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
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.	$765,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.02% Airbnb Rental Income: $2795 Traditional Rental Income: $3732 Airbnb ROI: 0.79% Traditional ROI: 3.02%
512 Wilds Parkway Greenwood, MO Welcome Home! From the moment you step inside the inviting entryway, youâll be wowed by...	4 beds \| 3 baths \| 2,326 sq.ft.	$599,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.03% Airbnb Rental Income: $3049 Traditional Rental Income: $2276 Airbnb ROI: 2.17% Traditional ROI: 2.03%
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: 1.59% Traditional cash on cash: 3.73% Airbnb Rental Income: $3049 Traditional Rental Income: $3816 Airbnb ROI: 1.59% Traditional ROI: 3.73%
403 Ridgeway Drive Greenwood, MO Dont miiss this meticulously updated ranch home situated on a desirable corner lot! This t...	3 beds \| 2 baths \| 1,248 sq.ft.	$315,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 4.73% Airbnb Rental Income: $2358 Traditional Rental Income: $1996 Airbnb ROI: 3.99% Traditional ROI: 4.73%
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: 0.81% Traditional cash on cash: 1.35% Airbnb Rental Income: $2358 Traditional Rental Income: $2100 Airbnb ROI: 0.81% Traditional ROI: 1.35%
405 17th Avenue S Greenwood, MO At no fault of the Sellers - This refreshed, unique and spacious home features 2 full kitc...	4 beds \| 4 baths \| 2,728 sq.ft.	$399,999	Airbnb cash on cash: 4.04% Traditional cash on cash: 6.82% Airbnb Rental Income: $3049 Traditional Rental Income: $3392 Airbnb ROI: 4.04% Traditional ROI: 6.82%
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: 0.93% Traditional cash on cash: 2.35% Airbnb Rental Income: $3049 Traditional Rental Income: $3427 Airbnb ROI: 0.93% 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: 2.06% Traditional cash on cash: 3.52% Airbnb Rental Income: $3049 Traditional Rental Income: $3269 Airbnb ROI: 2.06% Traditional ROI: 3.52%
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: 3.28% Traditional cash on cash: 5.84% Airbnb Rental Income: $2358 Traditional Rental Income: $2620 Airbnb ROI: 3.28% Traditional ROI: 5.84%
25207 E Timberlake Trail Greenwood, MO BACK ON MARKETâ¦Buyer financing fell through! Charming Log Cabin in beautiful Timberlake ...	3 beds \| 2 baths \| 1,860 sq.ft.	$374,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 4.71% Airbnb Rental Income: $2358 Traditional Rental Income: $2564 Airbnb ROI: 2.47% Traditional ROI: 4.71%
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: 1.19% Traditional cash on cash: 2.54% Airbnb Rental Income: $3049 Traditional Rental Income: $3287 Airbnb ROI: 1.19% Traditional ROI: 2.54%
908 Savannah Lane Greenwood, MO Stunning new Whitney Modern Reverse plan by L & G Homes. The designer finishes will wow yo...	4 beds \| 3 baths \| 2,800 sq.ft.	$669,500	Airbnb cash on cash: 2.08% Traditional cash on cash: 3.61% Airbnb Rental Income: $3049 Traditional Rental Income: $3302 Airbnb ROI: 2.08% Traditional ROI: 3.61%
202 N 20th Street N Greenwood, MO Straight 3 bedroom true ranch, large kitchen with tons of counter top space & tons of cabi...	3 beds \| 1 baths \| 1,344 sq.ft.	$274,900	Airbnb cash on cash: 4.95% Traditional cash on cash: 5.13% Airbnb Rental Income: $2358 Traditional Rental Income: $1825 Airbnb ROI: 4.95% Traditional ROI: 5.13%
1402 Tabitha Lane Greenwood, MO MUST SEE! This one won't last long. Split entry with vaulted ceilings in a great room w fi...	3 beds \| 3 baths \| 2,314 sq.ft.	$349,500	Airbnb cash on cash: 3.34% Traditional cash on cash: 7.03% Airbnb Rental Income: $2358 Traditional Rental Income: $2987 Airbnb ROI: 3.34% Traditional ROI: 7.03%
805 Savannah Drive Greenwood, MO This breathtaking home is truly better than new, boasting custom upgrades you wonât find...	4 beds \| 4 baths \| 3,000 sq.ft.	$664,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.35% Airbnb Rental Income: $3049 Traditional Rental Income: $3462 Airbnb ROI: 1.56% Traditional ROI: 3.35%
1803 Jalene Court Greenwood, MO Well-maintained 4-bedroom, 3-bathroom home situated on a cul-de-sac. The main level offers...	4 beds \| 3 baths \| 1,751 sq.ft.	$337,500	Airbnb cash on cash: 5.16% Traditional cash on cash: 5.89% Airbnb Rental Income: $3049 Traditional Rental Income: $2582 Airbnb ROI: 5.16% Traditional ROI: 5.89%
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: 2.09% Traditional cash on cash: 3.46% Airbnb Rental Income: $3049 Traditional Rental Income: $3336 Airbnb ROI: 2.09% Traditional ROI: 3.46%
2101 Gambrell Street Greenwood, MO Beautiful setting with 12+ acres. Property features an earth contact home with 2 bedrooms...	2 beds \| 2 baths \| 1,250 sq.ft.	$425,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.53% Airbnb Rental Income: $1629 Traditional Rental Income: $2041 Airbnb ROI: 1.34% Traditional ROI: 3.53%
915 Savannah Lane Greenwood, MO Open the door to your dream home and enjoy this never-lived-in reverse 1.5-story built by ...	5 beds \| 4 baths \| 3,693 sq.ft.	$839,900	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.55% Airbnb Rental Income: $2795 Traditional Rental Income: $3700 Airbnb ROI: 0.55% Traditional ROI: 2.55%
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: 0.46% Traditional cash on cash: 2.39% Airbnb Rental Income: $2795 Traditional Rental Income: $3710 Airbnb ROI: 0.46% 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: 3.92% Traditional cash on cash: 4.48% Airbnb Rental Income: $2358 Traditional Rental Income: $1939 Airbnb ROI: 3.92% Traditional ROI: 4.48%
1706 W Main Street Greenwood, MO Newly renovated on nearly a half acre lot! Come check out this 3 bedroom, 2.5 bathroom ho...	3 beds \| 3 baths \| 1,609 sq.ft.	$269,900	Airbnb cash on cash: 4.6% Traditional cash on cash: 8.19% Airbnb Rental Income: $2358 Traditional Rental Income: $2691 Airbnb ROI: 4.6% Traditional ROI: 8.19%
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: 1.87% Traditional cash on cash: 3.19% Airbnb Rental Income: $3049 Traditional Rental Income: $3333 Airbnb ROI: 1.87% Traditional ROI: 3.19%
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: 0.72% Traditional cash on cash: 1.83% Airbnb Rental Income: $3049 Traditional Rental Income: $3259 Airbnb ROI: 0.72% Traditional ROI: 1.83%
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: 3.12% Traditional cash on cash: 6.48% Airbnb Rental Income: $2358 Traditional Rental Income: $2913 Airbnb ROI: 3.12% Traditional ROI: 6.48%
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: 0.55% Traditional cash on cash: 1.95% Airbnb Rental Income: $3049 Traditional Rental Income: $3637 Airbnb ROI: 0.55% Traditional ROI: 1.95%
105 17th Avenue S Greenwood, MO Back on the market, no fault of sellers. This charming 3 bedroom 2.5 bath home is ready fo...	3 beds \| 3 baths \| 2,584 sq.ft.	$285,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 8.77% Airbnb Rental Income: $2358 Traditional Rental Income: $2962 Airbnb ROI: 4.35% Traditional ROI: 8.77%
1412 Bradford Drive Greenwood, MO Beautifully maintained corner-lot home in Greenwood featuring brand new LVP flooring in th...	3 beds \| 3 baths \| 1,718 sq.ft.	$329,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 6.02% Airbnb Rental Income: $2358 Traditional Rental Income: $2556 Airbnb ROI: 3.5% Traditional ROI: 6.02%
1586 Woodland Road Greenwood, MO Only 9 years old, one-owner open & bright Sierra ranch plan by Stewart Builders. On a larg...	4 beds \| 3 baths \| 2,580 sq.ft.	$525,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 3.91% Airbnb Rental Income: $3049 Traditional Rental Income: $3097 Airbnb ROI: 2.39% Traditional ROI: 3.91%
1904 Gambrell Street Greenwood, MO Welcome home to this charming property featuring a cute front porch and a spacious 2-car g...	4 beds \| 3 baths \| 2,690 sq.ft.	$350,000	Airbnb cash on cash: 5.1% Traditional cash on cash: 7.44% Airbnb Rental Income: $3049 Traditional Rental Income: $3122 Airbnb ROI: 5.1% Traditional ROI: 7.44%
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: 1.45% Traditional cash on cash: 1.85% Airbnb Rental Income: $3049 Traditional Rental Income: $2607 Airbnb ROI: 1.45% Traditional ROI: 1.85%
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.	$1,299,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 1.38% Airbnb Rental Income: $3049 Traditional Rental Income: $3557 Airbnb ROI: 0.38% Traditional ROI: 1.38%
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.	$499,999	Airbnb cash on cash: 2.2% Traditional cash on cash: 8.04% Airbnb Rental Income: $2795 Traditional Rental Income: $4872 Airbnb ROI: 2.2% Traditional ROI: 8.04%
3534 SE Corbin Drive Greenwood, MO Better than new, only 3 1/2 yrs old! Upgraded Tupelo by Summit Homes. Front door leads to ...	3 beds \| 3 baths \| 2,297 sq.ft.	$475,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 4.32% Airbnb Rental Income: $2358 Traditional Rental Income: $3003 Airbnb ROI: 1.56% Traditional ROI: 4.32%

Real Estate investment in Greenwood, MO

There are 37 properties for sale in the city of Greenwood . The median list price in Greenwood is $599,900 and the average price per square foot is $228. In October 2025, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $3,122.

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

There are 37 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 $3,122.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MO

1472 Woodland N/A

Greenwood, MO

5 beds | 4 baths | 3,587 sq.ft.

$765,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $2795

Traditional Rental Income: $3732

Airbnb ROI: 0.79%

Traditional ROI: 3.02%

512 Wilds Parkway

Greenwood, MO

4 beds | 3 baths | 2,326 sq.ft.

$599,900

Airbnb cash on cash: 2.17%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $3049

Traditional Rental Income: $2276

Airbnb ROI: 2.17%

Traditional ROI: 2.03%

14305 S Gammon Road

Greenwood, MO

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

$735,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $3049

Traditional Rental Income: $3816

Airbnb ROI: 1.59%

Traditional ROI: 3.73%

403 Ridgeway Drive

Greenwood, MO

3 beds | 2 baths | 1,248 sq.ft.

$315,000

Airbnb cash on cash: 3.99%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $2358

Traditional Rental Income: $1996

Airbnb ROI: 3.99%

Traditional ROI: 4.73%

16703 S Groll Road

Greenwood, MO

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

$650,000

Airbnb cash on cash: 0.81%

Traditional cash on cash: 1.35%

Airbnb Rental Income: $2358

Traditional Rental Income: $2100

Airbnb ROI: 0.81%

Traditional ROI: 1.35%

405 17th Avenue S

Greenwood, MO

4 beds | 4 baths | 2,728 sq.ft.

$399,999

Airbnb cash on cash: 4.04%

Traditional cash on cash: 6.82%

Airbnb Rental Income: $3049

Traditional Rental Income: $3392

Airbnb ROI: 4.04%

Traditional ROI: 6.82%

1011 Wilds Parkway

Greenwood, MO

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

$810,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $3049

Traditional Rental Income: $3427

Airbnb ROI: 0.93%

Traditional ROI: 2.35%

802 Savannah Court

Greenwood, MO

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

$674,900

Airbnb cash on cash: 2.06%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $3049

Traditional Rental Income: $3269

Airbnb ROI: 2.06%