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
619 Tapatio Ln
$560K
619 Tapatio Ln
Kissimmee, Osceola County
5 bd • 5 ba • 2,881 sqft
2400 Symphony Cir
$560K
2400 Symphony Cir
St Cloud, Osceola County
3 bd • 4 ba • 2,148 sqft
4912 Catalpa Dr
$560K
4912 Catalpa Dr
St Cloud, Osceola County
3 bd • 3 ba • 2,208 sqft
5019 Dancy Ln
$589K
5019 Dancy Ln
St Cloud, Osceola County
3 bd • 3 ba • 2,305 sqft
2740 Southland St
$590K
2740 Southland St
St Cloud, Osceola County
3 bd • 3 ba • 2,208 sqft
4313 Bay Brook Dr
$590K
4313 Bay Brook Dr
Kissimmee, Osceola County
6 bd • 4 ba • 2,399 sqft
915 San Raphael Street
$590K
915 San Raphael Street
Poinciana, Osceola County
4 bd • 3 ba • 3,110 sqft
2074 Flora Pass Pl
$595K
2074 Flora Pass Pl
Kissimmee, Osceola County
3 bd • 2 ba • 2,130 sqft
2764 Greenlands St
$616K
2764 Greenlands St
St Cloud, Osceola County
3 bd • 3 ba • 2,208 sqft
1845 Sawyer Palm Pl
$619K
1845 Sawyer Palm Pl
Kissimmee, Osceola County
7 bd • 7 ba • 3,533 sqft
2600 Meadowedge Loop
$639K
2600 Meadowedge Loop
St Cloud, Osceola County
3 bd • 3 ba • 2,935 sqft
6346 Bennett Ct
$663K
6346 Bennett Ct
St Cloud, Osceola County
3 bd • 2 ba • 2,694 sqft
1981 Flora Pass Pl
$675K
1981 Flora Pass Pl
Kissimmee, Osceola County
3 bd • 2 ba • 2,130 sqft
2777 Cherry Blossom Loop
$675K
2777 Cherry Blossom Loop
St Cloud, Osceola County
2 bd • 3 ba • 2,321 sqft
2743 River Creek Ln
$680K
2743 River Creek Ln
St Cloud, Osceola County
3 bd • 3 ba • 2,321 sqft
7774 Four Seasons Blvd
$685K
7774 Four Seasons Blvd
Kissimmee, Osceola County
3 bd • 2 ba • 1,969 sqft
1648 Marina Lake Dr
$700K
1648 Marina Lake Dr
Kissimmee, Osceola County
4 bd • 3 ba • 3,015 sqft
2873 Cherry Blossom Loop
$715K
2873 Cherry Blossom Loop
St Cloud, Osceola County
3 bd • 3 ba • 2,270 sqft
2120 Bunker View Ct
$800K
2120 Bunker View Ct
Kissimmee, Osceola County
5 bd • 4 ba • 4,580 sqft
6524 Shimmering Shores Ln
$849K
6524 Shimmering Shores Ln
St Cloud, Osceola County
3 bd • 4 ba • 2,808 sqft
2808 Cherry Blossom Loop
$850K
2808 Cherry Blossom Loop
St Cloud, Osceola County
3 bd • 3 ba • 2,321 sqft
2745 Nature View Rd
$875K
2745 Nature View Rd
St Cloud, Osceola County
3 bd • 4 ba • 2,806 sqft
2854 Bookmark Dr
$940K
2854 Bookmark Dr
Kissimmee, Osceola County
9 bd • 5 ba • 4,289 sqft
2159 Limestone Trl
$982K
2159 Limestone Trl
Kissimmee, Osceola County
4 bd • 3 ba • 2,562 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.