Situated on a rare quarter-acre double city lot in Pensacola's highly sought-after East Hill neighborhood, this beautifully maintained 1917 residence blends timeless character with thoughtful modern updates across 2,887 square feet of flexible living space. Offering 4 bedrooms, 2 bathrooms, and a bonus room perfect for a home office, nursery, or playroom, this home is designed to fit a variety of lifestyles. A standout feature is the opportunity for dual primary suites. The main level offers a spacious bedroom with convenient access to a full bath, while the private upstairs suite features its own exterior entrance and deck making it ideal for guests, multigenerational living, or potential rental income. The oversized wraparound front porch provides classic curb appeal, while the expansive, fully fenced backyard takes full advantage of the oversized lot. Enjoy a powered 24' x 14' workshop with 50-amp service, a pergola prewired for a future hot tub or outdoor kitchen, mature landscaping, and a custom chicken coop, creating an outdoor space that's as functional as it is inviting. Major improvements include fresh interior paint (2025), a new downstairs HVAC system (2025), upstairs air handler (2021), upgraded 200-amp electrical service (2021), insulated windows throughout most of the home (2021), hurricane roof clips, and a portable generator hookup with bypass system. Adding even more confidence for today's buyers, the current owner has secured homeowner's insurance for less than $6,000 per year which is a terrific deal for a historic home in today's market. Now offered at $759,900 after a significant price reduction, this East Hill gem combines historic charm just blocks from beautiful Bayview Park, modern convenience, an oversized double lot, and exceptional value in one of Pensacola's most desirable neighborhoods. Schedule your private showing today!