Vintage Homes for Sale in Osceola County, FL

245 Active Listings • Updated Daily from MLS

Avg: $453K Min: $700 Max: $5.5M 24 with Pool 22 Waterfront
131 Broadway
$7K
131 Broadway
Kissimmee, Osceola County
6,694 sqft
103 Broadway #204
$13K
103 Broadway #204
Kissimmee, Osceola County
6,912 sqft
18 W Bass St
$13K
18 W Bass St
Kissimmee, Osceola County
820 N Main St
$18K
820 N Main St
Kissimmee, Osceola County
2,030 sqft
821 Emmett St #2nd Floor
$22K
821 Emmett St #2nd Floor
Kissimmee, Osceola County
619 sqft
1031 New York Ave
$26K
1031 New York Ave
St Cloud, Osceola County
695 sqft
2050 E Irlo Bronson Memorial Hwy #108
$33K
2050 E Irlo Bronson Memorial Hwy #108
Kissimmee, Osceola County
1 bd • 1 ba • 324 sqft
326 N John Young Pkwy
$36K
326 N John Young Pkwy
Kissimmee, Osceola County
5,100 sqft
4441 Anderson Rd
$36K
4441 Anderson Rd
Kissimmee, Osceola County
1,608 sqft
4075 Old Canoe Creek Rd
$48K
4075 Old Canoe Creek Rd
St Cloud, Osceola County
1,095 sqft
5245 W Irlo Bronson Memorial Hwy #258
$95K
5245 W Irlo Bronson Memorial Hwy #258
Kissimmee, Osceola County
1 bd • 1 ba • 325 sqft
1002 Carolina Ave
$106K
1002 Carolina Ave
St Cloud, Osceola County
2 bd • 1 ba • 1,049 sqft
1709 Michigan Ave #c
$120K
1709 Michigan Ave #c
Kissimmee, Osceola County
2 bd • 2 ba • 1,118 sqft
731 Michigan Ct #1
$125K
731 Michigan Ct #1
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
710 Michigan Ct #2
$129K
710 Michigan Ct #2
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
1805 Michigan Ave #d
$130K
1805 Michigan Ave #d
Kissimmee, Osceola County
2 bd • 2 ba • 1,118 sqft
719 Michigan Ct #3
$130K
719 Michigan Ct #3
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
4718 Kilt Ct #66
$135K
4718 Kilt Ct #66
St Cloud, Osceola County
2 bd • 2 ba • 967 sqft
1036 Plantation Dr #d8
$139K
1036 Plantation Dr #d8
Kissimmee, Osceola County
1 bd • 1 ba • 734 sqft
2902 Pershing St
$140K
2902 Pershing St
Kissimmee, Osceola County
3 bd • 1 ba • 882 sqft
1985 Aladdin Ct
$145K
1985 Aladdin Ct
St Cloud, Osceola County
1 bd • 1 ba • 882 sqft
1703 Michigan Ave #a
$150K
1703 Michigan Ave #a
Kissimmee, Osceola County
2 bd • 2 ba • 1,118 sqft
738 Michigan Ct #4
$150K
738 Michigan Ct #4
St Cloud, Osceola County
2 bd • 1 ba • 784 sqft
107 E Cypress St
$154K
107 E Cypress St
Kissimmee, Osceola County
2 bd • 1 ba • 576 sqft

Vintage Homes for Sale in Osceola County, Florida

Osceola County, Florida offers a wide range of vintage homes for sale. With 245 active listings and a median price around $453K, 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.