5 Prestigious Ontario Estates from Burlington Waterfront to Caledon Acres

Set on 5.47 acres in Caledon’s sought-after Cedar Drive estate-style development, this Frank Lloyd Wright–inspired executive bungaloft balances outdoor living with effortless entertaining. The newly renovated kitchen pairs Cambria quartz counters with built-in Wolf and Sub-Zero appliances, while three fireplaces—including one wood-burning—bring warmth and atmosphere. A dedicated east-wing home office offers separate access for work-from-home ease, and all bedrooms are ensuite for everyday privacy. Outside, a hardwood-forested setting frames a 3/4-acre fully stocked pond and long views, complemented by a predictive automated irrigation system and a 1.8-acre tax incentive program. Practical comforts include natural gas heat, fiber high-speed internet, monitored security, two EV chargers, a 22kW Generac generator with remote monitoring, and a three-car garage—plus an easy commute to Toronto.

Size: 3,500 – 5,000 sf

Along the water’s edge in Central Burlington, this private waterfront estate balances historic character with a calm, contemporary sense of ease. Originally built in 1907 as a charming cottage and designed by renowned architect Stewart McPhie—best known for the Paletta Mansion—the beautifully maintained residence celebrates Arts and Crafts details, from its front gable and clapboard siding to overhanging eaves with decorative brackets, rafter tails, and a wood shingle roof. Inside, a dramatic wall of south-facing windows frames Lake Ontario, while a sunroom’s continuous band of 18-paned windows draws in abundant natural light and long, lake-facing views. Thoughtfully enhanced with full space clearing and Feng Shui principles, the home has been energetically refreshed to promote harmony, positivity, and well-being. A full in-law suite with a completely separate entrance adds welcome flexibility for multigenerational living.

Size: 2,000 – 2,500 sf

Along the water’s edge in Fergus, this modern retreat unfolds across 7,000 sq ft of total space, set on 3.67 acres with views of the Grand River. Designed with entertaining in mind, the layout pairs a chef’s kitchen with easy transitions to standout leisure spaces, including an indoor pool and a rooftop terrace that invites unhurried afternoons and long evening gatherings. The setting balances privacy and a sense of escape, while remaining near Elora and Belwood Lake for simple day trips and a change of scenery. With net-zero ready planning already in place, the home also nods to a more future-focused way of living—one that feels both intentional and effortlessly comfortable.

Size: 3.67 acres

From its elevated Burlington setting, this exceptional residence offers over 4,800 sq ft of beautifully finished living space, where timeless design meets modern comfort. The main level sets a refined tone with hardwood flooring underfoot, crown moulding overhead, and pot lights that lend an even, gallery-like glow from day into evening. Built-in speakers are thoughtfully integrated, supporting everything from quiet mornings to effortless entertaining without disrupting the clean lines of the interior. Throughout, the focus remains on crisp detailing and a polished, composed atmosphere—spaces that feel finished, cohesive, and easy to live in. It’s a home designed for those who appreciate classic trim work alongside contemporary conveniences, creating a backdrop that can flex with both everyday routines and more elevated occasions.

Surrounded by 22+ acres in Erin, this romantic country estate pairs forested privacy with light-filled interiors accented by stained glass and multiple fireplaces. The layout offers six bedrooms and three baths, balancing everyday comfort with spaces that feel designed for gathering. Outdoors, an inground pool anchors warm-weather living, complemented by a pool house/bunkie that extends the day from morning swims to late evenings. A pizza oven sets the scene for casual meals under open skies, while a barn and workshop add practical flexibility for hobbies, projects, or storage. With woods framing the setting and amenities spread across the grounds, life here unfolds at an unhurried pace—equal parts retreat and place to come together.

Size: 22+ acres