Real Estate Investment Properties for Sale in Woodstock, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11110 CHAMBERS COURT #A WOODSTOCK, MD Ground-level condo with private front entrance and patio in the gated 55+ community of Cou...	2 beds \| 2 baths \| 1,595 sq.ft.	$394,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 3.21% Airbnb Rental Income: $2719 Traditional Rental Income: $2388 Airbnb ROI: 2.37% Traditional ROI: 3.21%
11054 CHAMBERS CT #126 WOODSTOCK, MD Welcome to 11054 Chambers Court - a storybook residence in the coveted 55+ Courtyards at W...	3 beds \| 3 baths \| N/A	$749,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 2.24% Airbnb Rental Income: $3802 Traditional Rental Income: $3043 Airbnb ROI: 2.15% Traditional ROI: 2.24%
1575 GROOMS LANE WOODSTOCK, MD PRICE REDUCED!! Seller found home of choice. Beautifully Renovated Colonial in Marriotts R...	3 beds \| 2 baths \| 1,696 sq.ft.	$370,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 5.54% Airbnb Rental Income: $3802 Traditional Rental Income: $2861 Airbnb ROI: 5.88% Traditional ROI: 5.54%
11150 CHAMBERS COURT #H WOODSTOCK, MD Home for the Holidays at Waverly Woods 55+ Luxury Living! This season, let someone else s...	2 beds \| 2 baths \| 1,610 sq.ft.	$425,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.25% Airbnb Rental Income: $2719 Traditional Rental Income: $2504 Airbnb ROI: 2.18% Traditional ROI: 3.25%
2115 GANTON GRN #G-311 WOODSTOCK, MD Welcome to Unit #311, in the sought-after Waverly Woods community. This gracious unit offe...	2 beds \| 2 baths \| N/A	$395,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 3.07% Airbnb Rental Income: $2719 Traditional Rental Income: $2065 Airbnb ROI: 3.1% Traditional ROI: 3.07%
2115 GANTON GRN #G-209 WOODSTOCK, MD Welcome to Unit #209, in the sought-after Waverly Woods community. This light-filled home ...	2 beds \| 2 baths \| N/A	$395,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.09% Airbnb Rental Income: $2719 Traditional Rental Income: $2065 Airbnb ROI: 3.12% Traditional ROI: 3.09%

Real Estate investment in Woodstock, MD

There are 6 properties for sale in the city of Woodstock . The median list price in Woodstock is $395,000 and the average price per square foot is $242. In September 2025, the average monthly cash on cash return in Woodstock is 3.00%. The average monthly rental income in Woodstock is $2,446.

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

There are 6 investment properties available for sale in Woodstock.

In 2025, the best neighborhood to buy investment property is WOODSTOCK.

The ROI for Short-Term is higher than the Long-Term in Woodstock with average rental income of $2,719.

Your search for investment property begins and ends here

Investment Property for Sale in Woodstock, MD

11110 CHAMBERS COURT #A

WOODSTOCK, MD

2 beds | 2 baths | 1,595 sq.ft.

$394,900

Airbnb cash on cash: 2.37%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $2719

Traditional Rental Income: $2388

Airbnb ROI: 2.37%

Traditional ROI: 3.21%

11054 CHAMBERS CT #126

WOODSTOCK, MD

3 beds | 3 baths | N/A

$749,900

Airbnb cash on cash: 2.15%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $3802

Traditional Rental Income: $3043

Airbnb ROI: 2.15%

Traditional ROI: 2.24%

1575 GROOMS LANE

WOODSTOCK, MD

3 beds | 2 baths | 1,696 sq.ft.

$370,000

Airbnb cash on cash: 5.88%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $3802

Traditional Rental Income: $2861

Airbnb ROI: 5.88%

Traditional ROI: 5.54%

11150 CHAMBERS COURT #H

WOODSTOCK, MD

2 beds | 2 baths | 1,610 sq.ft.

$425,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $2719

Traditional Rental Income: $2504

Airbnb ROI: 2.18%

Traditional ROI: 3.25%

2115 GANTON GRN #G-311

WOODSTOCK, MD

2 beds | 2 baths | N/A

$395,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $2719

Traditional Rental Income: $2065

Airbnb ROI: 3.1%

Traditional ROI: 3.07%

2115 GANTON GRN #G-209

WOODSTOCK, MD

2 beds | 2 baths | N/A

$395,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2719

Traditional Rental Income: $2065

Airbnb ROI: 3.12%

Traditional ROI: 3.09%

Real Estate investment in Woodstock, MD

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

How many investment properties are available for sale in Woodstock?

Which neighborhoods in Woodstock to invest in 2025?

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

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