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.

Single Family Homes for Sale in Greenwood , DE

Search for Single Family Residential for Sale in Greenwood , Delaware. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 41 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
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%
6375 Nine Foot Rd Greenwood , DE 6375 Nine Foot Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,200 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.12% Airbnb Rental Income: $null Traditional Rental Income: $2294 Airbnb ROI: N/A Traditional ROI: 2.12%
1655 Hickman Rd Greenwood , DE 1655 Hickman Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,053 sq.ft.	$324,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2018 Airbnb ROI: N/A Traditional ROI: 4.73%
6556 Hickman Rd Greenwood , DE 6556 Hickman Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 1 baths \| 1,056 sq.ft.	$309,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $1600 Airbnb ROI: N/A Traditional ROI: 3.61%
14468 Broad Ave Greenwood , DE 14468 Broad Ave, Greenwood , DE 19950 \| Single Family Residential	4 beds \| 1 baths \| 1,152 sq.ft.	$144,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.14% Airbnb Rental Income: $null Traditional Rental Income: $1708 Airbnb ROI: N/A Traditional ROI: 10.14%
14633 Black Swan Greenwood , DE 14633 Black Swan, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,424 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.18% Airbnb Rental Income: $null Traditional Rental Income: $2124 Airbnb ROI: N/A Traditional ROI: 8.18%
44 Nicholas Mill St Greenwood , DE 44 Nicholas Mill St, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 1,265 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $2130 Airbnb ROI: N/A Traditional ROI: 3.86%
14770 Owens Rd Greenwood , DE 14770 Owens Rd, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,100 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $2415 Airbnb ROI: N/A Traditional ROI: 3.04%
8147 Champion Ln Greenwood , DE 8147 Champion Ln, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,000 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $2385 Airbnb ROI: N/A Traditional ROI: 3.34%
14475 Broad Ave Greenwood , DE 14475 Broad Ave, Greenwood , DE 19950 \| Single Family Residential	2 beds \| 1 baths \| 780 sq.ft.	$219,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 5.9% Airbnb Rental Income: $588 Traditional Rental Income: $1647 Airbnb ROI: -0.57% Traditional ROI: 5.9%
12266 Sussex Hwy Greenwood , DE 12266 Sussex Hwy, Greenwood , DE 19950 \| Single Family Residential	3 beds \| 2 baths \| 2,000 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.68% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 7.68%

Your search for investment property begins and ends here

Single Family Homes 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