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.
Investment Property for Sale in Kissimmee, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1204 CUMBRIAN LAKES COURTKissimmee, FLWelcome to your dream home, where luxury and serenity harmoniously blend within a charming... |
4 beds | 4 baths | 2,636 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.25%
|
5004 LAGUNA BAY CIRCLE #54Kissimmee, FLFabulous condo for sale fully furnished! 3 beds and 2 baths condo located just a few minut... |
3 beds | 2 baths | 1,220 sq.ft. |
$255,000 |
Airbnb cash on cash: 0.94%
|
4577 ALBERTO CIRCLEKissimmee, FLWelcome to Bellavida Resort. This home features 4 bedrooms with 3 full baths and one of th... |
4 beds | 3 baths | 1,636 sq.ft. |
$380,000 |
Airbnb cash on cash: 0.62%
|
1469 SWAN PLACEKissimmee, FLSeller is offering a $2,000 CLOSING COSTS CREDIT to the qualified buyer at closing! Welcom... |
3 beds | 2 baths | 1,202 sq.ft. |
$282,000 |
Airbnb cash on cash: 3.58%
|
3827 BAY CLUB CIR #204Kissimmee, FLInvestment Opportunity â Tenant in Place Until October 2026! Welcome to this spacious 2... |
2 beds | 2 baths | 910 sq.ft. |
$195,000 |
Airbnb cash on cash: 1.05%
|
3055 ASHLAND LANE NKissimmee, FLUnder contract-accepting backup offers. Welcome to 3055 Ashland Lane Nâan oversized 3-be... |
3 beds | 3 baths | 1,957 sq.ft. |
$320,000 |
Airbnb cash on cash: 1.48%
|
5004 LAGUNA BAY CIRCLE #47Kissimmee, FLExperience the ultimate Central Florida lifestyle with this exceptional and fully furnishe... |
3 beds | 2 baths | 1,220 sq.ft. |
$269,999 |
Airbnb cash on cash: 1.14%
|
225 CELEBRATION PLACE #233Kissimmee, FLLocated in Celebration, the picturesque Disney-styled town with shops, dining, and grocery... |
1 beds | 1 baths | 751 sq.ft. |
$141,000 |
Airbnb cash on cash: -5.71%
|
2108 SHANNON LAKES BOULEVARDKissimmee, FLJust Listed â 4 Bed | 2 Bath | Corner Lot! Looking for space, style, and a great locati... |
4 beds | 2 baths | 1,842 sq.ft. |
$375,000 |
Airbnb cash on cash: 1.56%
|
4008 SAN SABASTIAN DRIVE #107Kissimmee, FLThis newly listed townhouse at 107-4008 San Sebastian Dr in Kissimmee offers excellent val... |
4 beds | 3 baths | 1,470 sq.ft. |
$265,000 |
Airbnb cash on cash: 1.53%
|
1958 COMMANDER WAYKissimmee, FLMOTIVATED SELLER - Back On Market - Buyer Could Not Perform. Welcome to this 3-bedroom, 2-... |
3 beds | 2 baths | 1,636 sq.ft. |
$323,000 |
Airbnb cash on cash: 1.73%
|
3561 S Orange Blossom TrailKissimmee, FLThus property is a fantastic opportunity for investors or first-time buyers! This charming... |
2 beds | 1 baths | 1,160 sq.ft. |
$480,000 |
Airbnb cash on cash: 0.58%
|
2023 GRAND OAK DRIVEKissimmee, FLUnder contract-accepting backup offers. Short Sale. **Short Sale Approved** This stunning ... |
4 beds | 4 baths | 1,760 sq.ft. |
$270,000 |
Airbnb cash on cash: 2.03%
|
4705 ORMOND BEACH WAYKissimmee, FLTerra Verde Resort 3 Bedroom Townhouse with 2.5 Bathrooms, on a CONSERVATION lot! Spectacu... |
3 beds | 3 baths | 1,286 sq.ft. |
$312,000 |
Airbnb cash on cash: 1.72%
|
2649 CROWN COURT #2649Kissimmee, FLBack on the Market!!! Motivated Seller!!! Priced at Appraised Value! Don't miss this secon... |
3 beds | 3 baths | 1,350 sq.ft. |
$189,900 |
Airbnb cash on cash: 2.92%
|
2239 SANTA LUCIA STREETKissimmee, FLCentrally located and move-in ready, this 3 bedroom, 2 bath home features an open floor pl... |
3 beds | 2 baths | 1,059 sq.ft. |
$337,997 |
Airbnb cash on cash: 1.98%
|
4743 VERO BEACH PLACEKissimmee, FLEscape to 4743 Vero Beach Place, a beautifully refreshed three-bedroom, two-and-a-half-bat... |
3 beds | 3 baths | 1,286 sq.ft. |
$294,950 |
Airbnb cash on cash: 1.85%
|
8063 KING PALM CIRCLEKissimmee, FLThis fully furnished, 3-bedroom, 2-bathroom home is an ideal investment opportunity or vac... |
3 beds | 2 baths | 1,664 sq.ft. |
$405,000 |
Airbnb cash on cash: 0.66%
|
2703 MANESTY LANEKissimmee, FLExplore this beautifully furnished, updated and Disney themed home in the sought-after Win... |
4 beds | 4 baths | 1,824 sq.ft. |
$590,000 |
Airbnb cash on cash: 0.25%
|
8962 CUBAN PALM ROADKissimmee, FLREDUCED! Welcome to Paradise! This fully furnished, turnkey 4-bedroom, 3-bathroom, two-st... |
4 beds | 3 baths | 1,902 sq.ft. |
$389,995 |
Airbnb cash on cash: -0.81%
|
7671 Comrow Street #304Kissimmee, FLWelcome to this beautifully decorated and fully furnished 3-bedroom condo, ideally located... |
3 beds | 2 baths | 1,450 sq.ft. |
$324,900 |
Airbnb cash on cash: 2.03%
|
4504 ALBERTO CIRCLEKissimmee, FLGet $2,000 toward closing costs when you finance with our preferred lender. Act now and mo... |
3 beds | 3 baths | 1,295 sq.ft. |
$360,000 |
Airbnb cash on cash: 0.44%
|
2787 LIDO KEY DRIVEKissimmee, FLThis gorgeous and fully-furnished home is ready for you to live the resort lifestyle full-... |
4 beds | 3 baths | 1,960 sq.ft. |
$455,000 |
Airbnb cash on cash: -0.17%
|
4708 Vero Beach PlaceKissimmee, FLWelcome to your dream getaway or income-producing gem in the heart of resort-style living!... |
4 beds | 3 baths | 1,636 sq.ft. |
$416,000 |
Airbnb cash on cash: 1.44%
|
2950 LUCAYAN HARBOUR CIRCLE #105Kissimmee, FLDiscover your perfect getaway in the desirable Lucaya Village Resort, where convenience, e... |
4 beds | 3 baths | 1,694 sq.ft. |
$329,900 |
Airbnb cash on cash: 0.33%
|
235 Goldenrain Drive #102Kissimmee, FLRARE FIND!!! GORGEOUS 1ST FLOOR NEWLY UPDATED 3-BEDROOM, 3-BATHROOM CORNER UNIT STEPS AWAY... |
3 beds | 3 baths | 1,612 sq.ft. |
$424,990 |
Airbnb cash on cash: 1.13%
|
4715 FLAGLER BEACH WAYKissimmee, FLWelcome to this beautifully updated 3-bedroom, 2.5-bathroom townhome located in the sought... |
3 beds | 3 baths | 1,286 sq.ft. |
$309,000 |
Airbnb cash on cash: 1.75%
|
3331 WHITESTONE CIRCLE #201Kissimmee, FLOne or more photo(s) has been virtually staged. Spacious and well-maintained 3-bedroom, 2-... |
3 beds | 2 baths | 1,495 sq.ft. |
$255,000 |
Airbnb cash on cash: 1.29%
|
4717 FLAGLER BEACH WAYKissimmee, FLAmenities amenities amenities! Stunning home in the immaculate Terra Verde Resort. This mo... |
3 beds | 3 baths | 1,286 sq.ft. |
$319,000 |
Airbnb cash on cash: 2.28%
|
4529 ORCHARD GROVE ROADKissimmee, FLWelcome to this beautifully maintained 4-bedroom, 2-bath home in the heart of St. Cloudâ... |
4 beds | 2 baths | 1,707 sq.ft. |
$368,000 |
Airbnb cash on cash: 1.75%
|
1130 Sabine LaneKissimmee, FLWelcome to this beautiful move-in ready home with 3 bedrooms and 2 bathrooms. This spectac... |
3 beds | 2 baths | 1,487 sq.ft. |
$279,000 |
Airbnb cash on cash: 3.41%
|
3208 OLIVIA BREEZE DRIVEKissimmee, FLWelcome to Concorde Estates â where comfort meets convenience! Step inside this bright a... |
3 beds | 2 baths | 2,037 sq.ft. |
$345,000 |
Airbnb cash on cash: 0.53%
|
614 ELBRIDGE DRIVEKissimmee, FLUnder contract-accepting backup offers. NEW PRICE!!! Welcome to your dream home! This beau... |
4 beds | 3 baths | 2,847 sq.ft. |
$415,900 |
Airbnb cash on cash: 1.08%
|
4004 SANTA MARIA DRIVE #105Kissimmee, FLMotivated Seller. Welcome to this beautifully renovated two-story townhouse-style condomin... |
3 beds | 2 baths | 1,296 sq.ft. |
$260,000 |
Airbnb cash on cash: 0.7%
|
3640 SAIL HARBOR DRKissimmee, FLWelcome HOME to this 4 bedroom, 2.5 bathroom property with a bonus Office space, plus a 3-... |
4 beds | 3 baths | 2,156 sq.ft. |
$388,000 |
Airbnb cash on cash: 1.44%
|
157 POMPANO BEACH DRIVEKissimmee, FLThis stunning furnished townhouse features three spacious bedrooms, two full bathrooms, an... |
3 beds | 3 baths | 1,286 sq.ft. |
$315,000 |
Airbnb cash on cash: 1.88%
|
2611 GALA ROAD N #105Kissimmee, FLWelcome to Seven Dwarfs Community and your new two-story townhouse-style condominium. This... |
3 beds | 2 baths | 1,296 sq.ft. |
$265,000 |
Airbnb cash on cash: 0.62%
|
2472 WINFIELD DRIVEKissimmee, FLBeautiful 4-Bedroom Pool Home in Kissimmee! Step inside this spacious home featuring a scr... |
4 beds | 2 baths | 2,023 sq.ft. |
$390,000 |
Airbnb cash on cash: 1.87%
|
145 POMPEI DRIVEKissimmee, FLJUST REDUCED â $299,000 | Priced to Move Quickly This is the opportunity savvy buyers h... |
3 beds | 2 baths | 1,438 sq.ft. |
$299,000 |
Airbnb cash on cash: 2.22%
|
4722 VERO BEACH PLACEKissimmee, FLOWNER MOTIVATED â INCOME-GENERATING Townhome in Terra Verde Resort â Just Minutes from... |
3 beds | 3 baths | 1,286 sq.ft. |
$314,900 |
Airbnb cash on cash: 1.73%
|
Real Estate investment in Kissimmee, FL
There are 1,577 properties for sale in the city of Kissimmee . The median list price in Kissimmee is $360,000 and the average price per square foot is $199. In November 2025, the average monthly cash on cash return in Kissimmee is 4.00%. The average monthly rental income in Kissimmee is $2,336.