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
869 MORGAN STATION Road WOODBINE, MD Nestled on a picturesque 1.15-acre lot, this to-be-built custom home by Catonsville Homes ...	5 beds \| 6 baths \| 4,960 sq.ft.	$1,799,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.93% Airbnb Rental Income: $null Traditional Rental Income: $6927 Airbnb ROI: N/A Traditional ROI: 2.93%
2686 -B JENNINGS CHAPEL RD WOODBINE, MD 2686 Jennings Chapel Rd, Woodbine, MD 21797 3.36 Acres \| Private Well \| No HOA \| Adjacent ...	5 beds \| 5 baths \| 4,813 sq.ft.	$1,497,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $5511 Airbnb ROI: N/A Traditional ROI: 2.79%
863 MORGAN STATION Road WOODBINE, MD Introducing Catonsville Homes in Woodbine! Construction is set to commence in May with com...	5 beds \| 6 baths \| 4,535 sq.ft.	$1,599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.19% Airbnb Rental Income: $null Traditional Rental Income: $6552 Airbnb ROI: N/A Traditional ROI: 3.19%
1687 VILLAGE GREEN Drive WOODBINE, MD Welcome to 1687 Village Green Drive in Woodbine, MD! This stunning five-bedroom,three-and-...	5 beds \| 4 baths \| 4,882 sq.ft.	$1,190,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $4151 Airbnb ROI: N/A Traditional ROI: 2.02%
5422 WOODBINE Road WOODBINE, MD COMING SOON TO THE HIGHLY SOUGHT-AFTER COMMUNITY OF PLEASANT RIDGE. THIS WELL MAINTAINED A...	4 beds \| 3 baths \| 3,156 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $2842 Airbnb ROI: N/A Traditional ROI: 2.94%
FARMINGTON WOODBINE, MD Build your dream home on this stunning 11-acre property with a rare combination of privacy...	4 beds \| 4 baths \| 5,000 sq.ft.	$2,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.59% Airbnb Rental Income: $null Traditional Rental Income: $3733 Airbnb ROI: N/A Traditional ROI: 0.59%
3272 STARTING GATE CT WOODBINE, MD FIRST OPEN HOUSE WEEKEND!! ---- SUNDAY APRIL 26TH 1-3PM Welcome to Cabin Branch Farm in ...	3 beds \| 3 baths \| N/A	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $2757 Airbnb ROI: N/A Traditional ROI: 1.52%
3751 JENNINGS CHAPEL RD WOODBINE, MD Discover the potential of this stunning new construction home, thoughtfully designed to me...	4 beds \| 4 baths \| N/A	$1,529,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $2826 Airbnb ROI: N/A Traditional ROI: 0.82%
2750 FLORENCE RD WOODBINE, MD Calling all car enthusiasts, horse lovers, and small business owners-this unique property ...	3 beds \| 2 baths \| N/A	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.35% Airbnb Rental Income: $null Traditional Rental Income: $2148 Airbnb ROI: N/A Traditional ROI: 1.35%
16920 OLD SAWMILL Road WOODBINE, MD Set on a picturesque, wooded 1.25 acres in sought-after Howard County, this exceptional br...	5 beds \| 4 baths \| 5,786 sq.ft.	$1,225,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.28% Airbnb Rental Income: $null Traditional Rental Income: $3930 Airbnb ROI: N/A Traditional ROI: 1.28%
3210 DAISY RD WOODBINE, MD Magnificent custom estate nestled in the sought-after western Howard County, offering a se...	5 beds \| 6 baths \| N/A	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.54% Airbnb Rental Income: $null Traditional Rental Income: $6858 Airbnb ROI: N/A Traditional ROI: 2.54%
15320 SWEETBAY ST WOODBINE, MD Welcome to 15320 Sweetbay St - a gorgeous stone-front colonial offering over 6,000 square ...	5 beds \| 5 baths \| N/A	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $4936 Airbnb ROI: N/A Traditional ROI: 1.89%

Real Estate investment in Woodbine, MD

There are 13 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 $302. In May 2026, the average monthly cash on cash return in Woodbine is 2.00%. The average monthly rental income in Woodbine is $3,930.

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

There are 13 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

Investment Property for Sale in Woodbine, MD

869 MORGAN STATION Road

WOODBINE, MD

5 beds | 6 baths | 4,960 sq.ft.

$1,799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.93%

Airbnb Rental Income: $null

Traditional Rental Income: $6927

Airbnb ROI: N/A

Traditional ROI: 2.93%

2686 -B JENNINGS CHAPEL RD

WOODBINE, MD

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

$1,497,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.79%

Airbnb Rental Income: $null

Traditional Rental Income: $5511

Airbnb ROI: N/A

Traditional ROI: 2.79%

863 MORGAN STATION Road

WOODBINE, MD

5 beds | 6 baths | 4,535 sq.ft.

$1,599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.19%

Airbnb Rental Income: $null

Traditional Rental Income: $6552

Airbnb ROI: N/A

Traditional ROI: 3.19%

1687 VILLAGE GREEN Drive

WOODBINE, MD

5 beds | 4 baths | 4,882 sq.ft.

$1,190,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.02%

Airbnb Rental Income: $null

Traditional Rental Income: $4151

Airbnb ROI: N/A

Traditional ROI: 2.02%

5422 WOODBINE Road

WOODBINE, MD

4 beds | 3 baths | 3,156 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2842

Airbnb ROI: N/A

Traditional ROI: 2.94%

FARMINGTON

WOODBINE, MD

4 beds | 4 baths | 5,000 sq.ft.

$2,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3733

Airbnb ROI: N/A

Traditional ROI: 0.59%

3272 STARTING GATE CT

WOODBINE, MD

3 beds | 3 baths | N/A

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2757

Airbnb ROI: N/A

Traditional ROI: 1.52%

3751 JENNINGS CHAPEL RD

WOODBINE, MD

4 beds | 4 baths | N/A

$1,529,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2826

Airbnb ROI: N/A