Winchester 2025: The Year $1.8M Became the New Normal

Winchester sold 176 properties (3bd/2ba+) in 2025 for $313M+ in volume. Median price: $1.78M. New construction commanded 60% premiums. Townhouses offered the only sub-$1M entry. And street-level pricing varied by $400K for comparable homes. This comprehensive breakdown analyzes every sale to show you what actually sold, where the value opportunities hide, and what you need to know before competing in one of Greater Boston's most prestigious markets.