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
3675 Seaman Rd PRESTON, MD PRIVACY! Beautiful Custom Ranch Home situated on just over an Acre of Land. Park Setting...	3 beds \| 2 baths \| 1,787 sq.ft.	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $2136 Airbnb ROI: N/A Traditional ROI: 5.91%
4784 Birch Dr PRESTON, MD This spacious rancher is move-in condition and sited on just over an acre of land. With o...	3 beds \| N/A baths \| 1,620 sq.ft.	$224,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.61% Airbnb Rental Income: $null Traditional Rental Income: $1950 Airbnb ROI: N/A Traditional ROI: 6.61%
21405 Tanyard Rd PRESTON, MD Peaceful Country Living on 3.2 Acres - Recently Renovated Home with Expansive Pole Barn! W...	3 beds \| 2 baths \| 3,212 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $3193 Airbnb ROI: N/A Traditional ROI: 6.93%
282 Tidewater Cir PRESTON, MD Move-in-ready! This updated four-bedroom colonial in Preston Maryland is a MUST SEE. Rec...	4 beds \| 2 baths \| 2,946 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.8% Airbnb Rental Income: $null Traditional Rental Income: $2928 Airbnb ROI: N/A Traditional ROI: 4.8%
22403 Marsh Creek Rd 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 Dr PRESTON, MD Set on a private, wooded 1.37+/- acre lot in Harmony Woods, this beautifully maintained ho...	4 beds \| 2 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%
20915 Dover Bridge Rd PRESTON, MD 8.6 acres with lots of possibilities just across the Dover Bridge and its scenic view of t...	3 beds \| 2 baths \| 1,904 sq.ft.	$497,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2737 Airbnb ROI: N/A Traditional ROI: 3.99%
21245 Tanyard Rd 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 St 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 St PRESTON, MD *Unique Opportunity* Welcome to this spacious and well-cared-for property located in t...	5 beds \| 3 baths \| 2,122 sq.ft.	$235,000	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 \| 1,568 sq.ft.	$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%
4218 Harmony Rd PRESTON, MD 4218 Harmony Rd, PRESTON, MD 21655 \| Single Family Residential	8 beds \| 8 baths \| 9,364 sq.ft.	$2,999,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.17% Airbnb Rental Income: $null Traditional Rental Income: $5408 Airbnb ROI: N/A Traditional ROI: -0.17%
Dover Bridge Rd PRESTON, MD Dover Bridge Rd, PRESTON, MD 21655 \| Other	N/A beds \| N/A baths \| N/A	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.84% Airbnb Rental Income: $null Traditional Rental Income: $684 Airbnb ROI: N/A Traditional ROI: -0.84%
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: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $687 Airbnb ROI: N/A Traditional ROI: 4.54%
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%
126 Maple Ave PRESTON, MD 126 Maple Ave, PRESTON, MD 21655 \| Single Family Residential	3 beds \| 1 baths \| 1,828 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $1412 Airbnb ROI: N/A Traditional ROI: 3.98%

Real Estate investment in Preston, MD

There are 18 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 $203. In March 2026, the average monthly cash on cash return in Preston is 6.00%. The average monthly rental income in Preston is $2,277.

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

There are 18 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

3675 Seaman Rd

PRESTON, MD

3 beds | 2 baths | 1,787 sq.ft.

$284,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.91%

Airbnb Rental Income: $null

Traditional Rental Income: $2136

Airbnb ROI: N/A

Traditional ROI: 5.91%

4784 Birch Dr

PRESTON, MD

3 beds | N/A baths | 1,620 sq.ft.

$224,999

Airbnb cash on cash: N/A

Traditional cash on cash: 6.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1950

Airbnb ROI: N/A

Traditional ROI: 6.61%

21405 Tanyard Rd

PRESTON, MD

3 beds | 2 baths | 3,212 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.93%

Airbnb Rental Income: $null

Traditional Rental Income: $3193

Airbnb ROI: N/A

Traditional ROI: 6.93%

282 Tidewater Cir

PRESTON, MD

4 beds | 2 baths | 2,946 sq.ft.

$449,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2928

Airbnb ROI: N/A

Traditional ROI: 4.8%

22403 Marsh Creek Rd

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 Dr

PRESTON, MD

4 beds | 2 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%

20915 Dover Bridge Rd

PRESTON, MD

3 beds | 2 baths | 1,904 sq.ft.

$497,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2737

Airbnb ROI: N/A

Traditional ROI: 3.99%

21245 Tanyard Rd

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