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.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.92% Airbnb Rental Income: $null Traditional Rental Income: $1287 Airbnb ROI: N/A Traditional ROI: 1.92%
20 Amanda Ave #OCV Greenwood , DE *PROPOSED CONSTRUCTION* Looking for first floor living that provides a little more spa...	3 beds \| 2 baths \| 2,906 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 \| 2,249 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $2221 Airbnb ROI: N/A Traditional ROI: 3.4%
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 \| 3,033 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 3.47%
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 \| 2,549 sq.ft.	$467,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $1904 Airbnb ROI: N/A Traditional ROI: 2.49%
54 S Railroad Ave Greenwood , DE Very large Victorian home on a corner .37 of an acre lot in Farmington. The seller has do...	3 beds \| 2 baths \| 2,916 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $1994 Airbnb ROI: N/A Traditional ROI: 5.92%
296 Vale Blvd Greenwood , DE *QUICK DELIVERY* Welcome to the Abbotts Pond community in Greenwood, Delaware, where y...	4 beds \| 2 baths \| 2,255 sq.ft.	$505,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 3.49%
395 Keggin Dr Greenwood , DE *QUICK DELIVERY* Welcome to the Abbotts Pond community in Greenwood, Delaware, where y...	4 beds \| 2 baths \| 2,739 sq.ft.	$514,950	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2439 Airbnb ROI: N/A Traditional ROI: 3.23%
4 S First St Greenwood , DE This well cared for home is ready for a new owner. This gem boast 3 nice size bedrooms an...	3 beds \| 2 baths \| 1,768 sq.ft.	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $2206 Airbnb ROI: N/A Traditional ROI: 5.59%
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%
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.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.16% Airbnb Rental Income: $null Traditional Rental Income: $2275 Airbnb ROI: N/A Traditional ROI: 5.16%
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: 3.11% Traditional cash on cash: 3.29% Airbnb Rental Income: $1090 Traditional Rental Income: $743 Airbnb ROI: 3.11% 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: 2.1% Traditional cash on cash: 2.24% Airbnb Rental Income: $1090 Traditional Rental Income: $743 Airbnb ROI: 2.1% 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: 3.15% Traditional cash on cash: 3.59% Airbnb Rental Income: $1090 Traditional Rental Income: $776 Airbnb ROI: 3.15% 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	$275,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 1.06% Airbnb Rental Income: $1090 Traditional Rental Income: $776 Airbnb ROI: 0.85% Traditional ROI: 1.06%
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: 2.65% Traditional cash on cash: 3.04% Airbnb Rental Income: $1090 Traditional Rental Income: $776 Airbnb ROI: 2.65% 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	$365,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 0.51% Airbnb Rental Income: $1090 Traditional Rental Income: $806 Airbnb ROI: 0.26% Traditional ROI: 0.51%
14165 Woodbridge Rd Greenwood , DE 14165 Woodbridge Rd, Greenwood , DE 19950 \| Single Family Residential	2 beds \| 2 baths \| 1,680 sq.ft.	$449,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 3.77% Airbnb Rental Income: $588 Traditional Rental Income: $2336 Airbnb ROI: -1.07% Traditional ROI: 3.77%
14599 Sand Hill Rd Greenwood , DE Like-new, beautifully designed contemporary home with all the bells and whistles, set in a...	4 beds \| 2 baths \| 3,100 sq.ft.	$639,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $3300 Airbnb ROI: N/A Traditional ROI: 4.12%
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%
750 Abbotts Pond Rd Greenwood , DE 750 Abbotts Pond Rd, Greenwood , DE 19950 \| Single Family Residential	4 beds \| 2 baths \| 2,884 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2602 Airbnb ROI: N/A Traditional ROI: 5.14%
12 Petunia Rd Greenwood , DE 12 Petunia Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,079 sq.ft.	$482,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $2261 Airbnb ROI: N/A Traditional ROI: 3.24%
51 Vale Blvd Greenwood , DE 51 Vale Blvd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,400 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $2487 Airbnb ROI: N/A Traditional ROI: 3.6%
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.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $2086 Airbnb ROI: N/A Traditional ROI: 4.42%
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.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $3195 Airbnb ROI: N/A Traditional ROI: 7.16%
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: -0.81% Traditional cash on cash: 6.08% Airbnb Rental Income: $588 Traditional Rental Income: $2182 Airbnb ROI: -0.81% 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: -1.51% Traditional cash on cash: -1.17% Airbnb Rental Income: $588 Traditional Rental Income: $1699 Airbnb ROI: -1.51% 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: -0.3% Traditional cash on cash: -0.1% Airbnb Rental Income: $1090 Traditional Rental Income: $822 Airbnb ROI: -0.3% Traditional ROI: -0.1%
12284 Sussex Hwy Greenwood , DE 12284 Sussex Hwy, Greenwood , DE 19950 \| Other	N/A beds \| N/A baths \| N/A	$589,900	Airbnb cash on cash: -0.43% Traditional cash on cash: -0.24% Airbnb Rental Income: $1090 Traditional Rental Income: $822 Airbnb ROI: -0.43% Traditional ROI: -0.24%

Real Estate investment in Greenwood-, DE

There are 55 properties for sale in the city of Greenwood . The median list price in Greenwood is $291,057 and the average price per square foot is $116. In October 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $2,161.

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

There are 55 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 $2,161.

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.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.92%

Airbnb Rental Income: $null

Traditional Rental Income: $1287

Airbnb ROI: N/A

Traditional ROI: 1.92%

20 Amanda Ave #OCV

Greenwood , DE

3 beds | 2 baths | 2,906 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 | 2,249 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2221

Airbnb ROI: N/A

Traditional ROI: 3.4%

20 Amanda Ave #GEO

Greenwood , DE

4 beds | 2 baths | 3,033 sq.ft.

$515,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2554

Airbnb ROI: N/A

Traditional ROI: 3.47%

20 Amanda Ave #LEW

Greenwood , DE

3 beds | 2 baths | 2,549 sq.ft.

$467,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1904

Airbnb ROI: N/A

Traditional ROI: 2.49%

54 S Railroad Ave

Greenwood , DE

3 beds | 2 baths | 2,916 sq.ft.

$280,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.92%

Airbnb Rental Income: $null

Traditional Rental Income: $1994

Airbnb ROI: N/A

Traditional ROI: 5.92%

296 Vale Blvd

Greenwood , DE

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

$505,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.49%

Airbnb Rental Income: $null

Traditional Rental Income: $2517

Airbnb ROI: N/A

Traditional ROI: 3.49%

395 Keggin Dr

Greenwood , DE

4 beds | 2 baths | 2,739 sq.ft.

$514,950

Airbnb cash on cash: N/A

Traditional cash on cash: 3.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2439

Airbnb ROI: N/A