Set on one of downtown Orangeville's most sought-after historic streets, this extraordinary red brick century home blends Edwardian architecture with a refined, modern aesthetic that feels elevated & inviting. Rich in texture & thoughtful detail, it offers a sophistication rarely found in historic homes. Perfectly positioned just steps from Orangeville's favourite restaurants, cafés, boutique shopping, community events & everyday amenities. W/ 2 major public transit stops nearby & the ability to reach virtually anywhere in town within minutes, this location offers exceptional convenience while maintaining the charm & prestige of one of downtown's most desirable streets. Unforgettable curb appeal showcases original brickwork, stone accents, steep rooflines & mature trees creating a timeless presence. Inside, engineered hardwood floors & oversized windows bring warmth & designer style throughout. The dining room honours the home's original character while flowing effortlessly into the updated kitchen & living room, creating a layout that feels surprisingly contemporary. The kitchen features quartz countertops, a herringbone backsplash, pantry & front hall storage, high-end appliances & a peninsula island that naturally becomes the centre of every gathering. Heated stone floors add everyday luxury, while major updates include the roof, windows, furnace, air conditioning & electrical panel. The bright, expansive family room opens to a backyard retreat. A sprawling deck surrounds the impressive 10 person swim spa, mature trees & a setting that feels tucked away from the bustle of downtown. The lower level offers a boutique fitness-inspired space ideal for daily workouts, yoga & meditation, along with an updated laundry room & abundant storage. Upstairs features 4 beds, custom closets, engineered hardwood flooring & a 4 pc bath. The loft serves as the ultimate retreat & 5th bedroom, featuring vaulted wood-clad ceilings, dark floors, a gas fireplace & updated 3pc bath