Historic, stylish, and happily not haunted, this circa 1834 Apalachicola home brings the charm, the character, and just the right amount of wink. The Messina-Day home - thought to be the oldest home in town - located just two blocks from downtown shops, restaurants, and the waterfront, this beautifully updated home captures the best of historic Apalachicola living with 12' ceilings, refinished pine floors, original wood walls, ceilings, and trim, and unique details around every corner. Inside, the home offers generous spaces, warm wood finishes, and a layout that works beautifully for modern life. The custom kitchen features granite countertops, new appliances, a chef-quality gas cooktop, and electric wall oven. The kitchen breakfast bar opens to a sun-filled den with charming bay window, gas stove and door to the private side deck. The main-level primary suite includes a walk-in closet, and en suite bath, while a second main-floor bedroom and full bath offer excellent guest space. Upstairs, two additional bedrooms share a hall bath and open to a brand-new balcony with views out over the charming back yard and palm trees, offering a little front-row seat to Apalachicola's laid-back magic. Recent updates include fresh interior and exterior paint, new HVAC systems upstairs and down, and all replaced AC ductwork beneath the home. A full array of solar panels keeps electric costs down and EV charger is installed, ready to plug in. Out back, the fully fenced yard is ready for fun, with a large Trex deck, pergola-covered custom stock tank “cocktail pool,” and a fire pit area made for storytelling under the stars. Two exterior storage buildings provide space for bikes, fishing gear, tools, or owner storage. Zoned commercial, this home offers flexibility as a full-time residence, second home, short-term rental, boutique B&B, or creative live/work retreat. Historic, walkable, updated, and full of personality, this Apalachicola classic is anything but ordinary!