Real Estate Investment Properties for Sale in Cheswold, DE

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

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

Investment Property for Sale in Cheswold, DE

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Cheswold, Delaware at the moment.
Other Investment Properties for Sale in Delaware
31 S NEW Street Dover , DE Fresh, bright, and move-in ready. Welcome to 31 S New Street has been fully remodeled from...	3 beds \| 2 baths \| 1,434 sq.ft.	$250,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.77% Airbnb Rental Income: $943 Traditional Rental Income: $1794 Airbnb ROI: 0.7% Traditional ROI: 5.77%
14 MERIDIAN Boulevard Bear , DE Welcome to Your Dream Home! As you enter the foyer, you're greeted by an unobstructed view...	4 beds \| 4 baths \| 3,900 sq.ft.	$649,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 4.96% Airbnb Rental Income: $2207 Traditional Rental Income: $4500 Airbnb ROI: 0.26% Traditional ROI: 4.96%
624 WHITBY DR Wilmington , DE It's not often you find a home that truly has it all. This four-plus bedroom, 2.5-bath, tw...	4 beds \| 3 baths \| N/A	$899,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.59% Airbnb Rental Income: $2188 Traditional Rental Income: $3683 Airbnb ROI: 0.15% Traditional ROI: 2.59%
705 S VAN BUREN Street Wilmington , DE Welcome to 705 S Van Buren St, a beautifully updated 2-bedroom, 1.5-bath townhome that per...	2 beds \| 2 baths \| 975 sq.ft.	$189,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 6.85% Airbnb Rental Income: $712 Traditional Rental Income: $1681 Airbnb ROI: -0.22% Traditional ROI: 6.85%
205 EDGEWOOD DRIVE Wilmington , DE Location,...Location...Location ! This Home Is Nestled In The Brandywine North Wilmington...	5 beds \| 4 baths \| N/A	$580,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.73% Airbnb Rental Income: $2007 Traditional Rental Income: $3094 Airbnb ROI: 0.76% Traditional ROI: 3.73%
11 BUTTONWOOD Court Newark , DE Welcome to this beautifully maintained home in the Woodland Run neighborhood in Newark, De...	3 beds \| 2 baths \| 1,700 sq.ft.	$465,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 3.82% Airbnb Rental Income: $1921 Traditional Rental Income: $2636 Airbnb ROI: 1.01% Traditional ROI: 3.82%
36452 WARWICK Drive #23E Rehoboth Beach , DE Location, location, location! Just three miles from the beach, with easy access to the boa...	4 beds \| 4 baths \| 2,825 sq.ft.	$675,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.82% Airbnb Rental Income: $1558 Traditional Rental Income: $3249 Airbnb ROI: 0.42% Traditional ROI: 3.82%
129 Union Street Milton , DE Rare opportunity to acquire a Victorian-era mixed-use property in the heart of Downtown Mi...	4 beds \| 2 baths \| 2,200 sq.ft.	$450,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.88% Airbnb Rental Income: $1780 Traditional Rental Income: $2810 Airbnb ROI: 1.28% Traditional ROI: 4.88%
36808 GROVE ESTATE Road Lewes , DE A standout coastal retreat just minutes from both Rehoboth and Lewes Beaches-among the mos...	5 beds \| 4 baths \| 4,695 sq.ft.	$859,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 4.49% Airbnb Rental Income: $2014 Traditional Rental Income: $4691 Airbnb ROI: 0.49% Traditional ROI: 4.49%
2305 N GRANT AVE Wilmington , DE Stunning 1920's carriage house, perfectly located in the heart of Wilmington's historic Hi...	5 beds \| 4 baths \| N/A	$1,700,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 1.46% Airbnb Rental Income: $2007 Traditional Rental Income: $5536 Airbnb ROI: -1.11% Traditional ROI: 1.46%
201 FEDERAL Street Milton , DE Rare piece of history, Dr. John Hopkins House, Old world grandeur with small town charm! S...	4 beds \| 4 baths \| 2,649 sq.ft.	$685,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 6.49% Airbnb Rental Income: $1780 Traditional Rental Income: $5004 Airbnb ROI: 0.69% Traditional ROI: 6.49%
24474 BROOKSTONE PATH Millsboro , DE Welcome to privacy, seclusion, and peace found at 24474 Brookstone Path-a beautifully desi...	4 beds \| 3 baths \| N/A	$1,165,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $3136 Airbnb ROI: N/A Traditional ROI: 1.4%
211 AUDUBON Drive Bear , DE Welcome to 211 Audubon Drive, an extraordinary luxury residence nestled in the prestigious...	4 beds \| 4 baths \| 4,275 sq.ft.	$899,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.62% Airbnb Rental Income: $2207 Traditional Rental Income: $4667 Airbnb ROI: 0.02% Traditional ROI: 3.62%
37400 PETTINARO Drive #2105 Ocean View , DE JUST REDUCED and priced to Sell- Be ready for the Summer of 2026***Back on the market thro...	4 beds \| 4 baths \| 1,778 sq.ft.	$539,900	Airbnb cash on cash: -1.88% Traditional cash on cash: 4.77% Airbnb Rental Income: $947 Traditional Rental Income: $3952 Airbnb ROI: -1.88% Traditional ROI: 4.77%
47 N ERIN Avenue Felton , DE Move in ready 4 bedroom, 2.5 bath home in Felton, conveniently located close to local dini...	4 beds \| 3 baths \| 1,900 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $2575 Airbnb ROI: N/A Traditional ROI: 4.76%

Real Estate investment in Cheswold, DE

There are 0 properties for sale in the city of Cheswold . The median list price in Cheswold is $2,859,000 and the average price per square foot is $1,842. In May 2026, the average monthly cash on cash return in Cheswold is 14.00%. The average monthly rental income in Cheswold is $2,007.

Cheswold, DE Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 0 investment properties available for sale in Cheswold.

In 2026, the best neighborhood to buy investment property is Cheswold.

The ROI for Short-Term is higher than the Long-Term in Cheswold with average rental income of $1,594.

Your search for investment property begins and ends here

Investment Property for Sale in Cheswold, DE

Other Investment Properties for Sale in Delaware

Dover , DE

3 beds | 2 baths | 1,434 sq.ft.

$250,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 5.77%

Airbnb Rental Income: $943

Traditional Rental Income: $1794

Airbnb ROI: 0.7%

Traditional ROI: 5.77%

Bear , DE

4 beds | 4 baths | 3,900 sq.ft.

$649,900

Airbnb cash on cash: 0.26%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $2207

Traditional Rental Income: $4500

Airbnb ROI: 0.26%

Traditional ROI: 4.96%

Wilmington , DE

4 beds | 3 baths | N/A

$899,900

Airbnb cash on cash: 0.15%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $2188

Traditional Rental Income: $3683

Airbnb ROI: 0.15%

Traditional ROI: 2.59%

Wilmington , DE

2 beds | 2 baths | 975 sq.ft.

$189,900

Airbnb cash on cash: -0.22%

Traditional cash on cash: 6.85%

Airbnb Rental Income: $712

Traditional Rental Income: $1681

Airbnb ROI: -0.22%

Traditional ROI: 6.85%

Wilmington , DE

5 beds | 4 baths | N/A

$580,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $2007

Traditional Rental Income: $3094

Airbnb ROI: 0.76%

Traditional ROI: 3.73%

Newark , DE

3 beds | 2 baths | 1,700 sq.ft.

$465,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1921

Traditional Rental Income: $2636

Airbnb ROI: 1.01%

Traditional ROI: 3.82%

Rehoboth Beach , DE

4 beds | 4 baths | 2,825 sq.ft.

$675,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1558

Traditional Rental Income: $3249

Airbnb ROI: 0.42%

Traditional ROI: 3.82%

Milton , DE

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

$450,000

Airbnb cash on cash: 1.28%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1780

Traditional Rental Income: $2810

Airbnb ROI: 1.28%

Traditional ROI: 4.88%

Lewes , DE

5 beds | 4 baths | 4,695 sq.ft.

$859,000

Airbnb cash on cash: 0.49%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $2014