Direct: 416-371-9447 |

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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  • 544 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12832598

    544 21 Dale Avenue Rosedale-Moore Park Toronto M4W 1K3
    Main Photo: 544 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12832598

    544 21 Dale Avenue Toronto M4W 1K3 Rosedale-Moore Park

    $1,895,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12832598
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 21 Dale Ave. This rarely available elegant suite features east, west, & south views over the Rosedale ravine. The unique exposure affords beautiful views, an abundance of light & a rare slice of privacy. Steps to walking trails, subway, & the convenience of downtown amenities. The suite split plan layout features a gracious primary suite with 2 W/I closets w B/I cabinetry, & W/O to a balcony, & a chef's kitchen w stone countertops, pantry, & south facing breakfast/sunroom overlooking the ravine. The formal living & dining areas offer ample entertaining space for all your family & friends for years to come. Truly a unique private space to call home. This building is more than bricks, there is a vibrant community here in this lovely neighbourhood. More details
    Listed by ROYAL LEPAGE URBAN REALTY
    LISTING DETAILS

  • 209 6 Jackes Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12832614

    209 6 Jackes Avenue Rosedale-Moore Park Toronto M4T 1E5
    Main Photo: 209 6 Jackes Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12832614

    209 6 Jackes Avenue Toronto M4T 1E5 Rosedale-Moore Park

    $629,880
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12832614
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to this beautifully upgraded residence at The Jack, where refined design meets everyday comfort in the heart of Midtown. Approximately $50,000 has been invested in thoughtful upgrades, including the addition of a gorgeous oversized centre island that enhances both the functionality and style of the kitchen - perfect for entertaining, dining, and everyday living. The gourmet kitchen also features built-in appliances, quartz countertops, abundant cabinetry, a separate pantry, and exceptional island storage. This suite offers an impressive amount of storage rarely found in a 1-bedroom, including a linen closet and thoughtfully designed built-ins that maximize space without compromising style. The oversized living room provides outstanding flexibility, ideal for relaxing or creating a comfortable work-from-home setup. Located in the prestigious Summerhill neighbourhood, just steps to Yonge & Summerhill and within walking distance to Summerhill subway station, this address offers exceptional connectivity. Enjoy easy access to TTC transit, boutique shopping, cafés, gourmet grocers, and some of the area's most loved restaurants. The lifestyle here is rich and vibrant, with local favourites like Nuala Pilates, Nutbar, and Terroni, and the luxury shopping and dining of Yorkville just minutes away. Nearby parks and fitness studios further enhance the walkable, sophisticated urban lifestyle. Residents of The Jack enjoy state-of-the-art amenities including 24-hour concierge, elegant lobby, cutting-edge fitness centre, stylish party and lounge room, guest suites, and visitor parking. Widely regarded as one of the best managed and maintained condominium buildings in Toronto, it offers a level of care and quality that is immediately evident. An exceptional opportunity to live in one of Midtown's most sought-after residences, where luxury, convenience, and neighbourhood charm come together seamlessly. **Parking spot available for rent for $300/Month More details
    Listed by RARE REAL ESTATE
    LISTING DETAILS

  • 337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12835144

    337 Glen Road Rosedale-Moore Park Toronto M4W 2X4
    Main Photo: 337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12835144

    337 Glen Road Toronto M4W 2X4 Rosedale-Moore Park

    $1,699,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12835144
    Bedrooms:
    2
    Bathrooms:
    2
    - More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • Ph G 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12831660

    Ph G 40 Rosehill Avenue Rosedale-Moore Park Toronto M4T 1G5
    Main Photo: Ph G 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12831660

    Ph G 40 Rosehill Avenue Toronto M4T 1G5 Rosedale-Moore Park

    $2,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12831660
    Bedrooms:
    4
    Bathrooms:
    3
    Downsizers seeking luxurious space will be captivated by this rare 4-bedroom, 3,206 sq.ft. south west corner penthouse. With thoughtfully designed, truly oversize rooms, this residence cocoons you in comfort and style. Ideal for entertaining, this penthouse features expansive walls of windows with sweeping skyline views, an indoor/outdoor "Muskoka" Room, and wrap around slimline balconies with transparent glass and sliding doors for uninterrupted vistas and fresh air. The home offers tall ceilings, a gracious dining room for 12, wood-burning fireplace, family room/solarium, fantastic eat-in kitchen, wet bar, large ensuite laundry room with sink, abundant storage, three parking spaces, and 2 concrete walled, entirely private locker rooms with steel fire doors (approx 10'x10' or 10'x 12' each). The building's windows were replaced and the elevator refurbished in 2019. A focus for suites of this size in the vibrant Yonge/St. Clair hub, this prestigious midrise boutique building is steps from the subway and surrounded by superb amenities: David Balfour Reservoir Park for dog walking, Rosedale Ravine walking trails, boutique shops, top dining, Loblaws, and Farm Boy. Refined, sophisticated, and uniquely spacious, this home offers exceptional scale and comfort - urban living at its most polished! Virtually staged "new look" photos showcase the alternative contemporary elegance options available to you. This is matchless value at the intersection of Summerhill, Deer Park and Moore Park! Excellent area amenities including indoor pool in condo. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 9 Maclennan Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12830234

    9 Maclennan Avenue Rosedale-Moore Park Toronto M4W 2Y4
    Main Photo: 9 Maclennan Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12830234

    9 Maclennan Avenue Toronto M4W 2Y4 Rosedale-Moore Park

    $3,850
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12830234
    Bedrooms:
    2
    Bathrooms:
    1
    Nestled in the heart of lush and leafy Rosedale, one of Toronto's most prestigious and sought-after neighbourhoods, this gracious Edwardian purpose-built duplex, with a spacious main floor suite, offers generous proportions ideal for those who love to entertain. Soaring 9-foot ceilings enhance the sense of space, while the formal living room and separate dining area provide timeless elegance for hosting. A separate main floor family room walks out to a deck - perfect for relaxing. Two generous bedrooms, a storage room, and covered parking for one vehicle complete this exceptional offering. Enjoy being just steps from the shops, services, bus stop around the corner, and the everyday conveniences of Summerhill Avenue. For nature lovers, an abundance of green space awaits. Rosedale Park, Rosedale Tennis Club, Beaumont Park, Chorley Park, the trails of Don Valley Brick Works Park, and Evergreen Brick Works are all within an easy stroll. With steps to public transit and easy access to Mt. Pleasant Road, Bayview Avenue, and the Don Valley Parkway, this is refined city living surrounded by nature at its very best. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 2012 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C12826234

    2012 8 Park Road Rosedale-Moore Park Toronto M4W 3S5
    Main Photo: 2012 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C12826234

    2012 8 Park Road Toronto M4W 3S5 Rosedale-Moore Park

    $3,400
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12826234
    Bedrooms:
    3
    Bathrooms:
    2
    Nestled Between Yorkville And Rosedale, Steps To Yonge And Bloor With Direct Access To The Subway And The Path Network. Well Kept And Bright Corner Unit In An Elegant And Quiet Building With Rooftop Terrace And 24 Hours Concierge. Parking, Locker And Utilities Included In The Price. Great Value In Top Downtown Neighborhood. More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS

  • 102 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12828530

    102 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A5
    Main Photo: 102 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12828530

    102 Shaftesbury Avenue Toronto M4T 1A5 Rosedale-Moore Park

    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12828530
    Bedrooms:
    4
    Bathrooms:
    3
    Stylishly renovated with designer finishes throughout and meticulous attention to detail, this stunning Summerhill home is completely turnkey! Beautiful solarium entrance enters into the bright and airy main floor which offers an open concept living and dining room with a wood burning fireplace, hardwood floors, and custom walnut built-ins. Also featured on the main floor is a powder room. The kitchen offers a wall-to-wall pantry and a built-in banquette/breakfast area, and walks out to the garden. Three spacious bedrooms and a beautifully appointed washroom are offered on the second floor. The third floor finished loft can be used as an office, playroom, or a potential for a future third storey. The lower level offers two walkouts from the front and rear of the property. The front enters into a fantastic mudroom with lockers, and the other walks out from the recreation room to the garden above. A laundry room, ample storage, and another four piece washroom are offered on this level. Professionally landscaped; courtyard garden out the front, and deep private garden at the back. The garden shed at rear of property is in fact a sauna, it just needs the power run to it. Renovations include; custom built-ins throughout, custom millwork, engineered hardwood floors, high-end Thermador appliances, custom drapery and light fixtures, new interior doors, new brass hardware & fixtures, exterior stucco siding, all new windows, updated electrical and HVAC (see feature sheet for full list). Truly a gem! Steps to shops and restaurants on Yonge Street. Toronto ravine system at your doorstep, and Deer Park JR/SR PS within walking distance. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    LISTING DETAILS

  • 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12821880

    170 Roxborough Drive Rosedale-Moore Park Toronto M4W 1X8
    Main Photo: 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12821880

    170 Roxborough Drive Toronto M4W 1X8 Rosedale-Moore Park

    $12,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12821880
    Bedrooms:
    6
    Bathrooms:
    9
    Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning inground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 35 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12822464

    35 Castle Frank Road Rosedale-Moore Park Toronto M4W 2Z5
    Main Photo: 35 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12822464

    35 Castle Frank Road Toronto M4W 2Z5 Rosedale-Moore Park

    $3,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12822464
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 35 Castle Frank Road - a fully renovated and smart 5-bedroom, 5-bathroom residence in the heart of Rosedale. Reimagined from top to bottom and completed in 2020, this exceptional home seamlessly blends timeless architecture with refined, modern finishes - offering turnkey luxury in one of Toronto's most prestigious neighbourhoods. Thoughtfully redesigned for today's lifestyle, the home features expansive principal rooms, elegant detailing, and a functional open-concept flow ideal for both everyday living and entertaining. The chef-inspired kitchen anchors the main level with premium appliances, custom cabinetry, and generous workspace, opening effortlessly to an inviting family space and outdoor living. Upstairs, five well-proportioned bedrooms provide flexibility for growing families, guests, or home office needs. The serene primary retreat offers a spa-like ensuite and ample closet space, creating a true sanctuary. Each of the five bathrooms has been beautifully appointed with high-end fixtures and contemporary finishes. Situated just steps from ravine trails and within walking distance to Castle Frank Subway Station, this coveted address delivers the perfect balance of natural beauty and urban convenience. Close to top-tier schools, parks, and downtown access. 35 Castle Frank Road presents a rare opportunity to enjoy fully updated living in historic Rosedale. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 503 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12823302

    503 40 Rosehill Avenue Rosedale-Moore Park Toronto M4T 1G5
    Main Photo: 503 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12823302

    503 40 Rosehill Avenue Toronto M4T 1G5 Rosedale-Moore Park

    $1,590,163
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12823302
    Bedrooms:
    2
    Bathrooms:
    2
    Style, Location And Livability In One Of Toronto's Most Desirable, Vibrant and Walkable Neighbourhoods. This "Boutique" Condo With Only 42 Units Is Steps To Yonge/St Clair, Summerhill, Forest Hill, Parks And The Subway. The Area Is Surrounded By Everyday Essentials And Lifestyle Attractions. Within Minutes You Will Find Popular Restaurants, Cafes And Boutique Shops, Along With Grocery Stores And Pharmacies. Toronto Lawn Tennis Club And The Badminton & Racquet Club Of Toronto Also Call The Area Home. Featuring A Bright Open Concept Floor Plan - This Condo Is A True Must See. Spacious 2 Bed + 2 Bath. 1,513 Sq Ft. This Space Is Perfect For Those Downsizing And Those Craving Refined, Low Maintenance Living. This well Maintained Building Offers Residents Peace Of Mind With A Secure Entry, A 24 Hour Concierge, Underground Parking, A Large Private Storage Room, An Indoor Pool, Fitness Area And Sauna. More details
    Listed by STRATA REAL ESTATE
    LISTING DETAILS

  • 45 33 Price Street in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C12822022

    45 33 Price Street Rosedale-Moore Park Toronto M4W 1Z1
    Main Photo: 45 33 Price Street in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C12822022

    45 33 Price Street Toronto M4W 1Z1 Rosedale-Moore Park

    $3,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12822022
    Bedrooms:
    3
    Bathrooms:
    1
    Two-bedroom layout plus large den. Bright, renovated open-concept living space featuring 10' ceilings with a gas fireplace, large skylights, a wall of built-in natural maple shelving/workspace, and two Juliette balconies with tree-lined views. Frigidaire stove, updated kitchen tile, and a chic renovated bathroom with custom glass panels, mirror, and a cantilevered sink. Top schools nearby. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 51 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09) : MLS®# C12817956

    51 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 3B3
    Main Photo: 51 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09) : MLS®# C12817956

    51 Shaftesbury Avenue Toronto M4T 3B3 Rosedale-Moore Park

    $1,799,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12817956
    Bedrooms:
    3
    Bathrooms:
    5
    Stunning townhome in desirable Summerhill area. This thoughtfully designed 3-bedroom , 5 bathroom home offers exceptional versatility and space, with a 3rd floor fully contained loft apartment with vaulted ceilings and a kitchen. The main floor with 9 ' ceilings features a bright open-concept kitchen with a large island, custom cabinets, and quality appliances. Combined living room and dining room with large south-facing windows fill the space with natural light. Step out to your own private deck and garden. The walkout basement includes a kitchenette, murphy bed, built-in cabinets and bookshelves, plus a gas fireplace and 3 piece bathroom. Offering fantastic in-law or guest suite potential. Primary bedroom features a spacious walk-in closet and a luxurious 3-piece ensuite. Plus a bonus sitting room or office space. This beautiful home is part of an exclusive, quiet enclave of a few townhomes and small boutique condo building with incredible amenities, including a community garden, indoor pool, gym, party room, visitor parking, concierge, guest suite and concert hall. A true sense of community with music nights and active social clubs. Tucked away in a quiet complex, yet steps to Yonge St and the subway. Perfect for families, downsizers, or professional couples. Enjoy all that the Summerhill area has to offer with excellent shops and restaurants at your door step. Well-maintained by the original owner, quality updates and features throughout. Move-in ready. This home includes a detached garage, a feature not included with most units. Modern day living with 2nd floor laundry, and ample storage in utility room and throughout. A rare opportunity offering space, flexibility, and exceptional functionality in one of the city's most coveted neighbourhoods. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
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Data was last updated March 2, 2026 at 03:15 PM (UTC)
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 relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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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 relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.