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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  • Upper 8 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12585380

    Upper 8 Poplar Plains Crescent Casa Loma Toronto M4V 1E8
    Main Photo: Upper 8 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12585380

    Upper 8 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $3,975
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12585380
    Bedrooms:
    3
    Bathrooms:
    2
    Spacious, 2nd Level 3 Bedroom +2 Bath Unit. Newer Flooring, Bathrooms (Complete With Heated Flooring In Primary Bath), Updated Kitchen, And So Much More. High Ceilings Throughout, Large Living Room & Dining Room And 3 Large Bedrooms, Laundry In House, Primary Bedroom With Ensuite. Direct Access To A Covered Deck. Plenty Of Storage. Very Private Setting Backing Into Ravine. Located In The Prestigious And Serene South Hill Neighbourhood. Steps From Yorkville, Great Walking Trails, Amazing Schools, Minutes To Downtown. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 173 Balmoral Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12584368

    173 Balmoral Avenue Casa Loma Toronto M4V 1J8
    Main Photo: 173 Balmoral Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12584368

    173 Balmoral Avenue Toronto M4V 1J8 Casa Loma

    $13,500
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12584368
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to this one of a kind beautifully maintained classic home in precious south Hill. This exceptional residence blends timeless character with modern comfort, offering the perfect balance of elegance and everyday enjoyment. With its classic side door entrance, the main floor foyer leads into spacious formal principal rooms, a gourmet kitchen, family room with seamless access through handsome French Doors to a spectacular garden patio. Whether hosting guests or enjoying a quiet moments outdoors this home is truly exceptional. 4 levels of comfortable Living space including an inviting spacious principle suite on the 2nd level with home office and an amazing exercise room (gym) located on the same level, with additional electric baseboard heaters for added comfort. An ideal family home complete with a Four Car parking with a heated driveway. Tenant to pay all utilities, including hot water rental, snow removal, and gardening. Tenant is responsible to maintain and pay for monitoring of security and fire alarms on the property. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 426 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12581262

    426 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 426 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12581262

    426 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,400
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12581262
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome Home To High End And Boutique Urban Living At South Hill On Madison. Contemporary AndWell Maintained Building Walking Distance To Yorkville And Casa Loma. Sw Facing Suite WithAmazing Layout. Open Concept Living Area With Modern High End Finishes. An Impeccable Place ToCall Home And A Neighbourhood That Will Wow You! More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 402 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12570340

    402 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 402 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12570340

    402 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $8,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12570340
    Bedrooms:
    2
    Bathrooms:
    3
    LUXURY 1656 Sq ft 2 Bedrooms 3 Bathrooms apartment in Forest Hill - **Two Clarendon Avenue** stands as a beacon of refined luxury in the heart of Forest Hill, Toronto's most prestigious enclave. Perfect for busy professional or student. This distinguished heritage building, dating back to the 1920s, has been meticulously restored and modernized, marrying historical grandeur with contemporary opulence. Each suite exudes sophistication, featuring exquisite wood floors and stunning granite countertops. The bathrooms, redesigned with elegance in mind, boast the latest fixtures and fittings, complemented by completely updated plumbing, electrical, and heating systems. The heritage lobby has been preserved, maintaining its original charm, while the newly added common spaces reflect a seamless blend of tradition and modernity. A Legacy of Luxury Living. Two Clarendon Avenue is more than just a residence; it is a sanctuary of timeless elegance and modern convenience. Every detail has been meticulously curated to provide an unparalleled living experience in one of the city's most coveted locations. Embrace the legacy and live in the epitome of luxury at Two Clarendon Avenue. Parking and locker available for additional monthly fee of $300 underground and $250 Outdoor, locker $60 per month More details
    Listed by CITY REALTY POINT
    LISTING DETAILS

  • 306 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12565736

    306 1 Benvenuto Place Casa Loma Toronto M4V 2L1
    Main Photo: 306 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12565736

    306 1 Benvenuto Place Toronto M4V 2L1 Casa Loma

    $1,495,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12565736
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to the Benvenuto - Rarely offered 2 bed, 2 bath suite with over 1100 sq ft of modern living space. Generously sized Rooms, great layout, N facing with tons of Natural Light! Fabulous finishes to excite the most discerning buyers! Located on a private hilltop, amenities include 24 hour concierge, valet, rooftop gym, and guest suite. Includes 1 parking space & 1 locker. Own a piece of Toronto's most prestigious Real estate at this Heritage Landmark Building. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 511 Davenport Road in Toronto: Casa Loma Commercial for sale (Toronto C02) : MLS®# C12550072

    511 Davenport Road Casa Loma Toronto M4V 1B8
    Main Photo: 511 Davenport Road in Toronto: Casa Loma Commercial for sale (Toronto C02) : MLS®# C12550072

    511 Davenport Road Toronto M4V 1B8 Casa Loma

    $1,149,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C12550072
    Major Bus.:
    Other
    Total Area:
    2,300 sq. ft.
    Directly across Casa Loma .2.5 storey brick detached property .Possible Live / Work opportunity. Parking for up to 3 cars . Short walk to Dupont Subway. Commercial /Residential zoning . Suits, professional offices , medical ,legal,accounting , design , health and beauty , spa and services uses .1350 sq.ft office space also available for lease More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 511 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12550104

    511 Davenport Road Casa Loma Toronto M4V 1B8
    Main Photo: 511 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12550104

    511 Davenport Road Toronto M4V 1B8 Casa Loma

    $1,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12550104
    Bedrooms:
    4
    Bathrooms:
    3
    Outstanding opportunity across from Casa Loma. This Solid Detached 2.5 story offers endless potential and is waiting for your personal touches. Charming original features, like leaded glass windows, French doors, fireplace & hardwood floors enhance the character. 3rd floor loft provides an open concept space with skylight. Upper floors are vacant and ready for your vision. Stellar location nestled between Spadina & Madison. Fantastic parking via rear lane right of way for 2 cars. Rear patio is has been upgraded w/newer retaining wall. Home is zoned res/commercial and was previously used as professional offices. Perfect for designers, lawyers, therapists, accountants. A short walk to Dupont Subway and the revitalized stretch of Dupont filled with vibrant shops including, cafes, Farm Boy & Creeds. This is an opportunity to create your own space. Laundry in lower level is shared with wonderful basement tenant who occupies a cozy studio apartments & pays 1300/mo plus 20% of utilities. Would like to stay. Some photo's are virtually staged. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 103 Russell Hill Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12552216

    103 Russell Hill Road Casa Loma Toronto M4V 2S9
    Main Photo: 103 Russell Hill Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12552216

    103 Russell Hill Road Toronto M4V 2S9 Casa Loma

    $4,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12552216
    Bedrooms:
    3
    Bathrooms:
    3
    This refined city abode, extensively redesigned by the current owners, offers a total of 3800 sq ft of meticulously renovated and maintained living space across three levels. Situated on a prestigious street in South Hill, this is an extraordinary residence for lovers of art, design, architecture and nature. This mid-century architectural masterpiece is surrounded by parkland and ravines, blending refined design with abundant natural views. Entry into the front foyer immediately confirms the home's classic and timeless style as well as the caliber of the finishes. Soaring two-storey ceilings are illuminated by an upper-level skylight, highlighting the custom bronze iron staircase. The main floor features a superbly scaled sunken living room, with fireplace, generously sized to even accommodate a piano. Everyday living centres around the family room, which boasts massive windows overlooking the spectacular back gardens. Beautifully updated eat-in kitchen with stainless-steel appliances and marble countertops. The second-floor houses three bedrooms and two baths. The primary suite is the epitome of Zen sophistication, featuring built-ins, a walk-in closet, and a renovated five-piece ensuite bathroom. The middle bedroom has been outfitted with a built-in office area (easily removed to accommodate a bed). The lower level provides further expansive living space with a considerably large recreation room and a fireplace. A sauna and shower for wellness, with additional storage area complete this level, with direct access to the double car garage. The exceptional back garden is a private, country-like retreat. The over 196-ft deep lot features professionally landscaped tiers, garden lighting, a spacious dining patio, and an upper-level gazebo and deck that is perfect for lounging and yoga. 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. A 15-min walk to Dupont subway More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 402 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12549526

    402 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 402 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12549526

    402 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,650
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12549526
    Bedrooms:
    2
    Bathrooms:
    1
    Luxury 1 bedroom+Den unit located within a boutique building in the quiet residential community of Casa Loma. Just Steps From The Dupont TTC Station. Stylish And Modern Unit w/Great Functional Layout & 9' Ceiling. SE Facing W/Large Windows & Lots Of Light. Upgraded Kitchen w/SS Integrated Appliances, Backsplash & Eat-In Centre Island. Bedroom w/Large Closet. Den Ideal For Office Or Formal Dining Space. Close To UT, The Annex, George Brown College & Yorkville Area. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    LISTING DETAILS

  • 213 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12545190

    213 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 213 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12545190

    213 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,700
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12545190
    Bedrooms:
    2
    Bathrooms:
    1
    A Large, Bright & Spacious 1 Bedroom + Den In A Boutique Style Building in The Casa Loma Neighbourhood. An Open Concept Layout, 9 Ft Ceiling, Den Can Be Used As An Office, Dining Area or A Guest Room. European Style Kitchen With Flat Cabinetry, Quartz Countertop And High End Appliances, Open Concept Dining & Living Area With Wall To Wall Windows And Walkout To large Balcony. Master Bedroom With Opaque Sliding Doors And Walk In Closet. Amazing Location. 5 Min Walk To Dupont Subway Station And 15-20 Min Walk To U Of T. Excellent Amenities, Gym, Party Room, media Room, pet Spa, Yoga Studio, Concierge, Visitor Parking. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 912 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12546284

    912 223 St Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 912 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12546284

    912 223 St Clair Avenue W Toronto M4V 0A5 Casa Loma

    $2,250
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12546284
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To 223 St. Clair Ave W., Suite 912 At The Highly Coveted Zigg Condos - A Bright, Airy, And Stylish 1 Bedroom, 1 Bathroom Residence In The Heart Of Midtown Toronto. Thoughtfully Designed And Impeccably Maintained, This Suite Offers Nearly 500 Sq. Ft. Of Modern Living Space, Perfect For A Single Young Professional Or A Dynamic Couple Looking To Elevate Their Lifestyle. Step Inside To Discover Soaring 9' Ft Ceilings, Laminate Floors Throughout, And Floor-To-Ceiling Windows That Drench The Space In Natural Light. The Sleek, Two-Tone Kitchen Features Abundant Storage, Subway-Tile Backsplash, Undermount Sink, Built-In Stainless Steel Appliances, Under-Cabinet Lighting, And Contemporary Finishes-Ideal For Cooking Or Entertaining In Style. The Open-Concept Living Area Showcases Elegant Wainscotting With An Accent Wall, Leading Onto A Large Balcony With Sweeping City Views, Perfect For Morning Coffee Or Unwinding After Work. The Spacious Bedroom Is Bright And Modern, Complete With Custom-Fitted Blinds And A Double Closet For Ample Storage. A Chic 4-Piece Bathroom And Ensuite Laundry Add Convenience And Comfort. Residents Enjoy State-Of-The-Art Amenities, Including A Fully Equipped Gym, Sophisticated Party Room With TVs, 2 x Kitchens, Bar-Style Lounge, Front Concierge, And Visitor Parking. Known As One Of The Best-Managed Buildings In The City, Zigg Condos Offers Unparalleled Ease, Style, And Community. Don't Miss This Opportunity Where Midtown Living Meets Modern Luxury. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • B 8 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12541862

    B 8 Poplar Plains Crescent Casa Loma Toronto M4V 1E8
    Main Photo: B 8 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12541862

    B 8 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $1,250
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12541862
    Bedrooms:
    1
    Bathrooms:
    1
    Fully Furnished Little Gem In The Heart Of South Hill/Rathnelly Neighbourhood. Amazing Proximity To Public Transport, Subway, Yorkville, Downtown, Great Parks, Yonge Street And So Much More. Studio Basement Unit In A Well Maintained Duplex On Poplar Plains. Rent Includes All Utilities And Internet Services. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
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Data was last updated November 29, 2025 at 03:15 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.