Inside 4 Iconic Mansions in Toronto’s Rosedale Neighbourhood – May 2025

🏡 $10,495,000 – 208 ROXBOROUGH DRIVE

📍 208 ROXBOROUGH DRIVE|Toronto (Rosedale-Moore Park), Ontario M4W1X8

An unbelievable, unique opportunity to achieve your great architectural ambition, to create your own dream home on one of the most prestigious blocks in Canada. This iconic Rosedale residence set on a massive ravine lot (88 x 408 ft), only a handful of properties at this scale exist. With groundbreaking approvals to redefine the property that allow you to add a swimming pool, and create a garden oasis with ravine views in Rosedale's most coveted location. Approvals in place for pool and relocation of garage and driveway to create an expansive backyard. The stately home has over 5,000 sq ft above ground and 2,300+ sq ft on the lower level, all of which feature timeless architectural and design elements, including the stunning hand-crafted staircase, multiple original fireplaces, and intricate woodwork. With an enviable primary suite with attached private office, multiple walk-in closets, and an ensuite. Four more well-proportioned bedrooms are found on the second floor. This home can become the perfect narrative for your fabulous life. (40518926)

View Listing ›

🏡 $9,980,000 – 52 ROSEDALE ROAD

📍 52 ROSEDALE ROAD|Toronto (Rosedale-Moore Park), Ontario M4W2P6

This majestic Neo-Georgian home sits proudly on the best block in all of the coveted south west Rosedale. This serene & peaceful pocket is ironically steps to all the fabulous shops & restaurants on Yonge St. Your children can conveniently walk to Branksome & York school. The York Club & Toronto Lawn are also just minutes away. The joy & convenience that come with living in this coveted enclave cannot be overstated. Beyond the striking & stately facade, 52 Rosedale Rd. transports you to the earliest days in Rosedale, where the grand mansions with their elegantly proportioned rooms & tall ceilings were home to Toronto's founders. It was in these rooms where Toronto's elite raised their families, broke bread & forged the future of this city. From the beautiful chef's kitchen w/cozy eat in area, to the grand dining area, one can host extravagant dinner parties, the oversized living area is the perfect backdrop for unwinding day to day, & hosting fabulous cocktail parties. All of these impeccable spaces overlook the superb gardens that sit peacefully behind the tall garden wall, ensuring tranquility & privacy. The large sunken den area with tall & deep coffered ceilings is an absolute delight. The 2nd floor houses 2 accessory bedrooms, each w/ensuite baths & the primary bedroom sanctuary. This expansive space boasts his & hers closets & bathrooms & a private office that provides a quiet workspace. The 3rd floor houses 2 additional bedrooms & an oversized room perfect for a home gym or recreational space for children. Walk out to your private sun deck, tan & enjoy breathtaking views of the Toronto skyline. The lower level boasts great ceiling height throughout, the large rec area is the perfect space for kids of all ages. 52 Rosedale Rd. offers best in class parking, with a full 2 car garage with direct access to the home, 2 additional spaces in front of the garage & a stately circular drive that can easily carry 3 more cars. (40499372)

View Listing ›

🏡 $7,800,000 – 94 INGLEWOOD DRIVE

📍 94 INGLEWOOD DRIVE|Toronto (Rosedale-Moore Park), Ontario M4T1H5

A Rare Opportunity to Own a Luxuriously Home in Rosedale. A Showpiece Residence Overlooking "Inglewood Ravine" - Which Takes Your Breath Away! Truly One Of Toronto's Most Spectacular Homes With Ravine Views. Just a 5-minute walk to the subway and minutes from the Financial District, Yorkville Village, and world-class shopping, dining, and entertainment. Designed and built with exquisite craftsmanship and meticulous attention to detail. Features include a private elevator, smart home automation, wine cellar, exercise room, and a heated driveway. (40491839)

View Listing ›

🏡 $7,650,000 – 22 BINSCARTH ROAD

📍 22 BINSCARTH ROAD|Toronto (Rosedale-Moore Park), Ontario M4W1Y1

Authentic and distinguished, this circa 1910 English country manor style home is elegantly situated on a rare 71' x 150' lot reminiscent of a private park-like setting set back far from the road. A piece of heaven and tranquillity in a chaotic world, owned by the same family since 1985, the residence exudes an air of natural refinement and timeless elegance. From gracious principal rooms to a light-filled eat-in kitchen and spacious family room, the 4155 square feet above grade and 1226 square feet below grade offer ample living space to accommodate a variety of needs. Formal entertaining and casual family living cohabit in harmony. With five well-proportioned bedrooms and two separate offices, this home is ideal for a growing family seeking space, privacy and proximity to top-tier schools such as Whitney, OLPH and Branksome. Step outside and envision warm summer days spent enjoying the refreshing L-shaped inground pool, perfect for relaxation and summer gatherings. A particularly notable feature is the exceptionally wide cobbled granite private driveway, leading to a charming detached double car garage. The architectural style of the home evokes a sense of English aristocratic charm with meticulous attention to detail evident throughout. This substantial residence presents a remarkable long-term prospect for discerning buyers seeking a family home in one of Toronto's most desirable neighbourhoods. You will be enchanted by the period craftsmanship and enduring style. (40504093)

View Listing ›