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 Rd Greenwood, MO THIS IS THE ONE! 1.5 story with 5 bedrooms, 4.5 baths, just doesn't say enough about this ...	5 beds \| 4 baths \| 4,124 sq.ft.	$759,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.32% Airbnb Rental Income: $3772 Traditional Rental Income: $4813 Airbnb ROI: 1.69% Traditional ROI: 4.32%
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.	$799,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.28% Airbnb Rental Income: $1955 Traditional Rental Income: $3122 Airbnb ROI: 0.02% Traditional ROI: 2.28%
1306 Huntington Cir Greenwood, MO Immaculate move in ready 3 bedroom home on a cul-de-sac ready for you to drop your luggage...	3 beds \| 2 baths \| 1,517 sq.ft.	$320,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 5.48% Airbnb Rental Income: $2004 Traditional Rental Income: $2361 Airbnb ROI: 2.55% Traditional ROI: 5.48%
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.	$734,950	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.91% Airbnb Rental Income: $2594 Traditional Rental Income: $3629 Airbnb ROI: 0.49% Traditional ROI: 2.91%
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.	$699,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.15% Airbnb Rental Income: $2594 Traditional Rental Income: $2981 Airbnb ROI: 0.61% Traditional ROI: 2.15%
25103 Haines Rd Greenwood, MO Custom Two Story on 2.96 m/l acres in desirable Timberlake Estates! This spacious Two Stor...	5 beds \| 5 baths \| 4,698 sq.ft.	$719,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 7.81% Airbnb Rental Income: $3772 Traditional Rental Income: $6655 Airbnb ROI: 2.3% Traditional ROI: 7.81%
302 16th Ave S Greenwood, MO Nestled in Greenwood, this affordable split level offers so much room for growth. Three be...	3 beds \| 2 baths \| 1,567 sq.ft.	$330,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 6.47% Airbnb Rental Income: $2004 Traditional Rental Income: $2708 Airbnb ROI: 2.51% Traditional ROI: 6.47%
1108 Deer Run Dr 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: 0.91% Traditional cash on cash: 2.6% Airbnb Rental Income: $2594 Traditional Rental Income: $3154 Airbnb ROI: 0.91% Traditional ROI: 2.6%
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: 2.86% Traditional cash on cash: 3.25% Airbnb Rental Income: $2004 Traditional Rental Income: $1599 Airbnb ROI: 2.86% Traditional ROI: 3.25%
1116 Hummingbird Ct Greenwood, MO Stunning 4 bedroom, 3 full bath, 2 half bath home built just two years ago in the desirabl...	4 beds \| 3 baths \| 3,305 sq.ft.	$699,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.75% Airbnb Rental Income: $2594 Traditional Rental Income: $3449 Airbnb ROI: 0.49% Traditional ROI: 2.75%
13 Tahoma Rdg Greenwood, MO Lake life doesn't get better than this on Lake Winnebago! Bring your boat and settle in ju...	4 beds \| 3 baths \| 3,002 sq.ft.	$899,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.58% Airbnb Rental Income: $2736 Traditional Rental Income: $3387 Airbnb ROI: 0.03% Traditional ROI: 1.58%
911 Savannah Ln 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: 1.59% Traditional cash on cash: 3.54% Airbnb Rental Income: $2594 Traditional Rental Income: $3287 Airbnb ROI: 1.59% Traditional ROI: 3.54%
1 S Buffalo Ridge Ct Greenwood, MO SPRING BUYER OFFER! $20,000 incentive to buyer to use however they want! Welcome home to t...	4 beds \| 3 baths \| 3,032 sq.ft.	$895,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.37% Airbnb Rental Income: $2736 Traditional Rental Income: $3302 Airbnb ROI: -0.08% 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.	$667,500	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.95% Airbnb Rental Income: $2594 Traditional Rental Income: $3302 Airbnb ROI: 1.82% Traditional ROI: 3.95%
33604 E Stringtown Rd Greenwood, MO Custom 1.5-story home on 9.48 wooded acres surrounded by wildlife in Greenwood that alread...	4 beds \| 3 baths \| 3,756 sq.ft.	$700,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.6% Airbnb Rental Income: $2594 Traditional Rental Income: $3839 Airbnb ROI: 0.93% Traditional ROI: 3.6%
2 Sequoyah Pt Greenwood, MO 2 Sequoyah Pt, Greenwood, MO 64034 \| Single Family Residential	4 beds \| 4 baths \| 3,533 sq.ft.	$1,325,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.46% Airbnb Rental Income: $2594 Traditional Rental Income: $4428 Airbnb ROI: -0.54% Traditional ROI: 1.46%
12 Omaha Cir Greenwood, MO 12 Omaha Cir, Greenwood, MO 64034 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,397,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.3% Airbnb Rental Income: $null Traditional Rental Income: $1068 Airbnb ROI: N/A Traditional ROI: -1.3%
12714 S Harris Rd Greenwood, MO 12714 S Harris Rd, Greenwood, MO 64034 \| Single Family Residential	5 beds \| 6 baths \| 8,640 sq.ft.	$1,579,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.31% Airbnb Rental Income: $3772 Traditional Rental Income: $6365 Airbnb ROI: -0.01% Traditional ROI: 2.31%
1004 Wilds Pkwy Greenwood, MO Don't miss this new home by Walker Custom Homes! The Layla 1 1/2 Story home features grand...	4 beds \| 3 baths \| 2,537 sq.ft.	$761,850	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.83% Airbnb Rental Income: $2594 Traditional Rental Income: $2866 Airbnb ROI: 0.57% Traditional ROI: 1.83%
N Mo-7 Hwy Greenwood, MO N Mo-7 Hwy, Greenwood, MO 64034 \| Other	N/A beds \| N/A baths \| N/A	$2,080,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.55% Airbnb Rental Income: $null Traditional Rental Income: $891 Airbnb ROI: N/A Traditional ROI: -1.55%
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: -0.61% Airbnb Rental Income: $null Traditional Rental Income: $7382 Airbnb ROI: N/A Traditional ROI: -0.61%
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.	$789,999	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.23% Airbnb Rental Income: $2736 Traditional Rental Income: $2875 Airbnb ROI: 1.17% Traditional ROI: 2.23%
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: 0.02% Traditional cash on cash: 1.46% Airbnb Rental Income: $2594 Traditional Rental Income: $3082 Airbnb ROI: 0.02% 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: 1.41% Traditional cash on cash: 3.37% Airbnb Rental Income: $2594 Traditional Rental Income: $3423 Airbnb ROI: 1.41% Traditional ROI: 3.37%
209 Saponi Ln Greenwood, MO Beautifully updated has the perfect blend of modern upgrades, quality craftsmanship, and c...	3 beds \| 2 baths \| 1,544 sq.ft.	$439,900	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.46% Airbnb Rental Income: $1955 Traditional Rental Income: $2246 Airbnb ROI: 1.5% Traditional ROI: 3.46%
1117 Hummingbird Ct 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: 1.18% Traditional cash on cash: 3.7% Airbnb Rental Income: $3772 Traditional Rental Income: $4998 Airbnb ROI: 1.18% Traditional ROI: 3.7%
207 Saponi Ln Greenwood, MO Come see this fabulous family home with a charming oversized front porch offers the perfec...	5 beds \| 4 baths \| 4,300 sq.ft.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $4896 Airbnb ROI: N/A Traditional ROI: 5.45%
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: 0.5% Traditional cash on cash: 2.26% Airbnb Rental Income: $2736 Traditional Rental Income: $3484 Airbnb ROI: 0.5% Traditional ROI: 2.26%
1302 Huntington Cir Greenwood, MO 1302 Huntington Cir, Greenwood, MO 64034 \| Single Family Residential	3 beds \| 2 baths \| 1,322 sq.ft.	$285,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 4.8% Airbnb Rental Income: $2004 Traditional Rental Income: $1908 Airbnb ROI: 3.21% Traditional ROI: 4.8%
14 Tomahawk Cir Greenwood, MO 14 Tomahawk Cir, Greenwood, MO 64034 \| Single Family Residential	5 beds \| 3 baths \| 6,550 sq.ft.	$4,449,000	Airbnb cash on cash: -1.3% Traditional cash on cash: -1.27% Airbnb Rental Income: $3772 Traditional Rental Income: $3069 Airbnb ROI: -1.3% Traditional ROI: -1.27%
18 Checotah Bluffs Cir Greenwood, MO 18 Checotah Bluffs Cir, Greenwood, MO 64034 \| Other	N/A beds \| N/A baths \| N/A	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.35% Airbnb Rental Income: $null Traditional Rental Income: $899 Airbnb ROI: N/A Traditional ROI: -1.35%
4 Red Fox Cir Greenwood, MO Welcome to the Calvin floor plan by Stone Chase Homes. Beautifully designed with timeless ...	5 beds \| 4 baths \| 3,702 sq.ft.	$998,499	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $3531 Airbnb ROI: N/A Traditional ROI: 2.56%
124 Teton Rdg Greenwood, MO Completely updated and truly move-in ready, this home offers the best of lake living-witho...	4 beds \| 3 baths \| 3,223 sq.ft.	$900,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.75% Airbnb Rental Income: $2736 Traditional Rental Income: $4016 Airbnb ROI: 0.45% Traditional ROI: 2.75%
1606 Curtis Dr Greenwood, MO Welcome to a beautifully updated home that combines functional living spaces with a privat...	4 beds \| 3 baths \| 2,855 sq.ft.	$420,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 5.16% Airbnb Rental Income: $2594 Traditional Rental Income: $3017 Airbnb ROI: 2.51% Traditional ROI: 5.16%
14300 S Smart Rd Greenwood, MO 14300 S Smart Rd, Greenwood, MO 64034 \| Single Family Residential	4 beds \| 3 baths \| 3,396 sq.ft.	$1,179,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 0.6% Airbnb Rental Income: $2594 Traditional Rental Income: $2902 Airbnb ROI: -0.25% Traditional ROI: 0.6%
912 Savannah Ln 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: -0.33% Traditional cash on cash: 0.93% Airbnb Rental Income: $2594 Traditional Rental Income: $3104 Airbnb ROI: -0.33% Traditional ROI: 0.93%
1200 Tyler Ln Greenwood, MO Beautiful 2 story has been upgraded. Lush lawn, established landscape & welcoming front po...	4 beds \| 3 baths \| 2,317 sq.ft.	$369,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 6.35% Airbnb Rental Income: $2594 Traditional Rental Income: $2982 Airbnb ROI: 3.43% Traditional ROI: 6.35%
803 Savannah Ct 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: 0.73% Traditional cash on cash: 2.59% Airbnb Rental Income: $2594 Traditional Rental Income: $3070 Airbnb ROI: 0.73% Traditional ROI: 2.59%
25409 Timberlake Trl Greenwood, MO Nestled on a stunning 3-acre corner lot in the highly sought-after Timberlake Estates, thi...	3 beds \| 4 baths \| 3,160 sq.ft.	$630,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.48% Airbnb Rental Income: $2004 Traditional Rental Income: $3314 Airbnb ROI: 0.37% Traditional ROI: 3.48%
603 19th Ave N Greenwood, MO Welcome home to the kind of space that checks all the boxes and gives major summer-at-home...	4 beds \| 3 baths \| 2,792 sq.ft.	$500,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 4.6% Airbnb Rental Income: $2594 Traditional Rental Income: $3229 Airbnb ROI: 1.92% Traditional ROI: 4.6%

Real Estate investment in Greenwood, MO

There are 66 properties for sale in the city of Greenwood . The median list price in Greenwood is $347,271 and the average price per square foot is $134. In June 2026, the average monthly cash on cash return in Greenwood is 4.00%. The average monthly rental income in Greenwood is $3,001.

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

There are 66 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 $3,001.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MO

804 Old Hickory Rd

Greenwood, MO

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

$759,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $3772

Traditional Rental Income: $4813

Airbnb ROI: 1.69%

Traditional ROI: 4.32%

244 N Winnebago Dr

Greenwood, MO

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

$799,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $1955

Traditional Rental Income: $3122

Airbnb ROI: 0.02%

Traditional ROI: 2.28%

1306 Huntington Cir

Greenwood, MO

3 beds | 2 baths | 1,517 sq.ft.

$320,000

Airbnb cash on cash: 2.55%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $2004

Traditional Rental Income: $2361

Airbnb ROI: 2.55%

Traditional ROI: 5.48%

1013 Old Hickory Rd

Greenwood, MO

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

$734,950

Airbnb cash on cash: 0.49%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $2594

Traditional Rental Income: $3629

Airbnb ROI: 0.49%

Traditional ROI: 2.91%

1433 Woodland Rd

Greenwood, MO

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

$699,900

Airbnb cash on cash: 0.61%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $2594

Traditional Rental Income: $2981

Airbnb ROI: 0.61%

Traditional ROI: 2.15%

25103 Haines Rd

Greenwood, MO

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

$719,900

Airbnb cash on cash: 2.3%

Traditional cash on cash: 7.81%

Airbnb Rental Income: $3772

Traditional Rental Income: $6655

Airbnb ROI: 2.3%

Traditional ROI: 7.81%

302 16th Ave S

Greenwood, MO

3 beds | 2 baths | 1,567 sq.ft.

$330,000

Airbnb cash on cash: 2.51%

Traditional cash on cash: 6.47%

Airbnb Rental Income: $2004

Traditional Rental Income: $2708

Airbnb ROI: 2.51%

Traditional ROI: 6.47%

1108 Deer Run Dr

Greenwood, MO

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

$749,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2594

Traditional Rental Income: $3154

Airbnb ROI: 0.91%