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
3434 Sagebrush St
$365K
3434 Sagebrush St
Harmony, Osceola County
3 bd • 2 ba • 1,852 sqft
786 Cielo Trl
$375K
786 Cielo Trl
Kissimmee, Osceola County
2 bd • 2 ba • 2,170 sqft
1998 Key Bay Trl #524
$375K
1998 Key Bay Trl #524
Kissimmee, Osceola County
2 bd • 2 ba • 1,583 sqft
2621 Hammock Harbor Avenue
$381K
2621 Hammock Harbor Avenue
St Cloud, Osceola County
2 bd • 2 ba • 1,579 sqft
3113 Songbird Cir
$385K
3113 Songbird Cir
St Cloud, Osceola County
3 bd • 2 ba • 1,876 sqft
3304 Sagebrush St
$385K
3304 Sagebrush St
Harmony, Osceola County
4 bd • 2 ba • 1,859 sqft
2617 Hammock Harbor Avenue
$387K
2617 Hammock Harbor Avenue
St Cloud, Osceola County
2 bd • 2 ba • 1,579 sqft
7637 Sand Pierre Court
$395K
7637 Sand Pierre Court
Kissimmee, Osceola County
2 bd • 2 ba • 1,557 sqft
2615 Hammock Harbor Avenue
$398K
2615 Hammock Harbor Avenue
St Cloud, Osceola County
2 bd • 2 ba • 1,579 sqft
2920 Cherry Blossom Loop
$398K
2920 Cherry Blossom Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,584 sqft
4721 Clock Tower Dr #108
$399K
4721 Clock Tower Dr #108
Kissimmee, Osceola County
3 bd • 2 ba • 1,329 sqft
545 Genoa Dr
$399K
545 Genoa Dr
Kissimmee, Osceola County
2 bd • 2 ba • 2,038 sqft
5027 E Fountainwood Dr
$399K
5027 E Fountainwood Dr
St Cloud, Osceola County
3 bd • 2 ba • 1,456 sqft
2434 N Cliff Way
$400K
2434 N Cliff Way
St Cloud, Osceola County
2 bd • 2 ba • 1,584 sqft
2541 Harmonia Hammock Rd
$400K
2541 Harmonia Hammock Rd
St Cloud, Osceola County
3 bd • 2 ba • 1,676 sqft
5017 E Fountainwood Dr
$415K
5017 E Fountainwood Dr
St Cloud, Osceola County
3 bd • 2 ba • 1,863 sqft
1989 Spring Shower Cir
$415K
1989 Spring Shower Cir
Kissimmee, Osceola County
3 bd • 2 ba • 2,087 sqft
1999 Key Bay Trl
$419K
1999 Key Bay Trl
Kissimmee, Osceola County
2 bd • 2 ba • 1,557 sqft
6282 Lakepine St
$433K
6282 Lakepine St
St Cloud, Osceola County
4 bd • 3 ba • 2,599 sqft
1994 Spring Shower Cir
$440K
1994 Spring Shower Cir
Kissimmee, Osceola County
3 bd • 2 ba • 2,056 sqft
825 Glendora Rd
$445K
825 Glendora Rd
Poinciana, Osceola County
3 bd • 3 ba • 2,456 sqft
2748 Greenlands St
$450K
2748 Greenlands St
St Cloud, Osceola County
3 bd • 2 ba • 1,863 sqft
294 Addison Dr
$450K
294 Addison Dr
Poinciana, Osceola County
3 bd • 3 ba • 2,711 sqft
1598 Whitewood Ct
$450K
1598 Whitewood Ct
Kissimmee, Osceola County
3 bd • 2 ba • 2,066 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.