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
11730 DREXWOOD DR Princess Anne, MD Enjoy easy one-level living with a spacious, versatile floor plan that offers plenty of ro...	3 beds \| 2 baths \| N/A	$235,000	Airbnb cash on cash: 6.88% Traditional cash on cash: 5.93% Airbnb Rental Income: $2727 Traditional Rental Income: $1873 Airbnb ROI: 6.88% Traditional ROI: 5.93%
1708 MCCULLOH Street Princess Anne, MD 4 individual apartments. For investors seeking a property with solid cash flow, strong ren...	N/A beds \| N/A baths \| 4,000 sq.ft.	$489,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 0.96% Airbnb Rental Income: $2727 Traditional Rental Income: $1515 Airbnb ROI: 2.21% Traditional ROI: 0.96%
11746 CRISFIELD Lane Princess Anne, MD Built in 2022 by a local home-builder - 3BR/2BA ranch on a nice-sized lot. Location qualif...	3 beds \| 2 baths \| 1,222 sq.ft.	$269,990	Airbnb cash on cash: 5.99% Traditional cash on cash: 5.81% Airbnb Rental Income: $2727 Traditional Rental Income: $2036 Airbnb ROI: 5.99% Traditional ROI: 5.81%
10590 ROSEWOOD Court Princess Anne, MD Like-new 4-bedroom, 2.5-bath home in the lovely Rose Hill neighborhood. Completed in 2023,...	4 beds \| 3 baths \| 2,508 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $2171 Airbnb ROI: N/A Traditional ROI: 3.3%
11502 BECKFORD Avenue Princess Anne, MD House is currently used as a duplex, with an upstairs unit and downstairs unit. Recent ele...	4 beds \| 2 baths \| 1,698 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.77% Airbnb Rental Income: $null Traditional Rental Income: $1555 Airbnb ROI: N/A Traditional ROI: 5.77%
30483 MANOR DR Princess Anne, MD Open layout features kitchen with island. Dining area with sliding door to rear deck. Priv...	3 beds \| 2 baths \| N/A	$289,900	Airbnb cash on cash: 5.4% Traditional cash on cash: 5.14% Airbnb Rental Income: $2727 Traditional Rental Income: $2013 Airbnb ROI: 5.4% Traditional ROI: 5.14%
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.	$345,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.15% Airbnb Rental Income: $2727 Traditional Rental Income: $2236 Airbnb ROI: 3.68% Traditional ROI: 4.15%
11726 ST STEPHENS WAY Princess Anne, MD $10,000 Builder Incentives with Acceptable Offer! Under Construction - Quick Delivery - Au...	3 beds \| 2 baths \| 1,300 sq.ft.	$279,990	Airbnb cash on cash: 4.96% Traditional cash on cash: 5.16% Airbnb Rental Income: $2727 Traditional Rental Income: $2137 Airbnb ROI: 4.96% Traditional ROI: 5.16%
27174 Champ Wharf Rd CHAMP WHARF #27174 Princess Anne, MD MOTIVATED SELLER HOME WARRANTY AVAILABLE WITH ACCEPTED OFFER This home has a recent apprai...	2 beds \| 2 baths \| 1,232 sq.ft.	$299,500	Airbnb cash on cash: 2.86% Traditional cash on cash: 5.4% Airbnb Rental Income: $1876 Traditional Rental Income: $2092 Airbnb ROI: 2.86% Traditional ROI: 5.4%
29523 POLKS Road Princess Anne, MD Tucked away on 5 private acres, this spacious 5-bedroom, 3-bath home offers the fl...	5 beds \| 3 baths \| 2,250 sq.ft.	$324,990	Airbnb cash on cash: N/A Traditional cash on cash: 6.65% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 6.65%
29728 MOUNT VERNON Road Princess Anne, MD Mt. Vernon Road Farm is a 33.46-acre farm located just outside Princess Anne in Somerset C...	3 beds \| 2 baths \| 1,296 sq.ft.	$525,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 2.33% Airbnb Rental Income: $2727 Traditional Rental Income: $1846 Airbnb ROI: 2.81% Traditional ROI: 2.33%
11754 MANSION Street Princess Anne, MD Historic charm, small-town character, and a convenient downtown location come together at ...	4 beds \| 2 baths \| 1,894 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.34% Airbnb Rental Income: $null Traditional Rental Income: $2025 Airbnb ROI: N/A Traditional ROI: 7.34%

Real Estate investment in Princess-anne, MD

There are 15 properties for sale in the city of Princess Anne . The median list price in Princess Anne is $249,881 and the average price per square foot is $138. In November 2026, the average monthly cash on cash return in Princess Anne is 6.00%. The average monthly rental income in Princess Anne is $2,032.

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

There are 15 investment properties available for sale in Princess-anne.

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

The ROI for Short-Term is higher than the Long-Term in Princess-anne with average rental income of $2,727.

Your search for investment property begins and ends here

Investment Property for Sale in Princess Anne, MD

11730 DREXWOOD DR

Princess Anne, MD

3 beds | 2 baths | N/A

$235,000

Airbnb cash on cash: 6.88%

Traditional cash on cash: 5.93%

Airbnb Rental Income: $2727

Traditional Rental Income: $1873

Airbnb ROI: 6.88%

Traditional ROI: 5.93%

1708 MCCULLOH Street

Princess Anne, MD

N/A beds | N/A baths | 4,000 sq.ft.

$489,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $2727

Traditional Rental Income: $1515

Airbnb ROI: 2.21%

Traditional ROI: 0.96%

11746 CRISFIELD Lane

Princess Anne, MD

3 beds | 2 baths | 1,222 sq.ft.

$269,990

Airbnb cash on cash: 5.99%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $2727

Traditional Rental Income: $2036

Airbnb ROI: 5.99%

Traditional ROI: 5.81%

10590 ROSEWOOD Court

Princess Anne, MD

4 beds | 3 baths | 2,508 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2171

Airbnb ROI: N/A

Traditional ROI: 3.3%

11502 BECKFORD Avenue

Princess Anne, MD

4 beds | 2 baths | 1,698 sq.ft.

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.77%

Airbnb Rental Income: $null

Traditional Rental Income: $1555

Airbnb ROI: N/A

Traditional ROI: 5.77%

30483 MANOR DR

Princess Anne, MD

3 beds | 2 baths | N/A

$289,900

Airbnb cash on cash: 5.4%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $2727

Traditional Rental Income: $2013

Airbnb ROI: 5.4%

Traditional ROI: 5.14%

30472 PLANTATION Drive

Princess Anne, MD

3 beds | 2 baths | 1,868 sq.ft.

$345,000

Airbnb cash on cash: 3.68%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $2727

Traditional Rental Income: $2236

Airbnb ROI: 3.68%

Traditional ROI: 4.15%

11726 ST STEPHENS WAY

Princess Anne, MD

3 beds | 2 baths | 1,300 sq.ft.

$279,990

Airbnb cash on cash: 4.96%

Traditional cash on cash: 5.16%

Airbnb Rental Income: $2727

Traditional Rental Income: $2137

Airbnb ROI: 4.96%