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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

810 ASHBY DR, Middletown, DE 19709
Open Sat 11AM-1PM
74

$899,990

5 Beds 5 Baths 5,225 SqFt

810 ASHBY DR, Middletown, DE 19709

MLS# DENC2098938

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
79 LATTICE LN, Middletown, DE 19709
Open Sat 11AM-2PM
80

$499,000

2 Beds 2 Baths 2,275 SqFt

79 LATTICE LN, Middletown, DE 19709

MLS# DENC2099100

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
398 GOODWICK DR, Middletown, DE 19709
Coming Soon
43

$445,000

3 Beds 4 Baths 3,201 SqFt

398 GOODWICK DR, Middletown, DE 19709

MLS# DENC2099328

Listed by Compass Pennsylvania, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
1602 N UNION ST, Middletown, PA 17057
Coming Soon
1

$350,000

3 Beds 2 Baths 1,788 SqFt

1602 N UNION ST, Middletown, PA 17057

MLS# PADA2057798

Listed by RE/MAX Cornerstone

Bright MLS (BMLS)
Bright MLS (BMLS)
163 MIDDESSA DR, Middletown, DE 19709
Open Sat 12:30PM-2:30PM
51

$579,900

4 Beds 3 Baths 2,375 SqFt

163 MIDDESSA DR, Middletown, DE 19709

MLS# DENC2099196

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
11 DELFT CT, Middletown, DE 19709
Open Sat 1PM-3PM
43

$460,000

4 Beds 3 Baths 2,600 SqFt

11 DELFT CT, Middletown, DE 19709

MLS# DENC2098828

Listed by Tom Livizos Real Estate Co.

Bright MLS (BMLS)
Bright MLS (BMLS)
4614 PINEWOOD TRAIL, Middletown, MD 21769
Coming Soon
1

$440,000

3 Beds 3 Baths 1,684 SqFt

4614 PINEWOOD TRAIL, Middletown, MD 21769

MLS# MDFR2078668

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
284 LIBORIO DR, Middletown, DE 19709
Coming Soon
45

$320,000

3 Beds 3 Baths 1,475 SqFt

284 LIBORIO DR, Middletown, DE 19709

MLS# DENC2099284

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
2220 WINCHELSEA PKWY, Middletown, DE 19709
Open Wed 10AM-5PM
48

$559,775

3 Beds 3 Baths 3,397 SqFt

2220 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2099006

Listed by Atlantic Five Realty

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

$474,809

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)
1428 WHISPERING WOODS RD, Middletown, DE 19709
Open Sat 1PM-3PM
47

$423,000

2 Beds 2 Baths 1,275 SqFt

1428 WHISPERING WOODS RD, Middletown, DE 19709

MLS# DENC2098814

Listed by Thyme Real Estate Co LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
507 MAIN ST, Middletown, MD 21769
Open Sun 1PM-4PM
51

$460,000

4 Beds 2 Baths 2,698 SqFt

507 MAIN ST, Middletown, MD 21769

MLS# MDFR2078348

Listed by Kelley Real Estate Professionals

Bright MLS (BMLS)
Bright MLS (BMLS)
3225 RYE HARBOUR WAY, Middletown, DE 19709
Open Wed 10AM-5PM
48

$551,567

2 Beds 2 Baths 1,873 SqFt

3225 RYE HARBOUR WAY, Middletown, DE 19709

MLS# DENC2098586

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
228 WICKERBERRY DR, Middletown, DE 19709
Open Sat 12PM-2PM
50

$799,000

4 Beds 3 Baths 3,875 SqFt

228 WICKERBERRY DR, Middletown, DE 19709

MLS# DENC2097946

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
3114 PETT LEVEL DR, Middletown, DE 19709
Open Wed 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)
2311 WINCHELSEA PKWY, Middletown, DE 19709
Open Wed 10AM-5PM
34

$479,890

3 Beds 3 Baths 2,443 SqFt

2311 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2097802

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
25 FRANKLIN DR, Middletown, DE 19709
Open Sat 2PM-4PM
30

$335,000

3 Beds 2 Baths 1,325 SqFt

25 FRANKLIN DR, Middletown, DE 19709

MLS# DENC2096608

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
103 WESTSIDE LN, Middletown, DE 19709
Open Sun 12PM-3PM
64

$689,000

4 Beds 4 Baths 4,936 SqFt

103 WESTSIDE LN, Middletown, DE 19709

MLS# DENC2096684

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
148 GAZEBO LN, Middletown, DE 19709
Open Sat 11AM-2PM
45

$479,900

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)
1525 LESTERFIELD WAY, Middletown, DE 19709
Open Sat 10AM-4PM
16

$699,990

3 Beds 4 Baths 2,493 SqFt

1525 LESTERFIELD WAY, Middletown, DE 19709

MLS# DENC2096346

Listed by Delaware Homes Inc

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

$564,495

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)
1932 DIXON WAY, Middletown, DE 19709
Open Sat 10AM-4PM
29

$639,990

3 Beds 4 Baths 4,147 SqFt

1932 DIXON WAY, Middletown, DE 19709

MLS# DENC2096234

Listed by Delaware Homes Inc

Bright MLS (BMLS)
Bright MLS (BMLS)
1511 LESTERFIELD WAY, Middletown, DE 19709
Open Sat 10AM-4PM
34

$499,990

3 Beds 2 Baths 1,811 SqFt

1511 LESTERFIELD WAY, Middletown, DE 19709

MLS# DENC2096240

Listed by Delaware Homes Inc

Bright MLS (BMLS)
Bright MLS (BMLS)
304 DAY LILLY WAY, Middletown, DE 19709
Open Sun 1PM-4PM
24

$420,000

2 Beds 2 Baths 1,500 SqFt

304 DAY LILLY WAY, Middletown, DE 19709

MLS# DENC2096092

Listed by Patterson-Schwartz-Hockessin

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.