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 506 Whispering Trl, Middletown, DE
Airbnb Potential
$ 460,000
ROI
24.1ROI percentage
Cash Flow/m
Dollar sign550
  • 2 Bed
  • 2 Bath
  • 2200 sft
506 Whispering Trl, Middletown, DE, 19709
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
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Here are some other similar properties you might be interested in:
Property at 1003 Sulky Rd #224, Wilmington, DE
$ 100,000
ROI
(8.4)ROI percentage
Gross Rent Yield
9.6Gross yield percentage
  • 3 Bed
  • 2 Bath
  • - sft
1003 Sulky Rd #224, Wilmington, DE, 19810
Property at 201 Washington Ave, Ellendale, DE
$ 100,000
ROI
27.2ROI percentage
Cash Flow/m
Dollar sign207
  • 4 Bed
  • 1 Bath
  • 1610 sft
201 Washington Ave, Ellendale, DE, 19941
Property at 27290 Cottage Rd, Millsboro, DE
$ 100,000
ROI
26.5ROI percentage
Cash Flow/m
Dollar sign187
  • 4 Bed
  • 2 Bath
  • 1516 sft
27290 Cottage Rd, Millsboro, DE, 19966
Property at 38052 Rabbit Rd, Ocean View, DE
Airbnb Potential
$ 100,000
ROI
26.3ROI percentage
Cash Flow/m
Dollar sign181
  • 2 Bed
  • 2 Bath
  • 840 sft
38052 Rabbit Rd, Ocean View, DE, 19970
Property at 11 Andover Ln #39182, Lewes, DE
Currently Rented
$ 100,000
ROI
26.6ROI percentage
Cash Flow/m
Dollar sign189
  • 3 Bed
  • 2 Bath
  • 1612 sft
11 Andover Ln #39182, Lewes, DE, 19958
Property at 79 Jury Dr #2, Magnolia, DE
$ 100,000
ROI
27.8ROI percentage
Cash Flow/m
Dollar sign223
  • 4 Bed
  • 2 Bath
  • 1782 sft
79 Jury Dr #2, Magnolia, DE, 19962
Property at 37470 Shady Ct, Selbyville, DE
$ 100,000
ROI
26.4ROI percentage
Cash Flow/m
Dollar sign184
  • 2 Bed
  • 2 Bath
  • 980 sft
37470 Shady Ct, Selbyville, DE, 19975
Property at 345 Jacobs Loop, Bear, DE
$ 100,000
ROI
26.1ROI percentage
Cash Flow/m
Dollar sign176
  • 2 Bed
  • 2 Bath
  • 1200 sft
345 Jacobs Loop, Bear, DE, 19701
Property at 8 Merganser Rd, Georgetown, DE
$ 100,000
ROI
26.6ROI percentage
Cash Flow/m
Dollar sign189
  • 2 Bed
  • 2 Bath
  • - sft
8 Merganser Rd, Georgetown, DE, 19947
Property at 131 Pine Cone Dr #131, Dover, DE
$ 100,000
ROI
26.4ROI percentage
Cash Flow/m
Dollar sign183
  • 3 Bed
  • 2 Bath
  • 1176 sft
131 Pine Cone Dr #131, Dover, DE, 19901
Property at 701 E Grove St, Delmar, DE
Fix & Flip
$ 100,000
ROI
26.0ROI percentage
Cash Flow/m
Dollar sign173
  • 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 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 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 1 Johnson Rd, Laurel, DE
$ 100,000
ROI
-ROI percentage
Cash Flow/m
Dollar sign-
  • - Bed
  • - Bath
  • - sft
1 Johnson Rd, Laurel, DE, 19956
Property at LOT 41 Retreat Cir, Milford, DE
$ 100,000
ROI
84.9ROI percentage
Cash Flow/m
Dollar sign1813
  • - Bed
  • - Bath
  • - sft
LOT 41 Retreat Cir, Milford, DE, 19963
Property at LOT 8 E Meadowview Dr, Milton, DE
$ 100,000
ROI
-ROI percentage
Cash Flow/m
Dollar sign-
  • - Bed
  • - Bath
  • - sft
LOT 8 E Meadowview Dr, Milton, DE, 19968
Property at 44 Brandy Ln, Felton, DE
$ 104,900
ROI
27.6ROI percentage
Cash Flow/m
Dollar sign229
  • 3 Bed
  • 2 Bath
  • 1010 sft
44 Brandy Ln, Felton, DE, 19943
Property at 452 Long Branch Rd #452LBR, Seaford, DE
$ 105,000
ROI
27.2ROI percentage
Cash Flow/m
Dollar sign217
  • 3 Bed
  • 2 Bath
  • 1792 sft
452 Long Branch Rd #452LBR, Seaford, DE, 19973
Property at 53 S New St, Cheswold, DE
Fix & Flip
Motivated Seller
$ 105,000
ROI
-ROI percentage
Cash Flow/m
Dollar sign-
  • 3 Bed
  • 2 Bath
  • 1356 sft
53 S New St, Cheswold, DE, 19936
Property at 11404 Abbys Way #55916, Bridgeville, DE
Motivated Seller
$ 105,000
ROI
26.4ROI percentage
Cash Flow/m
Dollar sign194
  • 3 Bed
  • 2 Bath
  • 952 sft
11404 Abbys Way #55916, Bridgeville, DE, 19933
Property at 29 Kingston Rd, New Castle, DE
Fix & Flip
$ 105,000
ROI
25.8ROI percentage
Cash Flow/m
Dollar sign178
  • 3 Bed
  • 2 Bath
  • 1150 sft
29 Kingston Rd, New Castle, DE, 19720

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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