Step into a piece of Port Perry history on coveted Cochrane Street-where timeless elegance meets modern comfort. Known as The Jeffrey House, this distinguished 1883 brick residence-built by Thomas Courtice & later home to his son-in-law Sam Jeffrey-sits proudly on an exceptional double lot - a rare offering in one of the town's most iconic locations. From the moment you arrive the charm is undeniable. A welcoming front porch, framed by original columns, overlooks the professionally landscaped grounds. Thoughtfully updated throughout, the home blends old-world craftsmanship with modern convenience. Timeless character shines throughout, with original wood floors, attractive stained glass transoms, a beautiful plaster ceiling medallion in the living room, & the original front door with beveled glass. The home features 4 bedrooms (one being used as an office) & 2 balconies, along with a flexible & inviting layout. A rare highlight is the presence of two staircases, including a secondary staircase to the kitchen. The renovated, stylish & functional kitchen features stainless steel appliances, granite countertops, and under-cabinet lighting, while the dining room walks out to a composite deck with pergola (adjustable louvres), hot tub, & a gas BBQ hookup-perfect for entertaining. Upstairs, the primary suite offers a serene retreat with a gas fireplace, private balcony, & a beautifully updated ensuite with heated floors, walk-in shower, & a 2nd laundry. Another balcony off the library, a sitting room off the second bedroom, & additional original fireplaces add to the home's charm.Bathrooms include a main floor 4-piece with restored clawfoot tub, an updated upstairs bath, & the primary ensuite. Major updates include electrical (2014), plumbing, furnace (2016), heat pump (2025), and shingles (2024).Complete with an attached 2-car garage with access to the house, & exceptional outdoor living, this is a rare opportunity to own a landmark home just steps to downtown Port Perry.