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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  • 502 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13829546

    502 21 Dale Avenue Rosedale-Moore Park Toronto M4W 1K3
    Main Photo: 502 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13829546
    $995,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13829546
    Bedrooms:
    3
    Bathrooms:
    2
    Picture your morning coffee on a private terrace, surrounded by treetops and ravine. That's everyday life in Suite 502, a rare three-bedroom, two-bath, 1,416 sq.ft. home in the sought-after Kensington Apartments. Lives like a bungalow. Forget condo compromises. This ground-level suite offers true bungalow-style living: everything on one floor, no stairs, and your own outdoor space right off the living area. Generous, light-filled rooms and an open living and dining area take full-size furniture with ease, so down-sizers can bring the pieces they love. All three bedrooms are well-proportioned with great closet space, and the third currently opens to the living room for an airy, flexible layout. It can easily be closed off again as a guest room, office or den. A dog owner's dream. The oversized walkout terrace opens directly to the garden, so morning and evening walks start right at your door, with no elevators or lobbies. Let the dog stretch out, grill dinner (BBQs are allowed), or host friends on a summer evening. East-facing ravine views and southern light keep it bright and green all day. And in this notably pet-friendly building, your four-legged family is welcome. Peaceful, convenient, and connected. Tucked into a peaceful corner of the building, this suite makes everyday living easy. Step outside to a leafy enclave of character homes, walk to Castle Frank station, and reach Yorkville, Bloor, the Danforth and the DVP in minutes.Amenities that deliver. This apartment is 15 shares in the co-op. A 24-hour concierge, indoor and outdoor pools, a fitness room, a library, visitor parking, and sweeping grounds lined with gardens and ravine. It's a warm co-op community where maintenance fees cover property taxes, cable, internet and more. A storage locker is included. South Rosedale living, a ravine at your doorstep, and a garden walkout you'll never want to leave.Parking: $99/month indoor, $64/month outdoor. This is one of the best locations in the building. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 704 38 Avoca Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13829726

    704 38 Avoca Avenue Rosedale-Moore Park Toronto M4T 2B9
    Main Photo: 704 38 Avoca Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13829726
    $725,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13829726
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to Avoca Vale in the heart of midtown Toronto! Enjoy serene south-facing treetop views from this beautifully maintained one-bedroom, one-bathroom suite offering approximately 672 sq. ft. of comfortable living space. Freshly painted and professionally cleaned, the suite is move-in ready.Immaculate parquet floors and double mirrored closets complement classic details including wainscoting, mouldings and baseboards. The kitchen, complete with a convenient breakfast counter, opens to a bright, open-concept living and dining area that extends seamlessly onto an impressive 93 sq. ft. balcony. With peaceful south-facing treetop views, it is the perfect spot to relax and enjoy the changing seasons.The spacious bedroom is filled with natural light from a large picture window, while a beautifully renovated three-piece bathroom and ensuite laundry provide everyday comfort and convenience. Parking and a locker are also included.Avoca Vale offers an exceptional collection of amenities, including a 24-hour concierge, events room with caterer's kitchen, peaceful courtyard oasis with BBQs, well-equipped gym and ample visitor parking. Ideally located steps from vibrant shops, the subway, David Balfour Park and scenic ravine trails, this residence offers the perfect balance of urban convenience and tranquil surroundings.Experience the Avoca Vale lifestyle-refined midtown living with exceptional privacy, convenience and accessibility. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 104 Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13824430

    104 Park Road Rosedale-Moore Park Toronto M4W 2N7
    Main Photo: 104 Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13824430
    $7,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13824430
    Bedrooms:
    5
    Bathrooms:
    5
    Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith andHayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence. More details
    Listed by SAGE REAL ESTATE LIMITED
  • Main 31 Whitehall Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13825400

    Main 31 Whitehall Road Rosedale-Moore Park Toronto M4W 2C5
    Main Photo: Main 31 Whitehall Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09)  : MLS®# C13825400
    $3,995
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13825400
    Bedrooms:
    3
    Bathrooms:
    1
    Welcome to your dream home in the highly sought-after neighborhood of Rosedale! This stunning 3-bedroom unit is bathed in natural light and designed for both comfort and convenience. The spacious primary bedroom boasts a delightful walkout to an expansive deck, perfect for enjoying morning coffee or evening gatherings in total privacy. With a dedicated parking space included, you'll appreciate the ease of city living. A separate laundry adds to the practicality. Located just moments away from everything the city has to offer, this home provides the perfect blend of tranquility and quick commute options including 5 min drive to the DVP and a quick stroll to Rosedale Station and Summerhill Market. Don't miss the chance to make this exceptional property your own! More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • Lower 51 Alvin Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13826458

    Lower 51 Alvin Avenue Rosedale-Moore Park Toronto M4T 2A8
    Main Photo: Lower 51 Alvin Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09)  : MLS®# C13826458
    $4,100
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13826458
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to a rare, move-in-ready opportunity in the heart of Deer Park. Fully renovated, furnished, and thoughtfully designed, this sophisticated executive residence offers the comfort of a luxury home with the convenience of a turnkey condo alternative, ideal for a professional couple seeking style, flexibility, and effortless Midtown living. With approximately 1300 sf, this bright, open-concept suite features a flexible designed layout, soaring 9-foot ceilings and includes premium finishes throughout such as, pot-lighting, stone countertops, hardwood floors, heated towel bars, and in-floor radiant heating throughout the entire level. The result is a warm, comfortable, and polished home designed for both relaxed everyday living and elegant entertaining. The unit offers two generously sized bedrooms with custom built-in closets, two spa-inspired bathrooms with LED medicine cabinets,bookmatch tiles making it a serene, hotel-like feel. The versatile third bedroom is designed to adapt to your lifestyle: use it as a home office, private den, guest room, or dining room has a sophisticated movable wall system and built-in closets that allows the space to be completely enclosed when privacy is needed, making it an ideal flexible room for overnight guests or a work-from-home set-up. The gourmet kitchen is a true focal point, featuring a quartz waterfall island, coordinating quartz backsplash, stainless-steel appliances, and contemporary LED pot lighting. Additional highlights include in-suite laundry, private storage, wall-mounted air conditioning, and a secure rear-entry walk-up with a self-closing gate. Set on one of Midtown Toronto's most peaceful and welcoming residential streets, this exceptional home places you just steps from the subway, TTC, the Beltline Trail, parks, boutique shops, cafés, and acclaimed restaurants. With a Walk Score of 96, Transit Score of 84, and Bike Score of 72, Deer Park offers an enviable balance of urban convenience and neighbourhood charm More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
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  • 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13818260

    106 Highland Avenue Rosedale-Moore Park Toronto M4W 2A6
    Main Photo: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13818260
    $3,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13818260
    Bedrooms:
    5
    Bathrooms:
    5
    There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 905 300 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C13818686

    905 300 Bloor Street E Rosedale-Moore Park Toronto M4W 3Y2
    Main Photo: 905 300 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09)  : MLS®# C13818686
    $2,900
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13818686
    Bedrooms:
    1
    Bathrooms:
    1
    Prestigious 'Bellagio', Exceptional Location, Bright & Spacious 1 Bedroom + Den, 723 Sf + Balcony, Newly Renovated Kitchen, New Appliances & Flooring, 1 Parking & Locker, Hydro, Water & Heating Included, Minutes To Subway & Hwy, Steps To Shops & Restaurants, Fabulous Facilities, Indoor Saltwater Pool, 24 Hrs. Concierge. More details
    Listed by HOMELIFE BROADWAY REALTY INC.
  • 335 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13818940

    335 St Clair Avenue E Rosedale-Moore Park Toronto M4T 1P3
    Main Photo: 335 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13818940
    $2,588,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13818940
    Bedrooms:
    5
    Bathrooms:
    4
    In one of Toronto's most storied residential enclaves, a house transcends its category. This is not simply a family home in Moore Park - it is a study in how architecture can reframe the everyday, courtesy of a main floor addition conceived by celebrated Canadian architect Bruce Kuwabara. Move-in ready and thoughtfully realized, the addition unfolds as a loft-like volume where material and light do the talking: glass block filters daylight into soft, ambient washes; blackened metal grounds the space with quiet industrial precision; polished marble introduces a note of refinement. It is, in the truest sense, a space designed for living. Beyond the addition, the home settles into a more traditional register without losing its sense of intention. Across 3,178 square feet of total living space, wide plank hardwood floors carry a warm continuity through principal rooms; bathrooms are rendered in a clean, contemporary hand; the kitchen - generously proportioned and finely detailed - anchors daily life while remaining fully at ease hosting a crowd. Upstairs, the second floor holds three bedrooms, while the third floor reveals a self-contained retreat - an office or den paired with an oversized bedroom suite, offering a teenager or young adult a rare degree of independence within the family home. Below, a fully finished lower level with its own separate entrance introduces further flexibility. All of this within Moore Park itself - a neighbourhood defined by mature tree canopy, architectural character, and proximity to some of the city's most respected schools, including Whitney Junior Public School and OLPH. The result is a home that reads as much like a design statement as it does a place to call home. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 2501 771 YONGE Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13820132

    2501 771 YONGE Street Rosedale-Moore Park Toronto M4W 0B8
    Main Photo: 2501 771 YONGE Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13820132
    $1,050,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13820132
    Bedrooms:
    3
    Bathrooms:
    2
    Luxury Yorkville living at Adagio Condos! This stunning 2 Bedroom + Den, 2 Bathroom Rumba model features 823 sq ft of interior living space plus an impressive 275 sq ft private balcony, delivering seamless indoor-outdoor living in a refined urban setting. Originally featured as the Princess Margaret Home Lottery show home, the residence show cases refined designer finishes, elevated upgrades, and a thoughtfully curated layout throughout. The open-concept design includes a chef-inspired kitchen with premium finishes and Miele appliances, flowing into bright living and dining areas framed by floor-to-ceiling windows. The versatile den provides an ideal home office or guest space, while the split-bedroom layout enhances privacy and functionality. Spa-like bathrooms, custom detailing, and sophisticated materials complete this elegant residence. Residents enjoy an exceptional collection of amenities. Indoor features include 24-hour concierge, fitness studio with cardio and weight equipment, bar lounge/party room, formal dining room, catering kitchen, co-work/meeting lounge, and social lounge. Outdoor amenities include a landscaped terrace with BBQ and dining areas. Ideally located in Yorkville, steps from Yonge/Bloor subway, luxury shopping, fine dining, universities, hospitals, and cultural landmarks, this residence offers unmatched convenience and long-term value in a landmark address. A rare opportunity to own an upgraded designer suite in one of Toronto's most desirable communities. Property can be offered fully furnished for a turn key, move-in-ready experience. More details
    Listed by SUTTON GROUP - SUMMIT REALTY INC.
  • 5 Jean Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13820574

    5 Jean Street Rosedale-Moore Park Toronto M4W 3A6
    Main Photo: 5 Jean Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13820574
    $2,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13820574
    Bedrooms:
    4
    Bathrooms:
    4
    Fall in love with life in North Rosedale-where history, prestige, convenience and nature come together in one of Toronto's most treasured neighbourhoods. Tucked away on a low-traffic dead-end street, this spacious 2-storey detached home offers wonderful character, generous proportions and exceptional flexibility for the way your family wants to live today and in the years ahead. A stone path, lovely landscaping and welcoming veranda set the tone. Step inside to warm wood trim and accents, beautiful leaded and stained glass windows, two wood-burning fireplaces, gracious foyer and handsome staircase-the timeless details that make a house feel like home. With 5 bedrooms, 4 baths, eat-in kitchen and finished basement, there is room to gather, relax, work and play. Move in and appreciate the existing updates for today's lifestyle, or continue to renovate and make it your own. Incorporate the 2nd-floor laundry into an ensuite; imagine the large 2nd-floor room with fireplace as a family room for movie nights; or create a fabulous 3rd-floor primary retreat. Downstairs, enjoy the rec room and full washroom as it is or explore the potential for a separate suite utilizing the side-door entrance. Walk out from the dining room to a large, private backyard made for entertaining and family fun. A detached garage offers rare private parking plus valuable storage. And then there is the lifestyle. Walk around the corner to Summerhill Market, bakery, flower shop, drugstore, dry cleaner and more. Walk on the switchback bridge, stroll to Chorley Park, the Beltline, Rosedale Park with playground, playing fields and winter ice rink or jump into Toronto's remarkable ravine system for hours of walking, running and cycling. Don't miss Evergreen Brick Works with a weekly farmers' market. Coveted neighbourhood public, separate and private schools, TTC at the corner to Rosedale Subway Station and quick driving access downtown complete an exceptional opportunity to put down roots in Rosedale. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
  • 92 Inglewood Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13820590

    92 Inglewood Drive Rosedale-Moore Park Toronto M4T 1H5
    Main Photo: 92 Inglewood Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13820590
    $4,849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13820590
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to this exceptionally grand Moore Park residence. This home has been lovingly maintained and restored over the past several years resulting in an elegant dwelling.The classic charm of a Center Hall design with the preservation of every detail starting with the Gracious Foyer, Hardwood Flooring and an impressive Main Hall Staircase.The generous Formal and Casual living areas are perfectly proportioned for entertaining and family living. At the heart of the home is an Exclusive Chef's Gourmet kitchen boasting Sub-Zero, Wolf and Miele Appliances. This leads to a Breakfast Room, Custom Laundry and Mud Room.The warm and inviting Second Floor features a luxurious primary suite with a customized walk-in Closet and a luxurious 4 piece Spa-like Ensuite including a Soaker Tub and separate Shower Stall.In addition, there are 2 other impressive Bedrooms, 2 more renovated Bathrooms and a Library for the family to enjoy their time together.Top of the list is the Third Floor level which can only be described as a WOW factor offering Soaring Ceilings, Skylights, 2 additional Bedrooms, New Bathroom and a spectacular Entertainment area.The expansive Lower Level features 2 Family Rooms, a Nanny's Space, Bathroom and an extra pre-connected additional Laundry area.Do not miss this rare opportunity to own this one of a kind prominent residence in one of Toronto's most coveted neighborhoods.The manicured Front and Back gardens provide year-round beauty offering a picturesque setting blending privacy and prestige. Private drive leading to an oversized 2 car Garage with Custom Wrought Gates.This is a property you will surely enjoy for years to come. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
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Data was last updated September 26, 2026 at 04:15 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.