Set on a rare 66 x 165 ft lot with nearly 2,900 sq ft of beautifully renovated living space in the heart of Port Perry, this exceptional home offers the perfect blend of luxury, versatility, with rare income potential. Thoughtfully designed with minimal stairs, abundant parking, and a layout ideal for multi-generational living or supplemental rental income. The main residence features 3 spacious bedrooms, 2 full bathrooms, its own laundry, and a stunning chef-inspired kitchen with an oversized island, extensive cabinetry, and generous prep space that's perfect for large family gatherings, entertaining, and everyday living. Step outside to a massive backyard complete with a private and shaded deck, offering the ideal setting for summer barbecues, relaxing evenings, and hosting family and friends. Two fully self-contained basement suites, each with its own private entrance, kitchen, bedrooms, bathroom, and laundry, provide excellent flexibility and significant rental income potential, with all three units delivered vacant for closing. Every major system has been updated for true turnkey ownership, including a new roof (2024), new furnace and air conditioning (2025), new windows (2025), and a complete extension and renovation finished in April 2025, all wrapped in a durable, low-maintenance mostly brick exterior. Located just steps from historic downtown Port Perry's charming shops, restaurants, waterfront marina on Lake Scugog, and minutes to beaches, parks, and golf courses, this property offers the perfect balance of small-town lakeside living with an easy commute to the GTA and convenient access to GO Transit in Whitby and Oshawa. Whether you're an investor seeking a premium income-producing asset or a family looking for exceptional space while offsetting your mortgage, 258 Union Ave delivers a rare combination of lot size, living space, high-end renovations, and income-generating flexibility that is virtually unmatched at this price point. Floor plans attached.