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
Rices Ln Windsor Mill, MD TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with Caruso Homes. This Model is ...	N/A beds \| N/A baths \| 2,221 sq.ft.	$365,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 6.76% Airbnb Rental Income: $694 Traditional Rental Income: $2887 Airbnb ROI: -0.53% Traditional ROI: 6.76%
7653 Gladstone Rd #5-7653 Windsor Mill, MD Discover the charm of this beautifully maintained 2-bedroom, 2-bathroom unit in the desira...	2 beds \| 2 baths \| 1,076 sq.ft.	$210,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 5.52% Airbnb Rental Income: $1275 Traditional Rental Income: $1850 Airbnb ROI: 0.61% Traditional ROI: 5.52%
3620 Rockdale Ter Windsor Mill, MD Spacious and fully renovated single-family home with a huge backyard! This stunning 3-leve...	5 beds \| 2 baths \| 2,325 sq.ft.	$405,000	Airbnb cash on cash: 6.03% Traditional cash on cash: 5.48% Airbnb Rental Income: $3682 Traditional Rental Income: $2670 Airbnb ROI: 6.03% Traditional ROI: 5.48%
Dogwood Rd Windsor Mill, MD Dogwood Rd, Windsor Mill, MD 21244 \| Other	N/A beds \| N/A baths \| N/A	$600,000	Airbnb cash on cash: -1.55% Traditional cash on cash: -0.75% Airbnb Rental Income: $694 Traditional Rental Income: $838 Airbnb ROI: -1.55% Traditional ROI: -0.75%
8231 Fairbrook Rd Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand-new Kenneth by Richmond American Homes will be m...	2 beds \| 2 baths \| 2,161 sq.ft.	$494,999	Airbnb cash on cash: 0.18% Traditional cash on cash: 4.89% Airbnb Rental Income: $1275 Traditional Rental Income: $3052 Airbnb ROI: 0.18% Traditional ROI: 4.89%
8229 Fairbrook Rd Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand new Kenneth by Richmond American will be move-in...	4 beds \| 3 baths \| 2,161 sq.ft.	$514,999	Airbnb cash on cash: 0.98% Traditional cash on cash: 4.69% Airbnb Rental Income: $1764 Traditional Rental Income: $3065 Airbnb ROI: 0.98% Traditional ROI: 4.69%
2945 Rolling Manor Way Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand new Keagan by Richmond American Homes will be mo...	4 beds \| 3 baths \| 2,213 sq.ft.	$524,999	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.67% Airbnb Rental Income: $1764 Traditional Rental Income: $3112 Airbnb ROI: 0.94% Traditional ROI: 4.67%
2947 Rolling Manor Way Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand new Keagan by Richmond American Homes will be mo...	3 beds \| 3 baths \| 2,581 sq.ft.	$532,999	Airbnb cash on cash: 0.58% Traditional cash on cash: 4.44% Airbnb Rental Income: $1562 Traditional Rental Income: $3035 Airbnb ROI: 0.58% Traditional ROI: 4.44%
7402 Chadwell Cir #301 Windsor Mill, MD Welcome home to a beautifully maintained top-floor condominium. This spacious residence of...	2 beds \| 2 baths \| N/A	$224,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 4.92% Airbnb Rental Income: $1275 Traditional Rental Income: $1795 Airbnb ROI: 0.59% Traditional ROI: 4.92%
7214 Dogwood Rd Windsor Mill, MD Welcome to 7214 Dogwood Road, a beautifully designed custom modular home built in 2012, of...	4 beds \| 2 baths \| 3,355 sq.ft.	$549,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.99% Airbnb Rental Income: $1764 Traditional Rental Income: $2573 Airbnb ROI: 0.47% Traditional ROI: 2.99%
7322 Windsor Mill Rd Windsor Mill, MD Opportunities like this don't come around often! This impeccably maintained, certified lea...	3 beds \| 2 baths \| 1,464 sq.ft.	$350,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 6.56% Airbnb Rental Income: $1562 Traditional Rental Income: $2807 Airbnb ROI: 1.41% Traditional ROI: 6.56%
8223 Fairbrook Rd Windsor Mill, MD 8223 Fairbrook Rd, Windsor Mill, MD 21244 \| Townhouse	3 beds \| 2 baths \| 2,169 sq.ft.	$479,999	Airbnb cash on cash: 0.01% Traditional cash on cash: 3.68% Airbnb Rental Income: $1562 Traditional Rental Income: $2760 Airbnb ROI: 0.01% Traditional ROI: 3.68%
8225 Fairbrook Rd Windsor Mill, MD 8225 Fairbrook Rd, Windsor Mill, MD 21244 \| Townhouse	3 beds \| 2 baths \| 2,161 sq.ft.	$478,999	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.69% Airbnb Rental Income: $1562 Traditional Rental Income: $2760 Airbnb ROI: 0.02% Traditional ROI: 3.69%
2204 Pine Ave Windsor Mill, MD 2204 Pine Ave, Windsor Mill, MD 21244 \| Other	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 4.93% Airbnb Rental Income: $694 Traditional Rental Income: $1489 Airbnb ROI: -0.59% Traditional ROI: 4.93%
2106 N Rolling Rd N Windsor Mill, MD 2106 N Rolling Rd N, Windsor Mill, MD 21244 \| Townhouse	3 beds \| 1 baths \| 1,288 sq.ft.	$325,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 2.24% Airbnb Rental Income: $1562 Traditional Rental Income: $1414 Airbnb ROI: 1.26% Traditional ROI: 2.24%

Real Estate investment in Windsor-mill, MD

There are 16 properties for sale in the city of Windsor Mill . The median list price in Windsor Mill is $311,813 and the average price per square foot is $151. In August 2026, the average monthly cash on cash return in Windsor Mill is 4.00%. The average monthly rental income in Windsor Mill is $2,247.

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

There are 16 investment properties available for sale in Windsor-mill.

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

The ROI for Short-Term is higher than the Long-Term in Windsor-mill with average rental income of $1,562.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor Mill, MD

Rices Ln

Windsor Mill, MD

N/A beds | N/A baths | 2,221 sq.ft.

$365,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 6.76%

Airbnb Rental Income: $694

Traditional Rental Income: $2887

Airbnb ROI: -0.53%

Traditional ROI: 6.76%

7653 Gladstone Rd #5-7653

Windsor Mill, MD

2 beds | 2 baths | 1,076 sq.ft.

$210,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1275

Traditional Rental Income: $1850

Airbnb ROI: 0.61%

Traditional ROI: 5.52%

3620 Rockdale Ter

Windsor Mill, MD

5 beds | 2 baths | 2,325 sq.ft.

$405,000

Airbnb cash on cash: 6.03%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $3682

Traditional Rental Income: $2670

Airbnb ROI: 6.03%

Traditional ROI: 5.48%

Dogwood Rd

Windsor Mill, MD

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

$600,000

Airbnb cash on cash: -1.55%

Traditional cash on cash: -0.75%

Airbnb Rental Income: $694

Traditional Rental Income: $838

Airbnb ROI: -1.55%

Traditional ROI: -0.75%

8231 Fairbrook Rd

Windsor Mill, MD

2 beds | 2 baths | 2,161 sq.ft.

$494,999

Airbnb cash on cash: 0.18%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $1275

Traditional Rental Income: $3052

Airbnb ROI: 0.18%

Traditional ROI: 4.89%

8229 Fairbrook Rd

Windsor Mill, MD

4 beds | 3 baths | 2,161 sq.ft.

$514,999

Airbnb cash on cash: 0.98%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1764

Traditional Rental Income: $3065

Airbnb ROI: 0.98%

Traditional ROI: 4.69%

2945 Rolling Manor Way

Windsor Mill, MD

4 beds | 3 baths | 2,213 sq.ft.

$524,999

Airbnb cash on cash: 0.94%

Traditional cash on cash: 4.67%

Airbnb Rental Income: $1764

Traditional Rental Income: $3112

Airbnb ROI: 0.94%

Traditional ROI: 4.67%

2947 Rolling Manor Way

Windsor Mill, MD

3 beds | 3 baths | 2,581 sq.ft.

$532,999

Airbnb cash on cash: 0.58%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $1562

Traditional Rental Income: $3035

Airbnb ROI: 0.58%