Community First Insurance

Community First Insurance is an insurance agent in Winchester, KY. The agency offers a range of personal and business insurance solutions, including auto, home, life, Medicare, and commercial coverage. Serving individuals, families, and local businesses, the team draws on decades of experience that began with the agency’s founding principles of honesty and integrity in 1986. Customers throughout Winchester and the surrounding area benefit from the agency’s commitment to providing reliable protection at affordable rates, reflected in a 4.90 rating from reviewers.

The firm emphasizes a trust‑first approach, partnering with leading insurance carriers to match each client with the most appropriate and cost‑effective policies. Its staff, led by owner Jessica Durphy and specialists such as Dustin Stevens and Cameron Wilson, combines diverse backgrounds to guide clients through complex insurance decisions. Community First Insurance also highlights its deep roots in the community, supporting local events like the “Sleep Dreams” fundraiser and maintaining active partnerships with schools and civic organizations. The agency’s mission centers on safeguarding what matters most to its clients while fostering long‑term relationships built on transparency and care.

Located at 103 N Maple St, the office sits directly on North Maple Street, just 33 metres from the main thoroughfare. It is a short walk, about 0.1 mile, from West Washington Street and the Winchester Post Office, and similarly close to North Main Street. The nearby Oliver Street School and the Downtown Commercial District are each roughly 0.2 mile away, placing the agency in the heart of Winchester’s civic and commercial hub.

With a legacy of trust dating back to 1986, Community First Insurance remains a dependable insurance partner for residents and businesses in Winchester, KY. Its long‑standing reputation for honest service and community involvement makes it a cornerstone of local insurance protection.