5 Ontario Luxury Estates from Niagara-on-the-Lake to Collingwood

Don’t miss out on the opportunity to establish your business in the fast growing community of Waterdown Hamilton. This Mixed use commercial building is located in the heart of Watertown. With 5,600 square feet of interior space with high ceilings this property is ideal for many uses including Medical/Dental, spa, retail, professional office, art gallery, private schools, daycare, and much more. The property is approximately 12,000 sqft and is corner lot of Griffin & Franklin Street with easy access. The property also features finished offices with reception, boardroom, kitchen. There is a warehouse and loading bay which can be converted to more office/retail space if needed. With ample parking and steps away from many other businesses and amenities this property would be ideal for many types of uses!

Set on a serene 1.6-acre lot in the heart of Niagara-on-the-Lake, this thoughtfully renovated estate frames picturesque vineyard views with contemporary polish. Updated in 2022 by Wendy Edwards Design Inc., the interiors balance elevated function and quiet drama, from the great room’s soaring 16-foot ceilings to a floor-to-ceiling stone, wood-burning fireplace. The chef’s kitchen reads like a true centerpiece, anchored by double quartz islands and a 48” dual-fuel Thermador range with steam oven, six-burner gas cooktop with electric griddle, electric oven, and an oversized double exhaust fan. Two bedrooms open to private balconies for moments of retreat. A dedicated office adds custom built-ins and a 9-foot coffered ceiling. Downstairs, a fully finished lower level offers an in-law suite with its own kitchen, bathroom, laundry, gas fireplace, and additional bedrooms—ready for extended family, guests, and unhurried weekends.

In the heart of Streetsville, this beautifully designed residence unfolds on a rare 99 x 126 ft lot, balancing everyday comfort with thoughtful flexibility. The family room anchors the layout with custom built-in cabinetry, a cozy fireplace, and large picture windows framing the entertainer’s backyard. Nearby, an open-concept kitchen and dining area is brightened by oversized windows—an easy setting for casual mornings and family gatherings. A separate formal living room adapts seamlessly as a stylish home office. Upstairs, four spacious bedrooms include a generous primary retreat with a walk-in closet and private ensuite. The finished basement adds versatility, offering space for an in-law suite or recreation. Outside, an inground pool, patio, and bar area set the tone for summer. Steps to village shops, restaurants, parks, top-rated schools, and the GO Train.

Set on 10 private acres in Flamborough, this custom-built country residence unfolds at the end of a very private, winding driveway, framed by cut lawns and lush forests beyond. Inside, large principal rooms create an easy rhythm for both everyday living and entertaining. The layout includes four spacious bedrooms and five bathrooms, along with two kitchens and two family rooms that offer flexibility for gatherings and multi-generational routines. Work and wellness are thoughtfully accounted for with an office and gym, while a dedicated theatre room sets the stage for quiet evenings at home. Two lower-level walk-outs extend the living space outward, and three decks invite long mornings and unhurried sunsets in the peace and tranquility of country living.

Along the water’s edge on Georgian Bay, this custom-built raised bungalow is tucked at the end of a quiet dead-end street in Collingwood. Set on nearly half an acre, it comes with a private sandy beach and breathtaking panoramic water views—an everyday backdrop that keeps life anchored to the shoreline. Inside, quality finishes run throughout, while in-floor radiant heating provides year-round comfort. Three spacious bedrooms sit on the main level, including a primary suite with a walk-through closet and a luxurious ensuite. The bright lower level is thoughtfully arranged as a fully self-contained two-bedroom accessory apartment with a separate entrance, offering flexibility for extended family, guests, or income potential. Outdoors, a detached garage and a fully serviced waterfront bunkie create an easy rhythm for hosting and lakeside escapes.

Size: 1,500 – 2,000 sf