5 Ontario Acreage Estates and Custom Luxury Living Retreats

Set on 25 picturesque private acres along Black River Road in Georgina, this ranch-style bungalow balances country serenity with modern amenities and tech. Carpet-free interiors and radiant in-floor heating keep daily life comfortable and streamlined, while the home’s practical, luxurious layout supports everything from quiet routines to effortless entertaining or working from home. A primary suite opens via walkout to a spa-like patio designed for unhurried afternoons: a step-in salt water pool, a waterfall, and a hot tub create a true poolside oasis in a private setting. Meticulously maintained inside and out, the estate feels intentionally composed for peaceful luxury. And with Lake Simcoe and Sibbald Point Park, plus schools, amenities, and the town of Sutton just minutes away, the rhythm of rural living comes with welcome convenience.

Size: 2,000 – 2,500 sf

Set on 54 acres near Tobermory, this beautifully crafted residence pairs wide-open views with a setting that invites daily wandering. Wooded trails and a large meadow unfold across the property, with Bruce Peninsula National Park just minutes away. Outdoor living is thoughtfully layered: three covered decks for slow mornings, a pergola for shaded afternoons, and a firepit for evenings under the sky. Inside, a custom kitchen with granite counters anchors the home, complemented by hardwood floors, in-floor heating, A/C, and an easy flow between comfort and function. The main-floor primary suite includes a spa-like ensuite, while four bedrooms and 2.5 bathrooms provide flexibility for guests and work-from-home routines. A 40’ x 80’ workshop with hydro, concrete floor, and mezzanine expands the possibilities even further.

Surrounded by 88 acres of pristine countryside in the rolling hills of Mulmur, this beautifully preserved three-storey brick farmhouse pairs timeless character with a setting made for unhurried days outdoors. Arrive via a long driveway to a circular drive with parking for 15+ vehicles, then enter from the front veranda or the side foyer with direct access from the driveway. Inside, the light-filled main floor offers a spacious living room with original wood trim and a wood-burning fireplace, a formal dining room with hardwood floors and tranquil pond views, and an upgraded kitchen with stainless steel appliances, plus a powder room, four-piece bath, and laundry. Upstairs, four bright bedrooms share another four-piece bath. The third-floor loft, with cathedral ceiling and its own bathroom, invites work, art, or quiet retreat. Private trails, mature forests, a spring-fed pond for swimming, a classic bank barn, and a tennis court complete the experience.

Size: 2,000 – 2,500 sf

Set on nearly 7 acres in Caledon, this rare multi-generational estate is thoughtfully arranged as two fully independent living quarters—an easy fit for extended families or multi-suite living. The renovated all-brick raised bungalow (2019) pairs hardwood floors with a spacious kitchen finished with quartz counters and abundant cabinetry. Downstairs, a finished walk-out basement adds everyday flexibility, anchored by a fireplace and complemented by a cold cellar. Practicality is covered with a dedicated 3-car garage.

Size: 3,000 – 3,500 sf

Clean lines define this exceptional custom-built residence in Pickering’s Highbush area, where thoughtful design meets everyday comfort. Dramatic 10-foot ceilings elevate the main floor, while 9-foot ceilings on the second level and in the basement maintain an airy, spacious feel throughout. At the center, a gourmet luxury kitchen is tailored for serious cooking and easy hosting, featuring premium NIICO custom cabinetry, an extra-large island, a built-in panelled refrigerator, built-in ovens, and a high-end 36-inch gas cooktop. An adjacent butler servery with a walk-in pantry adds welcome storage and flow. The open-concept family room layers warmth and detail with custom built-in cabinets, a gas fireplace, and elegant waffled ceilings. Step outside from the kitchen to a covered, finished patio, and enjoy the privacy and outdoor potential of a premium 50-by-230-foot lot.