Discover a rare opportunity in the heart of historic Riverside/Avondale: a beautifully updated bungalow with a private two-story cottage nestled within lush tropical gardens. Offering two distinct living spaces, this versatile property is ideal for buyers who want to live in one residence and rent the other, accommodate extended family or guests, or generate income by renting both. The charming main house features an inviting open front porch, professional landscaping and the character of a classic Riverside bungalow. Recent improvements include luxury vinyl flooring, updated light fixtures, fresh interior paint and an updated bathroom. A conveniently enclosed laundry closet includes a washer and dryer, while off-street parking is available beside the home, with additional street parking for guests. Tucked privately behind the main residence, the enchanting two-story cottage is surrounded by palms and tropical foliage. A welcoming porch and upper balcony provide peaceful outdoor spaces for enjoying the garden setting. The cottage has been recently updated with new fixtures, a renovated full bathroom and half bath, and a fully equipped kitchen. The spacious downstairs sleeping area offers a queen-size bed, desk, generous closet space and a half bath. Upstairs is a full bathroom with a walk-in shower. Additional conveniences include a stackable washer and dryer and a private driveway. Located just blocks from neighborhood parks, river views, shops, dining, nightlife and the movie theater, this property offers exceptional walkability. Popular nearby destinations include Carmine's Pie House, Kickbacks, The Garage, Dart Bar & Games, Pattaya Thai, Park Place Lounge and Riverside Liquors. Whether you are searching for a distinctive primary residence with income potential, a multigenerational property, or a flexible investment in one of Jacksonville's most desirable historic neighborhoods, this Riverside/Avondale gem is a must-see.