Bobcat Trail is a gated golf community in North Port, in Sarasota County, built starting in the late 1990s along Toledo Blade Boulevard, minutes from Interstate 75. It is organized around an 18-hole golf course that opened in 1998 and is now operated as Charlotte Harbor National Golf Club, designed with input from PGA champion Bob Tway (GolfPass and course profiles, 2026).
The community mixes larger single-family homes with attached villas, giving buyers a range from low-maintenance villa living to larger detached homes (community and brokerage guides, 2026). The homes are now roughly twenty to twenty-five years old, so roof age, systems, and insurability are part of the read at this price point.
The distinguishing financial feature is the fee structure. Bobcat Trail sits inside the Bobcat Trail Community Development District, an independent special-purpose government created under Chapter 190 of the Florida Statutes, so a CDD assessment appears on the annual tax bill in addition to an HOA (Bobcat Trail CDD, 2026). The all-in carrying cost, not the list price, is what a buyer should solve for.
The pitch is a gated, golf-course setting with an established amenity base in a fast-growing North Port, with quick I-75 access. The work is verifying the exact CDD and HOA lines, reading the roof and insurance math on a home of this age, and matching the home type, single-family or villa, to how you want to live.