Real Estate Investment Properties for Sale in Windsor Mill, MD

Looking for investment property in Windsor Mill, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
7313 Dooman Rd Windsor Mill, MD Charming rambler with 3 bedrooms, 1 full bath, and modern updates: brand-new appliances an...	3 beds \| 1 baths \| 1,322 sq.ft.	$349,555	Airbnb cash on cash: 0.86% Traditional cash on cash: 3.64% Airbnb Rental Income: $1357 Traditional Rental Income: $1854 Airbnb ROI: 0.86% Traditional ROI: 3.64%
7402 Catterick #7402 Windsor Mill, MD Welcome to this charming 3-bedroom, 2.5-bath townhome located in the desirable Windsor Mil...	3 beds \| 2 baths \| 1,620 sq.ft.	$284,999	Airbnb cash on cash: 1.14% Traditional cash on cash: 6.36% Airbnb Rental Income: $1357 Traditional Rental Income: $2346 Airbnb ROI: 1.14% Traditional ROI: 6.36%
1917 Cross Trl Windsor Mill, MD Welcome to 1917 Cross Trail Rd! This updated home offers 3 bedrooms and 2.5 bathrooms, pro...	3 beds \| 2 baths \| 1,910 sq.ft.	$395,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.73% Airbnb Rental Income: $1357 Traditional Rental Income: $2514 Airbnb ROI: 0.48% Traditional ROI: 4.73%
2106 N Rolling Rd Windsor Mill, MD Welcome to 2106 N Rolling Road! This beautifully maintained home offers comfort, style, an...	3 beds \| 1 baths \| 1,288 sq.ft.	$339,800	Airbnb cash on cash: 0.9% Traditional cash on cash: 4.44% Airbnb Rental Income: $1357 Traditional Rental Income: $2070 Airbnb ROI: 0.9% Traditional ROI: 4.44%
2117 Cross Trails Rd Windsor Mill, MD Welcome to this impressive 4-bedroom, 3.5-bathroom home located in the highly sought-after...	4 beds \| 3 baths \| 2,688 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.7% Airbnb Rental Income: $null Traditional Rental Income: $3368 Airbnb ROI: N/A Traditional ROI: 4.7%
8711 Windsor Mill Rd Windsor Mill, MD Fall in love with this expansive single family split-level home with a 2-car garage, appro...	4 beds \| 2 baths \| 2,298 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $2782 Airbnb ROI: N/A Traditional ROI: 4.29%
7934 Galloping Cir Windsor Mill, MD Welcome to this beautifully maintained and thoughtfully Maintained split level home offeri...	4 beds \| 3 baths \| 1,980 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.03% Airbnb Rental Income: $null Traditional Rental Income: $2970 Airbnb ROI: N/A Traditional ROI: 5.03%

Real Estate investment in Windsor-mill, MD

There are 26 properties for sale in the city of Windsor Mill . The median list price in Windsor Mill is $329,850 and the average price per square foot is $179. In February 2026, the average monthly cash on cash return in Windsor Mill is 4.00%. The average monthly rental income in Windsor Mill is $2,150.

Windsor-mill, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 26 investment properties available for sale in Windsor-mill.

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

The ROI for Long-Term is higher than the Short-Term in Windsor-mill with average rental income of $2,150.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor Mill, MD

7313 Dooman Rd

Windsor Mill, MD

3 beds | 1 baths | 1,322 sq.ft.

$349,555

Airbnb cash on cash: 0.86%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $1357

Traditional Rental Income: $1854

Airbnb ROI: 0.86%

Traditional ROI: 3.64%

7402 Catterick #7402

Windsor Mill, MD

3 beds | 2 baths | 1,620 sq.ft.

$284,999

Airbnb cash on cash: 1.14%

Traditional cash on cash: 6.36%

Airbnb Rental Income: $1357

Traditional Rental Income: $2346

Airbnb ROI: 1.14%

Traditional ROI: 6.36%

1917 Cross Trl

Windsor Mill, MD

3 beds | 2 baths | 1,910 sq.ft.

$395,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $1357

Traditional Rental Income: $2514

Airbnb ROI: 0.48%

Traditional ROI: 4.73%

2106 N Rolling Rd

Windsor Mill, MD

3 beds | 1 baths | 1,288 sq.ft.

$339,800

Airbnb cash on cash: 0.9%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $1357

Traditional Rental Income: $2070

Airbnb ROI: 0.9%

Traditional ROI: 4.44%

2117 Cross Trails Rd

Windsor Mill, MD

4 beds | 3 baths | 2,688 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.7%

Airbnb Rental Income: $null

Traditional Rental Income: $3368

Airbnb ROI: N/A

Traditional ROI: 4.7%

8711 Windsor Mill Rd

Windsor Mill, MD

4 beds | 2 baths | 2,298 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2782

Airbnb ROI: N/A

Traditional ROI: 4.29%

7934 Galloping Cir

Windsor Mill, MD

4 beds | 3 baths | 1,980 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2970

Airbnb ROI: N/A

Traditional ROI: 5.03%

Real Estate investment in Windsor-mill, MD

Windsor-mill, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Windsor-mill?

Which neighborhoods in Windsor-mill to invest in 2026?

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

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