Real Estate Investment Properties for Sale in Four Seasons, MO

Looking for investment property in Four Seasons, MO with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
123 Southwood Shores Pl #2A Four Seasons, MO Welcome to this charming 2-bedroom, 2-bath condo offering approximately 840 sq ft of comfo...	2 beds \| 2 baths \| 840 sq.ft.	$185,000	Airbnb cash on cash: -2.74% Traditional cash on cash: 3.22% Airbnb Rental Income: $744 Traditional Rental Income: $1479 Airbnb ROI: -2.74% Traditional ROI: 3.22%
150 Southwood Shores Dr #304-4D Four Seasons, MO Location, elevation, and proven year round rental potential all in one. This top floor cor...	2 beds \| 2 baths \| 852 sq.ft.	$240,000	Airbnb cash on cash: -2.83% Traditional cash on cash: 1.82% Airbnb Rental Income: $744 Traditional Rental Income: $1484 Airbnb ROI: -2.83% Traditional ROI: 1.82%
304 Southwood Shores Cir #2D Four Seasons, MO LUXURY LAKEFRONT WALK-IN LEVEL 12x28 SLIP + NEXT TO POINT POOL! Luxuriously updated 2-bed/...	2 beds \| 2 baths \| 840 sq.ft.	$275,000	Airbnb cash on cash: -2.66% Traditional cash on cash: 1.11% Airbnb Rental Income: $744 Traditional Rental Income: $1409 Airbnb ROI: -2.66% Traditional ROI: 1.11%
304 Southwood Shores Dr #4B Four Seasons, MO Enjoy lake living at its best in this beautifully maintained 2-bedroom, 2-bath condo in th...	2 beds \| 2 baths \| 840 sq.ft.	$255,000	Airbnb cash on cash: -2.81% Traditional cash on cash: 1.54% Airbnb Rental Income: $744 Traditional Rental Income: $1480 Airbnb ROI: -2.81% Traditional ROI: 1.54%
411 Cornett Branch Rd Four Seasons, MO Discover unmatched quality in this newly built home located in a sought-after area with al...	4 beds \| 2 baths \| 2,257 sq.ft.	$489,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.11% Airbnb Rental Income: $1753 Traditional Rental Income: $2252 Airbnb ROI: 0.97% Traditional ROI: 3.11%
91 Southwood Shores Dr #3B Four Seasons, MO The only 3 Bedroom Condo on the property that is walk in level from the parking lot. Relax...	3 beds \| 2 baths \| 1,326 sq.ft.	$325,000	Airbnb cash on cash: -2.31% Traditional cash on cash: -0.25% Airbnb Rental Income: $1078 Traditional Rental Income: $1341 Airbnb ROI: -2.31% Traditional ROI: -0.25%
56 Nassau Cir Four Seasons, MO Welcome to this spacious 5-bedroom, 4-bath home in the highly sought-after Village of Four...	5 beds \| 4 baths \| 2,000 sq.ft.	$555,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 4.29% Airbnb Rental Income: $1577 Traditional Rental Income: $3148 Airbnb ROI: 0.39% Traditional ROI: 4.29%
191 Southwood Shores Dr #2B Four Seasons, MO Have you ever dreamed of owning a slice of paradise by the Lake of the Ozarks? Well, hereâ...	1 beds \| 1 baths \| 580 sq.ft.	$155,000	Airbnb cash on cash: -3.05% Traditional cash on cash: -0.03% Airbnb Rental Income: $637 Traditional Rental Income: $789 Airbnb ROI: -3.05% Traditional ROI: -0.03%
492 Regatta Bay Cir #4A Four Seasons, MO Experience top-floor luxury in this massive 3,047 sq. ft. waterfront condo at Regatta Bay!...	3 beds \| 3 baths \| 3,047 sq.ft.	$699,900	Airbnb cash on cash: -3.4% Traditional cash on cash: 0.37% Airbnb Rental Income: $1078 Traditional Rental Income: $3173 Airbnb ROI: -3.4% Traditional ROI: 0.37%
150 Southwood Shores Dr #43-2D Four Seasons, MO Experience the ultimate Lake of the Ozarks escape in this highly desirable and income-prod...	2 beds \| 2 baths \| 869 sq.ft.	$203,500	Airbnb cash on cash: -2.92% Traditional cash on cash: 3.07% Airbnb Rental Income: $744 Traditional Rental Income: $1587 Airbnb ROI: -2.92% Traditional ROI: 3.07%
149 Southwood Shores Pl #2A Four Seasons, MO Experience lakefront living at its finest in this immaculate 2-bedroom, 2-bath condo in th...	4 beds \| 4 baths \| 863 sq.ft.	$248,000	Airbnb cash on cash: -2.9% Traditional cash on cash: 1.79% Airbnb Rental Income: $744 Traditional Rental Income: $1529 Airbnb ROI: -2.9% Traditional ROI: 1.79%
23 Southwood Shores Dr #1A Four Seasons, MO Enjoy lake living at its finest in this beautifully updated 2-bedroom, 2-bath condo in Lak...	2 beds \| 2 baths \| 840 sq.ft.	$245,000	Airbnb cash on cash: -2.87% Traditional cash on cash: 1.69% Airbnb Rental Income: $744 Traditional Rental Income: $1486 Airbnb ROI: -2.87% Traditional ROI: 1.69%
149 Southwood Shrs #2D Four Seasons, MO Looking for the perfect lakefront escape? Look no further! This conveniently located unit ...	1 beds \| 1 baths \| 420 sq.ft.	$150,000	Airbnb cash on cash: -2.44% Traditional cash on cash: 3.26% Airbnb Rental Income: $574 Traditional Rental Income: $1107 Airbnb ROI: -2.44% Traditional ROI: 3.26%
Lots 798,802,833,842,846 Hardwood Dr Four Seasons, MO Lots 798,802,833,842,846 Hardwood Dr, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 0.72% Airbnb Rental Income: $524 Traditional Rental Income: $613 Airbnb ROI: -2.31% Traditional ROI: 0.72%
TBD Pebble Beach Ln Four Seasons, MO TBD Pebble Beach Ln, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| 2,662 sq.ft.	$675,000	Airbnb cash on cash: -1.79% Traditional cash on cash: -0.75% Airbnb Rental Income: $524 Traditional Rental Income: $899 Airbnb ROI: -1.79% Traditional ROI: -0.75%
Lot 32 Linn Creek Rd Four Seasons, MO Lot 32 Linn Creek Rd, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: -1.55% Traditional cash on cash: -0.55% Airbnb Rental Income: $524 Traditional Rental Income: $621 Airbnb ROI: -1.55% Traditional ROI: -0.55%
64 AC Horseshoe Bend Pkwy Four Seasons, MO 64 AC Horseshoe Bend Pkwy, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| 1,600 sq.ft.	$2,850,000	Airbnb cash on cash: -1.91% Traditional cash on cash: -1.61% Airbnb Rental Income: $524 Traditional Rental Income: $1020 Airbnb ROI: -1.91% Traditional ROI: -1.61%
TBD HH And Carol Rd Four Seasons, MO TBD HH And Carol Rd, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| N/A	$500,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -0.85% Airbnb Rental Income: $524 Traditional Rental Income: $613 Airbnb ROI: -1.63% Traditional ROI: -0.85%
123 Southwood Shores Dr #4C Four Seasons, MO ALL OFFERS WILL BE CONSIDERED!12x26 Boat slip is included. Super cute TOP FLOOR UNIT WIT...	1 beds \| 1 baths \| 544 sq.ft.	$135,000	Airbnb cash on cash: -3.56% Traditional cash on cash: 0% Airbnb Rental Income: $574 Traditional Rental Income: $751 Airbnb ROI: -3.56% Traditional ROI: 0%
Lot 16 Eagle Bay Dr Four Seasons, MO Lot 16 Eagle Bay Dr, Four Seasons, MO 65037 \| Other	N/A beds \| N/A baths \| N/A	$59,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 10.83% Airbnb Rental Income: $524 Traditional Rental Income: $884 Airbnb ROI: 0.25% Traditional ROI: 10.83%
971 Country Club Dr Four Seasons, MO Luxury, location, and lake views come together in this stunning new construction at the 4 ...	4 beds \| 5 baths \| 6,946 sq.ft.	$4,400,000	Airbnb cash on cash: -1% Traditional cash on cash: 0.35% Airbnb Rental Income: $2177 Traditional Rental Income: $7137 Airbnb ROI: -1% Traditional ROI: 0.35%
45 Southwood Shores Pl #2B Four Seasons, MO Discover an affordable investment or perfect weekend getaway with this updated 1-bed, 1-ba...	1 beds \| 1 baths \| 568 sq.ft.	$145,000	Airbnb cash on cash: -3.43% Traditional cash on cash: -0.78% Airbnb Rental Income: $574 Traditional Rental Income: $657 Airbnb ROI: -3.43% Traditional ROI: -0.78%
5844 Horseshoe Bend Pkwy Four Seasons, MO Welcome to your brand-new, move-in-ready home in Four Seasons neighborhoods. Designed with...	3 beds \| 2 baths \| 1,470 sq.ft.	$359,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 3.05% Airbnb Rental Income: $1105 Traditional Rental Income: $1555 Airbnb ROI: 0.61% Traditional ROI: 3.05%
468 Regatta Bay Dr #1C Four Seasons, MO Fantastic condo at Regatta Bay! Clean, Clean, Clean and Pristine! Super views and in the b...	2 beds \| 2 baths \| 1,192 sq.ft.	$275,000	Airbnb cash on cash: -2.68% Traditional cash on cash: 0.32% Airbnb Rental Income: $744 Traditional Rental Income: $1209 Airbnb ROI: -2.68% Traditional ROI: 0.32%
6 Forest Lake Cir Four Seasons, MO 6 Forest Lake Cir, Four Seasons, MO 65049 \| Single Family Residential	6 beds \| 5 baths \| 5,463 sq.ft.	$2,500,000	Airbnb cash on cash: -1.76% Traditional cash on cash: -0.34% Airbnb Rental Income: $1577 Traditional Rental Income: $4414 Airbnb ROI: -1.76% Traditional ROI: -0.34%
432 Regatta Bay Cir #4C Four Seasons, MO Beautifully updated 3-bedroom, 3-bath top-floor condo in Regatta Bay offering breathtaking...	3 beds \| 3 baths \| 1,420 sq.ft.	$374,900	Airbnb cash on cash: -2.28% Traditional cash on cash: 0.15% Airbnb Rental Income: $1078 Traditional Rental Income: $1564 Airbnb ROI: -2.28% Traditional ROI: 0.15%
320 Waters Edge Dr #2A Four Seasons, MO The location at Water's Edge everyone wants. A walk in unit with no steps from parking to ...	3 beds \| 3 baths \| 1,750 sq.ft.	$389,900	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.01% Airbnb Rental Income: $1078 Traditional Rental Income: $1715 Airbnb ROI: -1.74% Traditional ROI: 1.01%
7 Columbine Rd Four Seasons, MO 7 Columbine Rd, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$65,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 6.91% Airbnb Rental Income: $524 Traditional Rental Income: $708 Airbnb ROI: -0.19% Traditional ROI: 6.91%
158 Regatta Bay Cir #2D Four Seasons, MO Awesome 3 bedroom 3 bath condo unit with the perfect much desired HH location on the 12 mi...	3 beds \| 3 baths \| 1,670 sq.ft.	$329,000	Airbnb cash on cash: -3.04% Traditional cash on cash: 2.68% Airbnb Rental Income: $1078 Traditional Rental Income: $2477 Airbnb ROI: -3.04% Traditional ROI: 2.68%
71 & 72 Bloomington Ln Four Seasons, MO 71 & 72 Bloomington Ln, Four Seasons, MO 65049 \| Other	N/A beds \| N/A baths \| N/A	$59,900	Airbnb cash on cash: -0.97% Traditional cash on cash: 6.68% Airbnb Rental Income: $524 Traditional Rental Income: $708 Airbnb ROI: -0.97% Traditional ROI: 6.68%
177 Southwood Shores Dr #2B Four Seasons, MO Ready to live the Lake Life? This fully renovated, move-in ready 2-bedroom, 2-bath condo w...	2 beds \| 2 baths \| 840 sq.ft.	$230,000	Airbnb cash on cash: -2.81% Traditional cash on cash: 2.03% Airbnb Rental Income: $744 Traditional Rental Income: $1484 Airbnb ROI: -2.81% Traditional ROI: 2.03%
43 Southwood Shores Cir #1D Four Seasons, MO Step into easy lake living with a completely turn-key 2 bed, 2 bath lakefront condo that w...	2 beds \| 2 baths \| 840 sq.ft.	$240,000	Airbnb cash on cash: -3.36% Traditional cash on cash: 0.81% Airbnb Rental Income: $744 Traditional Rental Income: $1375 Airbnb ROI: -3.36% Traditional ROI: 0.81%
349 Bristol Bay Dr #3B Four Seasons, MO Lake days are easy from this 3-bedroom, 2-bath condo at Bristol Bay, complete with a 12 x ...	3 beds \| 2 baths \| 1,418 sq.ft.	$339,900	Airbnb cash on cash: -2.04% Traditional cash on cash: 1.99% Airbnb Rental Income: $1078 Traditional Rental Income: $1998 Airbnb ROI: -2.04% Traditional ROI: 1.99%
258 Regatta Bay Cir #2D Four Seasons, MO Outstanding lakeview condo in a beautifully maintained, park-like complex with exceptional...	3 beds \| 3 baths \| 1,400 sq.ft.	$369,000	Airbnb cash on cash: -1.72% Traditional cash on cash: 2.49% Airbnb Rental Income: $1078 Traditional Rental Income: $2169 Airbnb ROI: -1.72% Traditional ROI: 2.49%
Lot #14 Eagle Bay Dr Four Seasons, MO Lot #14 Eagle Bay Dr, Four Seasons, MO 65037 \| Other	N/A beds \| N/A baths \| N/A	$59,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 10.46% Airbnb Rental Income: $524 Traditional Rental Income: $885 Airbnb ROI: -0.14% Traditional ROI: 10.46%
309 Bristol Bay Dr #4A Four Seasons, MO SHORT-TERM RENTALS ALLOWED! Whether you're looking for an income-producing investment, wee...	3 beds \| 2 baths \| 1,418 sq.ft.	$349,900	Airbnb cash on cash: -1.78% Traditional cash on cash: 2.3% Airbnb Rental Income: $1078 Traditional Rental Income: $2050 Airbnb ROI: -1.78% Traditional ROI: 2.3%
404 Regatta Bay Cir #1C Four Seasons, MO Condos like this one don't come up very often at the iconic Regatta Bay Condominiums. This...	2 beds \| 2 baths \| 1,331 sq.ft.	$259,900	Airbnb cash on cash: -3.25% Traditional cash on cash: 3.7% Airbnb Rental Income: $744 Traditional Rental Income: $2135 Airbnb ROI: -3.25% Traditional ROI: 3.7%
158 Regatta Bay Cir #4E Four Seasons, MO Fantastic Top-Floor Condo with Stunning Lake Views & Two Boat Slips in Regatta Bay! Beauti...	2 beds \| 2 baths \| 914 sq.ft.	$279,900	Airbnb cash on cash: -2.85% Traditional cash on cash: 1.33% Airbnb Rental Income: $744 Traditional Rental Income: $1535 Airbnb ROI: -2.85% Traditional ROI: 1.33%

Real Estate investment in Four-seasons, MO

There are 65 properties for sale in the city of Four Seasons . The median list price in Four Seasons is $29,800 and the average price per square foot is $14. In June 2026, the average monthly cash on cash return in Four Seasons is 21.00%. The average monthly rental income in Four Seasons is $732.

Four-seasons, MO Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 65 investment properties available for sale in Four-seasons.

In 2026, the best neighborhood to buy investment property is Four Seasons.

The ROI for Short-Term is higher than the Long-Term in Four-seasons with average rental income of $524.

Your search for investment property begins and ends here

Investment Property for Sale in Four Seasons, MO

123 Southwood Shores Pl #2A

Four Seasons, MO

2 beds | 2 baths | 840 sq.ft.

$185,000

Airbnb cash on cash: -2.74%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $744

Traditional Rental Income: $1479

Airbnb ROI: -2.74%

Traditional ROI: 3.22%

150 Southwood Shores Dr #304-4D

Four Seasons, MO

2 beds | 2 baths | 852 sq.ft.

$240,000

Airbnb cash on cash: -2.83%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $744

Traditional Rental Income: $1484

Airbnb ROI: -2.83%

Traditional ROI: 1.82%

304 Southwood Shores Cir #2D

Four Seasons, MO

2 beds | 2 baths | 840 sq.ft.

$275,000

Airbnb cash on cash: -2.66%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $744

Traditional Rental Income: $1409

Airbnb ROI: -2.66%

Traditional ROI: 1.11%

304 Southwood Shores Dr #4B

Four Seasons, MO

2 beds | 2 baths | 840 sq.ft.

$255,000

Airbnb cash on cash: -2.81%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $744

Traditional Rental Income: $1480

Airbnb ROI: -2.81%

Traditional ROI: 1.54%

411 Cornett Branch Rd

Four Seasons, MO

4 beds | 2 baths | 2,257 sq.ft.

$489,900

Airbnb cash on cash: 0.97%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1753

Traditional Rental Income: $2252

Airbnb ROI: 0.97%

Traditional ROI: 3.11%

91 Southwood Shores Dr #3B

Four Seasons, MO

3 beds | 2 baths | 1,326 sq.ft.

$325,000

Airbnb cash on cash: -2.31%

Traditional cash on cash: -0.25%

Airbnb Rental Income: $1078

Traditional Rental Income: $1341

Airbnb ROI: -2.31%

Traditional ROI: -0.25%

56 Nassau Cir

Four Seasons, MO

5 beds | 4 baths | 2,000 sq.ft.

$555,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $1577

Traditional Rental Income: $3148

Airbnb ROI: 0.39%

Traditional ROI: 4.29%

191 Southwood Shores Dr #2B

Four Seasons, MO

1 beds | 1 baths | 580 sq.ft.

$155,000

Airbnb cash on cash: -3.05%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $637

Traditional Rental Income: $789

Airbnb ROI: -3.05%