Real Estate Investment Properties for Sale in Greenwood, MO

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

Explore a variety of short-term homes & houses in Greenwood, MO. Invest wisely with VRBO & Greenwood, MO 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, MO

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
16703 S Groll Road Greenwood, MO RARE OPPORTUNITY for Semi-Private Land!! Discover 24 +/- acres of peaceful seclusion in a...	3 beds \| 2 baths \| 1,056 sq.ft.	$650,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.35% Airbnb Rental Income: $2167 Traditional Rental Income: $2100 Airbnb ROI: 0.55% Traditional ROI: 1.35%
1011 Wilds Parkway Greenwood, MO Stunning and spacious Lyle Reverse plan by Bryant Ratliff with 4 Bedroom and 4 Full Baths....	4 beds \| 4 baths \| 3,073 sq.ft.	$810,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.35% Airbnb Rental Income: $2368 Traditional Rental Income: $3427 Airbnb ROI: 0.18% Traditional ROI: 2.35%
802 Savannah Court Greenwood, MO STUNNING views of the community greenspace and pond in this Whitney Reverse plan by L & G ...	4 beds \| 3 baths \| 2,800 sq.ft.	$674,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.52% Airbnb Rental Income: $2368 Traditional Rental Income: $3269 Airbnb ROI: 1.16% Traditional ROI: 3.52%
1013 Old Hickory Road Greenwood, MO Welcome to 1013 Old Hickory Road, a truly custom-built 4-bedroom, 4-bathroom home located ...	4 beds \| 4 baths \| 3,214 sq.ft.	$744,900	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.99% Airbnb Rental Income: $2368 Traditional Rental Income: $3629 Airbnb ROI: 1.34% Traditional ROI: 3.99%
2225 Austin Lane Greenwood, MO Spacious Corner Lot Beauty is back on the market no fault of Sellers! Now with New Roof, G...	5 beds \| 3 baths \| 3,640 sq.ft.	$437,500	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.9% Airbnb Rental Income: $2700 Traditional Rental Income: $3425 Airbnb ROI: 2.57% Traditional ROI: 5.9%
496 Wilds Parkway Greenwood, MO This JFE Construction Gunnison IV reverse plan is absolute perfection! Why buy new when yo...	4 beds \| 4 baths \| 3,311 sq.ft.	$748,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.97% Airbnb Rental Income: $2368 Traditional Rental Income: $3613 Airbnb ROI: 0.35% Traditional ROI: 2.97%
215 Pinetree Drive Greenwood, MO Discover your dream home nestled in a quiet, picturesque neighborhood! This beautifully up...	3 beds \| 3 baths \| 1,750 sq.ft.	$317,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 5.05% Airbnb Rental Income: $2167 Traditional Rental Income: $2184 Airbnb ROI: 3.15% Traditional ROI: 5.05%
14305 S Gammon Road Greenwood, MO Seller is ready to sell! Beautiful private estate nestled on 5 acres in the award-winning ...	4 beds \| 4 baths \| 4,010 sq.ft.	$735,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.73% Airbnb Rental Income: $2368 Traditional Rental Income: $3816 Airbnb ROI: 0.76% Traditional ROI: 3.73%
701 16th Avenue S Greenwood, MO METICULOUS HOME! This well cared for home is a one owner home that was custom built on a ...	3 beds \| 3 baths \| 2,129 sq.ft.	$360,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 6.48% Airbnb Rental Income: $2167 Traditional Rental Income: $2913 Airbnb ROI: 2.65% Traditional ROI: 6.48%
704 16th Avenue S Greenwood, MO Step into this beautifully renovated 3-bedroom, 3-bathroom home where modern updates meet ...	3 beds \| 3 baths \| 1,682 sq.ft.	$350,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 5.84% Airbnb Rental Income: $2167 Traditional Rental Income: $2620 Airbnb ROI: 2.79% Traditional ROI: 5.84%
13912 7 Highway N/A Greenwood, MO Welcome to your dream retreat! This stunning, fully remodeled 4-bedroom home is nestled on...	4 beds \| 4 baths \| 3,031 sq.ft.	$985,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 1.95% Airbnb Rental Income: $2368 Traditional Rental Income: $3637 Airbnb ROI: -0.07% Traditional ROI: 1.95%
25207 Timberlake Trail Greenwood, MO Charming Log Cabin in beautiful Timberlake Estates Discover the rustic beauty of this log...	3 beds \| 2 baths \| 1,860 sq.ft.	$450,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.04% Airbnb Rental Income: $2167 Traditional Rental Income: $2677 Airbnb ROI: 1.52% Traditional ROI: 4.04%
1472 Woodland N/A Greenwood, MO Incredible Ranch in Woodland Trails!! You will not find a better heavily treed lot with br...	5 beds \| 4 baths \| 3,587 sq.ft.	$775,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 2.97% Airbnb Rental Income: $2700 Traditional Rental Income: $3732 Airbnb ROI: 0.66% Traditional ROI: 2.97%
911 Savannah Lane Greenwood, MO New Truman reverse plan by Bryant Ratliff Building! Don't miss the chance to make your sel...	4 beds \| 3 baths \| 3,002 sq.ft.	$742,500	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.54% Airbnb Rental Income: $2368 Traditional Rental Income: $3287 Airbnb ROI: 0.37% Traditional ROI: 2.54%
3215 SW Enoch Street Greenwood, MO Home is nearing completion. The "Willow" built by Wood Brothers Construction, Inc is a stu...	4 beds \| 3 baths \| 3,123 sq.ft.	$692,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.85% Airbnb Rental Income: $2368 Traditional Rental Income: $2607 Airbnb ROI: 0.57% Traditional ROI: 1.85%
24704 Woodland Circle Greenwood, MO Welcome to a home where luxury meets thoughtful design in this meticulously reimagined res...	5 beds \| 5 baths \| 4,356 sq.ft.	$1,150,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.1% Airbnb Rental Income: $2700 Traditional Rental Income: $5136 Airbnb ROI: 0.22% Traditional ROI: 3.1%
2501 M 291 Highway Greenwood, MO Discover a one of a kind estate where timeless history meets modern elegance. Originally b...	4 beds \| 4 baths \| 4,707 sq.ft.	$1,350,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 1.29% Airbnb Rental Income: $2368 Traditional Rental Income: $3557 Airbnb ROI: -0.12% Traditional ROI: 1.29%
601 SW 33rd Street Greenwood, MO Perfectly situated at the back of the neighborhood on a corner lot, this well-maintained o...	5 beds \| 5 baths \| 3,733 sq.ft.	$515,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 7.78% Airbnb Rental Income: $2700 Traditional Rental Income: $4872 Airbnb ROI: 1.94% Traditional ROI: 7.78%
608 Walnut Street Greenwood, MO Back on the market at no fault of sellers!!! Nows your chance to snag this great home! D...	3 beds \| 1 baths \| 902 sq.ft.	$185,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 7.13% Airbnb Rental Income: $2167 Traditional Rental Income: $1607 Airbnb ROI: 7.19% Traditional ROI: 7.13%
1010 Wilds Parkway Greenwood, MO Custom Steamboat build job with suspended garage, covered deck with stairs, lawn irrigatio...	5 beds \| 4 baths \| 3,693 sq.ft.	$873,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 2.39% Airbnb Rental Income: $2700 Traditional Rental Income: $3710 Airbnb ROI: 0.36% Traditional ROI: 2.39%
1208 Bradford Drive Greenwood, MO MOTIVATED SELLER!! Price Drop $10k! Family oriented safe neighborhood with brand new carpe...	3 beds \| 2 baths \| 1,145 sq.ft.	$305,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 4.48% Airbnb Rental Income: $2167 Traditional Rental Income: $1939 Airbnb ROI: 3.36% Traditional ROI: 4.48%
821 Eve Orchid Drive Greenwood, MO Welcome to your dream homeâa stunning modern farmhouse nestled on a spacious 3-acre esta...	4 beds \| 3 baths \| 3,275 sq.ft.	$775,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.46% Airbnb Rental Income: $2368 Traditional Rental Income: $3336 Airbnb ROI: 1.31% Traditional ROI: 3.46%
1203 Bradford Drive Greenwood, MO 06/27âNo fault to seller/buyer's financing fell through/inspection report available You...	3 beds \| 3 baths \| 2,207 sq.ft.	$369,900	Airbnb cash on cash: 2.22% Traditional cash on cash: 5.99% Airbnb Rental Income: $2167 Traditional Rental Income: $2923 Airbnb ROI: 2.22% Traditional ROI: 5.99%
1149 Hummingbird Court Greenwood, MO Cassia II custom build job by New Leaf Construction. 4 bedroom 4 full baths, estate lot, c...	4 beds \| 4 baths \| 2,850 sq.ft.	$795,700	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.19% Airbnb Rental Income: $2368 Traditional Rental Income: $3333 Airbnb ROI: 1.1% Traditional ROI: 3.19%
405 17th Avenue S Greenwood, MO This refreshed, unique and spacious home features 2 full kitchens, 4 bedrooms and 4 full b...	4 beds \| 4 baths \| 2,728 sq.ft.	$399,999	Airbnb cash on cash: 2.53% Traditional cash on cash: 6.82% Airbnb Rental Income: $2368 Traditional Rental Income: $3392 Airbnb ROI: 2.53% Traditional ROI: 6.82%
917 Savannah Lane Greenwood, MO Custom Build Job - Phoenix III by Walker Custom Homes	4 beds \| 3 baths \| 3,095 sq.ft.	$874,686	Airbnb cash on cash: 0.02% Traditional cash on cash: 1.83% Airbnb Rental Income: $2368 Traditional Rental Income: $3259 Airbnb ROI: 0.02% Traditional ROI: 1.83%
1010 Bellflower Lane Greenwood, MO Discover the perfect blend of location, comfort, and style in this exceptional 2-story hom...	5 beds \| 4 baths \| 2,394 sq.ft.	$430,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 5.52% Airbnb Rental Income: $2700 Traditional Rental Income: $3057 Airbnb ROI: 3.05% Traditional ROI: 5.52%
1601 Kimberly Court Greenwood, MO Hard to find - and even harder to beat! This one-owner, 4-bedroom, 3 bath home sits on a q...	4 beds \| 3 baths \| 1,572 sq.ft.	$349,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 4.67% Airbnb Rental Income: $2368 Traditional Rental Income: $2397 Airbnb ROI: 2.81% Traditional ROI: 4.67%
1301 Aspen Drive Greenwood, MO Come see this well maintained home in a great location of Greenwood! Updates galore featur...	3 beds \| 3 baths \| 1,505 sq.ft.	$319,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 5.87% Airbnb Rental Income: $2167 Traditional Rental Income: $2450 Airbnb ROI: 3.1% Traditional ROI: 5.87%

Real Estate investment in Greenwood, MO

There are 35 properties for sale in the city of Greenwood . The median list price in Greenwood is $582,500 and the average price per square foot is $221. In September 2025, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $3,158.

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

There are 35 investment properties available for sale in Greenwood.

In 2025, 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 $3,158.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MO

16703 S Groll Road

Greenwood, MO

3 beds | 2 baths | 1,056 sq.ft.

$650,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 1.35%

Airbnb Rental Income: $2167

Traditional Rental Income: $2100

Airbnb ROI: 0.55%

Traditional ROI: 1.35%

1011 Wilds Parkway

Greenwood, MO

4 beds | 4 baths | 3,073 sq.ft.

$810,000

Airbnb cash on cash: 0.18%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $2368

Traditional Rental Income: $3427

Airbnb ROI: 0.18%

Traditional ROI: 2.35%

802 Savannah Court

Greenwood, MO

4 beds | 3 baths | 2,800 sq.ft.

$674,900

Airbnb cash on cash: 1.16%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $2368

Traditional Rental Income: $3269

Airbnb ROI: 1.16%

Traditional ROI: 3.52%

1013 Old Hickory Road

Greenwood, MO

4 beds | 4 baths | 3,214 sq.ft.

$744,900

Airbnb cash on cash: 1.34%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2368

Traditional Rental Income: $3629

Airbnb ROI: 1.34%

Traditional ROI: 3.99%

2225 Austin Lane

Greenwood, MO

5 beds | 3 baths | 3,640 sq.ft.

$437,500

Airbnb cash on cash: 2.57%

Traditional cash on cash: 5.9%

Airbnb Rental Income: $2700

Traditional Rental Income: $3425

Airbnb ROI: 2.57%

Traditional ROI: 5.9%

496 Wilds Parkway

Greenwood, MO

4 beds | 4 baths | 3,311 sq.ft.

$748,900

Airbnb cash on cash: 0.35%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $2368

Traditional Rental Income: $3613

Airbnb ROI: 0.35%

Traditional ROI: 2.97%

215 Pinetree Drive

Greenwood, MO

3 beds | 3 baths | 1,750 sq.ft.

$317,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $2167

Traditional Rental Income: $2184

Airbnb ROI: 3.15%

Traditional ROI: 5.05%

14305 S Gammon Road

Greenwood, MO

4 beds | 4 baths | 4,010 sq.ft.

$735,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $2368

Traditional Rental Income: $3816

Airbnb ROI: 0.76%