Discover the perfect blend of historic charm and modern living on vibrant High Street in the SoHi neighborhood of San Luis Obispo with views of Cerro San Luis. This incredible move-in ready two bedroom, one bath home is meticulously maintained and tastefully updated. The 7,000+ sq. ft. beautifully manicured lot is zoned R-2 (Medium-Density Residential) which could allow for further development to maximize highest and best use. Situated near the rear of the lot features a permitted goose-neck Tiny Home studio living on the property with electric, water, and sewer connected. Current owners have capitalized on this unique feature by using the main house as a licensed (STR) short-term rental, generating significant income. Alternatively, the Tiny Home offers a fantastic opportunity to offset housing costs by renting it out, all while enjoying the main residence yourself. Additionally, the property includes a “She Shed” built by local company "A Place to Grow" perfect for a home office, craft room, or a secluded retreat to explore your hobbies. Interior features include new Milgard windows throughout, new A/C, California Closet systems in both bedrooms, newly painted throughout, and recent sewer line installation on main home and Tiny Home. The outdoor spaces have been thoughtfully designed to create an oasis of beauty and tranquility all while cohesively separating the main home and tiny home entertaining spaces. Positioned kitty-corner to the renowned High Street Deli and just a short walk from downtown, Nautical Bean coffeehouse, numerous local attractions, and quick access to Hwy 101. Offered with the sale are tasteful furnishings that complement the home's character and ease the transition for the new owners. 335 High Street is more than just a home; it's a lifestyle offering unparalleled charm, convenience, and flexibility. Whether you're drawn to its historic essence, the income possibilities, or the chance to enjoy downtown San Luis Obispo living at its finest, this property promises to fulfill your dreams and then some. Check with the City of SLO for R2 development guidelines.