Guard Gated Homes for Sale in Osceola County, FL

861 Active Listings • Updated Daily from MLS

Avg: $484K Min: $1K Max: $8.0M 376 with Pool 40 Waterfront
8545 La Isla Dr
$699K
8545 La Isla Dr
Kissimmee, Osceola County
7 bd • 6 ba • 3,599 sqft
2341 Eagle Talon Ct
$699K
2341 Eagle Talon Ct
Kissimmee, Osceola County
4 bd • 4 ba • 3,621 sqft
1505 Rolling Fairway Dr
$700K
1505 Rolling Fairway Dr
Davenport, Osceola County
8 bd • 5 ba • 3,909 sqft
1431 Wexford Way
$700K
1431 Wexford Way
Davenport, Osceola County
8 bd • 5 ba • 3,909 sqft
1576 Nassau Point Trl
$705K
1576 Nassau Point Trl
Kissimmee, Osceola County
9 bd • 7 ba • 4,363 sqft
1584 Sandbagger Dr
$705K
1584 Sandbagger Dr
Davenport, Osceola County
8 bd • 5 ba • 3,909 sqft
421 Southfield St
$715K
421 Southfield St
Kissimmee, Osceola County
6 bd • 5 ba • 3,203 sqft
2873 Cherry Blossom Loop
$715K
2873 Cherry Blossom Loop
St Cloud, Osceola County
3 bd • 3 ba • 2,270 sqft
1840 Caribbean View Ter
$715K
1840 Caribbean View Ter
Kissimmee, Osceola County
9 bd • 7 ba • 4,363 sqft
1556 Maidstone Ct
$730K
1556 Maidstone Ct
Davenport, Osceola County
8 bd • 5 ba • 3,909 sqft
8811 Macapa Dr
$735K
8811 Macapa Dr
Kissimmee, Osceola County
9 bd • 6 ba • 4,391 sqft
8905 Coconut Breeze Dr
$735K
8905 Coconut Breeze Dr
Kissimmee, Osceola County
9 bd • 7 ba • 4,363 sqft
420 Southfield St
$738K
420 Southfield St
Kissimmee, Osceola County
6 bd • 7 ba • 3,317 sqft
7494 Gathering Drive
$738K
7494 Gathering Drive
Reunion, Osceola County
4 bd • 5 ba • 2,653 sqft
1089 Blackwolf Run Rd
$739K
1089 Blackwolf Run Rd
Davenport, Osceola County
5 bd • 5 ba • 3,809 sqft
8887 Menton Loop
$740K
8887 Menton Loop
Kissimmee, Osceola County
8 bd • 6 ba • 4,041 sqft
1885 Gobi Dr
$740K
1885 Gobi Dr
Kissimmee, Osceola County
8 bd • 6 ba • 4,041 sqft
4492 Monado Dr
$740K
4492 Monado Dr
Kissimmee, Osceola County
8 bd • 6 ba • 3,805 sqft
1265 Challenge Dr
$749K
1265 Challenge Dr
Davenport, Osceola County
8 bd • 5 ba • 4,370 sqft
2370 Salty Winds Way
$750K
2370 Salty Winds Way
Kissimmee, Osceola County
6 bd • 5 ba • 2,987 sqft
1573 Maidstone Ct
$750K
1573 Maidstone Ct
Davenport, Osceola County
8 bd • 5 ba • 3,909 sqft
690 Drop Shot Dr
$750K
690 Drop Shot Dr
Davenport, Osceola County
8 bd • 6 ba • 3,850 sqft
2916 Simile St
$760K
2916 Simile St
Kissimmee, Osceola County
6 bd • 6 ba • 3,760 sqft
8014 Knee Deep Rd
$775K
8014 Knee Deep Rd
Kissimmee, Osceola County
4 bd • 4 ba • 1,850 sqft

Guard Gated Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of guard gated homes for sale. With 861 active listings and a median price around $484K, 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, Champions Gate.