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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  • 1 Edmund Gate in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12685978

    1 Edmund Gate Casa Loma Toronto M4V 2M1
    Main Photo: 1 Edmund Gate in Toronto: Casa Loma House for sale (Toronto C02)  : MLS®# C12685978
    $13,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12685978
    Bedrooms:
    6
    Bathrooms:
    5
    Welcome to 1 Edmund Gate, a once in a lifetime opportunity to acquire a landmark estate in Toronto's coveted Casa Loma enclave. This extraordinary 1.12-acre property offers an unparalleled combination of history, privacy, and prestige. Tucked away on a secluded street,yet moments from the heart of the city, this estate evokes the elegance of a bygone era. A sweeping, lush garden provides a rare sanctuary, creating a sense of escape and tranquility rarely found in Toronto. The stately residence spans more than 6,500 square feet and awaits your vision to reimagine and restore its grandeur. Whether preserving its classic charm or transforming it into a contemporary masterpiece, the possibilities are truly endless. A separate coach house and a private, enclosed indoor pool further enhance the potential of this remarkable property. 1 Edmund Gate presents a singular chance to craft a bespoke estate of enduring significance in one of Toronto's most prestigious neighbourhoods. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 603 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12686980

    603 1 Benvenuto Place Casa Loma Toronto M4V 2L1
    Main Photo: 603 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12686980
    $6,900
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12686980
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 1 Benvenuto Place-an exceptional rental opportunity in one of Toronto's most coveted residential enclaves. This beautifully appointed 2-bedroom, 2-bath suite offers a rare combination of space and comfort, featuring a separate family room, sun-filled south exposure, and stunning city views. Step out to a large balcony-ideal for morning coffee, entertaining, or simply taking in the skyline. Perfectly positioned just steps to the TTC, top schools, and the best of the neighbourhood, with Scaramouche Restaurant at your doorstep. Enjoy the ease of 24-hour concierge service and impressive building amenities, all within a quiet, upscale setting moments from Yorkville and the core. Includes two parking spaces and a locker-an outstanding value in this location. Valet and visitor parking available on site. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 36 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12674032

    36 Russell Hill Road Casa Loma Toronto M4V 2T2
    Main Photo: 36 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02)  : MLS®# C12674032
    $9,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12674032
    Bedrooms:
    6
    Bathrooms:
    4
    Beautiful 5 + 1 bedroom house situated on a prestigious street in South Hill, on A Large Sequestered Lot In A Quiet Enclave in one Of Toronto's Most Distinctive Neighborhoods. Walking Trails. Enjoy access to some of the city's best private and public schools. Close access to the shops and restaurants of both Yorkville and the Forest Hill Village. Close to walking trails. More details
    Listed by KELLER WILLIAMS PORTFOLIO REALTY
  • 493 Davenport Road in Toronto: Casa Loma Commercial for lease (Toronto C02) : MLS®# C12673336

    493 Davenport Road Casa Loma Toronto M4V 1B7
    Main Photo: 493 Davenport Road in Toronto: Casa Loma Commercial for lease (Toronto C02)  : MLS®# C12673336
    $3,950 /Net Lease
    Commercial
    Status:
    For Lease
    MLS® Num:
    C12673336
    Major Bus.:
    Service Related
    Total Area:
    1,100 sq. ft.
    Office/Professional/Showroom/Workshop space in a unique standalone building located in the heart of Casa Loma / South Hill area, with 3 car parking. Superb Access Auto/Foot/Transit and excellent proximity to Yorkville/Bloor/St. Clair areas. Full ground floor level of mixed-use Building on Davenport. Natural light from Large Windows & Doors. Hardwood throughout, Open Ceiling, and Spacious Rear with Back Doors. The Rear Outdoor area could be a sitting area. Current use is a condo sales office. Zoning permits uses that are Office/Showroom/Workshop. List is Net Rent Portion/ Month. Realty Taxes, Insurance & Maintenance extra. More details
    Listed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.
  • 512 377 Madison Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02) : MLS®# C12670318

    512 377 Madison Avenue Annex Toronto M4V 2W7
    Main Photo: 512 377 Madison Avenue in Toronto: Annex Condo Apartment for lease (Toronto C02)  : MLS®# C12670318
    $3,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12670318
    Bedrooms:
    2
    Bathrooms:
    2
    Boutique Condo At The Foot Of Casa Loma, 3 Mins Steps To Dupont Subway Station, 2 Mins Steps To George Brown Casa Loma Campus, 2 Stops By Subway To U.Of T St George Campus. Two Bedrooms, Two Washrooms With One Parking, Beautiful Quality Finishes, Wood Floors Through-Out. Featuring A Modern Kitchen W/ Integrated S/S Appliances More details
    Listed by AIMHOME REALTY INC.
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  • 506 78 Warren Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12668946

    506 78 Warren Road Casa Loma Toronto M4V 2R6
    Main Photo: 506 78 Warren Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12668946
    $1,850
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12668946
    Bathrooms:
    1
    Charming Studio Unit, Separate Kitchen in Central Toronto Location Close To All Amenities. Near Shops, Parks & Transit, Steps To St Clair Streetcar & Subway, Near Upper Canada college & Bishop Strachan School . Very Well-Maintained Building In Forest Hill/Casa Loma Area. More details
    Listed by GOLDENWAY REAL ESTATE LTD.
  • 1701 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12661482

    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®# C12661482
    $5,295,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12661482
    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.
  • 317 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12663286

    317 223 St Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 317 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12663286
    $4,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12663286
    Bedrooms:
    3
    Bathrooms:
    2
    Rare Forest Hill Luxury 2+1 Corner Suite in a quiet, boutique condo. Sun-filled and pristine with $65K in upgrades, 9' ceilings, floor-to-ceiling windows, 6" wide-plank flooring, and marble entrance. Open-concept layout with natural stone countertops, glass backsplash, built-in Miele appliances, designer window coverings, California Closets, and the large enclosed den with French aluminum door is like a 3rd bedroom! Includes 1 parking and 2 lockers. Enjoy a 360 rooftop terrace with BBQ, lounge and bar, plus party room, media room, guest suite, visitor parking, and 24-hr concierge. Steps to streetcar, Walking distance to parks, grocery stores, top schools,and much more.. That's a great opportunity to live in the most desired neighborhood close to downtown. More details
    Listed by RE/MAX ABOUTOWNE REALTY CORP.
  • 78 Warren Road W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12664206

    78 Warren Road W Casa Loma Toronto M4V 2R6
    Main Photo: 78 Warren Road W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12664206
    $2,300
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12664206
    Bedrooms:
    1
    Bathrooms:
    1
    Forest Hill Boutique Building at its Best! Beautiful & Large Corner Unit Apartment with 1 Bedroom, 1 large Washroom, Parking and Balcony. Lots and Lots of Space! Custom White Kitchen W/Built-in cupboards, SS Appliances, Large Bedroom, 4 Pieces Bath, Laminate Floors & A/C. Steps away To Subway, St Clair TTC, Forest Hill Village and Winston Churchill Park! On Site Laundry Facilities, Parking and Locker. More details
    Listed by REAL BROKER ONTARIO LTD.
  • 706 78 Warren Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12660956

    706 78 Warren Road Casa Loma Toronto M4V 2R6
    Main Photo: 706 78 Warren Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02)  : MLS®# C12660956
    $275,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12660956
    Bathrooms:
    1
    Phenomenal value! ***Low maintenance fees include the property taxes!*** Nestled in one of Toronto's most sought-after neighbourhoods, this cozy top-floor bachelor condo offers a fantastic opportunity in the elegant South Hill community. Ideal as a starter home or a perfect pied-a-terre, this suite features a functional layout, hardwood floor, and a large window that brings in natural light. While the unit is in need of some cosmetic updating, it presents a great canvas for personalization and value-add potential. Enjoy the convenience and walkability of being steps to Forest Hill Village, Casa Loma, TTC, parks, shops, and cafes all while living in a well-maintained, quiet building surrounded by mature trees and stately homes. Don't miss this opportunity to create your own stylish retreat in one of the city's most desirable pockets. Onsite superintendent & laundry in building. 1 locker included. Parking may be available for rent. Note, this is a SMOKE-FREE building. *Some images have been virtually staged to demonstrate potential furniture layout. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 119 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12658184

    119 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 119 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12658184
    $2,695
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12658184
    Bedrooms:
    1
    Bathrooms:
    1
    SAVE MONEY! | UP TO 2 MONTHS FREE | one month free rent on a 12-month lease or 2 months on 18 month lease |* SPACIOUS 1-BEDROOM APARTMENT in Forest Hill at Two Clarendon Avenue, a distinguished heritage building meticulously restored to blend 1920s grandeur with modern luxury. Perfect for busy professionals or students, each suite features exquisite wood floors, granite countertops, and elegantly redesigned bathrooms with updated plumbing, electrical, and heating systems. The preserved heritage lobby and thoughtfully modernized common spaces create a seamless balance of tradition and contemporary comfort. Parking is available underground ($300/month) or outdoor ($250/month), and lockers are $60/month. Enjoy the perfect combination of timeless elegance, modern convenience, and a prime Forest Hill location. More details
    Listed by CITY REALTY POINT
  • 107 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12658192

    107 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 107 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12658192
    $2,395
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12658192
    Bathrooms:
    1
    SAVE MONEY! | UP TO 2 MONTHS FREE | one month free rent on a 12-month lease or 2 months on 18 month lease |* SPACIOUS STUDIO APARTMENT in Forest Hill at Two Clarendon Avenue, a distinguished heritage building meticulously restored to blend 1920s grandeur with modern luxury. Perfect for busy professionals or students, each suite features exquisite wood floors, granite countertops, and elegantly redesigned bathrooms with updated plumbing, electrical, and heating systems. The preserved heritage lobby and thoughtfully modernized common spaces create a seamless balance of tradition and contemporary comfort. Parking is available underground ($300/month) or outdoor ($250/month), and lockers are $60/month. Enjoy the perfect combination of timeless elegance, modern convenience, and a prime Forest Hill location. More details
    Listed by CITY REALTY POINT
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Data was last updated January 13, 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.