Real Estate Investment Properties for Sale in Galena, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
14504 John Peel Rd GALENA, MD You~ll love this beautiful, 2-story colonial in a small residential water access community...	4 beds \| 2 baths \| 3,320 sq.ft.	$540,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 3.19% Airbnb Rental Income: $2311 Traditional Rental Income: $2491 Airbnb ROI: 1.69% Traditional ROI: 3.19%
136 N Main St GALENA, MD 136 N Main St is Coming Soon in Galena! Your next home may be closer than you think. This ...	3 beds \| 1 baths \| 1,840 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.46% Airbnb Rental Income: $null Traditional Rental Income: $1408 Airbnb ROI: N/A Traditional ROI: 2.46%
189 Birchwood GALENA, MD Nestled in the sought-after neighborhood of Dogwood Village, this Colonial-style residence...	3 beds \| 2 baths \| 1,947 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $2473 Airbnb ROI: N/A Traditional ROI: 4.32%
31657 Olivet Cir GALENA, MD Back on the market due to the previous buyer's financing denial. A home inspection was com...	4 beds \| 3 baths \| 1,932 sq.ft.	$391,500	Airbnb cash on cash: 2.99% Traditional cash on cash: 6.58% Airbnb Rental Income: $2311 Traditional Rental Income: $3055 Airbnb ROI: 2.99% Traditional ROI: 6.58%
122 Main St GALENA, MD WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small...	4 beds \| 2 baths \| 1,684 sq.ft.	$399,800	Airbnb cash on cash: 2.78% Traditional cash on cash: 4.76% Airbnb Rental Income: $2311 Traditional Rental Income: $2480 Airbnb ROI: 2.78% Traditional ROI: 4.76%
Lot 1 Carroll Clark Rd GALENA, MD Lot 1 Carroll Clark Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.37% Airbnb Rental Income: $null Traditional Rental Income: $926 Airbnb ROI: N/A Traditional ROI: -1.37%
10 Wilson Point Rd GALENA, MD 10 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.3%
9 Wilson Point Rd GALENA, MD 9 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 0.83%
14 Wilson Point Rd GALENA, MD 14 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$110,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 2.47%
11 Wilson Point Rd GALENA, MD 11 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.3%
12 Wilson Point Rd GALENA, MD 12 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.94%
6 Wilson Point Rd GALENA, MD 6 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.3%
3 Wilson Point Rd GALENA, MD 3 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.11% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 2.11%
13 Wilson Point Rd GALENA, MD 13 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.94%
8 Wilson Point Rd GALENA, MD 8 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 0.83%
7 Wilson Point Rd GALENA, MD 7 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 0.83%
5 Wilson Point Rd GALENA, MD 5 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.66% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.66%
4 Wilson Point Rd GALENA, MD 4 Wilson Point Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 1.94%
2 Sassafras Cove Rd GALENA, MD 2 Sassafras Cove Rd, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $577 Airbnb ROI: N/A Traditional ROI: 3.16%
14200 Metasequoia Ct GALENA, MD 14200 Metasequoia Ct, GALENA, MD 21635 \| Other	N/A beds \| N/A baths \| N/A	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.43% Airbnb Rental Income: $null Traditional Rental Income: $643 Airbnb ROI: N/A Traditional ROI: -1.43%
31436 Sassafras River Ave GALENA, MD 31436 Sassafras River Ave, GALENA, MD 21635 \| Single Family Residential	4 beds \| 3 baths \| 5,236 sq.ft.	$2,150,000	Airbnb cash on cash: -1.27% Traditional cash on cash: -1.07% Airbnb Rental Income: $2311 Traditional Rental Income: $2126 Airbnb ROI: -1.27% Traditional ROI: -1.07%
105 DOGWOOD Drive GALENA, MD Nestled in the northernmost part of Kent County, this charming Galena home offers the perf...	3 beds \| 2 baths \| 1,764 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $2358 Airbnb ROI: N/A Traditional ROI: 4.34%
13235 Knotts Ln GALENA, MD EXCEPTIONAL RECREATIONAL FARM** 106 Acre Property, surrounded by woods offers a unique lif...	3 beds \| 2 baths \| 1,893 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.12% Airbnb Rental Income: $null Traditional Rental Income: $1968 Airbnb ROI: N/A Traditional ROI: 0.12%
14046 Tockwogh Ln GALENA, MD 14046 Tockwogh Ln, GALENA, MD 21635 \| Single Family Residential	4 beds \| 2 baths \| 2,538 sq.ft.	$1,595,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -0.65% Airbnb Rental Income: $2311 Traditional Rental Income: $2218 Airbnb ROI: -0.97% Traditional ROI: -0.65%
110 Laura Ln GALENA, MD 110 Laura Ln, GALENA, MD 21635 \| Single Family Residential	4 beds \| 2 baths \| 1,800 sq.ft.	$449,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 2.92% Airbnb Rental Income: $2311 Traditional Rental Income: $2196 Airbnb ROI: 1.83% Traditional ROI: 2.92%

Real Estate investment in Galena, MD

There are 25 properties for sale in the city of Galena . The median list price in Galena is $204,877 and the average price per square foot is $129. In August 2026, the average monthly cash on cash return in Galena is 2.00%. The average monthly rental income in Galena is $785.

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

There are 25 investment properties available for sale in Galena.

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

The ROI for Short-Term is higher than the Long-Term in Galena with average rental income of $2,311.

Your search for investment property begins and ends here

Investment Property for Sale in Galena, MD

14504 John Peel Rd

GALENA, MD

4 beds | 2 baths | 3,320 sq.ft.

$540,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $2311

Traditional Rental Income: $2491

Airbnb ROI: 1.69%

Traditional ROI: 3.19%

136 N Main St

GALENA, MD

3 beds | 1 baths | 1,840 sq.ft.

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1408

Airbnb ROI: N/A

Traditional ROI: 2.46%

189 Birchwood

GALENA, MD

3 beds | 2 baths | 1,947 sq.ft.

$415,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2473

Airbnb ROI: N/A

Traditional ROI: 4.32%

31657 Olivet Cir

GALENA, MD

4 beds | 3 baths | 1,932 sq.ft.

$391,500

Airbnb cash on cash: 2.99%

Traditional cash on cash: 6.58%

Airbnb Rental Income: $2311

Traditional Rental Income: $3055

Airbnb ROI: 2.99%

Traditional ROI: 6.58%

122 Main St

GALENA, MD

4 beds | 2 baths | 1,684 sq.ft.

$399,800

Airbnb cash on cash: 2.78%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2311

Traditional Rental Income: $2480

Airbnb ROI: 2.78%

Traditional ROI: 4.76%

Lot 1 Carroll Clark Rd

GALENA, MD

N/A beds | N/A baths | 0 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.37%

Airbnb Rental Income: $null

Traditional Rental Income: $926

Airbnb ROI: N/A

Traditional ROI: -1.37%

10 Wilson Point Rd

GALENA, MD

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

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.3%

Airbnb Rental Income: $null

Traditional Rental Income: $577

Airbnb ROI: N/A

Traditional ROI: 1.3%

9 Wilson Point Rd

GALENA, MD

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

$175,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.83%

Airbnb Rental Income: $null

Traditional Rental Income: $577

Airbnb ROI: N/A