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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

203 DEERFIELD DR, Middletown, DE 19709
Open Sat 11AM-1PM
55

$699,900

4 Beds 3 Baths 4,075 SqFt

203 DEERFIELD DR, Middletown, DE 19709

MLS# DENC2105112

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
300 NORTHHAMPTON WAY, Middletown, DE 19709
Open Sat 11AM-1PM
49

$679,999

4 Beds 4 Baths 3,625 SqFt

300 NORTHHAMPTON WAY, Middletown, DE 19709

MLS# DENC2104480

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
305 WHITE PINE DR, Middletown, DE 19709
Open Fri 5PM-7PM
25

$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)
6030 FREESTONE BLVD, Middletown, DE 19709
Open Thu 10AM-5PM
36

$506,390

3 Beds 4 Baths 2,368 SqFt

6030 FREESTONE BLVD, Middletown, DE 19709

MLS# DENC2105276

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
4116 LAUGHTON LN, Middletown, DE 19709
Pending
38

$565,000

4 Beds 3 Baths 2,650 SqFt

4116 LAUGHTON LN, Middletown, DE 19709

MLS# DENC2105094

Listed by BHHS Fox & Roach - Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
2239 WINCHELSEA PKWY, Middletown, DE 19709
Open Thu 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)
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)
120 GOLDLEAF DR W, Middletown, DE 19709
Open Fri 5PM-7PM
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)
663 GORDON HOUSE WAY, Middletown, DE 19709
Open Fri 1PM-3PM
57

$694,000

4 Beds 3 Baths 3,642 SqFt

663 GORDON HOUSE WAY, Middletown, DE 19709

MLS# DENC2104398

Listed by Real Broker LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
1032 APPLECROSS DR, Middletown, DE 19709
Open Thu 5PM-7PM
96

$690,000

6 Beds 5 Baths 4,450 SqFt

1032 APPLECROSS DR, Middletown, DE 19709

MLS# DENC2103606

Listed by Keller Williams Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
1229 PIMPERNELL PATH, Middletown, DE 19709
Open Sun 12PM-2PM
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)
901 ERICCSON LN, Middletown, DE 19709
Open 6/28 1PM-3PM
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)
2251 WINCHELSEA PKWY, Middletown, DE 19709
Open Thu 10AM-5PM
61

$362,800

5 Beds 2 Baths 2,669 SqFt

2251 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2103254

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
16 PALMER DR, Middletown, DE 19709
Open Sat 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)
22 SOUTH MAIN ST, Middletown, DE 19709
Open Fri 5PM-7PM
29

$649,900

3 Beds 4 Baths 3,300 SqFt

22 SOUTH MAIN ST, Middletown, DE 19709

MLS# DENC2102618

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
3030 IVYHOUSE LN, Middletown, DE 19709
Open Thu 10AM-5PM
46

$589,000

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)
1756 MICHELANGELO DR, Middletown, DE 19709
Open Fri 5PM-7PM
75

$846,000

4 Beds 4 Baths 5,345 SqFt

1756 MICHELANGELO DR, Middletown, DE 19709

MLS# DENC2100770

Listed by EXP Realty, LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
114 AUSTRIAN PINE CT, Middletown, DE 19709
Open 6/27 10AM-1PM
86

$695,000

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)
314 CHAROLAIS ST #ASHTON MODEL, Middletown, DE 19709
Open Thu 11AM-5PM
25

$460,000

2 Beds 3 Baths 1,794 SqFt

314 CHAROLAIS ST #ASHTON MODEL, Middletown, DE 19709

MLS# DENC2095106

Listed by RE/MAX Elite

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

$429,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ALRICH MODEL, Middletown, DE 19709

MLS# DENC2095112

Listed by RE/MAX Elite

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

$429,000

2 Beds 3 Baths 1,794 SqFt

204 BALDY LN #ANNANDALE MODEL, Middletown, DE 19709

MLS# DENC2095104

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
642 GORDON HOUSE WAY, Middletown, DE 19709
Open Sat 12PM-4PM
25

$649,900

4 Beds 3 Baths 2,889 SqFt

642 GORDON HOUSE WAY, Middletown, DE 19709

MLS# DENC2091264

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
548 LONGHORN LOOP #LOT 33 CHELSEA, Middletown, DE 19709
Open Wed 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)
204 BALDY LN #COTTONWOOD MODEL, Middletown, DE 19709
Open Thu 11AM-5PM
11

$622,000

3 Beds 2 Baths 2,477 SqFt

204 BALDY LN #COTTONWOOD MODEL, 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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    © 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.