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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  • 402 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12940864

    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®# C12940864

    402 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $7,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12940864
    Bedrooms:
    2
    Bathrooms:
    3
    *** TWO FREE MONTHS on a 2 year lease or ONE 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. 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

  • 74B Rathnelly Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12934236

    74B Rathnelly Avenue Casa Loma Toronto M4V 2M6
    Main Photo: 74B Rathnelly Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12934236

    74B Rathnelly Avenue Toronto M4V 2M6 Casa Loma

    $17,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12934236
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to 74B Rathnelly Ave, a brand-new, never-lived-in custom-built luxury home (2025) in the prestigious Republic of Rathnelly, one of Toronto's most sought-after neighbourhoods. Located steps to Yorkville and close to some of Canada's top private and public schools, this is a rare lease opportunity in an exceptional location.This stunning home features German-imported Schüco aluminum windows and doors with triple-glazed glass, wide-plank white oak flooring, and a sleek trimless modern design with custom wall paneling, millwork, a striking mono-beam staircase, glass railings, and upgraded lighting throughout.The chef's kitchen is equipped with custom cabinetry, Sub-Zero & Wolf appliances, and natural stone countertops, including Super White stone. Natural stone continues throughout the home in the vanities, basement bar, and fireplace, while the spa-inspired bathrooms offer CariMali Italian fixtures, Duravit wall-hung toilets, and elegant Italian tile and slab finishes.The two-level, double-height heated basement includes a large rec room and bar area, perfect for entertaining. Outside, enjoy linear brick exterior detailing, extensive interlock, a composite deck, large backyard, and composite fencing. A standout feature is the snow-melt heated system in the driveway, front porch, heated garage area, rear walkout, and parts of the backyard.Additional features include an integrated heated garage, two furnaces, two A/C systems, spray-foam insulation, smart security/speaker system, central vacuum, and more.A truly turnkey luxury lease in an A+ location. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 243 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12935992

    243 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 243 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12935992

    243 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $3,995
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12935992
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to Madison Avenue Lofts, an authentic hard loft conversion in the heart of Casa Loma. Originally a mid-century Toronto Hydro building, this boutique residence blends industrial character with refined urban living, offering soaring ceilings, exposed ductwork, and expansive windows that flood the space with natural light. This well-appointed two-bedroom, one-bathroom suite showcases a true loft feel, with impressive ceiling height and an airy, open-concept layout. The living and dining areas are thoughtfully defined while maintaining flow, complemented by a modern kitchen and well-proportioned rooms. Both bedrooms offer flexibility for end-users or work-from-home needs, while the overall scale and volume create a sense of space rarely found in conventional condo living. Set in one of Toronto's most desirable neighbourhoods, you're just steps to Casa Loma, the Annex, Yorkville, parks, cafés, and transit-offering the perfect balance of quiet residential charm and vibrant city access. Residents enjoy a full suite of amenities including concierge, gym, rooftop terrace with city views, party room, and visitor parking, all within a well-managed mid-rise building. A great opportunity to lease a true hard loft in a character-rich building where history, design, and location come together seamlessly. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS

  • 206 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12930048

    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®# C12930048

    206 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $6,195
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12930048
    Bedrooms:
    2
    Bathrooms:
    2
    *** TWO FREE MONTHS on a 2 year lease or ONE MONTH FREE on a 1 year lease *** PLUS $2,500 credit in 3rd month *** 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

  • 105 2 Clarendon Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12930070

    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®# C12930070

    105 2 Clarendon Avenue Toronto M4V 1H9 Casa Loma

    $2,395
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12930070
    Bathrooms:
    1
    *** TWO FREE MONTHS on a 2 year lease or ONE MONTH FREE on a 1 year lease *** PLUS $750 credit in 3rd month *** 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

  • 317 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12926206

    317 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 317 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12926206

    317 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $748,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12926206
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to Suite 317 at 380 Macpherson - Loft-Style One Bedroom + Den at Madison Avenue Lofts. Experience elevated urban living at Madison Avenue Lofts, just steps from Casa Loma. This sunlit loft-style suite - 1 bed + den, 810 sq ft, with parking and locker included - features a refreshed, modern vibe with premium upgrades that maximize space and function. The unit showcases new 12 mm laminate flooring throughout, a redesigned kitchen with all-new cabinetry, a movable island, and quartz countertops, plus a stylish backsplash, under-mount sink, and VIGO faucet. The LG induction stove and convection oven deliver chef-ready performance. You'll love the spacious, light-filled layout-soaring 12-foot ceilings, exposed concrete and ductwork, and oversized windows that frame the beautiful sunset with a west exposure. California Closet organizers optimize every inch, including a well-appointed bedroom retreat with a generous closet and space for a king bed. The den is perfectly versatile for a home office, nursery, or guest area, while a semi-ensuite bath adds convenient privacy. Two west-facing balconies overlook a tranquil inner courtyard, offering a serene respite in the heart of the city. Premium features continue with a large, end-of-row parking spot with a bike rack plus an end-of-row locker on P2 for ample storage. Building amenities include 24-hour concierge, rooftop terrace with BBQs, fully equipped gym, steam sauna, theatre, and party room. A prime location - a short stroll to Dupont Subway, close to George Brown College and U of T, with The Annex, Yorkville, and Forest Hill Village nearby. Easy access to shopping and dining along the revitalized Dupont strip, with excellent walk and bike scores. Underground parking, storage locker, and unlimited Bell Fibre Internet & Cable TV are included. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • M/F Unit - Rear (1) 274 Avenue Road in Toronto: Annex House for lease (Toronto C02) : MLS®# C12925806

    M/F Unit - Rear (1) 274 Avenue Road Annex Toronto M4V 2G7
    Main Photo: M/F Unit - Rear (1) 274 Avenue Road in Toronto: Annex House for lease (Toronto C02) : MLS®# C12925806

    M/F Unit - Rear (1) 274 Avenue Road Toronto M4V 2G7 Annex

    $1,750
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12925806
    Bedrooms:
    1
    Bathrooms:
    1
    Great location, 1 bedroom unit, located on main floor with laundry. More details
    Listed by SOUTH HILL REAL ESTATE LIMITED
    LISTING DETAILS
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    please create a free account

  • 2 11A Clarendon Avenue in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12924548

    2 11A Clarendon Avenue Casa Loma Toronto M4V 1H8
    Main Photo: 2 11A Clarendon Avenue in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12924548

    2 11A Clarendon Avenue Toronto M4V 1H8 Casa Loma

    $1,475,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12924548
    Bedrooms:
    3
    Bathrooms:
    3
    Architectural, refined living on the south side of Clarendon in this prime Casa Loma community with a New York brownstone feel. Set among homes of wealth and character, this boutique condo of only 8 townhomes (with low maintenance fees!) offers generously-sized principal rooms and bedrooms on the entire upper main floor, gorgeous hardwood, high ceilings, and the bonus of over 800sf of finished lower level space. The living room is huge, tranquil and complete with plaster moldings, wood-burning fireplace and custom millwork and is open to the dining/family room for maximum versatility. Updated eat-in kitchen with brand new appliances. The primary bedroom is spacious, gracious and features a Juliette balcony, ensuite and wall-to-wall closet. The 2nd bedroom has ample storage with a full 2nd washroom beside it. This suite has no wasted space! The lower level makes for a great apartment or guest suite with separate side entry and a full kitchen, renovated 4 piece washroom, laundry, storage and a walkout to a patio. It is high quality, bright, work-at-home, work-out, hobby/studio space; or, relax and watch a movie in your media room for a quiet night at home. Garage parking for one car. Storage throughout the suite with extra space in the utility room. Close to Yorkville, Spadina Village, Longo's, Summerhill Market, and the shops, restaurants and TTC at St. Clair and Yonge. Enjoy quiet residential living with the benefits of a condo lifestyle in this elegant and distinguished residence. Don't miss this unique opportunity! More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 103 Russell Hill Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12918420

    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®# C12918420

    103 Russell Hill Road Toronto M4V 2S9 Casa Loma

    $3,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12918420
    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
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    please create a free account

  • Upper A 225 Macpherson Avenue in Toronto: Casa Loma Commercial for lease (Toronto C02) : MLS®# C12914390

    Upper A 225 Macpherson Avenue Casa Loma Toronto M4V 1A1
    Main Photo: Upper A 225 Macpherson Avenue in Toronto: Casa Loma Commercial for lease (Toronto C02) : MLS®# C12914390

    Upper A 225 Macpherson Avenue Toronto M4V 1A1 Casa Loma

    $20 /Sq Ft Net
    Commercial
    Status:
    For Lease
    MLS® Num:
    C12914390
    Total Area:
    2,228 sq. ft.
    Gorgeous brick and beam space on 2nd floor walk up in Midtown. Windows with natural daylight on all sides. Shared kitchen and washrooms with one tenant. More details
    Listed by LENNARD COMMERCIAL REALTY
    LISTING DETAILS
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    please create a free account

  • 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12911964

    74B Rathnelly Avenue Casa Loma Toronto M4V 2M6
    Main Photo: 74B Rathnelly Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12911964

    74B Rathnelly Avenue Toronto M4V 2M6 Casa Loma

    $3,849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12911964
    Bedrooms:
    3
    Bathrooms:
    5
    Welcome to 74B Rathnelly Ave - a brand-new built 2025, never-lived-in, 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 Schüco 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 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 and wall-hung Duravit toilets, 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

  • 435 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12907176

    435 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 435 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12907176

    435 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $2,300
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12907176
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To The Madison Lofts! Steps To Casa Loma, TTC, George Brown College And Annex. This Large, Bright, And Airy One Bedroom Suite Has It All. 14Ft High Ceilings, Floor To Ceiling Windows With Sunny East Exposure, Modern Kitchen W/ Stainless Steel Appliances & Granite Countertops. Engineered Hardwood Flooring Throughout and More. Rooftop patio has a stunning view of Casa Loma. Main floor gym & steam room. 24hr concierge. High speed Internet, Bell TV and Crave are included in lease cost. The solarium can be used as an office. The unit comes with a walk-in storage. More details
    Listed by YOURCONDOS REALTY INC.
    LISTING DETAILS
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Data was last updated April 1, 2026 at 04:15 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.