Vintage Homes for Sale in Osceola County, FL

246 Active Listings • Updated Daily from MLS

Avg: $451K Min: $700 Max: $5.5M 25 with Pool 22 Waterfront
2986 Sun Pointe Ct
$350K
2986 Sun Pointe Ct
Kissimmee, Osceola County
8 bd • 5 ba • 2,196 sqft
4430 Rummell Rd
$353K
4430 Rummell Rd
St Cloud, Osceola County
2 bd • 2 ba • 900 sqft
922 Delaware Ave
$358K
922 Delaware Ave
St Cloud, Osceola County
3 bd • 2 ba • 1,420 sqft
721 Mabbette St
$359K
721 Mabbette St
Kissimmee, Osceola County
3 bd • 2 ba • 1,027 sqft
1211 Lehigh St
$359K
1211 Lehigh St
Kissimmee, Osceola County
3 bd • 2 ba • 1,685 sqft
1202 Ingram St
$360K
1202 Ingram St
Kissimmee, Osceola County
3 bd • 2 ba • 1,412 sqft
1412 Cypress Ave
$360K
1412 Cypress Ave
St Cloud, Osceola County
3 bd • 3 ba • 2,056 sqft
2615 Cecile St
$360K
2615 Cecile St
Kissimmee, Osceola County
3 bd • 2 ba • 1,532 sqft
4250 Lake Ave
$365K
4250 Lake Ave
Kissimmee, Osceola County
4 bd • 3 ba • 1,850 sqft
1905 Hughey St
$365K
1905 Hughey St
Kissimmee, Osceola County
3 bd • 2 ba • 1,294 sqft
235 Tennessee Ave
$365K
235 Tennessee Ave
St Cloud, Osceola County
4 bd • 2 ba • 1,274 sqft
2016 Valencia Cir
$365K
2016 Valencia Cir
Kissimmee, Osceola County
4 bd • 2 ba • 1,476 sqft
2324 Haley Ct
$370K
2324 Haley Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,853 sqft
5040 S Kaliga Dr
$375K
5040 S Kaliga Dr
St Cloud, Osceola County
1 bd • 1 ba • 400 sqft
1903 Brown St
$375K
1903 Brown St
Kissimmee, Osceola County
4 bd • 2 ba • 1,892 sqft
21 N Beaumont Ave
$380K
21 N Beaumont Ave
Kissimmee, Osceola County
3 bd • 2 ba • 1,562 sqft
808 Mabbette St
$389K
808 Mabbette St
Kissimmee, Osceola County
832 sqft
1818 Irlo Dr
$390K
1818 Irlo Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,533 sqft
1320 Jersey Ave
$390K
1320 Jersey Ave
St Cloud, Osceola County
1,885 sqft
1801 Lakeshore Blvd
$399K
1801 Lakeshore Blvd
St Cloud, Osceola County
2 bd • 1 ba • 1,128 sqft
4894 Old Tampa Hwy
$400K
4894 Old Tampa Hwy
Kissimmee, Osceola County
4 bd • 3 ba • 1,616 sqft
197 Tulip Way
$410K
197 Tulip Way
Kissimmee, Osceola County
3 bd • 2 ba • 1,744 sqft
623 Jersey Ave
$415K
623 Jersey Ave
St Cloud, Osceola County
3 bd • 2 ba • 1,740 sqft
5138 Countryside Ct
$425K
5138 Countryside Ct
St Cloud, Osceola County
3 bd • 2 ba • 1,512 sqft

Vintage Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of vintage homes for sale. With 246 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.