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
804 Old Hickory Road Greenwood, MO THIS IS THE ONE! 1.5 story with 5 bedrooms, 4.5 baths, just doesn't say enough about this ...	5 beds \| 5 baths \| 4,124 sq.ft.	$759,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.32% Airbnb Rental Income: $3230 Traditional Rental Income: $4813 Airbnb ROI: 1.05% Traditional ROI: 4.32%
804 Spruce Drive Greenwood, MO Gorgeous, rare ranch floor plan featuring 3 bedrooms on the main level and easy main-floor...	3 beds \| 2 baths \| 1,603 sq.ft.	$350,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 4.94% Airbnb Rental Income: $1793 Traditional Rental Income: $2425 Airbnb ROI: 1.54% Traditional ROI: 4.94%
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.	$734,950	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.91% Airbnb Rental Income: $2172 Traditional Rental Income: $3629 Airbnb ROI: -0.03% Traditional ROI: 2.91%
1433 Woodland Road Greenwood, MO Better than new and loaded with upgrades, this exceptional home blends luxury design, thou...	4 beds \| 3 baths \| 2,625 sq.ft.	$699,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.15% Airbnb Rental Income: $2172 Traditional Rental Income: $2981 Airbnb ROI: 0.07% Traditional ROI: 2.15%
25103 Haines Road Greenwood, MO Custom Two Story on 2.96 m/l acres in desirable Timberlake Estates! This spacious Two Stor...	5 beds \| 6 baths \| 4,698 sq.ft.	$749,900	Airbnb cash on cash: 1.57% Traditional cash on cash: 7.52% Airbnb Rental Income: $3230 Traditional Rental Income: $6655 Airbnb ROI: 1.57% Traditional ROI: 7.52%
1108 Deer Run Drive Greenwood, MO Price refreshed to $749,000! With new construction in the community priced significantly a...	4 beds \| 4 baths \| 3,143 sq.ft.	$749,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 2.6% Airbnb Rental Income: $2172 Traditional Rental Income: $3154 Airbnb ROI: 0.4% Traditional ROI: 2.6%
1405 Magnolia Drive Greenwood, MO Are you looking for a home that is perfect for raising a family? You will love the level b...	3 beds \| 2 baths \| 1,498 sq.ft.	$320,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.25% Airbnb Rental Income: $1793 Traditional Rental Income: $1599 Airbnb ROI: 2.28% Traditional ROI: 3.25%
206 20th Avenue N Greenwood, MO Welcome to this beautifully renovated ranch home in Greenwood. The updated kitchen feature...	3 beds \| 1 baths \| 936 sq.ft.	$269,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 4.4% Airbnb Rental Income: $1793 Traditional Rental Income: $1653 Airbnb ROI: 3.03% Traditional ROI: 4.4%
911 Savannah Lane Greenwood, MO New Truman reverse plan by Bryant Ratliff Building! Open concept plan that includes hardwo...	4 beds \| 3 baths \| 3,090 sq.ft.	$724,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.54% Airbnb Rental Income: $2172 Traditional Rental Income: $3287 Airbnb ROI: 1.07% Traditional ROI: 3.54%
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.	$667,500	Airbnb cash on cash: 1.25% Traditional cash on cash: 3.95% Airbnb Rental Income: $2172 Traditional Rental Income: $3302 Airbnb ROI: 1.25% Traditional ROI: 3.95%
2224 Martha Lane Greenwood, MO Welcome home to this beautifully updated 4-bedroom, 3-bathroom home located in the highly ...	4 beds \| 3 baths \| 3,194 sq.ft.	$415,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.62% Airbnb Rental Income: $2172 Traditional Rental Income: $3117 Airbnb ROI: 1.78% Traditional ROI: 5.62%
1004 Wilds Parkway Greenwood, MO Don't miss this new home by Walker Custom Homes! The Layla 1 1/2 Story home features grand...	4 beds \| 4 baths \| 2,537 sq.ft.	$761,850	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.83% Airbnb Rental Income: $2172 Traditional Rental Income: $2866 Airbnb ROI: 0.08% Traditional ROI: 1.83%
1007 Wilds Parkway Greenwood, MO Discover the spacious reverse floor plan you have been looking for! The Phoenix III by Wal...	4 beds \| 3 baths \| 3,095 sq.ft.	$826,408	Airbnb cash on cash: -0.44% Traditional cash on cash: 1.46% Airbnb Rental Income: $2172 Traditional Rental Income: $3082 Airbnb ROI: -0.44% Traditional ROI: 1.46%
1100 Deer Run Drive Greenwood, MO Heather Reverse plan by Walker Custom Homes! This Craftsman style home is situated on a go...	4 beds \| 4 baths \| 3,080 sq.ft.	$794,908	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.37% Airbnb Rental Income: $2172 Traditional Rental Income: $3423 Airbnb ROI: 0.94% Traditional ROI: 3.37%
1117 Hummingbird Court Greenwood, MO Modern and spacious home has 5 bedrooms, 5 full baths and a main floor office. So much roo...	5 beds \| 5 baths \| 4,074 sq.ft.	$869,500	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.7% Airbnb Rental Income: $3230 Traditional Rental Income: $4998 Airbnb ROI: 0.62% Traditional ROI: 3.7%
1606 Curtis Drive Greenwood, MO Welcome to a beautifully updated home that combines functional living spaces with a privat...	4 beds \| 4 baths \| 2,855 sq.ft.	$420,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 5.16% Airbnb Rental Income: $2172 Traditional Rental Income: $3017 Airbnb ROI: 1.61% Traditional ROI: 5.16%
912 Savannah Lane Greenwood, MO Welcome to a truly special Edgeless Design home in Woodland Trails where warm interior spa...	4 beds \| 3 baths \| 3,064 sq.ft.	$965,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.93% Airbnb Rental Income: $2172 Traditional Rental Income: $3104 Airbnb ROI: -0.72% Traditional ROI: 0.93%
1200 Tyler Lane Greenwood, MO Beautiful 2 story has been upgraded. Lush lawn, established landscape & welcoming front po...	4 beds \| 4 baths \| 2,317 sq.ft.	$375,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 6.23% Airbnb Rental Income: $2172 Traditional Rental Income: $2982 Airbnb ROI: 2.37% Traditional ROI: 6.23%
803 Savannah Court Greenwood, MO Open and spacious Whitney reverse plan by L & G Homes. The gable vaulted ceiling will wow ...	4 beds \| 3 baths \| 2,800 sq.ft.	$629,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 4.01% Airbnb Rental Income: $2172 Traditional Rental Income: $3070 Airbnb ROI: 1.54% Traditional ROI: 4.01%
1402 Willow Drive Greenwood, MO Say hello to your next home! Featuring 3 bedrooms, 2.5 bathrooms and a sizeable yard, this...	3 beds \| 3 baths \| 1,626 sq.ft.	$275,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 7.22% Airbnb Rental Income: $1793 Traditional Rental Income: $2493 Airbnb ROI: 2.63% Traditional ROI: 7.22%
1204 Dogwood Drive Greenwood, MO Beautifully maintained home that perfectly blends comfort, space, and charm. With 4 bedroo...	4 beds \| 3 baths \| 2,002 sq.ft.	$350,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 6.07% Airbnb Rental Income: $2172 Traditional Rental Income: $2712 Airbnb ROI: 2.75% Traditional ROI: 6.07%
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: 0.89% Traditional cash on cash: 3.2% Airbnb Rental Income: $2172 Traditional Rental Income: $3333 Airbnb ROI: 0.89% Traditional ROI: 3.2%
1537 Woodland Road Greenwood, MO THIS IS THE HOME YOU HAVE BEEN LOOKING FOR! Pristine reverse plan situated in a quiet comm...	4 beds \| 3 baths \| 2,871 sq.ft.	$592,500	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.15% Airbnb Rental Income: $2172 Traditional Rental Income: $3218 Airbnb ROI: 0.27% Traditional ROI: 3.15%
904 Allendale Lake Road Greenwood, MO Welcome to a exceptional home in the heart of Greenwood, where pride of ownership shines. ...	4 beds \| 4 baths \| 3,128 sq.ft.	$515,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.85% Airbnb Rental Income: $2172 Traditional Rental Income: $3313 Airbnb ROI: 1.34% Traditional ROI: 4.85%
27302 E Herring Road Greenwood, MO Cute Bungalow with Detached Garage on 5 acres in Lee's Summit Schools!	2 beds \| 1 baths \| 2,024 sq.ft.	$385,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 2.6% Airbnb Rental Income: $1342 Traditional Rental Income: $1522 Airbnb ROI: 0.96% Traditional ROI: 2.6%
1304 Huntington Circle Greenwood, MO Welcome to 1304 Huntington Circle in Greenwood - Where Charm Meets Space & Style!...Tucked...	3 beds \| 3 baths \| 1,414 sq.ft.	$294,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 5.72% Airbnb Rental Income: $1793 Traditional Rental Income: $2231 Airbnb ROI: 2.39% Traditional ROI: 5.72%
303 13th St N Greenwood, MO Check out this almost half acre, fish pond, double garage, shed and cute house just off 15...	2 beds \| 1 baths \| 1,150 sq.ft.	$267,500	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.01% Airbnb Rental Income: $1342 Traditional Rental Income: $1557 Airbnb ROI: 1.52% Traditional ROI: 4.01%
201 20th Avenue Greenwood, MO Welcome home! This charming 3 bed 2 bath home is ready for its new owners. Between the har...	3 beds \| 2 baths \| 1,531 sq.ft.	$290,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 6.23% Airbnb Rental Income: $1793 Traditional Rental Income: $2305 Airbnb ROI: 2.57% Traditional ROI: 6.23%
1906 Cheyenne Court Greenwood, MO Build instant equity in the highly desirable Greenwood area with this spacious 4-bedroom, ...	4 beds \| 3 baths \| 1,911 sq.ft.	$260,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 8.25% Airbnb Rental Income: $2172 Traditional Rental Income: $2662 Airbnb ROI: 4.01% Traditional ROI: 8.25%
1408 GAMBRELL Street Greenwood, MO Charming updated ranch in the heart of Greenwood! This 3 bedroom, 2.5 bath home sits on a ...	3 beds \| 3 baths \| 1,594 sq.ft.	$260,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 6.03% Airbnb Rental Income: $1793 Traditional Rental Income: $2353 Airbnb ROI: 1.76% Traditional ROI: 6.03%
3522 SE Corbin Drive Greenwood, MO Impeccably maintained, 3-year-old home that has it all! Offering over 2,500 square feet of...	5 beds \| 4 baths \| 2,533 sq.ft.	$485,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 4.07% Airbnb Rental Income: $3230 Traditional Rental Income: $2985 Airbnb ROI: 3.01% Traditional ROI: 4.07%
3517 SE Corbin Drive Greenwood, MO This gorgeous, single-owner home with fantastic curb appeal still feels brand new and read...	4 beds \| 3 baths \| 1,817 sq.ft.	$420,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 4.06% Airbnb Rental Income: $2172 Traditional Rental Income: $2641 Airbnb ROI: 1.47% Traditional ROI: 4.06%
24611 Woodland Circle Greenwood, MO Welcome to your private retreat on 3 acres! This beautiful 1.5-story home features vaulted...	5 beds \| 5 baths \| 4,161 sq.ft.	$915,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 3.7% Airbnb Rental Income: $3230 Traditional Rental Income: $4777 Airbnb ROI: 1.03% Traditional ROI: 3.7%

Real Estate investment in Greenwood, MO

There are 41 properties for sale in the city of Greenwood . The median list price in Greenwood is $353,000 and the average price per square foot is $137. In May 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $2,985.

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

There are 41 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 $2,985.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MO

804 Old Hickory Road

Greenwood, MO

5 beds | 5 baths | 4,124 sq.ft.

$759,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $3230

Traditional Rental Income: $4813

Airbnb ROI: 1.05%

Traditional ROI: 4.32%

804 Spruce Drive

Greenwood, MO

3 beds | 2 baths | 1,603 sq.ft.

$350,000

Airbnb cash on cash: 1.54%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $1793

Traditional Rental Income: $2425

Airbnb ROI: 1.54%

Traditional ROI: 4.94%

1013 Old Hickory Road

Greenwood, MO

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

$734,950

Airbnb cash on cash: -0.03%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $2172

Traditional Rental Income: $3629

Airbnb ROI: -0.03%

Traditional ROI: 2.91%

1433 Woodland Road

Greenwood, MO

4 beds | 3 baths | 2,625 sq.ft.

$699,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $2172

Traditional Rental Income: $2981

Airbnb ROI: 0.07%

Traditional ROI: 2.15%

25103 Haines Road

Greenwood, MO

5 beds | 6 baths | 4,698 sq.ft.

$749,900

Airbnb cash on cash: 1.57%

Traditional cash on cash: 7.52%

Airbnb Rental Income: $3230

Traditional Rental Income: $6655

Airbnb ROI: 1.57%

Traditional ROI: 7.52%

1108 Deer Run Drive

Greenwood, MO

4 beds | 4 baths | 3,143 sq.ft.

$749,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2172

Traditional Rental Income: $3154

Airbnb ROI: 0.4%

Traditional ROI: 2.6%

1405 Magnolia Drive

Greenwood, MO

3 beds | 2 baths | 1,498 sq.ft.

$320,000

Airbnb cash on cash: 2.28%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1793

Traditional Rental Income: $1599

Airbnb ROI: 2.28%

Traditional ROI: 3.25%

206 20th Avenue N

Greenwood, MO

3 beds | 1 baths | 936 sq.ft.

$269,000

Airbnb cash on cash: 3.03%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $1793

Traditional Rental Income: $1653

Airbnb ROI: 3.03%