Top 10 Most Expensive Streets in Sarasota, FL
The following are the Top 10 most expensive streets in Sarasota. The average price for homes on these streets range from $357,500 to $3,790,000.
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1. Mckinley Drive
Mckinley Drive is the 1st most expensive street in Sarasota. It has single-family homes built from 1956 to 2022, ranging in price from $2,750,000 to $4,830,000.
2. Freeling Drive
Freeling Drive is the 2nd most expensive street in Sarasota. It has single-family homes and land built from 1950 to 2026, ranging in price from $1,300,000 to $9,250,000. It is home to the Bay Island Shores and Bay Island subdivisions.
3. Osprey Avenue
Osprey Avenue is the 3rd most expensive street in Sarasota. It has single-family homes, condos, townhouses, and multi-units built from 1921 to 2025, ranging in price from $82,000 to $2,950,000. It is home to the Oasis on Osprey, Newtown Park, Central Park, Plaza Gardens, Mcclellan Park, Inwood Park, Avondale, and Newtown subdivisions.
4. Pinecrest Street
Pinecrest Street is the 4th most expensive street in Sarasota. It has single-family homes and condos built from 1960 to 1972, ranging in price from $185,000 to $850,000. It is home to the Village Plaza subdivision.
5. Antiquity Way
Antiquity Way is the 5th most expensive street in Sarasota. It has single-family homes built from 2015 to 2019, ranging in price from $1,280,000 to $1,300,000. It is home to the Vilano subdivision.
6. Tamiami Trail
Tamiami Trail is the 6th most expensive street in Sarasota. It has condos and land built from 1959 to 2025, ranging in price from $95,000 to $7,000,000. It is home to the Alinari at Rosemary Place, The Strand, Central Park II, Broadway Promenade, Edgewater, Sarasota Cay Club, BLVD Sarasota, Renaissance, and Akoya subdivisions.
7. Lime Avenue
Lime Avenue is the 7th most expensive street in Sarasota. It has single-family homes and land ranging in price from $432,500 to $583,850. It is home to the Terrace Gardens and Poms Park subdivisions.
8. King Richard Drive
King Richard Drive is the 8th most expensive street in Sarasota. It has single-family homes built in 1984, ranging in price from $460,000 to $515,000. It is home to the Nottingham subdivision.
9. Moss Oak Drive
Moss Oak Drive is the 9th most expensive street in Sarasota. It has single-family homes and condos built from 1989 to 2002, ranging in price from $365,000 to $575,000. It is home to the Woodbridge subdivision.
10. Selma Street
Selma Street is the 10th most expensive street in Sarasota. It has single-family homes built in 1981, with an average sale price of $357,500.
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