55+ Homes for Sale in Osceola County, FL

147 Active Listings • Updated Daily from MLS

Avg: $400K Min: $2K Max: $1.9M 18 with Pool 13 Waterfront
2608 Nouveau Way
$450K
2608 Nouveau Way
Kissimmee, Osceola County
3 bd • 2 ba • 1,706 sqft
1974 Spring Shower Cir
$450K
1974 Spring Shower Cir
Kissimmee, Osceola County
3 bd • 3 ba • 2,175 sqft
2499 Cliff Way
$455K
2499 Cliff Way
St Cloud, Osceola County
3 bd • 2 ba • 1,650 sqft
3184 Songbird Cir
$460K
3184 Songbird Cir
Harmony, Osceola County
3 bd • 2 ba • 1,852 sqft
6376 Shimmering Shores Ln
$465K
6376 Shimmering Shores Ln
St Cloud, Osceola County
2 bd • 2 ba • 1,781 sqft
6354 Shimmering Shores Ln
$475K
6354 Shimmering Shores Ln
St Cloud, Osceola County
2 bd • 2 ba • 1,670 sqft
1991 Spring Shower Cir
$480K
1991 Spring Shower Cir
Kissimmee, Osceola County
3 bd • 2 ba • 2,056 sqft
2103 Limestone Trl
$487K
2103 Limestone Trl
Kissimmee, Osceola County
3 bd • 2 ba • 2,066 sqft
2682 Midsweet Ave
$492K
2682 Midsweet Ave
St Cloud, Osceola County
3 bd • 2 ba • 1,707 sqft
7651 Five Oaks Dr
$495K
7651 Five Oaks Dr
Harmony, Osceola County
4 bd • 3 ba • 2,355 sqft
5043 Vantage Ct
$499K
5043 Vantage Ct
St Cloud, Osceola County
3 bd • 3 ba • 2,365 sqft
453 Sorrento Rd
$500K
453 Sorrento Rd
Kissimmee, Osceola County
3 bd • 4 ba • 2,580 sqft
1578 Contentment Loop
$511K
1578 Contentment Loop
Kissimmee, Osceola County
4 bd • 3 ba • 2,113 sqft
2233 Antilles Club Dr
$515K
2233 Antilles Club Dr
Kissimmee, Osceola County
3 bd • 2 ba • 2,042 sqft
5042 Dancy Lane
$518K
5042 Dancy Lane
St Cloud, Osceola County
3 bd • 2 ba • 2,056 sqft
2724 Southland St
$520K
2724 Southland St
St Cloud, Osceola County
3 bd • 3 ba • 2,365 sqft
7956 Hanson Bay Pl
$525K
7956 Hanson Bay Pl
Kissimmee, Osceola County
3 bd • 3 ba • 2,360 sqft
454 Colony Orchard Ct
$525K
454 Colony Orchard Ct
Kissimmee, Osceola County
4 bd • 3 ba • 2,506 sqft
3193 Toho Ct
$530K
3193 Toho Ct
Kissimmee, Osceola County
4 bd • 2 ba • 2,420 sqft
4921 Catalpa Dr
$540K
4921 Catalpa Dr
St Cloud, Osceola County
3 bd • 3 ba • 2,365 sqft
6261 Citrus Grove Ct
$540K
6261 Citrus Grove Ct
St Cloud, Osceola County
2 bd • 2 ba • 1,919 sqft
6237 Citrus Grove Ct
$550K
6237 Citrus Grove Ct
St Cloud, Osceola County
3 bd • 2 ba • 2,084 sqft
2777 Southland St
$550K
2777 Southland St
St Cloud, Osceola County
3 bd • 3 ba • 2,365 sqft
2071 Limestone Trl
$555K
2071 Limestone Trl
Kissimmee, Osceola County
3 bd • 2 ba • 2,066 sqft

55+ Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of 55+ homes for sale. With 147 active listings and a median price around $400K, there's something for every buyer. Search by city below or use our map to explore neighborhoods across the county.

Top cities: Kissimmee, St Cloud, Harmony, Poinciana, Reunion.