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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  • 109 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12702138

    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®# C12702138

    109 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,895
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12702138
    Bedrooms:
    1
    Bathrooms:
    1
    *** One month FREE RENT on a 1 year lease OR two FREE MONTHS on an 18 month lease with no rent increase until end of 18th month of lease - for leases starting Feb 1st 2026 OR EARLIER *** 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

  • 301 235 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12703442

    301 235 St Clair Avenue W Casa Loma Toronto M4V 1R4
    Main Photo: 301 235 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12703442

    301 235 St Clair Avenue W Toronto M4V 1R4 Casa Loma

    $1,130,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12703442
    Bedrooms:
    2
    Bathrooms:
    2
    Discover An Exceptional Opportunity To Own A Meticulously Renovated 2-Bedroom, 2-Bathroom Suite In One Of Midtown Toronto's Most Desirable Boutique Addresses - The Dunvegan. Offering Approximately 1,100 Square Feet Of Beautifully Curated Interior Living Space Plus A 227 Sqft Balcony, This Beautiful Suite Blends Upscale Finishes With An Effortless Layout Designed For Comfortable Everyday Living. Bright And Airy Interiors Are Framed By Floor-To-Ceiling Windows, With Two Separate Walk-Outs To An Oversized Balcony Perfect For Morning Coffee Or Winding Down In The Evening With A Glass Of Wine. The Open-Concept Living And Dining Area Features Custom Built-Ins, A Contemporary Fireplace And Seamless Flow Into A Sleek, Modern Kitchen Complete With Integrated Miele Appliances And A Convenient Breakfast Bar. The Spacious Primary Bedroom Is A True Retreat, Complete With A Custom Walk-In Closet And Hotel-Like Ensuite. A Second Bedroom Offers Flexibility For Guests Or A Home Office, While Ensuite Laundry, One Parking Space, And A Storage Locker Provide Everyday Convenience. Tucked Into The Prestigious South Hill/Forest Hill Neighbourhood, You Are Just Steps From Parks, Charming Shops, Restaurants, And Easy Transit Options Including The Dedicated St. Clair Streetcar And Two Nearby Subway Stations. The Dunvegan Boasts A Recently Updated Lobby And Elevators, Reflecting The Building's Commitment To Quality And Care. For Those Seeking Turnkey Living In A Quiet, Intimate Community-Like Setting, This Is A Rare Gem That Offers Both Comfort And Cachet With Incredible Value. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 304 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12702142

    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®# C12702142

    304 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,450
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12702142
    Bathrooms:
    1
    *** One month FREE RENT on a 1 year lease OR two FREE MONTHS on an 18 month lease with no rent increase until end of 18th month of lease - for leases starting Feb 1st 2026 OR EARLIER *** 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

  • 603 155 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12700678

    603 155 St. Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 603 155 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12700678

    603 155 St. Clair Avenue W Toronto M4V 0A1 Casa Loma

    $9,800
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12700678
    Bedrooms:
    3
    Bathrooms:
    3
    Step off your private elevator into a light-filled home offering sweeping, views of the city.With floor-to-ceiling windows and a private balcony, refined finishes and elegant details create a calm, sophisticated atmosphere above the city below. The custom Downsview kitchen is both striking and functional, equipped with top-of-the-line Wolf and Sub-Zero appliances. The open layout connects effortlessly to the breakfast nook and dining room, creating a warm and inviting flow throughout the living space. Walnut hardwood floors, with a fireplace made of birds eye maple. The spacious living room features a sleek gas fireplace encased in custom woodwork, and elegant finishes, ideal for hosting guests or enjoying quiet nights at home.Every corner of this suite has been thoughtfully curated, with luxurious materials, designer lighting, and custom built-ins that elevate the everyday. This is more than a residence - it's a refined lifestyle in one of Toronto's most coveted buildings. A rare opportunity to own a one-of-a-kind home where luxury, location, and design come together flawlessly. Enjoy five-star concierge and valet service, along with world-class amenities. Ideally located just minutes from Yorkville, Forest Hill, and Yonge & St. Clair. This residence includes two premium parking spaces, a spacious locker, high-end built-in speakers, designer light fixtures, and top-tier appliances - every detail thoughtfully upgraded for comfort and style. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 224 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12700664

    224 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 224 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12700664

    224 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12700664
    Bathrooms:
    1
    Studio/Pied-A-Terre. 479 S.F., in Boutique Condo. Steps to Dupont Subway & Casa Loma. Close To Everything. Euro/Contemporary Feel. Suits Single or Close Couple. Sorry No Parking & No Locker Included. Tenant Pays Hydro & Cable. Tenant Must be Qualified (Per Landlord). More details
    Listed by ROYAL LEPAGE GOLDEN RIDGE REALTY
    LISTING DETAILS

  • 176 Balmoral Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12700608

    176 Balmoral Avenue Casa Loma Toronto M4V 1J6
    Main Photo: 176 Balmoral Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12700608

    176 Balmoral Avenue Toronto M4V 1J6 Casa Loma

    $6,498,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12700608
    Bedrooms:
    5
    Bathrooms:
    6
    Extraordinary South Hill Landmark Residence. A rare offering of architectural brilliance and historic significance, this storybook red-brick estate was originally built in 1908 and is attributed as the early residence of Lawren Harris, celebrated founder of Canada's famed Group of Seven. Painstakingly rebuilt w/a full-scale reconstruction and rear addition in 2018, followed by an elevated design renovation in 2020 by Sherwood Homes and Connie Braemer Design, this property masterfully blends heritage charm w/modern luxury. Behind its romantic facade lies a sophisticated contemporary interior, curated with exceptional attention to detail. The dramatic foyer showcases a Nero Marquina and Oriental White marble checkered floor beneath a mirrored bronze ceiling, with Macassar ebony archways and custom aged-metal French doors. The living room offers a bespoke black metal fireplace with Nero Assoluto stone and custom window seating, while the jewel-like powder room is wrapped in Phillip Jeffries cork wallpaper. The chefs kitchen by Cando Woodworking features rift-cut ebony-stained oak cabinetry w/brass detailing, a custom metal hood, Belvedere quartzite counters, 10 foot sliding glass doors that connect seamlessly to the outdoors. Ebony-stained mahogany millwork and a sleek black metal mantel enrich the adjoining family room. The primary suite is a private retreat w/custom Sapele mahogany furnishings, a Noir St. Laurent marble fireplace, and a boutique-style walk-in closet. The ensuite is clad in Noir St. Laurent marble with a dramatic backlit feature wall, custom vanity, and integrated sinks. Outdoors, a spectacular acrylic and stainless-steel pool by Elite Pools anchors the private garden oasis, complemented by extensive cedar decking, multiple terraces, and retractable awnings. A heated driveway with custom pavers and illuminated walkway complete this world-class residence. This is more than a home, it is a South Hill landmark, where history, design, and luxury converge. 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®# C12696440

    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®# C12696440

    B 8 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $1,100
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12696440
    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

  • 107 78 Warren Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12694490

    107 78 Warren Road Casa Loma Toronto M4V 2R6
    Main Photo: 107 78 Warren Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12694490

    107 78 Warren Road Toronto M4V 2R6 Casa Loma

    $299,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12694490
    Bathrooms:
    1
    Welcome to this bright, fully renovated ground-floor studio in a classic, boutique building just steps to Casa Loma, Forest Hill Village, and the scenic Sir Winston Churchill Park. Featuring hardwood floors, smooth ceilings, California shutters, updated windows, modern pot lights, and a clean, open layout-ideal for first-time buyers, investors, urban professionals or as a pied-à-terre. Unbeatable location just minutes from St. Clair West's vibrant shops, cafes, grocery stores, LCBO and restaurants. Walk to everything or take advantage of nearby TTC subway and streetcar access-making commuting downtown or across the city a breeze. Monthly maintenance fee breakdown: $87.66 taxes + $421.89 maintenance is $509.55 which is paid monthly to the corporation and also includes the use of updated laundry facilities. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    LISTING DETAILS

  • 101 380 Macpherson Avenue in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12695408

    101 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 101 380 Macpherson Avenue in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12695408

    101 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $1,225,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12695408
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to a truly special three-storey condo loft that seamlessly blends the convenience of direct street access with a creative and airy layout designed for elevated living. From the moment you enter, soaring 14-foot ceilings in the main living space create a striking sense of openness and architectural interest. Enjoy iconic CN Tower views from the ground-level area and the upper bedroom, bringing a distinctive Toronto skyline to everyday living. Thoughtfully designed as a two-bedroom plus den suite, the versatile den is ideal as a home office or can easily be converted into a third bedroom, complete with its own closet space. Ideally located close to the condo amenities on the first floor, and just steps from the elevator, the unit offers quick access to underground parking and storage, where the large walk-in storage room (9'10" x 8'6") is conveniently beside the parking spot. Residents enjoy well-maintained common areas, including bike storage, party room, media room, gym, and a rooftop garden with BBQs offering stunning views of majestic Casa Loma. Moments from Dupont Subway and surrounded by boutique shops, cafés, and fine dining, this professionally painted, cleaned, move-in-ready home delivers a refined urban lifestyle best experienced in person. 3D Tour & Video Available. Book your private showing today. More details
    Listed by ROYAL LEPAGE TERREQUITY PLATINUM REALTY
    LISTING DETAILS

  • Upper 8 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12696444

    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®# C12696444

    Upper 8 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $3,900
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12696444
    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

  • 390 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12690824

    390 Davenport Road Casa Loma Toronto M4V 1B4
    Main Photo: 390 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12690824

    390 Davenport Road Toronto M4V 1B4 Casa Loma

    $1,649,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12690824
    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 REMAX YOUR COMMUNITY REALTY
    LISTING DETAILS

  • 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

    1 Edmund Gate Toronto M4V 2M1 Casa Loma

    $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.
    LISTING DETAILS
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Data was last updated January 16, 2026 at 07:15 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.