| 5800 Old Winter Garden Rd | $98K | — |
| 5808 Old Winter Garden Rd | $146K | — |
| 5810 Old Winter Garden Rd | $710K | 1973 |
| 5820 Old Winter Garden Rd | $105K | — |
| 5821 Old Winter Garden Rd | $161K | 1955 |
| 5828 Old Winter Garden Rd | $1.1M | 1990 |
| 5829 Old Winter Garden Rd | $356K | 1973 |
| 5845 Old Winter Garden Rd | $116K | 1958 |
| 5853 Old Winter Garden Rd | $215K | 1950 |
| 5902 Old Winter Garden Rd | $83K | — |
| 5903 Old Winter Garden Rd | $131K | 1940 |
| 5910 Old Winter Garden Rd | $108K | — |
| 5923 Old Winter Garden Rd | $913K | 2020 |
| 5931 Old Winter Garden Rd | $163K | 1946 |
| 5943 Old Winter Garden Rd | $13K | — |
| 5950 Old Winter Garden Rd | $163K | — |
| 6000 Old Winter Garden Rd | $132K | — |
| 6011 Old Winter Garden Rd | $429K | 1958 |
| 6030 Old Winter Garden Rd | $259K | 2013 |
| 6046 Old Winter Garden Rd | $594K | 1961 |
| 6109 Old Winter Garden Rd | $467K | 1949 |
| 6129 Old Winter Garden Rd | $773K | 1960 |
| 6150 Old Winter Garden Rd | $2.1M | 1984 |
| 6203 Old Winter Garden Rd | $1.3M | 1983 |
| 6210 Old Winter Garden Rd | $486K | 2004 |
| 6239 Old Winter Garden Rd | $1.3M | 1999 |
| 6301 Old Winter Garden Rd | $194K | 1950 |
| 6302 Old Winter Garden Rd | $709K | 2007 |
| 6315 Old Winter Garden Rd | $80K | — |
| 6320 Old Winter Garden Rd | $1.9M | 2001 |
| 6325 Old Winter Garden Rd | $228K | 1956 |
| 6333 Old Winter Garden Rd | $293K | 1974 |
| 6404 Old Winter Garden Rd | $1.4M | 2008 |
| 6405 Old Winter Garden Rd | $499K | 1981 |
| 6416 Old Winter Garden Rd | $2.3M | 1965 |
| 6427 Old Winter Garden Rd | $2.1M | 2019 |
| 6435 Old Winter Garden Rd | $587K | 1992 |
| 6440 Old Winter Garden Rd #1101 | $265K | 1990 |
| 6440 Old Winter Garden Rd #1102 | $265K | 1990 |
| 6440 Old Winter Garden Rd #1103 | $221K | 1990 |
| 6440 Old Winter Garden Rd #1104 | $221K | 1990 |
| 6440 Old Winter Garden Rd #1105 | $50K | 1990 |
| 6443 Old Winter Garden Rd | $231K | 1958 |
| 6500 Old Winter Garden Rd | $392K | 2000 |
| 6501 Old Winter Garden Rd | $1.3M | 1963 |
| 6525 Old Winter Garden Rd | $624K | 1981 |
| 6559 Old Winter Garden Rd | $4M | 2021 |
| 6573 Old Winter Garden Rd | $1M | 1987 |
| 6587 Old Winter Garden Rd | $1.8M | 2012 |
| 6600 Old Winter Garden Rd | $14.3M | 1989 |
| 6601 Old Winter Garden Rd | $3.1M | 2006 |
| 6651 Old Winter Garden Rd | $3.8M | 1996 |
| 6662 Old Winter Garden Rd | $1M | 1990 |
| 7001 Old Winter Garden Rd | $3.8M | 2005 |
| 7852 Old Winter Garden Rd | $1K | — |
| 8516 Old Winter Garden Rd | $861K | 1921 |
| 8520 Old Winter Garden Rd | $11.6M | 2023 |
| 8550 Old Winter Garden Rd | $2.8M | 1960 |
| 8612 Old Winter Garden Rd | $128K | 1930 |
| 8622 Old Winter Garden Rd | $305K | 1951 |
| Old Winter Garden Rd | $491K | — |