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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

3034 IVYHOUSE LN, Middletown, DE 19709
Open Tue 10AM-5PM
47

$595,000

3 Beds 4 Baths 2,151 SqFt

3034 IVYHOUSE LN, Middletown, DE 19709

MLS# DENC2107686

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3314 ROOKERY LN, Middletown, DE 19709
Open Tue 10AM-5PM
41

$593,250

3 Beds 4 Baths 2,151 SqFt

3314 ROOKERY LN, Middletown, DE 19709

MLS# DENC2107606

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
3315 ROOKERY LN, Middletown, DE 19709
Open Tue 10AM-5PM
23

$579,250

3 Beds 3 Baths 2,065 SqFt

3315 ROOKERY LN, Middletown, DE 19709

MLS# DENC2107600

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
2213 WINCHELSEA PKWY, Middletown, DE 19709
Open Tue 10AM-5PM
72

$442,509

3 Beds 3 Baths 2,443 SqFt

2213 WINCHELSEA PKWY, Middletown, DE 19709

MLS# DENC2107588

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
1428 WHISPERING WOODS RD, Middletown, DE 19709
Open Tue 11AM-4PM
36

$423,000

2 Beds 2 Baths 1,275 SqFt

1428 WHISPERING WOODS RD, Middletown, DE 19709

MLS# DENC2106260

Listed by Compass

Bright MLS (BMLS)
Bright MLS (BMLS)
3223 RYE HARBOUR WAY, Middletown, DE 19709
Open 7/27 10AM-5PM
42

$559,250

2 Beds 3 Baths 2,151 SqFt

3223 RYE HARBOUR WAY, Middletown, DE 19709

MLS# DENC2106626

Listed by Atlantic Five Realty

Bright MLS (BMLS)
Bright MLS (BMLS)
5601 S BAYBERRY PKWY, Middletown, DE 19709
Open Sun 11AM-2PM
1

$628,565

4 Beds 4 Baths 0.35 Acres Lot

5601 S BAYBERRY PKWY, Middletown, DE 19709

MLS# DENC2106292

Listed by Blenheim Marketing LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
21 CANARY CT, Middletown, DE 19709
Open Sun 11AM-1PM
67

$699,900

5 Beds 4 Baths 5,075 SqFt

21 CANARY CT, Middletown, DE 19709

MLS# DENC2104332

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
Bright MLS (BMLS)
211 E CRAIL CT, Middletown, DE 19709
Open Fri 4PM-6PM
64

$644,999

4 Beds 3 Baths 2,875 SqFt

211 E CRAIL CT, Middletown, DE 19709

MLS# DENC2103018

Listed by RE/MAX Associates-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
663 GORDON HOUSE WAY, Middletown, DE 19709
Open Sat 1PM-3PM
57

$685,000

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)
649 SPRING HOLLOW DR, Middletown, DE 19709
Open Thu 10AM-12PM
40

$629,900

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)
901 ERICCSON LN, Middletown, DE 19709
Open Sun 1PM-2:30PM
50

$624,999

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)
304 N THALES DR, Middletown, DE 19709
Open Sat 11AM-2PM
3

$599,454

4 Beds 3 Baths 8,276 Sqft Lot

304 N THALES DR, Middletown, DE 19709

MLS# DENC2102530

Listed by Blenheim Marketing LLC

Bright MLS (BMLS)
Bright MLS (BMLS)
1318 CHURCHTOWN RD, Middletown, DE 19709
Open Sun 11AM-1PM
37

$662,500

4 Beds 4 Baths 2,392 SqFt

1318 CHURCHTOWN RD, Middletown, DE 19709

MLS# DENC2101052

Listed by Patterson-Schwartz-Hockessin

Bright MLS (BMLS)
Bright MLS (BMLS)
446 REDERICK LN #MASSEY LOT 68, Middletown, DE 19709
Open Tue 11AM-5PM
19

$409,999

3 Beds 2 Baths 2,001 SqFt

446 REDERICK LN #MASSEY LOT 68, Middletown, DE 19709

MLS# DENC2092584

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #COTTONWOOD MODEL, Middletown, DE 19709
Open Tue 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)
400 REDERICK LN #1 GREENSPRING, Middletown, DE 19709
Open Tue 11AM-4PM
39

$619,000

4 Beds 3 Baths 3,021 SqFt

400 REDERICK LN #1 GREENSPRING, Middletown, DE 19709

MLS# DENC2079324

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
400 REDERICK LN #5 EDEN II, Middletown, DE 19709
Open Tue 11AM-4PM
18

$614,000

4 Beds 3 Baths 3,195 SqFt

400 REDERICK LN #5 EDEN II, Middletown, DE 19709

MLS# DENC2079332

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #CHELSEA MODEL, Middletown, DE 19709
Open Tue 11AM-5PM
39

$607,000

3 Beds 2 Baths 2,296 SqFt

204 BALDY LN #CHELSEA MODEL, Middletown, DE 19709

MLS# DENC2080208

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
204 BALDY LN #CAYOT MODEL, Middletown, DE 19709
Open Thu 11AM-5PM
41

$587,000

3 Beds 2 Baths 2,004 SqFt

204 BALDY LN #CAYOT MODEL, Middletown, DE 19709

MLS# DENC2080204

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
400 REDERICK LN #2 OXFORD, Middletown, DE 19709
Open Tue 11AM-4PM
23

$582,500

4 Beds 3 Baths 2,357 SqFt

400 REDERICK LN #2 OXFORD, Middletown, DE 19709

MLS# DENC2079326

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
400 REDERICK LN #4 SASSAFRAS II, Middletown, DE 19709
Open Sat 11AM-4PM
35

$582,500

3 Beds 2 Baths 2,200 SqFt

400 REDERICK LN #4 SASSAFRAS II, Middletown, DE 19709

MLS# DENC2079330

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
530 WHEELMEN ST #5 CHADWICK, Middletown, DE 19709
Open Tue 11:30AM-4PM
41

$570,500

4 Beds 3 Baths 2,456 SqFt

530 WHEELMEN ST #5 CHADWICK, Middletown, DE 19709

MLS# DENC2079246

Listed by RE/MAX Elite

Bright MLS (BMLS)
Bright MLS (BMLS)
530 WHEELMEN ST #3 MIDDLETON RESERVE, Middletown, DE 19709
Open Tue 11:30AM-4PM
15

$554,000

4 Beds 3 Baths 2,280 SqFt

530 WHEELMEN ST #3 MIDDLETON RESERVE, Middletown, DE 19709

MLS# DENC2079238

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 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.