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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

118 FLETCHER CIR, Middletown, DE 19709
Open Sat 12PM-6PM
26

$435,000

3 Beds 4 Baths 1,975 SqFt

118 FLETCHER CIR, Middletown, DE 19709

MLS# DENC2098284

Listed by Tesla Realty Group, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
79 LATTICE LN, Middletown, DE 19709
Coming Soon
11

$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)
102 E REDDING ST, Middletown, DE 19709
Coming Soon
2

$395,000

3 Beds 2 Baths 1,850 SqFt

102 E REDDING ST, Middletown, DE 19709

MLS# DENC2099056

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
2220 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 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 Fri 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)
403 NEW ST, Middletown, DE 19709
Coming Soon
1

$300,000

3 Beds 1 Baths 1,150 SqFt

403 NEW ST, Middletown, DE 19709

MLS# DENC2098866

Listed by Redfin Corporation

Bright MLS (BMLS)
Bright MLS (BMLS)
663 GORDON HOUSE WAY, Middletown, DE 19709
Open Sat 11AM-1PM
35

$725,000

4 Beds 3 Baths 3,375 SqFt

663 GORDON HOUSE WAY, Middletown, DE 19709

MLS# DENC2098944

Listed by VRA Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
11 DELFT CT, Middletown, DE 19709
Coming Soon
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)
1428 WHISPERING WOODS RD, Middletown, DE 19709
Open 3/28 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)
18 HAGGIS RD, Middletown, DE 19709
Open Sun 1PM-3PM
52

$659,000

4 Beds 3 Baths 2,675 SqFt

18 HAGGIS RD, Middletown, DE 19709

MLS# DENC2098432

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
338 TIGER LILY DR, Middletown, DE 19709
Open Sun 1PM-3PM
54

$509,900

3 Beds 4 Baths 2,800 SqFt

338 TIGER LILY DR, Middletown, DE 19709

MLS# DENC2098228

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
2510 CHOPIN DR, Middletown, DE 19709
Coming Soon
61

$439,900

3 Beds 3 Baths 1,900 SqFt

2510 CHOPIN DR, Middletown, DE 19709

MLS# DENC2098640

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
130 PINE VALLEY DR, Middletown, DE 19709
Coming Soon
73

$885,000

6 Beds 5 Baths 4,525 SqFt

130 PINE VALLEY DR, Middletown, DE 19709

MLS# DENC2098722

Listed by Empower Real Estate, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
4 FARM LN, Middletown, DE 19709
Open Sat 1PM-3PM
20

$465,000

4 Beds 3 Baths 1,900 SqFt

4 FARM LN, Middletown, DE 19709

MLS# DENC2098750

Listed by Redfin Corp

Bright MLS (BMLS)
Bright MLS (BMLS)
3225 RYE HARBOUR WAY, Middletown, DE 19709
Open Fri 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)
137 SILVER MAPLE RD, Middletown, DE 19709
Open Sat 11AM-1PM
21

$519,900

3 Beds 2 Baths 1,625 SqFt

137 SILVER MAPLE RD, Middletown, DE 19709

MLS# DENC2098642

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
114 AUSTRIAN PINE CT, Middletown, DE 19709
Open Sun 1PM-3PM
86

$720,000

4 Beds 4 Baths 2,595 SqFt

114 AUSTRIAN PINE CT, Middletown, DE 19709

MLS# DENC2095542

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3016 BARBER LN, Middletown, DE 19709
Open Sun 1PM-3PM
67

$615,000

2 Beds 2 Baths 1,866 SqFt

3016 BARBER LN, Middletown, DE 19709

MLS# DENC2098048

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
505 CHERRY BARK RD, Middletown, DE 19709
Open Sat 11AM-1PM
63

$565,000

3 Beds 3 Baths 2,650 SqFt

505 CHERRY BARK RD, Middletown, DE 19709

MLS# DENC2098486

Listed by Patterson-Schwartz Real Estate

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

$365,200

5 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)
301 BRAEMAR ST, Middletown, DE 19709
Open Sat 12PM-2PM
80

$749,900

5 Beds 4 Baths 5,179 SqFt

301 BRAEMAR ST, Middletown, DE 19709

MLS# DENC2097746

Listed by Real Broker LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
2311 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 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)
248 ANN DR, Middletown, DE 19709
Open Sun 1PM-4PM
49

$499,900

4 Beds 4 Baths 1,900 SqFt

248 ANN DR, Middletown, DE 19709

MLS# DENC2096586

Listed by Tesla Realty Group, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
25 FRANKLIN DR, Middletown, DE 19709
Open Sat 1PM-3PM
29

$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)

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.