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
5713 OLD COURT Road Windsor Mill, MD 1 YEAR HOME WARRANTY INCLUDED! This charming 3 bedroom and 3 full bath home with a 2-car d...	3 beds \| 3 baths \| 2,587 sq.ft.	$349,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 7.77% Airbnb Rental Income: $1357 Traditional Rental Income: $3247 Airbnb ROI: 0.76% Traditional ROI: 7.77%
2106 N ROLLING Road Windsor Mill, MD Welcome to 2106 N Rolling Road! This beautifully maintained home offers comfort, style, an...	3 beds \| 2 baths \| 1,288 sq.ft.	$349,800	Airbnb cash on cash: 0.85% Traditional cash on cash: 4.41% Airbnb Rental Income: $1357 Traditional Rental Income: $2110 Airbnb ROI: 0.85% Traditional ROI: 4.41%
7311 CANTWELL Road Windsor Mill, MD	4 beds \| 4 baths \| 1,292 sq.ft.	$318,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.17% Airbnb Rental Income: $null Traditional Rental Income: $2420 Airbnb ROI: N/A Traditional ROI: 6.17%
1905 CALAIS Court Windsor Mill, MD Welcome Home! Step into this beautifully fully renovated gem nestled on a quiet cul-de-sac...	5 beds \| 4 baths \| 1,995 sq.ft.	$439,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 6.09% Airbnb Rental Income: $1962 Traditional Rental Income: $3182 Airbnb ROI: 1.88% Traditional ROI: 6.09%
2254 RIDING CROP Way Windsor Mill, MD All offers to be submitted on Homepath. End of Row/Townhouse with 3 Bedrooms, 2 Full Baths...	3 beds \| 3 baths \| 1,165 sq.ft.	$260,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 6.2% Airbnb Rental Income: $1357 Traditional Rental Income: $2134 Airbnb ROI: 1.35% Traditional ROI: 6.2%
7530 HAYSTACK Drive Windsor Mill, MD This beautifully remodeled home is truly move-in ready! Featuring brand-new flooring, a mo...	4 beds \| 3 baths \| 2,106 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $3016 Airbnb ROI: N/A Traditional ROI: 5.33%
2604 MOLTON Way unit: 2604 #2604 Windsor Mill, MD Updated 3-Bedroom Townhome - Perfect for First-Time Buyers or Investors! This tastefully r...	3 beds \| 2 baths \| 1,040 sq.ft.	$220,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 6.72% Airbnb Rental Income: $1357 Traditional Rental Income: $1905 Airbnb ROI: 2.1% Traditional ROI: 6.72%
8206 KIRK FARM Circle Windsor Mill, MD This expansive end-unit townhome in Rockdale Village features over 2,320 square feet of be...	3 beds \| 3 baths \| 2,320 sq.ft.	$385,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 5.53% Airbnb Rental Income: $1357 Traditional Rental Income: $2899 Airbnb ROI: 0.12% Traditional ROI: 5.53%

Real Estate investment in Windsor-mill, MD

There are 8 properties for sale in the city of Windsor Mill . The median list price in Windsor Mill is $349,850 and the average price per square foot is $203. In December 2025, the average monthly cash on cash return in Windsor Mill is 6.00%. The average monthly rental income in Windsor Mill is $2,277.

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

There are 8 investment properties available for sale in Windsor-mill.

In 2025, 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 $2,277.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor Mill, MD

5713 OLD COURT Road

Windsor Mill, MD

3 beds | 3 baths | 2,587 sq.ft.

$349,900

Airbnb cash on cash: 0.76%

Traditional cash on cash: 7.77%

Airbnb Rental Income: $1357

Traditional Rental Income: $3247

Airbnb ROI: 0.76%

Traditional ROI: 7.77%

2106 N ROLLING Road

Windsor Mill, MD

3 beds | 2 baths | 1,288 sq.ft.

$349,800

Airbnb cash on cash: 0.85%

Traditional cash on cash: 4.41%

Airbnb Rental Income: $1357

Traditional Rental Income: $2110

Airbnb ROI: 0.85%

Traditional ROI: 4.41%

7311 CANTWELL Road

Windsor Mill, MD

4 beds | 4 baths | 1,292 sq.ft.

$318,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2420

Airbnb ROI: N/A

Traditional ROI: 6.17%

1905 CALAIS Court

Windsor Mill, MD

5 beds | 4 baths | 1,995 sq.ft.

$439,900

Airbnb cash on cash: 1.88%

Traditional cash on cash: 6.09%

Airbnb Rental Income: $1962

Traditional Rental Income: $3182

Airbnb ROI: 1.88%

Traditional ROI: 6.09%

2254 RIDING CROP Way

Windsor Mill, MD

3 beds | 3 baths | 1,165 sq.ft.

$260,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $1357

Traditional Rental Income: $2134

Airbnb ROI: 1.35%

Traditional ROI: 6.2%

7530 HAYSTACK Drive

Windsor Mill, MD

4 beds | 3 baths | 2,106 sq.ft.

$439,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.33%

Airbnb Rental Income: $null

Traditional Rental Income: $3016

Airbnb ROI: N/A

Traditional ROI: 5.33%

2604 MOLTON Way unit: 2604 #2604

Windsor Mill, MD

3 beds | 2 baths | 1,040 sq.ft.

$220,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 6.72%

Airbnb Rental Income: $1357

Traditional Rental Income: $1905

Airbnb ROI: 2.1%

Traditional ROI: 6.72%

8206 KIRK FARM Circle

Windsor Mill, MD

3 beds | 3 baths | 2,320 sq.ft.

$385,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $1357

Traditional Rental Income: $2899

Airbnb ROI: 0.12%