Gated Community Homes for Sale in Osceola County, FL

1,299 Active Listings • Updated Daily from MLS

Avg: $434K Min: $1K Max: $8.0M 437 with Pool 56 Waterfront
2670 Pleasant Cypress Cir
$2K
2670 Pleasant Cypress Cir
Kissimmee, Osceola County
3 bd • 3 ba • 1,771 sqft
2379 Caravelle Cir
$2K
2379 Caravelle Cir
Kissimmee, Osceola County
4 bd • 3 ba • 1,400 sqft
2411 Silver Palm Dr
$2K
2411 Silver Palm Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,440 sqft
3124 Yellow Lantana Ln
$2K
3124 Yellow Lantana Ln
Kissimmee, Osceola County
3 bd • 3 ba • 1,295 sqft
8517 Bay Lilly Loop
$2K
8517 Bay Lilly Loop
Kissimmee, Osceola County
3 bd • 3 ba • 1,295 sqft
2714 Club Cortile Cir
$2K
2714 Club Cortile Cir
Kissimmee, Osceola County
4 bd • 3 ba • 1,873 sqft
1406 Milledge Ln
$2K
1406 Milledge Ln
Davenport, Osceola County
3 bd • 3 ba • 2,402 sqft
2795 Oakwater Dr
$2K
2795 Oakwater Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,808 sqft
8945 Shine Dr
$2K
8945 Shine Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
3370 Beaute Dr
$2K
3370 Beaute Dr
Kissimmee, Osceola County
4 bd • 3 ba • 2,035 sqft
4005 Bismark Dr #c1
$2K
4005 Bismark Dr #c1
Kissimmee, Osceola County
3 bd • 2 ba • 1,274 sqft
1599 Moon Valley Dr
$2K
1599 Moon Valley Dr
Davenport, Osceola County
4 bd • 3 ba • 1,902 sqft
834 Assembly Ct
$2K
834 Assembly Ct
Reunion, Osceola County
3 bd • 3 ba • 1,862 sqft
2659 Mead Ave
$2K
2659 Mead Ave
St Cloud, Osceola County
3 bd • 3 ba • 1,825 sqft
4738 Terra Esmeralda Dr
$2K
4738 Terra Esmeralda Dr
Kissimmee, Osceola County
4 bd • 4 ba • 1,721 sqft
3174 Feltrim Pl #201
$2K
3174 Feltrim Pl #201
Kissimmee, Osceola County
3 bd • 2 ba • 1,269 sqft
8103 Coconut Palm Way #203
$2K
8103 Coconut Palm Way #203
Kissimmee, Osceola County
3 bd • 2 ba • 1,268 sqft
2943 Casabella Dr
$2K
2943 Casabella Dr
Kissimmee, Osceola County
4 bd • 2 ba • 1,895 sqft
2121 Falmouth Ct
$2K
2121 Falmouth Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,599 sqft
2913 Windmill Dr
$2K
2913 Windmill Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,528 sqft
1414 Anchor Bend Way
$3K
1414 Anchor Bend Way
Kissimmee, Osceola County
3 bd • 3 ba • 1,365 sqft
4734 Terra Esmeralda
$3K
4734 Terra Esmeralda
Kissimmee, Osceola County
3 bd • 3 ba • 1,591 sqft
7613 Stone Creek Trl
$3K
7613 Stone Creek Trl
Kissimmee, Osceola County
3 bd • 3 ba • 1,843 sqft
4009 Venetian Bay Dr #103
$3K
4009 Venetian Bay Dr #103
Kissimmee, Osceola County
3 bd • 2 ba • 1,296 sqft

Gated Community Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of gated community homes for sale. With 1,299 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.