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	$2,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.62% Airbnb Rental Income: $null Traditional Rental Income: $4734 Airbnb ROI: N/A Traditional ROI: 0.62%
3302 SANG RD GLENWOOD, MD Rare Gem in Western Howard County - A Must-See to Believe! Welcome to a truly special oppo...	4 beds \| 5 baths \| N/A	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $4922 Airbnb ROI: N/A Traditional ROI: 2.07%
3574 SHARP ROAD GLENWOOD, MD This is the ONE. The entire package. Welcome to Compass Hill Farm, an exceptional equestri...	5 beds \| 4 baths \| 4,224 sq.ft.	$2,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $3864 Airbnb ROI: N/A Traditional ROI: 0.43%
2803 WOODSDALE RD GLENWOOD, MD Come discover the perfect blend of quality, elegance, and function in this stunning 4-bedr...	4 beds \| 4 baths \| N/A	$1,015,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $3674 Airbnb ROI: N/A Traditional ROI: 1.71%
3918 CLARKS MEADOW DR GLENWOOD, MD Welcome to 3918 Clarks Meadow Drive, a custom-built Douglas Home in the prestigious Clarks...	5 beds \| 6 baths \| N/A	$1,900,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.51% Airbnb Rental Income: $null Traditional Rental Income: $6565 Airbnb ROI: N/A Traditional ROI: 1.51%
3694 APPLEBY COURT GLENWOOD, MD Gracefully set on over three scenic acres, this prestigious Colonial offers a perfect blen...	5 beds \| 4 baths \| 5,306 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $4136 Airbnb ROI: N/A Traditional ROI: 1.82%
15528 CATTAIL OAKS GLENWOOD, MD Sellers raised the price back to $1,350,000. Instead of offering a meaningless $25k price ...	5 beds \| 5 baths \| 5,448 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $5250 Airbnb ROI: N/A Traditional ROI: 2.27%
3372 DANMARK DRIVE GLENWOOD, MD Luxury. Comfort. Smart Living. Nestled on a serene 3.32-acre lot, this exquisite brick col...	4 beds \| 5 baths \| 6,434 sq.ft.	$1,265,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.12% Airbnb Rental Income: $null Traditional Rental Income: $5034 Airbnb ROI: N/A Traditional ROI: 2.12%
15236 CALLAWAY COURT #32 GLENWOOD, MD Welcome to the Villas at Cattail Creek - a friendly and active 55+ community where neighbo...	4 beds \| 4 baths \| 4,223 sq.ft.	$659,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $4206 Airbnb ROI: N/A Traditional ROI: 4.83%
2509 HOBBS ROAD GLENWOOD, MD Come see this charming and affordable cottage home in Western Howard County! Originally be...	3 beds \| 2 baths \| 1,167 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $2350 Airbnb ROI: N/A Traditional ROI: 4.05%
14119 BURNTWOODS RD GLENWOOD, MD Private and inviting, this sprawling ranch home sits on a 1.36-acre landscaped lot with ex...	3 beds \| 4 baths \| N/A	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.96% Airbnb Rental Income: $null Traditional Rental Income: $3358 Airbnb ROI: N/A Traditional ROI: 2.96%

Real Estate investment in Glenwood, MD

There are 11 properties for sale in the city of Glenwood . The median list price in Glenwood is $1,250,000 and the average price per square foot is $280. In September 2025, the average monthly cash on cash return in Glenwood is 2.00%. The average monthly rental income in Glenwood is $4,206.

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

There are 11 investment properties available for sale in Glenwood.

In 2025, 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 $N/A.

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

$2,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.62%

Airbnb Rental Income: $null

Traditional Rental Income: $4734

Airbnb ROI: N/A

Traditional ROI: 0.62%

3302 SANG RD

GLENWOOD, MD

4 beds | 5 baths | N/A

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.07%

Airbnb Rental Income: $null

Traditional Rental Income: $4922

Airbnb ROI: N/A

Traditional ROI: 2.07%

3574 SHARP ROAD

GLENWOOD, MD

5 beds | 4 baths | 4,224 sq.ft.

$2,199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3864

Airbnb ROI: N/A

Traditional ROI: 0.43%

2803 WOODSDALE RD

GLENWOOD, MD

4 beds | 4 baths | N/A

$1,015,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.71%

Airbnb Rental Income: $null

Traditional Rental Income: $3674

Airbnb ROI: N/A

Traditional ROI: 1.71%

3918 CLARKS MEADOW DR

GLENWOOD, MD

5 beds | 6 baths | N/A

$1,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.51%

Airbnb Rental Income: $null

Traditional Rental Income: $6565

Airbnb ROI: N/A

Traditional ROI: 1.51%

3694 APPLEBY COURT

GLENWOOD, MD

5 beds | 4 baths | 5,306 sq.ft.

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.82%

Airbnb Rental Income: $null

Traditional Rental Income: $4136

Airbnb ROI: N/A

Traditional ROI: 1.82%

15528 CATTAIL OAKS

GLENWOOD, MD

5 beds | 5 baths | 5,448 sq.ft.

$1,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.27%

Airbnb Rental Income: $null

Traditional Rental Income: $5250

Airbnb ROI: N/A

Traditional ROI: 2.27%

3372 DANMARK DRIVE

GLENWOOD, MD

4 beds | 5 baths | 6,434 sq.ft.

$1,265,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.12%

Airbnb Rental Income: $null

Traditional Rental Income: $5034

Airbnb ROI: N/A