55+ Homes for Sale in Osceola County, FL

147 Active Listings • Updated Daily from MLS

Avg: $400K Min: $2K Max: $1.9M 18 with Pool 13 Waterfront
116 Glendale Ct
$309K
116 Glendale Ct
Kissimmee, Osceola County
2 bd • 2 ba • 1,655 sqft
525 Shorehaven  Drive
$310K
525 Shorehaven Drive
Poinciana, Osceola County
2 bd • 2 ba • 2,064 sqft
7624 Sand Pierre Ct
$319K
7624 Sand Pierre Ct
Kissimmee, Osceola County
2 bd • 2 ba • 1,437 sqft
2557 Yellow Brick Rd
$320K
2557 Yellow Brick Rd
St Cloud, Osceola County
2 bd • 2 ba • 1,464 sqft
1100 Sunset View Cir S #304
$320K
1100 Sunset View Cir S #304
Kissimmee, Osceola County
3 bd • 3 ba • 1,755 sqft
1712 Patrick St
$320K
1712 Patrick St
Kissimmee, Osceola County
3 bd • 2 ba • 1,512 sqft
2486 Datura Loop
$320K
2486 Datura Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,464 sqft
2847 Oakwater Dr #2847
$320K
2847 Oakwater Dr #2847
Kissimmee, Osceola County
3 bd • 2 ba • 1,427 sqft
328 Indian Wells Ave
$324K
328 Indian Wells Ave
Poinciana, Osceola County
2 bd • 2 ba • 1,548 sqft
730 Villa Park Rd
$329K
730 Villa Park Rd
Poinciana, Osceola County
2 bd • 3 ba • 1,899 sqft
304 Cocoa Ct
$329K
304 Cocoa Ct
Kissimmee, Osceola County
4 bd • 3 ba • 2,844 sqft
377 Vestrella Dr
$330K
377 Vestrella Dr
Kissimmee, Osceola County
2 bd • 2 ba • 1,577 sqft
620 Heraldo Ct
$330K
620 Heraldo Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,372 sqft
244 Largo Dr
$340K
244 Largo Dr
Kissimmee, Osceola County
2 bd • 2 ba • 2,057 sqft
2841 Midsweet Avenue
$342K
2841 Midsweet Avenue
St Cloud, Osceola County
2 bd • 2 ba • 1,322 sqft
3383 Sagebrush St
$350K
3383 Sagebrush St
Harmony, Osceola County
4 bd • 2 ba • 1,853 sqft
2079 Shannon Lakes Blvd
$350K
2079 Shannon Lakes Blvd
Kissimmee, Osceola County
3 bd • 2 ba • 1,688 sqft
1880 Spring Shower Cir
$350K
1880 Spring Shower Cir
Kissimmee, Osceola County
2 bd • 2 ba • 1,559 sqft
2410 Datura Loop
$350K
2410 Datura Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,464 sqft
2732 Cherry Blossom Loop
$350K
2732 Cherry Blossom Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,584 sqft
2849 Midsweet Avenue
$351K
2849 Midsweet Avenue
St Cloud, Osceola County
2 bd • 2 ba • 1,322 sqft
1691 Key Bay Trl
$355K
1691 Key Bay Trl
Kissimmee, Osceola County
2 bd • 2 ba • 1,557 sqft
3399 Sagebrush St
$365K
3399 Sagebrush St
Harmony, Osceola County
3 bd • 2 ba • 1,550 sqft
3300 Sagebrush St
$365K
3300 Sagebrush St
Harmony, Osceola County
2 bd • 2 ba • 1,645 sqft

55+ Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of 55+ homes for sale. With 147 active listings and a median price around $400K, there's something for every buyer. Search by city below or use our map to explore neighborhoods across the county.

Top cities: Kissimmee, St Cloud, Harmony, Poinciana, Reunion.