Top 10 Most Expensive Streets in Middleburg, FL

The following are the Top 10 most expensive streets in Middleburg. The average price for homes on these streets range from $375,000 to $541,290.

1. Rooster Hollow Way

Rooster Hollow Way is the 1st most expensive street in Middleburg. It has single-family homes built in 2024, with an average sale price of $541,290.

Average Price: $541,290
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2. Great Egret Way

Great Egret Way is the 2nd most expensive street in Middleburg. It has single-family homes built in 2018, with an average sale price of $535,000.

Average Price: $535,000
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3. Foggy Day Drive

Foggy Day Drive is the 3rd most expensive street in Middleburg. It has single-family homes built in 2009, with an average sale price of $525,000.

Average Price: $525,000
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4.

is the 4th most expensive street in Middleburg. It has single-family homes, townhouses, and manufactured/mobiles built from 1998 to 2025, ranging in price from $199,000 to $678,300. It is home to the Jennings Farm and Atlantis Pointe subdivisions.

Average Price: $432,615
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5. Pine Ridge Parkway

Pine Ridge Parkway is the 5th most expensive street in Middleburg. It has single-family homes built in 2022, with an average sale price of $415,000.

Average Price: $415,000
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6. Redtail Lane

Redtail Lane is the 6th most expensive street in Middleburg. It has single-family homes built in 2021, with an average sale price of $405,000.

Average Price: $405,000
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7. Mockingbird Drive

Mockingbird Drive is the 7th most expensive street in Middleburg. It has single-family homes built in 1977, with an average sale price of $398,000.

Average Price: $398,000
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8. Chickpea Street

Chickpea Street is the 8th most expensive street in Middleburg. It has single-family homes built in 2023, with an average sale price of $385,000.

Average Price: $385,000
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9. Sage Creek Place

Sage Creek Place is the 9th most expensive street in Middleburg. It has single-family homes built in 2019, with an average sale price of $385,000.

Average Price: $385,000
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10. Persimmon Drive

Persimmon Drive is the 10th most expensive street in Middleburg. It has single-family homes built in 2020, with an average sale price of $375,000.

Average Price: $375,000
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