Top 10 Most Expensive Streets in Williamsburg

The following are the Top 10 most expensive streets in Williamsburg. The average price for homes on these streets range from $3,700,000 to $15,750,000.

The following are the Top 10 most expensive streets in Williamsburg. The average price for homes on these streets range from $3,700,000 to $15,750,000.

Dan Kaiser

Call Dan Today! (888) 326-2726

1. Summer Meadow Way

Summer Meadow Way is the 1st most expensive street in Orlando. It has single-family homes built in 2017, with an average sale price of $15,750,000. It is home to the Golden Oak subdivision.

Average Price: $15,750,000
View All Recent Sales divider

2. Los Feliz Drive

Los Feliz Drive is the 2nd most expensive street in Orlando. It has single-family homes built in 2023, with an average sale price of $7,995,000. It is home to the Golden Oak subdivision.

Average Price: $7,995,000
View All Recent Sales divider

3. Darlene Drive

Darlene Drive is the 3rd most expensive street in Orlando. It has single-family homes built in 2022, with an average sale price of $7,400,000.

Average Price: $7,400,000
View All Recent Sales divider

4. Point Cypress Drive

Point Cypress Drive is the 4th most expensive street in Orlando. It has single-family homes built from 1995 to 2000, ranging in price from $6,200,000 to $7,150,000.

Average Price: $6,675,000
View All Recent Sales divider

5. Carthay Drive

Carthay Drive is the 5th most expensive street in Orlando. It has single-family homes built from 2015 to 2017, ranging in price from $5,799,000 to $5,875,000. It is home to the Golden Oak subdivision.

Average Price: $5,837,000
View All Recent Sales divider

6. Poinsettia Avenue

Poinsettia Avenue is the 6th most expensive street in Orlando. It has single-family homes built in 2011, with an average sale price of $5,300,000. It is home to the College Park subdivision.

Average Price: $5,300,000
View All Recent Sales divider

7. Mattraw Place

Mattraw Place is the 7th most expensive street in Orlando. It has single-family homes built in 2018, with an average sale price of $5,100,000. It is home to the Golden Oak subdivision.

Average Price: $5,100,000
View All Recent Sales divider

8. Osprey Isle Lane

Osprey Isle Lane is the 8th most expensive street in Orlando. It has single-family homes built in 2003, with an average sale price of $5,050,000. It is home to the Isle of Osprey subdivision.

Average Price: $5,050,000
View All Recent Sales divider

9. Mayfair Pointe Drive

Mayfair Pointe Drive is the 9th most expensive street in Orlando. It has single-family homes and land ranging in price from $1,800,000 to $5,900,000.

Average Price: $4,226,667
View All Recent Sales divider

10. Lone Tree Lane

Lone Tree Lane is the 10th most expensive street in Orlando. It has single-family homes built in 2011, with an average sale price of $3,700,000.

Average Price: $3,700,000
View All Recent Sales divider View All Homes for Sale in Williamsburg
Sold Homes

We have helped thousands of families buy and sell homes!

HomesByMarco agents are experts in the area. If you're looking to buy or sell a home, give us a call today at 888-326-2726.