Top 10 Most Expensive Streets in Casselberry, FL

The following are the Top 10 most expensive streets in Casselberry. The average price for homes on these streets range from $157,220 to $548,100.

1. Harbour Landing Way

Harbour Landing Way is the 1st most expensive street in Casselberry. It has single-family homes built from 1981 to 1985, ranging in price from $482,500 to $660,000.

Average Price: $548,100
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2. Crossvine Lane

Crossvine Lane is the 2nd most expensive street in Casselberry. It has single-family homes built in 2004, ranging in price from $475,000 to $575,000. It is home to the Oakhurst Reserve subdivision.

Average Price: $525,000
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3. Southwind Court

Southwind Court is the 3rd most expensive street in Casselberry. It has single-family homes built from 1982 to 1983, ranging in price from $369,900 to $508,000.

Average Price: $439,580
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4. Lady Amy Drive

Lady Amy Drive is the 4th most expensive street in Casselberry. It has single-family homes built in 1974, with an average sale price of $427,000.

Average Price: $427,000
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5. Fox Hollow Circle

Fox Hollow Circle is the 5th most expensive street in Casselberry. It has single-family homes built from 1987 to 1992, ranging in price from $305,000 to $399,000.

Average Price: $364,300
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6. Diane Circle

Diane Circle is the 6th most expensive street in Casselberry. It has single-family homes built from 1971 to 1977, ranging in price from $339,000 to $380,000.

Average Price: $361,600
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7. Wilderness Point

Wilderness Point is the 7th most expensive street in Casselberry. It has single-family homes and townhouses built from 1986 to 1996, ranging in price from $230,000 to $309,900.

Average Price: $265,180
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8. Lake Drive

Lake Drive is the 8th most expensive street in Casselberry. It has single-family homes and land built from 1960 to 2025, ranging in price from $145,000 to $405,000. It is home to the Duck Pond subdivision.

Average Price: $243,333.33
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9. Idlebrook Circle

Idlebrook Circle is the 9th most expensive street in Casselberry. It has condos built in 1985, ranging in price from $90,000 to $219,000.

Average Price: $157,220
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10. Grand Rue Drive

Grand Rue Drive is the 10th most expensive street in Casselberry. It has townhouses and single-family homes built from 2006 to 2022, ranging in price from $363,000 to $585,000. It is home to the Legacy Place and Legacy Park subdivisions.

Average Price: $487,833.33
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