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Latest update: February 2023

Casselberry Greenway... Central Florida

Casselberry Neighborhood Bike Trail

The 5.5 mile Casselberry Greenway connects neighborhoods, schools, and parks. The trail is in three sections: Section 1 starts at the Kewannee Trail, in a short distance crosses SR436 and connects to Wirz Park. Section 2 is connected to Section 1 by an on-street route (low-traffic), which goes from Swallow Drive to the trailhead at Winter Park Drive and Marigold Road. Section 3 goes off-street again from the trailhead, crosses Winter Park Drive and curves around the Casselberry Golf Course to Triplet Lake Drive. Detailed map and photos below.

Casselberry Greenway, Orlando Biking, Seminole County

Casselberry Greenway Trail Map

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Location: Seminole County (Casselberry)
Mileage: 5.5 miles
Trailheads/Parking: Trailhead at Winter Park Drive at Marigold Road, Wirz Park. (See map)
Surface: Asphalt
Nearby Points of Interest: Winter Park, Orlando

Bike Shops / Rentals:
Trek Bicycle Florida (Casselberry; sales, service) (formerly David's World Cycle)



Biking the Casselberry Greenway... Comments and Photos

A short neighborhood/school bike trail, but with plans to connect with other neighborhood trails. Executing its Bicycle Master Plan, Casselberry is doing a good job of becoming more bike/pedestrian friendly with a stated goal "to become the most walkable, rollable, and bikeable city in Central Florida, where active transportation becomes a viable and routine choice for daily mobility needs, thereby increasing community health, equity, economic vitality, and environmental stewardship."

Section 1... Kewannee Trail Connector to Wirz Park - 2.5 miles

The Greenway trail officially starts off the Kewannee Trail along Wilshire Blvd. It crosses (very busy) SR436, then runs along 436 to Cannon Way, crosses Winter Park Drive and Mark David Blvd. to Wirz Park. Wirz Park has parking, restrooms, playground, nature trail, swimming pool, basketball court, baseball fields, picnic pavilion. A 0.6 mile trail loop follows the nature trail around the park and includes a pretty boardwalk.

Kewannee Trail to Winter Park Drive

Winter Park Drive to Wirz Park

Connector on Winter Park Dr.

Section 2... Winter Park Drive Trailhead to Wirz Park - 1.5 miles

From the trailhead, across the boardwalk turn left. The trail winds along behind South Seminole Middle and Casselberry Elementary Schools. Turn right and follow the trail to Crystal Bowl Park. Road markings ("sharrows") and signs along Laurel Way, Brittany Circle and Wilshire Drive lead to Wirz Park.

Trailhead to Crystal Bowl Park

Crystal Bowl Park to Wirz Park

Section 3... Winter Park Drive Trailhead to Triplet Lake Drive - 1 mile

From the trailhead, the trail crosses Winter Park Drive and winds along a wooded area past homes and the Casselberry Golf Club. It ends at Triplet Lake Drive near Southcot Drive.

Trailhead to Casselberry Golf Club

Casselberry Golf Club to Triplet Lake Drive

More Casselberry Biking

Casselberry is expanding its bike/pedestrian network by adding wide sidewalks, recreational trails, and shared bike lanes ("sharrows"). One paved path runs from Piney Ridge Road to SR436 to N. Oxford Road. Wide sidewalks along N. Oxford Road lead to Southcot Drive - follow the "sharrows" to S. Lake Triplet Drive and the Casselberry Greenway. The Winter Park Drive Complete Street Plan is another project in the works.

More Information and Resources

More Nearby Biking:

Kewannee Trail (Casselberry)
Maitland Bike Route
Seminole County Trails - see Overview Map for major trails nearby

Related Resources:

City of Casselberry - Casselberry Greenway Trail
City of Casselberry - Wirz Park

See all bike trails in Seminole County

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