Vintage Homes for Sale in Osceola County, FL

247 Active Listings • Updated Daily from MLS

Avg: $451K Min: $700 Max: $5.5M 25 with Pool 22 Waterfront
807 Tennessee Ave
$297K
807 Tennessee Ave
St Cloud, Osceola County
2 bd • 2 ba • 1,160 sqft
1914 Damon Ave
$299K
1914 Damon Ave
Kissimmee, Osceola County
3 bd • 2 ba • 1,385 sqft
515 New York Ave
$299K
515 New York Ave
St Cloud, Osceola County
2 bd • 1 ba • 1,095 sqft
1723 Hughey St
$300K
1723 Hughey St
Kissimmee, Osceola County
3 bd • 2 ba • 1,071 sqft
6 Viola St
$300K
6 Viola St
Kissimmee, Osceola County
3 bd • 2 ba • 1,495 sqft
704 S Clyde Ave
$305K
704 S Clyde Ave
Kissimmee, Osceola County
3 bd • 1 ba • 1,096 sqft
2112 9th St
$310K
2112 9th St
St Cloud, Osceola County
3 bd • 2 ba • 1,622 sqft
17 S Flag Ct
$310K
17 S Flag Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,500 sqft
6370 Bass Hwy
$310K
6370 Bass Hwy
St Cloud, Osceola County
3 bd • 2 ba • 1,175 sqft
902 N Thacker Ave
$314K
902 N Thacker Ave
Kissimmee, Osceola County
3 bd • 2 ba • 1,300 sqft
1404 Emmett St
$315K
1404 Emmett St
Kissimmee, Osceola County
3 bd • 2 ba • 1,424 sqft
800 Virginia Ave
$315K
800 Virginia Ave
St Cloud, Osceola County
3 bd • 2 ba • 1,244 sqft
1712 Patrick St
$320K
1712 Patrick St
Kissimmee, Osceola County
3 bd • 2 ba • 1,512 sqft
710 E Jackson St
$320K
710 E Jackson St
Kissimmee, Osceola County
3 bd • 2 ba • 1,338 sqft
1213 Cherokee Dr
$325K
1213 Cherokee Dr
Kissimmee, Osceola County
3 bd • 1 ba • 1,715 sqft
103 Dellwood Dr
$329K
103 Dellwood Dr
Kissimmee, Osceola County
3 bd • 1 ba • 1,368 sqft
1423 Louisiana Ave
$329K
1423 Louisiana Ave
St Cloud, Osceola County
3 bd • 3 ba • 1,488 sqft
107 Dellwood Dr
$330K
107 Dellwood Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,374 sqft
755 Park Ln
$330K
755 Park Ln
Kissimmee, Osceola County
3 bd • 2 ba • 1,313 sqft
1708 Nebraska Ave
$335K
1708 Nebraska Ave
Kissimmee, Osceola County
2 bd • 2 ba • 1,008 sqft
307 California Ave
$335K
307 California Ave
St Cloud, Osceola County
3 bd • 2 ba • 1,117 sqft
410 Rosland Dr
$345K
410 Rosland Dr
Kissimmee, Osceola County
4 bd • 2 ba • 1,829 sqft
1320 Mill Creek Pl
$349K
1320 Mill Creek Pl
Kissimmee, Osceola County
3 bd • 2 ba • 1,363 sqft
1524 Manor Dr
$350K
1524 Manor Dr
Kissimmee, Osceola County
3 bd • 1 ba • 1,025 sqft

Vintage Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of vintage homes for sale. With 247 active listings and a median price around $451K, 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, Intercession City, Davenport.