Real Estate Investment Properties for Sale in Greenwood, AR

Looking for investment property in Greenwood, AR with high ROI ?

Explore a variety of short-term homes & houses in Greenwood, AR. Invest wisely with VRBO & Greenwood, AR Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Woodlawn Investment Property for Sale in Greenwood, AR

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

Showing 100 Woodlawn Investment Property 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
1081 Birch ST Greenwood, AR Start your homeownership journey in the Greenwood School District! This well-maintained 3-...	3 beds \| 2 baths \| 1,801 sq.ft.	$227,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 5.12% Airbnb Rental Income: $1175 Traditional Rental Income: $1517 Airbnb ROI: 1.75% Traditional ROI: 5.12%
3311 Ashebury Point Greenwood, AR Perched on a premier .90-acre lot in the prestigious Point at Ashebury Place, 3311 Ashebur...	4 beds \| 4 baths \| 2,723 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $1685 Airbnb ROI: N/A Traditional ROI: 1.46%
3270 Osprey DR Greenwood, AR Gorgeous clean 4 bed 2 bath with 2.5 garages. New roof, new HVAC, and new hot water heater...	4 beds \| 2 baths \| 1,919 sq.ft.	$323,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $1941 Airbnb ROI: N/A Traditional ROI: 4.6%
1011 Fairview LN Greenwood, AR Welcome home to 1011 Fairview Ln, a charming retreat tucked into a quiet Greenwood neighbo...	3 beds \| 2 baths \| 1,667 sq.ft.	$250,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 5.29% Airbnb Rental Income: $1175 Traditional Rental Income: $1706 Airbnb ROI: 1.41% Traditional ROI: 5.29%
1915 Whippoorwill DR Greenwood, AR This 3-bedroom, 2 full bath home features a low-maintenance brick and vinyl exterior and a...	3 beds \| 2 baths \| 1,046 sq.ft.	$107,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 9.59% Airbnb Rental Income: $1175 Traditional Rental Income: $1242 Airbnb ROI: 5.23% Traditional ROI: 9.59%
508 Kimberly DR Greenwood, AR Beautifully Updated 3-Bed, 2-Bath home located in the highly desirable Caperton Loop area ...	3 beds \| 2 baths \| 1,801 sq.ft.	$278,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.32% Airbnb Rental Income: $1175 Traditional Rental Income: $1859 Airbnb ROI: 1.24% Traditional ROI: 5.32%
911 Hillcrest DR Greenwood, AR Check out this beautifully remodeled 3-bedroom, 2-bath home situated on just over an acre ...	3 beds \| 2 baths \| 1,998 sq.ft.	$329,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.83% Airbnb Rental Income: $1175 Traditional Rental Income: $1986 Airbnb ROI: 0.97% Traditional ROI: 4.83%
113 N Aster ST Greenwood, AR Wonderful home tucked away right off the Greenwood square. This all-brick home has 2 large...	3 beds \| 2 baths \| 1,718 sq.ft.	$214,900	Airbnb cash on cash: 2.05% Traditional cash on cash: 6.68% Airbnb Rental Income: $1175 Traditional Rental Income: $1732 Airbnb ROI: 2.05% Traditional ROI: 6.68%
1222 Brookside DR Greenwood, AR Updated Modern home on Greenwoods West Side. This is the Home you have been searching for ...	4 beds \| 4 baths \| 2,644 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.89% Airbnb Rental Income: $null Traditional Rental Income: $3323 Airbnb ROI: N/A Traditional ROI: 7.89%
109 Miami ST Greenwood, AR Located in the award-winning school district of Greenwood, Arkansas, this beautifully upda...	3 beds \| 2 baths \| 1,290 sq.ft.	$185,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 6.48% Airbnb Rental Income: $1175 Traditional Rental Income: $1462 Airbnb ROI: 2.66% Traditional ROI: 6.48%
3718 Brighton PL Greenwood, AR Welcome to 3718 Brighton Place in The Cove! This home makes a splash in every way! From th...	3 beds \| 3 baths \| 2,439 sq.ft.	$430,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.32% Airbnb Rental Income: $1175 Traditional Rental Income: $1242 Airbnb ROI: 0.2% Traditional ROI: 1.32%
330 Duke CIR Greenwood, AR Beautifully situated on the west side of Greenwood, this updated 4 bedroom, 3 bath home wi...	4 beds \| 3 baths \| 2,785 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $2734 Airbnb ROI: N/A Traditional ROI: 5.9%
2904 Mount Zion RD Greenwood, AR Beautifully maintained 4-bedroom, 2.5-bath home offering peaceful country living with stun...	4 beds \| 3 baths \| 2,364 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $1685 Airbnb ROI: N/A Traditional ROI: 2.51%
2422 Gate Nine RD Greenwood, AR Charming and well-maintained, this 2-bedroom, 1-bath home offers comfortable living on a s...	2 beds \| 1 baths \| 1,000 sq.ft.	$112,000	Airbnb cash on cash: 4.79% Traditional cash on cash: 6.22% Airbnb Rental Income: $1123 Traditional Rental Income: $901 Airbnb ROI: 4.79% Traditional ROI: 6.22%
103 Blackfoot CIR Greenwood, AR Priced to sell!! Recently updated and move in ready! This adorable 2 bedroom, 1 bathroom h...	2 beds \| 1 baths \| 936 sq.ft.	$139,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 6.4% Airbnb Rental Income: $1123 Traditional Rental Income: $1101 Airbnb ROI: 3.74% Traditional ROI: 6.4%
1248 Gracie CT Greenwood, AR Welcome to this beautifully maintained home tucked away on a quiet cul-de-sac in desirable...	3 beds \| 2 baths \| 1,288 sq.ft.	$199,900	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.79% Airbnb Rental Income: $1175 Traditional Rental Income: $1460 Airbnb ROI: 2.26% Traditional ROI: 5.79%
4405 Old Chismville RD Greenwood, AR There is something undeniably sweet about a home that feels like it was lifted straight fr...	2 beds \| 2 baths \| 1,239 sq.ft.	$315,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.98% Airbnb Rental Income: $1123 Traditional Rental Income: $1007 Airbnb ROI: 1.11% Traditional ROI: 1.98%
171 Azalea DR Greenwood, AR Rare Owner-Financed Opportunity in the Heart of Greenwood! Don't miss this exceptional cha...	3 beds \| 2 baths \| 1,309 sq.ft.	$199,500	Airbnb cash on cash: 2.08% Traditional cash on cash: 6.16% Airbnb Rental Income: $1175 Traditional Rental Income: $1562 Airbnb ROI: 2.08% Traditional ROI: 6.16%
850 Country Club DR Greenwood, AR This 2,112 sq ft and 3 bed/2 bath family-friendly home is move-in ready! And best of all, ...	3 beds \| 2 baths \| 2,112 sq.ft.	$255,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 7.21% Airbnb Rental Income: $1175 Traditional Rental Income: $2176 Airbnb ROI: 1.45% Traditional ROI: 7.21%
1021 Hamilton CIR Greenwood, AR Get ready to fall in love with this beautiful 4 bedroom, 2 bath home, perfectly situated i...	4 beds \| 2 baths \| 2,005 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.26% Airbnb Rental Income: $null Traditional Rental Income: $2075 Airbnb ROI: N/A Traditional ROI: 5.26%
313 Cherrybark PL Greenwood, AR Charming 3 bedroom, 1.5 bath home located in Greenwood's award-winning school district, al...	3 beds \| 2 baths \| 1,344 sq.ft.	$189,900	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.07% Airbnb Rental Income: $1175 Traditional Rental Income: $1242 Airbnb ROI: 2.57% Traditional ROI: 5.07%
309 W Fresno CIR Greenwood, AR Completely remodeled in 2025, this beautiful home is move-in ready and full of modern upda...	3 beds \| 2 baths \| 2,082 sq.ft.	$314,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 5.36% Airbnb Rental Income: $1175 Traditional Rental Income: $2034 Airbnb ROI: 1.15% Traditional ROI: 5.36%
1245 Madeleine CT Greenwood, AR This 3 bedroom, 2 bath home features beautiful upgrades throughout and is situated on just...	3 beds \| 2 baths \| 1,879 sq.ft.	$339,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 3.4% Airbnb Rental Income: $1175 Traditional Rental Income: $1642 Airbnb ROI: 0.73% Traditional ROI: 3.4%
4051 Antler DR Greenwood, AR Gorgeous dream home in highly desirable Deer Wood Estates Subdivision. Sitting on 3 peacef...	4 beds \| 4 baths \| 2,497 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.35% Airbnb Rental Income: $null Traditional Rental Income: $3241 Airbnb ROI: N/A Traditional ROI: 6.35%
3606 Brighton PL Greenwood, AR Beautiful home located in The Cove of Ashebury.	3 beds \| 3 baths \| 2,280 sq.ft.	$385,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 5.02% Airbnb Rental Income: $1175 Traditional Rental Income: $2290 Airbnb ROI: 0.87% Traditional ROI: 5.02%
67 Easley LOOP Greenwood, AR Great starter home with three bedrooms and two full bathrooms in Greenwood. Open concept w...	3 beds \| 2 baths \| 1,148 sq.ft.	$167,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 6.73% Airbnb Rental Income: $1175 Traditional Rental Income: $1366 Airbnb ROI: 3.11% Traditional ROI: 6.73%
4305 W Highway 10 Greenwood, AR Beautiful 4 bedroom, 2 bath brick home situated on approximately 1.98+/- wooded acres in t...	4 beds \| 2 baths \| 2,000 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.56% Airbnb Rental Income: $null Traditional Rental Income: $1685 Airbnb ROI: N/A Traditional ROI: 3.56%
109 E Nashville ST Greenwood, AR Ready for new owners! Featuring 3 BRs, 1 huge walk-in shower, nice large eat-in kitchen wi...	3 beds \| 1 baths \| 1,554 sq.ft.	$180,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 6.33% Airbnb Rental Income: $1175 Traditional Rental Income: $1408 Airbnb ROI: 2.72% Traditional ROI: 6.33%
590 S Oak ST Greenwood, AR Welcome to this recently renovated home featurning a bright and modern interior with vault...	4 beds \| 2 baths \| 1,634 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1462 Airbnb ROI: N/A Traditional ROI: 3.67%
4615 W Highway 10 Greenwood, AR Farmette near Greenwood on a paved road! Ranch style Brick home with 3 bedrooms and 1 bath...	3 beds \| 1 baths \| 1,232 sq.ft.	$199,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 4.54% Airbnb Rental Income: $1175 Traditional Rental Income: $1225 Airbnb ROI: 2.24% Traditional ROI: 4.54%
3600 Brighton PL Greenwood, AR Beautiful, newly constructed ranch style home with lots of natural light throughout! Home ...	4 beds \| 2 baths \| 2,200 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.08% Airbnb Rental Income: $null Traditional Rental Income: $2143 Airbnb ROI: N/A Traditional ROI: 4.08%
305 Twisted Oak WY Greenwood, AR Welcome to East Village! This home looks like it came straight out of Southern Living! Thi...	3 beds \| 2 baths \| 1,653 sq.ft.	$349,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.7% Airbnb Rental Income: $1175 Traditional Rental Income: $1975 Airbnb ROI: 1.08% Traditional ROI: 4.7%
1153 Madeleine CT Greenwood, AR Fall in love with this 4-bed, 2-bath home offering a smart split floor plan, soaring ceili...	4 beds \| 2 baths \| 1,560 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $1728 Airbnb ROI: N/A Traditional ROI: 5.18%
211 W Houston ST Greenwood, AR Welcome to 211 W Houston Street in Greenwood! This 3-bedroom, 2-bath home offers 1,471 squ...	3 beds \| 2 baths \| 1,471 sq.ft.	$173,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 6.61% Airbnb Rental Income: $1175 Traditional Rental Income: $1415 Airbnb ROI: 2.82% Traditional ROI: 6.61%
48 W Gary ST Greenwood, AR Completely remodeled 3-bedroom, 2-bath home conveniently located near the town square and ...	3 beds \| 2 baths \| 1,541 sq.ft.	$224,900	Airbnb cash on cash: 1.66% Traditional cash on cash: 4.96% Airbnb Rental Income: $1175 Traditional Rental Income: $1494 Airbnb ROI: 1.66% Traditional ROI: 4.96%
3604 Iris WY Greenwood, AR Welcome to your dream home nestled in privacy on 1.68 acres. This beautiful five-bedroom, ...	5 beds \| 4 baths \| 2,889 sq.ft.	$399,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.82% Airbnb Rental Income: $null Traditional Rental Income: $3422 Airbnb ROI: N/A Traditional ROI: 7.82%
1105 Brentwood DR Greenwood, AR Welcome home to this beautifully updated property in Greenwood, offering space, style, and...	4 beds \| 2 baths \| 1,488 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.97% Airbnb Rental Income: $null Traditional Rental Income: $1685 Airbnb ROI: N/A Traditional ROI: 6.97%
91 Grand Magnolia DR Greenwood, AR This beautifully remodeled 3 bed, 2 bath home is just 10 minutes from Fort Smith! Featurin...	3 beds \| 2 baths \| 1,044 sq.ft.	$159,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 6.34% Airbnb Rental Income: $1175 Traditional Rental Income: $1245 Airbnb ROI: 3.36% Traditional ROI: 6.34%
516 Bell RD Greenwood, AR You won't find a better-built home! This custom-built property sits on nearly an acre (.92...	2 beds \| 1 baths \| 1,616 sq.ft.	$284,600	Airbnb cash on cash: 1.13% Traditional cash on cash: 3.87% Airbnb Rental Income: $1123 Traditional Rental Income: $1480 Airbnb ROI: 1.13% Traditional ROI: 3.87%
136 N Indian Hills BLVD Greenwood, AR Cute updated home on corner lot with fenced yard, newer flooring, gas fireplace and 2 car ...	3 beds \| 1 baths \| 1,026 sq.ft.	$162,400	Airbnb cash on cash: 3.3% Traditional cash on cash: 6.58% Airbnb Rental Income: $1175 Traditional Rental Income: $1298 Airbnb ROI: 3.3% Traditional ROI: 6.58%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Greenwood, AR

1081 Birch ST

Greenwood, AR

3 beds | 2 baths | 1,801 sq.ft.

$227,900

Airbnb cash on cash: 1.75%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $1175

Traditional Rental Income: $1517

Airbnb ROI: 1.75%

Traditional ROI: 5.12%

3311 Ashebury Point

Greenwood, AR

4 beds | 4 baths | 2,723 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1685

Airbnb ROI: N/A

Traditional ROI: 1.46%

3270 Osprey DR

Greenwood, AR

4 beds | 2 baths | 1,919 sq.ft.

$323,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.6%

Airbnb Rental Income: $null

Traditional Rental Income: $1941

Airbnb ROI: N/A

Traditional ROI: 4.6%

1011 Fairview LN

Greenwood, AR

3 beds | 2 baths | 1,667 sq.ft.

$250,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 5.29%

Airbnb Rental Income: $1175

Traditional Rental Income: $1706

Airbnb ROI: 1.41%

Traditional ROI: 5.29%

1915 Whippoorwill DR

Greenwood, AR

3 beds | 2 baths | 1,046 sq.ft.

$107,000

Airbnb cash on cash: 5.23%

Traditional cash on cash: 9.59%

Airbnb Rental Income: $1175

Traditional Rental Income: $1242

Airbnb ROI: 5.23%

Traditional ROI: 9.59%

508 Kimberly DR

Greenwood, AR

3 beds | 2 baths | 1,801 sq.ft.

$278,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $1175

Traditional Rental Income: $1859

Airbnb ROI: 1.24%

Traditional ROI: 5.32%

911 Hillcrest DR

Greenwood, AR

3 beds | 2 baths | 1,998 sq.ft.

$329,000

Airbnb cash on cash: 0.97%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $1175

Traditional Rental Income: $1986

Airbnb ROI: 0.97%

Traditional ROI: 4.83%

113 N Aster ST

Greenwood, AR

3 beds | 2 baths | 1,718 sq.ft.

$214,900

Airbnb cash on cash: 2.05%

Traditional cash on cash: 6.68%

Airbnb Rental Income: $1175

Traditional Rental Income: $1732

Airbnb ROI: 2.05%