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 $3,225,000 to $5,819,500.

1. Villa Rosa Way

Villa Rosa Way is the 1st most expensive street in Anna Maria. It has single-family homes built from 2017 to 2018, ranging in price from $5,200,000 to $6,439,000. It is home to the Villa Rosa subdivision.

Average Price: $5,819,500
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2. N Bay Boulevard

N Bay Boulevard is the 2nd most expensive street in Anna Maria. It has single-family homes built in 2023, with an average sale price of $5,600,000. It is home to the Anna Maria Beach subdivision.

Average Price: $5,600,000
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3. Alamanda Road

Alamanda Road is the 3rd most expensive street in Anna Maria. It has single-family homes built from 1954 to 2023, with an average sale price of $3,950,000. It is home to the Shore Acres subdivision.

Average Price: $3,950,000
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4. Elm Avenue

Elm Avenue is the 4th most expensive street in Anna Maria. It has single-family homes built from 2012 to 2024, with an average sale price of $3,900,000. It is home to the Anna Maria Beach subdivision.

Average Price: $3,900,000
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5. Shore Drive

Shore Drive is the 5th most expensive street in Anna Maria. It has single-family homes and land built from 1970 to 2024, ranging in price from $1,100,000 to $7,000,000. It is home to the Shore Acres, Wells, and Wells Terrace subdivisions.

Average Price: $3,887,333
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6. Beach Avenue Avenue

Beach Avenue Avenue is the 6th 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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7. Park Avenue

Park Avenue is the 7th most expensive street in Anna Maria. It has single-family homes built in 2016, with an average sale price of $3,375,000. It is home to the Gulf View subdivision.

Average Price: $3,375,000
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8. Willow Avenue

Willow Avenue is the 8th most expensive street in Anna Maria. It has single-family homes built from 1985 to 2022, ranging in price from $2,000,000 to $5,560,000. It is home to the Bimini Bay Estates subdivision.

Average Price: $3,353,333
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9. Oak Avenue

Oak Avenue is the 9th most expensive street in Anna Maria. It has single-family homes built from 1960 to 2020, ranging in price from $2,915,000 to $3,750,000. It is home to the Laguna Maria, Bimini Bay Estates, and Anna Maria Beach subdivisions.

Average Price: $3,332,500
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10. Holly Road

Holly Road is the 10th most expensive street in Anna Maria. It has single-family homes built from 1992 to 2020, with an average sale price of $3,225,000. It is home to the Shore Acres and Luana Isles subdivisions.

Average Price: $3,225,000
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