Imagine a world where luxury knows no bounds, where sprawling estates redefine the art of living. Nestled in both serene rural landscapes and Toronto’s most exclusive enclaves, these three remarkable properties offer expansive spaces for grand entertaining and intimate family life. From private orchards and resort-like amenities to timeless designs with panoramic views, each home blends natural beauty with sophisticated elegance. Catering to discerning buyers seeking privacy and unparalleled lifestyle features, these estates—ranging from $2.95M to $6.5M—promise a rare harmony of urban and countryside allure.
Georgian Estate | $6,499,000


Listing agents: Sherry Rioux, Emma Baker & Craig Davies

Listing agents: Sherry Rioux, Emma Baker & Craig Davies
Perched atop an elevated mountain setting, this breathtaking estate offers a rare blend of privacy and natural beauty just minutes from Collingwood and Blue Mountain. Spanning over 58 acres of mature landscapes, three tranquil ponds, and apple orchards, the property promises serenity and space. A sweeping tree-lined driveway guides you to a stately Georgian-style home, boasting 12,000+ square feet of meticulously finished space across five levels. With five bedrooms and six-and-a-half bathrooms, it’s perfectly suited for multi-generational living or grand entertaining. Inside, a custom kitchen with high-end appliances, a games room, media room, sunroom, and even a squash court await. Unwind in the hot tub or spa, while geothermal heating and cooling ensure year-round comfort. Outdoor enthusiasts will relish proximity to golf, skiing, hiking, biking, and Georgian Bay, all within a two-hour drive from Toronto.
- Price:
- $6,499,000
- Size:
- 12,111 sq ft
- Contact:
- Sherry Rioux, Emma Baker & Craig Davies, Sotheby’s International Realty Canada, 705.443.2793 , 705.444.3989 , 289.685.8513
Timeless Exquisite Residence | Contact for pricing


Michelle Way

Michelle Way
Situated in one of Toronto’s most prestigious enclaves, 102 Mildenhall Road offers a blend of timeless elegance and practical family living. This striking 5+1 bedroom, 7-bathroom residence spans over 6,700 square feet of thoughtfully designed space. High ceilings—exceeding 9 feet on the main level—create an airy ambiance, while the generous width of the home enhances flow and scale. Spacious bedrooms ensure personal retreats for all, complemented by principal rooms that effortlessly balance formal entertaining and relaxed daily life. A well-appointed mudroom with custom built-ins and access to a two-car garage simplifies busy routines. The inviting family room, centered around a gas fireplace with a marble surround, exudes warmth, while the lower level’s oversized recreation space, complete with a wet bar and wine cellar, invites casual gatherings. Steps from TFS and close to Crescent School, this location offers unparalleled convenience.
Size: 3,500 – 5,000 sf
Price: Contact for pricing
- Contact:
- Michelle Way, Chestnut Park Real Estate Brokerage, 647.296.2944
2566 5 Concession S | $2,950,000


Listing agents: Katrina Elliston & Valerie Smith

Listing agents: Katrina Elliston & Valerie Smith
Perched atop an elevated expanse in the serene outskirts of Creemore, “Viewfield” offers a harmonious blend of rural charm and refined living on 1.3 acres of meticulously landscaped grounds. At the end of a majestic maple-lined driveway, this estate unveils the tranquil allure of a European retreat. Inside, the bright, open layout captivates with oversized windows that showcase breathtaking panoramas of rolling hills and sprawling farmland. The custom walnut kitchen, adorned with granite counters, a wall oven, and a spacious island with floating shelves, serves as a perfect hub for culinary creations or intimate gatherings. Beyond the interiors, an exceptional yoga studio and an inground saltwater pool invite relaxation, framed by awe-inspiring sunrise and sunset views. This mountain haven effortlessly merges everyday comfort with timeless sophistication, creating an idyllic escape from the ordinary.
Size: 2,500 – 3,000 sf
- Price:
- $2,950,000
- Contact:
- Katrina Elliston & Valerie Smith, Sotheby’s International Realty Canada, 705.309.5564 , 416.274.6571











