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 Look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwor...	4 beds \| 2 baths \| 1,936 sq.ft.	$309,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.38% Airbnb Rental Income: $null Traditional Rental Income: $2555 Airbnb ROI: N/A Traditional ROI: 6.38%
2812 TOWN VIEW Circle New Windsor, MD Beautifully updated villa-style townhouse residence offering 3 bedrooms and 2.5 bathrooms ...	3 beds \| 3 baths \| 2,224 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $2407 Airbnb ROI: N/A Traditional ROI: 2.9%
1604 OLD NEW WINDSOR Road New Windsor, MD Welcome to this charming home situated on a 3 ac lot offering the best of both worlds, clo...	5 beds \| 3 baths \| 2,074 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2579 Airbnb ROI: N/A Traditional ROI: 3.17%
312 MAIN Street New Windsor, MD Welcome to Main Street New Windsor. This semi-detached home gives the vibes of a detached ...	4 beds \| 2 baths \| 1,962 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $2192 Airbnb ROI: N/A Traditional ROI: 6.18%
1326 OLD NEW WINDSOR Road New Windsor, MD Welcome to this Updated private out of the way peaceful retreat. This cozy home brings the...	4 beds \| 2 baths \| 1,772 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.62% Airbnb Rental Income: $null Traditional Rental Income: $2822 Airbnb ROI: N/A Traditional ROI: 6.62%
4036 ROOP Road New Windsor, MD TAYLORSVILLE AREA - UPDATED COLONIAL ON A PRIVATE WOODED LOT Welcome to this beautifully u...	4 beds \| 3 baths \| 2,688 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $3360 Airbnb ROI: N/A Traditional ROI: 3.43%
1423 HALLOWELL Lane New Windsor, MD Aging Parents? College kids who need their own space? Need separate space for a home busin...	4 beds \| 4 baths \| 2,840 sq.ft.	$594,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2881 Airbnb ROI: N/A Traditional ROI: 3.17%

Real Estate investment in New-windsor, MD

There are 11 properties for sale in the city of New Windsor . The median list price in New Windsor is $449,731 and the average price per square foot is $244. In September 2026, the average monthly cash on cash return in New Windsor is 3.00%. The average monthly rental income in New Windsor is $2,605.

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

There are 11 investment properties available for sale in New-windsor.

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

The ROI for Long-Term is higher than the Short-Term in New-windsor with average rental income of $2,605.

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.

$309,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2555

Airbnb ROI: N/A

Traditional ROI: 6.38%

2812 TOWN VIEW Circle

New Windsor, MD

3 beds | 3 baths | 2,224 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.9%

Airbnb Rental Income: $null

Traditional Rental Income: $2407

Airbnb ROI: N/A

Traditional ROI: 2.9%

1604 OLD NEW WINDSOR Road

New Windsor, MD

5 beds | 3 baths | 2,074 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2579

Airbnb ROI: N/A

Traditional ROI: 3.17%

312 MAIN Street

New Windsor, MD

4 beds | 2 baths | 1,962 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2192

Airbnb ROI: N/A

Traditional ROI: 6.18%

1326 OLD NEW WINDSOR Road

New Windsor, MD

4 beds | 2 baths | 1,772 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2822

Airbnb ROI: N/A

Traditional ROI: 6.62%

4036 ROOP Road

New Windsor, MD

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

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3360

Airbnb ROI: N/A

Traditional ROI: 3.43%

1423 HALLOWELL Lane

New Windsor, MD

4 beds | 4 baths | 2,840 sq.ft.

$594,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2881

Airbnb ROI: N/A