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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  • 301 1 Clarendon Avenue in Toronto: Annex Condo for lease (Toronto C02) : MLS®# C8107316

    301 1 Clarendon Avenue Annex Toronto M4V 1H8
    Main Photo: 301 1 Clarendon Avenue in Toronto: Annex Condo for lease (Toronto C02)  : MLS®# C8107316
    $5,580
    Condo
    Status:
    For Lease
    MLS® Num:
    C8107316
    Bedrooms:
    3
    Bathrooms:
    2
    Grand 2280 Sq. Ft. Apartment With Incredible Architectural Detailing Of The Claridge Apartments Built In 1927.There's Loads Of Space Here To Live & Play! Picture This - Newly Renovated With Really High Ceilings, Lots Of Windows, Wood-Burning Fireplace, Parquet Flooring & Stainless Steel Appliances. Exceptionally Large Dining And Living Rooms For Your Entertainment Enjoyment. Grand 3 Bedroom With Long Gracious Foyer & Galley Hall. Vibrant & Trendy Neighbourhood! More details
    Listed by SUSAN R. BANDLER, Salesperson of CHESTNUT PARK REAL ESTATE LIMITED
  • 305 377 Madison Avenue in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C8094620

    305 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 305 377 Madison Avenue in Toronto: Casa Loma Condo for lease (Toronto C02)  : MLS®# C8094620
    $2,350
    Condo
    Status:
    For Lease
    MLS® Num:
    C8094620
    Bedrooms:
    1
    Bathrooms:
    1
    Nestled in the central and vibrant Dupont & Spadina neighborhood, this South Hill Madison unit offers a gorgeous living experience. The open-concept living/dining room is a highlight, with a tranquil courtyard view and a walk-out to a spacious balcony. The modern kitchen boasts integrated appliances, creating a seamless and stylish aesthetic. The bedroom is generously sized, featuring a double closet and another walk-out to the balcony, providing a perfect retreat. Additional convenience is found in the laundry closet with ample storage. The rental package includes the added perk of one parking spot, ensuring both comfort and accessibility in this sophisticated urban dwelling. More details
    Listed by SUNDEEP BAHL, Salesperson and NEVE DOWEY, Salesperson of RE/MAX PLUS CITY TEAM INC.
  • 811 223 St. Clair Avenue W in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C8094750

    811 223 St. Clair Avenue W Casa Loma Toronto M4A 0A5
    Main Photo: 811 223 St. Clair Avenue W in Toronto: Casa Loma Condo for lease (Toronto C02)  : MLS®# C8094750
    $3,900
    Condo
    Status:
    For Lease
    MLS® Num:
    C8094750
    Bedrooms:
    3
    Bathrooms:
    2
    Apro 5 Years 2 Bedroom + Den 969 Sq. Ft. Plus A Beautiful North Facing Balcony 65 Sq. Ft! The Zigg Condo Is Located In Forest Hill With Access To Ttc, Shopping, Restaurants, Walk To The Village And Yonge & St. Clair. Great Building Amenities, Concierge, Roof Top Terrace W/ Bbq, Fitness Ctr, Billiards Room, Pet Washing Station, 9' Ceilings, Contemporary Guest Wi-Fi Upscale Finishes. Expansive Floor-Ro-Ceiling Energy Efficient Windows. More details
    Listed by WEN ZHENG, Broker of IPRO REALTY LTD.
  • 404 223 St. Clair Avenue W in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C8095180

    404 223 St. Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 404 223 St. Clair Avenue W in Toronto: Casa Loma Condo for lease (Toronto C02)  : MLS®# C8095180
    $2,680
    Condo
    Status:
    For Lease
    MLS® Num:
    C8095180
    Bedrooms:
    2
    Bathrooms:
    1
    Date Available: April 1, 2024This 1+1 Bed Suite is located in the prestigious Yonge & St. Clair Area on the south side of FOREST HILL neighborhood. Terrific location and close to parks/ravines, and shopping, streetcar at doorsteps and minutes to subway. Building amenities include: A spectacular 360 Panoramic Rooftop terrace with a breath taking view, BBQ, Lounge and Full Kitchen, Party Room, Pool Table, Media Room, Guest Room, Bike Storage, Gym, Pet Spa, Visitor Parking and 24Hrs Concierge. Storage is included. Parking is not including. This condo apt home is currently for rent. It has 1 Bed, 1 Den with Front Sliding Doors, 1 Bathroom, open concept kitchen w/ss appl, spacious Living/Dining and Balcony. More details
    Listed by ICI SOURCE REAL ASSET SERVICES INC.
  • 223 377 Madison Avenue in Toronto: Casa Loma Condo for sale (Toronto C02) : MLS®# C8091744

    223 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 223 377 Madison Avenue in Toronto: Casa Loma Condo for sale (Toronto C02)  : MLS®# C8091744
    $449,900
    Condo
    Status:
    Active
    MLS® Num:
    C8091744
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To Boutique Living At South Hill On Madison. Nestled In The Casa Loma Area, This Jr 1 Bedroom Features A Functional Layout, Smooth Ceilings, Laminate Flooring, And An Isolated Bedroom. Bright And Charming With A Modern Kitchen With Lots Of Counter Space, Backsplash, Quartz Countertops, And Under-Mounted Sink. Conveniently Accessible To Everything - Dupont Station, Nature, Casa Loma, University of Toronto, George Brown College, Forest Hill, Annex, Yorkville, Lcbo, Shops, Cafes And More! First-Time Buyers And Investors Need To Look No Further With Very Low Maintenance Fees And Property Taxes! Amenities Include Gym, Yoga Studio, Pet Spa, 24 Hr Concierge. Don't Miss Out, Treat Yourself!! More details
    Listed by MICHAEL YAT, Broker of RE/MAX EXPERTS
  • 607 155 St Clair Avenue W in Toronto: Casa Loma Condo for sale (Toronto C02) : MLS®# C8089884

    607 155 St Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 607 155 St Clair Avenue W in Toronto: Casa Loma Condo for sale (Toronto C02)  : MLS®# C8089884
    $3,495,000
    Condo
    Status:
    Active
    MLS® Num:
    C8089884
    Bedrooms:
    2
    Bathrooms:
    3
    Outstanding corner suite - spacious & bright ranch style bungalow feel. 2 bedrooms plus a den. Multiple walkouts to balcony. Fabulous foyer with double closet. Marble backsplash in the kitchen with Caesarstone counters, island and breakfast bar. 3 washrooms includes a powder room. Gas hook up for bbq on balcony. Wood floors are high end engineered. Solid wood doors. Large primary bedroom: 6 piece marble ensuite, double closet & walk-in closet. Unobstructed views! State of the art gym with spa. Proximity to all! Amazing midtown location! Must see to appreciate. More details
    Listed by LYNNE MEREDITH ELKIND, Salesperson of CHESTNUT PARK REAL ESTATE LIMITED
  • 703 223 St Clair Avenue W in Toronto: Casa Loma Condo for sale (Toronto C02) : MLS®# C8088940

    703 223 St Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 703 223 St Clair Avenue W in Toronto: Casa Loma Condo for sale (Toronto C02)  : MLS®# C8088940
    $1,099,000
    Condo
    Status:
    Active
    MLS® Num:
    C8088940
    Bedrooms:
    3
    Bathrooms:
    2
    Unique Opportunity To Own This Beautiful, Pristine "Like-New: Corner Suite**Never Tenanted and Rarely Occupied By Owner**Stunning Unobstructed City and Landscape Views**Spacious and Elegantly Appointed Principal Rooms with 9' Ceilings**Floor-To-Ceiling Windows Flood Unit with Natural Light**Well Managed Building Offers a Host of Amenities Including a Lush Roof Top Garden, Visitor Parking & Guest Suites** Steps To Top Rated Schools, Forest Hill Village, Parks, Restaurants, Shopping. TTC at Doorstep More details
    Listed by LORRAINE IEN, Salesperson of ROYAL LEPAGE TERREQUITY REALTY
  • 505 Davenport Road in Toronto: Casa Loma Property for sale (Toronto C02) : MLS®# C8077924

    505 Davenport Road Casa Loma Toronto M4V 1B8
    Main Photo: 505 Davenport Road in Toronto: Casa Loma Property for sale (Toronto C02)  : MLS®# C8077924
    $1,299,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C8077924
    Major Bus.:
    Professional Office
    Total Area:
    1,226 sq. ft.
    Two Storey Brick Aluminum, Work/Live Opportunity! Steps away from Casa Loma, George Brown College and Yorkville. Full Unfinished Basement More details
    Listed by ALLY COMMERCIAL R.E. INC.
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  • 501 Davenport Road in Toronto: Casa Loma Property for sale (Toronto C02) : MLS®# C8078000

    501 Davenport Road Casa Loma Toronto M4V 1B8
    Main Photo: 501 Davenport Road in Toronto: Casa Loma Property for sale (Toronto C02)  : MLS®# C8078000
    $3,399,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C8078000
    Major Bus.:
    Retail Store Related
    Total Area:
    2,126 sq. ft.
    Luxurious Corner Property, Fully Renovated with care and the finest craftsmanship, Steps to one of the most prestigious landmarks in the City, Outstanding restaurant equipment. Additional 1,050 space available in lower level More details
    Listed by ALLY COMMERCIAL R.E. INC.
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  • 3rd 8 Glen Edyth Drive in Toronto: Casa Loma House (2 1/2 Storey) for lease (Toronto C02) : MLS®# C8079800

    3rd 8 Glen Edyth Drive Casa Loma Toronto M4V 2V7
    Main Photo: 3rd 8 Glen Edyth Drive in Toronto: Casa Loma House (2 1/2 Storey) for lease (Toronto C02)  : MLS®# C8079800
    $2,800
    Freehold
    Status:
    For Lease
    MLS® Num:
    C8079800
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to 8 Glen Edyth Dr #Upper, a beautifully designed 1 bedroom plus den, 1 bathroom unit boasting approximately 1036 sq ft of living space. This unit features a stunning walk-out balcony, modern stainless steel kitchen appliances, sleek laminate floors, and ceiling pot lights for a contemporary feel. The bedroom is a true retreat with a skylight and a spacious walk-in closet. Enjoy the convenience of ensuite laundry and a large, functional floor plan. Located in a desirable area, you're just steps away from top-notch amenities, including restaurants, subway access, the iconic Casa Loma, and tranquil parks and ravines. More details
    Listed by KENNETH YIM, Broker of Record of KELLER WILLIAMS REFERRED URBAN REALTY
  • 17 Ardwold Gate in Toronto: Casa Loma House (3-Storey) for sale (Toronto C02) : MLS®# C8079744

    17 Ardwold Gate Casa Loma Toronto M5R 2W1
    Main Photo: 17 Ardwold Gate in Toronto: Casa Loma House (3-Storey) for sale (Toronto C02)  : MLS®# C8079744
    $34,500,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8079744
    Bedrooms:
    8
    Bathrooms:
    11
    For The Bespoke Buyer. Not Only Architecturally Significant But Arguably One Of The Most Spectacular Estates In Toronto. Discretely Nestled At Cul-De-Sacs End Well Perched Above The City Skyline Offering Breathtaking Views At Every Turn. Only A Short Walk To The Historical Casa Loma Landmark, Sir Winston Churchill Park & All Other Amenities. The Most Exquisite Luxury Appointments Boasting State Of The Art Innovation & Technology. Offering Over 15,200sf Of Living Area Of Meticulously Designed & Crafted By Its Owner. Eleven Car Interior Parking, Complete W/Its Very Own Turntable & Car Wash. Soaring 12ft Ceilings On Main. Chef Inspired Kit, Walk-In Fridge & Spacious Butlers Pantry. Sprawling Prim Retreat W/Most Impressive Sitting Area & Opulent 8-Pc Marble Bath Fit For Royalty. All Family Bedrms W/ Ensuites. Elev. 3rd Flr Grandeur W/State Of The Art Gym/Spa Complete W/Dry/Wet Sauna W/Terrace & Hot Tub. Awe-Inspiring L/Lv. Features Cinematic Home Theatre, Kidzone Playrm, Catering Kit, More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
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  • 45 Poplar Plains Crescent in Toronto: Casa Loma House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C8078918

    45 Poplar Plains Crescent Casa Loma Toronto M4V 1E9
    Main Photo: 45 Poplar Plains Crescent in Toronto: Casa Loma House (2 1/2 Storey) for sale (Toronto C02)  : MLS®# C8078918
    $2,750,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8078918
    Bedrooms:
    4
    Bathrooms:
    3
    Situated On Poplar Plains Crescent, This Stunning 4 Bedroom, 3 Bath Home Sits On The Southern Side Of A Special Street. The Kitchen Features Top-Of-The-Line Appliances, Including Direct Access To The Dining Room With A Walk-Out To The Deck. A Sprawling Living Room With A Wood Burning Fireplace Provides A Cozy Space For Entertaining. Outside, Enjoy The Silence Of This Tucked In Home Surrounded By Trees, With An Oversized Garage For An Suv, Plus Front Pad Legal Pkg. An Ideal Location Just Minutes From Yorkville & Summerhill. *Shows 10+* Brown Jr. Ps. *Wide Mutual Drive* Home Inspection Report Available* More details
    Listed by MARCI COOK, Salesperson and CATHY GILDA KWINTER, Salesperson of FOREST HILL REAL ESTATE INC.
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Data was last updated March 2, 2024 at 11:55 AM (UTC)