Top 10 Most Expensive Streets in DeLand, FL

Southern Pines Place is the 1st most expensive street in DeLand. It has single-family homes built in 1995, with an average sale price of $2,225,000.

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.

Pine Tree Terrace is the 3rd most expensive street in DeLand. It has single-family homes built in 1968, with an average sale price of $995,000.

Rambling Oaks Lane is the 4th most expensive street in DeLand. It has single-family homes built in 2010, with an average sale price of $970,000.

Shady Meadow Lane is the 5th most expensive street in DeLand. It has single-family homes built from 2005 to 2020, with an average sale price of $951,500. It is home to the Shady Meadow Estates subdivision.

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.

Pressly Circle is the 7th most expensive street in DeLand. It has single-family homes built from 1998 to 2010, with an average sale price of $930,000.

Oak Hill Drive is the 8th 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 9th most expensive street in DeLand. It has single-family homes built in 2025, with an average sale price of $899,000.

Old Grove Lane is the 10th most expensive street in DeLand. It has single-family homes built in 2004, with an average sale price of $865,000.