Crooked Creek is a small condominium community in south Sarasota, off South Beneva Road near Proctor Road, west of the Tamiami Trail and east toward the Red Bug Slough Preserve. Local community descriptions place the build in the early 1980s, roughly 1981 to 1984, on a wooded parcel of about 78 residences (neighborhoods.com and Sarasota community guides, 2026).
The community's two original buildings are credited to Tim Siebert, FAIA, an architect associated with the Sarasota School of Architecture Modernist movement, and are described as concrete block with stucco. That design pedigree, plus the nature-adjacent setting beside the 72 acre Red Bug Slough Preserve, is a meaningful part of the pitch here.
Because this is a condo association rather than a single-family subdivision, the money is made or lost on the specific unit's condition, the association's budget and reserve study, the special-assessment history, and the insurance line, not on the headline price. Florida condos have been repricing through 2025 and into 2026 as reserve and insurance costs are absorbed.
The pitch is a small, nature-adjacent enclave close to Sarasota's amenities and beaches, with an architecture story attached. The work is reading the association documents, the reserves, and the insurance math honestly before you fall for the setting.
