ROSEDALE

Rosedale is one of Toronto’s most exclusive and historic neighbourhoods, known for its luxury homes, ravine lots, quiet streets, and prestigious reputation. Offering a unique blend of classic architecture, luxury estates, boutique condos, and unmatched proximity to downtown Toronto, Rosedale continues to attract luxury buyers seeking elegance, privacy, and long-term value. The Chantel Crisp Real Estate Team helps clients buy and sell luxury homes in Rosedale with strategic positioning, market insight, personalized service, and a highly discreet, concierge-style approach.

Top Schools in Rosedale

Elementary:

  • Cottingham Junior Public School: 10 Fraser Score
  • Whitney Junior Public School: 9.7 Fraser Score
  • Holy Rosary Catholic Elementary School: 8.6 Fraser Score
  • Brown Junior Public School: 7.0 Fraser Score

Secondary:

  • Our Lady of Perpetual Help Catholic Secondary School: 9.7 Fraser Score
  • Rosedale Heights School of the Arts: 8.0 Fraser Score

Private:

  • The York School: Co-Ed, Grades JK -12
  • Branksome Hall: All-Girls, Grades JK-12
  • The Rosedale Day School: Co-Ed, JK-8

Homes For Sale In Rosedale + Moore Park

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  • House in Toronto

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    Main Photo: House in Toronto
    Residential Freehold
    Chantel Crisp
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  • 2011 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13877342

    2011 8 Park Road Rosedale-Moore Park Toronto M4W 3S5
    Main Photo: 2011 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13877342
    $569,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13877342
    Bedrooms:
    2
    Bathrooms:
    2
    Prime Yonge & Bloor location between Yorkville and Rosedale with direct indoor access to the Bloor-Yonge subway station (both Line 1 & Line 2) and the underground PATH/shopping network - no need to step outside in winter - plus GoodLife Fitness directly accessible from the same building. Steps to Yorkville, Longo's, H-Mart, 24-hour Rabba, Shoppers, Holt Renfrew, U of T, major hospitals, restaurants, cafés, shopping and everyday essentials, with an excellent school catchment including Rosedale Junior Public School (JK-6) and Deer Park Junior & Senior Public School (Grades 7-8). This approx. 698 sq. ft. 2-bedroom + 2-full-bathroom suite features rare floor-to-ceiling south-facing windows in the living room and both bedrooms complemented by custom-fitted roller shades on all windows, a bright sun-filled interior with open city views and partial lake views, and a highly efficient, functional layout with virtually no wasted space, no long hallways and no intrusive pillars, anchored by an open-concept kitchen/living/dining area and outstanding storage with 3 double closets (one in each bedroom + one hallway closet). Upgrades include engineered hardwood flooring and an updated kitchen with new backsplash, repainted cabinetry, Frigidaire Gallery induction range with convection and Air Fry, and a Broan externally-vented rangehood. The well-managed, established building offers all-inclusive maintenance fees of just $726.24/month including hydro, heat, water and central A/C, 24-hour concierge and on-site management, a recreation lounge with 90" TV and pool table, library, party room, 16-person boardroom, and one of Toronto's largest rooftop terraces with BBQs, with rental parking options available within the building. An excellent owner-occupier home with strong long-term rental appeal at approximately $3,000/month - true downtown living with no car required. More details
    Listed by ANJIA REALTY
    Chantel Crisp
  • 103 21 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13878942

    103 21 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 3B4
    Main Photo: 103 21 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13878942
    $1,098,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13878942
    Bedrooms:
    2
    Bathrooms:
    2
    A rare northwest corner suite in the heart of Summerhill, offering an impressive 1,242 sq. ft. of living space directly across from the Summerhill subway station.This spacious one-bedroom plus den features an open-concept kitchen, living and dining area with French doors opening to a private ground-level patio. The kitchen offers excellent storage, including a large walk-in pantry, while the generous primary suite features a walk-in closet and four-piece ensuite. The separate den provides flexible space for a home office, guest room or second bedroom.Additional features include a powder room, ensuite laundry, a large front hall closet, one parking space and one locker. The suite has also been updated with PEX plumbing, replacing the original Kitec piping, along with new shut-off valves at each fixture.Generous proportions, a private patio, corner exposure and an unbeatable location steps from Yonge Street and directly across from the subway make this an exceptional opportunity and outstanding value in one of Toronto's most desirable neighbourhoods. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
  • Condo Apartment in Toronto

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    Main Photo: Condo Apartment in Toronto
    Residential Condo & Other
    Chantel Crisp
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  • House in Toronto

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    OPEN HOUSE: Oct 11, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 11, 2026 2:00PM - 4:00PM
    Main Photo: House in Toronto
    Residential Freehold
    Chantel Crisp
    To access this listing,
    please create a free account

  • 104 21 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13865984

    104 21 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 3B4
    Main Photo: 104 21 Shaftesbury Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13865984
    $999,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13865984
    Bedrooms:
    1
    Bathrooms:
    2
    Rarely Offered Ground-Level Suite In The Heart Of Summerhill! Enjoy effortless, sophisticated living in one of Toronto's most coveted neighbourhoods, where everything you need is just steps from your door-from exceptional shops and restaurants to the subway directly across the street. Built in 2004, this pet-friendly boutique building offers an intimate setting with just 50 suites and an impressive collection of amenities, including an indoor pool, party room with catering kitchen, acoustic concert area with grand piano, library, guest suite, exercise room, concierge, superintendent and visitor parking.This rare 1188 sq ft first-level residence features soaring 9'5 ft ceilings and a walkout to its own private courtyard patio of approx 60 sq ft-perfect for morning coffee, entertaining or simply enjoying your own outdoor space in the city. The thoughtfully designed suite offers an oversized primary bedroom with 4 pc ensuite bath including a separate shower & soaker tub & heated floors. Enjoy a generous den with custom built-ins, ideal for a home office, plus a convenient powder room & ensuite laundry. The spacious kitchen features stainless steel appliances, plenty of cabinetry, granite counter and bar seating and opens seamlessly to the living and dining areas, creating an inviting layout for everyday living and entertaining. Plenty of upgrades including wide plank engineered hardwood floors, pot lights, built-ins, and closet organizers. Completing this exceptional offering are two rare side-by-side parking spaces and a locker. An outstanding opportunity for downsizers seeking convenience without compromise, or those looking for an elegant pied-à-terre in one of Toronto's most desirable locations. Boutique living, incredible amenities and the best of Summerhill right outside your door. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
  • 12 Ancroft Place in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09) : MLS®# C13866872

    12 Ancroft Place Rosedale-Moore Park Toronto M4W 1M4
    Main Photo: 12 Ancroft Place in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09)  : MLS®# C13866872
    $1,925,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13866872
    Bedrooms:
    3
    Bathrooms:
    2
    Tucked away on a quiet cul-de-sac, Ancroft Place is brimming with character. Mature trees, ivy-covered walls and beautifully kept gardens line the street. Your own front door. Your own garage. All the pleasure of the gardens, without the shovelling, weeding or grass cutting. Over 1,900 sq. ft. above grade offers the space and proportions of a house. High ceilings, incredible natural light, hardwood floors, a wood-burning fireplace and generous principal rooms. Upstairs, two large bedrooms include an exceptionally spacious primary with its own sitting area, plus a den that easily converts back to a third bedroom. An additional 850 sq. ft. on the lower level offers great ceiling height, lots of light and space to make your own. All of this in South Rosedale. Steps to the ravine. Minutes to Bloor and the subway. Walk to Yorkville. Easy access across the city and to the highways. Neighbours know each other here, and they tend to stay. Homes on this street rarely come to market. Ancroft Place. All of the house, none of the hassle. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    Chantel Crisp
  • 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
    Chantel Crisp
  • 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.
    Chantel Crisp
  • 105 Clifton Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13861980

    105 Clifton Road Rosedale-Moore Park Toronto M4T 2G3
    OPEN HOUSE: Oct 11, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 11, 2026 2:00PM - 4:00PM
    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
    Chantel Crisp
  • 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.
    Chantel Crisp
  • 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.
    Chantel Crisp
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Data was last updated October 10, 2026 at 06:15 PM (UTC)
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