Top 10 Most Expensive Streets in DeLand, FL

The following are the Top 10 most expensive streets in DeLand. The average price for homes on these streets range from $860,000 to $1,550,000.

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1. Daugharty Road

Daugharty Road is the 1st most expensive street in DeLand. It has single-family homes built in 2009, with an average sale price of $1,550,000.

Average Price: $1,550,000
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2. Mcgregor Oaks Lane

Mcgregor Oaks Lane is the 2nd most expensive street in DeLand. It has single-family homes built in 2021, with an average sale price of $1,250,000.

Average Price: $1,250,000
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3. Shady Meadow Lane

Shady Meadow Lane is the 3rd most expensive street in DeLand. It has land and single-family homes built from 2005 to 2020, ranging in price from $951,500 to $1,600,000. It is home to the Shady Meadow Estates subdivision.

Average Price: $1,212,875
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4. Oaklea Drive

Oaklea Drive is the 4th most expensive street in DeLand. It has single-family homes built in 2003, with an average sale price of $990,000.

Average Price: $990,000
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5. Rambling Oaks Lane

Rambling Oaks Lane is the 5th most expensive street in DeLand. It has single-family homes built in 2010, with an average sale price of $970,000.

Average Price: $970,000
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6. Dale Circle

Dale Circle is the 6th most expensive street in DeLand. It has single-family homes built from 1980 to 2013, ranging in price from $455,000 to $1,600,000.

Average Price: $947,666.67
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7. Oak Hill Drive

Oak Hill Drive is the 7th most expensive street in DeLand. It has single-family homes built in 1977, with an average sale price of $910,000.

Average Price: $910,000
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8. Pepper Tree Lane

Pepper Tree Lane is the 8th most expensive street in DeLand. It has single-family homes built in 2025, with an average sale price of $899,000.

Average Price: $899,000
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9. Twin Oaks Drive

Twin Oaks Drive is the 9th most expensive street in DeLand. It has single-family homes built in 2018, with an average sale price of $860,000.

Average Price: $860,000
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10. Kevin Lane

Kevin Lane is the 10th most expensive street in DeLand. It has single-family homes built in 2000, with an average sale price of $860,000.

Average Price: $860,000
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