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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  • Main 6 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12319089

    Main 6 Poplar Plains Crescent Casa Loma Toronto M4V 1E8
    Main Photo: Main 6 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12319089

    Main 6 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $2,795
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12319089
    Bedrooms:
    3
    Bathrooms:
    2
    Available Immediately. Spacious 3- Bedroom, 2-Bath (3Pc & 4Pc) Apartment In Rathnelly. Main Floor Of A Charming Red Brick House, This Apartment Features Ensuite Laundry & Separate Living/Dining Room. Tenants Have Access To A Shared Backyard Patio For Warm Weather Entertaining. Great Location Close To Everything - Streetcar, Bus, Summerhill Subway Station, Yorkville & St Clair Ave Restaurants, Cafes, Shops, Entertainment And Nightlife. Photos used from previous listing. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 308 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12321119

    308 394 Avenue Road Casa Loma Toronto M4V 2H4
    Main Photo: 308 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12321119

    308 394 Avenue Road Toronto M4V 2H4 Casa Loma

    $2,695
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12321119
    Bedrooms:
    2
    Bathrooms:
    1
    ***One month free rent*** 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. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 425 398 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12318998

    425 398 Avenue Road Casa Loma Toronto M4V 2H5
    Main Photo: 425 398 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12318998

    425 398 Avenue Road Toronto M4V 2H5 Casa Loma

    $1,795
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12318998
    Bathrooms:
    1
    ***One month free rent*** 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. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 304 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12319006

    304 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 304 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12319006

    304 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,450
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12319006
    Bathrooms:
    1
    ***ONE MONTH FREE RENT*** 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 the 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 109 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12319010

    109 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 109 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12319010

    109 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12319010
    Bedrooms:
    1
    Bathrooms:
    1
    ***ONE MONTH FREE RENT*** 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 the 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 614 223 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12318676

    614 223 St. Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 614 223 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12318676

    614 223 St. Clair Avenue W Toronto M4V 0A5 Casa Loma

    $978,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12318676
    Bedrooms:
    3
    Bathrooms:
    2
    This is the luxury space you've envisioned living in, where timeless elegance meets contemporary design in the heart of Toronto's historic Casa Loma neighbourhood. This impeccably upgraded, rarely available south-and-east-facing 2-bedroom + den, 2-bathroom sun-infused corner residence at the distinguished boutique Zigg Condos offers 908 square feet of refined interior space, complemented by a 102 sq ft balcony - capturing the city's panoramic skyline, serene treetop views, and glorious sunrises. A thoughtfully designed open-concept layout and desirable split-bedroom plan feature floor-to-ceiling windows, new wide-plank flooring, and a sleek, modern kitchen with integrated Sub-Zero and Blomberg appliances, natural stone countertops, and upscale cabinetry. The spacious living and dining areas flow seamlessly to the balcony, featuring upgraded outdoor flooring, creating a bright and sophisticated space ideal for entertaining or relaxing. The primary suite can accommodate a king-size bed, with ample closet space and a spa-inspired ensuite. A second bedroom and enclosed den offer versatility for guests or a beautifully designed home office. One parking space and one locker are included, offering both convenience and added value. Zigg Condos offers a boutique lifestyle with premium amenities, including a 24-hour concierge, a fully equipped fitness centre, a rooftop terrace with BBQs and skyline views, a stylish party/meeting room, and visitor parking. Ideally located just south of Forest Hill Village, steps to St. Clair West subway, top-rated schools, grocers, parks, ravines, and some of Toronto's most cherished restaurants, cafés, and boutiques. This is not simply a place to call home - it's an elevated urban experience in one of the city's most exclusive, high-demand, and low-turnover buildings in one of the most coveted neighbourhoods. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 1422 111 St Clair Avenue W in Toronto: Yonge-St. Clair Condo Apartment for sale (Toronto C02) : MLS®# C12317413

    1422 111 St Clair Avenue W Yonge-St. Clair Toronto M4V 1B5
    Main Photo: 1422 111 St Clair Avenue W in Toronto: Yonge-St. Clair Condo Apartment for sale (Toronto C02) : MLS®# C12317413

    1422 111 St Clair Avenue W Toronto M4V 1B5 Yonge-St. Clair

    $579,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12317413
    Bedrooms:
    2
    Bathrooms:
    1
    Perched above the treetops of Deer Park with clear and unobstructed views, this one bedroom plus den condo in the Imperial Plaza has the most inspiring vistas to capture year round. The suite encompasses 650 square feet of interior space with a large king-sized bedroom and tandem den or secondary bedroom option. The primary bedroom has two closets and a large sliding door quickly connect to the combined living, dining and kitchen space at the crest of the unit. The kitchen offers integrated and stainless steel appliances, quartz countertops and an array of storage options. The combined living and dining rooms are illuminated by the two oversized windows that look north to the city limits, endlessly capturing your imagination and interest. The +1 space is large and can be utilized as you see fit. Currently it is set up as a second bedroom with a niche for a home office space, and connects immediately to the four-piece ensuite and laundry. The amenities in this building leave you wanting for nothing. Last minute dinners are made easy with the Longo's in the lobby and LCBO right beside it! Rise early and enjoy the 40,000 square foot amenities in the building with a state of the art gym facility, indoor pool, golf simulator, cardio rooms, golf simulator, squash courts, movie room, meeting rooms, and more! Finish your workout and grab a Starbucks in the lobby before walking five minutes to the subway and shuttling downtown in minutes. Imperial Plaza has created a convenient whole life experience in this iconic commercial structure. Come and live it yourself! More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
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  • 390 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12314587

    390 Davenport Road Casa Loma Toronto M4V 1B4
    Main Photo: 390 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12314587

    390 Davenport Road Toronto M4V 1B4 Casa Loma

    $1,899,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12314587
    Bedrooms:
    6
    Bathrooms:
    6
    ***Fantastic Investment Opportunity Awaits*** Located In Toronto`s Prestigious Casa Loma Neighbourhood, This Rare Multiplex Offers A Compelling Blend Of Character, Functionality, And Investment Potential. Fully Self-Contained, Each Of The Four Units Has Its Own Unique Appeal - Two Spacious 2-Bedroom, 2-Bathroom Suites Designed For Comfortable Living, A Well-Appointed 1-Bedroom, 1-Bathroom Unit Ideal For Professionals Or Couples, And A Cozy Studio Perfect For Short-Term Rentals Or Supplementary Income. The Property Includes A Double Car Garage And A Stunning Private Patio Off The Upper Unit, Perfect For Enjoying Morning Coffee Or Evening Gatherings With Friends. A Fully Fenced Yard Enhances The Sense Of Privacy And Serenity, Rare For Such A Central Location. Modern Touches And Thoughtful Renovations Have Been Completed Over The Years, Maintaining The Integrity Of The Structure While Improving Daily Livability. Each Unit Is Separately Metered For Hydro, Simplifying Management And Tenant Responsibility. Just Steps From The Iconic Casa Loma Castle, Transit Access, Top-Rated Schools, And Vibrant Local Amenities, This Property Offers More Than Just Rental Income - It`s An Opportunity To Own A Piece Of Toronto`s Architectural Legacy While Maximizing Flexibility And Long-Term Returns. More details
    Listed by ROYAL LEPAGE YOUR COMMUNITY REALTY
    LISTING DETAILS

  • 319 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12315916

    319 396 Avenue Road Casa Loma Toronto M4V 2H5
    Main Photo: 319 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12315916

    319 396 Avenue Road Toronto M4V 2H5 Casa Loma

    $1,795
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12315916
    Bathrooms:
    1
    ***One month free rent*** 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. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 704 78 Warren Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12316243

    704 78 Warren Road Casa Loma Toronto M4V 2R6
    Main Photo: 704 78 Warren Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12316243

    704 78 Warren Road Toronto M4V 2R6 Casa Loma

    $2,300
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12316243
    Bedrooms:
    1
    Bathrooms:
    1
    Enjoy Living in this Beautiful, Bright, Open Concept, Large 1 Bedroom Corner Suite W/Balcony. Enjoy Penthouse Views In this Quiet Boutique Building. Custom White KitchenW/Builtin Appliances/Oversized Island, 4 Piece Bath, Builtins In Bedroom w/Double Closet,Laminate Floors throughout, Ductless A/C. Heat, Water and Locker Included in Lease. On SiteLaundry Facilities. Hydro Utility Extra. Just Steps to Clair Street Car or Short Walk to Yonge or Spadina Subway Stations. Easy Access to Downtown, U of T , ROM, Walking Trails, Parks,Local Shopping, Loblaws and Forest Hill Village Shops. Sir Winston Churchill Park, Tennis Courts & Jogging Trails Just a Very Short Walk Away! More details
    Listed by EXP REALTY
    LISTING DETAILS

  • 709 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12311851

    709 223 St Clair Avenue W Casa Loma Toronto M4V 1R3
    Main Photo: 709 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12311851

    709 223 St Clair Avenue W Toronto M4V 1R3 Casa Loma

    $2,400
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12311851
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to 223 St Clair Ave #709 - A Contemporary 1 Bedroom Plus Den Executive Suite Perfect For Those Looking For Luxury Condo Living In Boutique Building Nestled In Forest Hill. Exceptional Location and Beautifully Maintained, This Suite Features 557 Sq Ft Of Modern Open Concept Living Space And A Large 98 Sq Ft Terrace . Combined Living / Dining Room Filled With Natural Light From Floor To Ceiling Windows With Walk-Out To A Spacious Terrace, Looking North Over the City With Unobstructed, Peaceful View. The Chef's Kitchen Features Sleek Built-In Appliances And Breakfast Bar. Large Primary Bedroom Comes Complete With 4pc Semi-Ensuite Bath, Built-in Storage and Murphy Bed. Bonus Den Space For A Work-From-Home Office. World Class Building Amenities Include Guest Suites, Roof Top Garden, Concierge, Gym and More. More details
    Listed by PROPERTY.CA INC.
    LISTING DETAILS

  • 1701 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12310720

    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 sale (Toronto C02) : MLS®# C12310720

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

    $5,450,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12310720
    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, Car Wash, Etc. Minutes To Yorkville, Forest Hill And Yonge & St Clair. 2 Parking Spots Included, Endless List Of High End Upgrades. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
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Data was last updated August 3, 2025 at 05:15 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.