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 unit: A #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.	$385,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 3.32% Airbnb Rental Income: $2140 Traditional Rental Income: $2388 Airbnb ROI: 1.12% Traditional ROI: 3.32%
11150 CHAMBERS Court unit: H #H WOODSTOCK, MD Home for the Holidays at Waverly Woods - 55+ Luxury Living! This season, let someone else ...	2 beds \| 2 baths \| 1,610 sq.ft.	$410,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.41% Airbnb Rental Income: $2140 Traditional Rental Income: $2504 Airbnb ROI: 1.04% Traditional ROI: 3.41%
10628 SAINT PAUL Avenue WOODSTOCK, MD Welcome home to this beautiful 3-bedroom, 2-bath home in the heart of the Granite Historic...	3 beds \| 2 baths \| 1,088 sq.ft.	$390,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.95% Airbnb Rental Income: $1360 Traditional Rental Income: $2071 Airbnb ROI: 0.87% Traditional ROI: 3.95%
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	$724,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.35% Airbnb Rental Income: $1360 Traditional Rental Income: $3043 Airbnb ROI: -0.75% Traditional ROI: 2.35%
2111 GANTON Green unit: E 110 #E 110 WOODSTOCK, MD Spacious condominium residence offering 1,450 square feet, 2 bedrooms, and 2 full baths in...	2 beds \| 2 baths \| 1,450 sq.ft.	$400,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 3.8% Airbnb Rental Income: $2140 Traditional Rental Income: $2343 Airbnb ROI: 1.81% Traditional ROI: 3.8%
11100 CHAMBERS Court unit: C #C WOODSTOCK, MD Welcome to Courtyards at Waverly Woods, a highly sought-after 55+ community offering resor...	2 beds \| 2 baths \| 1,607 sq.ft.	$415,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.75% Airbnb Rental Income: $2140 Traditional Rental Income: $2431 Airbnb ROI: 1.6% Traditional ROI: 3.75%
11100 CHAMBERS Court unit: F #F WOODSTOCK, MD MEGA OPEN HOUSE EVENT! Come tour all available units on Saturday, November 1 from 11 am to...	2 beds \| 2 baths \| 1,610 sq.ft.	$395,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.68% Airbnb Rental Income: $2140 Traditional Rental Income: $2576 Airbnb ROI: 2.03% Traditional ROI: 4.68%

Real Estate investment in Woodstock, MD

There are 7 properties for sale in the city of Woodstock . The median list price in Woodstock is $400,000 and the average price per square foot is $268. In November 2025, the average monthly cash on cash return in Woodstock is 4.00%. The average monthly rental income in Woodstock is $2,431.

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

There are 7 investment properties available for sale in Woodstock.

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

The ROI for Long-Term is higher than the Short-Term in Woodstock with average rental income of $2,431.

Your search for investment property begins and ends here

Investment Property for Sale in Woodstock, MD

11110 CHAMBERS Court unit: A #A

WOODSTOCK, MD

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

$385,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $2140

Traditional Rental Income: $2388

Airbnb ROI: 1.12%

Traditional ROI: 3.32%

11150 CHAMBERS Court unit: H #H

WOODSTOCK, MD

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

$410,000

Airbnb cash on cash: 1.04%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $2140

Traditional Rental Income: $2504

Airbnb ROI: 1.04%

Traditional ROI: 3.41%

10628 SAINT PAUL Avenue

WOODSTOCK, MD

3 beds | 2 baths | 1,088 sq.ft.

$390,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1360

Traditional Rental Income: $2071

Airbnb ROI: 0.87%

Traditional ROI: 3.95%

11054 CHAMBERS CT #126

WOODSTOCK, MD

3 beds | 3 baths | N/A

$724,900

Airbnb cash on cash: -0.75%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1360

Traditional Rental Income: $3043

Airbnb ROI: -0.75%

Traditional ROI: 2.35%

2111 GANTON Green unit: E 110 #E 110

WOODSTOCK, MD

2 beds | 2 baths | 1,450 sq.ft.

$400,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2140

Traditional Rental Income: $2343

Airbnb ROI: 1.81%

Traditional ROI: 3.8%

11100 CHAMBERS Court unit: C #C

WOODSTOCK, MD

2 beds | 2 baths | 1,607 sq.ft.

$415,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $2140

Traditional Rental Income: $2431

Airbnb ROI: 1.6%

Traditional ROI: 3.75%

11100 CHAMBERS Court unit: F #F

WOODSTOCK, MD

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

$395,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $2140

Traditional Rental Income: $2576

Airbnb ROI: 2.03%

Traditional ROI: 4.68%

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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