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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  • 418 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12456117

    418 396 Avenue Road Casa Loma Toronto M4V 2H5
    Main Photo: 418 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12456117

    418 396 Avenue Road Toronto M4V 2H5 Casa Loma

    $2,150
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12456117
    Bedrooms:
    1
    Bathrooms:
    1
    ***One month free rent*** 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

  • 211 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12454757

    211 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 211 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12454757

    211 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $3,199
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12454757
    Bedrooms:
    2
    Bathrooms:
    2
    If you're seeking style, functionality, a prime location, and a WOW factor, this property checks all the boxes. Ready to be your next home, and nestled near the iconic Casa Loma, this hard loft at Madison Lofts offers a unique blend of historic charm and contemporary luxury. Meticulously transformed, this property draws you in with its 14ft exposed ceilings and huge windows, creating an airy and spacious atmosphere. Step onto the rarely offered balcony to enjoy breathtaking views of Casa Loma, providing a picturesque backdrop for your everyday life (enjoy even more outdoor time on the stunning rooftop patio amenity with unobstructed scenery). The modern kitchen offers stainless steel appliances, ample storage, and stone counters with a large peninsula, great for meal prepping and dining. Two well-proportioned bedrooms feature large closets, each accompanied by a modern 4-piece bathroom. Balance work and home life with the bonus of a walk-through desk/ workspace area. With 890 sqft of thoughtfully designed living space, this unit offers not just a home, but a lifestyle. Parking, water, heat, and high-speed internet with cable package is included in the rent! Amazing building amenities include a gym/ fitness center, and rooftop patio with seating and built-in BBQs. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS

  • 603 223 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12454681

    603 223 St. Clair Avenue W Casa Loma Toronto M4V 0A5
    Main Photo: 603 223 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12454681

    603 223 St. Clair Avenue W Toronto M4V 0A5 Casa Loma

    $3,450
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12454681
    Bedrooms:
    2
    Bathrooms:
    2
    Bright and beautifully upgraded 2-bedroom, 2-bath suite at The Zigg Condos, offering unobstructed west-facing views and a private balcony perfect for enjoying sunsets. Features a sleek European-inspired kitchen with integrated appliances, upgraded countertops, and stylish backsplash. The spacious primary bedroom includes a large closet and a modern ensuite. Second bathroom also upgraded. Wood flooring throughout adds warmth and continuity. With 797 sq. ft. of well-designed living space, this is the ideal 2 bed, 2 bath unit you won't want to miss. Located in the heart of Toronto's most desirable neighborhoods, with top-rated schools and TTC at your doorstep. More details
    Listed by REAL BROKER ONTARIO LTD.
    LISTING DETAILS

  • 402 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12451944

    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®# C12451944

    402 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,700
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12451944
    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

  • 25 Clarendon Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12452579

    25 Clarendon Avenue Casa Loma Toronto M4V 1H8
    Main Photo: 25 Clarendon Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12452579

    25 Clarendon Avenue Toronto M4V 1H8 Casa Loma

    $9,850
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12452579
    Bedrooms:
    5
    Bathrooms:
    4
    Experience refined living in Toronto's prestigious South Hill. This exquisitely furnished 3+2 bedroom, 4 bathroom residence spans over 2,200 sq. ft. of timeless design and modern comfort. Gracious principal rooms flow seamlessly, complemented by a chef-inspired eat-in kitchen and a living room that opens onto a glass-enclosed balcony overlooking a low-maintenance, backyard oasis. A spacious living room/dining room offers the perfect retreat for quiet evenings or elegant entertaining. The property features a 4-car private driveway, providing exceptional convenience a rare offering in this sought-after neighbourhood. Surrounded by lush ravines and tree-lined streets with walking and biking trails through the Cedarvale/Nordheimer Ravine. South Hill offers a peaceful residential setting moments from Forest Hill Village, Yorkville, and Summerhill's boutiques and cafés. Located within walking distance of Upper Canada College, The Bishop Strachan School, and Brown Junior Public School, and minutes from Sinai Health, Toronto General, and St. Michael's Hospital, this home combines prestige, practicality, and lifestyle in one of Torontos most coveted enclaves. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 224 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12449796

    224 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 224 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12449796

    224 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $439,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12449796
    Bathrooms:
    1
    Attention Value Connoisseurs! 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 Nor Locker included with Sale. Ideal for Investor or User. Hurry before it is too late. More details
    Listed by ROYAL LEPAGE GOLDEN RIDGE REALTY
    LISTING DETAILS

  • 100 Ardwold Gate in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12449868

    100 Ardwold Gate Casa Loma Toronto M5R 2W2
    Main Photo: 100 Ardwold Gate in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12449868

    100 Ardwold Gate Toronto M5R 2W2 Casa Loma

    $35,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12449868
    Bedrooms:
    5
    Bathrooms:
    7
    A rare opportunity in the exclusive enclave of Ardwold Gate. This stately, custom-built residence blends timeless architecture with over $1.7M in luxurious upgrades. Set on a quiet cul-de-sac, & one of the most desirable streets in Casa Loma, this elegant home was designed by Jacques Dinel of Dinel Designs with refined elegance. The marble-tiled foyer sets the tone with a grand staircase, new/custom panelled velvet walls, and elevator access to all floors. With 10 ft ceilings on the main floor, the details, craftsmanship & mouldings stand out. The formal living room features french doors, hardwood floors, and access to a covered luxury loggia. A chefs kitchen is outfitted with state of the art Thermador appliances & 2 large stone centre islands. Adjacent dining room showcases a stone wall with gas fireplace and wall of french doors overlooking the garden, large enough to be a luxurious pool. A richly appointed office offers wood panelled walls, gas fireplace, and french doors. Upstairs, find 4 spacious bedrooms including a lavish primary retreat with 10 ft ceilings, gas fireplace, terrace walkout, spa-like 5pc ensuite, and two immaculate walk-in closets . Each bedroom features hardwood floors and ensuite baths with heated floors. The lower level impresses with a home theatre, gym with 3pc bath, nanny suite with 4pc bath, mudroom, laundry all with the same attention to detail & craftsmanship. Home includes built-in speakers, and advanced Avante security system. The private drive, garage and all backyard steps are heated. 100 Ardwold Gate is tucked away on one of Torontos most prestigious and peaceful sought after addresses, this property offers a rare blend of natural seclusion and urban convenience just moments from Forest Hill Village, top-rated schools, lush parks, and effortless transit access to the heart of downtown. *** Furnished option available at $60,000 / month.*** More details
    Listed by NEST SEEKERS INTERNATIONAL REAL ESTATE
    LISTING DETAILS

  • 211 Cottingham Street in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12446920

    211 Cottingham Street Casa Loma Toronto M4V 1C4
    Main Photo: 211 Cottingham Street in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12446920

    211 Cottingham Street Toronto M4V 1C4 Casa Loma

    $2,449,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12446920
    Bedrooms:
    5
    Bathrooms:
    4
    Cottingham Awaits! Set in the Coveted Republic of Rathnelly, this classically Parisian-Inspired residence offers over 2,700 sq ft across Three Sun-Filled Storeys. The Enchanting Garden Entrance with Black Iron Fencing frames a Picture-Perfect Welcome. A Marbled Foyer and Vintage Double Doors open to Elegant Principal Rooms where Bay Windows, Custom Built-Ins and a Fireplace are Wrapped in Natural Light. The Renovated Chefs Kitchen, anchored by a Large Island and Pantry with Professional Appliances, connects seamlessly to a Private South-Facing Deck with Trellis and Lush Garden Views. Upstairs, 4+1 Versatile Bedrooms feature Generous Closets, Timeless Trim, and Walkout to a Second-Floor Terrace beneath the Tree Canopy. Four Fully Renovated Baths capture Parisian Elegance with Classic Detailing. The Professionally Finished Lower Level with High Ceilings, Heated Floors, Abundant Storage and a Private Walk-Up is a true CROWN JEWEL ideal for Live-In, Work-From-Home or Income Potential. A home with Style & Substance in one of Toronto' s most Admired Pockets. EXTRAS: This home is located in a coveted pocket, surrounded by nearby parks, and set within an ideal walking neighborhood close to Toronto's finest schools, libraries, museums, medical centres, & shopping. In 2025 the interior was fully painted and the floors were refinished, Both the electrical and plumbing have been modernized, 2nd Floor Laundry Closet, Professional Fencing. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 101 440 Avenue Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12448198

    101 440 Avenue Road Casa Loma Toronto M4V 1J8
    Main Photo: 101 440 Avenue Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12448198

    101 440 Avenue Road Toronto M4V 1J8 Casa Loma

    $2,650
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12448198
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to this bright and spacious 2 bedroom apartment in a well maintained multiplex in prestigious South Hill. Situated just steps away from transit, shops, restaurants and parks. This unit offers a fantastic opportunity to live in one of Toronto's most sought after neighborhoods. Featuring 2 bedrooms, spacious Living/Dining area, functional kitchen, shared coin laundry facility available in basement. Heat and Water included. Hydro is paid by Tenant. Please note, electric baseboard heater in lower bedroom. Available for immediate occupancy. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 4 260 Russell Hill Road in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12446584

    4 260 Russell Hill Road Casa Loma Toronto M4V 2T2
    Main Photo: 4 260 Russell Hill Road in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12446584

    4 260 Russell Hill Road Toronto M4V 2T2 Casa Loma

    $2,950,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12446584
    Bedrooms:
    3
    Bathrooms:
    5
    Location. Location. Location. Live in one of the most desirable communities in Toronto. This well appointed and meticulously maintained townhome boasts over 3300 square feet of living space. Large principal rooms with open concept design allow for large furniture and customization to suit any buyer. Downsize and keep your furniture. Upsize and have plenty of space to live in South Hill for under 3M. The kitchen overlooks the private garden patio with BBQ hook up. The second floor has a large family room with a Juliette balcony that can be converted to a fourth bedroom easily. Lower level suits an office or private gym area. Elevator provides access to all 4 floors. Easy access to Sir Winston Churchill Park with tennis courts, dog park and walking trails. Cafes and restaurants are only a short stroll away in Forest Hill Village. Public transit at our doorstep. Close to all amenities as well as top private schools of BSS, UCC, St Michaels, De La Salle and the York School. Bring your designers!!! See Virtual Tour for more info. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 505 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12445677

    505 394 Avenue Road Casa Loma Toronto M4V 2H4
    Main Photo: 505 394 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12445677

    505 394 Avenue Road Toronto M4V 2H4 Casa Loma

    $1,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12445677
    Bedrooms:
    1
    Bathrooms:
    1
    ***One month FREE RENT*** 1 Bedroom apartment at Mayfair Mansions, located in the prestigious Forest Hill neighbourhood. This recently renovated building offers charming character suites with modern updates, combining elegance and value .The spacious one-bedroom units feature hardwood flooring, updated appliances including fridge, stove, microwave, dishwasher, and a large living area bathed in natural light. Each suite includes a private balcony.Building amenities include smart card laundry facilities, on-site superintendent, secure camera monitored entry, elevator service, and optional indoor parking ($300/month) . A trendy bistro and convenience store are located in the adjacent building .The location is in the heart of Casa Loma/Forest Hill steps from shopping, restaurants, transit, and minutes to The Annex, Yorkville, and the downtown financial district . With a walk score over 90, this building offers unparalleled urban convenience .Ideal for professionals or couples seeking a move in ready, low maintenance suite in a stylish, central location with an attractive rental incentive. More details
    Listed by CITY REALTY POINT
    LISTING DETAILS

  • 419 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12445684

    419 396 Avenue Road Casa Loma Toronto M4V 2H5
    Main Photo: 419 396 Avenue Road in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12445684

    419 396 Avenue Road Toronto M4V 2H5 Casa Loma

    $1,795
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12445684
    Bathrooms:
    1
    ***One month FREE RENT*** STUDIO apartment at Mayfair Mansions, located in the prestigious Forest Hill neighbourhood. This recently renovated building offers charming character suites with modern updates, combining elegance and value .The spacious one-bedroom units feature hardwood flooring, updated appliances including fridge, stove, microwave, dishwasher, and a large living area bathed in natural light. Each suite includes a private balcony.Building amenities include smart card laundry facilities, on-site superintendent, secure camera monitored entry, elevator service, and optional indoor parking ($300/month) . A trendy bistro and convenience store are located in the adjacent building .The location is in the heart of Casa Loma/Forest Hill steps from shopping, restaurants, transit, and minutes to The Annex, Yorkville, and the downtown financial district . With a walk score over 90, this building offers unparalleled urban convenience .Ideal for professionals or couples seeking a move in ready, low maintenance suite in a stylish, central location with an attractive rental incentive. More details
    Listed by CITY REALTY POINT
    LISTING DETAILS
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Data was last updated October 14, 2025 at 03:15 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.