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
1991 Key Bay Trl
$297K
1991 Key Bay Trl
Kissimmee, Osceola County
2 bd • 2 ba • 1,437 sqft
7510 Seven Eagles Way #7510
$297K
7510 Seven Eagles Way #7510
Reunion, Osceola County
3 bd • 3 ba • 2,124 sqft
2305 Datura Loop
$298K
2305 Datura Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,346 sqft
4814 Coral Castle Dr
$299K
4814 Coral Castle Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,762 sqft
891 Assembly Ct
$299K
891 Assembly Ct
Reunion, Osceola County
3 bd • 3 ba • 1,553 sqft
7519 Bliss Way #7519
$299K
7519 Bliss Way #7519
Kissimmee, Osceola County
3 bd • 2 ba • 1,255 sqft
7740 Sandy Ridge Dr #136
$299K
7740 Sandy Ridge Dr #136
Reunion, Osceola County
3 bd • 3 ba • 1,500 sqft
8710 Rain Forest Pl #b
$299K
8710 Rain Forest Pl #b
Kissimmee, Osceola County
4 bd • 3 ba • 1,616 sqft
2356 Caravelle Cir
$299K
2356 Caravelle Cir
Kissimmee, Osceola County
5 bd • 3 ba • 1,779 sqft
2968 Caribbean Soul Dr
$299K
2968 Caribbean Soul Dr
Kissimmee, Osceola County
2 bd • 3 ba • 1,394 sqft
104 Club Villas Ln #n/a
$299K
104 Club Villas Ln #n/a
Kissimmee, Osceola County
2 bd • 2 ba • 1,417 sqft
4731 Clock Tower Dr #206
$300K
4731 Clock Tower Dr #206
Kissimmee, Osceola County
2 bd • 2 ba • 1,196 sqft
8945 Shine Dr
$300K
8945 Shine Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
7523 Pellham Way
$300K
7523 Pellham Way
Kissimmee, Osceola County
3 bd • 3 ba • 1,808 sqft
4569 Corsa Ln
$300K
4569 Corsa Ln
Kissimmee, Osceola County
3 bd • 3 ba • 1,295 sqft
2489 Datura Loop
$300K
2489 Datura Loop
St Cloud, Osceola County
2 bd • 2 ba • 1,464 sqft
7740 Sandy Ridge Dr #102
$300K
7740 Sandy Ridge Dr #102
Reunion, Osceola County
3 bd • 3 ba • 1,491 sqft
4902 Coral Castle Dr
$300K
4902 Coral Castle Dr
Kissimmee, Osceola County
3 bd • 3 ba • 1,762 sqft
1172 S Beach Cir
$300K
1172 S Beach Cir
Kissimmee, Osceola County
4 bd • 4 ba • 1,642 sqft
4563 Yellowgold Rd E #106
$300K
4563 Yellowgold Rd E #106
Kissimmee, Osceola County
3 bd • 2 ba • 1,296 sqft
7509 Mourning Dove Cir #304
$300K
7509 Mourning Dove Cir #304
Reunion, Osceola County
3 bd • 2 ba • 1,419 sqft
1153 Drop Ln
$300K
1153 Drop Ln
Davenport, Osceola County
2 bd • 2 ba • 1,388 sqft
4721 Clock Tower Dr #306
$300K
4721 Clock Tower Dr #306
Kissimmee, Osceola County
2 bd • 2 ba • 1,196 sqft
2852 Eastham Ln
$300K
2852 Eastham Ln
Kissimmee, Osceola County
3 bd • 3 ba • 1,776 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.