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 $3,062,500 to $5,819,500.

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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. Oak Avenue

Oak Avenue is the 3rd most expensive street in Anna Maria. It has condos and single-family homes built from 1947 to 2020, ranging in price from $3,750,000 to $4,295,000. It is home to the Anna Maria Beach and Bimini Bay Estates subdivisions.

Average Price: $4,022,500
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4. Bayview Place

Bayview Place is the 4th most expensive street in Anna Maria. It has single-family homes built in 1967, with an average sale price of $3,900,000. It is home to the Wells Bay Harbor subdivision.

Average Price: $3,900,000
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5. Elm Avenue

Elm Avenue is the 5th most expensive street in Anna Maria. It has single-family homes and land built from 2024 to 2025, 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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6. Shore Drive

Shore Drive is the 6th most expensive street in Anna Maria. It has single-family homes and land built from 1980 to 2024, ranging in price from $1,100,000 to $7,000,000. It is home to the Shore Acres, Wells, Wells Terrace, and The Arroyo subdivisions.

Average Price: $3,754,166.67
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7. Beach Avenue Avenue

Beach Avenue Avenue is the 7th most expensive street in Anna Maria. It has single-family homes built in 2016, with an average sale price of $3,750,000.

Average Price: $3,750,000
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8. Blue Heron Drive

Blue Heron Drive is the 8th most expensive street in Anna Maria. It has single-family homes built from 2009 to 2024, with an average sale price of $3,550,000. It is home to the Bay Harbor subdivision.

Average Price: $3,550,000
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9. Park Avenue

Park Avenue is the 9th most expensive street in Anna Maria. It has single-family homes built from 2012 to 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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10. Willow Avenue

Willow Avenue is the 10th most expensive street in Anna Maria. It has single-family homes built from 1976 to 2025, ranging in price from $2,000,000 to $5,550,000. It is home to the Bimini Bay Estates and The Arroyo subdivisions.

Average Price: $3,062,500
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