Homes offering this combination of location, character, updated living space, and lifestyle rarely become available in-town. Set on one of Gainesville's most beloved streets and just a walk, golf cart ride, or trolley trip from the Gainesville Square, Northeast Georgia Medical Center, parks, and schools, 798 Cherokee Road offers the rare combination of in-town convenience, exceptional space for a growing family, and one of the largest and most usable backyards you'll find this close to downtown. Now offered at $1,399,000, this beautifully updated Longstreet Hills home presents a compelling opportunity in one of Gainesville's most established and sought-after neighborhoods. Behind the white picket fence, the property unfolds into a park-like setting designed for real living-children catching fireflies on the lawn, evenings around the stone fire pit, coffee on the screened porch, and plenty of room to gather with family and friends year-round. Inside, the main level is designed for both comfortable everyday living and easy entertaining. A spacious family room anchored by a cozy fireplace flows into a separate dining room ready for holidays, celebrations, and guests. An additional sitting room or home office offers flexibility for today's lifestyle. The updated interior blends modern convenience with the warmth and character expected in a Longstreet Hills home. The main level includes two en-suite bedrooms, including a spacious primary suite with a renovated bath and generous closet space, along with an additional bedroom and bath ideal for family or guests. Upstairs, two oversized bedrooms share a bath, while the terrace level offers even more flexible living space with a private bedroom and bath, game room, wine cellar, and abundant storage. The oversized garage easily accommodates two large SUVs and includes additional covered space ideal for a golf cart, outdoor entertaining area, or hobby space. A large storage room also offers excellent potential for a home gym or workshop. Outside is where this property truly shines. The expansive backyard offers a rare amount of usable green space for an in-town property, complete with a manicured lawn, playground, screened porch, and gathering areas designed to be enjoyed year-round. Whether hosting friends around the fire pit, watching children play, or simply enjoying a quiet evening outdoors, this setting offers a lifestyle that is increasingly difficult to find in the heart of Gainesville. With five bedrooms, five baths, multiple living and entertaining spaces, and an outdoor setting rarely found this close to downtown, 798 Cherokee Road offers an exceptional opportunity to enjoy the very best of in-town Gainesville living.