2017

Year Built

159

Number of Units

7

Storeys

Neighbourhood

Casa Loma

Developer

Burnac Corporation

You'll Love

Tarragon Theatre. This intimate stage hosts original and inspiring Canadian plays, just a short stroll from home!

Highlights

High ceilings. Nice amenities. Private balcony views.

Tell me more about South Hill on Madison

South Hill on Madison is an attractive mid-rise residence in Casa Loma neighbourhood. Nestled in a lush area at 377 Madison Avenue, this building is steps from the historic grounds of Casa Loma itself. Tour the gardens and passageways, or attend the exciting year-round events at this beloved Toronto landmark. South Hill condos are also close to cozy pubs and cafes on Dupont, and live theatre in The Annex. The Casa Loma condos for sale at 377 Madison Avenue have 9 foot high ceilings, quartz countertops, energy efficient appliances, and engineered laminate flooring. They also have large windows and private balconies overlooking the incredible area surrounding the building. Amenities at South Hill on Madison include a concierge, a gym, yoga studio, media room, party room, and a rooftop deck. Walk to nearby parks and parkettes for pleasant afternoons outside. Or, meet a friend at a rooftop patio on Dupont to listen to live music. There are also schools, museums, and Dupont subway station nearby. If you're looking for a home in a desirable area with a rich history and vibrant present, South Hill on Madison condos could be a perfect fit!

Amenities

Events/Meeting Room

Gym

Rooftop Deck/Outdoor Patio

Media Room

Concierge

377 Madison Ave For Sale

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  • 510 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13659546

    510 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 510 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13659546

    510 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $3,250
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13659546
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To South Hill On Madison - A Contemporary Art Deco Condominium Located At The Foot Of Cas Loma, Where Forest Hill Meets The Annex. Luxury Living at South Hill Condos At Casa Loma. Meticulously Maintained, Newly Boutique Condo W/Just 7 Storeys. Spacious Unit W/Well-Proportioned Sizeable Rooms. 9' Smooth Ceilings, Modern Kitchen, Integrated Appliances & Updated Baths. Primary Bed W/Full Ensuite. Huge Closets. 24/7 Concierge, Gym, Visitor Parking, Bike Racks. Walk To Dupont Ttc, Food, Green Space. An Impeccable Place To Call Home, Everything You Need Is Within Walking Distance Making This A True Urban Haven! More details
    Listed by REALTY ASSOCIATES INC.
    LISTING DETAILS
    JARROD ARMSTRONG

  • in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13821200

    Contact for address
    Main Photo: in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13821200

    Contact for address details

    $4,000
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13821200
    Bedrooms:
    1
    Bathrooms:
    2
    Beautifully Furnished Short term rental, 1BR 2 Baths. Ideal for executives. Exclusive boutique building nestled at the foot of Casa Loma. Tucked away among mature trees, this elegantly appointed suite offers a peaceful retreat from the city while being just steps to Dupont Subway Station and a short walk to Yorkville, Summerhill, and The Annex. Enjoy the perfect balance of tranquil surroundings and urban convenience.The space is beautifully furnished, 1-bedroom and full 2-baths, ideal for anyone seeking a turnkey, short-term residence. Featuring 9-foot smooth ceilings and a bright, open-concept layout, the suite is thoughtfully designed. A contemporary kitchen showcases quartz countertops, an undermount sink, abundant cabinetry, a versatile island with breakfast bar, and premium built-in stainless steel appliances. Impeccably managed building offering 24-hour concierge and security, a fully equipped fitness centre with yoga studio, party room, media room, visitor parking, and bicycle storage. Steps from Dupont Subway Station, Casa Loma, scenic parks, George Brown College, and the vibrant shops and restaurants along Dupont, with easy access to Yorkville and the city's finest amenities including, University of Toronto, Major Hospitals, Bay & Bloor, ROM & Kroener Hall. Available furnished for a 5-month lease, December 1st through April. More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
    LISTING DETAILS
    JARROD ARMSTRONG

  • 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13821978

    216 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13821978

    216 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,150
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13821978
    Bedrooms:
    1
    Bathrooms:
    1
    CASA LOMA LIVING. SMART DESIGN. BOUTIQUE STYLE. Welcome to South Hill on Madison, a contemporary Art Deco-inspired boutique residence tucked into one of Toronto's most distinctive neighbourhoods at the foot of Casa Loma, where South Hill, Forest Hill, Yorkville and The Annex come together. This stylish suite delivers one of the smartest layouts in its class, with a defined bedroom area that creates separation from the main living space while maximizing every square foot. The sleek kitchen features Caesarstone counters and built-in appliances, while thoughtful upgrades and space-saving features include a built-in desk, drop-down dining table, custom roller blinds and ensuite laundry. Step outside to your private north-facing balcony, or unwind in the beautifully finished bathroom with marble details and a glass-enclosed shower. Exceptionally convenient within the building, Suite 216 is located on the same level and just steps from the gym and media room, with no elevator or stairs required to access either amenity. The building also offers concierge service, visitor parking and a stylish party room with terrace. Leave the car behind. Dupont Subway Station is nearby, and George Brown Polytechnic's Casa Loma Campus, neighbourhood cafés, restaurants, parks and everyday conveniences are all within easy reach. An exceptional opportunity for professionals, couples, students or anyone who wants sophisticated, intelligently designed Toronto living in a boutique setting. More details
    Listed by EXP REALTY
    LISTING DETAILS
    JARROD ARMSTRONG

  • 521 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13836628

    521 377 Madison Avenue Casa Loma Toronto M4V 2W7
    Main Photo: 521 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C13836628

    521 377 Madison Avenue Toronto M4V 2W7 Casa Loma

    $2,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13836628
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To South Hill On Madison! Located in one of the most iconic areas in Toronto - at the foot of Casa Loma. This spacious loft-style layout offers a spacious living space with an open concept bedroom perfect for both entertaining and relaxing. The modern kitchen is equipped with all built-in sleek appliances and also fitted with an updated bathroom with a sleek glass shower. Location is second to none as you are in a prestigious neighbourhood with endless amenities within a walking distance. This is a place you would love to call home! More details
    Listed by PSR
    LISTING DETAILS
    JARROD ARMSTRONG
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Data was last updated September 29, 2026 at 06:15 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.

To find out more about South Hill on Madison Condos for sale or for rent at 377 Madison Ave, and other Toronto condos for sale in Casa Loma neighbourhood, contact us.

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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.