Top 10 Most Expensive Streets in Kissimmee, FL

Siesta Lago Drive is the 1st most expensive street in Kissimmee. It has land with an average sale price of $2,475,000.

Jacks Club Court is the 2nd most expensive street in Kissimmee. It has single-family homes built from 2019 to 2023, ranging in price from $1,967,190 to $2,500,000. It is home to the Bears Den subdivision.

Jack Nicklaus Court is the 3rd most expensive street in Kissimmee. It has single-family homes built from 2019 to 2024, ranging in price from $1,635,000 to $3,250,000. It is home to the Bears Den subdivision.

Jacks Club Drive is the 4th most expensive street in Kissimmee. It has single-family homes built in 2022, with an average sale price of $1,970,000. It is home to the Bears Den subdivision.

Gathering Court is the 5th most expensive street in Kissimmee. It has single-family homes and land with an average sale price of $1,799,999.

Parrot Head Place is the 6th most expensive street in Kissimmee. It has single-family homes built in 2019, with an average sale price of $1,575,000. It is home to the Rolling Oaks subdivision.

Ganesha Loop is the 7th most expensive street in Kissimmee. It has single-family homes built in 2024, ranging in price from $1,134,470 to $1,785,000.

Sea Pearl Circle is the 8th most expensive street in Kissimmee. It has single-family homes built from 2000 to 2003, ranging in price from $700,000 to $2,175,000. It is home to the Formosa Gardens subdivision.

Sonoma Boulevard is the 9th most expensive street in Kissimmee. It has single-family homes built from 2018 to 2023, ranging in price from $1,350,000 to $1,430,000. It is home to the Tapestry subdivision.

Rama Drive is the 10th most expensive street in Kissimmee. It has single-family homes built from 2022 to 2024, ranging in price from $849,380 to $1,550,000. It is home to the Veranda Palms subdivision.