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Kissimmee, FL 55+ active adult communities & homes for sale
Living in Kissimmee
A generally small city, Kissimmee is located in Central Florida, just south of Orlando. Its proximity to Orlando’s famous amusement parks and year-long warm weather makes…
A generally small city, Kissimmee is located in Central Florida, just south of Orlando. Its proximity to Orlando’s famous amusement parks and year-long warm weather makes Kissimmee very attractive for retirees. The city’s rural area provides plenty of parks and lakes for residents to explore and get in touch with nature. It's no wonder that 55+ communities in Kissimmee have grown to be so popular!
Kissimmee Climate & Geography
Summers in Kissimmee are generally hot and humid, much like the rest of Florida, and residents can expect warm weather all year round. Cold weather is a rarity in Kissimmee, as is as snow during winter.
Recreation, Culture & Entertainment In KissimmeeÂ
The city is home to the Kissimmee Chain-of-Lakes, which includes some of the state’s largest fishing and recreational attractions such as kayaking, canoeing, and airboat tours. Residents also have the option to take a trip to some of the city’s popular parks such as Shingle Creek Regional Park and Boggy Creek.
Being just 30 minutes outside the city of Orlando, residents of Kissimmee can still go visit some of its grand amusement parks such as Universal Studios, Walt Disney World, and SeaWorld.
The locals of Kissimmee enjoy catching a magic show at The Great Magic Hall, or if they’re looking for more excitement, residents can go to the Kissimmee Sports Arena Rodeo to watch bull riding, barrel racing, and more.
The city also has plenty of restaurants, malls, and flea markets for residents to explore.
Kissimmee Cost of Living & Taxes
Residents of Kissimmee 55+ communities who are on a budget will appreciate the city's lower cost of living as well as Florida's tax friendly policies. Kissimmee, much like the rest of Florida, has a slightly higher cost of living than the national average, but it’s still generally cheaper than the state average. The cost of housing is also more affordable in Kissimmee than other cities in Florida, but still a bit higher than the national average.
Florida is one of the most tax-friendly states for retirees. This is due to the fact that Florida has no state income tax, no tax on Social Security, and no inheritance tax. Kissimmee does add a 1.5 percent sales tax onto the state’s 6 percent rate.Â
Health Care In Kissimmee
Florida frequently scores high on Gallup’s Well-Being Index, ranking amongst the top states throughout the country.
Kissimmee is home to three medical centers and hospitals. These include Osceola Regional Medical Center, St. Regional Medical Center, and Poinciana Medical Center. Osceola Regional Medical Center is rated high performing in two procedures according to U.S News.
Frequently Asked Questions
Of the 6 55+ communities in Kissimmee, 4 are for sale and 2 are rentals. By size, there are 1 large community with over 1000 homes, 2 medium communities with 500-1000 homes, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Kissimmee has 150 homes, the largest has 5900 homes, and the average communities consists of 1269 homes.
Yes, there are new 55+ homes available in Kissimmee. The most recent communities started in Kissimmee include Esplanade at Westview, Mariblu Hunters Creek, Tohoqua Reserve. There are also 6 communities in Kissimmee that offer new construction homes, including Four Seasons at Orlando, Solivita, Esplanade at Westview.
Yes, there are gated 55+ communities in Kissimmee. Approximately 66.7% of 55+ communities in the area are gated. For instance, Four Seasons at Orlando is a gated communities with 557 homes, and Solivita is another gated communities with 5900 homes.
On average, listings in 55+ communities in Kissimmee stay on the market for around 310 days. The average price of homes for sale in these communities is approximately $384,876, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Four Seasons at Orlando average around $473,945, while homes in Esplanade at Westview average around $341,281.
33 communities near Kissimmee
631 homes near Kissimmee
Relevance
3 beds
|2 baths
|2,058 sq ft
|House
2 beds
|2 baths
|1,387 sq ft
|House
6 beds
|6 baths
|4,009 sq ft
|House
3 beds
|4 baths
|3,006 sq ft
|House
3 beds
|2 baths
|1,996 sq ft
|House
2 beds
|2 baths
|1,520 sq ft
|House
3 beds
|3 baths
|1,857 sq ft
|Townhouse
4 beds
|3 baths
|1,897 sq ft
|Townhouse
4 beds
|4 baths
|1,930 sq ft
|Townhouse
4 beds
|4 baths
|2,447 sq ft
|Townhouse
2 beds
|2 baths
|1,275 sq ft
|House
4 beds
|3 baths
|2,293 sq ft
|House
2 beds
|2 baths
|1,800 sq ft
|House
2 beds
|2 baths
|1,385 sq ft
|House
2 beds
|2 baths
|1,400 sq ft
|House
3 beds
|4 baths
|2,903 sq ft
|House
2 beds
|2 baths
|1,503 sq ft
|Villa
3 beds
|3 baths
|2,266 sq ft
|House
Frequently Asked Questions
Of the 6 55+ communities in Kissimmee, 4 are for sale and 2 are rentals. By size, there are 1 large community with over 1000 homes, 2 medium communities with 500-1000 homes, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Kissimmee has 150 homes, the largest has 5900 homes, and the average communities consists of 1269 homes.
Yes, there are new 55+ homes available in Kissimmee. The most recent communities started in Kissimmee include Esplanade at Westview, Mariblu Hunters Creek, Tohoqua Reserve. There are also 6 communities in Kissimmee that offer new construction homes, including Four Seasons at Orlando, Solivita, Esplanade at Westview.
Yes, there are gated 55+ communities in Kissimmee. Approximately 66.7% of 55+ communities in the area are gated. For instance, Four Seasons at Orlando is a gated communities with 557 homes, and Solivita is another gated communities with 5900 homes.
On average, listings in 55+ communities in Kissimmee stay on the market for around 310 days. The average price of homes for sale in these communities is approximately $384,876, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Four Seasons at Orlando average around $473,945, while homes in Esplanade at Westview average around $341,281.
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REIN updates its listings on a daily basis. Data last updated: Nov 11, 2026.
This application does not include information on all of the properties available for sale at this time.
