Real Estate Investment Properties for Sale in Woodside, DE

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1731 Upper King Rd WOODSIDE, DE Welcome to 1731 Upper King Road in Woodside. This three-bedroom, one-bath home offers comf...	3 beds \| 1 baths \| 2,080 sq.ft.	$230,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 7.11% Airbnb Rental Income: $1198 Traditional Rental Income: $1937 Airbnb ROI: 1.92% Traditional ROI: 7.11%
285 Tuxedo Ln WOODSIDE, DE Privacy screams from 4.4 acres of serenity. The modest home allows for affordable acreage ...	3 beds \| 2 baths \| 1,344 sq.ft.	$350,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.93% Airbnb Rental Income: $1198 Traditional Rental Income: $2172 Airbnb ROI: 0.79% Traditional ROI: 4.93%
Investment Properties for Sale in Other Cities of Delaware
36039 Indigo Bunting Ct #2 Ocean View , DE FOR A VIRTUAL TOUR OF THIS BEAUTIFUL HOME, PLEASE CLICK ON THE MOVIE CAMERA ICON IN ITS BR...	4 beds \| 3 baths \| 1,712 sq.ft.	$799,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.98% Airbnb Rental Income: $1313 Traditional Rental Income: $2086 Airbnb ROI: -0.6% Traditional ROI: 0.98%
414 S Franklin St Wilmington , DE Just in time for the New Year Welcome to this beautifully updated home in the desirable He...	3 beds \| 1 baths \| 1,175 sq.ft.	$195,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 8.97% Airbnb Rental Income: $1498 Traditional Rental Income: $2100 Airbnb ROI: 3.35% Traditional ROI: 8.97%
205 EDGEWOOD DRIVE Wilmington , DE Location,...Location...Location ! This Home Is Nestled In The Brandywine North Wilmington...	5 beds \| 4 baths \| N/A	$580,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.73% Airbnb Rental Income: $2488 Traditional Rental Income: $3094 Airbnb ROI: 1.5% Traditional ROI: 3.73%
725 S HARMONY Road Newark , DE Welcome to 725 S Harmony Road, a wellmaintained Newark home that combines comfort, conveni...	4 beds \| 2 baths \| 1,575 sq.ft.	$360,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 6.41% Airbnb Rental Income: $2082 Traditional Rental Income: $2914 Airbnb ROI: 2.36% Traditional ROI: 6.41%
36815 Winner Circle Rehoboth Beach , DE Here's your opportunity to own a recently updated (2025) one-level single family home appr...	3 beds \| 2 baths \| 2,049 sq.ft.	$719,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 2.29% Airbnb Rental Income: $1504 Traditional Rental Income: $2408 Airbnb ROI: 0.28% Traditional ROI: 2.29%
35517 Bonaire Dr Rehoboth Beach , DE COASTAL STYLE PERFECTION Look no further; your dream home by the sea awaits! This beautifu...	4 beds \| 2 baths \| 2,888 sq.ft.	$849,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.14% Airbnb Rental Income: $1501 Traditional Rental Income: $3013 Airbnb ROI: -0.33% Traditional ROI: 2.14%
129 Union St Milton , DE Rare opportunity to acquire a Victorian-era mixed-use property in the heart of Downtown Mi...	4 beds \| 2 baths \| 2,200 sq.ft.	$450,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 4.88% Airbnb Rental Income: $2354 Traditional Rental Income: $2810 Airbnb ROI: 2.42% Traditional ROI: 4.88%
38667 Bright Ocean Way Selbyville , DE Pond View (Herons often visit!) 4 BD + Study/3 BA Home in Lighthouse Crossing may serve as...	4 beds \| 3 baths \| 2,160 sq.ft.	$580,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.39% Airbnb Rental Income: $1124 Traditional Rental Income: $3148 Airbnb ROI: -0.04% Traditional ROI: 4.39%
139 Willow Oak Ave Ocean View , DE Rare 4-Bedroom end Townhome with sweeping golf course views in Bear Trap, one of the best ...	4 beds \| 3 baths \| 2,450 sq.ft.	$665,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 1.83% Airbnb Rental Income: $1313 Traditional Rental Income: $2861 Airbnb ROI: -1.32% Traditional ROI: 1.83%
30236 Driftwood Ct #7905 Ocean View , DE Enjoy expansive views of the Indian River Bay and White~s Creek from nearly every room of ...	4 beds \| 4 baths \| 1,833 sq.ft.	$570,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 2.72% Airbnb Rental Income: $1313 Traditional Rental Income: $2892 Airbnb ROI: -1.01% Traditional ROI: 2.72%
610 LOUIS LN Middletown , DE Discover this beautifully maintained end unit townhome in sought-after Middletown Village....	3 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $2140 Airbnb ROI: N/A Traditional ROI: 5.22%
31304 BIRD HAVEN ST Ocean View , DE Wake up to the gentle rhythm of the water in this coastal retreat perfectly positioned alo...	4 beds \| 2 baths \| N/A	$495,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 4.95% Airbnb Rental Income: $1313 Traditional Rental Income: $2909 Airbnb ROI: 0.62% Traditional ROI: 4.95%
18663 Old Canal Ln Millville , DE Welcome home to Bishops Landing! Built in 2017 this like new residence is move in ready wi...	3 beds \| 2 baths \| 1,953 sq.ft.	$565,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.5% Airbnb Rental Income: $1508 Traditional Rental Income: $2393 Airbnb ROI: -0.01% Traditional ROI: 2.5%

Real Estate investment in Woodside, DE

There are 2 properties for sale in the city of Woodside . The median list price in Woodside is $3,143,000 and the average price per square foot is $633. In March 2026, the average monthly cash on cash return in Woodside is 7.00%. The average monthly rental income in Woodside is $1,937.

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

There are 2 investment properties available for sale in Woodside.

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

The ROI for Long-Term is higher than the Short-Term in Woodside with average rental income of $1,937.

Your search for investment property begins and ends here

Investment Property for Sale in Woodside, DE

1731 Upper King Rd

WOODSIDE, DE

3 beds | 1 baths | 2,080 sq.ft.

$230,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $1198

Traditional Rental Income: $1937

Airbnb ROI: 1.92%

Traditional ROI: 7.11%

285 Tuxedo Ln

WOODSIDE, DE

3 beds | 2 baths | 1,344 sq.ft.

$350,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 4.93%

Airbnb Rental Income: $1198

Traditional Rental Income: $2172

Airbnb ROI: 0.79%

Traditional ROI: 4.93%

Investment Properties for Sale in Other Cities of Delaware

Ocean View , DE

4 beds | 3 baths | 1,712 sq.ft.

$799,900

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $1313

Traditional Rental Income: $2086

Airbnb ROI: -0.6%

Traditional ROI: 0.98%

Wilmington , DE

3 beds | 1 baths | 1,175 sq.ft.

$195,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 8.97%

Airbnb Rental Income: $1498

Traditional Rental Income: $2100

Airbnb ROI: 3.35%

Traditional ROI: 8.97%

Wilmington , DE

5 beds | 4 baths | N/A

$580,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $2488

Traditional Rental Income: $3094

Airbnb ROI: 1.5%

Traditional ROI: 3.73%

Newark , DE

4 beds | 2 baths | 1,575 sq.ft.

$360,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 6.41%

Airbnb Rental Income: $2082

Traditional Rental Income: $2914

Airbnb ROI: 2.36%

Traditional ROI: 6.41%

Rehoboth Beach , DE

3 beds | 2 baths | 2,049 sq.ft.

$719,000

Airbnb cash on cash: 0.28%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $1504

Traditional Rental Income: $2408

Airbnb ROI: 0.28%

Traditional ROI: 2.29%

Rehoboth Beach , DE

4 beds | 2 baths | 2,888 sq.ft.

$849,900

Airbnb cash on cash: -0.33%

Traditional cash on cash: 2.14%

Airbnb Rental Income: $1501

Traditional Rental Income: $3013

Airbnb ROI: -0.33%

Traditional ROI: 2.14%

Milton , DE

4 beds | 2 baths | 2,200 sq.ft.

$450,000

Airbnb cash on cash: 2.42%