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377 Madison Ave

377 Madison Ave Condos for Sale and Rent

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South Hill on Madison

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  • 215 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12192430

    215 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 215 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12192430

    215 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,600
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12192430
    Bedrooms:
    2
    Bathrooms:
    1
    This spacious and impeccably maintained 1-bedroom + den condo offers over 660 sq ft of modern living, featuring floor-to-ceiling windows, wide-plank laminate flooring, and a streamlined kitchen with built-in appliances, quartz countertops, and a sleek tile backsplash. The open-concept layout includes a versatile den and a large balcony perfect for morning coffee or evening unwinding. Parking is included. Located just a 4-minute walk from Dupont Station, with parks, groceries, restaurants, and more just steps away. Building amenities include: 24-hour concierge, gym, party room, and visitor parking. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 518 377 Madison Avenue N in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C12173658

    518 377 Madison Avenue N Casa Loma Toronto M4V 3E1
    Main Photo: 518 377 Madison Avenue N in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C12173658

    518 377 Madison Avenue N Toronto M4V 3E1 Casa Loma

    $2,750
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12173658
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To South Hill On Madison - A Contemporary Art Deco Condominium Located At The Foot Of Casa Loma, Where Forest Hill Meets The Annex. An Exquisite Boutique Building In A Quiet Residential Setting. The Very Best 1 Bedroom + Den Layout Of Only 4 In The Entire Building. Views Of Casa Loma From The 170 Square Foot Terrace. This Unit Boasts Open Concept Living For Comfort And Entertaining. The Unit Comes Complete With Underground Parking And A Locker. This Enviable Mid-Town Location Is Only Steps To The Vibrant Dupont Strip With Its Restaurant's, Shops And TTC Subway Station. This Building Provides: 24-Hour Concierge, Gym, Party Room, Theatre Room And Pet Spa. A Short Distance To Bloor St / Yorkville, Great Restaurants And Boutiques. More details
    Listed by PSR
    LISTING DETAILS

  • 324 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12157632

    324 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 324 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12157632

    324 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,080
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12157632
    Bedrooms:
    1
    Bathrooms:
    1
    Beautifully designed, studio unit with sleeping area. Great starter or for younger professionals. Just a walk to Dupont Subway, Forest Hill, Casa Loma, Shops and restaurants. Gym, party room, 24 hour conceirge, pet spa, yoga studio and much more. More details
    Listed by THE CONDO STORE REALTY INC.
    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

  • 116 377 Madison Avenue N in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C12112527

    116 377 Madison Avenue N Casa Loma Toronto M4V 3E1
    Main Photo: 116 377 Madison Avenue N in Toronto: Casa Loma Condo for lease (Toronto C02) : MLS®# C12112527

    116 377 Madison Avenue N Toronto M4V 3E1 Casa Loma

    $1,950
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12112527
    Bedrooms:
    1
    Bathrooms:
    1
    Ready For Occupancy! NEW, luxury Jr 1 bedroom (415 sq. ft.) suite at 377 Madison Avenue, sits near the intersection of MacPherson Ave. and Spadina Rd., located (5 minutes to) Casa Loma and Yorkville neighbourhood. This sleek and chic mid-rise, luxury studio-condo is steps to transit, with access to numerous bus routes, restaurants, shopping, and entertainment. The condo is also rather close to George Brown College campus. A Walk Score (92) and Transit Score (86!) Spacious layout. Ceiling to floor windows, High-end finishes and fixtures throughout. Sleek integrated appliances, European cabinetry, quartz countertops, high ceilings and offers multiple interior decorative options. Building Amenities Include: - Gymexercise room.- Common rooftop deck.- Concierge.- Party room.- Along with a Visitor Lounge and a Yoga Studio, 24hrs Concierge. Great Location and great living for a young professional in the downtown core! More details
    Listed by ZOLO REALTY
    LISTING DETAILS

  • 424 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12102902

    424 377 Madison Avenue Casa Loma Toronto M4V 2W7
    Main Photo: 424 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12102902

    424 377 Madison Avenue Toronto M4V 2W7 Casa Loma

    $464,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12102902
    Bathrooms:
    1
    Exceptionally Well-designed private corner studio on Madison Avenue featuring high quality finishes, available for your move this spring or summer, balcony for entertaining. Plenty of Storage in the suite and your locker.Great Hotel or George Brown Residence alternative. Walk To Dupont Subway, George Brown College, Casa Loma, Forest Hill, Annex, and Yorkville Shops and Restaurants. Amenities Incl: Gym, Party Room, Visitor Parking And 24HrConcierge. This Boutique Building Has A Pet Spa And Yoga/Dance Studio. More details
    Listed by SOTHEBY`S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 314 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12097369

    314 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 314 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12097369

    314 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $799,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12097369
    Bedrooms:
    2
    Bathrooms:
    2
    Unique opportunity to own a stunning boutique condo in one of Torontos most desirable neighborhoods, right by Casa Loma. This exceptional 2-bedroom, 2-bathroom home offers an exquisite blend of luxury, charm, and convenience. From the modern, open-concept layout to the high-end finishes, every detail has been carefully crafted. Large windows bring in abundant natural light, while the spacious bedrooms and elegant bathrooms provide comfort and style. Located near Torontos historic Casa Loma, this condo is close to vibrant dining, shopping, and cultural destinations, with easy access to transit options that connect you seamlessly to the city. If you're looking for an urban oasis that combines both prestige and practicality, this is it. Dont miss out on this rare find its the perfect place to call home. EXTRAS: Experience the luxury of South Hill on Madison Condos, offering a range of premium amenities such as a fitness center, rooftop lounge with stunning views, private parking, and secure access for ultimate convenience and comfort. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS

  • 516 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12081510

    516 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 516 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12081510

    516 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,400
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12081510
    Bedrooms:
    1
    Bathrooms:
    1
    This 1-bedroom, 1-bathroom condo punches well above its weight with 9-foot ceilings, modern finishes, and a functional layout that makes the most of every square foot. Whether you're looking for your first place, a pied-à-terre, or a thoughtfully designed crash pad in the city, this one checks some boxes. Tucked inside a boutique building, the unit can be rented furnished or unfurnished, it can come with everything you'd need like cookware, cutlery, small appliances, etc.. it comes with a locker, and there's one seriously cool bonus: a clear view of Casa Loma-- yes, that castle. The location makes it even better. You're a quick stroll to Dupont Station, with Wychwood Park just around the corner for leafy walks or weekend market runs. And when it's time to eat out (or bring takeout back to that view), you're spoiled with local favourites like Playa Cabana, Louf, Fat Pasha, and Backyard Smokehouse just minutes away. Compact, stylish, and incredibly well-located--this unit is proof that good things come in smart packages. More details
    Listed by BOSLEY REAL ESTATE LTD.
    LISTING DETAILS

  • 510 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12061964

    510 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: 510 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12061964

    510 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $799,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12061964
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To This Contemporary Art Deco Of South Hill On Madison Located At The Foot Of Casa 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, 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! Teps From The Dupont Station And Mins To Yorkville & Downtown. Two Bedroom With Two Full Bath. Unit Has High Smooth Ceiling And Wood Floors, Great Functional Layout, Open Concept Kitchen With Upgraded Countertop And Backsplash. More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS

  • 510 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02) : MLS®# C12051687

    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®# C12051687

    510 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $3,250
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12051687
    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 RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS

  • PH707 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C6763228

    PH707 377 Madison Avenue Casa Loma Toronto M4V 3E1
    Main Photo: PH707 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C6763228

    PH707 377 Madison Avenue Toronto M4V 3E1 Casa Loma

    $2,095,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C6763228
    Bedrooms:
    3
    Bathrooms:
    3
    A Magical Penthouse On The Tassels Of Casa Loma Is This Season's Rarest Find. Styled In Cool Clean Lines, The Split-Bedroom Interior Is Poetically Written In Elegance And Versatility. Host The City's Most Exclusive Parties On Your 1030Sqft Private And Fully Loaded Rooftop Terrace With Toronto's Iconic Castle & Cn Tower Views! Pop Champagne Under The Stars While Overlooking The Bright Lit City In The Howling Moonlight, You're In Prime Toronto Real Estate Territory.The Feeling Of A House With Come & Go Conveniences Of A Boutique Condo. It's Resort-Styled Terrace Is Luminous In Golden, Daytime Sunshine Where You Can Lounge For A Day Of Tranquility, Away From The Downtown Commotion Or Retreat To Your Large Primary Bedroom, With Walk-Through Closet & Upgraded Ensuite. Main Floor Windows Are Treelined With A Deep Breath Of Trees & Greenery. Prime Location That's Residential & Calm, And Only Steps To Yorkville's Action. Are You Looking For Something Special? You've Got To See This Penthouse! More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS
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Data was last updated June 10, 2025 at 03:15 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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