Welcome to 12 Smith Street, a rare opportunity to own a historic brick three-unit in the heart of Portland's peninsula. With a Walk Score in the mid-90s ('Walker's Paradise') and a Bike Score in the high-70s ('Very Bikeable'), this is a location where daily life unfolds just outside your door. Directly across from LB Kitchen and adjacent to Print: A Bookstore, and moments from the Portland Food Co-op, Inner Washington Avenue, East Bayside, India Street, the Old Port, downtown, and Portland Foreside, this is a complete urban lifestyle where a car is optional. The property includes 4-5 deeded off-street parking spaces--an exceptionally rare asset in this neighborhood. Currently configured as three units (one per floor) with separate utilities, the building offers flexibility for investors or owner-occupants. The first floor is vacant and ready for immediate occupancy--ideal for a live/work setup, boutique storefront, studio, or residence with income above. Located within the India Street Form-Based Code (IS-FBC), the property allows a wide range of uses including residential, retail, office, and hospitality, creating a unique opportunity to combine business and living. Originally built as a single-family home, it retains architectural charm including an arched entry hood with Italianate brackets, scrollwork, dentils, and corbelled brick lintels and sills. Inside, high tin ceilings on the first floor and open exposure on both sides bring in natural light and air flow. Jotul stoves add warmth and character. A sun-filled side patio offers inviting outdoor space. The property overlooks a beautiful garden setting, sits next to a neighborhood playground, and is moments from Back Cove and the waterfront--offering easy access to walking, biking, gyms, yoga, and more. Potentially eligible for Historic Rehabilitation Tax Credits, 12 Smith Street offers a compelling blend of lifestyle, flexibility, and opportunity.