5 Ontario Luxury Properties from Lake Simcoe to Oakville

Along the water’s edge in the lakeside community of Blue Point, this to-be-built Muskoka-style residence is designed for comfort, functionality, and timeless charm. A spacious split layout floor plan provides 5 bedrooms and 3.5 bathrooms, well suited to families, guests, or multi-generational living. On the main level, three generously sized bedrooms are joined by a dedicated office space for working from home or quiet study. The open-concept great room centers daily life with large windows, vaulted ceilings, and a natural gas fireplace that brings warmth to both relaxed evenings and easy entertaining. In the chef-inspired kitchen, a 36” gas range, built-in microwave/wall oven combo, oversized island, and a butler’s pantry with wet bar set the stage for hosting. Landscaping by South West Fence & Decks completes the setting with a heated saltwater pool.

Size: 2,500 – 3,000 sf

Along the water’s edge on Lake Simcoe, this custom-built waterfront estate in Beaverton frames daily life around light, sky, and shoreline. More than 86 feet of pristine waterfront sets the stage for panoramic lake views, while soaring cathedral ceilings bring a sense of volume and calm to the interior. A private dock extends the living experience outward—morning coffee over the water, afternoons spent lakeside, evenings watching the horizon shift. For guests, an elegant suite sits above the oversized garage, offering welcome separation and comfort. Designed for year-round luxury and serenity, the setting feels both restorative and refined, with the added ease of being less than 1.5 hours from downtown Toronto. Here, timeless design and lakeside quiet shape a rhythm you’ll look forward to returning to.

Size: 3,000 – 3,500 sf

On a residential street in Oakville, this meticulously renovated five-bedroom residence pairs architectural elegance with a resort-like backyard. Set on a 76 x 150 ft lot, outdoor life centers on a saltwater pool, a sophisticated lounging terrace, and a striking vaulted covered patio—an easy rhythm for summer afternoons and evening gatherings. Inside, an open great room/family room impresses with 12-foot ceilings, flowing into a gourmet kitchen and adjacent living and dining areas, all lined with windows overlooking the backyard. A versatile main-floor wing adds flexibility with a fifth bedroom, a 3-piece bath, a separate entry, and inside access to the two-car garage. Upstairs, four spacious, sunny bedrooms include a separate primary suite finished with a stately coffered ceiling and a five-piece ensuite, setting a calm tone to end the day.

From its elevated setting near Calabogie, 1048 Kennelly Mountain Road unfolds across 346 forested acres in the Township of Greater Madawaska, with views over the Madawaska River at Ferguson Lake and Calabogie Lake. On clear days, the Gatineau Hills are visible across the Ottawa River Valley, a reminder of just how far the landscape reaches. The land balances privacy with practical access: roughly 1,281 feet of frontage on gravel Kennelly Mountain Road, hydro at the road, telephone available, and decent cell service. About 20 acres are cleared and currently being hayed, while a year-round creek and seasonal ponds trace the Constant Creek sub-watershed toward the Lower Madawaska River Watershed. Zoned Farm & RU, with three tax bills and a maple syrup tap count report available, it offers a quiet canvas for long-term plans.

A study in contemporary design, this professionally renovated Ancaster residence offers over 5,000 sq. ft. of elegant living space tailored to modern family life. A chef-inspired kitchen anchors the home, while a sophisticated library adds a quieter counterpoint for reading or working from home. Skylights and expansive windows bring in generous natural light, creating a warm, airy feel throughout. With 4+1 bedrooms and 5 bathrooms, the layout includes a luxurious primary retreat and a private, self-contained in-law suite—ideal for multigenerational living, guests, or added income potential. Outside, a resort-style backyard sets the tone for relaxed weekends, with a pool, hot tub, gazebo, expansive deck, and beautifully landscaped grounds designed for everyday ease and effortless entertaining.

Size: 3,500 – 5,000 sf