420 Fairpoint Dr Step into a rare piece of Gulf Breeze Proper history with this charming, move-in-ready pool home on a large, private corner lot just blocks from the water. Originally built in 1955 by the Berry family, after whom nearby Berry Road is named, this one-of-a-kind property blends timeless craftsmanship, original hardwood floors, mature landscaping, and meaningful modern updates. A major 2016 addition created a spacious and luxurious primary suite, giving the home the comfort and functionality today's buyers want while preserving its original character. The inviting den is full of warmth, featuring a large stone fireplace, wainscoting, built-in cabinetry, and an 85-inch TV that will convey with the home. Outdoor living is where this property truly shines. The backyard offers a generous grass area, a pool with a brand-new liner, private outdoor gathering spaces, a peaceful Bamboo Zen Garden, and a versatile 320-square-foot Pool House. Originally built by Mrs. Berry, lovingly remembered as the neighborhood "Cookie Lady, " the Pool House has been updated with new windows, new flooring, and air conditioning. It is ideal for a home office, guest overflow, workout room, studio, game room, man cave, she shed, or entertaining space. Buyers will also appreciate the practical advantages that help set this home apart. Miami-Dade aluminum hurricane shutters, roll-down shutters, and impact doors may help keep insurance costs more favorable than many homes in the neighborhood. The property is in Flood Zone X and has always stayed high and dry. The home is also built off grade with an enclosed crawlspace and two dehumidifiers, offering valuable access beneath the structure and helping preserve the home long term. Historic charm, modern comfort, a private pool, flexible bonus space, and a premier Gulf Breeze Proper location come together in a way that is hard to find. This is a special home with character, privacy, and lifestyle appeal-priced and presented for a fast sale.