Gated Community Homes for Sale in Osceola County, FL

1,297 Active Listings • Updated Daily from MLS

Avg: $434K Min: $1K Max: $8.0M 436 with Pool 56 Waterfront
4552 Jonafree Ln #101
$2K
4552 Jonafree Ln #101
Kissimmee, Osceola County
4 bd • 3 ba • 1,470 sqft
2665 Mead Ave
$2K
2665 Mead Ave
St Cloud, Osceola County
2 bd • 3 ba • 1,464 sqft
2704 Club Cortile Cir
$2K
2704 Club Cortile Cir
Kissimmee, Osceola County
3 bd • 3 ba • 1,670 sqft
4006 Venetian Bay Dr #108
$2K
4006 Venetian Bay Dr #108
Kissimmee, Osceola County
4 bd • 3 ba • 1,470 sqft
5030 Caspian St
$2K
5030 Caspian St
St Cloud, Osceola County
2 bd • 3 ba • 1,464 sqft
4791 Terra Esmeralda Dr
$2K
4791 Terra Esmeralda Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,379 sqft
1890 Spring Shower Cir
$2K
1890 Spring Shower Cir
Kissimmee, Osceola County
2 bd • 2 ba • 1,579 sqft
3060 Pirates Retreat Ct #302
$2K
3060 Pirates Retreat Ct #302
Kissimmee, Osceola County
2 bd • 2 ba • 1,445 sqft
5116 Dominica Dr
$2K
5116 Dominica Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,394 sqft
1252 Royal St George Blvd
$2K
1252 Royal St George Blvd
Davenport, Osceola County
3 bd • 3 ba • 1,828 sqft
2649 Old Kent Cir
$2K
2649 Old Kent Cir
Kissimmee, Osceola County
3 bd • 3 ba • 1,504 sqft
8899 Cabot Cliffs Dr #102
$2K
8899 Cabot Cliffs Dr #102
Davenport, Osceola County
2 bd • 2 ba • 1,388 sqft
3624 Landing Net Drive
$2K
3624 Landing Net Drive
Kissimmee, Osceola County
3 bd • 3 ba • 1,373 sqft
4000 San Gallo Dr #105
$2K
4000 San Gallo Dr #105
Kissimmee, Osceola County
3 bd • 2 ba • 1,296 sqft
2610 Lodi Cir #102
$2K
2610 Lodi Cir #102
Kissimmee, Osceola County
4 bd • 2 ba • 1,470 sqft
1017 Chalcedony St
$2K
1017 Chalcedony St
Kissimmee, Osceola County
3 bd • 3 ba • 1,734 sqft
1302 S Beach Cir
$2K
1302 S Beach Cir
Kissimmee, Osceola County
4 bd • 4 ba • 1,642 sqft
1043 Splash Shot Pl #2002
$2K
1043 Splash Shot Pl #2002
Davenport, Osceola County
2 bd • 2 ba • 1,388 sqft
3607 Main Harbor Dr S
$2K
3607 Main Harbor Dr S
Kissimmee, Osceola County
3 bd • 3 ba • 1,550 sqft
1160 S Beach Cir
$2K
1160 S Beach Cir
Kissimmee, Osceola County
3 bd • 3 ba • 1,468 sqft
3579 Landing Net Dr
$2K
3579 Landing Net Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,373 sqft
7523 Pellham Way
$2K
7523 Pellham Way
Kissimmee, Osceola County
3 bd • 3 ba • 1,808 sqft
2884 Club Cortile Cir
$2K
2884 Club Cortile Cir
Kissimmee, Osceola County
4 bd • 3 ba • 1,873 sqft
4774 Terra Esmeralda Dr
$2K
4774 Terra Esmeralda Dr
Kissimmee, Osceola County
4 bd • 4 ba • 1,721 sqft

Gated Community Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of gated community homes for sale. With 1,297 active listings and a median price around $434K, there's something for every buyer. Search by city below or use our map to explore neighborhoods across the county.

Top cities: Kissimmee, Reunion, Davenport, St Cloud, Poinciana, Harmony, Champions Gate.