Real Estate Investment Properties for Sale in Crisfield, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1 DOCK Street #203 Crisfield, MD Waterfront Living at Its Finest on Somers Cove Marina & the Tangier Sound Imagine spending...	2 beds \| 2 baths \| 1,283 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $2145 Airbnb ROI: N/A Traditional ROI: 3.75%
5046 MANOKIN Road Crisfield, MD Motivated Sellers, receptive to all reasonable offers! Welcome to this brand-new listing i...	3 beds \| 2 baths \| 1,668 sq.ft.	$390,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.36% Airbnb Rental Income: $1232 Traditional Rental Income: $2647 Airbnb ROI: 0.41% Traditional ROI: 5.36%
109-D WATERS EDGE #109D Crisfield, MD Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo locat...	4 beds \| 3 baths \| 2,000 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $3540 Airbnb ROI: N/A Traditional ROI: 5.75%
102 WILLIAMS ST #209 Crisfield, MD Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready...	3 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: -2.17% Traditional cash on cash: 2.96% Airbnb Rental Income: $1232 Traditional Rental Income: $2286 Airbnb ROI: -2.17% Traditional ROI: 2.96%
112b SUNSET Circle #112B Crisfield, MD Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this be...	3 beds \| 4 baths \| 2,000 sq.ft.	$325,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 6.51% Airbnb Rental Income: $1232 Traditional Rental Income: $3101 Airbnb ROI: -0.9% Traditional ROI: 6.51%
1 DOCK Street #304 Crisfield, MD Amazing waterfront condo way below market value! Nice open floorplan. Private balcony with...	2 beds \| 2 baths \| 1,404 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.46% Airbnb Rental Income: $null Traditional Rental Income: $2398 Airbnb ROI: N/A Traditional ROI: 6.46%
101 WILLIAMS Street #405 Crisfield, MD Motivated sellers just reduced the price from $359,900 to $345,900! **PRE-INSPECTED and re...	3 beds \| 2 baths \| 1,461 sq.ft.	$345,900	Airbnb cash on cash: -2.1% Traditional cash on cash: 2.68% Airbnb Rental Income: $1232 Traditional Rental Income: $2388 Airbnb ROI: -2.1% Traditional ROI: 2.68%
406 CHARLOTTE Avenue Crisfield, MD Welcome to this beautifully renovated 3-bedroom, 2-bath home offering modern updates and m...	3 beds \| 2 baths \| 1,008 sq.ft.	$229,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 8.03% Airbnb Rental Income: $1232 Traditional Rental Income: $2102 Airbnb ROI: 2.19% Traditional ROI: 8.03%
2735 LLOYD WEBB Road Crisfield, MD Presenting, Lawson Marsh, Crisfield, Maryland - 1119.42+- acres. The habitat value of Laws...	3 beds \| 1 baths \| 1,250 sq.ft.	$1,499,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 0.43% Airbnb Rental Income: $1232 Traditional Rental Income: $2249 Airbnb ROI: -0.58% Traditional ROI: 0.43%
103 WILLIAMS Street #416 Crisfield, MD Waterfront Living on the Chesapeake Bay! Welcome to Harbour Lights Condominium in beautifu...	3 beds \| 2 baths \| 1,436 sq.ft.	$325,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 5% Airbnb Rental Income: $1232 Traditional Rental Income: $2818 Airbnb ROI: -1.48% Traditional ROI: 5%
26835 & 26841 ROLAND TYLER Road Crisfield, MD Presenting 26835 Roland Tyler Road, a distinguished, gated estate encompassing approximate...	4 beds \| 2 baths \| 2,457 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.4% Airbnb Rental Income: $null Traditional Rental Income: $3159 Airbnb ROI: N/A Traditional ROI: 2.4%
27195 HEARTS EASE RD Crisfield, MD Beautifully maintained home and property. This 3 bedroom 1 bath home with enclosed patio,...	3 beds \| 1 baths \| N/A	$275,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.46% Airbnb Rental Income: $1232 Traditional Rental Income: $1932 Airbnb ROI: 1.24% Traditional ROI: 5.46%
2899 Byrdtown Rd Crisfield, MD 2899 Byrdtown Rd, Crisfield, MD 21817 \| Multi Family	6 beds \| 2 baths \| 1,600 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.11% Airbnb Rental Income: $null Traditional Rental Income: $2412 Airbnb ROI: N/A Traditional ROI: 11.11%
3388 SACKERTOWN Road Crisfield, MD Step into timeless character with modern peace of mind in this beautifully restored 1880 C...	4 beds \| 2 baths \| 2,310 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.54% Airbnb Rental Income: $null Traditional Rental Income: $2709 Airbnb ROI: N/A Traditional ROI: 11.54%

Real Estate investment in Crisfield, MD

There are 16 properties for sale in the city of Crisfield . The median list price in Crisfield is $249,000 and the average price per square foot is $160. In June 2026, the average monthly cash on cash return in Crisfield is 7.00%. The average monthly rental income in Crisfield is $2,388.

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

There are 16 investment properties available for sale in Crisfield.

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

The ROI for Long-Term is higher than the Short-Term in Crisfield with average rental income of $2,388.

Your search for investment property begins and ends here

Investment Property for Sale in Crisfield, MD

1 DOCK Street #203

Crisfield, MD

2 beds | 2 baths | 1,283 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2145

Airbnb ROI: N/A

Traditional ROI: 3.75%

5046 MANOKIN Road

Crisfield, MD

3 beds | 2 baths | 1,668 sq.ft.

$390,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 5.36%

Airbnb Rental Income: $1232

Traditional Rental Income: $2647

Airbnb ROI: 0.41%

Traditional ROI: 5.36%

109-D WATERS EDGE #109D

Crisfield, MD

4 beds | 3 baths | 2,000 sq.ft.

$420,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3540

Airbnb ROI: N/A

Traditional ROI: 5.75%

102 WILLIAMS ST #209

Crisfield, MD

3 beds | 2 baths | N/A

$299,900

Airbnb cash on cash: -2.17%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $1232

Traditional Rental Income: $2286

Airbnb ROI: -2.17%

Traditional ROI: 2.96%

112b SUNSET Circle #112B

Crisfield, MD

3 beds | 4 baths | 2,000 sq.ft.

$325,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $1232

Traditional Rental Income: $3101

Airbnb ROI: -0.9%

Traditional ROI: 6.51%

1 DOCK Street #304

Crisfield, MD

2 beds | 2 baths | 1,404 sq.ft.

$184,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2398

Airbnb ROI: N/A

Traditional ROI: 6.46%

101 WILLIAMS Street #405

Crisfield, MD

3 beds | 2 baths | 1,461 sq.ft.

$345,900

Airbnb cash on cash: -2.1%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1232

Traditional Rental Income: $2388

Airbnb ROI: -2.1%

Traditional ROI: 2.68%

406 CHARLOTTE Avenue

Crisfield, MD

3 beds | 2 baths | 1,008 sq.ft.

$229,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 8.03%

Airbnb Rental Income: $1232

Traditional Rental Income: $2102

Airbnb ROI: 2.19%