Top 10 Most Expensive Streets in Gulfport, FL

The following are the Top 10 most expensive streets in Gulfport. The average price for homes on these streets range from $1,187,500 to $2,207,857.14.

1. Kipps Colony Drive

Kipps Colony Drive is the 1st most expensive street in Gulfport. It has single-family homes and condos built from 1986 to 2025, ranging in price from $925,000 to $5,200,000.

Average Price: $2,207,857.14
View All Recent Sales divider

2. Pasadena Place

Pasadena Place is the 2nd most expensive street in Gulfport. It has single-family homes built in 1993, with an average sale price of $2,100,000. It is home to the Pasadena Place subdivision.

Average Price: $2,100,000
View All Recent Sales divider

3. Pasadena Point Boulevard

Pasadena Point Boulevard is the 3rd most expensive street in Gulfport. It has single-family homes and land built in 2022, ranging in price from $550,000 to $3,750,000. It is home to the Pasadena Point Estates, Marina Estates, and Pasadena Place subdivisions.

Average Price: $2,067,500
View All Recent Sales divider

4. Seabreeze Drive

Seabreeze Drive is the 4th most expensive street in Gulfport. It has single-family homes and land built in 1994, with an average sale price of $1,900,000. It is home to the Skimmer Point subdivision.

Average Price: $1,900,000
View All Recent Sales divider

5. Skimmer Point Boulevard

Skimmer Point Boulevard is the 5th most expensive street in Gulfport. It has single-family homes built from 1980 to 1990, ranging in price from $1,400,000 to $2,175,000. It is home to the Skimmer Point subdivision.

Average Price: $1,791,666.67
View All Recent Sales divider

6. Seabird Drive

Seabird Drive is the 6th most expensive street in Gulfport. It has single-family homes built from 1981 to 1989, ranging in price from $980,000 to $2,150,000. It is home to the Skimmer Point subdivision.

Average Price: $1,626,666.67
View All Recent Sales divider

7. Skimmer Point Drive

Skimmer Point Drive is the 7th most expensive street in Gulfport. It has single-family homes built from 1981 to 1990, ranging in price from $1,300,000 to $1,950,000. It is home to the Skimmer Point subdivision.

Average Price: $1,625,000
View All Recent Sales divider

8. Bayview Circle

Bayview Circle is the 8th most expensive street in Gulfport. It has single-family homes and land built from 2017 to 2022, ranging in price from $899,800 to $1,968,221. It is home to the Skimmer Point subdivision.

Average Price: $1,364,340.33
View All Recent Sales divider

9. Essex Avenue

Essex Avenue is the 9th most expensive street in Gulfport. It has single-family homes built from 2012 to 2014, ranging in price from $1,140,000 to $1,275,000. It is home to the Boca Ceiga Park subdivision.

Average Price: $1,207,500
View All Recent Sales divider

10. Fairway Bay Boulevard

Fairway Bay Boulevard is the 10th most expensive street in Gulfport. It has single-family homes built from 1989 to 1990, ranging in price from $1,150,000 to $1,225,000. It is home to the Fairway Bay subdivision.

Average Price: $1,187,500
View All Recent Sales divider View All Homes for Sale in Gulfport
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.