Short-Term Rental Properties in Middletown, DE | Ziffy.ai
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Price: $300K - 500K
Monthly Cash Flow: $1 - $3k+
Home Type: Single Family

Short Term Rental Investment Properties for Sale in Middletown, DE

Property at 415 Morning Glory Ln, Middletown, DE
Airbnb Potential
$ 450,000
ROI
24.0ROI percentage
Cash Flow/m
Dollar sign531
  • 3 Bed
  • 2 Bath
  • 2100 sft
415 Morning Glory Ln, Middletown, DE, 19709
Property at 48 Springmill Dr, Middletown, DE
Airbnb Potential
$ 425,000
ROI
22.9ROI percentage
Cash Flow/m
Dollar sign367
  • 2 Bed
  • 2 Bath
  • 1950 sft
48 Springmill Dr, Middletown, DE, 19709
or
Here are some other similar properties you might be interested in:
Property at 20 Lee Dr #641, Wilmington, DE
$ 100,000
ROI
26.4ROI percentage
Cash Flow/m
Dollar sign185
  • 2 Bed
  • 2 Bath
  • - sft
20 Lee Dr #641, Wilmington, DE, 19808
Property at 1317 Chestnut St, Wilmington, DE
Currently Rented
Rental Income
$ 100,000
ROI
26.3ROI percentage
Cash Flow/m
Dollar sign181
  • 2 Bed
  • 2 Bath
  • 950 sft
1317 Chestnut St, Wilmington, DE, 19805
Property at 413 Oceanwind Rd, Bear, DE
$ 100,000
ROI
26.4ROI percentage
Cash Flow/m
Dollar sign184
  • 3 Bed
  • 2 Bath
  • 1100 sft
413 Oceanwind Rd, Bear, DE, 19701
Property at 303 W Market St, Greenwood, DE
Fix & Flip
$ 100,000
ROI
75.2ROI percentage
Cash Flow/m
Dollar sign1542
  • 3 Bed
  • 2 Bath
  • 1369 sft
303 W Market St, Greenwood, DE, 19950
Property at 416 Pennsylvania Ave, Seaford, DE
$ 100,000
ROI
82.1ROI percentage
Cash Flow/m
Dollar sign1735
  • 3 Bed
  • 1 Bath
  • 1400 sft
416 Pennsylvania Ave, Seaford, DE, 19973
Property at 53 Fulton St, Dover, DE
Fix & Flip
Rental Income
$ 100,000
ROI
72.3ROI percentage
Cash Flow/m
Dollar sign1461
  • 2 Bed
  • 1 Bath
  • 784 sft
53 Fulton St, Dover, DE, 19904
Property at 18264 Clendaniel Dr, Georgetown, DE
$ 100,000
ROI
26.5ROI percentage
Cash Flow/m
Dollar sign187
  • 2 Bed
  • 2 Bath
  • 980 sft
18264 Clendaniel Dr, Georgetown, DE, 19947
Property at 30 Utah Rd #31, Wilmington, DE
Currently Rented
$ 100,000
ROI
27.5ROI percentage
Cash Flow/m
Dollar sign216
  • 2 Bed
  • 1 Bath
  • 1064 sft
30 Utah Rd #31, Wilmington, DE, 19808
Property at 701 E Grove St, Delmar, DE
Fix & Flip
$ 100,000
ROI
27.5ROI percentage
Cash Flow/m
Dollar sign216
  • 3 Bed
  • 2 Bath
  • 1128 sft
701 E Grove St, Delmar, DE, 19940
Property at 375 Main St, Little Creek, DE
$ 100,000
ROI
-ROI percentage
Cash Flow/m
Dollar sign-
  • 2 Bed
  • 1 Bath
  • 1883 sft
375 Main St, Little Creek, DE, 19961
Property at 153 Evidence Rd, Magnolia, DE
$ 100,000
ROI
26.2ROI percentage
Cash Flow/m
Dollar sign179
  • 3 Bed
  • 2 Bath
  • 1976 sft
153 Evidence Rd, Magnolia, DE, 19962
Property at 27284 Cottage Rd #9182, Millsboro, DE
$ 100,000
ROI
27.3ROI percentage
Cash Flow/m
Dollar sign209
  • 2 Bed
  • 1 Bath
  • 1008 sft
27284 Cottage Rd #9182, Millsboro, DE, 19966
Property at 34938 North Dr #B6, Lewes, DE
$ 100,000
ROI
27.4ROI percentage
Cash Flow/m
Dollar sign214
  • 2 Bed
  • 1 Bath
  • 1116 sft
34938 North Dr #B6, Lewes, DE, 19958
Property at 2611 N Washington St, Wilmington, DE
$ 100,000
ROI
78.2ROI percentage
Cash Flow/m
Dollar sign1627
  • 3 Bed
  • 2 Bath
  • 1275 sft
2611 N Washington St, Wilmington, DE, 19802
Property at 528 Vincent Ln #103, Bear, DE
$ 100,000
ROI
26.6ROI percentage
Cash Flow/m
Dollar sign189
  • 3 Bed
  • 2 Bath
  • 1560 sft
528 Vincent Ln #103, Bear, DE, 19701
Property at 35547 Main St #19756, Millsboro, DE
Fix & Flip
Motivated Seller
$ 100,000
ROI
26.0ROI percentage
Cash Flow/m
Dollar sign173
  • 2 Bed
  • 1 Bath
  • 950 sft
35547 Main St #19756, Millsboro, DE, 19966
Property at 1401 Pennsylvania Ave APT 312, Wilmington, DE
$ 100,000
ROI
46.5ROI percentage
Cash Flow/m
Dollar sign743
  • 1 Bed
  • 1 Bath
  • - sft
1401 Pennsylvania Ave APT 312, Wilmington, DE, 19806
Property at 21770 F St, Rehoboth Beach, DE
$ 100,000
ROI
27.2ROI percentage
Cash Flow/m
Dollar sign269
  • 2 Bed
  • 2 Bath
  • 980 sft
21770 F St, Rehoboth Beach, DE, 19971
Property at 657 Blackbird Station Rd, Townsend, DE
$ 100,000
ROI
22.9ROI percentage
Cash Flow/m
Dollar sign87
  • 3 Bed
  • 2 Bath
  • - sft
657 Blackbird Station Rd, Townsend, DE, 19734
Property at 336 Margo Ln #336, Frederica, DE
$ 100,000
ROI
26.9ROI percentage
Cash Flow/m
Dollar sign197
  • 3 Bed
  • 2 Bath
  • 1404 sft
336 Margo Ln #336, Frederica, DE, 19946
Property at 806 Anchorage St, Wilmington, DE
$ 100,000
ROI
26.2ROI percentage
Cash Flow/m
Dollar sign179
  • 2 Bed
  • 1 Bath
  • 700 sft
806 Anchorage St, Wilmington, DE, 19805
Property at 5 Frenchmans Branch Dr #5, Smyrna, DE
$ 100,000
ROI
26.9ROI percentage
Cash Flow/m
Dollar sign199
  • 3 Bed
  • 2 Bath
  • 1792 sft
5 Frenchmans Branch Dr #5, Smyrna, DE, 19977
Property at 17538 Mary Ann Dr UNIT 14849, Lewes, DE
$ 100,000
ROI
2.8ROI percentage
Gross Rent Yield
9.1Gross yield percentage
  • 3 Bed
  • 2 Bath
  • 1000 sft
17538 Mary Ann Dr UNIT 14849, Lewes, DE, 19958
Property at 34166 Maple Leaf Dr N #19770, Millsboro, DE
$ 100,000
ROI
26.6ROI percentage
Cash Flow/m
Dollar sign190
  • 2 Bed
  • 2 Bath
  • - sft
34166 Maple Leaf Dr N #19770, Millsboro, DE, 19966

Why Invest in Middletown, Delaware?

Short-term rentals in Middletown, DE, offer strong potential for investors seeking high occupancy and cash flow. The area's rapid population growth and proximity to beaches drive consistent demand from tourists and relocators. With average rents around $2,200 monthly and 3-5% annual appreciation, cap rates hover at 6-8%. Renter-occupied units exceed 25%, supporting stable yields in this competitive market. Tourism and inbound migration from metros like New York bolster year-round bookings.

8.5%
Avg. ROI
7.2%
Rental Yield
6.8%
Cap Rate
$1850/mo
Avg. Cash Flow
$2200/mo
Avg. Rent
4.2%
1Y Appreciation

Frequently Asked Questions

Yes, strong tourism and migration drive demand with occupancy over 70%. Average cash flow reaches $1,800 monthly. Proximity to beaches ensures year-round appeal.

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