Gated Community Homes for Sale in Osceola County, FL

1,294 Active Listings • Updated Daily from MLS

Avg: $434K Min: $1K Max: $8.0M 434 with Pool 56 Waterfront
2207 Antigua Pl #727
$1K
2207 Antigua Pl #727
Kissimmee, Osceola County
1 bd • 1 ba • 530 sqft
2206 Antigua Pl #1026
$1K
2206 Antigua Pl #1026
Kissimmee, Osceola County
1 bd • 1 ba • 530 sqft
1563 Cumin Dr
$1K
1563 Cumin Dr
Kissimmee, Osceola County
2 bd • 2 ba • 1,056 sqft
14201 Indian Creek Dr #14201
$1K
14201 Indian Creek Dr #14201
Kissimmee, Osceola County
3 bd • 2 ba • 1,218 sqft
2213 Grand Cayman Ct #1128
$1K
2213 Grand Cayman Ct #1128
Kissimmee, Osceola County
2 bd • 2 ba • 1,026 sqft
2210 Grand Cayman Ct #1725
$1K
2210 Grand Cayman Ct #1725
Kissimmee, Osceola County
2 bd • 2 ba • 1,026 sqft
3001 Laurel Park Ln #201
$2K
3001 Laurel Park Ln #201
Kissimmee, Osceola County
3 bd • 2 ba • 1,495 sqft
8812 Dunes Ct #305
$2K
8812 Dunes Ct #305
Kissimmee, Osceola County
2 bd • 2 ba • 1,048 sqft
2209 Antigua Pl #827
$2K
2209 Antigua Pl #827
Kissimmee, Osceola County
2 bd • 2 ba • 1,026 sqft
3301 Whitestone Cir #205
$2K
3301 Whitestone Cir #205
Kissimmee, Osceola County
3 bd • 2 ba • 1,433 sqft
3000 Laurel Park Ln #101
$2K
3000 Laurel Park Ln #101
Kissimmee, Osceola County
3 bd • 2 ba • 1,495 sqft
4005 Bismark Dr #a2l
$2K
4005 Bismark Dr #a2l
Kissimmee, Osceola County
1 bd • 1 ba • 702 sqft
2850 Osprey Cove Pl #201
$2K
2850 Osprey Cove Pl #201
Kissimmee, Osceola County
3 bd • 2 ba • 1,136 sqft
8801 Dunes Ct #204
$2K
8801 Dunes Ct #204
Kissimmee, Osceola County
2 bd • 2 ba • 1,048 sqft
3311 Whitestone Cir #206
$2K
3311 Whitestone Cir #206
Kissimmee, Osceola County
3 bd • 2 ba • 1,433 sqft
445 Fountainhead Cir #164
$2K
445 Fountainhead Cir #164
Kissimmee, Osceola County
2 bd • 2 ba • 967 sqft
3050 Pirates Retreat Ct #208
$2K
3050 Pirates Retreat Ct #208
Kissimmee, Osceola County
2 bd • 2 ba • 1,445 sqft
2217 Grand Cayman Ct #1221
$2K
2217 Grand Cayman Ct #1221
Kissimmee, Osceola County
2 bd • 2 ba • 1,026 sqft
3060 Pirates Retreat Ct #407
$2K
3060 Pirates Retreat Ct #407
Kissimmee, Osceola County
2 bd • 2 ba • 1,445 sqft
8000 Tuscany Way #4203
$2K
8000 Tuscany Way #4203
Davenport, Osceola County
2 bd • 2 ba • 1,134 sqft
5283 Images Cir #304
$2K
5283 Images Cir #304
Kissimmee, Osceola County
2 bd • 2 ba • 969 sqft
8822 Dunes Ct #205
$2K
8822 Dunes Ct #205
Kissimmee, Osceola County
1 bd • 1 ba • 636 sqft
1602 Cumin Dr #1602
$2K
1602 Cumin Dr #1602
Poinciana, Osceola County
2 bd • 2 ba • 1,056 sqft
2208 Antigua Pl #926
$2K
2208 Antigua Pl #926
Kissimmee, Osceola County
2 bd • 2 ba • 1,026 sqft

Gated Community Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of gated community homes for sale. With 1,294 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.