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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  • 1110 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13721694

    1110 223 St Clair Avenue W Casa Loma Toronto M4V 1R3
    Main Photo: 1110 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13721694

    1110 223 St Clair Avenue W Toronto M4V 1R3 Casa Loma

    $2,500
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13721694
    Bedrooms:
    1
    Bathrooms:
    1
    Forest Hill Condo At Zigg With Incredible Unobstructed South View, 9 Foot Smooth Ceilings, Floor To Ceiling Windows, Updated Flooring, And A Balcony. Separate Reno'd Kitchen With Window, Stone Counters & Built-In Paneled Appliances. There is also a lovely rooftop terrace. Short Walk To Yonge St., Subway, Longos, Lcbo, Loblaws. Winston Churchill Park & Tennis Club Down The Street. No Smokers & No Pets. Utilities are extra. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS

  • 410 380 Macpherson Avenue N in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13723958

    410 380 Macpherson Avenue N Casa Loma Toronto M4V 3E3
    Main Photo: 410 380 Macpherson Avenue N in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13723958

    410 380 Macpherson Avenue N Toronto M4V 3E3 Casa Loma

    $829,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13723958
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To Unit 410 At Madison Avenue Lofts! Bright, Airy And Great Use Of Space, This 1+1 Bedroom (Large Spacious Den With Closet And Bathroom Access Can Be Used As A 2nd Bedroom) Has 2 Bathrooms, 14ft Ceilings And Hard Loft Elements Throughout. Includes 1 Parking Spot And Newly Installed Owned EV CHARGER. Fibe Internet And TV Package Included In Condo Fees. Indoor And Outdoor Bike Storage. Building Amenities Include: Gym, Party Room, Expansive Rooftop Deck w/ BBQ's, 24 Hour Concierge, Ample Visitor Parking, Meeting Room. Views Of Casa Loma And Courtyard From Balcony. Easy to Show! More details
    Listed by GREENFIELD REAL ESTATE INC.
    LISTING DETAILS

  • 7A 7 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13721358

    7A 7 Clarendon Avenue Casa Loma Toronto M4V 1H8
    Main Photo: 7A 7 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13721358

    7A 7 Clarendon Avenue Toronto M4V 1H8 Casa Loma

    $3,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13721358
    Bedrooms:
    2
    Bathrooms:
    2
    Fabulous location at Avenue Rd and St. Clair, entire top floor of a duplex, brimming with charm. This truly feels like a home, hardwood floors, high ceilings, paneling and wainscotting, very generous room sizes ,and windows overlooking the leafy treetops. Perfect location to walk to Yonge St dining, Yorkville or St. Clair. This is available with the majority of furniture , (some exclusions) or the landlord may consider partially furnished. This is a walk up (come in on the ground floor and walk up to the second floor). Laundry is on the lower level, accessible through the side door at the kitchen. Both bedrooms are generously sized, and the primary ensuite has been recently renovated with a large shower and double sinks. Freshly painted and ready to be your new home. One parking spot in the garage. Note This building has a strict no dogs policy. More details
    Listed by HAZELTON REAL ESTATE INC.
    LISTING DETAILS

  • 318 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13719118

    318 396 Avenue Road Casa Loma Toronto M4V 2H5
    Main Photo: 318 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13719118

    318 396 Avenue Road Toronto M4V 2H5 Casa Loma

    $2,095
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13719118
    Bedrooms:
    1
    Bathrooms:
    1
    *** TWO (2) FREE MONTHS on a 1 year lease *** Professionals, Students and Newcomers welcome *** Rent controlled building *** Utilities included (heat, hydro, water) *** Located in the prestigious Forest Hill in the heart of the city, this charming building combines character suites and rental value. Minutes to shopping, restaurants, transportation and proximity to areas like: The Annex, Yorkville and the downtown financial district. Newly renovated apartments with all updated appliances and hardwood flooring. Laundry facilities in building. Trendy bistro and convenient store in the adjacent building. Utilities included (heat, water, hydro); portable ACs allowed More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 225 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13715408

    225 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 225 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13715408

    225 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $2,500
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13715408
    Bedrooms:
    2
    Bathrooms:
    1
    Gorgeous & Intimate Madison Avenue Lofts Located In The Prestigious Foothills Of Casa Loma. The Suite Has Lots of Natural Sunlight with Lofty 14 ft Ceilings, Laminate Floors Through-Out, Modern Kitchen w/Quartz Counters, Stainless Steel Appliances, Tile Backsplash, and Extended High Cabinets. The Loft Style Bedroom Is a Private Oasis with Additional Storage Below From a Built-In Wardrobe & Double Closet. The Suite Comes Furnished with a Modern Traditional Design & Furnishings, Upgraded Marble Tile Bath, Enclosed Solarium Filled With Natural Light, and Roller Shades. Spacious Living Area with TV and Entertainment Cabinet. The Upscale Building Gives Off A Calm Vibe and Is Incredibly Well-Maintained w/Amazing Amenities: 24Hr (Friendly) Concierge. Main Floor Gym & Sauna, Party & Movie Room, Meeting Room & Awesome Rooftop Deck w/Seating Overlooking Casa Loma! Bell Fibe Cable TV and High-Speed Internet Is Included. Close To The Annex, Yorkville, George Brown, UofT & A Short Walk To Dupont Subway. More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS

  • 205 77 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13713346

    205 77 Clarendon Avenue Casa Loma Toronto M4V 0B8
    Main Photo: 205 77 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13713346

    205 77 Clarendon Avenue Toronto M4V 0B8 Casa Loma

    $6,350,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13713346
    Bedrooms:
    3
    Bathrooms:
    3
    This is the epitome of timeless quiet elegance. Perched high on the hill at the top of the escarpment, Maison 77 Clarendon is one of the city's finest boutique condominium residences, offering sumptuous details, exceptional amenities, and an enviable sense of privacy. Suite 205 is filled with natural light, with south, west, and north facing exposures. An abundance of windows frame views of the city and park, including the CN Tower. Step off the elevator directly into your private foyer. Designed with large-scale art in mind, the gallery-like entrance leads to a gracious living & dining room featuring white oak herringbone hardwood floors, 10-foot ceilings, and a stunning marble-framed fireplace. Downsview Kitchens has created a true showpiece for those who love to cook and entertain, complete with an oversized breakfast bar ideal for casual morning coffee, conversation, and relaxed dining. A separate family room provides space for a large-format TV and offers direct access to the terrace, extending the living space outside. Two generous bedrooms, each with a decadent spa-like marble ensuite bath and ample closet space. Designed for outdoor living, the terrace is complete with gas and water bibs; perfect for evening barbecues, cocktails, and sunset views. Residents enjoy concierge and valet parking service, along with an impressive collection of amenities including a residents' lounge, bar and dining rooms for group entertaining, a catering kitchen, fully equipped gym and exercise areas, sauna, a swim spa with current pool, and a massage therapy room. Two lockers and two parking spaces are also included. More details
    Listed by HAZELTON REAL ESTATE INC.
    LISTING DETAILS

  • 209 223 St Clair Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13712066

    209 223 St Clair Avenue Casa Loma Toronto M4V 0A5
    Main Photo: 209 223 St Clair Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13712066

    209 223 St Clair Avenue Toronto M4V 0A5 Casa Loma

    $629,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13712066
    Bedrooms:
    2
    Bathrooms:
    1
    Discover Unit 209 At 223 St. Clair West, A Thoughtfully Upgraded 1+Den Suite In The Coveted Zigg Condos, An Intimate Boutique Building Nestled In The Heart Of The Wonderful Forest Hill/St. Clair Neighbourhood. Designed With Both Style And Practicality In Mind, The Suite Showcases Quartz Countertops, Stainless Steel Appliances, An Undermount Sink, And A Custom Oversized Kitchen Island With Seating, Creating The Perfect Space For Cooking, Dining, Or Entertaining. Enjoy Your Own Private Balcony As An Extension Of The Living Space. The Flexible Den Has Been Professionally Customized To Function As A True Second Bedroom, Featuring A Built-In Murphy Bed, Integrated Workspace, Custom Storage, And Closet Organizers. The Primary Bedroom Is Also Enhanced With Custom Closet Organizers, Maximizing Storage And Everyday Functionality. Included Are One Underground Parking Space And One Locker, Conveniently Located Close To One Another. Residents Enjoy A Pet-Friendly Community With A Dedicated Dog Wash Station, Along With Premium Amenities Including A 24-Hour Concierge, Fitness Centre, Guest Suites, And Rooftop Terrace With BBQs And Skyline Views. Ideally Located Just Steps From Shops, Cafes, Restaurants, Parks, And Convenient TTC Streetcar And Subway Access, With Easy Access To The Downtown Core. More details
    Listed by BOSLEY REAL ESTATE LTD.
    LISTING DETAILS

  • 314 380 Macpherson Avenue in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C13705120

    314 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 314 380 Macpherson Avenue in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C13705120

    314 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $3,800
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13705120
    Bedrooms:
    2
    Bathrooms:
    1
    Bright Suite @ The Madison Lofts W/ Beautiful View Including Casa Loma, Open Concept W/ Great Layout, 14 Ft Ceiling 850 Sq Ft W/ Balcony, Large Den Which Can Be Easily Turned Into The Bedroom, Rooftop With Bbqs, Lounging Area And Ample Space To Entertain More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 241 Poplar Plains Street in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C13704414

    241 Poplar Plains Street Casa Loma Toronto M4V 2N8
    Main Photo: 241 Poplar Plains Street in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C13704414

    241 Poplar Plains Street Toronto M4V 2N8 Casa Loma

    $12,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13704414
    Bedrooms:
    4
    Bathrooms:
    4
    Nestled in the prestigious South Hill neighbourhood, this residence offers over 4,200 sq. ft. of beautifully designed living space, perfectly tailored for modern family living. With striking curb appeal, lush landscaping, and a timeless brick and stone exterior, the home immediately conveys elegance and warmth. Inside, thoughtfully designed formal and open-concept spaces create an effortless flow for both everyday living and entertaining. The chef-inspired kitchen with a brand-new large centre island opens into bright, welcoming gathering areas featuring fireplaces, expansive windows, and walk-outs that seamlessly extend the living space outdoors. The home offers generously sized bedrooms designed for privacy and relaxation, while the expansive upper-level retreat with a private terrace provides the perfect setting for a home office, creative studio, or tranquil escape for those working from home. The fully finished walk-out lower level adds exceptional versatility with heated floors, a custom entertainment space, a full bathroom, and extensive space for family movie nights, a home gym, or a comfortable guest suite. Recent upgrades include new windows, premium appliances, modern comfort systems, and professionally designed landscaping and driveway, ensuring both beauty and peace of mind. Ideally located just moments from Toronto's top private schools, including Upper Canada College, Bishop Strachan School, York School, and De La Salle College, as well as nearby parks and transit, this exceptional home offers a rare blend of luxury, convenience, and family-friendly living in one of Toronto's most sought-after communities. More details
    Listed by EXP REALTY
    LISTING DETAILS

  • 54 Rathnelly Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C13693194

    54 Rathnelly Avenue Casa Loma Toronto M4V 2M3
    Main Photo: 54 Rathnelly Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C13693194

    54 Rathnelly Avenue Toronto M4V 2M3 Casa Loma

    $8,995
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13693194
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to 54 Rathnelly Avenue, an exceptionally wide and beautifully & newly renovated semi detached residence offering approximately 3,000 square feet of living space in the coveted Republic of Rathnelly. Thoughtfully modernized while preserving its warmth and character, this sophisticated home delivers remarkable scale, versatility and comfort.Freshly painted throughout, the residence showcases brand new hardwood flooring across the main and third floors. The updated kitchen features refreshed cabinetry, a new sink and faucet, while the enhanced powder room offers a polished contemporary finish. Hardwood flooring and generous windows enhance the sunroom, drawing abundant natural light throughout the home.Elegant principal rooms provide generous proportions for entertaining and everyday living. Each of the four bedrooms is exceptionally spacious, offering comfort, privacy and flexibility for family, guests or a home office. The expansive primary retreat features a walk in closet and abundant storage, and also features a skylight drawing natural light through the home. The functional lower level offers extensive additional storage, a large recreational area, dedicated laundry, a washroom and a wine rack.Professionally landscaped front and rear gardens elevate the home's curb appeal and create a private outdoor sanctuary. Framed by mature greenery, the stone patio provides an idyllic setting for alfresco dining, entertaining and relaxation.Celebrated for its historic streetscapes, close knit community and distinctive identity, the Republic of Rathnelly combines residential tranquility with exceptional urban connectivity. Highly regarded schools, parks and recreation are nearby, along with convenient transit and the celebrated shops, restaurants and cafés of Summerhill, Yonge and St. Clair, Yorkville and the Annex. A rare opportunity to enjoy exceptional space, thoughtful design and elevated living in one of Toronto's most cherished neighbourhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS

  • 322 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13686018

    322 1 Benvenuto Place Casa Loma Toronto M4V 2L1
    Main Photo: 322 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13686018

    322 1 Benvenuto Place Toronto M4V 2L1 Casa Loma

    $2,399,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13686018
    Bedrooms:
    3
    Bathrooms:
    3
    Elegant & Sophisticated living at The Benvenuto, the iconic landmark building perched in the unparalleled South Hill neighbourhood. This west facing corner suite offers over 2000 s.f of regal, impeccably appointed & deeply personal space. An expansive balcony extends the living room space outdoors to enjoy the lush greenery & warm afternoon sunlight. For the avid art collector or academic this well designed floor plan provides an exceptional backdrop for an art collection as well as bookcases abound - including an impressive library-like setting in the primary bedroom and a dedicated office lined with bookshelves. Two impressively large bedrooms, both w/ensuites, with the second bedroom currently serving as an inviting den. Abundant storage throughout complemented by a dedicated laundry room. The functional eat-in kitchen has marble counters, loads of storage & breakfast bar overlooking the dining area with beautifully curated interiors. The Benvenuto is a masterpiece of architect Peter Dickinson. It was reborn and refurbished utilizing the finest luxury finishes to complement the original timeless design with contemporary amenities. Rooftop patio & gym offer spectacular Panoramic City Views. Excellent long term management & financial stability. Home to the celebrated 'Scaramouche' restaurant & Superb services including a full-time 24 hour concierge plus a day porter. 2 parking spaces & Valet parking (8 am-midnight). Guest suite, Visitor parking & dog run. (2 pets under 40lbs) More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 103 160 Balmoral Avenue in Toronto: Yonge-St. Clair Condo for lease (Toronto C02) : MLS®# C13682670

    103 160 Balmoral Avenue Yonge-St. Clair Toronto M4V 1J7
    Main Photo: 103 160 Balmoral Avenue in Toronto: Yonge-St. Clair Condo for lease (Toronto C02) : MLS®# C13682670

    103 160 Balmoral Avenue Toronto M4V 1J7 Yonge-St. Clair

    $1,895
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13682670
    Bedrooms:
    1
    Bathrooms:
    1
    Spacious 1-bedroom suite featuring large windows and beautiful hardwood flooring. Ideally situated in the desirable Avenue Road & St. Clair neighbourhood, with convenient TTC access along Avenue Road and close proximity to subway stations for easy commuting.Enjoy the convenience of being within walking distance of popular restaurants, cafés, and everyday essentials, including Loblaws and Sobeys. The suite also offers quick access to the Bloor/Bay Street shopping district, as well as the Eaton Centre and Yorkdale Shopping Centre.The neighbourhood is surrounded by excellent community amenities, including churches, hospitals, a public library, post office, community centre, and theatres. A variety of public, Catholic, and private schools are also located nearby.A vibrant, well-connected neighbourhood offering the perfect blend of comfort, convenience, and accessibility. See attached floor plan for layout and details. More details
    Listed by EXP REALTY
    LISTING DETAILS
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Data was last updated September 2, 2026 at 12:15 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.