Gated Community Homes for Sale in Osceola County, FL

1,308 Active Listings • Updated Daily from MLS

Avg: $436K Min: $1K Max: $8.0M 443 with Pool 55 Waterfront
7655 Heritage Crossing Way #201
$300K
7655 Heritage Crossing Way #201
Reunion, Osceola County
3 bd • 2 ba • 1,344 sqft
2278 Seven Oaks Dr
$300K
2278 Seven Oaks Dr
St Cloud, Osceola County
3 bd • 3 ba • 1,744 sqft
3212 Oyster Ln
$300K
3212 Oyster Ln
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
3150 Paradox Cir #405
$300K
3150 Paradox Cir #405
Kissimmee, Osceola County
2 bd • 2 ba • 1,196 sqft
5483 Paradise Cay Cir
$300K
5483 Paradise Cay Cir
Kissimmee, Osceola County
3 bd • 3 ba • 1,187 sqft
3039 Ashland Ln S
$300K
3039 Ashland Ln S
Kissimmee, Osceola County
3 bd • 3 ba • 1,957 sqft
2954 Lucayan Harbour Cir #106
$302K
2954 Lucayan Harbour Cir #106
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
4770 Tribute Trl
$303K
4770 Tribute Trl
Kissimmee, Osceola County
3 bd • 3 ba • 1,674 sqft
7662 Whisper Way #103
$305K
7662 Whisper Way #103
Reunion, Osceola County
3 bd • 3 ba • 1,630 sqft
4717 Flagler Beach Way
$305K
4717 Flagler Beach Way
Kissimmee, Osceola County
3 bd • 3 ba • 1,286 sqft
4564 Ada Ln
$305K
4564 Ada Ln
Kissimmee, Osceola County
3 bd • 3 ba • 1,295 sqft
2048 Cypress Bay Blvd
$305K
2048 Cypress Bay Blvd
Kissimmee, Osceola County
3 bd • 3 ba • 1,807 sqft
2622 Bugatti Ct
$305K
2622 Bugatti Ct
Kissimmee, Osceola County
2 bd • 3 ba • 1,350 sqft
1405 Lisbon Ct
$305K
1405 Lisbon Ct
Davenport, Osceola County
3 bd • 3 ba • 2,059 sqft
7664 Comrow St #304
$305K
7664 Comrow St #304
Kissimmee, Osceola County
3 bd • 2 ba • 1,450 sqft
7612 Cabana Ct #101
$306K
7612 Cabana Ct #101
Reunion, Osceola County
3 bd • 3 ba • 1,755 sqft
8919 Shine Dr
$307K
8919 Shine Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
3510 Yacht Club Ct
$307K
3510 Yacht Club Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,508 sqft
2784 Almaton Loop #301
$308K
2784 Almaton Loop #301
Kissimmee, Osceola County
3 bd • 2 ba • 1,246 sqft
116 Glendale Ct
$309K
116 Glendale Ct
Kissimmee, Osceola County
2 bd • 2 ba • 1,655 sqft
136 Pompano Beach Dr
$310K
136 Pompano Beach Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,286 sqft
2950 Lucayan Harbour Cir #105
$310K
2950 Lucayan Harbour Cir #105
Kissimmee, Osceola County
4 bd • 3 ba • 1,694 sqft
1106 Sunset View Cir #304
$310K
1106 Sunset View Cir #304
Reunion, Osceola County
3 bd • 3 ba • 1,755 sqft
153 Pompano Beach Dr Dr
$310K
153 Pompano Beach Dr Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,286 sqft

Gated Community Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of gated community homes for sale. With 1,308 active listings and a median price around $436K, 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.