As of 2026, the average home value in Westport, CT is approximately $2,026,288, with the typical home value sitting around $2,056,664 according to Zillow. The three-month rolling median sale price tracked by Redfin through May 2026 came in at $2,223,000. Price per square foot has climbed to $684, up 21% year-over-year, which is actually the cleaner number to watch, since the median can shift based on how many high-end properties close in a given period. Across Fairfield County, this appreciation trend reflects sustained buyer demand from the New York metro area and the limited inventory that keeps prices climbing.