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

South Hill

North of downtown Toronto, the neighbourhood of South Hillis dominated by a steep escarpment which allows residents here to enjoy stunning panoramic views of the city.Casa Loma, a castle-like mansion built in the early 1900s, is a Toronto landmark and popular tourist destination.


In the late 19th century, South Hill became home to some of Toronto’s wealthiest citizens. Atop the hill, a series of majestic manors were home to some of Toronto’s most influential residents. Senator John Macdonald built Oaklands, which today is part of the private De La Salle College. The Eaton family built Ardwold Estate and James Austin built Spadina House, which is now a museum. Many of the manors that were built on the hill have been demolished or converted to other uses. South Hill remains an upscale neighborhood in Toronto, and even features its own independent (and unofficial) republic, Rathnelly. This midtown community of about 250 homes, banded together in the 1960s to protest various proposed city developments including a roadway that would bisect their neighbourhood. Now the neighbourhood is home for many artists, musicians, writers, journalists and academics.


Defined by Avenue Road, South Hill contains some of the largest houses in Toronto. Mixed in with upscale homes are relatively new condominiums as well as some upscale rental apartment buildings. Families here appreciate the close proximity to some of the most highly regarded public, private and Catholic schools. South Hill is also close to George Brown College, and the Tarragon Theatre – Toronto’s leading venue for independent drama. South Hill is walking distance to the Royal Ontario Art Museum, University of Toronto, Yorkville, Bloor Street and the multi-cultural shops and festivals on St. Clair.


Joggers and those who love going for walks will appreciate the well-lit and family-friendly Nordheimer Ravine, which connects to Toronto’s Beltline Trail. Nearby is Winston Churchill Park, favoured for its running track, playground, and 10 tennis courts. The St. Clair Reservoir is popular with dog walkers.

South Hill Listings

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  • 407 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12830668

    407 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 407 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12830668

    407 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $6,095
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12830668
    Bedrooms:
    2
    Bathrooms:
    2
    *** One month FREE RENT *** Rent controlled building *** Welcome to 2 Clarendon Ave, nestled in the heart of prestigious Forest Hill, where luxury living is redefined in a heritage building from the 1920s, meticulously restored with an unwavering attention to detail. The interior and exterior renovation marries timeless architecture with contemporary finishes, featuring oak hardwood floors, elegant granite countertops, high end appliances, and practical custom built-ins for maximum convenience. For elevated comfort, bathrooms are equipped with heated floors, heated towel racks, and fog-free mirrors. The grand patrimonial lobby, adorned with restored fragments of Casa Loma, leads to an array of newly updated common areas including a state-of-the-art gym equipped with a steam bath, a generously sized lounge, and a welcoming exterior terrace perfect sanctuaries for relaxation and socializing. The property is enveloped in lush landscaped surroundings that enhance its tranquil ambiance. Additional amenities tailored for modern living include a secure bike storage and an underground garage equipped with EV charging stations. Every urban amenity is just a short walk away, including transit, groceries, restaurants, shopping, parks and trails. Experience unparalleled sophisticated living where luxury and history blend seamlessly in one of Toronto's most esteemed locales. Promotion: one month free, applied to 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 502 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12828446

    502 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 502 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12828446

    502 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $630,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12828446
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to South Hill on Madison. Sought-after boutique building, perfectly located in desirable Casa Loma. Thoughtfully designed one plus den unit with bright south exposure. Entertainer's kitchen features luxury built-in, paneled appliances and stone countertops. Host in style with a spacious den/dining area that easily accommodates a full dining setup. High-end, modern finishes and fixtures throughout and ensuite laundry nook. Generous living room with walkout to balcony. Quiet courtyard exposure. Unit comes with a fully enclosed locker room and covered parking spot. Enjoy the convenience of condo living: 24 hour concierge, gym, yoga room and more. Coveted Casa Loma location. Steps to subway, popular Dupont Strip cafes, shops and restaurants. The best of city living! More details
    Listed by SUTTON GROUP-ASSOCIATES REALTY INC.
    LISTING DETAILS

  • 316 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12825876

    316 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 316 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12825876

    316 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,250
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12825876
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to a one-of-a-kind boutique Art Deco residence nestled at the foot of Casa Loma. This thoughtfully designed, partially furnished 1-bedroom, 1-bathroom suite offers approx. 500 square feet of beautifully functional living space with refined, modern finishes throughout. Soaring 10-foot ceilings and expansive windows fill the suite with natural light, while the efficient layout maximizes every inch. Step out onto your large north-facing private balcony -a quiet retreat above the city.Thoughtful upgrades include custom California Closets built-in drawers within the bedroom closet, as well as a built-in desk and entertainment system - ideal for working from home. Enjoy access to premium amenities including a fully equipped fitness centre, yoga studio, pet spa, and 24-hour concierge and security. For added convenience, the unit comes furnished with a sofa and bed frame - making it effortlessly move-in ready. A great opportunity to live in one of Toronto's most architecturally charming and distinguished addresses. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS

  • 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12810478

    74B Rathnelly Avenue Casa Loma Toronto M4V 2M6
    Main Photo: 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12810478

    74B Rathnelly Avenue Toronto M4V 2M6 Casa Loma

    $3,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12810478
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to 74B Rathnelly Ave - a brand-new built 2025, never-lived-in, custom-built luxury home in the prestigious Republic of Rathnelly, one of Toronto's most in-demand neighbourhoods. Steps to Yorkville and close to some of Canada's top private and public schools, this is a truly rare offering with exceptional design, craftsmanship, and high-end finishes throughout.Featuring German-imported Schüco aluminum windows and doors with triple-glazed glass, wide-plank white oak flooring, and a sleek trimless modern design with drywall-groove detailing. Impeccable interior detailing includes custom wall paneling and millwork, a statement mono-beam staircase, glass railings throughout, and upgraded strip lighting/fixtures. Chef's kitchen with custom-painted cabinetry, premium Sub-Zero & Wolf appliances, and natural stone countertops including Super White. Natural stone carries throughout the home (vanities, basement bar, fireplace), highlighted by a dramatic triple-sided marquee fireplace. Spa-inspired bathrooms feature CariMali Italian fixtures and wall-hung Duravit toilets, plus Italian tile and slab finishes with a strong focus on the Italian-slab basement.Enjoy a two-level, double-height heated basement with a large rec room and bar area. The exterior impresses with high-quality linear brick wrapping the sides/rear/walkout, extensive interlock (including interlock driveway), and a standout snow-melt heated system in the driveway, front porch, heated garage area, rear walkout, and even select portions of the backyard for year-round comfort. Entertain on the composite deck and enjoy a large backyard rarely found in the area, complete with composite fencing for a clean, modern finish.Integrated heated garage (extremely rare in the neighbourhood), two furnaces + two A/C systems, high-efficiency spray-foam insulation, smart security/speaker system, central vacuum, and more - a true turnkey statement home in an A+ location. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 425 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12804550

    425 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 425 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12804550

    425 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $1,900
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12804550
    Bathrooms:
    1
    Welcome to this spacious, carpet-free studio in a boutique low-rise building, ideally located in one of Toronto's most sought-after neighborhoods. Thoughtfully designed and larger than most studios, with high 9' ceilings, this quiet and well-maintained suite features sleek quartz countertops throughout and a generously sized private balcony-perfect for entertaining or relaxing outdoors. Enjoy the convenience of walking to Dupont Subway Station, George Brown College, Casa Loma, Forest Hill, the Annex, and the world-class shops and restaurants of Yorkville. The building offers exceptional amenities, including a fully equipped gym, party room, visitor parking, 24-hour concierge, pet spa. Tenant Pays Hydro and Tenants' Condo Insurance. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 603 155 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12801128

    603 155 St. Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 603 155 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12801128

    603 155 St. Clair Avenue W Toronto M4V 0A1 Casa Loma

    $2,795,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12801128
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome home to The Avenue, an exclusive address in one of Toronto's most prestigious and architecturally refined buildings. This stunning 2-bedroom + den corner suite is a masterclass in luxury and sophistication, fully designed from floor to ceiling by a prominent Toronto interior designer with an eye for timeless elegance and modern comfort. Step off your private elevator into a light-filled home offering sweeping, views of the city. With floor-to-ceiling windows and a private balcony, refined finishes and elegant details create a calm,sophisticated atmosphere above the city below. The custom Downsview kitchen is both striking and functional, equipped with top-of-the-line Wolf and Sub-Zero appliances. The open layout connects effortlessly to the breakfast nook and dining room, creating a warm and inviting flow throughout the living space. Walnut hardwood floors, with a fireplace made of birdseye maple.The spacious living room features a sleek gas fireplace encased in custom woodwork, and elegant finishes, ideal for hosting guests or enjoying quiet nights at home. Every corner of this suite has been thoughtfully curated, with luxurious materials, designer lighting, and custom built-ins that elevate the everyday. This is more than a residence it's a refined lifestyle in one of Toronto's most coveted buildings. A rare opportunity to own a one-of-a-kind home where luxury, location, and design come together flawlessly. Enjoy five-star concierge and valet service, along with world-class amenities. Ideally located just minutes from Yorkville,Forest Hill, and Yonge & St. Clair. This residence includes two premium parking spaces, aspacious locker, high-end built-in speakers, designer light fixtures, and top-tier appliances every detail thoughtfully upgraded for comfort and style. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 303 221 Russell Hill Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12802632

    303 221 Russell Hill Road Casa Loma Toronto M4V 2S9
    Main Photo: 303 221 Russell Hill Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12802632

    303 221 Russell Hill Road Toronto M4V 2S9 Casa Loma

    $3,200
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12802632
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To This Intimate Low Rise Building In The Heart Of South Hill!! Surrounded By Incredible Mansions All Around You! LocatedSteps To Incredible Amenities Like Winston Churchill Park And Ravine System, Lrt Streetcars, Both Bathurst And Yonge/St Clair Subways, Forest HillVillage, Yonge/St Clair Shops And Restaurants And The Best Public And Private Schools In Toronto! These Suites Offer Wood Flooring, NewerAppliances, Balconies And Large Open Concept Space! Units Are Available For Immediate Occupancy. **12th Month is Free on a 2-Year Lease** More details
    Listed by RE/MAX HALLMARK BATORI GROUP INC.
    LISTING DETAILS

  • 425 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12796260

    425 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 425 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12796260

    425 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $385,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12796260
    Bathrooms:
    1
    Welcome to this spacious, carpet-free studio in a boutique low-rise building, ideally located in one of Toronto's most sought-after neighborhoods. Thoughtfully designed and larger than most studios, with high 9' ceilings, this quiet and well-maintained suite features sleek quartz countertops throughout and a generously sized private balcony-perfect for entertaining or relaxing outdoors. Enjoy the convenience of walking to Dupont Subway Station, George Brown College, Casa Loma, Forest Hill, the Annex, and the world-class shops and restaurants of Yorkville. The building offers exceptional amenities, including a fully equipped gym, party room, visitor parking, 24-hour concierge, pet spa, and a dedicated yoga/dance studio. Set within a peaceful building and an excellent community, this condo is ideal for professionals, students, or investors seeking style, comfort, and an unbeatable central location. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 101 440 Avenue Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12799124

    101 440 Avenue Road Casa Loma Toronto M4V 2H8
    Main Photo: 101 440 Avenue Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12799124

    101 440 Avenue Road Toronto M4V 2H8 Casa Loma

    $2,400
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12799124
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to this bright and spacious 2 bedroom apartment in a well maintained multiplex in prestigious South Hill. Situated just steps away from transit, shops, restaurants and parks. This unit offers a fantastic opportunity to live in one of Toronto's most sought after neighborhoods. Featuring 2 bedrooms, spacious Living/Dining area, functional kitchen, shared coin laundry facility available in basement. Heat, Hydro and Water included. Please note, electric baseboard heater in lower bedroom. Available for immediate occupancy. One (1) month free rent offered as a move in incentive on successful approved one (1) year lease commencing no later than March 1, 2026. 1 parking spot included. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 1701 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12797146

    1701 155 St Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 1701 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12797146

    1701 155 St Clair Avenue W Toronto M4V 0A1 Casa Loma

    $28,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12797146
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome To The Avenue, One Of Toronto's Most Luxurious And Distinguished Buildings In The Heart Of The City. Unit 1701 Embodies Unparalleled Luxury, Designed By Brian Gluckstein, With The Finest Of Finishes. Multi-Million Dollar Views Of The City Await You As You Enter This Luxurious 17th Storey Corner Suite That Features Multi W/Outs To Terraces And Balcony With North, South And East Views. Measures 2891 Sf. Private Elevator Entry, Custom Downsview Kitchen With High End Built In Appliances, Open To The Eating And Den Areas. Family Rm W/ Gas FP, W/O To The North Facing Terrace.2nd Br w 3 Pc Ensuite, Custom B/I Closets & Shelves. Primary BR Features 2 W/In Closets with B/I Custom Shelves, 4 Pc Ensuite W Steam Shower And Jacuzzi. Stunning South Views, Custom B/I Closets. Lavish Formal Dining RM And South/East Facing Living RM With W/O To The Terrace. White Glove Concierge & Valet Service, The Best Amenities, 2 Luxury Guest Suites, Gym, Pool, Hot Tub, Sauna, Yoga Room, Party Meeting Room More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS

  • 403 159 Russell Hill Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12794078

    403 159 Russell Hill Road Casa Loma Toronto M4V 2S9
    Main Photo: 403 159 Russell Hill Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12794078

    403 159 Russell Hill Road Toronto M4V 2S9 Casa Loma

    $3,200
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12794078
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To This Intimate Low Rise Building In The Heart Of South Hill!! Surrounded By Incredible Mansions All Around You! Located Steps To Incredible Amenities Like Winston Churchill Park And Ravine System, Lrt Streetcars, Both Bathurst And Yonge/St Clair Subways, Forest Hill Village, Yonge/St Clair Shops And Restaurants And The Best Public And Private Schools In Toronto! These Suites Offer Wood Flooring, Newer Appliances, Balconies And Large Open Concept Space! Units Are Available For Immediate Occupancy. *12th Month is Free on a 2-Year Lease* More details
    Listed by RE/MAX HALLMARK BATORI GROUP INC.
    LISTING DETAILS

  • 208 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12791048

    208 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 208 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12791048

    208 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $6,295
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12791048
    Bedrooms:
    2
    Bathrooms:
    2
    *** One month FREE RENT *** Rent controlled building *** Welcome to 2 Clarendon Ave, nestled in the heart of prestigious Forest Hill, where luxury living is redefined in a heritage building from the 1920s, meticulously restored with an unwavering attention to detail. The interior and exterior renovation marries timeless architecture with contemporary finishes, featuring oak hardwood floors, elegant granite countertops, high end appliances, and practical custom built-ins for maximum convenience. For elevated comfort, bathrooms are equipped with heated floors, heated towel racks, and fog-free mirrors. The grand patrimonial lobby, adorned with restored fragments of Casa Loma, leads to an array of newly updated common areas including a state-of-the-art gym equipped with a steam bath, a generously sized lounge, and a welcoming exterior terrace perfect sanctuaries for relaxation and socializing. The property is enveloped in lush landscaped surroundings that enhance its tranquil ambiance. Additional amenities tailored for modern living include a secure bike storage and an underground garage equipped with EV charging stations. Every urban amenity is just a short walk away, including transit, groceries, restaurants, shopping, parks and trails. Experience unparalleled sophisticated living where luxury and history blend seamlessly in one of Toronto's most esteemed locales. Promotion: one month free, applied to 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
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Data was last updated March 3, 2026 at 06:15 AM (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.