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
3123 Jeffland Rd Windsor Mill, MD Charming 3 bedroom, 2 bathroom Cape Cod in Windsor Mill. Open concept layout with plenty ...	3 beds \| 2 baths \| 1,708 sq.ft.	$299,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 5.06% Airbnb Rental Income: $1418 Traditional Rental Income: $2035 Airbnb ROI: 1.37% Traditional ROI: 5.06%
3627 Marriotts Ln Windsor Mill, MD Dutch Colonial featuring 3 bedrooms and 2.5 bathrooms, crown molding in the living room, k...	3 beds \| 2 baths \| 1,302 sq.ft.	$349,900	Airbnb cash on cash: 1.11% Traditional cash on cash: 5.92% Airbnb Rental Income: $1418 Traditional Rental Income: $2576 Airbnb ROI: 1.11% Traditional ROI: 5.92%
7134 Dogwood Rd Windsor Mill, MD 4 beds 2 baths acre plus lot close to everything. Nice kitchen and hardwood floors in home...	4 beds \| 2 baths \| 1,700 sq.ft.	$295,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 5.89% Airbnb Rental Income: $2264 Traditional Rental Income: $2135 Airbnb ROI: 4.32% Traditional ROI: 5.89%
7165 Fairbrook Rd Windsor Mill, MD WELCOME TO 7165 FAIRBROOK, THIS GORGEOUS WELL MAINTAINED HOME HAS 3 NICE SIZE BEDROOMS EA...	3 beds \| 1 baths \| 1,504 sq.ft.	$325,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 5.07% Airbnb Rental Income: $1418 Traditional Rental Income: $2310 Airbnb ROI: 0.76% Traditional ROI: 5.07%
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: -0.62% Traditional cash on cash: 6.76% Airbnb Rental Income: $659 Traditional Rental Income: $2887 Airbnb ROI: -0.62% Traditional ROI: 6.76%
3515 Joann Dr Windsor Mill, MD Welcome Home, this all brick rancher home has no steps, move from room to room around your...	3 beds \| 1 baths \| 1,090 sq.ft.	$274,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 6.34% Airbnb Rental Income: $1418 Traditional Rental Income: $2200 Airbnb ROI: 1.68% Traditional ROI: 6.34%
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: -1.09% Traditional cash on cash: 5.52% Airbnb Rental Income: $867 Traditional Rental Income: $1850 Airbnb ROI: -1.09% Traditional ROI: 5.52%
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: -1.61% Traditional cash on cash: -0.75% Airbnb Rental Income: $659 Traditional Rental Income: $838 Airbnb ROI: -1.61% Traditional ROI: -0.75%
3405 Washington Ave Windsor Mill, MD Move right into this beautifully maintained home in the heart of Windsor Mill! Offering br...	4 beds \| 2 baths \| 1,828 sq.ft.	$410,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 5.16% Airbnb Rental Income: $2264 Traditional Rental Income: $2690 Airbnb ROI: 2.58% Traditional ROI: 5.16%
8231 Fairbrook Rd Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand-new Kenneth by Richmond American Homes will be m...	3 beds \| 3 baths \| 2,160 sq.ft.	$499,999	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.83% Airbnb Rental Income: $1418 Traditional Rental Income: $3052 Airbnb ROI: 0.42% Traditional ROI: 4.83%
8225 Fairbrook Rd Windsor Mill, MD ASK ABOUT LIMITED TIME OFFERS! This brand-new Kenneth by Richmond American Homes will be m...	3 beds \| 2 baths \| 2,161 sq.ft.	$499,999	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.91% Airbnb Rental Income: $1418 Traditional Rental Income: $2975 Airbnb ROI: -0.33% Traditional ROI: 3.91%
2204 Pine Ave Windsor Mill, MD 2204 Pine Ave, Windsor Mill, MD 21244 \| Other	N/A beds \| N/A baths \| N/A	$195,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 5.46% Airbnb Rental Income: $659 Traditional Rental Income: $1489 Airbnb ROI: -0.63% Traditional ROI: 5.46%
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.	$309,500	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.46% Airbnb Rental Income: $1418 Traditional Rental Income: $1414 Airbnb ROI: 1.01% Traditional ROI: 2.46%
7167 FAIRBROOK Road Windsor Mill, MD	4 beds \| 2 baths \| 1,504 sq.ft.	$310,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 5.98% Airbnb Rental Income: $2264 Traditional Rental Income: $2379 Airbnb ROI: 3.65% Traditional ROI: 5.98%
Mayfield Ave Windsor Mill, MD Location, Location, Location! This 4 bed, 2.5 bath to-be-built home currently under constr...	4 beds \| 2 baths \| 1,958 sq.ft.	$569,999	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.82% Airbnb Rental Income: $2264 Traditional Rental Income: $2702 Airbnb ROI: 0.93% Traditional ROI: 2.82%
2923 & 2925 N Rolling Rd Windsor Mill, MD 2923 & 2925 N Rolling Rd, Windsor Mill, MD 21244 \| Single Family Residential	3 beds \| 1 baths \| 1,397 sq.ft.	$499,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.23% Airbnb Rental Income: $1418 Traditional Rental Income: $2576 Airbnb ROI: -0.16% Traditional ROI: 3.23%
2951 N Rolling Manor Way Windsor Mill, MD 2951 N Rolling Manor Way, Windsor Mill, MD 21244 \| Townhouse	3 beds \| 2 baths \| 2,210 sq.ft.	$519,999	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.86% Airbnb Rental Income: $1418 Traditional Rental Income: $2576 Airbnb ROI: -0.39% Traditional ROI: 2.86%
2949 Rolling Manor Way Windsor Mill, MD 2949 Rolling Manor Way, Windsor Mill, MD 21244 \| Townhouse	4 beds \| 3 baths \| 2,210 sq.ft.	$524,999	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.13% Airbnb Rental Income: $2264 Traditional Rental Income: $2650 Airbnb ROI: 1.19% Traditional ROI: 3.13%
7907 Subet Windsor Mill, MD 7907 Subet, Windsor Mill, MD 21244 \| Single Family Residential	4 beds \| 2 baths \| 2,405 sq.ft.	$399,500	Airbnb cash on cash: 2.2% Traditional cash on cash: 5.3% Airbnb Rental Income: $2264 Traditional Rental Income: $2859 Airbnb ROI: 2.2% Traditional ROI: 5.3%

Real Estate investment in Windsor-mill, MD

There are 25 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 $178. In October 2026, the average monthly cash on cash return in Windsor Mill is 4.00%. The average monthly rental income in Windsor Mill is $2,345.

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

There are 25 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 $2,345.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor Mill, MD

3123 Jeffland Rd

Windsor Mill, MD

3 beds | 2 baths | 1,708 sq.ft.

$299,900

Airbnb cash on cash: 1.37%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $1418

Traditional Rental Income: $2035

Airbnb ROI: 1.37%

Traditional ROI: 5.06%

3627 Marriotts Ln

Windsor Mill, MD

3 beds | 2 baths | 1,302 sq.ft.

$349,900

Airbnb cash on cash: 1.11%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $1418

Traditional Rental Income: $2576

Airbnb ROI: 1.11%

Traditional ROI: 5.92%

7134 Dogwood Rd

Windsor Mill, MD

4 beds | 2 baths | 1,700 sq.ft.

$295,000

Airbnb cash on cash: 4.32%

Traditional cash on cash: 5.89%

Airbnb Rental Income: $2264

Traditional Rental Income: $2135

Airbnb ROI: 4.32%

Traditional ROI: 5.89%

7165 Fairbrook Rd

Windsor Mill, MD

3 beds | 1 baths | 1,504 sq.ft.

$325,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1418

Traditional Rental Income: $2310

Airbnb ROI: 0.76%

Traditional ROI: 5.07%

Rices Ln

Windsor Mill, MD

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

$365,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 6.76%

Airbnb Rental Income: $659

Traditional Rental Income: $2887

Airbnb ROI: -0.62%

Traditional ROI: 6.76%

3515 Joann Dr

Windsor Mill, MD

3 beds | 1 baths | 1,090 sq.ft.

$274,900

Airbnb cash on cash: 1.68%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $1418

Traditional Rental Income: $2200

Airbnb ROI: 1.68%

Traditional ROI: 6.34%

7653 Gladstone Rd #5-7653

Windsor Mill, MD

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

$210,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $867

Traditional Rental Income: $1850

Airbnb ROI: -1.09%

Traditional ROI: 5.52%

Dogwood Rd

Windsor Mill, MD

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

$600,000

Airbnb cash on cash: -1.61%

Traditional cash on cash: -0.75%

Airbnb Rental Income: $659

Traditional Rental Income: $838

Airbnb ROI: -1.61%