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
107 E Cypress St
$154K
107 E Cypress St
Kissimmee, Osceola County
2 bd • 1 ba • 576 sqft
4722 Kilt Ct #65
$158K
4722 Kilt Ct #65
St Cloud, Osceola County
2 bd • 2 ba • 967 sqft
1817 Michigan Ave #d
$160K
1817 Michigan Ave #d
Kissimmee, Osceola County
2 bd • 2 ba • 1,118 sqft
4745 Avon Ct #71
$160K
4745 Avon Ct #71
St Cloud, Osceola County
2 bd • 2 ba • 967 sqft
694 Michigan Ct #4
$165K
694 Michigan Ct #4
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
694 Michigan Ct #3
$165K
694 Michigan Ct #3
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
694 Michigan Ct #1
$165K
694 Michigan Ct #1
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
1023 Spring Meadow Dr #1023
$165K
1023 Spring Meadow Dr #1023
Kissimmee, Osceola County
2 bd • 2 ba • 1,012 sqft
4725 Avon Ct
$166K
4725 Avon Ct
St Cloud, Osceola County
2 bd • 2 ba • 967 sqft
1001 Plantation Dr #c1
$170K
1001 Plantation Dr #c1
Kissimmee, Osceola County
2 bd • 1 ba • 1,008 sqft
2054 Bradley Dr
$175K
2054 Bradley Dr
St Cloud, Osceola County
2 bd • 2 ba • 1,104 sqft
1030 Plantation Dr #c7
$175K
1030 Plantation Dr #c7
Kissimmee, Osceola County
2 bd • 2 ba • 970 sqft
433 Pennsylvania Ave
$179K
433 Pennsylvania Ave
St Cloud, Osceola County
2 bd • 1 ba • 940 sqft
1705 Evergreen St
$180K
1705 Evergreen St
Kissimmee, Osceola County
2 bd • 2 ba • 520 sqft
1006 Plantation Dr #f9
$184K
1006 Plantation Dr #f9
Kissimmee, Osceola County
2 bd • 1 ba • 872 sqft
1022 Plantation Dr #b8
$185K
1022 Plantation Dr #b8
Kissimmee, Osceola County
2 bd • 1 ba • 872 sqft
1726 Missouri Ave
$190K
1726 Missouri Ave
St Cloud, Osceola County
2 bd • 2 ba • 965 sqft
1714 Missouri Ave
$200K
1714 Missouri Ave
St Cloud, Osceola County
2 bd • 1 ba • 984 sqft
1407 Illinois Ave
$220K
1407 Illinois Ave
St Cloud, Osceola County
5 bd • 2 ba • 1,482 sqft
31 Chip Ct
$225K
31 Chip Ct
Kissimmee, Osceola County
3 bd • 2 ba • 1,218 sqft
1705 Delaware Ave
$228K
1705 Delaware Ave
St Cloud, Osceola County
1 bd • 1 ba • 700 sqft
1137 Shawnee Dr
$235K
1137 Shawnee Dr
Kissimmee, Osceola County
2 bd • 1 ba • 684 sqft
17 S Flag Dr
$236K
17 S Flag Dr
Kissimmee, Osceola County
3 bd • 2 ba • 1,218 sqft
109 E Bass St
$237K
109 E Bass St
Kissimmee, Osceola County
2 bd • 1 ba • 638 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.