Real Estate Investment Properties for Sale in New Windsor, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4205 SAMS CREEK RD New Windsor, MD Approximately 120 acres comprised of two parcels including Land in Frederick and Carroll C...	3 beds \| 3 baths \| N/A	$1,600,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.77% Airbnb Rental Income: $null Traditional Rental Income: $2968 Airbnb ROI: N/A Traditional ROI: 0.77%
221 MAIN Street New Windsor, MD You must have a look at this gorgeous Colonial home featuring stunning craftsmanship and b...	4 beds \| 2 baths \| 1,936 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $2555 Airbnb ROI: N/A Traditional ROI: 5.55%
2723 TOWN VIEW CIR New Windsor, MD Welcome to this beautifully maintained townhome, built in 2020 and thoughtfully designed w...	3 beds \| 3 baths \| N/A	$449,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2580 Airbnb ROI: N/A Traditional ROI: 3.83%
2613 LIBERTY Road New Windsor, MD Welcome to 2613 liberty road. Situated on over a quarter acre of land in the desirable tow...	2 beds \| 1 baths \| N/A	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.26% Airbnb Rental Income: $null Traditional Rental Income: $1343 Airbnb ROI: N/A Traditional ROI: 10.26%
2810 TOWN VIEW Circle New Windsor, MD Easily make this a 3 full bath house! Simply add shower stall to powder room for the 2nd b...	2 beds \| 2 baths \| 1,330 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $2341 Airbnb ROI: N/A Traditional ROI: 3.43%
15030 NEW WINDSOR Road New Windsor, MD Welcome Home to This Stunning New Construction-- Where Luxury Meets Nature. Nestled on ove...	4 beds \| 4 baths \| 2,962 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $3792 Airbnb ROI: N/A Traditional ROI: 2.51%
2845 UNION SQUARE RD #66 New Windsor, MD Welcome to 2845 Union Square Road, nestled in the highly sought-after 55+ community of New...	3 beds \| 3 baths \| N/A	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2987 Airbnb ROI: N/A Traditional ROI: 4.27%
PARSONAGE Lane lot: 6, South New Windsor, MD Harlow model to be built by Grossnickle Construction. This home features an open living co...	3 beds \| 4 baths \| 2,352 sq.ft.	$733,048	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $3281 Airbnb ROI: N/A Traditional ROI: 2.58%
2832 GRAYBILL Court New Windsor, MD Welcome to 2832 Graybill Ct. Location, Location, Location, Location! This 4-bedroom, 2.5-b...	4 beds \| 3 baths \| 2,548 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $3134 Airbnb ROI: N/A Traditional ROI: 3.6%

Real Estate investment in New-windsor, MD

There are 12 properties for sale in the city of New Windsor . The median list price in New Windsor is $475,000 and the average price per square foot is $260. In April 2026, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $2,837.

New-windsor, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 12 investment properties available for sale in New-windsor.

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

The ROI for Short-Term is higher than the Long-Term in New-windsor with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in New Windsor, MD

4205 SAMS CREEK RD

New Windsor, MD

3 beds | 3 baths | N/A

$1,600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2968

Airbnb ROI: N/A

Traditional ROI: 0.77%

221 MAIN Street

New Windsor, MD

4 beds | 2 baths | 1,936 sq.ft.

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2555

Airbnb ROI: N/A

Traditional ROI: 5.55%

2723 TOWN VIEW CIR

New Windsor, MD

3 beds | 3 baths | N/A

$449,999

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2580

Airbnb ROI: N/A

Traditional ROI: 3.83%

2613 LIBERTY Road

New Windsor, MD

2 beds | 1 baths | N/A

$100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.26%

Airbnb Rental Income: $null

Traditional Rental Income: $1343

Airbnb ROI: N/A

Traditional ROI: 10.26%

2810 TOWN VIEW Circle

New Windsor, MD

2 beds | 2 baths | 1,330 sq.ft.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2341

Airbnb ROI: N/A

Traditional ROI: 3.43%

15030 NEW WINDSOR Road

New Windsor, MD

4 beds | 4 baths | 2,962 sq.ft.

$995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.51%

Airbnb Rental Income: $null

Traditional Rental Income: $3792

Airbnb ROI: N/A

Traditional ROI: 2.51%

2845 UNION SQUARE RD #66

New Windsor, MD

3 beds | 3 baths | N/A

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2987

Airbnb ROI: N/A

Traditional ROI: 4.27%

PARSONAGE Lane lot: 6, South

New Windsor, MD

3 beds | 4 baths | 2,352 sq.ft.

$733,048

Airbnb cash on cash: N/A

Traditional cash on cash: 2.58%

Airbnb Rental Income: $null

Traditional Rental Income: $3281

Airbnb ROI: N/A