Winslow Park market snapshot (as of June 25, 2026): the median sale price is about $848K ($288 per sq ft), with homes averaging 82 days on market and 3.0 months of supply, a buyer-leaning market (limited data). Based on 4 recent closings in live Stellar MLS data.
Winslow Park is a small gated community off Winslow Park Boulevard in the East Lake corridor of Tarpon Springs, in northeast Pinellas County (multiple Tampa Bay real estate community guides, 2026). Community guides describe it as roughly 33 large custom single-family homes, a small enclave rather than a sprawling subdivision.
The homes were built mostly between 2006 and 2010 by Tampa Bay custom builders, with the Rutenberg names cited among the builders, and listing guides describe large four bedroom plans in the range of roughly 2,900 to 4,000 square feet with three car garages and frequent bonus rooms, many with private pools (community real estate guides, 2026). Confirm the exact size, bedroom count, pool, and builder for any specific home.
Because this is a small community of individually built homes, the money is made or lost on the specific home and lot, not on the address. The drivers are the floor plan, the lot, the build quality and condition, the roof and systems age on homes now roughly two decades old, and the HOA, all of which have to be read for the exact home rather than from a community average.
The pitch is space behind a gate in a well regarded corridor: Lake Tarpon, John Chesnut Sr. Park, and East Lake Road shopping are close, with the Tarpon Springs Sponge Docks and historic downtown, Honeymoon Island, and easy reach toward Tampa, Clearwater, and St. Petersburg. The work is the diligence: read the HOA budget, check the roof and systems, and confirm the flood zone and an insurance quote by address before you buy.
