AVE, Middletown, DE 19709

MLS# DENC2102044

Listed by Opulent Realty Group LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
439 REDERICK LN #MASSEY LOT 82, Middletown, DE 19709
Open Sat 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 Sat 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)
119 ANDREW DR, Middletown, PA 17057
Coming Soon
20

$55,000

2 Beds 2 Baths 1,340 SqFt

119 ANDREW DR, Middletown, PA 17057

MLS# PADA2059644

Listed by Keller Williams Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
8 CRAWFORD ST, Middletown, DE 19709
Open Sat 12PM-2PM
80

$380,000

2 Beds 2 Baths 1,420 SqFt

8 CRAWFORD ST, Middletown, DE 19709

MLS# DENC2101978

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
106 TREE TOP LN, Middletown, PA 17057
Open Sun 1PM-3PM
52

$615,000

5 Beds 4 Baths 3,160 SqFt

106 TREE TOP LN, Middletown, PA 17057

MLS# PADA2058506

Listed by Iron Valley Real Estate of Central PA

Bright MLS (BMLS)
Bright MLS (BMLS)
145 DURSLEY CIR, Middletown, VA 22645
Open Sat 1PM-3PM
27

$465,999

4 Beds 3 Baths 1,900 SqFt

145 DURSLEY CIR, Middletown, VA 22645

MLS# VAFV2041068

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
2247 WINCHELSEA PKWY, Middletown, DE 19709
Open Thu 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)
109 KNIGHTSBRIDGE RD, Middletown, DE 19709
Open Sun 1PM-4PM
47

$949,900

4 Beds 4 Baths 4,500 SqFt

109 KNIGHTSBRIDGE RD, Middletown, DE 19709

MLS# DENC2101376

Listed by Coldwell Banker Rowley Realtors

Bright MLS (BMLS)
Bright MLS (BMLS)
2616 QUEBEC SCHOOL RD, Middletown, MD 21769
Coming Soon
1

$859,900

5 Beds 5 Baths 4,754 SqFt

2616 QUEBEC SCHOOL RD, Middletown, MD 21769

MLS# MDFR2080404

Listed by Northrop Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
307 WASHINGTON ST, Middletown, MD 21769
Open Sat 1PM-3PM
64

$645,000

5 Beds 4 Baths 3,288 SqFt

307 WASHINGTON ST, Middletown, MD 21769

MLS# MDFR2079846

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
627 NESTING LN, Middletown, DE 19709
Open Sat 11AM-1PM
47

$850,000

8 Beds 5 Baths 5,950 SqFt

627 NESTING LN, Middletown, DE 19709

MLS# DENC2101000

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
642 BARRIE RD, Middletown, DE 19709
Open Sun 1PM-3PM
36

$399,000

3 Beds 3 Baths 2,200 SqFt

642 BARRIE RD, Middletown, DE 19709

MLS# DENC2100210

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
208 MAIN ST, Middletown, MD 21769
Open Sat 11AM-2PM
75

$374,900

4 Beds 3 Baths 1,616 SqFt

208 MAIN ST, Middletown, MD 21769

MLS# MDFR2080400

Listed by Maryland Elite Realtors

Bright MLS (BMLS)
Bright MLS (BMLS)
3030 IVYHOUSE LN, Middletown, DE 19709
Open Thu 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 Thu 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)
196 SHANNON BLVD, Middletown, DE 19709
Open Sat 1PM-3PM
70

$759,900

4 Beds 4 Baths 4,563 SqFt

196 SHANNON BLVD, Middletown, DE 19709

MLS# DENC2100824

Listed by Compass

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 Thu 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)

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 Deborah Sweeney, REALTOR® | Compass RE - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    Deborah Sweeney is a licensed real estate agent 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.