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For over one hundred years Rosedale has held the distinction of being Toronto's most fashionable address. Many of Toronto's wealthiest and most prominent citizens reside in the Rosedale neighbourhood.

Rosedale is unique in that it is surrounded by beautiful ravines and parkland that make you feel as if you are far away from the city, while in reality Rosedale is just a few minutes from Toronto's major business, entertainment, and shopping districts.

Rosedale Listings

10 Highland Ave Toronto, ON

$19,800,000 €13,096,376

Residential, Detached

  • 6 Beds
  • 11 Baths
  •  

Stunning Mansion Majestically Poised On Coveted Tree-Lined Street Sited On 1-Acre Adjacent To Rosedale Park.17,000 Sf Built By Joe Brennan. Palatial Yet Eminently Comfortable. Library Paneled In Yew Wood, Padded Silk Wall Treatments. 2-Story Gran...

HARVEY KALLES REAL ESTATE LTD., BROKERAGE

124 Park Rd Toronto, ON

$18,800,000 €12,434,943

Residential, Detached

  • 5 Beds
  • 9 Baths
  •  

Historic "Caverhill" Built Circa 1855, One Of The Original Landmark Estates In Rosedale, Gated Entrance, Over 12000 Sq Ft Of Luxury On Almost One Acre Lot, Backing On To The Ravine, Soaring 14 Ft Ceilings, Large Windows, Grand Foyer, Upgraded Kitc...

CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE

108 Glen Rd Toronto, ON

$10,995,000 €7,272,457

Residential, Detached

  • 4 Beds
  • 6 Baths
  •  

Iconic Rosedale : Stone Mansion Posed On A Ravine. Spectacular Principal Rooms Both For Entertaining And Family Life. Gourmet Kitchen Open To Large Family Room With Fireplace, W/O To Stone Terrace, And Views Over Ravine. Five Fireplaces. Four Larg...

CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE

166 Crescent Rd Toronto, ON

$9,499,900 €6,283,548

Residential, Detached

  • 6 Beds
  • 8 Baths
  •  

Build Your Dream In Rosedale! Rare Ravine Estate Fully-Approved With Permits. Truly Singular Opportunity To Own An Exceptional Master-Planned Historic Property. 1.34 Acre Table Land 100X581 Ft Lot With Stone Steps & Garden Through Private Ravine. ...

CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE

1 May St Toronto, ON

$6,988,000 €4,622,095

Residential, Detached

  • 3 Beds
  • 6 Baths
  •  

Sited On Rosedale Cul-De-Sac. Contemporary Masterpiece. Superb Craftsmanship, Special Appointments & Meticulous Attention To Details Are The Hallmarks Of This Resplendent Home. Soaring 12' Ceilings, Expansive Windows & Skylights Allow Natural Lig...

HARVEY KALLES REAL ESTATE LTD., BROKERAGE
NEW TO MARKET

62 Maple Ave Toronto, ON

$5,795,000 €3,833,005

Residential, Detached

  • 4 Beds
  • 4 Baths
  •  

Beautiful South Rosedale Landmark. Extensively Renovated Centre Hall Manor Home. Extraordinary Entertainment Spaces With Grand Living Room And Dinning Room. Large Expanded Kitchen With Marble Counters, Island And Backsplash Leading To The Backyard...

RE/MAX CONDOS PLUS CORPORATION, BROKERAGE

172 Roxborough Dr Toronto, ON

$5,500,000 €3,637,882

Residential, Detached

  • 4 Beds
  • 5 Baths
  •  

Wow... This Is One The Best Properties To Come To The Market This Year For Its Prime Location. This Jewel Of A House Is Filled With Glowing Natural Light From All Sides. It Is Located On One Of North Rosedale's Best Streets And Situated Right On ...

CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE
NEW TO MARKET

85 Binscarth Rd Toronto, ON

$5,195,000 €3,436,145

Residential, Detached

  • 5 Beds
  • 4 Baths
  •  

Majestic South Ravine Lot On Most Coveted North Rosedale Street. Beaming With Sunlight, Every Room With A View. Beautiful Front Porch, Classic Contemporary Style With Modern Features On A Cul-De-Sac On One Of The Most Coveted Streets. Just Under 5...

HARVEY KALLES REAL ESTATE LTD., BROKERAGE

25 Douglas Cres Toronto, ON

$4,995,000 €3,303,858

Residential, Detached

  • 4 Beds
  • 6 Baths
  •  

Exquisite Property Nestled In Coveted North Rosedale. Poised Majestically On A Rare 60Ft South Lot Widens To 71Ft Magical Rear Garden Oasis. Incomparable Ravine Setting. Total Of Over 6000Sqft, Grand Scale, Light Drenched Principal Rms. Living Rm...

FOREST HILL REAL ESTATE INC., BROKERAGE
NEW TO MARKET

15 Gregory Ave Toronto, ON

$4,398,000 €2,908,983

Residential, Detached

  • 4 Beds
  • 7 Baths
  •  

A Triumph Of Restoration! How Rare To Find A Superb Rosedale New Home - Within The Exterior Walls Of 1929. From The Complete Gut To Forwards Construction Only The Best Materials Were Used. Sensitive Historical Details Such As Copper Eaves, Cedar R...

CHESTNUT PARK REAL ESTATE LIMITED, BROKERAGE

6 Rachael St Toronto, ON

$4,299,000 €2,843,501

Residential, Detached

  • 4 Beds
  • 6 Baths
  •  

Spectacular House Bright,Spacious, Renovated, Modern Interior With Traditional Exterior, Located In Prime South Rosedale. Open Concept Main Floor With High Ceiling, W/O To Patio.See Right Out The Back To The Professional Landscaped Private Yard.Co...

HOMELIFE NEW WORLD REALTY INC., BROKERAGE
NEW TO MARKET

28 Hawthorn Ave Toronto, ON

$3,950,000 €2,612,661

Residential, Detached

  • 3 Beds
  • 5 Baths
  •  

Classic South Rosedale Heritage Architecture Melds To Stunning Modern Interior Design With No Detail Overlooked. Turnkey Move In And Living. Open Concept And Elegant Living And Dining Rooms Open Onto The Incredible Gourmet Kitchen With Marble Th...

SOTHEBY`S INTERNATIONAL REALTY CANADA, BROKERAGE

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data is deemed reliable but is not guaranteed accurate by TREB.