Real Estate Investment Properties for Sale in Greenwood , DE

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10065 JOHNSON HUNT RUN Greenwood , DE Seller is Motivated and offering a $10,000 Sellers Credit If you love that out in natu...	3 beds \| 4 baths \| 2,676 sq.ft.	$635,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $3050 Airbnb ROI: N/A Traditional ROI: 3.75%
14027 SUSSEX HIGHWAY Greenwood , DE Indulge in the epitome of modern comfort and timeless elegance at this captivating Cape Co...	3 beds \| 2 baths \| 1,800 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.88% Airbnb Rental Income: $null Traditional Rental Income: $3268 Airbnb ROI: N/A Traditional ROI: 7.88%
14266 BLANCHARD ROAD Greenwood , DE Unique opportunity! This former Pole Barn is now a residence. The larger side has 2 bedroo...	3 beds \| 3 baths \| 1,816 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $1518 Airbnb ROI: N/A Traditional ROI: 4.91%
2 N FIRST STREET Greenwood , DE Welcome to this updated 3-bedroom, 3 full bath home offering comfortable, single-level liv...	3 beds \| 3 baths \| 1,456 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.13% Airbnb Rental Income: $null Traditional Rental Income: $2498 Airbnb ROI: N/A Traditional ROI: 7.13%
202 2ND STREET Greenwood , DE Check out this charming well-kept rancher. This 3-bedroom 2 bath home boasts a sunroom and...	3 beds \| 2 baths \| 1,584 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.03% Airbnb Rental Income: $null Traditional Rental Income: $2883 Airbnb ROI: N/A Traditional ROI: 6.03%
69 AMANDA AVENUE Greenwood , DE Welcome to this beautifully designed home in Abbotts Pond Acres, nestled in the heart of G...	3 beds \| 3 baths \| 2,052 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.05% Airbnb Rental Income: $null Traditional Rental Income: $2773 Airbnb ROI: N/A Traditional ROI: 5.05%
11326 SHAWNEE ROAD Greenwood , DE Calm, country living in beautiful Greenwood, Delaware! This spacious 4 bedroom, 3 bath hom...	4 beds \| 3 baths \| 2,000 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.79% Airbnb Rental Income: $null Traditional Rental Income: $3379 Airbnb ROI: N/A Traditional ROI: 3.79%
8088 JAMESWAY LANE Greenwood , DE Welcome to your peaceful retreat in the quiet town of Greenwoodwhere space, comfort, and c...	3 beds \| 2 baths \| 1,880 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.32% Airbnb Rental Income: $null Traditional Rental Income: $2622 Airbnb ROI: N/A Traditional ROI: 5.32%
58 GARDENIA BOULEVARD Greenwood , DE Modern Elegance with Tranquil Water Views Near the Beaches This beautifully maintained tw...	4 beds \| 3 baths \| 3,098 sq.ft.	$629,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $3668 Airbnb ROI: N/A Traditional ROI: 4.73%
12502 WOODBRIDGE ROAD Greenwood , DE Welcome to your private countryside retreat in charming Greenwood, Delaware. Set on 5.67 a...	4 beds \| 2 baths \| 2,000 sq.ft.	$354,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.32% Airbnb Rental Income: $null Traditional Rental Income: $2292 Airbnb ROI: N/A Traditional ROI: 5.32%
21627 S DUPONT HIGHWAY Greenwood , DE Great opportunity to own an unusual dual zoned property. 10 Acres zoned Industrial and 16 ...	1 beds \| 2 baths \| 1,690 sq.ft.	$599,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.65% Airbnb Rental Income: $462 Traditional Rental Income: $2317 Airbnb ROI: -1.14% Traditional ROI: 2.65%
104 S FIRST STREET Greenwood , DE Step into comfort and character with this beautifully maintained 3-bedroom, 3.5-bath home ...	3 beds \| 4 baths \| 1,600 sq.ft.	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.84% Airbnb Rental Income: $null Traditional Rental Income: $3470 Airbnb ROI: N/A Traditional ROI: 9.84%
42 AMANDA AVENUE Greenwood , DE This approximately 3,164 square foot house features four bedrooms and two and a half bathr...	4 beds \| 3 baths \| 3,164 sq.ft.	$519,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $3422 Airbnb ROI: N/A Traditional ROI: 5.46%

Real Estate investment in Greenwood-, DE

There are 13 properties for sale in the city of Greenwood . The median list price in Greenwood is $410,000 and the average price per square foot is $199. In September 2025, the average monthly cash on cash return in Greenwood is 5.00%. The average monthly rental income in Greenwood is $2,883.

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

There are 13 investment properties available for sale in Greenwood-.

In 2025, the best neighborhood to buy investment property is Greenwood .

The ROI for Long-Term is higher than the Short-Term in Greenwood- with average rental income of $2,883.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood , DE

10065 JOHNSON HUNT RUN

Greenwood , DE

3 beds | 4 baths | 2,676 sq.ft.

$635,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3050

Airbnb ROI: N/A

Traditional ROI: 3.75%

14027 SUSSEX HIGHWAY

Greenwood , DE

3 beds | 2 baths | 1,800 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.88%

Airbnb Rental Income: $null

Traditional Rental Income: $3268

Airbnb ROI: N/A

Traditional ROI: 7.88%

14266 BLANCHARD ROAD

Greenwood , DE

3 beds | 3 baths | 1,816 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.91%

Airbnb Rental Income: $null

Traditional Rental Income: $1518

Airbnb ROI: N/A

Traditional ROI: 4.91%

2 N FIRST STREET

Greenwood , DE

3 beds | 3 baths | 1,456 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2498

Airbnb ROI: N/A

Traditional ROI: 7.13%

202 2ND STREET

Greenwood , DE

3 beds | 2 baths | 1,584 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2883

Airbnb ROI: N/A

Traditional ROI: 6.03%

69 AMANDA AVENUE

Greenwood , DE

3 beds | 3 baths | 2,052 sq.ft.

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2773

Airbnb ROI: N/A

Traditional ROI: 5.05%

11326 SHAWNEE ROAD

Greenwood , DE

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

$695,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.79%

Airbnb Rental Income: $null

Traditional Rental Income: $3379

Airbnb ROI: N/A

Traditional ROI: 3.79%

8088 JAMESWAY LANE

Greenwood , DE

3 beds | 2 baths | 1,880 sq.ft.

$410,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2622

Airbnb ROI: N/A