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
20 Amanda Ave #OCV Greenwood , DE *PROPOSED CONSTRUCTION* Looking for first floor living that provides a little more spa...	3 beds \| 2 baths \| 2,378 sq.ft.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $2161 Airbnb ROI: N/A Traditional ROI: 2.69%
20 Amanda Ave #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.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $2221 Airbnb ROI: N/A Traditional ROI: 3.63%
20 Amanda Ave #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.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 3.67%
20 Amanda Ave #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.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $1904 Airbnb ROI: N/A Traditional ROI: 2.69%
303 W Market St Greenwood , DE Home with lots of potential in the heart of Greenwood. Nice location. Nice size yard. Home...	4 beds \| 2 baths \| 1,369 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.55% Airbnb Rental Income: $null Traditional Rental Income: $2629 Airbnb ROI: N/A Traditional ROI: 6.55%
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.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $2227 Airbnb ROI: N/A Traditional ROI: 8.15%
74 Julianna Dr Greenwood , DE 74 Julianna Dr, Greenwood , DE 19950 \| Single Family Residential	4 beds \| 2 baths \| 2,415 sq.ft.	$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%
4 Gardenia Blvd Greenwood , DE 4 Gardenia Blvd, Greenwood , DE 19950 \| Single Family Residential	7 beds \| 6 baths \| 4,284 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.43% Airbnb Rental Income: $null Traditional Rental Income: $6425 Airbnb ROI: N/A Traditional ROI: 6.43%
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%
12532 N Meadow View Ln Greenwood , DE 12532 N Meadow View Ln, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,801 sq.ft.	$455,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $2314 Airbnb ROI: N/A Traditional ROI: 3.65%
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: 0.9% Airbnb Rental Income: $1386 Traditional Rental Income: $743 Airbnb ROI: 1.75% Traditional ROI: 0.9%
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: 3.29% Airbnb Rental Income: $1386 Traditional Rental Income: $743 Airbnb ROI: 4.96% Traditional ROI: 3.29%
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: 5.11% Airbnb Rental Income: $1386 Traditional Rental Income: $742 Airbnb ROI: 7.42% Traditional ROI: 5.11%
1.591 Acres Tuckers 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: 4.59% Airbnb Rental Income: $1386 Traditional Rental Income: $917 Airbnb ROI: 4.96% Traditional ROI: 4.59%
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: 2.24% Airbnb Rental Income: $1386 Traditional Rental Income: $743 Airbnb ROI: 3.54% Traditional ROI: 2.24%
14488 Alpha St Greenwood , DE 14488 Alpha St, Greenwood , DE 19950 \| Single Family Residential	2 beds \| 2 baths \| 1,120 sq.ft.	$300,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 5.09% Airbnb Rental Income: $1079 Traditional Rental Income: $1974 Airbnb ROI: 0.62% Traditional ROI: 5.09%
590 Acess Eas Residual Lands Greenwood , DE 590 Acess Eas Residual Lands, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$225,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 1.48% Airbnb Rental Income: $1386 Traditional Rental Income: $743 Airbnb ROI: 2.53% Traditional ROI: 1.48%
Lot 3 Dutchers Way Greenwood , DE Lot 3 Dutchers Way, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: 5.05% Traditional cash on cash: 3.59% Airbnb Rental Income: $1386 Traditional Rental Income: $776 Airbnb ROI: 5.05% Traditional ROI: 3.59%
200 S Dixie St Greenwood , DE This charming bungalow, offers a delightful blend of character and modern convenience. Nes...	2 beds \| 1 baths \| 736 sq.ft.	$209,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 6.66% Airbnb Rental Income: $1079 Traditional Rental Income: $1680 Airbnb ROI: 1.78% Traditional ROI: 6.66%
11275 Sussex Hwy Greenwood , DE	3 beds \| 2 baths \| 1,611 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 5.71%
0 Utica Rd Greenwood , DE 0 Utica Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$325,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 0.67% Airbnb Rental Income: $1386 Traditional Rental Income: $776 Airbnb ROI: 1.29% Traditional ROI: 0.67%
2919 Andrewville Rd Greenwood , DE 2919 Andrewville Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 1 baths \| 2,046 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $1475 Airbnb ROI: N/A Traditional ROI: 1.01%
824 Todds Chapel Rd Greenwood , DE Experience peaceful country living with refined comfort in this beautiful 3-bedroom, 2 ful...	3 beds \| 2 baths \| 910 sq.ft.	$238,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.19% Airbnb Rental Income: $null Traditional Rental Income: $1979 Airbnb ROI: N/A Traditional ROI: 7.19%
Lot 3 Saint Johnstown Rd Greenwood , DE Lot 3 Saint Johnstown Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 2.03% Airbnb Rental Income: $1386 Traditional Rental Income: $776 Airbnb ROI: 3.03% Traditional ROI: 2.03%
115 Duck Creek Ln Greenwood , DE Welcome to The Cove! This well-maintained 3BR/2BA home sits on a desirable corner lot and ...	3 beds \| 2 baths \| 1,480 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $2335 Airbnb ROI: N/A Traditional ROI: 6.95%

Real Estate investment in Greenwood, DE

There are 29 properties for sale in the city of Greenwood . The median list price in Greenwood is $349,800 and the average price per square foot is $137. In March 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $2,039.

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

There are 29 investment properties available for sale in Greenwood.

In 2026, 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 $2,039.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, DE

20 Amanda Ave #OCV

Greenwood , DE

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

$510,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2161

Airbnb ROI: N/A

Traditional ROI: 2.69%

20 Amanda Ave #BUR

Greenwood , DE

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

$430,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2221

Airbnb ROI: N/A

Traditional ROI: 3.63%

20 Amanda Ave #GEO

Greenwood , DE

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

$495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2554

Airbnb ROI: N/A

Traditional ROI: 3.67%

20 Amanda Ave #LEW

Greenwood , DE

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

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1904

Airbnb ROI: N/A

Traditional ROI: 2.69%

303 W Market St

Greenwood , DE

4 beds | 2 baths | 1,369 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2629

Airbnb ROI: N/A

Traditional ROI: 6.55%

14475 Alpha St

Greenwood , DE

3 beds | 2 baths | 1,300 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2227

Airbnb ROI: N/A

Traditional ROI: 8.15%

74 Julianna Dr

Greenwood , DE

4 beds | 2 baths | 2,415 sq.ft.

$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%

4 Gardenia Blvd

Greenwood , DE

7 beds | 6 baths | 4,284 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.43%

Airbnb Rental Income: $null

Traditional Rental Income: $6425

Airbnb ROI: N/A