Top 10 Most Expensive Streets in DeLand, FL

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

Shady Meadow Lane is the 2nd 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.

Rambling Oaks Lane is the 3rd most expensive street in DeLand. It has single-family homes built in 2010, with an average sale price of $970,000.

Dale Circle is the 4th 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.

Oak Hill Drive is the 5th most expensive street in DeLand. It has single-family homes built in 1977, with an average sale price of $910,000.

Pepper Tree Lane is the 6th most expensive street in DeLand. It has single-family homes built in 2025, with an average sale price of $899,000.

Trail In The Pines Pines is the 7th most expensive street in DeLand. It has single-family homes built in 1994, with an average sale price of $860,000. It is home to the Domingo Reyes Grant subdivision.

Twin Oaks Drive is the 8th most expensive street in DeLand. It has single-family homes built in 2018, with an average sale price of $860,000.

Kevin Lane is the 9th most expensive street in DeLand. It has single-family homes built in 2000, with an average sale price of $860,000.

Crystal Vision Road is the 10th most expensive street in DeLand. It has single-family homes built in 2007, with an average sale price of $850,000.