Top 10 Most Expensive Streets in Anna Maria, FL

The following are the Top 10 most expensive streets in Anna Maria. The average price for homes on these streets range from $1,556,500 to $4,995,000.

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1. South Bay Boulevard

South Bay Boulevard is the 1st most expensive street in Anna Maria. It has single-family homes built in 1999, with an average sale price of $4,995,000.

Average Price: $4,995,000
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2. Shore Drive

Shore Drive is the 2nd most expensive street in Anna Maria. It has single-family homes and land built from 1970 to 2024, ranging in price from $883,000 to $9,000,000. It is home to the Shore Acres, Wells, Anna Maria Beach, and Wells Terrace subdivisions.

Average Price: $3,400,153.85
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3. Elm Avenue

Elm Avenue is the 3rd most expensive street in Anna Maria. It has single-family homes and land built from 2024 to 2025, ranging in price from $3,500,000 to $3,900,000. It is home to the Anna Maria Beach subdivision.

Average Price: $3,700,000
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4. South Drive

South Drive is the 4th most expensive street in Anna Maria. It has single-family homes built from 1972 to 1982, ranging in price from $1,200,000 to $3,157,895. It is home to the Wells Bay Harbor subdivision.

Average Price: $2,002,631.67
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5. Spring Avenue

Spring Avenue is the 5th most expensive street in Anna Maria. It has single-family homes built from 1930 to 2025, ranging in price from $475,000 to $3,435,000. It is home to the Anna Maria Beach subdivision.

Average Price: $2,201,940.63
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6. Crescent Drive

Crescent Drive is the 6th most expensive street in Anna Maria. It has single-family homes and land built from 1994 to 2024, ranging in price from $1,145,000 to $2,700,000. It is home to the Lake La Vista subdivision.

Average Price: $1,895,000
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7. Maple Avenue

Maple Avenue is the 7th most expensive street in Anna Maria. It has single-family homes built from 1949 to 2024, with an average sale price of $1,800,000. It is home to the Gulf View subdivision.

Average Price: $1,800,000
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8. Magnolia Avenue

Magnolia Avenue is the 8th most expensive street in Anna Maria. It has single-family homes built from 1926 to 2023, ranging in price from $1,100,000 to $2,308,000. It is home to the Anna Maria Beach, Bimini Bay Colony Club, and Lardas subdivisions.

Average Price: $1,556,500
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9. Kumquat Drive

Kumquat Drive is the 9th most expensive street in Anna Maria. It has single-family homes built from 2017 to 2018, ranging in price from $3,350,000 to $4,400,000. It is home to the Lacios subdivision.

Average Price: $3,875,000
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10. Beach Avenue Avenue

Beach Avenue Avenue is the 10th most expensive street in Anna Maria. It has single-family homes built in 2016, with an average sale price of $3,750,000.

Average Price: $3,750,000
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