1519 E Avery St MAJOR PRICE IMPROVEMENT-NOW OFFERED AT $499, 000! Discover an exceptional East Hill short-term rental and investment opportunity featuring a beautifully maintained main residence plus a fully furnished, detached guest cottage. Located minutes from Downtown Pensacola, Pensacola Bay, restaurants, breweries, parks, and area beaches, this versatile property offers 4 bedrooms, 3 full bathrooms, and 2, 029 square feet of total living space. The main home combines timeless character with modern updates, including hardwood floors, crown molding, exposed-brick accents, a cozy gas fireplace, and an updated kitchen with granite countertops and stainless-steel appliances. A spacious rear deck and fenced backyard provide an inviting setting for relaxing or entertaining. The detached, self-contained guest cottage is the property's standout feature and creates serious short-term rental income potential. Use the property as a primary residence while hosting guests in the cottage, explore multiple rental configurations, or accommodate extended family-all without an HOA. Rental use remains subject to applicable local regulations, and buyers should independently verify projected income and permitted uses. Additional improvements include new roofs on all structures in 2020, a tankless water heater installed in 2024, an outdoor HVAC unit replaced in 2020, and an indoor air handler installed in 2015. At its newly reduced price of $499, 000, this distinctive East Hill property delivers the location, flexibility, and income-producing possibilities investors and homeowners are searching for. Schedule your private showing today!