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.

Condos for Sale in Middletown, DE

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

Showing 1 Condo 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
712 WALLASEY Drive Middletown, DE Spanning approximately 4,450 square feet, this impressive SENECA model 4 bedroom, 4.5-bath...	4 beds \| 5 baths \| 4,450 sq.ft.	$720,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.68% Airbnb Rental Income: $null Traditional Rental Income: $3984 Airbnb ROI: N/A Traditional ROI: 3.68%
Other Investment Properties for Sale in Middletown
329 PRICE Drive Middletown , DE Welcome to 329 Price Drive, located in the prestigious Estates at Cedar Lane within the hi...	4 beds \| 4 baths \| 3,856 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $4667 Airbnb ROI: N/A Traditional ROI: 3.37%
433 AFTON DR Middletown , DE Nestled in the charming Canal View community, this exquisite end-of-row townhouse offers a...	3 beds \| 4 baths \| N/A	$460,100	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $3331 Airbnb ROI: N/A Traditional ROI: 5.67%
417 WILMORE Drive Middletown , DE Welcome home to this beautifully maintained move-in ready 3-bedroom, 2.1-bath home in the ...	3 beds \| 3 baths \| 1,650 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $2196 Airbnb ROI: N/A Traditional ROI: 4.07%
1300 CARRICK Court #Massey Elite Model Middletown , DE BASE PRICE LISTING - MODEL HOME IS NOT FOR SALE. Welcome to a stylish and spacious 3-story...	3 beds \| 3 baths \| 2,001 sq.ft.	$416,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2615 Airbnb ROI: N/A Traditional ROI: 4.62%
530 WHEELMEN Street #1 Edmonston Middletown , DE Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroo...	4 beds \| 3 baths \| 2,716 sq.ft.	$591,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 3.99%
20 W KILTS Lane Middletown , DE Enter at the grand 2-sty Foyer w/ HW fls, neutral decor, a large arched window over the do...	4 beds \| 4 baths \| 3,425 sq.ft.	$597,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $4580 Airbnb ROI: N/A Traditional ROI: 5.92%
113 CRAWFORD ST Middletown , DE Welcome to 113 Crawford Street. Located in the heart of Middletown, Delaware. Enjoy close...	3 beds \| 2 baths \| N/A	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $2138 Airbnb ROI: N/A Traditional ROI: 4.12%
32 W MINGLEWOOD DRIVE Middletown , DE Located in the desirable Cricklewood community in Middletown Delaware, this well-maintaine...	3 beds \| 3 baths \| 2,200 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 3.43%
3 REDDING CIR Middletown , DE OFFER DEADLINE: TUESDAY 3/24/2026 @ 2PM EST. Priced to sell! Located in the highly desirab...	3 beds \| 1 baths \| N/A	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $1653 Airbnb ROI: N/A Traditional ROI: 3.8%
204 BALDY Lane #Cottonwood Middletown , DE Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of ...	3 beds \| 2 baths \| 2,477 sq.ft.	$614,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 2.62%
204 BALDY Lane #Chelsea Middletown , DE Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Tradit...	3 beds \| 2 baths \| 2,296 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 2.61%
204 BALDY Lane #Belville Middletown , DE Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT....	2 beds \| 2 baths \| 2,059 sq.ft.	$521,500	Airbnb cash on cash: -1.31% Traditional cash on cash: 2.94% Airbnb Rental Income: $910 Traditional Rental Income: $2643 Airbnb ROI: -1.31% Traditional ROI: 2.94%
120 BURLINA BLVD #Bloomfield Model Middletown , DE Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. T...	2 beds \| 2 baths \| 2,053 sq.ft.	$527,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 2.9% Airbnb Rental Income: $910 Traditional Rental Income: $2643 Airbnb ROI: -1.31% Traditional ROI: 2.9%
204 BALDY Lane #Cayot Middletown , DE Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. Thi...	3 beds \| 2 baths \| 2,004 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $2687 Airbnb ROI: N/A Traditional ROI: 2.63%
204 BALDY Lane #Bristole Middletown , DE The Bristol Model is a thoughtfully designed 3-bedroom home that is TO BE BUILT in the hig...	3 beds \| 2 baths \| 2,441 sq.ft.	$548,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $2793 Airbnb ROI: N/A Traditional ROI: 3.04%

Your search for investment property begins and ends here

Condos for Sale in Middletown, DE

712 WALLASEY Drive

Middletown, DE

4 beds | 5 baths | 4,450 sq.ft.

$720,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.68%

Airbnb Rental Income: $null

Traditional Rental Income: $3984

Airbnb ROI: N/A

Traditional ROI: 3.68%

Other Investment Properties for Sale in Middletown

Middletown , DE

4 beds | 4 baths | 3,856 sq.ft.

$925,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.37%

Airbnb Rental Income: $null

Traditional Rental Income: $4667

Airbnb ROI: N/A

Traditional ROI: 3.37%

Middletown , DE

3 beds | 4 baths | N/A

$460,100

Airbnb cash on cash: N/A

Traditional cash on cash: 5.67%

Airbnb Rental Income: $null

Traditional Rental Income: $3331

Airbnb ROI: N/A

Traditional ROI: 5.67%

Middletown , DE

3 beds | 3 baths | 1,650 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.07%

Airbnb Rental Income: $null

Traditional Rental Income: $2196

Airbnb ROI: N/A

Traditional ROI: 4.07%

Middletown , DE

3 beds | 3 baths | 2,001 sq.ft.

$416,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2615

Airbnb ROI: N/A

Traditional ROI: 4.62%

Middletown , DE

4 beds | 3 baths | 2,716 sq.ft.

$591,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3234

Airbnb ROI: N/A

Traditional ROI: 3.99%

Middletown , DE

4 beds | 4 baths | 3,425 sq.ft.

$597,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.92%

Airbnb Rental Income: $null

Traditional Rental Income: $4580

Airbnb ROI: N/A

Traditional ROI: 5.92%

Middletown , DE

3 beds | 2 baths | N/A

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.12%

Airbnb Rental Income: $null

Traditional Rental Income: $2138

Airbnb ROI: N/A

Traditional ROI: 4.12%

Middletown , DE

3 beds | 3 baths | 2,200 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.43%