Real Estate Investment Properties for Sale in Westover, MD

Looking for investment property in Westover, MD with high ROI ?

Explore a variety of short-term homes & houses in Westover, MD. Invest wisely with VRBO & Westover, MD 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 Westover, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
25795 DRUM POINT Road Westover, MD Beautiful waterfront getaway offering gorgeous water views from nearly every window! This ...	2 beds \| 2 baths \| 882 sq.ft.	$259,900	Airbnb cash on cash: 3.52% Traditional cash on cash: 6.49% Airbnb Rental Income: $1813 Traditional Rental Income: $2051 Airbnb ROI: 3.52% Traditional ROI: 6.49%
25980 RUMBLEY Road Westover, MD Waterfront 2 subdivided lots totaling 2+ acres. Main home and tenant house and duck blind ...	3 beds \| 2 baths \| 2,200 sq.ft.	$499,333	Airbnb cash on cash: N/A Traditional cash on cash: 4.51% Airbnb Rental Income: $null Traditional Rental Income: $2867 Airbnb ROI: N/A Traditional ROI: 4.51%
27947 FAIRMOUNT Road Westover, MD Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the B...	4 beds \| 3 baths \| 2,848 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $3170 Airbnb ROI: N/A Traditional ROI: 1.45%
7625 OLD WESTOVER MARION Road Westover, MD Welcome to The Old Beauchamp Farm! This is a one-of-a-kind Eastern Shore treasure boasting...	N/A beds \| N/A baths \| 1,999 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.76% Airbnb Rental Income: $null Traditional Rental Income: $2169 Airbnb ROI: N/A Traditional ROI: 0.76%
30010 FAIRMOUNT Road Westover, MD JUST REDUCED!!!!!!! Welcome to 30010 Fairmount Road in Westover, Maryland, where country l...	5 beds \| 3 baths \| 2,052 sq.ft.	$330,000	Airbnb cash on cash: 5.55% Traditional cash on cash: 7.73% Airbnb Rental Income: $3016 Traditional Rental Income: $2999 Airbnb ROI: 5.55% Traditional ROI: 7.73%

Real Estate investment in Westover, MD

There are 5 properties for sale in the city of Westover . The median list price in Westover is $499,333 and the average price per square foot is $250. In November 2026, the average monthly cash on cash return in Westover is 5.00%. The average monthly rental income in Westover is $2,867.

Westover, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 5 investment properties available for sale in Westover.

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

The ROI for Short-Term is higher than the Long-Term in Westover with average rental income of $2,415.

Your search for investment property begins and ends here

Investment Property for Sale in Westover, MD

25795 DRUM POINT Road

Westover, MD

2 beds | 2 baths | 882 sq.ft.

$259,900

Airbnb cash on cash: 3.52%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $1813

Traditional Rental Income: $2051

Airbnb ROI: 3.52%

Traditional ROI: 6.49%

25980 RUMBLEY Road

Westover, MD

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

$499,333

Airbnb cash on cash: N/A

Traditional cash on cash: 4.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2867

Airbnb ROI: N/A

Traditional ROI: 4.51%

27947 FAIRMOUNT Road

Westover, MD

4 beds | 3 baths | 2,848 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3170

Airbnb ROI: N/A

Traditional ROI: 1.45%

7625 OLD WESTOVER MARION Road

Westover, MD

N/A beds | N/A baths | 1,999 sq.ft.

$1,150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.76%

Airbnb Rental Income: $null

Traditional Rental Income: $2169

Airbnb ROI: N/A

Traditional ROI: 0.76%

30010 FAIRMOUNT Road

Westover, MD

5 beds | 3 baths | 2,052 sq.ft.

$330,000

Airbnb cash on cash: 5.55%

Traditional cash on cash: 7.73%

Airbnb Rental Income: $3016

Traditional Rental Income: $2999

Airbnb ROI: 5.55%

Traditional ROI: 7.73%

Real Estate investment in Westover, MD

Westover, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Westover?

Which neighborhoods in Westover to invest in 2026?

Long-Term vs. Short-Term Rentals in Westover, Maryland: Which will earn the best returns?

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