5 Ontario Luxury Estates with Vast Acreage and Timeless Elegance

Rising above the serene mountain landscape, 21 Southridge Trail offers a breathtaking 10-acre rural retreat along a quiet private road. This expansive 6,900-square-foot estate, spread across three levels, blends rustic charm with modern elegance. Rich hand-scraped hardwood floors grace the upper levels, while soaring ceilings in the foyer and dining room create an airy ambiance. The chef’s kitchen, complete with stainless steel appliances, granite countertops, and a wood-burning stove, opens onto a spacious deck for effortless indoor-outdoor living. A striking two-story brick fireplace anchors the sunlit living and dining area, framed by oversized windows showcasing a private, tree-lined garden. With five bedrooms, four bathrooms, and a primary suite boasting a spa-like ensuite, this home exudes comfort. The finished basement adds versatile space for entertaining, while nearby trails and cultural hubs like Alton Mill Arts Centre enrich the lifestyle. Privacy and fresh mountain air await.

Size: 10.00 acres

Situated on an expansive 54 acres, this rural estate offers a harmonious blend of breathtaking views and refined living, just minutes from Tobermory and the rugged beauty of Bruce Peninsula National Park. Spanning 3,100 square feet, the meticulously crafted residence balances comfort and elegance with a custom kitchen boasting granite countertops, hardwood floors, and in-floor heating for year-round coziness. The main-floor primary suite, complete with a spa-like ensuite, provides a serene retreat. Outside, three covered decks, a charming pergola, and a welcoming firepit create ideal spaces to unwind amid nature’s splendor. With four bedrooms and 2.5 bathrooms, plus a two-car garage, every detail speaks to functionality. A remarkable 40’ x 80’ workshop, equipped with hydro, a concrete floor, and a mezzanine, opens up endless possibilities for hobbies or projects on this tranquil property.

Size: 3,000 – 3,500 sf

Set against the backdrop of rolling countryside, this extraordinary 62-acre estate offers a rare blend of timeless charm and modern comfort. A long, winding driveway leads to an impressive 5,400-square-foot, two-storey residence, boasting six bedrooms and seven bathrooms across its thoughtfully designed spaces. Panoramic views of tranquil ponds, mature trees, and manicured grounds grace nearly every room, with multiple walkouts inviting the outdoors in. Inside, elegant touches like hardwood floors, heated bathroom floors, and a second-level recreational room with a wet bar elevate daily living. The partially finished basement, complete with a separate entrance, bedroom, and kitchenette, offers flexibility for guests or extended family. Outside, over seven acres of serene ponds—one with a private island—alongside a babbling stream, create a nature lover’s haven. Just eight minutes from Mount Albert’s shops and 20 minutes from Highway 404, this retreat balances rural peace with modern convenience.

Size: – sf

Rising above the rolling hills of Mulmur, this meticulously preserved three-storey brick farmhouse offers a serene escape on 88 acres of unspoiled countryside. Steeped in character, the home welcomes with a charming front veranda and a side foyer for easy access. Inside, natural light floods the main floor, illuminating a spacious living room with original wood trim and a cozy wood-burning fireplace, a formal dining room with hardwood floors and peaceful pond views, and a modern kitchen featuring stainless steel appliances. Upstairs, four bright bedrooms share a well-appointed bath, while the third-floor loft, with its cathedral ceiling and private bathroom, serves as a versatile retreat. Outside, sweeping mountain vistas, a spring-fed swimming pond, private trails through mature forests, a classic bank barn, and a tennis court create an idyllic setting for country living, just minutes from Mansfield Ski Club and Mono Cliffs Provincial Park.

Size: 2,000 – 2,500 sf

Situated in the vibrant heart of Regal Heights within Corso Italia, this striking 100-year-old fourplex embodies a seamless blend of historic elegance and modern functionality. Spanning over 4,300 square feet of above-grade living space, plus a substantial 2,000+ square foot basement, the property houses four generously proportioned two-bedroom units, each ranging from 1,000 to 1,200 square feet. Tenants also benefit from exclusive access to approximately 500 square feet of basement space per unit. With two detached laneway garages providing additional revenue, this fully tenanted gem offers a robust lifestyle in one of Toronto’s most dynamic neighborhoods. Recent updates, including a new roof, windows, and electrical panel, reflect the owner’s meticulous care. Just steps from St. Clair Avenue West, residents enjoy effortless access to eclectic shops, diverse dining, and convenient TTC streetcar service, immersing them in the cultural richness of the community.

Size: 3,500 – 5,000 sf