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...	N/A beds \| N/A baths \| N/A	$675,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 5.92% Airbnb Rental Income: $316 Traditional Rental Income: $4734 Airbnb ROI: -1.48% Traditional ROI: 5.92%
15528 Cattail Oaks GLENWOOD, MD Nestled in the serene enclave of Peacefields of Cattail Creek, this exquisite Colonial res...	5 beds \| 4 baths \| 5,448 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $5250 Airbnb ROI: N/A Traditional ROI: 2.52%
3357 Danmark Dr GLENWOOD, MD PRICE IMPROVED! Step into refined elegance with a grand 2 story foyer showcasing intricat...	4 beds \| 4 baths \| 5,179 sq.ft.	$1,200,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.29% Airbnb Rental Income: $4707 Traditional Rental Income: $4943 Airbnb ROI: 1.21% Traditional ROI: 2.29%
2938 Route 97 GLENWOOD, MD Welcome to Baldwin Estates - where timeless elegance meets unparalleled space in the heart...	4 beds \| 3 baths \| N/A	$1,579,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.25% Airbnb Rental Income: $4707 Traditional Rental Income: $3524 Airbnb ROI: 0.4% Traditional ROI: 0.25%
3644 Broadleaf Ct GLENWOOD, MD REFINED LUXURY; AN ARCHITECTURAL MASTERPIECE OVERLOOKING THE FAIRWAYSA rare architectural ...	5 beds \| 5 baths \| 10,052 sq.ft.	$2,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.61% Airbnb Rental Income: $null Traditional Rental Income: $6745 Airbnb ROI: N/A Traditional ROI: 0.61%
2846 SHADOW ROLL CT GLENWOOD, MD Nestled on 3.24 picturesque acres in the coveted Glenwood Springs community, 2846 Shadow R...	5 beds \| 5 baths \| N/A	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $5098 Airbnb ROI: N/A Traditional ROI: 2.68%
15509 Cattail Oaks GLENWOOD, MD	7 beds \| 5 baths \| 11,852 sq.ft.	$2,350,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.12% Airbnb Rental Income: $null Traditional Rental Income: $4427 Airbnb ROI: N/A Traditional ROI: -0.12%
Wellington Plan GLENWOOD, MD Wellington Plan, GLENWOOD, MD 21738 \| Single Family Residential	4 beds \| 4 baths \| 5,740 sq.ft.	$1,819,900	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.02% Airbnb Rental Income: $4707 Traditional Rental Income: $3587 Airbnb ROI: 0.07% Traditional ROI: -0.02%
Dorchester IV Plan GLENWOOD, MD Dorchester IV Plan, GLENWOOD, MD 21738 \| Single Family Residential	4 beds \| 3 baths \| 4,045 sq.ft.	$1,579,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.3% Airbnb Rental Income: $4707 Traditional Rental Income: $3587 Airbnb ROI: 0.4% Traditional ROI: 0.3%
Hawthorne II Plan GLENWOOD, MD Hawthorne II Plan, GLENWOOD, MD 21738 \| Townhouse	4 beds \| 3 baths \| 4,035 sq.ft.	$1,649,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.2% Airbnb Rental Income: $4707 Traditional Rental Income: $3587 Airbnb ROI: 0.29% Traditional ROI: 0.2%
Georgetown II Plan GLENWOOD, MD Georgetown II Plan, GLENWOOD, MD 21738 \| Single Family Residential	4 beds \| 3 baths \| 4,988 sq.ft.	$1,679,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 0.16% Airbnb Rental Income: $4707 Traditional Rental Income: $3587 Airbnb ROI: 0.25% Traditional ROI: 0.16%
Rutledge Plan GLENWOOD, MD Rutledge Plan, GLENWOOD, MD 21738 \| Single Family Residential	4 beds \| 3 baths \| 5,305 sq.ft.	$1,739,900	Airbnb cash on cash: 0.17% Traditional cash on cash: -0.51% Airbnb Rental Income: $4707 Traditional Rental Income: $2639 Airbnb ROI: 0.17% Traditional ROI: -0.51%
14309 ROXBURY MEADOW DR GLENWOOD, MD Nestled within the exclusive 26-home enclave of Clarks Meadow, this exceptional Douglas Ho...	4 beds \| 5 baths \| N/A	$1,575,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 1.28% Airbnb Rental Income: $4707 Traditional Rental Income: $4776 Airbnb ROI: 0.56% Traditional ROI: 1.28%

Real Estate investment in Glenwood, MD

There are 15 properties for sale in the city of Glenwood . The median list price in Glenwood is $975,000 and the average price per square foot is $164. In August 2026, the average monthly cash on cash return in Glenwood is N/A%. The average monthly rental income in Glenwood is $3,587.

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

There are 15 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 $4,707.

Your search for investment property begins and ends here

Investment Property for Sale in Glenwood, MD

15309 Leondina Dr

GLENWOOD, MD

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

$675,000

Airbnb cash on cash: -1.48%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $316

Traditional Rental Income: $4734

Airbnb ROI: -1.48%

Traditional ROI: 5.92%

15528 Cattail Oaks

GLENWOOD, MD

5 beds | 4 baths | 5,448 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.52%

Airbnb Rental Income: $null

Traditional Rental Income: $5250

Airbnb ROI: N/A

Traditional ROI: 2.52%

3357 Danmark Dr

GLENWOOD, MD

4 beds | 4 baths | 5,179 sq.ft.

$1,200,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $4707

Traditional Rental Income: $4943

Airbnb ROI: 1.21%

Traditional ROI: 2.29%

2938 Route 97

GLENWOOD, MD

4 beds | 3 baths | N/A

$1,579,900

Airbnb cash on cash: 0.4%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $4707

Traditional Rental Income: $3524

Airbnb ROI: 0.4%

Traditional ROI: 0.25%

3644 Broadleaf Ct

GLENWOOD, MD

5 beds | 5 baths | 10,052 sq.ft.

$2,950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.61%

Airbnb Rental Income: $null

Traditional Rental Income: $6745

Airbnb ROI: N/A

Traditional ROI: 0.61%

2846 SHADOW ROLL CT

GLENWOOD, MD

5 beds | 5 baths | N/A

$1,200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.68%

Airbnb Rental Income: $null

Traditional Rental Income: $5098

Airbnb ROI: N/A

Traditional ROI: 2.68%

15509 Cattail Oaks

GLENWOOD, MD

7 beds | 5 baths | 11,852 sq.ft.

$2,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.12%

Airbnb Rental Income: $null

Traditional Rental Income: $4427

Airbnb ROI: N/A

Traditional ROI: -0.12%

Wellington Plan

GLENWOOD, MD

4 beds | 4 baths | 5,740 sq.ft.

$1,819,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: -0.02%

Airbnb Rental Income: $4707

Traditional Rental Income: $3587

Airbnb ROI: 0.07%