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.

Multi Family for Sale in Middletown, DE

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

Showing 2 Multi Family 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
264 TRELLIS LANE Middletown, DE Fantastic Clean, Cozy Townhome in THE 55+ Community of the Middletown area, SPRING ARBOR. ...	2 beds \| 2 baths \| 1,800 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $1863 Airbnb ROI: N/A Traditional ROI: 2.51%
2511 E DALI DRIVE Middletown, DE Welcome to 2511 E. Dali Drive, a beautifully maintained 3-bedroom, 2.5-bath twin home in t...	3 beds \| 3 baths \| 1,900 sq.ft.	$464,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $2398 Airbnb ROI: N/A Traditional ROI: 3.54%
Other Investment Properties for Sale in Middletown
1920 E ARISTOTLE AVE Middletown , DE Welcome to 1920 E Aristotle Ave in the highly sought-after Bayberry community-where luxury...	4 beds \| 4 baths \| N/A	$619,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $4191 Airbnb ROI: N/A Traditional ROI: 5.33%
433 AFTON DR Middletown , DE BACK ON MARKET...Buyer Backed out.....No Fault of the seller. Nestled in the charming Cana...	3 beds \| 4 baths \| N/A	$455,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $3331 Airbnb ROI: N/A Traditional ROI: 5.75%
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	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2138 Airbnb ROI: N/A Traditional ROI: 4.33%
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%
1113 COLUMBIA Street Middletown , DE Great homes are made even greater by the communities that surround them, and this neighbor...	4 beds \| 4 baths \| 2,275 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $3438 Airbnb ROI: N/A Traditional ROI: 5.18%
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 Model Middletown , DE Welcome to the Cottonwood Model in the highly sought-after 55+ community of Traditions at ...	3 beds \| 2 baths \| 2,477 sq.ft.	$622,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 2.58%
204 BALDY Lane #Chelsea Model Middletown , DE Introducing the CHELSEA model in the highly desirable 55+ community of Traditions At White...	3 beds \| 2 baths \| 2,296 sq.ft.	$607,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 2.56%
204 BALDY Lane #Belville Model 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.	$522,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 2.94% Airbnb Rental Income: $857 Traditional Rental Income: $2643 Airbnb ROI: -1.4% 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.	$526,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 2.91% Airbnb Rental Income: $857 Traditional Rental Income: $2643 Airbnb ROI: -1.4% Traditional ROI: 2.91%
204 BALDY Lane #Cayot Model 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.	$587,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $2687 Airbnb ROI: N/A Traditional ROI: 2.59%

Your search for investment property begins and ends here

Multi Family for Sale in Middletown, DE

264 TRELLIS LANE

Middletown, DE

2 beds | 2 baths | 1,800 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1863

Airbnb ROI: N/A

Traditional ROI: 2.51%

2511 E DALI DRIVE

Middletown, DE

3 beds | 3 baths | 1,900 sq.ft.

$464,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2398

Airbnb ROI: N/A

Traditional ROI: 3.54%

Other Investment Properties for Sale in Middletown

Middletown , DE

4 beds | 4 baths | N/A

$619,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.33%

Airbnb Rental Income: $null

Traditional Rental Income: $4191

Airbnb ROI: N/A

Traditional ROI: 5.33%

Middletown , DE

3 beds | 4 baths | N/A

$455,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3331

Airbnb ROI: N/A

Traditional ROI: 5.75%

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

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.33%

Airbnb Rental Income: $null

Traditional Rental Income: $2138

Airbnb ROI: N/A

Traditional ROI: 4.33%

Middletown , DE

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

$525,000

Airbnb cash on cash: N/A