Top 10 Most Expensive Streets in Tallahassee, FL

The following are the Top 10 most expensive streets in Tallahassee. The average price for homes on these streets range from $294,900 to $1,500,000.

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1. Lake Pisgah Drive

Lake Pisgah Drive is the 1st most expensive street in Tallahassee. It has single-family homes built in 2014, with an average sale price of $1,500,000.

Average Price: $1,500,000
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2. High Hill Pond Road

High Hill Pond Road is the 2nd most expensive street in Tallahassee. It has single-family homes built in 2004, with an average sale price of $850,000.

Average Price: $850,000
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3. Monaco Drive

Monaco Drive is the 3rd most expensive street in Tallahassee. It has single-family homes built in 1989, with an average sale price of $452,000.

Average Price: $452,000
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4.

is the 4th most expensive street in Tallahassee. It has single-family homes built from 1949 to 2025, ranging in price from $275,000 to $404,000.

Average Price: $349,666.67
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5. Cross Pointe Way

Cross Pointe Way is the 5th most expensive street in Tallahassee. It has townhouses built in 2007, with an average sale price of $338,000.

Average Price: $338,000
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6. Barbara Street

Barbara Street is the 6th most expensive street in Tallahassee. It has single-family homes built in 1942, with an average sale price of $315,000.

Average Price: $315,000
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7. Kaylee Court

Kaylee Court is the 7th most expensive street in Tallahassee. It has single-family homes built in 2003, with an average sale price of $315,000.

Average Price: $315,000
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8. Violet Street

Violet Street is the 8th most expensive street in Tallahassee. It has single-family homes built in 1984, with an average sale price of $300,000.

Average Price: $300,000
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9. Lexington Road

Lexington Road is the 9th most expensive street in Tallahassee. It has single-family homes built in 1975, with an average sale price of $299,000.

Average Price: $299,000
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10. Silent Creek Lane

Silent Creek Lane is the 10th most expensive street in Tallahassee. It has single-family homes built in 2023, with an average sale price of $294,900.

Average Price: $294,900
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