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...	4 beds \| 3 baths \| 3,212 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.77% Airbnb Rental Income: $null Traditional Rental Income: $3193 Airbnb ROI: N/A Traditional ROI: 5.77%
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%
22408 HOG CREEK Road PRESTON, MD NEW PRICE! Two Tranquil Country Acres with No Restrictions, backs to open farmland. Deep B...	3 beds \| 4 baths \| 2,667 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.35% Airbnb Rental Income: $null Traditional Rental Income: $3542 Airbnb ROI: N/A Traditional ROI: 5.35%
106 LEDNUM Avenue PRESTON, MD New construction in Preston, MD offering 3 bedrooms and 2 full baths across 1,400 square f...	3 beds \| 2 baths \| 1,440 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.63% Airbnb Rental Income: $null Traditional Rental Income: $2425 Airbnb ROI: N/A Traditional ROI: 4.63%
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.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.96% Airbnb Rental Income: $null Traditional Rental Income: $2409 Airbnb ROI: N/A Traditional ROI: 7.96%
2697 CHOPTANK MAIN Street PRESTON, MD Charming Renovated Home in Choptank, Preston MD Additional Photos coming. This home is cur...	2 beds \| 2 baths \| 1,104 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $2150 Airbnb ROI: N/A Traditional ROI: 6.13%
7844 SHORE Drive PRESTON, MD Enjoy the waterfront lifestyle with this one floor gem perched up on the banks of the Chop...	3 beds \| 2 baths \| 1,932 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $2937 Airbnb ROI: N/A Traditional ROI: 2.49%
7837 SHORE Drive PRESTON, MD Two Johns - Charming Home in a Sought-After Waterfront Community Nestled between Preston a...	4 beds \| 3 baths \| 1,920 sq.ft.	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.08% Airbnb Rental Income: $null Traditional Rental Income: $2936 Airbnb ROI: N/A Traditional ROI: 4.08%
21090 MARSH CREEK Road PRESTON, MD Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated...	3 beds \| 2 baths \| 1,144 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $2184 Airbnb ROI: N/A Traditional ROI: 5.74%
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.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 8% Airbnb Rental Income: $null Traditional Rental Income: $3028 Airbnb ROI: N/A Traditional ROI: 8%
3622 CHOPTANK Road PRESTON, MD Beautifully maintained and move-in ready 2BR/1.5BA expanded Rancher on a sprawling lot in ...	2 beds \| 2 baths \| 1,700 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.46% Airbnb Rental Income: $null Traditional Rental Income: $2419 Airbnb ROI: N/A Traditional ROI: 6.46%
6561 BELL CREEK RD PRESTON, MD Looking for peace, privacy, and wide-open views? Escape the subdivision life - no HOA, no ...	3 beds \| 1 baths \| N/A	$198,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.96% Airbnb Rental Income: $null Traditional Rental Income: $1971 Airbnb ROI: N/A Traditional ROI: 7.96%
4305 LANGRELL Road PRESTON, MD Welcome to this beautifully updated rancher that checks every box - and then some. Sitting...	4 beds \| 2 baths \| 2,076 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $2847 Airbnb ROI: N/A Traditional ROI: 5.78%

Real Estate investment in Preston, MD

There are 15 properties for sale in the city of Preston . The median list price in Preston is $380,000 and the average price per square foot is $189. In December 2025, the average monthly cash on cash return in Preston is 6.00%. The average monthly rental income in Preston is $2,521.

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

There are 15 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

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

$440,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3193

Airbnb ROI: N/A

Traditional ROI: 5.77%

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%

22408 HOG CREEK Road

PRESTON, MD

3 beds | 4 baths | 2,667 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.35%

Airbnb Rental Income: $null

Traditional Rental Income: $3542

Airbnb ROI: N/A

Traditional ROI: 5.35%

106 LEDNUM Avenue

PRESTON, MD

3 beds | 2 baths | 1,440 sq.ft.

$380,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2425

Airbnb ROI: N/A

Traditional ROI: 4.63%

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.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.96%

Airbnb Rental Income: $null

Traditional Rental Income: $2409

Airbnb ROI: N/A

Traditional ROI: 7.96%

2697 CHOPTANK MAIN Street

PRESTON, MD

2 beds | 2 baths | 1,104 sq.ft.

$279,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2150

Airbnb ROI: N/A