NEW ROOF (2023)! Discover the charm, versatility, and investment potential of this unique Naples property featuring a beautifully updated 2-bedroom, 1-bath main residence plus a detached 1-bedroom, 1-bath guest house with its own private alley access off Jackson Avenue. Ideally located between the prestigious Old Naples district and the rapidly growing Bayshore Arts District, you'll enjoy an unbeatable location just one mile from Fifth Avenue South and only another half mile to Naples' world-famous white-sand beaches. The main home was thoughtfully opened up and renovated in 2021, creating a bright, open-concept floor plan, and has been recently enhanced with new luxury vinyl plank flooring. A fully fenced front and backyard provides privacy and peace of mind for children and pets, while preserving the home's historic character with tasteful modern updates. The detached guest house offers exceptional flexibility-perfect as an in-law suite, private guest quarters, home office, artist studio, or income-producing rental. Additional features include an existing well, no HOA fees, and no deed restrictions, giving owners the freedom to enjoy or maximize the property's potential. Within walking distance to Celebration Park, Naples Botanical Garden, Baker Park, Sugden Park, and the Gordon River Greenway, and just minutes from top-rated schools, shopping, dining, and entertainment, this location is truly unmatched. Whether you're looking for a primary residence, seasonal retreat, or investment property with excellent annual or short-term rental potential, this rare opportunity offers endless possibilities in one of Naples' most desirable and evolving neighborhoods. Being sold AS IS.