Real Estate Investment Properties for Sale in Middletown, DE

Looking for investment property in Middletown, DE with high ROI ?

Explore a variety of short-term homes & houses in Middletown, DE. Invest wisely with VRBO & Middletown, DE Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Middletown, DE

Search for Single Family Residential for Sale in Middletown, Delaware. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 14 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
300 FENN CT Middletown, DE Nestled in the charming community of Crossland at the Canal, this stunning Colonial home o...	4 beds \| 3 baths \| N/A	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $3169 Airbnb ROI: N/A Traditional ROI: 3.8%
8 REDDING CIR Middletown, DE If you've been searching for a move-in ready home that blends style, comfort, and convenie...	3 beds \| 2 baths \| N/A	$386,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $1696 Airbnb ROI: N/A Traditional ROI: 2.69%
4602 BOGART Lane Middletown, DE Welcome to the Ponds at Bayberry, a 55+ community in Middletown Delaware. Offering a 3-yea...	3 beds \| 2 baths \| 1,875 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $2454 Airbnb ROI: N/A Traditional ROI: 2.43%
133 PINE VALLEY DRIVE Middletown, DE Situated on a large corner lot, this home has been lovingly maintained by the original own...	4 beds \| 3 baths \| 2,325 sq.ft.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $3142 Airbnb ROI: N/A Traditional ROI: 4.56%
300 JASPER WAY Middletown, DE Built in 2023 and just two years young, this beautiful 3 bedroom, 3.5 bath home offers ove...	3 beds \| 4 baths \| 3,025 sq.ft.	$612,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $3598 Airbnb ROI: N/A Traditional ROI: 4.41%
102 SPRINGMILL DR Middletown, DE A Rare Opportunity Awaits! Private Tree-Lined Lot & Rare Basement in Springmill! Discover ...	2 beds \| 2 baths \| N/A	$467,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2061 Airbnb ROI: N/A Traditional ROI: 3.16%
515 BARRYMORE PKY Middletown, DE Enjoy the 55+ lifestyle now in The Village of Bayberry. Skip builder delays and constructi...	3 beds \| 2 baths \| N/A	$639,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.44% Airbnb Rental Income: $null Traditional Rental Income: $2594 Airbnb ROI: N/A Traditional ROI: 2.44%
580 WHISPERING TRL Middletown, DE `Welcome to 580 Whispering Trail, in the fabulous 55+ community of Springmill. This home ...	2 beds \| 2 baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $2046 Airbnb ROI: N/A Traditional ROI: 3.05%
3037 BARBER Lane Middletown, DE Welcome to Parks Edge! This exceptional 55+ community in Delaware offers an array of ameni...	2 beds \| 2 baths \| 1,800 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.99% Airbnb Rental Income: $null Traditional Rental Income: $2547 Airbnb ROI: N/A Traditional ROI: 2.99%
4116 LAUGHTON LANE Middletown, DE Welcome to the Village of Bayberry South an exceptional 55+ community where resort-style ...	4 beds \| 3 baths \| 2,650 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2810 Airbnb ROI: N/A Traditional ROI: 3.21%
5735 E CENTRAL PARK Drive Middletown, DE This is a great opportunity to live at the beautiful Parks Edge at Bayberry 55 + community...	3 beds \| 2 baths \| 2,156 sq.ft.	$619,723	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $2618 Airbnb ROI: N/A Traditional ROI: 2.8%
1 HOGAN CIR Middletown, DE Nestled in the prestigious community of The Legends, this exquisite traditional home offer...	4 beds \| 3 baths \| N/A	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $3365 Airbnb ROI: N/A Traditional ROI: 4.05%
407 MAPLEWOOD DR Middletown, DE This charming Colonial-style home in the desirable Lea Eara Farms subdivision offers a per...	3 beds \| 3 baths \| N/A	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2871 Airbnb ROI: N/A Traditional ROI: 5.21%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middletown, DE

300 FENN CT

Middletown, DE

4 beds | 3 baths | N/A

$585,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.8%

Airbnb Rental Income: $null

Traditional Rental Income: $3169

Airbnb ROI: N/A

Traditional ROI: 3.8%

8 REDDING CIR

Middletown, DE

3 beds | 2 baths | N/A

$386,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1696

Airbnb ROI: N/A

Traditional ROI: 2.69%

4602 BOGART Lane

Middletown, DE

3 beds | 2 baths | 1,875 sq.ft.

$569,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2454

Airbnb ROI: N/A

Traditional ROI: 2.43%

133 PINE VALLEY DRIVE

Middletown, DE

4 beds | 3 baths | 2,325 sq.ft.

$510,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3142

Airbnb ROI: N/A

Traditional ROI: 4.56%

300 JASPER WAY

Middletown, DE

3 beds | 4 baths | 3,025 sq.ft.

$612,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3598

Airbnb ROI: N/A

Traditional ROI: 4.41%

102 SPRINGMILL DR

Middletown, DE

2 beds | 2 baths | N/A

$467,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.16%

Airbnb Rental Income: $null

Traditional Rental Income: $2061

Airbnb ROI: N/A

Traditional ROI: 3.16%

515 BARRYMORE PKY

Middletown, DE

3 beds | 2 baths | N/A

$639,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2594

Airbnb ROI: N/A

Traditional ROI: 2.44%

580 WHISPERING TRL

Middletown, DE

2 beds | 2 baths | N/A

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2046

Airbnb ROI: N/A