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 Completely renovated from top to bottom, this stunning home offers the perfect blend of ti...	4 beds \| 2 baths \| 2,352 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.88% Airbnb Rental Income: $null Traditional Rental Income: $1287 Airbnb ROI: N/A Traditional ROI: 1.88%
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.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $2161 Airbnb ROI: N/A Traditional ROI: 2.65%
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.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $2221 Airbnb ROI: N/A Traditional ROI: 3.51%
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.	$505,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 3.57%
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.	$457,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $1904 Airbnb ROI: N/A Traditional ROI: 2.58%
69 Amanda Ave Greenwood , DE Welcome to Abbotts Pond Acres in Greenwood-where peaceful country living meets modern comf...	3 beds \| 2 baths \| 2,052 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $2773 Airbnb ROI: N/A Traditional ROI: 5.45%
11326 Shawnee Rd Greenwood , DE Experience modern farmhouse living at 11326 Shawnee Road, a 2,626-square-foot Greenwood es...	4 beds \| 3 baths \| 2,626 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $3379 Airbnb ROI: N/A Traditional ROI: 5%
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.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $2629 Airbnb ROI: N/A Traditional ROI: 7.37%
46 Broad St Greenwood , DE Experience the peace of mind that comes with brand-new construction, where every detail ha...	3 beds \| 2 baths \| 1,800 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.07% Airbnb Rental Income: $null Traditional Rental Income: $2275 Airbnb ROI: N/A Traditional ROI: 5.07%
74 Julianna Dr Greenwood , DE 74 Julianna Dr, Greenwood , DE 19950 \| Single Family Residential	4 beds \| 2 baths \| 2,415 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $2098 Airbnb ROI: N/A Traditional ROI: 2.82%
10463 Beach Hwy Greenwood , DE 10463 Beach Hwy, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,750 sq.ft.	$789,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.62% Airbnb Rental Income: $null Traditional Rental Income: $2436 Airbnb ROI: N/A Traditional ROI: 1.62%
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: 8.25% Traditional cash on cash: 3.29% Airbnb Rental Income: $1914 Traditional Rental Income: $743 Airbnb ROI: 8.25% Traditional ROI: 3.29%
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: 6.12% Traditional cash on cash: 2.24% Airbnb Rental Income: $1914 Traditional Rental Income: $743 Airbnb ROI: 6.12% Traditional ROI: 2.24%
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: 8.45% Traditional cash on cash: 3.59% Airbnb Rental Income: $1914 Traditional Rental Income: $776 Airbnb ROI: 8.45% Traditional ROI: 3.59%
0 Utica Rd #PARCEL 3 Greenwood , DE 0 Utica Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$300,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 0.85% Airbnb Rental Income: $1914 Traditional Rental Income: $776 Airbnb ROI: 3.08% Traditional ROI: 0.85%
Lot 3 Saint Johnstown Rd Greenwood , DE Lot 3 Saint Johnstown Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$155,000	Airbnb cash on cash: 7.29% Traditional cash on cash: 3.04% Airbnb Rental Income: $1914 Traditional Rental Income: $776 Airbnb ROI: 7.29% Traditional ROI: 3.04%
0 Utica Rd #PARCEL 4 Greenwood , DE 0 Utica Rd #PARCEL 4, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 0.33% Airbnb Rental Income: $1914 Traditional Rental Income: $806 Airbnb ROI: 1.93% Traditional ROI: 0.33%
14165 Woodbridge Rd Greenwood , DE 14165 Woodbridge Rd, Greenwood , DE 19950 \| Single Family Residential	2 beds \| 2 baths \| 1,680 sq.ft.	$482,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $2336 Airbnb ROI: N/A Traditional ROI: 3.41%
14599 SAND HILL Road Greenwood , DE Like-new, beautifully designed contemporary home with all the bells and whistles, set in a...	4 beds \| 3 baths \| 3,100 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $3300 Airbnb ROI: N/A Traditional ROI: 4.04%
64 Carmean Dr Greenwood , DE Welcome to this unique, custom four-bedroom home in the highly sought after Abbotts Pond A...	4 beds \| 3 baths \| 2,986 sq.ft.	$619,995	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $4067 Airbnb ROI: N/A Traditional ROI: 5.52%
12 Petunia Rd Greenwood , DE 12 Petunia Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,079 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $2261 Airbnb ROI: N/A Traditional ROI: 3.12%
51 Vale Blvd Greenwood , DE 51 Vale Blvd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,400 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $2487 Airbnb ROI: N/A Traditional ROI: 3.49%
12625 Beach Hwy Greenwood , DE Freshly painted ranch home is move-in ready. This inviting 3-bedroom, 2-bath home offers t...	3 beds \| 2 baths \| 1,300 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.63% Airbnb Rental Income: $null Traditional Rental Income: $2431 Airbnb ROI: N/A Traditional ROI: 6.63%
10529 Beach Hwy Greenwood , DE Discover the perfect blend of comfort and country living at 10529 Beach Highway in Greenwo...	3 beds \| 2 baths \| 1,344 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2086 Airbnb ROI: N/A Traditional ROI: 4.01%
79 Main St Greenwood , DE 79 Main St, Greenwood , DE 19950 \| Single Family Residential	5 beds \| 2 baths \| 2,081 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.15% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 7.15%
14013 Mile Stretch Rd Greenwood , DE Welcome to your countryside oasis, a picturesque, 2,150 sq ft home that combines comfort w...	4 beds \| 3 baths \| 2,150 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.5% Airbnb Rental Income: $null Traditional Rental Income: $3195 Airbnb ROI: N/A Traditional ROI: 6.5%
16 S Railroad Ave Greenwood , DE Brand new and ready to go in Farmington. This one was just finished in 2026. You walk into...	2 beds \| 2 baths \| 1,009 sq.ft.	$289,990	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $2182 Airbnb ROI: N/A Traditional ROI: 6.08%
8524 Hickman Rd Greenwood , DE What a location-- over an acre just outside the town limits of Greenwood! Seller is lookin...	4 beds \| 2 baths \| 1,320 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.59% Airbnb Rental Income: $null Traditional Rental Income: $2815 Airbnb ROI: N/A Traditional ROI: 11.59%
13543 Woodbridge Rd Greenwood , DE 13543 Woodbridge Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,872 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2142 Airbnb ROI: N/A Traditional ROI: 4.33%
89 Hunting Quarter Rd Greenwood , DE 89 Hunting Quarter Rd, Greenwood , DE 19950 \| Single Family Residential	2 beds \| 1 baths \| 1,100 sq.ft.	$4,389,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.17% Airbnb Rental Income: $null Traditional Rental Income: $1699 Airbnb ROI: N/A Traditional ROI: -1.17%
0 Greenwood Rd Greenwood , DE 0 Greenwood Rd, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$529,900	Airbnb cash on cash: 1.08% Traditional cash on cash: -0.1% Airbnb Rental Income: $1914 Traditional Rental Income: $822 Airbnb ROI: 1.08% Traditional ROI: -0.1%

Real Estate investment in Greenwood-, DE

There are 34 properties for sale in the city of Greenwood . The median list price in Greenwood is $304,818 and the average price per square foot is $120. In July 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $2,261.

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

There are 34 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 $1,914.

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.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1287

Airbnb ROI: N/A

Traditional ROI: 1.88%

20 Amanda Ave #OCV

Greenwood , DE

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

$515,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2161

Airbnb ROI: N/A

Traditional ROI: 2.65%

20 Amanda Ave #BUR

Greenwood , DE

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

$440,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2221

Airbnb ROI: N/A

Traditional ROI: 3.51%

20 Amanda Ave #GEO

Greenwood , DE

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

$505,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.57%

Airbnb Rental Income: $null

Traditional Rental Income: $2554

Airbnb ROI: N/A

Traditional ROI: 3.57%

20 Amanda Ave #LEW

Greenwood , DE

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

$457,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.58%

Airbnb Rental Income: $null

Traditional Rental Income: $1904

Airbnb ROI: N/A

Traditional ROI: 2.58%

69 Amanda Ave

Greenwood , DE

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

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.45%

Airbnb Rental Income: $null

Traditional Rental Income: $2773

Airbnb ROI: N/A

Traditional ROI: 5.45%

11326 Shawnee Rd

Greenwood , DE

4 beds | 3 baths | 2,626 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5%

Airbnb Rental Income: $null

Traditional Rental Income: $3379

Airbnb ROI: N/A

Traditional ROI: 5%

303 W Market St

Greenwood , DE

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

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2629

Airbnb ROI: N/A