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
907 Spruce Dr Greenwood, MO Welcome to the future of home living! This exceptional property isn't just a house-it's a ...	4 beds \| 2 baths \| 1,737 sq.ft.	$335,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 5.32% Airbnb Rental Income: $2424 Traditional Rental Income: $2408 Airbnb ROI: 3.48% Traditional ROI: 5.32%
509 Sycamore Rd Greenwood, MO SELLER IS READY TO SELL! BRING US AN OFFER! Backing to peaceful open greenspace, this beau...	4 beds \| 3 baths \| 2,424 sq.ft.	$515,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 3.63% Airbnb Rental Income: $2424 Traditional Rental Income: $2896 Airbnb ROI: 1.42% Traditional ROI: 3.63%
244 N Winnebago Dr Greenwood, MO ON THE WATER - RARE OPPORTUNITY for under $1M!! Tucked on nearly half an acre this beautif...	3 beds \| 2 baths \| 2,364 sq.ft.	$825,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.18% Airbnb Rental Income: $1344 Traditional Rental Income: $3122 Airbnb ROI: -0.67% Traditional ROI: 2.18%
1013 Old Hickory Rd 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.	$744,950	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.85% Airbnb Rental Income: $2424 Traditional Rental Income: $3629 Airbnb ROI: 0.26% Traditional ROI: 2.85%
1433 Woodland Rd Greenwood, MO Better than new and loaded with upgrades, this exceptional home blends luxury design, thou...	4 beds \| 3 baths \| 2,625 sq.ft.	$719,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.06% Airbnb Rental Income: $2424 Traditional Rental Income: $2981 Airbnb ROI: 0.35% Traditional ROI: 2.06%
1405 Magnolia Dr 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: 1.92% Traditional cash on cash: 3.25% Airbnb Rental Income: $1665 Traditional Rental Income: $1599 Airbnb ROI: 1.92% Traditional ROI: 3.25%
1009 Wilds Pkwy Greenwood, MO Stunning Light Filled Home with Soaring Ceilings-Barely Lived In and Better Than New! Gorg...	4 beds \| 3 baths \| 2,537 sq.ft.	$760,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.17% Airbnb Rental Income: $2424 Traditional Rental Income: $3417 Airbnb ROI: -0.07% Traditional ROI: 2.17%
1011 Wilds Pkwy 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: 1.14% Traditional cash on cash: 3.26% Airbnb Rental Income: $2424 Traditional Rental Income: $3427 Airbnb ROI: 1.14% Traditional ROI: 3.26%
911 Savannah Ln Greenwood, MO New Truman reverse plan by Bryant Ratliff Building! Don't miss the chance to make your sel...	4 beds \| 3 baths \| 3,090 sq.ft.	$724,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.54% Airbnb Rental Income: $2424 Traditional Rental Income: $3287 Airbnb ROI: 1.38% Traditional ROI: 3.54%
1 S Buffalo Ridge Ct Greenwood, MO Welcome home to this like-new beauty in the highly sought-after Lake Winnebago community. ...	4 beds \| 3 baths \| 3,032 sq.ft.	$895,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 1.37% Airbnb Rental Income: $2123 Traditional Rental Income: $3302 Airbnb ROI: -0.7% Traditional ROI: 1.37%
908 Savannah Ln 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: 1.58% Traditional cash on cash: 3.94% Airbnb Rental Income: $2424 Traditional Rental Income: $3302 Airbnb ROI: 1.58% Traditional ROI: 3.94%
916 Savannah Ln Greenwood, MO Stunning and spacious Lyle Reverse plan by Bryant Ratliff on a gorgeous treed culdesac hom...	4 beds \| 4 baths \| 3,073 sq.ft.	$835,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.17% Airbnb Rental Income: $2424 Traditional Rental Income: $3461 Airbnb ROI: 1.08% Traditional ROI: 3.17%
1537 Woodland Rd 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: 0.65% Traditional cash on cash: 3.15% Airbnb Rental Income: $2424 Traditional Rental Income: $3218 Airbnb ROI: 0.65% Traditional ROI: 3.15%
1004 Wilds Pkwy Greenwood, MO Don't miss this new home by Walker Custom Homes! The modern Layla 1 1/2 Story home feature...	4 beds \| 3 baths \| 2,537 sq.ft.	$761,850	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.83% Airbnb Rental Income: $2424 Traditional Rental Income: $2866 Airbnb ROI: 0.37% Traditional ROI: 1.83%
472 N Winnebago Dr Greenwood, MO With an expansive lake front view, this home was designed for grand-scale entertaining yet...	5 beds \| 6 baths \| 12,947 sq.ft.	$9,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.6% Airbnb Rental Income: $null Traditional Rental Income: $7382 Airbnb ROI: N/A Traditional ROI: -0.6%
119 Teton Rdg Greenwood, MO Welcome to your dream home in the newly expanded, maintenance-free section of the Lake Win...	4 beds \| 3 baths \| 3,119 sq.ft.	$795,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 2.37% Airbnb Rental Income: $2123 Traditional Rental Income: $2875 Airbnb ROI: 0.63% Traditional ROI: 2.37%
1007 Wilds Pkwy 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: -0.17% Traditional cash on cash: 1.46% Airbnb Rental Income: $2424 Traditional Rental Income: $3082 Airbnb ROI: -0.17% Traditional ROI: 1.46%
1100 Deer Run Dr 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: 1.22% Traditional cash on cash: 3.37% Airbnb Rental Income: $2424 Traditional Rental Income: $3423 Airbnb ROI: 1.22% Traditional ROI: 3.37%
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: 1.77% Traditional cash on cash: 4.85% Airbnb Rental Income: $2424 Traditional Rental Income: $3313 Airbnb ROI: 1.77% Traditional ROI: 4.85%
207 Saponi Ln Greenwood, MO This wonderful family home with a charming oversized front porch offers the perfect blend ...	5 beds \| 4 baths \| 4,300 sq.ft.	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $4896 Airbnb ROI: N/A Traditional ROI: 5.4%
611 N Winnebago Dr Greenwood, MO Check out this One of a Kind Log Cabin at Lake Winnebago! This beauty offers over 3500 sq/...	4 beds \| 3 baths \| 3,528 sq.ft.	$850,000	Airbnb cash on cash: 0% Traditional cash on cash: 2.41% Airbnb Rental Income: $2123 Traditional Rental Income: $3484 Airbnb ROI: 0% Traditional ROI: 2.41%
1304 Huntington Cir Greenwood, MO Welcome to 1304 Huntington Circle in Greenwood - Where Charm Meets Space & Style!...Tucked...	3 beds \| 3 baths \| 1,414 sq.ft.	$299,500	Airbnb cash on cash: 1.96% Traditional cash on cash: 5.62% Airbnb Rental Income: $1665 Traditional Rental Income: $2231 Airbnb ROI: 1.96% Traditional ROI: 5.62%
205 Saponi Ln Greenwood, MO Experience the sought-after lake lifestyle in this thoughtfully updated ranch, situated on...	3 beds \| 2 baths \| 2,077 sq.ft.	$443,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 3.21% Airbnb Rental Income: $1344 Traditional Rental Income: $2488 Airbnb ROI: -0.53% Traditional ROI: 3.21%
1011 Peggy Drive Greenwood, MO Beautifully updated 2-story home on a spacious corner lot in Greenwood, one of the safest ...	3 beds \| 3 baths \| 2,412 sq.ft.	$375,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.96% Airbnb Rental Income: $1665 Traditional Rental Income: $2859 Airbnb ROI: 1.24% Traditional ROI: 5.96%
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: 1.56% Traditional cash on cash: 3.85% Airbnb Rental Income: $2424 Traditional Rental Income: $3269 Airbnb ROI: 1.56% Traditional ROI: 3.85%
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: 1.18% Traditional cash on cash: 3.2% Airbnb Rental Income: $2424 Traditional Rental Income: $3333 Airbnb ROI: 1.18% Traditional ROI: 3.2%
16707 S Groll Road Greenwood, MO Unlock 23 gorgeous acres of prime land just minutes from town! Sitting right off blacktop ...	3 beds \| 2 baths \| 2,112 sq.ft.	$625,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.91% Airbnb Rental Income: $1665 Traditional Rental Income: $2539 Airbnb ROI: 0.61% Traditional ROI: 2.91%
906 EVE ORCHID Drive Greenwood, MO You will be blown away from the time you open the door! Open floor plan with curved stair ...	4 beds \| 4 baths \| 2,580 sq.ft.	$517,700	Airbnb cash on cash: 1.76% Traditional cash on cash: 4% Airbnb Rental Income: $2424 Traditional Rental Income: $2916 Airbnb ROI: 1.76% Traditional ROI: 4%
909 Savannah Lane Greenwood, MO Reverse plan by New Leaf Construction.	4 beds \| 3 baths \| 3,100 sq.ft.	$758,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 1.91% Airbnb Rental Income: $2424 Traditional Rental Income: $3079 Airbnb ROI: 0.15% Traditional ROI: 1.91%
1305 Dogwood Drive Greenwood, MO The charming curb appeal and front porch draw you in to this meticulously maintained 3 bed...	3 beds \| 2 baths \| 1,706 sq.ft.	$335,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.07% Airbnb Rental Income: $1665 Traditional Rental Income: $2373 Airbnb ROI: 1.34% Traditional ROI: 5.07%
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: 1.08% Traditional cash on cash: 2.6% Airbnb Rental Income: $1397 Traditional Rental Income: $1522 Airbnb ROI: 1.08% Traditional ROI: 2.6%
1117 Hummingbird Court Greenwood, MO This SHOWSTOPPING former model home is now for sale with more home improvements! Modern an...	5 beds \| 5 baths \| 4,074 sq.ft.	$850,200	Airbnb cash on cash: 0.82% Traditional cash on cash: 3.91% Airbnb Rental Income: $3294 Traditional Rental Income: $4998 Airbnb ROI: 0.82% Traditional ROI: 3.91%
1804 Curtis Drive Greenwood, MO Welcome home to this beautifully designed 4-bedroom, 3-bathroom gem with a spacious 3-car ...	4 beds \| 3 baths \| 2,644 sq.ft.	$428,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.16% Airbnb Rental Income: $2424 Traditional Rental Income: $2946 Airbnb ROI: 2.38% Traditional ROI: 5.16%
3522 SE Corbin Drive Greenwood, MO Why wait for new construction when you can move into this impeccably maintained, 3-year-ol...	5 beds \| 4 baths \| 2,533 sq.ft.	$500,000	Airbnb cash on cash: 3% Traditional cash on cash: 3.92% Airbnb Rental Income: $3294 Traditional Rental Income: $2985 Airbnb ROI: 3% Traditional ROI: 3.92%
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.	$935,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.6% Airbnb Rental Income: $3294 Traditional Rental Income: $4777 Airbnb ROI: 1.05% Traditional ROI: 3.6%
25002 Woodland Circle Greenwood, MO Nestled on over 4.1 acres, this beautiful 1.5-story home offers the perfect blend of space...	4 beds \| 5 baths \| 4,546 sq.ft.	$1,200,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.54% Airbnb Rental Income: $2424 Traditional Rental Income: $4657 Airbnb ROI: 0.01% Traditional ROI: 2.54%

Real Estate investment in Greenwood, MO

There are 47 properties for sale in the city of Greenwood . The median list price in Greenwood is $356,498 and the average price per square foot is $137. In April 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $3,079.

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

There are 47 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 $3,079.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MO

907 Spruce Dr

Greenwood, MO

4 beds | 2 baths | 1,737 sq.ft.

$335,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $2424

Traditional Rental Income: $2408

Airbnb ROI: 3.48%

Traditional ROI: 5.32%

509 Sycamore Rd

Greenwood, MO

4 beds | 3 baths | 2,424 sq.ft.

$515,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $2424

Traditional Rental Income: $2896

Airbnb ROI: 1.42%

Traditional ROI: 3.63%

244 N Winnebago Dr

Greenwood, MO

3 beds | 2 baths | 2,364 sq.ft.

$825,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $1344

Traditional Rental Income: $3122

Airbnb ROI: -0.67%

Traditional ROI: 2.18%

1013 Old Hickory Rd

Greenwood, MO

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

$744,950

Airbnb cash on cash: 0.26%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $2424

Traditional Rental Income: $3629

Airbnb ROI: 0.26%

Traditional ROI: 2.85%

1433 Woodland Rd

Greenwood, MO

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

$719,900

Airbnb cash on cash: 0.35%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $2424

Traditional Rental Income: $2981

Airbnb ROI: 0.35%

Traditional ROI: 2.06%

1405 Magnolia Dr

Greenwood, MO

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

$320,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1665

Traditional Rental Income: $1599

Airbnb ROI: 1.92%

Traditional ROI: 3.25%

1009 Wilds Pkwy

Greenwood, MO

4 beds | 3 baths | 2,537 sq.ft.

$760,000

Airbnb cash on cash: -0.07%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $2424

Traditional Rental Income: $3417

Airbnb ROI: -0.07%

Traditional ROI: 2.17%

1011 Wilds Pkwy

Greenwood, MO

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

$810,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2424

Traditional Rental Income: $3427

Airbnb ROI: 1.14%