Real Estate Investment Properties for Sale in Preston, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21405 TANYARD Road PRESTON, MD Peaceful Country Living on 3.2 Acres - Recently Renovated Home with Expansive Pole Barn! W...	3 beds \| 3 baths \| 3,212 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.44% Airbnb Rental Income: $null Traditional Rental Income: $3193 Airbnb ROI: N/A Traditional ROI: 6.44%
22403 MARSH CREEK Road PRESTON, MD Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stain...	3 beds \| 2 baths \| 1,448 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.71% Airbnb Rental Income: $null Traditional Rental Income: $2337 Airbnb ROI: N/A Traditional ROI: 4.71%
5585 HARMONY WOODS Drive PRESTON, MD Set on a private, wooded 1.37+/- acre lot in Harmony Woods, this beautifully maintained ho...	4 beds \| 3 baths \| 3,442 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $3345 Airbnb ROI: N/A Traditional ROI: 4.43%
21245 TANYARD Road PRESTON, MD Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a sp...	3 beds \| 3 baths \| 2,128 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.36% Airbnb Rental Income: $null Traditional Rental Income: $2521 Airbnb ROI: N/A Traditional ROI: 7.36%
158 WRIGHT Street PRESTON, MD Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in ...	3 beds \| 2 baths \| 1,840 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $2409 Airbnb ROI: N/A Traditional ROI: 8.74%
212 MAIN Street PRESTON, MD *Unique Opportunity* Welcome to this spacious and well-cared-for property located in t...	5 beds \| 3 baths \| 2,122 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.27% Airbnb Rental Income: $null Traditional Rental Income: $3028 Airbnb ROI: N/A Traditional ROI: 9.27%
24383 ROBINS CREEK RD PRESTON, MD VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXI...	4 beds \| 2 baths \| N/A	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $2737 Airbnb ROI: N/A Traditional ROI: 5.79%
4215 Preston Rd PRESTON, MD 4215 Preston Rd, PRESTON, MD 21655 \| Single Family Residential	3 beds \| 2 baths \| 1,642 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $2065 Airbnb ROI: N/A Traditional ROI: 4.3%
Dover Bridge Rd PRESTON, MD Dover Bridge Rd, PRESTON, MD 21655 \| Other	N/A beds \| N/A baths \| N/A	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.19% Airbnb Rental Income: $null Traditional Rental Income: $1174 Airbnb ROI: N/A Traditional ROI: 0.19%
162 Main St PRESTON, MD	N/A beds \| N/A baths \| N/A	$92,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.96% Airbnb Rental Income: $null Traditional Rental Income: $1174 Airbnb ROI: N/A Traditional ROI: 9.96%
lot 6 Harmony Woods PRESTON, MD	N/A beds \| N/A baths \| N/A	$79,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.53% Airbnb Rental Income: $null Traditional Rental Income: $684 Airbnb ROI: N/A Traditional ROI: 5.53%

Real Estate investment in Preston, MD

There are 11 properties for sale in the city of Preston . The median list price in Preston is $414,900 and the average price per square foot is $209. In January 2026, the average monthly cash on cash return in Preston is 5.00%. The average monthly rental income in Preston is $1,946.

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

There are 11 investment properties available for sale in Preston.

The ROI for Short-Term is higher than the Long-Term in Preston with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Preston, MD

21405 TANYARD Road

PRESTON, MD

3 beds | 3 baths | 3,212 sq.ft.

$399,999

Airbnb cash on cash: N/A

Traditional cash on cash: 6.44%

Airbnb Rental Income: $null

Traditional Rental Income: $3193

Airbnb ROI: N/A

Traditional ROI: 6.44%

22403 MARSH CREEK Road

PRESTON, MD

3 beds | 2 baths | 1,448 sq.ft.

$384,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2337

Airbnb ROI: N/A

Traditional ROI: 4.71%

5585 HARMONY WOODS Drive

PRESTON, MD

4 beds | 3 baths | 3,442 sq.ft.

$549,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3345

Airbnb ROI: N/A

Traditional ROI: 4.43%

21245 TANYARD Road

PRESTON, MD

3 beds | 3 baths | 2,128 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2521

Airbnb ROI: N/A

Traditional ROI: 7.36%

158 WRIGHT Street

PRESTON, MD

3 beds | 2 baths | 1,840 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.74%

Airbnb Rental Income: $null

Traditional Rental Income: $2409

Airbnb ROI: N/A

Traditional ROI: 8.74%

212 MAIN Street

PRESTON, MD

5 beds | 3 baths | 2,122 sq.ft.

$280,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.27%

Airbnb Rental Income: $null

Traditional Rental Income: $3028

Airbnb ROI: N/A

Traditional ROI: 9.27%

24383 ROBINS CREEK RD

PRESTON, MD

4 beds | 2 baths | N/A

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2737

Airbnb ROI: N/A

Traditional ROI: 5.79%

4215 Preston Rd

PRESTON, MD

3 beds | 2 baths | 1,642 sq.ft.

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2065

Airbnb ROI: N/A