Top 10 Most Expensive Streets in Kissimmee, FL

The following are the Top 10 most expensive streets in Kissimmee. The average price for homes on these streets range from $1,350,000 to $3,300,000.

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1. Aquila Loop

Aquila Loop is the 1st most expensive street in Kissimmee. It has single-family homes built in 2006, with an average sale price of $3,300,000.

Average Price: $3,300,000
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2. Jack Nicklaus Court

Jack Nicklaus Court is the 2nd most expensive street in Kissimmee. It has single-family homes built from 2018 to 2024, ranging in price from $1,675,000 to $4,600,000. It is home to the Bears Den subdivision.

Average Price: $3,006,250
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3. Siesta Lago Drive

Siesta Lago Drive is the 3rd most expensive street in Kissimmee. It has land with an average sale price of $2,475,000.

Average Price: $2,475,000
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4. Jacks Club Drive

Jacks Club Drive is the 4th most expensive street in Kissimmee. It has single-family homes built from 2022 to 2023, ranging in price from $1,970,000 to $2,500,000. It is home to the Bears Den subdivision.

Average Price: $2,235,000
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5. Jacks Clb Drive

Jacks Clb Drive is the 5th most expensive street in Kissimmee. It has single-family homes built from 2019 to 2022, ranging in price from $1,275,000 to $1,970,000. It is home to the Bears Den subdivision.

Average Price: $1,622,500
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6. Parrot Head Place

Parrot Head Place is the 6th most expensive street in Kissimmee. It has single-family homes built from 2018 to 2019, with an average sale price of $1,600,000. It is home to the Rolling Oaks subdivision.

Average Price: $1,600,000
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7. Ganesha Loop

Ganesha Loop is the 7th most expensive street in Kissimmee. It has single-family homes built from 2023 to 2024, ranging in price from $1,134,470 to $1,785,000.

Average Price: $1,517,367.50
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8. Golden Noble Street

Golden Noble Street is the 8th most expensive street in Kissimmee. It has single-family homes built from 2023 to 2024, with an average sale price of $1,449,000.

Average Price: $1,449,000
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9. Rama Drive

Rama Drive is the 9th most expensive street in Kissimmee. It has single-family homes built from 2021 to 2024, ranging in price from $849,380 to $1,550,000. It is home to the Veranda Palms subdivision.

Average Price: $1,366,335.63
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10. Clawson Way

Clawson Way is the 10th most expensive street in Kissimmee. It has single-family homes built in 2016, with an average sale price of $1,350,000. It is home to the Encore Resort at Reunion subdivision.

Average Price: $1,350,000
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