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
11700 MANSION Street Princess Anne, MD Beckford Manor, circa 1803, is a historic Federal/Georgian brick estate located in the hea...	4 beds \| 4 baths \| 5,445 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $3407 Airbnb ROI: N/A Traditional ROI: 3.63%
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.	$292,500	Airbnb cash on cash: 0.24% Traditional cash on cash: 7.36% Airbnb Rental Income: $963 Traditional Rental Income: $2575 Airbnb ROI: 0.24% Traditional ROI: 7.36%
10698 ORIOLE BACK Princess Anne, MD Victorian farm house located 8 miles from Princess Anne Md. features 3 bedrooms one bath o...	3 beds \| 1 baths \| N/A	$125,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 6.86% Airbnb Rental Income: $963 Traditional Rental Income: $1116 Airbnb ROI: 2.68% Traditional ROI: 6.86%
13690 BOBTOWN Road Princess Anne, MD Welcome to this adorable 3BR/1BA contemporary rancher - MASSIVE renovation in 2024 with ne...	3 beds \| 1 baths \| 1,128 sq.ft.	$234,990	Airbnb cash on cash: 0.87% Traditional cash on cash: 4.92% Airbnb Rental Income: $963 Traditional Rental Income: $1513 Airbnb ROI: 0.87% Traditional ROI: 4.92%
10373 LOCUST POINT Road Princess Anne, MD "Almodington" is one of Somerset Counties most elaborate mid-18th Century Georgian Plantat...	5 beds \| 6 baths \| 6,491 sq.ft.	$2,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.9% Airbnb Rental Income: $null Traditional Rental Income: $6355 Airbnb ROI: N/A Traditional ROI: 0.9%
30500 VALENTINE Drive Princess Anne, MD Priced Reduced !!! Adorable 3 bedrooms and 1 1/2 bathroom totally remolded on 2021 from ha...	3 beds \| 2 baths \| 1,152 sq.ft.	$160,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 9.94% Airbnb Rental Income: $963 Traditional Rental Income: $1864 Airbnb ROI: 1.76% Traditional ROI: 9.94%
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: -0.3% Traditional cash on cash: 3.06% Airbnb Rental Income: $963 Traditional Rental Income: $2183 Airbnb ROI: -0.3% Traditional ROI: 3.06%
30483 MANOR DR Princess Anne, MD Photos used are of a completed house with the same floor plan by the same builder. Home to...	3 beds \| 2 baths \| N/A	$314,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 5.3% Airbnb Rental Income: $963 Traditional Rental Income: $2013 Airbnb ROI: 0.58% Traditional ROI: 5.3%
30472 PLANTATION Drive Princess Anne, MD Welcome to this beautifully maintained home located on a desirable corner lot in the Beckf...	3 beds \| 2 baths \| 1,868 sq.ft.	$365,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.87% Airbnb Rental Income: $963 Traditional Rental Income: $2236 Airbnb ROI: -0.87% Traditional ROI: 3.87%
26837 WALLER Lane Princess Anne, MD Timeless character meets thoughtful upgrades on over an acre in a quiet, secluded setting ...	3 beds \| 2 baths \| 2,034 sq.ft.	$374,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.98% Airbnb Rental Income: $963 Traditional Rental Income: $2417 Airbnb ROI: -0.15% Traditional ROI: 4.98%
11691 BEECHWOOD Street Princess Anne, MD TURNKEY INVESTMENT OPPORTUNITY in Princess Anne, MD. This well located 2-Unit features two...	N/A beds \| N/A baths \| 1,664 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $1378 Airbnb ROI: N/A Traditional ROI: 4.95%

Real Estate investment in Princess-anne, MD

There are 11 properties for sale in the city of Princess Anne . The median list price in Princess Anne is $234,990 and the average price per square foot is $119. In April 2026, the average monthly cash on cash return in Princess Anne is 5.00%. The average monthly rental income in Princess Anne is $2,202.

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

There are 11 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 $2,202.

Your search for investment property begins and ends here

Investment Property for Sale in Princess Anne, MD

11700 MANSION Street

Princess Anne, MD

4 beds | 4 baths | 5,445 sq.ft.

$640,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.63%

Airbnb Rental Income: $null

Traditional Rental Income: $3407

Airbnb ROI: N/A

Traditional ROI: 3.63%

11619 SOMERSET Avenue

Princess Anne, MD

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

$292,500

Airbnb cash on cash: 0.24%

Traditional cash on cash: 7.36%

Airbnb Rental Income: $963

Traditional Rental Income: $2575

Airbnb ROI: 0.24%

Traditional ROI: 7.36%

10698 ORIOLE BACK

Princess Anne, MD

3 beds | 1 baths | N/A

$125,000

Airbnb cash on cash: 2.68%

Traditional cash on cash: 6.86%

Airbnb Rental Income: $963

Traditional Rental Income: $1116

Airbnb ROI: 2.68%

Traditional ROI: 6.86%

13690 BOBTOWN Road

Princess Anne, MD

3 beds | 1 baths | 1,128 sq.ft.

$234,990

Airbnb cash on cash: 0.87%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $963

Traditional Rental Income: $1513

Airbnb ROI: 0.87%

Traditional ROI: 4.92%

10373 LOCUST POINT Road

Princess Anne, MD

5 beds | 6 baths | 6,491 sq.ft.

$2,950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.9%

Airbnb Rental Income: $null

Traditional Rental Income: $6355

Airbnb ROI: N/A

Traditional ROI: 0.9%

30500 VALENTINE Drive

Princess Anne, MD

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

$160,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 9.94%

Airbnb Rental Income: $963

Traditional Rental Income: $1864

Airbnb ROI: 1.76%

Traditional ROI: 9.94%

27068 ANNIE HYLAND Road

Princess Anne, MD

3 beds | 2 baths | 1,250 sq.ft.

$499,900

Airbnb cash on cash: -0.3%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $963

Traditional Rental Income: $2183

Airbnb ROI: -0.3%

Traditional ROI: 3.06%

30483 MANOR DR

Princess Anne, MD

3 beds | 2 baths | N/A

$314,900

Airbnb cash on cash: 0.58%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $963

Traditional Rental Income: $2013

Airbnb ROI: 0.58%