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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  • 409 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12156321

    409 155 St Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 409 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12156321

    409 155 St Clair Avenue W Toronto M4V 0A1 Casa Loma

    $1,688,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12156321
    Bedrooms:
    2
    Bathrooms:
    2
    The Avenue - A Stunning Boutique Building at St. Clair & Avenue Rd., Offering Forest Hill Charm & Easy Access to Yorkville & Yonge Streets Vibrant Scene. This Elegant 2 Bedroom Unit Boasts A Custom Cameo Kitchen with Marble Countertops, A Wolf Gas Oven & Stovetop, And Sub-Zero Appliances. The Spacious Unit Has Fantastic Features, Including Soaring 9 Ceilings, Hardwood Floors, Spotlights, & A Gas Fireplace. Delight In Crown Mouldings, Coffered Ceilings, & High-End Finishes Throughout. With 24-Hour Concierge Service, Valet Parking, & a Full-Service Concierge, Every Detail Is Crafted for Luxury & Convenience. **EXTRAS** Fridge, Stove, Microwave Oven, Washer/Dryer, All Electrical Light Fixtures, 2 Car Parking, Locker More details
    Listed by CENTURY 21 PARKLAND LTD.
    LISTING DETAILS

  • 15 McMaster Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12149314

    15 McMaster Avenue Casa Loma Toronto M4V 1A8
    Main Photo: 15 McMaster Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12149314

    15 McMaster Avenue Toronto M4V 1A8 Casa Loma

    $9,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12149314
    Bedrooms:
    5
    Bathrooms:
    2
    Step into style and convenience with this fully furnished rental in the vibrant Republic of Rathnelly. This four-plus-one-bedroom home offers a perfect blend of modern living and timeless charm, right in one of Toronto's most sought-after neighborhoods. Location is everything, and this home is zoned for the coveted Brown Junior Public School, making it a dream spot for families. The open-concept main floor is perfect for entertaining, and the second floor boasts a cool family room and a dedicated office space for all your WFH needs. Up the stairs to the third floor are two more bedrooms. Downstairs, the basement transforms into a generous entertaining area, perfect for kids playdates or a cozy movie night. And don't stress about parking you've got a dedicated spot off the laneway. With easy access to Avenue Road, downtown, and the TTC, plus all the perks of living in this friendly community, this home isnt just a place to stayits a place to thrive. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 203 195 Poplar Plains Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12150757

    203 195 Poplar Plains Road Casa Loma Toronto M4V 2N3
    Main Photo: 203 195 Poplar Plains Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12150757

    203 195 Poplar Plains Road Toronto M4V 2N3 Casa Loma

    $1,325,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12150757
    Bedrooms:
    2
    Bathrooms:
    2
    Experience refined living in one of Toronto's most prestigious and sought-after enclaves, South Hill. Perched at the top of Poplar Plains Road, this elegant two-storey residence is part of an exclusive 6-unit Georgian mansion conversion, offering a rare blend of timeless architecture and sleek, modern design. Just moments from world-class restaurants, designer shops, beautiful parks, and the vibrant culture of Yorkville and the St. Clair corridor, the location is second to none. Set on a quiet, tree-lined street, the home offers the privacy and tranquility of a boutique community with the convenience of city living just steps away. Inside this bright, spacious, and thoughtfully renovated home, you'll find soaring high vaulted ceilings, rich oak floors, and two fireplaces that add warmth and grandeur. Natural light fills the space throughout the day, creating a warm and inviting atmosphere. The chefs kitchen is fully updated with premium appliances, perfect for intimate dinners or entertaining guests. Upstairs, the luxurious primary suite is a serene retreat with a walk-in closet, spa-inspired marble ensuite, gas fireplace, and a private terrace, perfect for relaxing or entertaining outdoors. A bright, sun-filled den on the same level offers the ideal space for a home office, reading nook, or quiet escape. Enjoy the ease of your own garage parking and the charm of a walk-up. No elevators or crowded lobbies here. A rare offering for the refined buyer who values location, space, and luxury living. More details
    Listed by REAL BROKER ONTARIO LTD.
    LISTING DETAILS

  • 706 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12148749

    706 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 706 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12148749

    706 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,898,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12148749
    Bedrooms:
    3
    Bathrooms:
    3
    Indulge in the epitome of luxury living at this immaculate 3-bed, 3-bath Penthouse, crafted by a renowned international Designer, a top of South Hill on Madison. No expense was spared in the creation of this custom home, boasting Legrand Adorne electrical devices, custom white oak herring bone floors, & ceilings finished w/ the highest grade no.5 finish. Every detail exudes sophistication, from recessed lighting & sprinklers sprinklers to architectural linear slot diffusers. Storage is abundant, w/ bespoke built-in closets & jaw-dropping shoe closets in Louboutin red. The kitchen is a chef's dream, equipped with built-in Liebherr refrigerators, Thermador induction cooktop & oven, a Grigio Carnico Stone island with a sumptuous leather finish. Relax by the Stuv fireplace in the living room. Outdoor enthusiasts will delight in over 1400sf outdoor space comprised of 2 balconies & roof terrace: fully tiled balconies and a sprawling roof terrace complete with a built-in outdoor kitchen & commercial-grade Napoleon BBQ grills, all while soaking in breathtaking views of Casa Loma & CN Tower. Bespoke luxury at its finest. **EXTRAS** Two private adjacent parking spaces. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 1403 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12147582

    1403 155 St Clair Avenue W Casa Loma Toronto M4V 0A1
    Main Photo: 1403 155 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12147582

    1403 155 St Clair Avenue W Toronto M4V 0A1 Casa Loma

    $5,399,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12147582
    Bedrooms:
    3
    Bathrooms:
    3
    A Truly One Of A Kind Offering In Torontos Premier Buildings, The Avenue. Completely Renovated And Redesigned To Exacting Standards By Renowned Studio 33. Private Elevator Entry! Sprawling 2,580SF Boasting 3 Bedrooms and Open Concept Design Built With Entertaining In Mind. Glorious Views Of Forest Hill From Every Window And Watch The Sunset From Western Views. Overlooking Parkettes to the North East And West! Rare 3 Car Parking And Two Spacious Private Lockers. Living Room Open To The Expansive Dining Room With Fireplace And Walk-Out To Balcony. Exquisitely Finished Designer Kitchen With Gleaming Marble And Top Of The Line Appliances. Hotel-Like Primary Retreat Complete With His+Hers Walk-In Closets, Picturesque Views And Marble Ensuite. Automated Blinds And Drapery Throughout. High-end Concierge & Valet Service, Luxury Guest Suites, Gym, Pool, Hot Tub, Sauna, Yoga Room, Party Meeting Room, Catering Kitchen And Car Wash. Steps to Yorkville, Forest Hill And Shops and Eateries At Yonge & St Clair, The Best Parks And Renowned Schools. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS

  • Main 6 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12143670

    Main 6 Poplar Plains Crescent Casa Loma Toronto M4V 1E8
    Main Photo: Main 6 Poplar Plains Crescent in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12143670

    Main 6 Poplar Plains Crescent Toronto M4V 1E8 Casa Loma

    $2,995
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12143670
    Bedrooms:
    3
    Bathrooms:
    2
    Spacious 3- Bedroom, 2-Bath (3Pc & 4Pc) Apartment In Rathnelly. Main Floor Of A Charming Red Brick House, This Apartment Features Ensuite Laundry & Separate Living/Dining Room. Tenants Have Access To A Shared Backyard Patio For Warm Weather Entertaining. Great Location Close To Everything - Streetcar, Bus, Summerhill Subway Station, Yorkville & St Clair Ave Restaurants, Cafes, Shops, Entertainment And Nightlife. *Photos Used Are From A Previous Listing*. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 19 Clarendon Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12143254

    19 Clarendon Avenue Casa Loma Toronto M4V 1H8
    Main Photo: 19 Clarendon Avenue in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12143254

    19 Clarendon Avenue Toronto M4V 1H8 Casa Loma

    $9,800
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12143254
    Bedrooms:
    3
    Bathrooms:
    4
    Lovely executive home in midtown Toronto. This lovely 3 bedroom & 4 bathroom house offers an Incredible central location, minutes to Yonge St, TTC Subway, and all conveniences. Private gated front yard. Expertly designed for function and style. Gourmet kitchen, top-of-the-line appliances, and breakfast area. South facing main floor that is filled with natural sunlight. Hardwood flooring on main and second floor, elegant dining room. Three bedrooms upstairs. Fully finished lower level that is ideal as a rec room, leisure space, with sauna, laundry and a walkout to a maintenance free backyard. One car attached garage. Tons of storage. Nearby to top schools, amazing restaurants and shopping, and amenities. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS

  • 1110 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12144791

    1110 223 St Clair Avenue W Casa Loma Toronto M4V 1R3
    Main Photo: 1110 223 St Clair Avenue W in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12144791

    1110 223 St Clair Avenue W Toronto M4V 1R3 Casa Loma

    $2,500
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12144791
    Bedrooms:
    1
    Bathrooms:
    1
    Must See! Ultra Bright, Incredible Unobstructed South View, 9 Foot Smooth Ceilings, Floor To Ceiling Windows, New Flooring, and Balcony. Renovated Kitchen With Window, Stone Counters &Built-In Appliances. Short Walk To Yonge St., Both Subway Lines, Street Car, Longos, Lcbo, Loblaws, Casa Loma, Winston Churchill Park & Tennis Club Down The Street. Move In Anytime. Landlord prefers a tenant without pets. More details
    Listed by PROPERTY.CA INC.
    LISTING DETAILS

  • 201 2 Lynwood Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12144227

    201 2 Lynwood Avenue Casa Loma Toronto M4V 1K2
    Main Photo: 201 2 Lynwood Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12144227

    201 2 Lynwood Avenue Toronto M4V 1K2 Casa Loma

    $1,295,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12144227
    Bedrooms:
    3
    Bathrooms:
    3
    Discover this esteemed and grand condo residence, located in the upscale area of South Hill - the perfect central location with every amenity and convenience available. Rarely available this is one of only 16 suites in this top-rated boutique building. This expansive 1,787 sq. ft. northwest corner suite is flooded with natural light and features 2 spacious bedrooms, a large office/den area and 3 elegant bathrooms (primary renovated 2024). This home offers timeless sophistication with upscale finishes throughout including herringbone oak hardwood flooring and crown mouldings. The open-concept layout boasts generous principal rooms ideal for both entertaining and comfortable daily living. The chefs kitchen has both function and style, with abundant storage and stone countertops. The luxurious primary suite is a true retreat, featuring a massive walk-in closet and a newly renovated 4-piece ensuite. The second bedroom has its own ensuite. Additionally, there is a grand entrance foyer, a dedicated laundry room, and exceptional storage throughout. Step onto your oversized balcony and enjoy a peaceful and private haven in the city. This suite also includes a private storage room and two side-by-side garage parking spots. Residents enjoy premium amenities including concierge, fitness centre, indoor pool, sauna, and visitor parking. Ideally located just steps from the streetcar and a short walk to the TTC subway, with easy access to shops, cafes, restaurants, LCBO, and groceries, scenic parks, and some of the city's top-rated schools. Truly 2 Lynwood Ave, Suite 201 is an incredible space in one of Toronto's most desirable neighbourhoods - this is a good one! More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS

  • 4 300 Avenue Road in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12140719

    4 300 Avenue Road Casa Loma Toronto M4V 2H1
    Main Photo: 4 300 Avenue Road in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C12140719

    4 300 Avenue Road Toronto M4V 2H1 Casa Loma

    $1,698,800
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12140719
    Bedrooms:
    2
    Bathrooms:
    3
    Historic Elegance Meets Modern Luxury in Toronto's Coveted Rathnally Enclave. Discover rare sophistication in this 1,600 sq.ft. Townhouse masterfully renovated within an 1892 mansion. Victorian charm blends seamlessly with contemporary design throughout this exceptional home.The show-stopping west-facing window wall floods the whole home with natural light, while the gourmet kitchen dazzles with professional Wolf and Sub-Zero appliances and flows into an open-concept dining and formal living area. The sleek glass and custom imported Wenge Wood staircase leads to an elegant glass-enclosed wine nookperfect for the discerning collector.Entertain in the family room, which features a contemporary gas fireplace with sleek stone surround and dramatically overlooks the main living areas downstairs.Step through sliding doors onto your sprawling 400+ sq ft. quiet Private terrace an urban oasis perfect for alfresco dining while enjoying views of the exclusive and prestigious Republic of Rathnally neighbourhood. Relax and unwind in the Sauna or Ice bath with unmatched privacy. Or experience the sunset's natural beauty in the most mature forested and bird-dense neighbourhood in Toronto propera backyard for entertainment, peace and relaxation. Retreat to the luxurious master bedroom suite, featuring a retractable skylight and charming turreted reading nooka nod to the home's Victorian heritage. Unwind in the spa-like five-piece ensuite with skylight and generous walk-in closet. The second bedroom showcases character-rich bay windows and original stained glass, while marble-tiled bathrooms enhance refined luxury. The whole home and glass are also triple-paned and soundproof.This is more than a residence it's a lifestyle where historical prestige meets modern luxury in one of the city's most coveted locations, set a stones throw to Yorkville, Rosedale, Summerhill, Casa Loma & Forest Hill. More details
    Listed by REAL BROKER ONTARIO LTD.
    LISTING DETAILS

  • 503 263 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12136015

    503 263 Russell Hill Road Casa Loma Toronto M4V 2T4
    Main Photo: 503 263 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12136015

    503 263 Russell Hill Road Toronto M4V 2T4 Casa Loma

    $2,125
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12136015
    Bedrooms:
    1
    Bathrooms:
    1
    Bright & Spacious 1-Bedroom Apartment with Balcony in the Heart of St. Clair West Village! Welcome to this beautifully renovated, high-floor 1-bedroom apartment, offering abundant natural light and generous living space. Located in the vibrant St. Clair West Village, this modern unit is perfect for entertaining guests or unwinding after a busy day in the city. Enjoy an open-concept layout that seamlessly connects the living room, dining area, and kitchen designed with both style and function in mind. The kitchen is fully equipped with high-end stainless-steel and built-in appliances, including a full-sized built-in fridge, S/S built-in oven and microwave, full-size dishwasher, and a quartz island that serves as the focal point of the space. This home features elegant light oak laminate floating floors and recessed pot lighting throughout, creating a warm and inviting atmosphere. The convenience continues with an in-unit stacked front-load washer and dryer combo. The renovated 3-piece bathroom is bright and functional, complete with a window and built-in drying rack. The spacious bedroom includes a large window and ample closet space to meet all your storage and relaxation needs. Step outside and discover the charm of St. Clair West, just moments from locally owned shops, popular chain stores, fantastic restaurants, grocery stores, and the iconic Casa Loma. Enjoy easy access to community centers, parks, places of worship, and top-rated schools. Commuters will appreciate the proximity to public transit, including the St. Clair streetcar system with direct connections to TTC subway stations. Don't miss this rare opportunity to live in a newly renovated, well-located, and budget-friendly rental in one of Toronto's most desirable neighborhoods! More details
    Listed by QUEENSWAY REAL ESTATE BROKERAGE INC.
    LISTING DETAILS

  • 202 263 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12136020

    202 263 Russell Hill Road Casa Loma Toronto M4V 2T4
    Main Photo: 202 263 Russell Hill Road in Toronto: Casa Loma House for lease (Toronto C02) : MLS®# C12136020

    202 263 Russell Hill Road Toronto M4V 2T4 Casa Loma

    $2,075
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12136020
    Bedrooms:
    1
    Bathrooms:
    1
    A Prime Location 1 Bedroom and 1 Full 3 Piece Bath Unit is Priced to Rent. Available Immediately. This Spacious 476 Square Feet 1-bedroom with a Huge Walk-In Closet Offers Modern Comfort and Unbeatable Value in the Toronto Mid-Town Core. Enjoy the Convenience of In-Building Laundry and Included Water and Heat, keeping your Costs Low! The Open-Concept Living and Dining Area with Large Oversized Windows Floods the Space with Lots of Natural Light. This unit's Kitchen also boasts a Large Window for Natural Light with an Eat-in Area, Fully Loaded Stainless Steel Appliances, and a Stainless Steel Dishwasher, with Ample Cabinet Space and Stylish, Newly Renovated Accents with built-in stacked front-load washer and dryer. Located in Vibrant St. Clair West Neighborhood, You Are Just Steps Away from Many Small-Owned Shops, Box Chain Stores, Restaurants, Grocery Stores, and the Casa Loma attraction. With Easy Access to Community Centers, Parks, Places of Worship and Many Schools in the Area, You Definitely Will Want to Live Here. Commuters Will Love the Proximity to Public Transit, the St. Clair Streetcar System Which Connects to the TTC Subway Stations. Do Not Miss Out On This Renovated, Well-Located, and Cost-Effective Rental! More details
    Listed by QUEENSWAY REAL ESTATE BROKERAGE INC.
    LISTING DETAILS
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Data was last updated May 19, 2025 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.