Real Estate Investment Properties for Sale in Kissimmee, FL

Looking for investment property in Kissimmee, FL with high ROI ?

Explore a variety of short-term homes & houses in Kissimmee, FL. Invest wisely with VRBO & Kissimmee, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Kissimmee, FL

Search for Single Family Residential for Sale in Kissimmee, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 878 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1831 WINDWARD OAKS COURT Kissimmee, FL Welcome to your dream home in the beautiful BellaLago community! This stunning residence a...	5 beds \| 3 baths \| 2,813 sq.ft.	$589,500	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.53% Airbnb Rental Income: $2156 Traditional Rental Income: $3398 Airbnb ROI: 0.27% Traditional ROI: 3.53%
1204 CUMBRIAN LAKES COURT Kissimmee, FL Welcome to your dream home, where luxury and serenity harmoniously blend within a charming...	4 beds \| 5 baths \| 2,636 sq.ft.	$485,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 6.4% Airbnb Rental Income: $1735 Traditional Rental Income: $4284 Airbnb ROI: -0.28% Traditional ROI: 6.4%
1737 LEE JANZEN DRIVE Kissimmee, FL PRESTINE KISSIMMEE BAY GOLF AND WATER VIEW POOL HOME, Prepare to be blown away! Golf cours...	3 beds \| 3 baths \| 2,138 sq.ft.	$574,999	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.11% Airbnb Rental Income: $1472 Traditional Rental Income: $2848 Airbnb ROI: -0.26% Traditional ROI: 3.11%
1469 SWAN PLACE Kissimmee, FL One or more photo(s) has been virtually staged. Welcome home to this well maintained 3-bed...	3 beds \| 2 baths \| 1,202 sq.ft.	$244,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.8% Airbnb Rental Income: $1472 Traditional Rental Income: $1981 Airbnb ROI: 1.7% Traditional ROI: 5.8%
1822 TROPHY BASS WAY Kissimmee, FL Waterfront home in Shingle Creek Reserve, where Florida living meets comfort and convenien...	4 beds \| 3 baths \| 2,798 sq.ft.	$499,700	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.44% Airbnb Rental Income: $1735 Traditional Rental Income: $2984 Airbnb ROI: -0.26% Traditional ROI: 3.44%
2713 PEARL COURT Kissimmee, FL This home can be purchased with NO MONEY DOWN!!! Welcome to this beautifully updated 3-bed...	3 beds \| 2 baths \| 1,616 sq.ft.	$384,990	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.74% Airbnb Rental Income: $1472 Traditional Rental Income: $2480 Airbnb ROI: 0.75% Traditional ROI: 4.74%
2605 HAWTHORNE LANE Kissimmee, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Lo...	3 beds \| 2 baths \| 1,554 sq.ft.	$434,990	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.94% Airbnb Rental Income: $1472 Traditional Rental Income: $2423 Airbnb ROI: 0.54% Traditional ROI: 3.94%
911 LAKE BERKLEY DRIVE Kissimmee, FL Welcome to 911 Lake Berkley, a beautifully maintained home located in the highly desirable...	4 beds \| 3 baths \| 1,542 sq.ft.	$399,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.68% Airbnb Rental Income: $1735 Traditional Rental Income: $2817 Airbnb ROI: 0.51% Traditional ROI: 4.68%
2239 SANTA LUCIA STREET Kissimmee, FL Centrally located and move-in ready, this 3 bedroom, 2 bath home features an open floor pl...	3 beds \| 2 baths \| 1,059 sq.ft.	$320,497	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.72% Airbnb Rental Income: $1472 Traditional Rental Income: $2210 Airbnb ROI: 0.83% Traditional ROI: 4.72%
2711 Star Grass Circle Kissimmee, FL FOR SALE: - SELLER GIVING CONCESSION TOWARDS CLOSING COST. PLEASE CONTACT FOR MORE DETAILS...	4 beds \| 3 baths \| 2,528 sq.ft.	$420,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.6% Airbnb Rental Income: $1735 Traditional Rental Income: $2517 Airbnb ROI: -0.6% Traditional ROI: 2.6%
3523 FOREST PARK DRIVE Kissimmee, FL Experience elevated living in this beautifully upgraded two-story home in the prestigious,...	4 beds \| 3 baths \| 2,123 sq.ft.	$578,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.4% Airbnb Rental Income: $1735 Traditional Rental Income: $2538 Airbnb ROI: 0.03% Traditional ROI: 2.4%
2521 JASMINE TRACE DRIVE Kissimmee, FL Absolutely stunning and thoughtfully designed, this exceptional home offers the perfect bl...	4 beds \| 3 baths \| 2,658 sq.ft.	$530,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 5.36% Airbnb Rental Income: $1735 Traditional Rental Income: $3698 Airbnb ROI: 0.43% Traditional ROI: 5.36%
8050 KING PALM CIRCLE Kissimmee, FL Welcome to the Guard gated Windsor Palms Resort style Community to escape to paradise. Thi...	4 beds \| 2 baths \| 1,567 sq.ft.	$495,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 2.9% Airbnb Rental Income: $1735 Traditional Rental Income: $2700 Airbnb ROI: -0.22% Traditional ROI: 2.9%
3196 STONEHURST CIRCLE Kissimmee, FL WATERFRONT If you're looking for an open-floor plan move-in ready home with a waterfro...	3 beds \| 2 baths \| 1,814 sq.ft.	$430,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 2.94% Airbnb Rental Income: $1472 Traditional Rental Income: $2310 Airbnb ROI: -0.22% Traditional ROI: 2.94%
3208 OLIVIA BREEZE DRIVE Kissimmee, FL Under contract-accepting backup offers. Welcome to Concorde Estates â where comfort meet...	3 beds \| 2 baths \| 2,037 sq.ft.	$330,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.96% Airbnb Rental Income: $1472 Traditional Rental Income: $2476 Airbnb ROI: -0.68% Traditional ROI: 3.96%
763 ROLFE STREET Kissimmee, FL Located in an established Kissimmee neighborhood, this 3-bedroom, 2-bath single-family hom...	3 beds \| 2 baths \| 1,088 sq.ft.	$243,900	Airbnb cash on cash: 1.87% Traditional cash on cash: 6.19% Airbnb Rental Income: $1472 Traditional Rental Income: $2032 Airbnb ROI: 1.87% Traditional ROI: 6.19%
2657 ONEIDA LOOP Kissimmee, FL Welcome to 2657 Oneida Loop in the sought-after Indian Creek subdivision where the magic d...	4 beds \| 3 baths \| 1,791 sq.ft.	$489,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.58% Airbnb Rental Income: $1735 Traditional Rental Income: $2808 Airbnb ROI: 0.19% Traditional ROI: 3.58%
3410 OAKMONT COURT Kissimmee, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	3 beds \| 3 baths \| 2,741 sq.ft.	$499,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.51% Airbnb Rental Income: $1472 Traditional Rental Income: $3093 Airbnb ROI: -0.9% Traditional ROI: 3.51%
411 MANITOBA DRIVE Kissimmee, FL Under contract-accepting backup offers. Looking for lots of space? Come visit this Spaciou...	3 beds \| 3 baths \| 2,230 sq.ft.	$299,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.7% Airbnb Rental Income: $1472 Traditional Rental Income: $2164 Airbnb ROI: 0.71% Traditional ROI: 4.7%
304 Grouper Drive Kissimmee, FL Welcome to this 1,809 sq. ft. beautifully maintained 3-bedroom, 2-bathroom home offering c...	3 beds \| 2 baths \| 1,809 sq.ft.	$304,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 5.05% Airbnb Rental Income: $1472 Traditional Rental Income: $2294 Airbnb ROI: 0.66% Traditional ROI: 5.05%
235 INDIAN WELLS AVENUE Kissimmee, FL Live the Resort Life Every Day! This impeccably maintained Palm Island model offers the pe...	2 beds \| 3 baths \| 1,935 sq.ft.	$324,900	Airbnb cash on cash: -1.14% Traditional cash on cash: 3.74% Airbnb Rental Income: $1341 Traditional Rental Income: $2419 Airbnb ROI: -1.14% Traditional ROI: 3.74%
4547 FICUS TREE ROAD Kissimmee, FL Beautifully updated 4-bedroom, 2.5-bath home offering comfort, style, and plenty of space,...	4 beds \| 3 baths \| 2,847 sq.ft.	$397,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 5.79% Airbnb Rental Income: $1735 Traditional Rental Income: $3023 Airbnb ROI: 1.04% Traditional ROI: 5.79%
7694 INDIAN RIDGE TRAIL S Kissimmee, FL Under contract-accepting backup offers. For Sale â Updated 3BR/2BA Home With Conservatio...	3 beds \| 2 baths \| 1,535 sq.ft.	$365,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.86% Airbnb Rental Income: $1472 Traditional Rental Income: $2324 Airbnb ROI: 0.11% Traditional ROI: 3.86%
301 Lesesne St Kissimmee, FL Charming 3 bedroom, 2 bathroom home located in the desirable Benita Park community with no...	3 beds \| 2 baths \| 1,375 sq.ft.	$249,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 7.34% Airbnb Rental Income: $1472 Traditional Rental Income: $2277 Airbnb ROI: 2.08% Traditional ROI: 7.34%
2908 ELDIENTE WAY Kissimmee, FL Buyers, buy down your interest rate! With a full-price offer, seller will contribute 4% of...	4 beds \| 3 baths \| 2,099 sq.ft.	$342,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 6.39% Airbnb Rental Income: $1735 Traditional Rental Income: $2878 Airbnb ROI: 1.35% Traditional ROI: 6.39%
3120 SHORT LEAF PINE COURT Kissimmee, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Th...	3 beds \| 2 baths \| 1,448 sq.ft.	$340,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.94% Airbnb Rental Income: $1472 Traditional Rental Income: $2272 Airbnb ROI: 1.08% Traditional ROI: 4.94%
1117 CAMBOURNE DRIVE Kissimmee, FL One or more photo(s) has been virtually staged. PRICE REDUCED. The interior of the home h...	4 beds \| 3 baths \| 2,168 sq.ft.	$319,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 5.57% Airbnb Rental Income: $1735 Traditional Rental Income: $2550 Airbnb ROI: 1.26% Traditional ROI: 5.57%
1150 ORNE COURT Kissimmee, FL This charming home is located in the heart of downtown Poinciana and offers a comfortable ...	3 beds \| 2 baths \| 1,481 sq.ft.	$246,975	Airbnb cash on cash: 1.29% Traditional cash on cash: 6.11% Airbnb Rental Income: $1472 Traditional Rental Income: $2164 Airbnb ROI: 1.29% Traditional ROI: 6.11%
2505 Aster Cove Lane Kissimmee, FL Spectacular Home for SALE in the sought-after community of Crescent Lakes! This home is lo...	4 beds \| 3 baths \| 1,846 sq.ft.	$435,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.57% Airbnb Rental Income: $1735 Traditional Rental Income: $2582 Airbnb ROI: 0.32% Traditional ROI: 3.57%
464 DANUBE DRIVE Kissimmee, FL Welcome to this beautifully maintained 3-bedroom, 2-bathroom home, built in 2019, that off...	3 beds \| 2 baths \| 1,564 sq.ft.	$300,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 5.11% Airbnb Rental Income: $1472 Traditional Rental Income: $2135 Airbnb ROI: 1.22% Traditional ROI: 5.11%
9027 PELICAN COVE TRACE Kissimmee, FL Beautiful home located in the fabulous Solara Resort, The house features an open floor pla...	4 beds \| 4 baths \| 2,488 sq.ft.	$525,000	Airbnb cash on cash: -1.65% Traditional cash on cash: 2.97% Airbnb Rental Income: $1735 Traditional Rental Income: $3525 Airbnb ROI: -1.65% Traditional ROI: 2.97%
4039 NAVIGATOR WAY Kissimmee, FL SHORT SALE: PRICE IMPROVEMENT â NOW $395,000! Experience the ultimate Florida lifestyle ...	4 beds \| 3 baths \| 2,123 sq.ft.	$395,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.34% Airbnb Rental Income: $1735 Traditional Rental Income: $2527 Airbnb ROI: -0.09% Traditional ROI: 3.34%
2376 FLAMINGO LAKES DRIVE Kissimmee, FL Welcome to 2376 Flamingo Lakes Dr, a beautifully maintained 3-bedroom, 2-bathroom home loc...	3 beds \| 2 baths \| 1,607 sq.ft.	$389,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.98% Airbnb Rental Income: $1472 Traditional Rental Income: $2791 Airbnb ROI: 0.19% Traditional ROI: 4.98%
1670 TAYLOR RIDGE LOOP Kissimmee, FL One or more photo(s) has been virtually staged. Spacious 4-bedroom, 3-bath pool home situa...	4 beds \| 3 baths \| 2,359 sq.ft.	$643,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.32% Airbnb Rental Income: $1735 Traditional Rental Income: $3294 Airbnb ROI: -0.07% Traditional ROI: 3.32%
1409 KISSIMMEE COURT Kissimmee, FL Welcome to this beautifully maintained home featuring two full bathrooms and three bedroom...	3 beds \| 2 baths \| 1,509 sq.ft.	$290,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 5.3% Airbnb Rental Income: $1472 Traditional Rental Income: $2157 Airbnb ROI: 1.21% Traditional ROI: 5.3%
457 PALOS VERDE PLACE Kissimmee, FL BRIGHT AND SPACIOUS UPGRADED SARASOTA MODEL WITH LARGE GREAT ROOM WHICH OPENS TO FLORIDA R...	3 beds \| 2 baths \| 1,827 sq.ft.	$360,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.72% Airbnb Rental Income: $1472 Traditional Rental Income: $2377 Airbnb ROI: -0.24% Traditional ROI: 3.72%
2987 Boating Boulevard Kissimmee, FL Welcome to your Florida lifestyle upgrade in this stunning 4-bedroom, 3.5-bath pool home l...	4 beds \| 4 baths \| 3,118 sq.ft.	$688,999	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.42% Airbnb Rental Income: $1735 Traditional Rental Income: $3739 Airbnb ROI: -0.44% Traditional ROI: 3.42%
444 ACACIA TREE WAY Kissimmee, FL Welcome to 444 Acacia Tree Way, a beautifully updated single-family home offering 4 spacio...	4 beds \| 3 baths \| 2,930 sq.ft.	$399,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.44% Airbnb Rental Income: $1735 Traditional Rental Income: $2714 Airbnb ROI: 0.54% Traditional ROI: 4.44%
7939 SEA PEARL CIRCLE Kissimmee, FL Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home tha...	5 beds \| 4 baths \| 3,676 sq.ft.	$699,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 4.46% Airbnb Rental Income: $2156 Traditional Rental Income: $4676 Airbnb ROI: -0.25% Traditional ROI: 4.46%
735 TOULON DRIVE Kissimmee, FL Great investment or primary residence in Poinciana(Osceola) .3 bedrooms with extra large b...	3 beds \| 2 baths \| 1,400 sq.ft.	$240,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 6.09% Airbnb Rental Income: $1472 Traditional Rental Income: $2092 Airbnb ROI: 1.44% Traditional ROI: 6.09%

Your search for investment property begins and ends here

Single Family Homes for Sale in Kissimmee, FL

1831 WINDWARD OAKS COURT

Kissimmee, FL

5 beds | 3 baths | 2,813 sq.ft.

$589,500

Airbnb cash on cash: 0.27%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $2156

Traditional Rental Income: $3398

Airbnb ROI: 0.27%

Traditional ROI: 3.53%

1204 CUMBRIAN LAKES COURT

Kissimmee, FL

4 beds | 5 baths | 2,636 sq.ft.

$485,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 6.4%

Airbnb Rental Income: $1735

Traditional Rental Income: $4284

Airbnb ROI: -0.28%

Traditional ROI: 6.4%

1737 LEE JANZEN DRIVE

Kissimmee, FL

3 beds | 3 baths | 2,138 sq.ft.

$574,999

Airbnb cash on cash: -0.26%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1472

Traditional Rental Income: $2848

Airbnb ROI: -0.26%

Traditional ROI: 3.11%

1469 SWAN PLACE

Kissimmee, FL

3 beds | 2 baths | 1,202 sq.ft.

$244,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1472

Traditional Rental Income: $1981

Airbnb ROI: 1.7%

Traditional ROI: 5.8%

1822 TROPHY BASS WAY

Kissimmee, FL

4 beds | 3 baths | 2,798 sq.ft.

$499,700

Airbnb cash on cash: -0.26%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1735

Traditional Rental Income: $2984

Airbnb ROI: -0.26%

Traditional ROI: 3.44%

2713 PEARL COURT

Kissimmee, FL

3 beds | 2 baths | 1,616 sq.ft.

$384,990

Airbnb cash on cash: 0.75%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $1472

Traditional Rental Income: $2480

Airbnb ROI: 0.75%

Traditional ROI: 4.74%

2605 HAWTHORNE LANE

Kissimmee, FL

3 beds | 2 baths | 1,554 sq.ft.

$434,990

Airbnb cash on cash: 0.54%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1472

Traditional Rental Income: $2423

Airbnb ROI: 0.54%

Traditional ROI: 3.94%

911 LAKE BERKLEY DRIVE

Kissimmee, FL

4 beds | 3 baths | 1,542 sq.ft.

$399,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $1735

Traditional Rental Income: $2817

Airbnb ROI: 0.51%