Real Estate Investment Properties for Sale in Woodbine, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
15300 DOE HILL CT WOODBINE, MD Welcome to 15300 Doe Hill Court, a spectacular Colonial residence tucked away in the prest...	4 beds \| 5 baths \| N/A	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.57% Airbnb Rental Income: $null Traditional Rental Income: $4802 Airbnb ROI: N/A Traditional ROI: 2.57%
2686 -B Jennings Chapel Rd WOODBINE, MD 2686 Jennings Chapel Rd, Woodbine, MD 21797 3.36 Acres \| Private Well \| No HOA \| Adjacent ...	5 beds \| 4 baths \| 4,813 sq.ft.	$1,497,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $5511 Airbnb ROI: N/A Traditional ROI: 2.84%
15286 Ridge Hunt Dr WOODBINE, MD Welcome to 15286 Ridge Hunt Drive, a beautiful Selfridge home set on 1.03 private acres in...	4 beds \| 4 baths \| 5,636 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $4874 Airbnb ROI: N/A Traditional ROI: 2.23%

PROPERTY

DETAILS

SALE PRICE

INVESTMENT PERFORMANCE

15300 DOE HILL CT

WOODBINE, MD

Welcome to 15300 Doe Hill Court, a spectacular Colonial residence tucked away in the prest...

4 beds | 5 baths | N/A

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.57%

Airbnb Rental Income: $null

Traditional Rental Income: $4802

Airbnb ROI: N/A

Traditional ROI: 2.57%

2686 -B Jennings Chapel Rd

WOODBINE, MD

2686 Jennings Chapel Rd, Woodbine, MD 21797 3.36 Acres | Private Well | No HOA | Adjacent ...

5 beds | 4 baths | 4,813 sq.ft.

$1,497,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.84%

Airbnb Rental Income: $null

Traditional Rental Income: $5511

Airbnb ROI: N/A

Traditional ROI: 2.84%

15286 Ridge Hunt Dr

WOODBINE, MD

Welcome to 15286 Ridge Hunt Drive, a beautiful Selfridge home set on 1.03 private acres in...

4 beds | 4 baths | 5,636 sq.ft.

$1,150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4874

Airbnb ROI: N/A

Traditional ROI: 2.23%

Real Estate investment in Woodbine, MD

There are 9 properties for sale in the city of Woodbine . The median list price in Woodbine is $1,245,000 and the average price per square foot is $337. In March 2026, the average monthly cash on cash return in Woodbine is 3.00%. The average monthly rental income in Woodbine is $4,874.

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

There are 9 investment properties available for sale in Woodbine.

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

The ROI for Short-Term is higher than the Long-Term in Woodbine with average rental income of $N/A.

Your search for investment property begins and ends here

Real Estate Investment Properties for Sale in Woodbine, MD

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

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

15300 DOE HILL CT

WOODBINE, MD

4 beds | 5 baths | N/A

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.57%

Airbnb Rental Income: $null

Traditional Rental Income: $4802

Airbnb ROI: N/A

Traditional ROI: 2.57%

2686 -B Jennings Chapel Rd

WOODBINE, MD

5 beds | 4 baths | 4,813 sq.ft.

$1,497,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.84%

Airbnb Rental Income: $null

Traditional Rental Income: $5511

Airbnb ROI: N/A

Traditional ROI: 2.84%

15286 Ridge Hunt Dr

WOODBINE, MD

4 beds | 4 baths | 5,636 sq.ft.

$1,150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4874

Airbnb ROI: N/A

Traditional ROI: 2.23%

Real Estate investment in Woodbine, MD

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

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.

Investment Property for Sale in Woodbine, MD

15300 DOE HILL CT

WOODBINE, MD

4 beds | 5 baths | N/A

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.57%

Airbnb Rental Income: $null

Traditional Rental Income: $4802

Airbnb ROI: N/A

Traditional ROI: 2.57%

2686 -B Jennings Chapel Rd

WOODBINE, MD

5 beds | 4 baths | 4,813 sq.ft.

$1,497,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.84%

Airbnb Rental Income: $null

Traditional Rental Income: $5511

Airbnb ROI: N/A

Traditional ROI: 2.84%

15286 Ridge Hunt Dr

WOODBINE, MD

4 beds | 4 baths | 5,636 sq.ft.

$1,150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4874

Airbnb ROI: N/A

Traditional ROI: 2.23%

Real Estate investment in Woodbine, MD

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

How many investment properties are available for sale in Woodbine?

Which neighborhoods in Woodbine to invest in 2026?

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

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.