Top 10 Most Expensive Streets in Maitland, FL

The following are the Top 10 most expensive streets in Maitland. The average price for homes on these streets range from $1,962,500 to $5,191,667.

1. Manor Road

Manor Road is the 1st most expensive street in Maitland. It has single-family homes built from 1995 to 2014, ranging in price from $1,200,000 to $10,300,000.

Average Price: $5,191,667
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2. The Oaks Drive

The Oaks Drive is the 2nd most expensive street in Maitland. It has single-family homes built from 1986 to 2014, with an average sale price of $3,359,000.

Average Price: $3,359,000
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3. Bentley Ln Lane

Bentley Ln Lane is the 3rd most expensive street in Maitland. It has single-family homes built in 1995, with an average sale price of $3,150,000.

Average Price: $3,150,000
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4. Magnolia Bay Court

Magnolia Bay Court is the 4th most expensive street in Maitland. It has single-family homes built in 2001, with an average sale price of $2,350,000.

Average Price: $2,350,000
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5. Adams Drive

Adams Drive is the 5th most expensive street in Maitland. It has single-family homes and land built in 1977, ranging in price from $840,000 to $3,495,000.

Average Price: $2,260,000
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6. Shell Point W Point

Shell Point W Point is the 6th most expensive street in Maitland. It has single-family homes built in 1990, with an average sale price of $2,200,000.

Average Price: $2,200,000
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7. Lake Sybelia Drive

Lake Sybelia Drive is the 7th most expensive street in Maitland. It has single-family homes built from 1959 to 2008, ranging in price from $1,100,000 to $3,000,000.

Average Price: $2,028,750
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8. Whitecaps Circle

Whitecaps Circle is the 8th most expensive street in Maitland. It has single-family homes built from 1956 to 2007, ranging in price from $605,000 to $6,000,000.

Average Price: $1,994,000
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9. Bentley Lane

Bentley Lane is the 9th most expensive street in Maitland. It has land and single-family homes built from 2003 to 2024, ranging in price from $1,300,000 to $2,650,000.

Average Price: $1,975,000
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10. Dommerich Drive

Dommerich Drive is the 10th most expensive street in Maitland. It has single-family homes built from 1958 to 1999, ranging in price from $1,550,000 to $2,425,000.

Average Price: $1,962,500
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