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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  • 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13623654

    74B Rathnelly Avenue Casa Loma Toronto M4V 2M6
    Main Photo: 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13623654

    74B Rathnelly Avenue Toronto M4V 2M6 Casa Loma

    $3,849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13623654
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to 74B Rathnelly Ave - custom-built luxury home in the prestigious Republic of Rathnelly, one of Toronto's most in-demand neighbourhoods. Steps to Yorkville and close to some of Canada's top private and public schools, this is a truly rare offering with exceptional design, craftsmanship, and high-end finishes throughout.Featuring German-imported Schuco aluminum windows and doors with triple-glazed glass, wide-plank white oak flooring, and a sleek trimless modern design with drywall-groove detailing. Impeccable interior detailing includes custom wall paneling and millwork, a statement mono-beam staircase, glass railings throughout, and upgraded strip lighting/fixtures. Chef's kitchen with custom-painted cabinetry, premium Sub-Zero & Wolf (Miele Dishwasher) appliances, and natural stone countertops including Super White. Natural stone carries throughout the home (vanities, basement bar, fireplace), highlighted by a dramatic triple-sided marquee fireplace. Spa-inspired bathrooms feature CariMali Italian fixtures plus Italian tile and slab finishes with a strong focus on the Italian-slab basement.Enjoy a two-level, double-height heated basement with a large rec room and bar area. The exterior impresses with high-quality linear brick wrapping the sides/rear/walkout, extensive interlock (including interlock driveway), and a standout snow-melt heated system in the driveway, front porch, heated garage area, rear walkout, and even select portions of the backyard for year-round comfort. Entertain on the composite deck and enjoy a large backyard rarely found in the area, complete with composite fencing for a clean, modern finish.Integrated heated garage (extremely rare in the neighbourhood), two furnaces + two A/C systems, high-efficiency spray-foam insulation, smart security/speaker system, central vacuum, and more - a true turnkey statement home in an A++ location. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 201-C 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13616206

    201-C 394 Avenue Road Casa Loma Toronto M4V 2H4
    Main Photo: 201-C 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13616206

    201-C 394 Avenue Road Toronto M4V 2H4 Casa Loma

    $2,095
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13616206
    Bedrooms:
    1
    Bathrooms:
    1
    ***2 MONTHS FREE FOR 1 YEAR LEASE *****Spacious 1 Bedroom apartmentSituated in the desirable Forest Hill neighbourhood, this attractive building offers a mix of character-filled suites and strong rental appeal. It's conveniently located near shops, restaurants, transit, and close to popular areas like The Annex, Yorkville, and the downtown core. The apartments have been recently updated with modern appliances and hardwood floors.On-site laundry is available, and a stylish cafe and convenience store are right next door More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 406 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612626

    406 394 Avenue Road Casa Loma Toronto M4V 2H4
    Main Photo: 406 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612626

    406 394 Avenue Road Toronto M4V 2H4 Casa Loma

    $1,950
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13612626
    Bedrooms:
    1
    Bathrooms:
    1
    *** TWO FREE MONTHS on a 1 year lease *** Quick move ins can be accommodated *** Students, Professionals, and Newcomers welcome *** Rent controlled building *** Utilities included (heat, hydro, water) *** 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

  • 105 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612592

    105 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 105 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612592

    105 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,395
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13612592
    Bathrooms:
    1
    *** TWO (2) FREE MONTHS on a 1 year lease *** Rent controlled building *** 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 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 108 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612596

    108 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 108 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612596

    108 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13612596
    Bedrooms:
    1
    Bathrooms:
    1
    *** TWO (2) FREE MONTHS on a 1 year lease *** Rent controlled building *** Welcome to 2 Clarendon Ave - a meticulously restored 1920s heritage residence in prestigious Forest Hill offering refined luxury living. Featuring oak hardwood floors, granite countertops, premium appliances, custom built-ins, and spa-inspired bathrooms with heated floors and towel racks. Residents enjoy an elegant historic lobby, modern gym with steam bath, landscaped grounds, underground parking with EV charging, and private outdoor spaces - a truly high-end living experience where heritage meets contemporary luxury. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 206 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612604

    206 2 Clarendon Avenue Casa Loma Toronto M4V 1H9
    Main Photo: 206 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13612604

    206 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $6,395
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13612604
    Bedrooms:
    2
    Bathrooms:
    2
    *** ONE (1) MONTH FREE on a 1 year lease *** Rent controlled building *** 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. 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 8th month of first year of tenancy. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 203 200 Russell Hill Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13608140

    203 200 Russell Hill Road Casa Loma Toronto M4V 2T2
    Main Photo: 203 200 Russell Hill Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13608140

    203 200 Russell Hill Road Toronto M4V 2T2 Casa Loma

    $3,895,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13608140
    Bedrooms:
    2
    Bathrooms:
    3
    An exquisite new residence in South Hill on the curve of Russell Hill just south of Clarendon. Nestled into the Nordheimer Ravine, this corner suite faces west into the ravine & north toward the hillside, with high ceilings and large windows that fill the suite with light and showcase the beautiful views. Entering the suite, the breathtaking ravine views create a stunning first impression. Beyond the elegant rotunda, the comfortable open concept living, dining and kitchen area feels just right. 2 walkouts lead to the west terrace with a gas BBQ hookup, extending the living space outdoors. For cooler evenings, a gas fireplace flanked by custom shelving and storage cabinetry provides a warm focal point. The stunning kitchen features an impressive marble topped island with seating for 4, premium Miele appliances including a wine fridge and coffee system. Down the hall are the 2 bedrooms, each with an ensuite and a walkout to the 2nd terrace facing north. The primary bedroom occupies the NW corner, overlooking the ravine with terrace access. Its luxurious ensuite features vanities on west & east walls, an oversized glass shower, an enclosed water closet & an oversized bathtub. The guest bedroom includes a 4 piece ensuite & a double closet. Completing the suite are a powder rm, an office & a spacious laundry rm with a full-size washer and dryer, a utility sink and storage. 2 owned parking spaces with 2 adjacent storage rooms are included. The building: Arriving at the circular drive centred around an elegant limestone fountain, valet parking awaits. Entering the foyer, you are greeted by the outstanding House Manager, Karl, and his team known for their professionalism, efficiency and exceptional service. Off of the foyer is the lovely piano lounge, with a long bar and seating designed for mingling, and an intimate card room. Downstairs is an impressive gym and soon, an event room, a catering kitchen and ravine side patio. An oasis in the centre of the city awaits you. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS

  • 405 1 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13610758

    405 1 Clarendon Avenue Casa Loma Toronto M4V 1H8
    Main Photo: 405 1 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13610758

    405 1 Clarendon Avenue Toronto M4V 1H8 Casa Loma

    $2,980
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13610758
    Bedrooms:
    1
    Bathrooms:
    1
    Newly Renovated With High Ceilings, Lots Of Windows, Parquet Flooring, And Stainless Steel Appliances. Exceptionally Large Dining And Living Room For Your Entertainment Enjoyment. Approx 850 sq. ft. of great space. You can't beat this vibrant And trendy Summerhill neighbourhood! You'll Love The Space This Affords. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 112 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13597264

    112 1 Benvenuto Place Casa Loma Toronto M4V 2L1
    Main Photo: 112 1 Benvenuto Place in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13597264

    112 1 Benvenuto Place Toronto M4V 2L1 Casa Loma

    $1,900
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13597264
    Bathrooms:
    1
    Welcome to the Benvenuto, Luxury Ultra Modern Suite. Lobby With 24 Hr Concierge Service, Valet Parking For Guests & Day Porter. Amenities: Rooftop Fitness Studio, Outdoor Lounge Area & Guest Suites. Furnished. **EXTRAS** Built-in Remote-Controlled Murphy Bed, S/S: Jenn Air Fridge/Freezer Drawers & Under Counter Wine Cellar, Fulgor Milano Convection Oven & Radiant Cooktop, Fisher & Paykel Single Dishdrawer, Whirlpool Dryer & Front Loading Washer, Electric Light Fixtures, Television, All Built-Ins. More details
    Listed by SUMMERHILL PRESTIGE REAL ESTATE LTD.
    LISTING DETAILS

  • 714 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13592270

    714 377 Madison Avenue Casa Loma Toronto M4V 2W7
    Main Photo: 714 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13592270

    714 377 Madison Avenue Toronto M4V 2W7 Casa Loma

    $750,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13592270
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To South Hill On Madison - One Of Casa Loma's Most Sought-After Boutique Buildings. This Beautifully Upgraded 2 Bedroom, 2 Bathroom Suite Blends Contemporary Design With Effortless Midtown Living. Bright And Sun-Filled, The Thoughtfully Designed Layout Features Expansive East-Facing Views, Hardwood Floors Throughout, And A Sleek Modern Kitchen With Stone Countertops, Integrated Appliances, And Oversized Island Seating Perfect For Entertaining. Located On The Penthouse Floor With No Neighbours Above, The Suite Offers A Rare Sense Of Privacy And Quiet.The Generous Primary Bedroom Features A Large Walk-In Closet And 4 Piece Ensuite Bathroom, While The Well-Proportioned Second Bedroom Offers Incredible Flexibility For Guests, A Home Office, Or Additional Living Space. The Open-Concept Living Area Walks Out To A Private Balcony Overlooking The Neighbourhood Treetops.Enjoy Boutique Condo Living With Premium Amenities Including 24 Hour Concierge, Fitness Centre, Party Room, Visitor Parking, Pet Spa, And More. A Short Walk To Dupont Subway Station And Steps To The Vibrant Dupont Strip - Home To Some Of Toronto's Best Cafés, Restaurants, Cocktail Bars, And Local Shops. Ideally Positioned Between Yorkville, The Annex, And St. Clair West, With Easy Access To Winston Churchill Park, Scenic Walking Trails, And Some Of The City's Best Green Space For Dog Owners And Outdoor Enthusiasts Alike. An Exceptional Opportunity To Live In One Of Toronto's Most Coveted Neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 493 Davenport Road in Toronto: Casa Loma Commercial for lease (Toronto C02) : MLS®# C13572944

    493 Davenport Road Casa Loma Toronto M4V 1B7
    Main Photo: 493 Davenport Road in Toronto: Casa Loma Commercial for lease (Toronto C02) : MLS®# C13572944

    493 Davenport Road Toronto M4V 1B7 Casa Loma

    $4,200 /Gross Lease
    Commercial
    Status:
    For Lease
    MLS® Num:
    C13572944
    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. Rear outdoor area could be a sitting area. Current use is a condo sales office. Zoning permits uses that are office/Showroom/Workshop. Gross lease, taxes are included. More details
    Listed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.
    LISTING DETAILS

  • 313 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13574330

    313 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 313 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C13574330

    313 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $725,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13574330
    Bedrooms:
    2
    Bathrooms:
    2
    Experience authentic hard loft living in one of Toronto's most prestigious neighborhoods, Casa Loma. This stunning 795 square foot loft showcases soaring ceilings, expansive windows, and the unmistakable character of true loft architecture, blending industrial charm with modern comfort. The thoughtfully designed layout features a spacious kitchen ideal for cooking and entertaining, complemented by two full bathrooms for added convenience and flexibility. The versatile den offers the perfect space for a home office, guest area, or creative studio. Set in an exclusive and highly sought-after enclave, this residence places you steps from the subway, the Annex, and Yorkville, making downtown access effortless while enjoying the tranquility and elegance of Casa Loma living. Surrounded by historic estates, lush green spaces, and upscale amenities, this is urban living at its finest. Complete with an owned parking space and storage locker, this rare offering delivers both style and practicality in a truly exceptional location. *Buyer and/or buyer's agent to verify information presented. *Shipping container in courtyard is there temporarily for elevator works. More details
    Listed by ICON 1 REALTY SERVICES INC.
    LISTING DETAILS
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Data was last updated August 2, 2026 at 06:15 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.