Top 10 Most Expensive Streets in Williamsburg

The following are the Top 10 most expensive streets in Williamsburg. The average price for homes on these streets range from $4,368,750 to $9,700,000.

1. Enchanted Oak Drive

Enchanted Oak Drive is the 1st most expensive street in Orlando. It has single-family homes built in 2016, with an average sale price of $9,700,000. It is home to the Golden Oak subdivision.

Average Price: $9,700,000
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2. Los Feliz Drive

Los Feliz Drive is the 2nd most expensive street in Orlando. It has single-family homes built in 2023, with an average sale price of $7,995,000. It is home to the Golden Oak subdivision.

Average Price: $7,995,000
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3. Bentley Park Circle

Bentley Park Circle is the 3rd most expensive street in Orlando. It has single-family homes built from 1994 to 1997, ranging in price from $3,150,000 to $11,800,000. It is home to the Bentley Park subdivision.

Average Price: $7,475,000
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4. Darlene Drive

Darlene Drive is the 4th most expensive street in Orlando. It has single-family homes built in 2022, with an average sale price of $7,400,000.

Average Price: $7,400,000
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5. Symphony Grove Drive

Symphony Grove Drive is the 5th most expensive street in Orlando. It has single-family homes built from 2020 to 2021, with an average sale price of $7,400,000. It is home to the Golden Oak subdivision.

Average Price: $7,400,000
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6. Carthay Drive

Carthay Drive is the 6th most expensive street in Orlando. It has single-family homes built from 2015 to 2017, ranging in price from $5,799,000 to $5,875,000. It is home to the Golden Oak subdivision.

Average Price: $5,837,000
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7. Mattraw Place

Mattraw Place is the 7th most expensive street in Orlando. It has single-family homes built in 2018, with an average sale price of $5,100,000. It is home to the Golden Oak subdivision.

Average Price: $5,100,000
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8. Osprey Isle Lane

Osprey Isle Lane is the 8th most expensive street in Orlando. It has single-family homes built from 2003 to 2007, with an average sale price of $5,050,000. It is home to the Isle of Osprey subdivision.

Average Price: $5,050,000
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9. Point Cypress Drive

Point Cypress Drive is the 9th most expensive street in Orlando. It has land and single-family homes built from 1998 to 2000, ranging in price from $2,700,000 to $7,150,000.

Average Price: $4,925,000
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10. Tavistock Road

Tavistock Road is the 10th most expensive street in Orlando. It has single-family homes and land ranging in price from $2,737,500 to $6,000,000.

Average Price: $4,368,750
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