Real Estate Investment Properties for Sale in Dagsboro, DE

Looking for investment property in Dagsboro, DE with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
29902 Sawmill Dr Dagsboro, DE Welcome to 29902 Sawmill Drive in Bay Colony, a sought-after waterfront marina community a...	5 beds \| 3 baths \| 3,741 sq.ft.	$750,000	Airbnb cash on cash: 3% Traditional cash on cash: 4.66% Airbnb Rental Income: $4027 Traditional Rental Income: $4324 Airbnb ROI: 3% Traditional ROI: 4.66%
31902 Matthew Ct Dagsboro, DE Christian Model home is similar to the model currently under construction at 31800 Alyssa ...	3 beds \| 2 baths \| 1,751 sq.ft.	$445,999	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.15% Airbnb Rental Income: $1289 Traditional Rental Income: $2287 Airbnb ROI: 0.79% Traditional ROI: 4.15%
30082 Vines Creek Rd Dagsboro, DE Enjoy privacy and space with this 3-bedroom, 2-bath single-level home available with 1.5 a...	3 beds \| 2 baths \| 1,782 sq.ft.	$649,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.77% Airbnb Rental Income: $1289 Traditional Rental Income: $2463 Airbnb ROI: 0.17% Traditional ROI: 2.77%
115 River Bend Dr Dagsboro, DE WATER ACCESS & LOW HOA FEES in the gorgeous River Bend community with private marina, boat...	3 beds \| 2 baths \| 3,163 sq.ft.	$549,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.08% Airbnb Rental Income: $1289 Traditional Rental Income: $2289 Airbnb ROI: 0.34% Traditional ROI: 3.08%
32366 Cea Dag Cir #505 Dagsboro, DE Why wait for a new construction, when you can have this gently used, less that 2 years old...	3 beds \| 2 baths \| 1,232 sq.ft.	$285,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 6.87% Airbnb Rental Income: $1289 Traditional Rental Income: $2464 Airbnb ROI: 0.99% Traditional ROI: 6.87%
30854 FIRE TOWER RD Dagsboro, DE Motivated Seller with a blank canvas to bring to life. Home is all down to the studs with ...	2 beds \| 1 baths \| N/A	$150,000	Airbnb cash on cash: 7.17% Traditional cash on cash: 7.63% Airbnb Rental Income: $1796 Traditional Rental Income: $1373 Airbnb ROI: 7.17% Traditional ROI: 7.63%
28880 Hudson Rd Dagsboro, DE This private, coastal retreat combines the laid back comfort of small town living with all...	5 beds \| 2 baths \| 3,250 sq.ft.	$595,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.19% Airbnb Rental Income: $4027 Traditional Rental Income: $2624 Airbnb ROI: 4.17% Traditional ROI: 3.19%
29494 Colony Dr Dagsboro, DE This house is one you really don't want to miss. New in 2017, owners have done considerabl...	4 beds \| 3 baths \| 3,000 sq.ft.	$829,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.01% Airbnb Rental Income: $2959 Traditional Rental Income: $2649 Airbnb ROI: 1.52% Traditional ROI: 2.01%
34025 Pack Horse Dr Dagsboro, DE COASTAL LIVING WITH YOUR OWN PRIVATE BACKYARD OASIS! This beautifully maintained home offe...	3 beds \| 2 baths \| 2,515 sq.ft.	$525,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 6.39% Airbnb Rental Income: $1289 Traditional Rental Income: $3825 Airbnb ROI: 0.4% Traditional ROI: 6.39%
34209 Vines Creek Rd Dagsboro, DE Completely reimagined from top to bottom, this stunning home offers the perfect blend of m...	4 beds \| 3 baths \| 2,992 sq.ft.	$639,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.61% Airbnb Rental Income: $2959 Traditional Rental Income: $3526 Airbnb ROI: 2.52% Traditional ROI: 4.61%
106 Creekside Dr Dagsboro, DE This impressive Classic Cape Cod home sits in the highly soughtafter and wellestablished P...	3 beds \| 2 baths \| 3,039 sq.ft.	$565,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.42% Airbnb Rental Income: $1289 Traditional Rental Income: $3055 Airbnb ROI: 0.31% Traditional ROI: 4.42%
33301 Bayberry Ct Dagsboro, DE Back on the market through no fault of the seller! Just in time for summer! Discover the c...	3 beds \| 2 baths \| 1,941 sq.ft.	$479,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.6% Airbnb Rental Income: $1289 Traditional Rental Income: $2438 Airbnb ROI: 0.14% Traditional ROI: 3.6%
117 River Bend Dr Dagsboro, DE Nestled in a quiet neighborhood, this fully renovated home shines with modern updates thro...	3 beds \| 2 baths \| 1,537 sq.ft.	$449,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 4.07% Airbnb Rental Income: $1289 Traditional Rental Income: $2323 Airbnb ROI: 0.65% Traditional ROI: 4.07%
29212 SHADY CREEK LN Dagsboro, DE Welcome to 29212 Shady Creek Lane, a beautiful 3-bedroom, 2.5-bath townhome situated on a ...	3 beds \| 3 baths \| N/A	$315,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.82% Airbnb Rental Income: $1289 Traditional Rental Income: $2559 Airbnb ROI: 0.17% Traditional ROI: 5.82%
29244 PARK VIEW DR Dagsboro, DE Endless views, impeccable care, and the essence of coastal luxury define 29244 Park View D...	5 beds \| 6 baths \| N/A	$1,299,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.38% Airbnb Rental Income: $4027 Traditional Rental Income: $8092 Airbnb ROI: 1.3% Traditional ROI: 5.38%
32286 South Dogwood Dr Dagsboro, DE 32286 South Dogwood Dr, Dagsboro, DE 19939 \| Single Family Residential	3 beds \| 3 baths \| 1,000 sq.ft.	$250,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.14% Airbnb Rental Income: $1289 Traditional Rental Income: $1681 Airbnb ROI: 1.77% Traditional ROI: 5.14%
34085 Creek Rd Dagsboro, DE 34085 Creek Rd, Dagsboro, DE 19939 \| Single Family Residential	4 beds \| 4 baths \| 3,242 sq.ft.	$549,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 3.82% Airbnb Rental Income: $2959 Traditional Rental Income: $2868 Airbnb ROI: 2.67% Traditional ROI: 3.82%
29210 Shady Creek Ln #18 Dagsboro, DE Welcome to easy living in the sought-after Villages of Pepper Creek! Now offered at an att...	3 beds \| 2 baths \| 1,862 sq.ft.	$305,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.64% Airbnb Rental Income: $1289 Traditional Rental Income: $2178 Airbnb ROI: 0.13% Traditional ROI: 4.64%
34866 Tenleys Trl Dagsboro, DE 34866 Tenleys Trl, Dagsboro, DE 19939 \| Single Family Residential	3 beds \| 2 baths \| 1,563 sq.ft.	$499,999	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.38% Airbnb Rental Income: $1289 Traditional Rental Income: $2217 Airbnb ROI: -0.47% Traditional ROI: 2.38%
31805 Dagsworthy Blvd Dagsboro, DE 31805 Dagsworthy Blvd, Dagsboro, DE 19939 \| Single Family Residential	2 beds \| 2 baths \| 1,153 sq.ft.	$342,470	Airbnb cash on cash: 1.52% Traditional cash on cash: 3.6% Airbnb Rental Income: $1796 Traditional Rental Income: $1979 Airbnb ROI: 1.52% Traditional ROI: 3.6%
31772 Stevensons Rd Dagsboro, DE Set on a beautiful 1.57-acre homesite, this property offers the opportunity to build a tho...	3 beds \| 2 baths \| 2,459 sq.ft.	$891,400	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.07% Airbnb Rental Income: $1289 Traditional Rental Income: $991 Airbnb ROI: -0.06% Traditional ROI: 0.07%
29474 Turnberry Dr Dagsboro, DE 29474 Turnberry Dr, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$259,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 2.05% Airbnb Rental Income: $425 Traditional Rental Income: $1001 Airbnb ROI: -1.37% Traditional ROI: 2.05%
34855 Tenleys Trl Dagsboro, DE 34855 Tenleys Trl, Dagsboro, DE 19939 \| Single Family Residential	3 beds \| 3 baths \| 2,535 sq.ft.	$899,990	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.11% Airbnb Rental Income: $1289 Traditional Rental Income: $2616 Airbnb ROI: -0.95% Traditional ROI: 1.11%
29687 Piney Neck Rd Dagsboro, DE 29687 Piney Neck Rd, Dagsboro, DE 19939 \| Single Family Residential	5 beds \| 3 baths \| 2,963 sq.ft.	$715,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 2.45% Airbnb Rental Income: $4027 Traditional Rental Income: $2771 Airbnb ROI: 3.04% Traditional ROI: 2.45%
0 Helm's Landing Rd Dagsboro, DE 0 Helm's Landing Rd, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$269,900	Airbnb cash on cash: -1.28% Traditional cash on cash: 1.78% Airbnb Rental Income: $425 Traditional Rental Income: $946 Airbnb ROI: -1.28% Traditional ROI: 1.78%
Lot 4 Gray Rd Dagsboro, DE Lot 4 Gray Rd, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$225,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 2.65% Airbnb Rental Income: $425 Traditional Rental Income: $991 Airbnb ROI: -1.23% Traditional ROI: 2.65%
34371 Vines Creek Rd Dagsboro, DE	N/A beds \| N/A baths \| 0 sq.ft.	$1,250,000	Airbnb cash on cash: -1.5% Traditional cash on cash: -0.79% Airbnb Rental Income: $425 Traditional Rental Income: $991 Airbnb ROI: -1.5% Traditional ROI: -0.79%
0 SW Dupont Hwy Dagsboro, DE	N/A beds \| N/A baths \| 0 sq.ft.	$400,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 0.8% Airbnb Rental Income: $425 Traditional Rental Income: $979 Airbnb ROI: -1.37% Traditional ROI: 0.8%
Lot 6 Gray Rd Dagsboro, DE Lot 6 Gray Rd, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$199,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 3.18% Airbnb Rental Income: $425 Traditional Rental Income: $991 Airbnb ROI: -1.19% Traditional ROI: 3.18%
34014 Indian Queen Ln Dagsboro, DE County-approved and ready to build. Skip months of planning, engineering, and approval del...	3 beds \| 2 baths \| 1,640 sq.ft.	$449,500	Airbnb cash on cash: 0.29% Traditional cash on cash: 4.04% Airbnb Rental Income: $1289 Traditional Rental Income: $2464 Airbnb ROI: 0.29% Traditional ROI: 4.04%
Lots 49 & 50 Dupont Blvd Dagsboro, DE Lots 49 & 50 Dupont Blvd, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| N/A	$219,844	Airbnb cash on cash: -1.22% Traditional cash on cash: 1.29% Airbnb Rental Income: $425 Traditional Rental Income: $687 Airbnb ROI: -1.22% Traditional ROI: 1.29%
29791 Armory Rd Dagsboro, DE 29791 Armory Rd, Dagsboro, DE 19939 \| Other	N/A beds \| N/A baths \| N/A	$119,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 3.58% Airbnb Rental Income: $425 Traditional Rental Income: $685 Airbnb ROI: -0.95% Traditional ROI: 3.58%
Lot #4 Falling Point Rd Dagsboro, DE Lot #4 Falling Point Rd, Dagsboro, DE 19970 \| Other	N/A beds \| N/A baths \| N/A	$235,000	Airbnb cash on cash: -2.05% Traditional cash on cash: 0.27% Airbnb Rental Income: $425 Traditional Rental Income: $680 Airbnb ROI: -2.05% Traditional ROI: 0.27%

Real Estate investment in Dagsboro, DE

There are 100 properties for sale in the city of Dagsboro . The median list price in Dagsboro is $319,709 and the average price per square foot is $152. In August 2026, the average monthly cash on cash return in Dagsboro is 3.00%. The average monthly rental income in Dagsboro is $2,316.

Dagsboro, DE Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 100 investment properties available for sale in Dagsboro.

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

The ROI for Long-Term is higher than the Short-Term in Dagsboro with average rental income of $2,316.

Your search for investment property begins and ends here

Investment Property for Sale in Dagsboro, DE

29902 Sawmill Dr

Dagsboro, DE

5 beds | 3 baths | 3,741 sq.ft.

$750,000

Airbnb cash on cash: 3%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $4027

Traditional Rental Income: $4324

Airbnb ROI: 3%

Traditional ROI: 4.66%

31902 Matthew Ct

Dagsboro, DE

3 beds | 2 baths | 1,751 sq.ft.

$445,999

Airbnb cash on cash: 0.79%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $1289

Traditional Rental Income: $2287

Airbnb ROI: 0.79%

Traditional ROI: 4.15%

30082 Vines Creek Rd

Dagsboro, DE

3 beds | 2 baths | 1,782 sq.ft.

$649,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1289

Traditional Rental Income: $2463

Airbnb ROI: 0.17%

Traditional ROI: 2.77%

115 River Bend Dr

Dagsboro, DE

3 beds | 2 baths | 3,163 sq.ft.

$549,900

Airbnb cash on cash: 0.34%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $1289

Traditional Rental Income: $2289

Airbnb ROI: 0.34%

Traditional ROI: 3.08%

32366 Cea Dag Cir #505

Dagsboro, DE

3 beds | 2 baths | 1,232 sq.ft.

$285,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 6.87%

Airbnb Rental Income: $1289

Traditional Rental Income: $2464

Airbnb ROI: 0.99%

Traditional ROI: 6.87%

30854 FIRE TOWER RD

Dagsboro, DE

2 beds | 1 baths | N/A

$150,000

Airbnb cash on cash: 7.17%

Traditional cash on cash: 7.63%

Airbnb Rental Income: $1796

Traditional Rental Income: $1373

Airbnb ROI: 7.17%

Traditional ROI: 7.63%

28880 Hudson Rd

Dagsboro, DE

5 beds | 2 baths | 3,250 sq.ft.

$595,000

Airbnb cash on cash: 4.17%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $4027

Traditional Rental Income: $2624

Airbnb ROI: 4.17%

Traditional ROI: 3.19%

29494 Colony Dr

Dagsboro, DE

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

$829,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 2.01%

Airbnb Rental Income: $2959

Traditional Rental Income: $2649

Airbnb ROI: 1.52%