Real Estate Investment Properties for Sale in Princess Anne, MD

Looking for investment property in Princess Anne, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
22 RABBIT RUN LN Princess Anne, MD Welcome to 22 Rabbit Run Lane, a delightful 3-bedroom, 2-bath home nestled in the amenity-...	3 beds \| 2 baths \| N/A	$317,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 4.78% Airbnb Rental Income: $1396 Traditional Rental Income: $2115 Airbnb ROI: 0.95% Traditional ROI: 4.78%
30071 Deanwood Rd Princess Anne, MD This rancher has a great split floorplan on the first floor with a bonus room and plenty o...	3 beds \| 2 baths \| 1,547 sq.ft.	$265,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 6.53% Airbnb Rental Income: $1396 Traditional Rental Income: $2200 Airbnb ROI: 1.63% Traditional ROI: 6.53%
11700 MANSION ST Princess Anne, MD Amazing Price Improvement! Welcome to the historic ""Beckford"" mansion which is situated...	4 beds \| 4 baths \| N/A	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.32% Airbnb Rental Income: $null Traditional Rental Income: $3407 Airbnb ROI: N/A Traditional ROI: 3.32%
11619 SOMERSET Avenue Princess Anne, MD Step into a piece of history with this beautifully preserved and thoughtfully updated resi...	3 beds \| 3 baths \| 2,656 sq.ft.	$292,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 7.35% Airbnb Rental Income: $1396 Traditional Rental Income: $2575 Airbnb ROI: 1.55% Traditional ROI: 7.35%
27066 Annie Hyland Rd Princess Anne, MD Quiet waterfront living on St Peters Creek, just off of the Tangier Sound/Chesapeake Bay. ...	3 beds \| 2 baths \| 2,080 sq.ft.	$615,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.2% Airbnb Rental Income: $1396 Traditional Rental Income: $2227 Airbnb ROI: 0.02% Traditional ROI: 2.2%
12661 MALLARD Lane Princess Anne, MD Welcome to 12661 Mallard Lane - A One-of-a-Kind Home in Covington Cove. Discover unparalle...	4 beds \| 4 baths \| 3,104 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $3468 Airbnb ROI: N/A Traditional ROI: 3.63%
11779 St Stephens Way Princess Anne, MD Check out this amazing new construction home located in Princess Anne! This 3bd 2ba home i...	3 beds \| 2 baths \| 1,351 sq.ft.	$274,900	Airbnb cash on cash: 2.28% Traditional cash on cash: 6.54% Airbnb Rental Income: $1396 Traditional Rental Income: $2080 Airbnb ROI: 2.28% Traditional ROI: 6.54%
30500 VALENTINE Drive Princess Anne, MD Adorable 3 bedrooms and 1 1/2 bathroom totally remolded on 2021 from hardwood floor to new...	3 beds \| 2 baths \| 1,152 sq.ft.	$189,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 8.31% Airbnb Rental Income: $1396 Traditional Rental Income: $1864 Airbnb ROI: 3.35% Traditional ROI: 8.31%
11075 JERUSALEM RD Princess Anne, MD Looking for acreage and a large garage outside of town? Look no further-opportunities like...	3 beds \| 2 baths \| N/A	$305,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 5.37% Airbnb Rental Income: $1396 Traditional Rental Income: $2071 Airbnb ROI: 1.55% Traditional ROI: 5.37%
11983 DREXWOOD Drive Princess Anne, MD Kitchen has new Samsung stainless steel appliances, range, built -in microwave, French doo...	3 beds \| 1 baths \| 864 sq.ft.	$205,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 6.41% Airbnb Rental Income: $1396 Traditional Rental Income: $1641 Airbnb ROI: 2.98% Traditional ROI: 6.41%
11378 HAYMAN Drive Princess Anne, MD Welcome to this charming 3-bedroom, 2-bathroom home in Princess Anne, MD, offering beautif...	3 beds \| 2 baths \| 1,858 sq.ft.	$349,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 5.33% Airbnb Rental Income: $1396 Traditional Rental Income: $2405 Airbnb ROI: 0.97% Traditional ROI: 5.33%
11410 HAYMAN Drive Princess Anne, MD Bring your paint and carpet selections to finish off this fantastic opportunity for someon...	3 beds \| 2 baths \| 1,665 sq.ft.	$274,995	Airbnb cash on cash: 1.58% Traditional cash on cash: 6.52% Airbnb Rental Income: $1396 Traditional Rental Income: $2256 Airbnb ROI: 1.58% Traditional ROI: 6.52%
32792 W POST OFFICE RD Princess Anne, MD Privacy and country living is yours yet close to Somerset, Wicomico and Worcester Counties...	3 beds \| 2 baths \| N/A	$145,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 11.16% Airbnb Rental Income: $1396 Traditional Rental Income: $1945 Airbnb ROI: 4.17% Traditional ROI: 11.16%
27068 ANNIE HYLAND Road Princess Anne, MD To be built! Construction to begin once a contract is accepted. Find your dream home on pi...	3 beds \| 2 baths \| 1,250 sq.ft.	$499,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.06% Airbnb Rental Income: $1396 Traditional Rental Income: $2183 Airbnb ROI: 0.48% Traditional ROI: 3.06%
30564 BLUE JAY CIRCLE Princess Anne, MD Check out this beautiful, brand new home located in the Wilson Landing community. This lin...	3 beds \| 2 baths \| N/A	$160,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 11.9% Airbnb Rental Income: $1396 Traditional Rental Income: $2220 Airbnb ROI: 3.75% Traditional ROI: 11.9%

Real Estate investment in Princess-anne, MD

There are 36 properties for sale in the city of Princess Anne . The median list price in Princess Anne is $148,900 and the average price per square foot is $151. In January 2026, the average monthly cash on cash return in Princess Anne is 6.00%. The average monthly rental income in Princess Anne is $1,572.

Princess-anne, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 36 investment properties available for sale in Princess-anne.

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

The ROI for Long-Term is higher than the Short-Term in Princess-anne with average rental income of $1,572.

Your search for investment property begins and ends here

Investment Property for Sale in Princess Anne, MD

22 RABBIT RUN LN

Princess Anne, MD

3 beds | 2 baths | N/A

$317,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1396

Traditional Rental Income: $2115

Airbnb ROI: 0.95%

Traditional ROI: 4.78%

30071 Deanwood Rd

Princess Anne, MD

3 beds | 2 baths | 1,547 sq.ft.

$265,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 6.53%

Airbnb Rental Income: $1396

Traditional Rental Income: $2200

Airbnb ROI: 1.63%

Traditional ROI: 6.53%

11700 MANSION ST

Princess Anne, MD

4 beds | 4 baths | N/A

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.32%

Airbnb Rental Income: $null

Traditional Rental Income: $3407

Airbnb ROI: N/A

Traditional ROI: 3.32%

11619 SOMERSET Avenue

Princess Anne, MD

3 beds | 3 baths | 2,656 sq.ft.

$292,900

Airbnb cash on cash: 1.55%

Traditional cash on cash: 7.35%

Airbnb Rental Income: $1396

Traditional Rental Income: $2575

Airbnb ROI: 1.55%

Traditional ROI: 7.35%

27066 Annie Hyland Rd

Princess Anne, MD

3 beds | 2 baths | 2,080 sq.ft.

$615,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $1396

Traditional Rental Income: $2227

Airbnb ROI: 0.02%

Traditional ROI: 2.2%

12661 MALLARD Lane

Princess Anne, MD

4 beds | 4 baths | 3,104 sq.ft.

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.63%

Airbnb Rental Income: $null

Traditional Rental Income: $3468

Airbnb ROI: N/A

Traditional ROI: 3.63%

11779 St Stephens Way

Princess Anne, MD

3 beds | 2 baths | 1,351 sq.ft.

$274,900

Airbnb cash on cash: 2.28%

Traditional cash on cash: 6.54%

Airbnb Rental Income: $1396

Traditional Rental Income: $2080

Airbnb ROI: 2.28%

Traditional ROI: 6.54%

30500 VALENTINE Drive

Princess Anne, MD

3 beds | 2 baths | 1,152 sq.ft.

$189,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 8.31%

Airbnb Rental Income: $1396

Traditional Rental Income: $1864

Airbnb ROI: 3.35%