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
34901 WINGATE Court Dagsboro, DE Settled beneath mature trees at the end of a quiet cul-de-sac, this brick ranch sits on a ...	3 beds \| 2 baths \| 1,488 sq.ft.	$469,900	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.03% Airbnb Rental Income: $1240 Traditional Rental Income: $2378 Airbnb ROI: 0.55% Traditional ROI: 4.03%
29902 SAWMILL DR Dagsboro, DE Welcome to 29902 Sawmill Drive in Bay Colony, a sought-after waterfront marina community a...	5 beds \| 4 baths \| N/A	$750,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 4.66% Airbnb Rental Income: $3704 Traditional Rental Income: $4324 Airbnb ROI: 2.62% Traditional ROI: 4.66%
30082 VINES CREEK Road 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: 0.1% Traditional cash on cash: 2.77% Airbnb Rental Income: $1240 Traditional Rental Income: $2463 Airbnb ROI: 0.1% Traditional ROI: 2.77%
131 PRINCE GEORGES DR Dagsboro, DE Welcome to 131 Prince Georges Drive - A Coastal Ranch Retreat Nestled within the beautiful...	3 beds \| 2 baths \| N/A	$456,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.75% Airbnb Rental Income: $1240 Traditional Rental Income: $2188 Airbnb ROI: 0.6% Traditional ROI: 3.75%
115 RIVER BEND Drive 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.	$599,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.74% Airbnb Rental Income: $1240 Traditional Rental Income: $2289 Airbnb ROI: 0.16% Traditional ROI: 2.74%
32366 CEA DAG Circle #505 Dagsboro, DE Why wait for a new construction, when you can have this gently used, less that 2 years old...	3 beds \| 3 baths \| 1,232 sq.ft.	$299,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 6.5% Airbnb Rental Income: $1240 Traditional Rental Income: $2464 Airbnb ROI: 0.75% Traditional ROI: 6.5%
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: 4.86% Traditional cash on cash: 7.63% Airbnb Rental Income: $1398 Traditional Rental Income: $1373 Airbnb ROI: 4.86% Traditional ROI: 7.63%
28880 HUDSON Road 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.	$615,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 3.05% Airbnb Rental Income: $3704 Traditional Rental Income: $2624 Airbnb ROI: 3.53% Traditional ROI: 3.05%
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 \| N/A	$847,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 1.94% Airbnb Rental Income: $2546 Traditional Rental Income: $2649 Airbnb ROI: 1.03% Traditional ROI: 1.94%
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 \| N/A	$679,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.29% Airbnb Rental Income: $2546 Traditional Rental Income: $3526 Airbnb ROI: 1.77% Traditional ROI: 4.29%
106 CREEKSIDE Drive 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: 0.23% Traditional cash on cash: 4.42% Airbnb Rental Income: $1240 Traditional Rental Income: $3055 Airbnb ROI: 0.23% Traditional ROI: 4.42%
33301 BAYBERRY Court 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.	$484,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.55% Airbnb Rental Income: $1240 Traditional Rental Income: $2438 Airbnb ROI: 0.04% Traditional ROI: 3.55%
117 RIVER BEND Drive 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: 0.55% Traditional cash on cash: 4.07% Airbnb Rental Income: $1240 Traditional Rental Income: $2323 Airbnb ROI: 0.55% Traditional ROI: 4.07%
29580 TURNBERRY Drive Dagsboro, DE Just reduced for a quick sale. Charm Personified in this completely renovated craftsman ho...	3 beds \| 3 baths \| 1,900 sq.ft.	$550,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.1% Airbnb Rental Income: $1240 Traditional Rental Income: $2871 Airbnb ROI: 0.16% Traditional ROI: 4.1%
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: 0.03% Traditional cash on cash: 5.82% Airbnb Rental Income: $1240 Traditional Rental Income: $2559 Airbnb ROI: 0.03% 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: 1.07% Traditional cash on cash: 5.38% Airbnb Rental Income: $3704 Traditional Rental Income: $8092 Airbnb ROI: 1.07% Traditional ROI: 5.38%
29210 SHADY CREEK Lane #18 Dagsboro, DE	3 beds \| 3 baths \| 1,862 sq.ft.	$319,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.37% Airbnb Rental Income: $1240 Traditional Rental Income: $2178 Airbnb ROI: -0.08% Traditional ROI: 4.37%
31772 STEVENSONS RD Dagsboro, DE Set on a beautiful 1.57-acre homesite, this property offers the opportunity to build a tho...	3 beds \| 3 baths \| N/A	$891,400	Airbnb cash on cash: -0.11% Traditional cash on cash: 0.07% Airbnb Rental Income: $1240 Traditional Rental Income: $991 Airbnb ROI: -0.11% Traditional ROI: 0.07%
34014 INDIAN QUEEN LANE Dagsboro, DE County-approved and ready to build. Skip months of planning, engineering, and approval del...	3 beds \| 2 baths \| 1,640 sq.ft.	$439,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.17% Airbnb Rental Income: $1240 Traditional Rental Income: $2464 Airbnb ROI: 0.23% Traditional ROI: 4.17%
34325 INDIAN RIVER Drive Dagsboro, DE Welcome to 34325 Indian River Drive - a show-stopping 6-bedroom, 3-bathroom residence nest...	5 beds \| 3 baths \| 4,200 sq.ft.	$1,099,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.74% Airbnb Rental Income: $3704 Traditional Rental Income: $3588 Airbnb ROI: 1.07% Traditional ROI: 1.74%
CREEK Road lot: 4 Dagsboro, DE Welcome home to this beautifully designed new construction farmhouse offering the perfect ...	3 beds \| 3 baths \| 2,527 sq.ft.	$620,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.83% Airbnb Rental Income: $1240 Traditional Rental Income: $2913 Airbnb ROI: 0.25% Traditional ROI: 3.83%
31336 DOGWOOD ESTATES DR Dagsboro, DE Style, comfort, and thoughtful upgrades come together beautifully in this meticulously mai...	3 beds \| 2 baths \| N/A	$449,997	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.51% Airbnb Rental Income: $1240 Traditional Rental Income: $2092 Airbnb ROI: 0.55% Traditional ROI: 3.51%
30200 KENT Road Dagsboro, DE Welcome to your boats new home! Looking for a home with a private boat dock just minutes t...	3 beds \| 2 baths \| 1,040 sq.ft.	$485,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.66% Airbnb Rental Income: $1240 Traditional Rental Income: $2309 Airbnb ROI: 0.43% Traditional ROI: 3.66%
32908 SWAMP RD Dagsboro, DE Discover the potential in this 4.37""Ã¢â¬Ëacre property, ideally located just minutes fr...	2 beds \| 1 baths \| N/A	$325,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.87% Airbnb Rental Income: $1398 Traditional Rental Income: $1321 Airbnb ROI: 1.75% Traditional ROI: 2.87%
34484 QUAIL LN Dagsboro, DE Welcome to 34484 Quail Lane in the sought-after waterfront community of Bay Colony. Perfec...	4 beds \| 3 baths \| N/A	$665,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.86% Airbnb Rental Income: $2546 Traditional Rental Income: $3343 Airbnb ROI: 1.59% Traditional ROI: 3.86%
32376 CEA DAG CIR #907 Dagsboro, DE This well""Ã¢â¬Ëmaintained home offers a comfortable and low""Ã¢â¬Ëmaintenance lifesty...	2 beds \| 2 baths \| N/A	$240,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 5.81% Airbnb Rental Income: $1398 Traditional Rental Income: $1943 Airbnb ROI: 1.55% Traditional ROI: 5.81%
305 BAYWINDS CT Dagsboro, DE Welcome to 305 Baywinds Court, a classic colonial nestled on an expansive 0.91-acre homesi...	4 beds \| 3 baths \| N/A	$575,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.36% Airbnb Rental Income: $2546 Traditional Rental Income: $3117 Airbnb ROI: 2.15% Traditional ROI: 4.36%
33140 MAIN Street Dagsboro, DE For the very first time, Dagsboro's most recognizable home has arrived on the public marke...	4 beds \| 2 baths \| N/A	$975,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.39% Airbnb Rental Income: $2546 Traditional Rental Income: $3285 Airbnb ROI: 0.9% Traditional ROI: 2.39%
112 S NEWPORT WAY Dagsboro, DE Charming coastal retreat on a generous half-acre lot just minutes from the beach! This lig...	4 beds \| 3 baths \| N/A	$525,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 5.85% Airbnb Rental Income: $2546 Traditional Rental Income: $3603 Airbnb ROI: 2.44% Traditional ROI: 5.85%
29390 SPY GLASS Lane Dagsboro, DE Welcome to Bay Colony, a premier waterfront community nestled along the scenic Indian Rive...	4 beds \| 3 baths \| 3,000 sq.ft.	$865,000	Airbnb cash on cash: 1% Traditional cash on cash: 2.62% Airbnb Rental Income: $2546 Traditional Rental Income: $3235 Airbnb ROI: 1% Traditional ROI: 2.62%
33023 VINES CREEK Road Dagsboro, DE Welcome to 33023 Vine's Creek Road in Dagsboro, DE-an opportunity to own a solidly built r...	3 beds \| 2 baths \| 1,598 sq.ft.	$399,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 5.1% Airbnb Rental Income: $1240 Traditional Rental Income: $2452 Airbnb ROI: 0.81% Traditional ROI: 5.1%
347 FAIRWAY LN Dagsboro, DE Completely renovated Cape Cod-style home positioned on an oversized corner lot in the sere...	3 beds \| 3 baths \| N/A	$649,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.24% Airbnb Rental Income: $1240 Traditional Rental Income: $2803 Airbnb ROI: 0% Traditional ROI: 3.24%
31204 ANCHOR WATCH Loop Dagsboro, DE Located in the desirable community of The Marina at Peppers Creek, this well-maintained ra...	3 beds \| 2 baths \| 1,727 sq.ft.	$449,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.22% Airbnb Rental Income: $1240 Traditional Rental Income: $2562 Airbnb ROI: 0.13% Traditional ROI: 4.22%
29893 KIAWAH DR Dagsboro, DE Welcome to coastal living in the highly sought-after Seagrass Plantation community, where ...	4 beds \| 3 baths \| N/A	$599,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.31% Airbnb Rental Income: $2546 Traditional Rental Income: $2646 Airbnb ROI: 2.04% Traditional ROI: 3.31%

Real Estate investment in Dagsboro, DE

There are 48 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 $139. In July 2026, the average monthly cash on cash return in Dagsboro is 4.00%. The average monthly rental income in Dagsboro is $2,562.

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

There are 48 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 $2,562.

Your search for investment property begins and ends here

Investment Property for Sale in Dagsboro, DE

34901 WINGATE Court

Dagsboro, DE

3 beds | 2 baths | 1,488 sq.ft.

$469,900

Airbnb cash on cash: 0.55%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1240

Traditional Rental Income: $2378

Airbnb ROI: 0.55%

Traditional ROI: 4.03%

29902 SAWMILL DR

Dagsboro, DE

5 beds | 4 baths | N/A

$750,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $3704

Traditional Rental Income: $4324

Airbnb ROI: 2.62%

Traditional ROI: 4.66%

30082 VINES CREEK Road

Dagsboro, DE

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

$649,900

Airbnb cash on cash: 0.1%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1240

Traditional Rental Income: $2463

Airbnb ROI: 0.1%

Traditional ROI: 2.77%

131 PRINCE GEORGES DR

Dagsboro, DE

3 beds | 2 baths | N/A

$456,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1240

Traditional Rental Income: $2188

Airbnb ROI: 0.6%

Traditional ROI: 3.75%

115 RIVER BEND Drive

Dagsboro, DE

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

$599,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $1240

Traditional Rental Income: $2289

Airbnb ROI: 0.16%

Traditional ROI: 2.74%

32366 CEA DAG Circle #505

Dagsboro, DE

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

$299,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 6.5%

Airbnb Rental Income: $1240

Traditional Rental Income: $2464

Airbnb ROI: 0.75%

Traditional ROI: 6.5%

30854 FIRE TOWER RD

Dagsboro, DE

2 beds | 1 baths | N/A

$150,000

Airbnb cash on cash: 4.86%

Traditional cash on cash: 7.63%

Airbnb Rental Income: $1398

Traditional Rental Income: $1373

Airbnb ROI: 4.86%

Traditional ROI: 7.63%

28880 HUDSON Road

Dagsboro, DE

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

$615,000

Airbnb cash on cash: 3.53%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $3704

Traditional Rental Income: $2624

Airbnb ROI: 3.53%