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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

50 HAGGIS RD, Middletown, DE 19709
Open Sat 12PM-2PM
85

$675,000

5 Beds 4 Baths 3,900 SqFt

50 HAGGIS RD, Middletown, DE 19709

MLS# DENC2104826

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
147 CRYSTAL RUN DR, Middletown, DE 19709
Open Sat 12PM-2PM
97

$525,000

4 Beds 3 Baths 2,325 SqFt

147 CRYSTAL RUN DR, Middletown, DE 19709

MLS# DENC2104744

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
2239 WINCHELSEA PKWY, Middletown, DE 19709
Open Fri 10AM-5PM
71

$452,509

3 Beds 3 Baths 2,443 SqFt

2239 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2105052

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
285 VINCENT CIR, Middletown, DE 19709
Open Sat 1PM-3PM
33

$327,900

3 Beds 3 Baths 1,125 SqFt

285 VINCENT CIR, Middletown, DE 19709

MLS# DENC2104628

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
346 ANDREW CT, Middletown, DE 19709
Open Fri 5PM-7PM
48

$575,000

3 Beds 4 Baths 2,650 SqFt

346 ANDREW CT, Middletown, DE 19709

MLS# DENC2104458

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
270 MANCHESTER CT, Middletown, DE 19709
Coming Soon
34

$669,000

4 Beds 2 Baths 2,400 SqFt

270 MANCHESTER CT, Middletown, DE 19709

MLS# DENC2104812

Listed by Delaware Homes Inc

Bright MLS (BMLS)
Bright MLS (BMLS)
262 ROSSNAKILL RD, Middletown, DE 19709
Coming Soon
46

$485,000

3 Beds 3 Baths 2,450 SqFt

262 ROSSNAKILL RD, Middletown, DE 19709

MLS# DENC2104888

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
120 GOLDLEAF DR W, Middletown, DE 19709
Open Sun 11AM-1PM
64

$719,900

4 Beds 2 Baths 0.54 Acres Lot

120 GOLDLEAF DR W, Middletown, DE 19709

MLS# DENC2104598

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
4130 LAUGHTON LN, Middletown, DE 19709
Pending
35

$700,000

4 Beds 3 Baths 3,121 SqFt

4130 LAUGHTON LN, Middletown, DE 19709

MLS# DENC2104624

Listed by Patterson-Schwartz-Newark

Bright MLS (BMLS)
Bright MLS (BMLS)
1218 PIMPERNELL PATH, Middletown, DE 19709
Open Sat 1PM-3PM
103

$675,000

5 Beds 4 Baths 3,550 SqFt

1218 PIMPERNELL PATH, Middletown, DE 19709

MLS# DENC2104418

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
23 BROWNING CIR, Middletown, DE 19709
Open Sun 1PM-3PM
96

$625,000

4 Beds 4 Baths 3,575 SqFt

23 BROWNING CIR, Middletown, DE 19709

MLS# DENC2104346

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3316 ROOKERY LN, Middletown, DE 19709
Open Fri 10AM-5PM
36

$563,749

3 Beds 3 Baths 2,151 SqFt

3316 ROOKERY LN, Middletown, DE 19709

MLS# DENC2104610

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
22 S CUMMINGS DR, Middletown, DE 19709
Open Sat 11AM-1PM
41

$415,000

3 Beds 4 Baths 3,250 SqFt

22 S CUMMINGS DR, Middletown, DE 19709

MLS# DENC2104492

Listed by BHHS Fox & Roach-Christiana

Bright MLS (BMLS)
Bright MLS (BMLS)
328 ANDREW CT, Middletown, DE 19709
Open Sat 11AM-1PM
41

$487,000

3 Beds 4 Baths 2,295 SqFt

328 ANDREW CT, Middletown, DE 19709

MLS# DENC2104050

Listed by Century 21 Gold Key Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
649 SPRING HOLLOW DR, Middletown, DE 19709
Open Sat 12PM-2:30PM
42

$649,900

4 Beds 3 Baths 3,250 SqFt

649 SPRING HOLLOW DR, Middletown, DE 19709

MLS# DENC2103522

Listed by Iron Valley Real Estate at The Beach

Bright MLS (BMLS)
Bright MLS (BMLS)
718 KALMAR LN, Middletown, DE 19709
Open Sun 1PM-3PM
44

$469,900

3 Beds 3 Baths 1,950 SqFt

718 KALMAR LN, Middletown, DE 19709

MLS# DENC2104102

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
229 WICKERBERRY DR, Middletown, DE 19709
Open Sat 12PM-2:30PM
67

$849,000

5 Beds 4 Baths 4,625 SqFt

229 WICKERBERRY DR, Middletown, DE 19709

MLS# DENC2103510

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
1229 PIMPERNELL PATH, Middletown, DE 19709
Open Sun 1PM-3PM
54

$789,999

5 Beds 3 Baths 3,375 SqFt

1229 PIMPERNELL PATH, Middletown, DE 19709

MLS# DENC2103458

Listed by BHHS Fox & Roach - Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
529 ST MICHAEL DR, Middletown, DE 19709
Open Sun 12PM-2PM
48

$595,000

4 Beds 3 Baths 2,484 SqFt

529 ST MICHAEL DR, Middletown, DE 19709

MLS# DENC2103462

Listed by Patterson-Schwartz-Middletown

Bright MLS (BMLS)
Bright MLS (BMLS)
901 ERICCSON LN, Middletown, DE 19709
Open Sat 1PM-2PM
50

$639,000

5 Beds 3 Baths 2,560 SqFt

901 ERICCSON LN, Middletown, DE 19709

MLS# DENC2102882

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
305 WHITE PINE DR, Middletown, DE 19709
Coming Soon
3

$549,900

3 Beds 2 Baths 2,816 SqFt

305 WHITE PINE DR, Middletown, DE 19709

MLS# DENC2103386

Listed by Keller Williams Realty Wilmington

Bright MLS (BMLS)
Bright MLS (BMLS)
400 TOPIARY LN, Middletown, DE 19709
Open Sun 1PM-3PM
57

$479,900

2 Beds 2 Baths 2,100 SqFt

400 TOPIARY LN, Middletown, DE 19709

MLS# DENC2102996

Listed by Century 21 Gold Key Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
434 SPRING HOLLOW DR, Middletown, DE 19709
Open Sun 11AM-2PM
49

$809,000

5 Beds 4 Baths 5,092 SqFt

434 SPRING HOLLOW DR, Middletown, DE 19709

MLS# DENC2103082

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
16 PALMER DR, Middletown, DE 19709
Open 6/20 11AM-1PM
47

$577,499

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)

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.