Top 10 Most Expensive Streets in The Meadows, Sarasota, FL

The following are the Top 10 most expensive streets in The Meadows. The average price for homes on these streets range from $7,665,000 to $13,950,000.

1. Whittier Drive

Whittier Drive is the 1st most expensive street in Sarasota. It has single-family homes built in 2023, with an average sale price of $13,950,000.

Average Price: $13,950,000
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2. Hillview Drive

Hillview Drive is the 2nd most expensive street in Sarasota. It has single-family homes built from 1952 to 2025, ranging in price from $5,965,000 to $20,000,000. It is home to the Harbor Acres subdivision.

Average Price: $11,071,667
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3. Owl Drive

Owl Drive is the 3rd most expensive street in Sarasota. It has land and single-family homes built from 2003 to 2025, ranging in price from $9,750,000 to $11,250,000. It is home to the Bird Key subdivision.

Average Price: $10,500,000
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4. Southwest Drive

Southwest Drive is the 4th most expensive street in Sarasota. It has single-family homes built in 2003, with an average sale price of $9,400,000. It is home to the Cherokee Park subdivision.

Average Price: $9,400,000
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5. Bryant Drive

Bryant Drive is the 5th most expensive street in Sarasota. It has single-family homes built in 1998, with an average sale price of $8,995,000.

Average Price: $8,995,000
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6. Sanderling Road

Sanderling Road is the 6th most expensive street in Sarasota. It has single-family homes built from 1952 to 1989, ranging in price from $6,500,000 to $14,500,000. It is home to the Sanderling Club subdivision.

Average Price: $8,875,000
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7. Tangier Terrace

Tangier Terrace is the 7th most expensive street in Sarasota. It has single-family homes built from 1955 to 2025, with an average sale price of $8,350,000. It is home to the San Remo Estates subdivision.

Average Price: $8,350,000
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8. Tangier Way

Tangier Way is the 8th most expensive street in Sarasota. It has single-family homes built from 2008 to 2024, ranging in price from $8,250,000 to $8,450,000. It is home to the San Remo Estates subdivision.

Average Price: $8,350,000
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9. Point Crisp Road

Point Crisp Road is the 9th most expensive street in Sarasota. It has single-family homes built from 1971 to 2001, with an average sale price of $8,100,000. It is home to the Point Crisp subdivision.

Average Price: $8,100,000
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10. Jungle Plum Road

Jungle Plum Road is the 10th most expensive street in Sarasota. It has single-family homes built from 2001 to 2012, ranging in price from $6,000,000 to $9,330,000. It is home to the Hidden Harbor subdivision.

Average Price: $7,665,000
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