1305 Church Avenue, Chipley, FL 32428

Property Description

Step into a rare and distinguished opportunity with the The Sullivan House Bed & Breakfast--a property rich in history, character, and income-producing potential. Originally rooted in the 1880s and thoughtfully rebuilt after a fire, this remarkable estate has served four generations and is currently operating as a successful bed and breakfast. Modeled after a South Florida home inspired by Cuban architecture observed in the 1920s, the residence blends timeless design with modern functionality. Spanning nearly 6,000 square feet, the primary home features 6 bedrooms and 3.5 bathrooms, offering ample accommodations for guests or private use. Interior highlights include cedar-lined closets and six fireplaces (four coal-burning and two wood-burning), creating an atmosphere of warmth and historic charm. The expansive downstairs layout is ideally suited for hosting and events, comfortably accommodating gatherings of up to 50 guests across three main entertaining spaces--an exceptional asset for weddings, corporate retreats, or special occasions. From an operational standpoint, the property is well-equipped to support continued hospitality use or adaptive commercial ventures. Recent updates include a new roof in 2025, central HVAC installed in 2023, a hot water heater replaced in 2023, and electrical and plumbing upgrades completed between 2023-2025. Modern conveniences such as a 50-amp RV hookup, Level 1 and Level 2 electric vehicle charging stations, and a five-car garage enhance both guest experience and owner flexibility. Above the garage, a charming carriage house offers additional income potential or private quarters, complete with 1 bedroom and 1 bathroom. Additional highlights include a basement ideal for storage or flexible use, a separate outdoor wash house for added convenience, and a rare outdoor concrete block safe--providing a unique and secure solution for storing valuables. Whether continuing its legacy as a bed and breakfast, transforming into an event venue, or reimagining it as a boutique inn or retreat center, this property offers a unique blend of history, scale, and commercial viability. This is more than a property--it's an established destination with deep roots and limitless potential.