Kaija Pitt
Direct: 416-371-9447
Office: 416-960-9995
Sotheby’s Canada
1867 Yonge Street, Suite 100
Toronto ON M4S 1Y5 CA

Rosedale

Named as a tribute to the abundant roses that graced the hillsides of the Jarvis estate, Rosedale is one of the oldest and most affluent suburbs in Toronto. This is the neighbourhood to be if you appreciate historic character and a luxury lifestyle, within the city.


Located to the south of the CPR railway tracks with Yonge Street to the west, Aylmer Avenue and Rosedale Valley Road to the south, and Bayview Avenue to the east, Rosedale was built among ancient ravines and preserved parkland. Thick foliage from all the trees muffles the noise of the city on these low-traffic streets. The beautiful single-family detached dwellings are Victorian, Georgian, Tudor, Edwardian homes, built between 1869-1930. Many of these homes are listed with the Toronto Historical Board’s Inventory of Heritage Homes. In fact, the entire area is now a heritage district.


There are many upscale shops, trendy places to meet friends for a drink, casual and fine dining restaurants, and popular coffee shops in Rosedale. Ravines such as Vale of Avoca, Moore Park, Park Drive, and Rosedale Valley, offer beautiful walking trails. Neighbours also frequent Schofield Avenue to play tennis on one of the 8 tennis courts, or to enjoy sports on the sports field, artificial rink and in the wading pool. Mooredale House is a community centre for adults and children, which also funds Rosedale’s annual spring party on the first Saturday of May.


Rosedale is located in a convenient area of Toronto. It is serviced by the Yonge subway line and the neighbourhood is a few minutes from the Don Valley Parkway (DVP).The exclusive all-girls school, Branksome Hall, and Rosedale Public School, are located in Rosedale.

Rosedale Listings

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  • 20 Cluny Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13861210

    20 Cluny Drive Rosedale-Moore Park Toronto M4W 2P7
    Main Photo: 20 Cluny Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13861210
    $11,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13861210
    Bedrooms:
    5
    Bathrooms:
    7
    Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, andcontemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting withan infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes fromdowntown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated publicand private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street andMount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect aseamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lowerlevel, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floorsenhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 squarefeet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlesslyto the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a sereneretreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heateddrive, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL EST
  • PH3802 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13861622

    PH3802 8 Park Road Rosedale-Moore Park Toronto M4W 3S5
    Main Photo: PH3802 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13861622
    $899,800
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13861622
    Bedrooms:
    3
    Bathrooms:
    2
    Fall in love again with this gorgeous, fully renovated corner penthouse at 8 Park Road! Enjoy spectacular, unobstructed views of the Rosedale Valley from this exceptional residence. Completely gutted and thoughtfully renovated from top to bottom-nothing to do but move in and enjoy.The beautifully redesigned kitchen features custom cabinetry, a unique window above the sink overlooking the city, and integrated/panelled Bosch appliances. Every detail has been updated, including the flooring, bathrooms, light fixtures, appliances, and finishes throughout. Step outside to the balcony, where the flooring has also been upgraded, creating the perfect setting to enjoy the breathtaking views.Enjoy the privacy and prestige of penthouse living with 24-hour concierge service, one parking space and one locker. Exceptionally well-maintained building with an attractive maintenance fee of approximately $1,231/month, including all utilities.Direct indoor/underground access to TTC/subway and surrounding shopping/PATH-connected. A rare opportunity to own a truly turn-key corner penthouse in one of Toronto's most sought-after locations, steps from Yorkville, Bloor Street, fine dining and world-class shopping. More details
    Listed by RE/MAX REALTRON REALTY INC.
  • 105 Clifton Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13861980

    105 Clifton Road Rosedale-Moore Park Toronto M4T 2G3
    Main Photo: 105 Clifton Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13861980
    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13861980
    Bedrooms:
    4
    Bathrooms:
    4
    A rare opportunity in prime Moore Park! Set on a quiet, tree-lined street, 105 Clifton Road offers the space, character and flexibility to bring your vision to life. Discover a home with plenty of warmth and character to build upon, including solid oak hardwood floors, crown mouldings, cedar-lined closets and a wood-burning fireplace with brick surround. A bright, generous family room with skylights opens directly to the rear deck and garden, while a detached garage adds everyday convenience. Upstairs, an extraordinarily rare five-room layout offers four formal bedrooms plus a dedicated tandem office/nursery - giving a growing family the flexibility for work, guests, hobbies or whatever comes next. A main-floor powder room and separate side entrance to the lower level add even more versatility, with a rec room, servery and bath already in place. Walk to dining and shops along Yonge and St. Clair, subway transit, and the serene trails of the Moore Park Ravine--with the best of Midtown close at hand. Bring your ideas, bring your vision, and make 105 Clifton Road the home you've always imagined. More details
    Listed by ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
  • 404 158 Crescent Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13863832

    404 158 Crescent Road Rosedale-Moore Park Toronto M4W 1V2
    Main Photo: 404 158 Crescent Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13863832
    $395,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13863832
    Bedrooms:
    1
    Bathrooms:
    1
    A truly blank canvas in the heart of Rosedale. This spacious one-bedroom, top floor, apartment has had most of the demolition done, leaving a clean slate for a new owner with vision. Freshly painted, with concrete floors newly skim-coated, it's ready for you to bring your ideas to life. The balcony door and all windows were newly installed in September 2026. Enjoy beautiful west light, a generous balcony and a superb location in the absolute heart of Rosedale - on the bus route and right beside Mooredale House. A rare opportunity to create something entirely your own in one of Toronto's most distinctive neighbourhoods. This is an ideal home in the city or a perfect pied-a-terre. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 418 20 Scrivener Square in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13863902

    418 20 Scrivener Square Rosedale-Moore Park Toronto M4W 3X9
    Main Photo: 418 20 Scrivener Square in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13863902
    $1,499,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13863902
    Bedrooms:
    1
    Bathrooms:
    2
    Warm, bright, and impeccably designed - this Summerhill suite feels like home, instantly. A meticulously renovated one-bedroom, two-bathroom residence well situated in the coveted 20 Scrivener Square. Spanning 1,050 square feet, the south-facing unit radiates natural light throughout the day, offering a bright and welcoming ambiance.A classic foyer entrance sets the tone, leading into a thoughtfully designed, cozy layout that balances comfort with sophistication.The design details pop - from the finishes to the flow of the space, every element has been considered. The primary bedroom features a private ensuite bathroom, while a separate powder room offers added convenience for guests - a layout equally suited to full-time living or as the perfect pied-a-terre for the part-time Toronto resident. 20 Scrivener Square includes access to a well-equipped fitness centre, a spacious party room for overflow entertaining, and a well-established concierge team - offering the ease and security of full-service condo living. IYKYK Summerhill- tucked between Rosedale and Deer Park, one of Toronto's most charming and walkable midtown enclaves, with tree-lined streets, historic character, and a village-like feel just minutes from downtown. The neighbourhood's dining scene has been having a moment, with new outpost restaurants from Ossington alongside established classics like Terroni. From destination grocery shops, clothing boutiques, cafes, fitness studios, and the iconic Summerhill LCBO- these only touch the surface for what draws residents to the area. With the subway at your doorstep and Toronto's ravine trail system within steps, it's city living with distinct residential warmth. Book your private viewing today of suite 418 and prepare yourself to fell "at home". More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 114 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13864318

    114 Glen Road Rosedale-Moore Park Toronto M4W 2V9
    Main Photo: 114 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13864318
    $9,880,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13864318
    Bedrooms:
    8
    Bathrooms:
    8
    Nestled in Toronto's prestigious Rosedale neighbourhood, this landmark mansion occupies an expansive 100' x 122' estate-sized lot and offers over 7,500 square feet of impeccably designed living spaces. With 7 + 1 generously proportioned bedrooms, 8 bathrooms, and an exceptional third-floor loft, this grand residence seamlessly blends historic architecture with the scale, elegance, and functionality. Originally built circa 1900 for the distinguished Applegate family, the home has been meticulously restored and thoughtfully maintained to preserve it's architectural heritage including a self portrait stain glass window of Mrs. Applegate herself. Drawing inspiration from the classical traditions of Italian Renaissance architect Andrea Palladiio - most notably his iconic Villa Rotunda in Vicenza, Italy - the home reflects timeless design and exceptional craftmanship. A majestic octagonal central hall, framed by twelve lonic columns, creates an unforgettable first impression and sets the tone for the rest of the residence. Throughout the home, rich period details abound: original oak hardwood floors, finely hand-craved oak mouldings and wainscoting, intricate millwork, and 6 fireplaces with decorative tile and brick hearths. The soaring 10-foot ceilings are adorned with ornate plaster crown mouldings, ceiling medallions, and oak-beamed details that speak to the home's historical significance. Expansive bow windows and beautifully preserved stained glass flood the interior with natural light and highlight the warm, elegant atmosphere. Outside, the property is a private oasis, surrounded by mature trees, lush landscaping, and tranquil gardens that offer rare serenity in the heart of the city. A detached two-car garage and additional parking for three vehicles provide added convenience. This is a once-in-a-generation opportunity to own a truly iconic Rosedale residence - an architectural treasure steeped in history and timeles More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • PH6 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13853784

    PH6 360 Bloor Street E Rosedale-Moore Park Toronto M4W 3M3
    Main Photo: PH6 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13853784
    $650,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13853784
    Bedrooms:
    1
    Bathrooms:
    2
    Welcome to PH6 at The Three Sixty, a rare two-storey penthouse offering an exceptional combination of space, privacy and outdoor living in the heart of Bloor/Rosedale. This distinctive one-bedroom, 1.5-bathroom residence offers approximately 1,035 sq. ft. of interior living space plus an impressive 281 sq. ft. private terrace. The thoughtfully designed main level features combined living and dining area, a well-proportioned kitchen and convenient powder room, creating an ideal layout for everyday living and entertaining. Upstairs, the remarkably spacious bedroom measures approximately 12'5" x 19'3", complemented by a full bathroom, separate laundry room and direct access to the expansive 9'1" x 32'3" terrace-a wonderful extension of the living space for outdoor dining, entertaining or relaxing above the city. Residents of The Three Sixty enjoy an impressive array of amenities including 24-hour concierge service, indoor pool, sauna and change rooms, fully equipped gym, squash court and party room. Additional conveniences include a car wash bay, visitor parking and four EV charging stations on Level P2.Ideally situated in the coveted Bloor/Rosedale neighbourhood, just steps from Yorkville's renowned shops and restaurants, U of T and the subway, with the Rosedale Ravine providing a scenic natural backdrop and the Financial District within easy reach. PH6 presents a rare opportunity to enjoy the privacy and separation of a two-level residence, an extraordinary private terrace and the convenience of a full-service building in one of Toronto's most desirable downtown locations. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 4 27 Glen Elm Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13853850

    4 27 Glen Elm Avenue Rosedale-Moore Park Toronto M4T 1T9
    Main Photo: 4 27 Glen Elm Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09)  : MLS®# C13853850
    $2,400
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13853850
    Bedrooms:
    2
    Bathrooms:
    1
    Midtown, Deer Park lower level bachelor apartment/studio for live/work opportunities for lease! This newly renovated apartment includes beautiful built-ins, modern finishes, 2 spacious bedrooms, one 3pc bath and large laundry room.Includes garage parking! Utilities included.Yonge & St. Clair combines a peaceful residential setting with convenient access to a vibrant urban life. Enjoy the walkability to subway, grocery retailers, belt line/parks, restaurants, sports/tennis clubs, & well respected schools. More details
    Listed by REVEL REALTY INC.
  • 4 Douglas Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13854620

    4 Douglas Crescent Rosedale-Moore Park Toronto M4W 2E7
    Main Photo: 4 Douglas Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13854620
    $4,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13854620
    Bedrooms:
    5
    Bathrooms:
    5
    You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • Upper 70 Macpherson Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13855980

    Upper 70 Macpherson Avenue Rosedale-Moore Park Toronto M5R 1W8
    Main Photo: Upper 70 Macpherson Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09)  : MLS®# C13855980
    $2,475
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13855980
    Bedrooms:
    2
    Bathrooms:
    1
    2nd Floor Apt In Upscale Neighbourhood. Spacious Two Bedroom Apt In Triplex, Located On Quiet Residential Street North Of Yorkville. Large Open Plan Living Space With High Ceilings, Dishwasher, Private Ensuite Laundry. Good Closet Space. Private Balcony, Easy Walk To Summerhill Or Rosedale Subway Stations, Steps To The Amenities Of Yonge Street. Street Permit Parking Only. Tenant Pays Hydro. More details
    Listed by FOREST HILL REAL ESTATE INC.
  • 70 Heath Street E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13856474

    70 Heath Street E Rosedale-Moore Park Toronto M4T 1S3
    Main Photo: 70 Heath Street E in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13856474
    $2,649,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13856474
    Bedrooms:
    4
    Bathrooms:
    4
    Simply gorgeous, contemporary, renovated townhouse at Yonge and St Clair on a quiet, child friendly cul-de-sac where you can walk to everything. Completely reimagined with an interior designer, this home is ready for you, your family and your guests. Just hang your hat in the closet, your art on the walls and you'll be in your forever home and loving it. Open plan with high end finishes, there's nothing to do but move in. It's charming with spacious rooms overlooking the Yellow Creek Ravine and feels like Muskoka in the city. Three skylights bring in the sunshine. The family room walks out to a fabulous deck created with Ipe wood from Africa that lasts the test of time, amid a ravine setting. The primary bedroom has his and hers walk-in closets, a wonderful 6-piece ensuite with skylight and there is another 3-piece renovated bath with skylight on the second floor. All bedrooms have plenty of closets for the fashion minded. A main floor powder room will keep your guests happy as well as a 2-piece bath next to the family room in the lower level. Tucked away on a quiet street next to the ravine, the St Clair subway is literally minutes away as are 3 grocery stores, LCBO and all the shops and restaurants of Yonge and St. Clair. Schools close by are De La Salle, The York School, UCC and BSS. Deer Park PS is across the road which couldn't be more convenient for the little ones. Take the kids and the dog down into the scenic ravine at your doorstep and enjoy the forest trails. Not only that, the neighbours are lovely as well. Welcome to your forever home. More details
    Listed by SAGE REAL ESTATE LIMITED
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Data was last updated October 5, 2026 at 06:15 PM (UTC)
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