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
Detrick Rd Lot 19 WOODBINE, MD Detrick Rd Lot 19, WOODBINE, MD 21771 \| Other	N/A beds \| N/A baths \| N/A	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.15% Airbnb Rental Income: $null Traditional Rental Income: $743 Airbnb ROI: N/A Traditional ROI: 0.15%
15613 Linden Grove Ln WOODBINE, MD This stunning custom colonial in Linden Grove sits on a beautifully landscaped one-acre lo...	5 beds \| 5 baths \| 7,232 sq.ft.	$1,849,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $7458 Airbnb ROI: N/A Traditional ROI: 2.59%
869 Morgan Station Rd WOODBINE, MD Nestled on a picturesque 1.15-acre lot, this to-be-built custom home by Catonsville Homes ...	5 beds \| 5 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 Rd WOODBINE, MD Introducing Catonsville Homes in Woodbine! Construction is set to commence in May with com...	5 beds \| 5 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%
15948 Union Chapel Rd WOODBINE, MD 15948 Union Chapel Rd, WOODBINE, MD 21797 \| Other	N/A beds \| N/A baths \| N/A	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $1837 Airbnb ROI: N/A Traditional ROI: 4.2%
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.	$1,125,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $4151 Airbnb ROI: N/A Traditional ROI: 2.2%
5422 WOODBINE Road WOODBINE, MD PRICE ADJUSTMENT!!! WELCOME HOME TO THE HIGHLY SOUGHT-AFTER COMMUNITY OF PLEASANT RIDGE. T...	3 beds \| 3 baths \| 3,156 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.1% Airbnb Rental Income: $null Traditional Rental Income: $2842 Airbnb ROI: N/A Traditional ROI: 3.1%
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%
3751 Jennings Chapel Rd WOODBINE, MD Discover the potential of this stunning new construction home, thoughtfully designed to me...	4 beds \| 3 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%
5519 Woodbine Rd WOODBINE, MD 5519 Woodbine Rd, WOODBINE, MD 21797 \| Single Family Residential	4 beds \| 3 baths \| 3,829 sq.ft.	$765,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $2714 Airbnb ROI: N/A Traditional ROI: 1.59%
16920 Old Sawmill Rd WOODBINE, MD Set on a picturesque, wooded 1.25 acres in sought-after Howard County, this exceptional br...	5 beds \| 3 baths \| 5,786 sq.ft.	$1,185,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $3930 Airbnb ROI: N/A Traditional ROI: 1.3%
6441 WOODBINE Road WOODBINE, MD Come see your new home today! Nestled in the heart of Woodbine, this beautifully maintaine...	5 beds \| 4 baths \| 3,564 sq.ft.	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $4024 Airbnb ROI: N/A Traditional ROI: 4.12%
15616 Linden Grove Ln WOODBINE, MD Experience refined luxury living with this exceptional estate residence nestled within the...	4 beds \| 3 baths \| 5,856 sq.ft.	$1,685,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $5049 Airbnb ROI: N/A Traditional ROI: 1.31%
2319 Braddock Rd WOODBINE, MD Welcome to 2319 Braddock Road, a charming Dutch Colonial gracefully situated on a pictures...	3 beds \| 2 baths \| 2,483 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $2864 Airbnb ROI: N/A Traditional ROI: 2.62%
5049 BRADDOCK Road WOODBINE, MD Welcome to this timeless all brick Rancher nestled on a picturesque 1.01 acre lot in the h...	3 beds \| 2 baths \| 1,963 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2702 Airbnb ROI: N/A Traditional ROI: 3.07%
17706 FOXMOOR Drive WOODBINE, MD Welcome to 17706 Foxmoor Drive, where timeless elegance meets resort-style living on 3.40 ...	4 beds \| 4 baths \| 3,939 sq.ft.	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.38% Airbnb Rental Income: $null Traditional Rental Income: $4103 Airbnb ROI: N/A Traditional ROI: 2.38%
14501 OLD FREDERICK Road WOODBINE, MD Nestled on a beautifully cared for one-acre lot surrounded by mature trees, this meticulou...	4 beds \| 4 baths \| 4,279 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $3636 Airbnb ROI: N/A Traditional ROI: 1.38%
1420 Daisy Rd WOODBINE, MD 1420 Daisy Rd, WOODBINE, MD 21797 \| Single Family Residential	3 beds \| 2 baths \| 1,764 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.15% Airbnb Rental Income: $null Traditional Rental Income: $2048 Airbnb ROI: N/A Traditional ROI: 1.15%
Carrs Mill Rd WOODBINE, MD Carrs Mill Rd, WOODBINE, MD 21797 \| Other	N/A beds \| N/A baths \| N/A	$499,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.65% Airbnb Rental Income: $null Traditional Rental Income: $1837 Airbnb ROI: N/A Traditional ROI: 1.65%

Real Estate investment in Woodbine, MD

There are 21 properties for sale in the city of Woodbine . The median list price in Woodbine is $1,250,000 and the average price per square foot is $261. In August 2026, the average monthly cash on cash return in Woodbine is 2.00%. The average monthly rental income in Woodbine is $2,834.

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

There are 21 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

Detrick Rd Lot 19

WOODBINE, MD

N/A beds | N/A baths | N/A

$310,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.15%

Airbnb Rental Income: $null

Traditional Rental Income: $743

Airbnb ROI: N/A

Traditional ROI: 0.15%

15613 Linden Grove Ln

WOODBINE, MD

5 beds | 5 baths | 7,232 sq.ft.

$1,849,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.59%

Airbnb Rental Income: $null

Traditional Rental Income: $7458

Airbnb ROI: N/A

Traditional ROI: 2.59%

869 Morgan Station Rd

WOODBINE, MD

5 beds | 5 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 Rd

WOODBINE, MD

5 beds | 5 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%

15948 Union Chapel Rd

WOODBINE, MD

N/A beds | N/A baths | N/A

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.2%

Airbnb Rental Income: $null

Traditional Rental Income: $1837

Airbnb ROI: N/A

Traditional ROI: 4.2%

1687 VILLAGE GREEN Drive

WOODBINE, MD

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

$1,125,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.2%

Airbnb Rental Income: $null

Traditional Rental Income: $4151

Airbnb ROI: N/A

Traditional ROI: 2.2%

5422 WOODBINE Road

WOODBINE, MD

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

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.1%

Airbnb Rental Income: $null

Traditional Rental Income: $2842

Airbnb ROI: N/A