The quintessential Arts & Crafts Bungalow of your dreams has arrived! This Brentwood-Darlington beauty has been meticulously cared for since its construction in 1916, having only 3 owners in its 108 years. Historical charm meets modern convenience with thoughtful updates that ensure comfort without compromising original detail or style. Timeless architecture, old growth millwork, original built-ins, soaring main level ceilings, and doug fir floors make up some of the charming touches that remain from the early 20th century. Fast forward to today and enjoy a newer roof (2018), newer double pane windows (2019), remodeled kitchen (2020), remodeled main floor bathroom (2020), rebuilt back deck (2022), and a sauna (2022)! Two bedrooms on the main floor makes for the perfect work from home set up. Room to expand living space offers options for multi-generational living or income generation to offset the mortgage. The large basement space is perfect for an ADU with its tall ceilings, numerous windows, full bathroom, and exterior entrance. Looking to expand further? The 534 square foot insulated two car garage would make a wonderful detached living space. This lot is oversized and overflowing with potential! The large fenced garden space and 4 garden boxes are waiting to be filled with your Spring veggie and flower starts. Enjoy living 5 minutes from all that Woodstock Blvd. has to offer. Options like New Seasons Market, Heart Coffee, Woodstock Hardware, and the Heist Food Cart Pod are great staples of the vibrant neighborhood hub. Other local amenities include Brentwood Park, Brentwood Dog Park, and Brentwood Community Garden. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10225772]