Step into a home that perfectly captures the character and charm of the 1920s while functioning with the precision of a brand-new build. Nestled directly across from Longfellow Park, this residence offers a front-row seat to golden hour from the comfort of a classic enclosed front porch; the ultimate spot for sunset watching. While the aesthetic celebrates its vintage roots, the "heart" of this home has been completely revitalized. Every major mechanical item has been updated to provide total peace of mind, including all-new wiring throughout, a 200-amp electrical panel, a new furnace and central air conditioner, a new mini-split added upstairs for both Heat and AC, a new water heater, and an iron filter system. The infrastructure is designed for reliability, featuring a newer roof equipped with winter heat cables at the fireplace and a sump pump with a battery backup to keep everything dry and secure. The interior flow is just as impressive, offering five spacious bedrooms and two bathrooms across a layout that feels both substantial and cozy. Natural light pours into the living spaces through a brand-new bay window and updated dining room windows, highlighting the refinished hardwood floors, and brick fireplace, along with the fresh carpet in the bedrooms and basement. The kitchen stainless appliances and quartz countertops, along with finishes across both levels have been tastefully updated to provide modern convenience without sacrificing the home's original soul. Outside, the property continues to deliver with a fully fenced-in yard perfect for gardening or play, and a detached two-car garage that provides plenty of storage. From the newer kitchen to the extensive list of mechanical upgrades, this is a rare opportunity to own a 100-year-old classic where all the heavy lifting has already been done for you. It’s not just a house; it’s a century of history meticulously prepared for its next owner.