Highland Ridge Park, located at 6225 Kenwood Drive, is an 8-acre neighborhood park that best known as the City's Pickleball hotspot. The park has a total of six pickleball courts.

The park features a large green space with Live Oak, Slash Pine, Sabal Palm, East Palatka Holly, Bottle Brush and Carrot Wood trees included in the landscape, along with Wax Myrtle and Palmetto. There is also a playground, tennis and racquetball courts, 2 basketball courts, 3 shuffleboard courts, and a rentable pavilion with picnic tables, electricity, and a grill. The pavilion at this park can accommodate up to 25 people and is available for rental through the Parks and Recreation Division.

To get to the park from City Hall, take Sumter Blvd. to 41, turn right on 41 towards North Port Boulevard. At North Port Boulevard, turn left and follow to Kenwood Drive.

Amenities include:

- 4 Lighted Basketball Courts

- Tennis Court, Not Lighted

- 6 Pickleball Courts

- Bike Park

- 2 Racquetball Courts, 1 Lighted, 1 Not Lighted

- Vending

- Playground

- Restrooms

- Benches

- Green Space

- Picnic Tables

- Outdoor Grill

- Pavilion

- 3 Lighted Shuffleboard Courts

- Water Fountain