Real Estate Investment Properties for Sale in Glenwood, MD

Looking for investment property in Glenwood, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
15309 LEONDINA DR GLENWOOD, MD Design and build your own estate Home! 1.18 acre estate homesite located within the Vineya...	4 beds \| 5 baths \| N/A	$3,200,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 0.47% Airbnb Rental Income: $3759 Traditional Rental Income: $4734 Airbnb ROI: -0.13% Traditional ROI: 0.47%
15101 UNION CHAPEL GLENWOOD, MD Nestled deep within a tranquil, wooded setting, this exceptional residence offers privacy,...	4 beds \| 5 baths \| N/A	$1,300,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.02% Airbnb Rental Income: $3759 Traditional Rental Income: $4874 Airbnb ROI: 0.42% Traditional ROI: 2.02%
14414 DORSEY MILL Road GLENWOOD, MD Rare opportunity loaded with potential! This desirable Glenwood home is situated on a beau...	3 beds \| 1 baths \| 1,232 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $2013 Airbnb ROI: N/A Traditional ROI: 1.99%
2630 HOBBS Road GLENWOOD, MD REAL ESTATE AUCTION featuring ON SITE and SIMULCAST ONLINE BIDDING!! Online Bidding Opens ...	3 beds \| 1 baths \| 1,100 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1765 Airbnb ROI: N/A Traditional ROI: 3.67%
14586 MACCLINTOCK DR GLENWOOD, MD Welcome to Western Howard County. This classic Colonial sits on an expansive 3.8-acre lot,...	4 beds \| 3 baths \| N/A	$800,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 2.17% Airbnb Rental Income: $3759 Traditional Rental Income: $3168 Airbnb ROI: 1.87% Traditional ROI: 2.17%

Real Estate investment in Glenwood, MD

There are 5 properties for sale in the city of Glenwood . The median list price in Glenwood is $800,000 and the average price per square foot is $686. In April 2026, the average monthly cash on cash return in Glenwood is 2.00%. The average monthly rental income in Glenwood is $4,451.

Glenwood, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 5 investment properties available for sale in Glenwood.

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

The ROI for Short-Term is higher than the Long-Term in Glenwood with average rental income of $3,759.

Your search for investment property begins and ends here

Investment Property for Sale in Glenwood, MD

15309 LEONDINA DR

GLENWOOD, MD

4 beds | 5 baths | N/A

$3,200,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $3759

Traditional Rental Income: $4734

Airbnb ROI: -0.13%

Traditional ROI: 0.47%

15101 UNION CHAPEL

GLENWOOD, MD

4 beds | 5 baths | N/A

$1,300,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $3759

Traditional Rental Income: $4874

Airbnb ROI: 0.42%

Traditional ROI: 2.02%

14414 DORSEY MILL Road

GLENWOOD, MD

3 beds | 1 baths | 1,232 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2013

Airbnb ROI: N/A

Traditional ROI: 1.99%

2630 HOBBS Road

GLENWOOD, MD

3 beds | 1 baths | 1,100 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1765

Airbnb ROI: N/A

Traditional ROI: 3.67%

14586 MACCLINTOCK DR

GLENWOOD, MD

4 beds | 3 baths | N/A

$800,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $3759

Traditional Rental Income: $3168

Airbnb ROI: 1.87%

Traditional ROI: 2.17%

Real Estate investment in Glenwood, MD

Glenwood, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Glenwood?

Which neighborhoods in Glenwood to invest in 2026?

Long-Term vs. Short-Term Rentals in Glenwood, Maryland: Which will earn the best returns?

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