** Watch Listing Video ** Located in Orillia's highly sought-after North Ward, 155 Matchedash Street N offers over 1,300 sq. ft. of finished living space with flexibility, functionality, and meaningful updates throughout. This well-maintained bungalow features two bedrooms on the main level and a finished basement. The main floor includes a renovated bathroom (2026), updated upper-level flooring with 7 3/4 Wide Plank Luxury Vinyl (2026), sunroom flooring (2023), and a Google SmartHome thermostat (2024). The kitchen is equipped with a high-end JennAir gas range. A gas fireplace (2003) adds warmth and character to the living space. Major exterior improvements include new roof shingles (2018), soffits and eaves (2021), a refinished side deck (originally built in 2006, refinished 2025), driveway expansion creating three parking spaces (2023), over 180 feet of new pressure-treated cedar fencing (2025), extensive tree removal (2024-2025), and 1,200 sq. ft. of newly installed backyard sod (2025), creating a private and refreshed outdoor setting. Mechanically, the home features a 125-amp electrical service, HVAC system (2001) with A/C fan motor replacement completed in 2025, and a Reliance hot water heater rental at $24/month. Positioned in one of Orillia's most established and desirable neighbourhoods known for its charm, character, and mature trees, this property offers a strong blend of comfort, updates, and versatility in a mature setting. It is close to amenities, schools, and downtown conveniences all just under a 10-minute walk away!