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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

402 TWINBROOK TER, Middletown, DE 19709
Open Sat 1PM-3PM
1

$1,199,000

5 Beds 4 Baths 5,015 SqFt

402 TWINBROOK TER, Middletown, DE 19709

MLS# DENC2099548

Listed by Burns & Ellis Realtors

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

$749,000

5 Beds 5 Baths 4,162 SqFt

632 HARRIER LN, Middletown, DE 19709

MLS# DENC2101094

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
Bright MLS (BMLS)
944 LANSDOWNE RD, Middletown, DE 19709
Open Sat 11AM-12PM
36

$340,000

3 Beds 3 Baths 1,750 SqFt

944 LANSDOWNE RD, Middletown, DE 19709

MLS# DENC2099104

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
332 CANVASBACK RD, Middletown, DE 19709
Coming Soon
78

$750,000

4 Beds 4 Baths 3,500 SqFt

332 CANVASBACK RD, Middletown, DE 19709

MLS# DENC2101394

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
2307 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 10AM-5PM
44

$471,859

3 Beds 3 Baths 2,443 SqFt

2307 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2101386

Listed by Atlantic Five Realty

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

$599,835

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)
3030 IVYHOUSE LN, Middletown, DE 19709
Open Fri 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)
554 LEWES LANDING RD, Middletown, DE 19709
Open Sun 1PM-3PM
30

$495,000

4 Beds 4 Baths 2,425 SqFt

554 LEWES LANDING RD, Middletown, DE 19709

MLS# DENC2101258

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
927 ERICCSON LN, Middletown, DE 19709
Open Sun 1PM-3PM
19

$440,000

3 Beds 3 Baths 1,975 SqFt

927 ERICCSON LN, Middletown, DE 19709

MLS# DENC2101216

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
16 PALMER DR, Middletown, DE 19709
Coming Soon
1

$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)
627 NESTING LN, Middletown, DE 19709
Coming Soon
47

$879,000

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)
329 PRICE DR, Middletown, DE 19709
Open Sun 12PM-3PM
55

$925,000

4 Beds 4 Baths 3,856 SqFt

329 PRICE DR, Middletown, DE 19709

MLS# DENC2100730

Listed by RE/MAX Associates

Bright MLS (BMLS)
Bright MLS (BMLS)
202 WICKERBERRY DR, Middletown, DE 19709
Open Sun 1PM-3PM
66

$725,000

5 Beds 5 Baths 4,020 SqFt

202 WICKERBERRY DR, Middletown, DE 19709

MLS# DENC2099366

Listed by Patterson-Schwartz-Middletown

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

$639,999

2 Beds 3 Baths 2,053 SqFt

264 BALDY LN, Middletown, DE 19709

MLS# DENC2100364

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
21 CANARY CT, Middletown, DE 19709
Open 5/3 12PM-2PM
62

$715,000

5 Beds 3 Baths 5,075 SqFt

21 CANARY CT, Middletown, DE 19709

MLS# DENC2099306

Listed by Bryan Realty Group

Bright MLS (BMLS)
Bright MLS (BMLS)
642 BARRIE RD, Middletown, DE 19709
Coming Soon
2

$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)
1537 E MATISSE DR, Middletown, DE 19709
Open Sun 1PM-4PM
77

$574,900

4 Beds 3 Baths 2,950 SqFt

1537 E MATISSE DR, Middletown, DE 19709

MLS# DENC2099108

Listed by Iron Valley Real Estate Premier

Bright MLS (BMLS)
Bright MLS (BMLS)
2212 S OKEEFFE LN, Middletown, DE 19709
Open 4/23 5:30PM-8PM
54

$450,000

3 Beds 3 Baths 2,584 SqFt

2212 S OKEEFFE LN, Middletown, DE 19709

MLS# DENC2099566

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
2510 CHOPIN DR, Middletown, DE 19709
Open Sun 1PM-3PM
61

$429,900

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)
2243 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 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)
338 TIGER LILY DR, Middletown, DE 19709
Open Sun 2PM-4PM
48

$499,900

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)
3225 RYE HARBOUR WAY, Middletown, DE 19709
Open Fri 10AM-5PM
48

$535,550

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)
114 AUSTRIAN PINE CT, Middletown, DE 19709
Open Sun 1PM-4PM
86

$705,000

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)
2311 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 10AM-5PM
34

$463,409

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)

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.