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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

205 CLYDIA CT, Middletown, DE 19709
Open Sat 12PM-2PM
77

$764,500

4 Beds 4 Baths 4,175 SqFt

205 CLYDIA CT, Middletown, DE 19709

MLS# DENC2095328

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
234 BALDY LN, Middletown, DE 19709
Open Sun 11AM-1PM
76

$735,000

3 Beds 3 Baths 2,725 SqFt

234 BALDY LN, Middletown, DE 19709

MLS# DENC2096354

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BECKINGTON CT, Middletown, DE 19709
Open Sat 12PM-2PM
23

$399,900

3 Beds 3 Baths 2,450 SqFt

204 BECKINGTON CT, Middletown, DE 19709

MLS# DENC2096712

Listed by Tesla Realty Group, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
1036 APPLECROSS DR, Middletown, DE 19709
Open Sun 11AM-3PM
48

$765,000

5 Beds 5 Baths 5,400 SqFt

1036 APPLECROSS DR, Middletown, DE 19709

MLS# DENC2096686

Listed by Phoenix Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
30 CANTWELL DR, Middletown, DE 19709
Open Sat 1PM-3PM
51

$585,000

4 Beds 3 Baths 3,342 SqFt

30 CANTWELL DR, Middletown, DE 19709

MLS# DENC2096660

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
336 ACASTA DR, Middletown, DE 19709
Coming Soon
1

$580,000

3 Beds 3 Baths 3,100 SqFt

336 ACASTA DR, Middletown, DE 19709

MLS# DENC2095628

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
148 GAZEBO LN, Middletown, DE 19709
Open Sun 1PM-3PM
45

$490,000

3 Beds 2 Baths 1,650 SqFt

148 GAZEBO LN, Middletown, DE 19709

MLS# DENC2096388

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
2303 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 10AM-5PM
34

$475,509

3 Beds 3 Baths 2,443 SqFt

2303 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2096398

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
2228 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 10AM-5PM
48

$509,900

3 Beds 3 Baths 3,397 SqFt

2228 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2096366

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3027 IVYHOUSE LN, Middletown, DE 19709
Open Fri 10AM-5PM
29

$559,495

3 Beds 3 Baths 2,356 SqFt

3027 IVYHOUSE LN, Middletown, DE 19709

MLS# DENC2096310

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
360 NIGHTHAWK DR, Middletown, DE 19709
Coming Soon
64

$749,000

6 Beds 4 Baths 3,263 SqFt

360 NIGHTHAWK DR, Middletown, DE 19709

MLS# DENC2096286

Listed by Compass Pennsylvania, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
4311 ZIRCON RD, Middletown, MD 21769
Coming Soon
71

$549,900

6 Beds 5 Baths 3,072 SqFt

4311 ZIRCON RD, Middletown, MD 21769

MLS# MDFR2075506

Listed by Keller Williams Realty Centre

Bright MLS (BMLS)
Bright MLS (BMLS)
3029 IVYHOUSE LN, Middletown, DE 19709
Open Fri 10AM-5PM
45

$538,793

3 Beds 2 Baths 2,065 SqFt

3029 IVYHOUSE LN, Middletown, DE 19709

MLS# DENC2095728

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3134 PETT LEVEL DR, Middletown, DE 19709
Open Fri 10AM-5PM
26

$364,800

5 Beds 2 Baths 2,669 SqFt

3134 PETT LEVEL DR, Middletown, DE 19709

MLS# DENC2095688

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
110 SHANNON BLVD, Middletown, DE 19709
Open 2/21 12PM-2PM
45

$815,000

5 Beds 5 Baths 4,397 SqFt

110 SHANNON BLVD, Middletown, DE 19709

MLS# DENC2095174

Listed by Crown Homes Real Estate

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

$456,000

2 Beds 3 Baths 1,794 SqFt

314 CHAROLAIS ST #ASHTON, Middletown, DE 19709

MLS# DENC2095106

Listed by RE/MAX Elite

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

$425,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ALRICH, Middletown, DE 19709

MLS# DENC2095112

Listed by RE/MAX Elite

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

$425,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ANNANDALE, Middletown, DE 19709

MLS# DENC2095104

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
321 ELLENWOOD DR, Middletown, DE 19709
Open Sun 1PM-3PM
52

$685,000

4 Beds 4 Baths 3,175 SqFt

321 ELLENWOOD DR, Middletown, DE 19709

MLS# DENC2092224

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
548 LONGHORN LOOP #LOT 33 CHELSEA, Middletown, DE 19709
Open Fri 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)
100 MIDSUMMER LN, Middletown, VA 22645
Open Sun 12PM-4PM
47

$474,999

3 Beds 2 Baths 1,610 SqFt

100 MIDSUMMER LN, Middletown, VA 22645

MLS# VAFV2035268

Listed by LPT Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
102 MIDSUMMER LN, Middletown, VA 22645
Open Sun 12PM-4PM
51

$449,999

3 Beds 3 Baths 1,840 SqFt

102 MIDSUMMER LN, Middletown, VA 22645

MLS# VAFV2035270

Listed by LPT Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
104 MIDSUMMER LN, Middletown, VA 22645
Open Sun 12PM-4PM
49

$454,999

3 Beds 2 Baths 1,610 SqFt

104 MIDSUMMER LN, Middletown, VA 22645

MLS# VAFV2034546

Listed by LPT Realty, LLC

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

$614,000

3 Beds 2 Baths 2,477 SqFt

204 BALDY LN #COTTONWOOD, Middletown, DE 19709

MLS# DENC2080210

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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    Equal Housing Opportunity

    © 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.

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    DMCA NOTICE

    Deborah Sweeney strongly respects copyright protections. We will respond as promptly as possible to any reports of copyright infringement on our primary and supplemental websites, and in any IDX displays and IDX content. Deborah Sweeney works within the guidelines of the US Digital Millennium Copyright Act ("DMCA") to address and rectify any and all reports and instances of copyright infringement.

    Infringement Reporting Procedure. To report copyright infringement, please email (preferred), fax, or mail all of the below required information, in written English, to Deborah Sweeney (our contact information follows):

    • i. Signature (hand-signed or electronic) of the owner, or a person authorized by the owner, of a copyright that is allegedly infringed.
    • ii. Identification of the original copyrighted work that is allegedly infringed, including website address / URL, location on the webpage, type of material (such as whether it is text, a photo, or both), a description of the work, and any other relevant information, sufficient for Deborah Sweeney to identify it.
    • iii. Identification of the material in an Deborah Sweeney website or display that is allegedly infringing upon the work from point ii. above, including website address / URL, location on the webpage, type of material (such as whether it is text, a photo, or both), a description of the work, and any other relevant information, sufficient for Deborah Sweeney to identify it.
    • iv. Statement that the complaining Party has a good faith belief that use of the material in the manner complained of is not authorized by the copyright owner, its agent, or the law.
    • v. Contact information for the complaining Party, including email address, mailing address, and phone number.
    • vi. Statement that the information in the notification is accurate, and under penalty of perjury, that the complaining Party is authorized to act on behalf of the owner of an exclusive right that is allegedly infringed.

    Copyright Agent Contact. Deborah Sweeney's Copyright Agent contact information is as follows. Email is our preferred method of communication.

    Deborah Sweeney, Inc.

    Attention: Deborah Sweeney DMCA/Copyright Designated Agent

    (610) 212-1006

    deb.sweeney@compass.com

    Take-Down Procedure. Upon receipt and verification of notice of infringement, Deborah Sweeney will remove the infringing materials, at its sole discretion. To the extent possible, Deborah Sweeney will notify the infringing party in writing after removal. Advance notice of removal is generally not possible.

    Termination for Repeat Infringement. Deborah Sweeney reserves the right to terminate access, for any or all of our Software and Services, to any Party, if that Party is found to be repeatedly infringing copyrights.

    Last updated: 2/5/2026