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
32 Broad St Greenwood , DE Unique restoration opportunity! Last owner started the restoration of the home an lost int...	4 beds \| 2 baths \| 2,352 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $1287 Airbnb ROI: N/A Traditional ROI: 1.33%
10065 Johnson Hunt Run Greenwood , DE Tucked away in a tranquil, wooded setting, this home offers refined comfort, privacy, and ...	3 beds \| 3 baths \| 2,676 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $3050 Airbnb ROI: N/A Traditional ROI: 3.64%
200 Vale Blvd #OCV Greenwood , DE *PROPOSED CONSTRUCTION* Looking for first floor living that provides a little more spa...	3 beds \| 2 baths \| 2,378 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $2161 Airbnb ROI: N/A Traditional ROI: 2.78%
200 Vale Blvd #MAG Greenwood , DE The Magnolia is a sight to see. This beautifully crafted home was designed with growth in ...	4 beds \| 2 baths \| 2,515 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $2568 Airbnb ROI: N/A Traditional ROI: 4.29%
305 Vale Blvd #HAMP Greenwood , DE This Hampshire model features 4 bedrooms, 2 and a half bath and is a beautifully designed....	4 beds \| 2 baths \| 2,255 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $2431 Airbnb ROI: N/A Traditional ROI: 4.21%
304 Vale Blvd #BUR Greenwood , DE PROPOSED CONSTRUCTION! The Burlington is a sight to see. The beautifully crafted home was ...	3 beds \| 2 baths \| 1,955 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $2221 Airbnb ROI: N/A Traditional ROI: 3.75%
201 Vale Blvd #GEO Greenwood , DE Welcome to your luxurious 2-story home! This stunning property offers over 2,500 square fe...	4 beds \| 2 baths \| 2,513 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 3.83%
310 Vale Blvd #LEW Greenwood , DE This open floor plan home is built to dazzle. As soon as arriving home, the entrance leads...	3 beds \| 2 baths \| 2,021 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $1904 Airbnb ROI: N/A Traditional ROI: 2.79%
12502 Woodbridge Rd Greenwood , DE Back on the market at no fault of the seller! Welcome to your private countryside retreat ...	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%
14475 Alpha St Greenwood , DE Welcome to this beautiful, recently remodeled, 3 bed, 2 bath home located Greenwood, DE. R...	3 beds \| 2 baths \| 1,300 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $2227 Airbnb ROI: N/A Traditional ROI: 8.54%
11872 Shawnee Rd Greenwood , DE Beautiful ranch on country lot outside of Greenwood. Walk in the front door to this well m...	3 beds \| 2 baths \| 1,600 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 4.87%
46 Broad St Greenwood , DE 46 Broad St, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,800 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 4.31%
5659 Penney Creek Rd Greenwood , DE Discover the untapped potential of this expansive 70+/- acre property, possibly suited for...	3 beds \| 1 baths \| 1,904 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.37% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 1.37%
74 Julianna Dr Greenwood , DE 74 Julianna Dr, Greenwood , DE 19950 \| Single Family Residential	4 beds \| 2 baths \| N/A	$475,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $2098 Airbnb ROI: N/A Traditional ROI: 2.85%
10463 Beach Hwy Greenwood , DE 10463 Beach Hwy, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,750 sq.ft.	$840,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $2436 Airbnb ROI: N/A Traditional ROI: 1.43%
240 Vale Blvd Greenwood , DE 240 Vale Blvd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,025 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $2388 Airbnb ROI: N/A Traditional ROI: 4.1%
12532 N Meadow View Ln Greenwood , DE	3 beds \| 2 baths \| 1,801 sq.ft.	$455,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 3.23%
Lot #1 Blanchard Rd Greenwood , DE Lot #1 Blanchard Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 7.34% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 5.68% Traditional ROI: 7.34%
7.95 Acres Sussex Hwy Greenwood , DE 7.95 Acres Sussex Hwy, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$279,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.51% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 1.75% Traditional ROI: 2.51%
Lot 3 Owens Rd Greenwood , DE Lot 3 Owens Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$139,500	Airbnb cash on cash: 4.96% Traditional cash on cash: 6.44% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 4.96% Traditional ROI: 6.44%
0.37 Acres Sussex Hwy Greenwood , DE 0.37 Acres Sussex Hwy, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$99,900	Airbnb cash on cash: 7.42% Traditional cash on cash: 9.47% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 7.42% Traditional ROI: 9.47%
1.591 Acres Owens Rd Greenwood , DE 1.591 Acres Owens Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| 4,240 sq.ft.	$139,500	Airbnb cash on cash: 4.96% Traditional cash on cash: 6.44% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 4.96% Traditional ROI: 6.44%
Lot C Owens Rd Greenwood , DE Lot C Owens Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$179,500	Airbnb cash on cash: 3.54% Traditional cash on cash: 4.71% Airbnb Rental Income: $1386 Traditional Rental Income: $1165 Airbnb ROI: 3.54% Traditional ROI: 4.71%

Real Estate investment in Greenwood-, DE

There are 23 properties for sale in the city of Greenwood . The median list price in Greenwood is $355,497 and the average price per square foot is $135. In January 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $2,134.

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

There are 23 investment properties available for sale in Greenwood-.

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

The ROI for Short-Term is higher than the Long-Term in Greenwood- with average rental income of $1,386.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood , DE

32 Broad St

Greenwood , DE

4 beds | 2 baths | 2,352 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1287

Airbnb ROI: N/A

Traditional ROI: 1.33%

10065 Johnson Hunt Run

Greenwood , DE

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

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.64%

Airbnb Rental Income: $null

Traditional Rental Income: $3050

Airbnb ROI: N/A

Traditional ROI: 3.64%

200 Vale Blvd #OCV

Greenwood , DE

3 beds | 2 baths | 2,378 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2161

Airbnb ROI: N/A

Traditional ROI: 2.78%

200 Vale Blvd #MAG

Greenwood , DE

4 beds | 2 baths | 2,515 sq.ft.

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2568

Airbnb ROI: N/A

Traditional ROI: 4.29%

305 Vale Blvd #HAMP

Greenwood , DE

4 beds | 2 baths | 2,255 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2431

Airbnb ROI: N/A

Traditional ROI: 4.21%

304 Vale Blvd #BUR

Greenwood , DE

3 beds | 2 baths | 1,955 sq.ft.

$420,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2221

Airbnb ROI: N/A

Traditional ROI: 3.75%

201 Vale Blvd #GEO

Greenwood , DE

4 beds | 2 baths | 2,513 sq.ft.

$480,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2554

Airbnb ROI: N/A

Traditional ROI: 3.83%

310 Vale Blvd #LEW

Greenwood , DE

3 beds | 2 baths | 2,021 sq.ft.

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.79%

Airbnb Rental Income: $null

Traditional Rental Income: $1904

Airbnb ROI: N/A