For Sale | $2,898,000

61 Eastbourne Avenue

Property Description

Welcome to 61 Eastbourne Avenue — a distinguished family residence, proudly offered for the first time in over 50 years. Nestled in the heart of coveted Chaplin Estates, this stately 3-storey home sits on one of the finest blocks of Eastbourne Avenue, with a rare 40 x 130 ft. lot and approximately 4,000 sq. ft. of beautifully appointed living space.

The formal living room, anchored by a striking fireplace and leaded-glass bay window, exudes timeless character and warmth. A generously sized dining room with classic wainscoting flows effortlessly into the kitchen and sun-filled family room addition, where sliding doors open to a spacious deck and a breathtaking garden with a park-like setting — perfect for entertaining or everyday family living.

The kitchen offers ample cabinetry and a bright breakfast area, while the second level hosts three well-proportioned bedrooms, a renovated family bathroom, and a convenient separate water closet. The third floor provides two versatile bedrooms with a shared bath, ideal for children, guests, or home offices.

The finished lower level, with its own entrance, features a recreation/playroom, multipurpose space, laundry area, and a secondary powder room — offering both comfort and functionality.

With exceptional curb appeal, expansive interiors, and a prime walkable location, this property presents a rare opportunity to own a classic Toronto home ideal for growing families. Located within top public school catchments (Oriole Park, Hodgson, North Toronto) and in proximity to some of Toronto’s most sought-after private schools (UCC, BSS, The York School, St. Clement’s, Greenwood).

Just steps from the Beltline Trail, Yonge Street boutiques, cafés, and restaurants, 61 Eastbourne Avenue combines the space and privacy of a true family home with the conveniences of Midtown living.

Open House Details

Saturday, September 13th, 2025 | 2:00 pm - 4:00 pm
Sunday, September 14th, 2025 | 2:00 pm - 4:00 pm

Take a Tour of 61 Eastbourne Avenue

Living Room
A welcoming space where character meets charm, featuring a striking fireplace and original leaded-glass windows that fill the room with light.

Dining Room
Elegant and spacious, with timeless wainscoting and seamless flow into the kitchen and family room — perfect for hosting gatherings.

Kitchen
Bright and functional with ample storage and a cozy breakfast area overlooking the garden.

Family Room
Bathed in natural light, this addition opens onto the deck and expansive backyard, creating an ideal hub for everyday living.

Second Floor Bedrooms
Three generously sized rooms designed with comfort and versatility in mind, complemented by a thoughtfully renovated bathroom and separate water closet.

Third Floor
Two flexible bedrooms with a shared bath — ideal as children’s rooms, guest suites, or inspiring home offices.

Lower Level
A practical and inviting space with its own entrance, recreation/playroom, laundry, and powder room for added convenience.

Backyard & Deck
A rare park-like retreat in Midtown, offering privacy, lush gardens, and ample space for outdoor entertaining.

The Neighbourhood | Chaplin Estates

Chaplin Estates stands among Toronto’s most prestigious Midtown neighbourhoods, celebrated for its timeless character, central location, and family-oriented charm. Nestled just southwest of Yonge and Eglinton, this exclusive enclave is defined by quiet, tree-lined streets and beautifully preserved architecture, with stately Georgian manors, Tudor-inspired cottages, and a growing collection of modern custom residences gracing its wide lots. Long regarded as one of the city’s most desirable communities, Chaplin Estates attracts well-educated and accomplished residents who value both its sophistication and sense of community.

Beyond its tranquil streets, the neighbourhood offers effortless access to the vibrant Yonge & Eglinton corridor, where acclaimed restaurants, boutique shopping, and lively entertainment are only moments away. For those who enjoy an active lifestyle, the scenic Beltline Trail meanders through the community, providing nine kilometres of leafy pathways ideal for walking, cycling, or jogging.

Families are especially drawn to Chaplin Estates for its proximity to some of Toronto’s most exceptional educational institutions. Within minutes, residents can access prestigious private schools such as Upper Canada College, Bishop Strachan School, and St. Michael’s College, as well as highly regarded public options including Oriole Park Junior Public School and Forest Hill Junior & Senior Public School.

Combining prestige, convenience, and a welcoming atmosphere, Chaplin Estates remains a truly exceptional place to call home—an urban retreat that offers both sophistication and connectivity at the heart of Midtown Toronto.

Armin Yousefi


Realtor®, Senior Vice President, Sales, Top 1% in Dollar Volume (TRREB 2024)

ayousefi@sothebysrealty.ca

416.960.9995

Kaija Pitt


REALTOR®, Senior Vice President, Sales

kpitt@sothebysrealty.ca

416.371.9447

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