Vienna Square is a gated, 55+ / age-restricted (HOPA) active adult community off Cypress Gardens Boulevard in the Cypress Gardens area of Winter Haven, in Polk County (Vienna Square community materials and 55places community guide, 2026). It is built around low maintenance single story villas rather than large custom homes, with a community focus on lock and leave, less maintenance living.
The community was developed by Century Residential as an active adult community and has been built out over a long window, with sources describing villa construction stretching from roughly 2007 into the 2020s and resale and newer villa product both present (55places community guide, 2026). Community materials describe the villas as two bedroom, two bath single story plans with a two car garage, screened lanai, and preserve or pond views; confirm the exact floor plan, square footage, and view for any specific villa.
Because this is one association governed community, the money is made or lost on the fee and the villa, not just the address. The drivers are the monthly fee, exactly what it covers, the reserve and roof funding, the resale and age restriction rules, and the specific villa floor plan, lot, and view, all of which have to be read from the current association documents for the exact villa.
The pitch is a low maintenance Central Florida lifestyle: a 7,000 square foot clubhouse, a heated pool and spa, fitness, tennis and sport courts, and a calendar of social clubs, with shopping, medical, and Cypress Gardens Boulevard services close by and Interstate 4 and the wider Polk County job and attraction corridor a manageable drive. The work is the diligence: read the fee, the reserves, and the rules, and match the villa to how you actually live.
