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.

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216 377 Madison Avenue
Casa Loma Toronto M4V 3E1

$2,095
Residential Condo & Other beds: 1 baths: 1.0

Kitchen built-ins: dining, desk, appliances
Photo 1: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 2: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 3: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 4: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 5: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 6: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 7: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 8: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 9: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 10: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 11: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 12: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 13: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 14: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 15: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 16: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 17: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 18: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 19: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 20: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 21: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 22: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 23: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 24: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 25: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 26: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 27: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 28: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 29: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 30: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 31: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 32: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 33: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 34: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Photo 35: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
Status:
For Lease
Prop. Type:
Residential Condo & Other
MLS® Num:
C14110984
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 functionality. 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. Designed for modern living, the flexible layout offers the freedom to create a space that reflects your lifestyle, whether you're working from home, relaxing or entertaining. Step outside to your private north-facing balcony, or unwind in the beautifully finished bathroom with marble details and a glass-enclosed shower. **The lifestyle extends well beyond your front door.** Just steps from Suite 216, the media room offers a welcoming extension of your living space, ideal for relaxing, watching a movie or enjoying a change of scenery. The gym is equally convenient, with both amenities located on the same level and no elevator or stairs required to access either. The building also features a stylish party room with terrace, offering another inviting setting to gather and entertain, along with concierge service and visitor parking. Leave the car behind! Dupont Subway Station is nearby, along with George Brown Polytechnic's Casa Loma Campus, neighbourhood cafés, restaurants, parks and everyday conveniences. An exceptional opportunity to enjoy sophisticated, intelligently designed Toronto living in a distinctive boutique setting.
Lease Term:
12 Months
Lease Agreement:
Yes
Property Portion Lease:
Entire Property
Property Type:
Residential Condo & Other
Property Sub Type:
Condo Apartment
Home Style:
Apartment
Total Approx Floor Area:
0-499
Exposure:
North
Bedrooms:
1
Bathrooms:
1.0
Kitchens:
1
Bedrooms Above Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
4
Heating type:
Forced Air
Heating Fuel:
Gas
Storey:
2
Balcony:
Open
Basement:
None
Fireplace/Stove:
No
Garage:
Underground
Garage Spaces:
0.0
Parking Features:
Underground
Parking Type:
None
Parking Spaces:
0
Total Parking Spaces:
0.0
Locker:
None
Family Room:
No
Possession Details:
flexible
Security Deposit Required:
Yes
References Required:
Yes
Rental Application Required:
Yes
Credit Check:
Yes
Employment Letter:
Yes
Assessment:
$- / -
Toronto
Toronto C02
Casa Loma
Built-In Oven, Carpet Free, Countertop Range, Water Heater Owned
Yes-with Restrictions
Built-in Fridge, Oven, Cooktop, microwave, 2 TVs, furniture built-ins and shelves, washer, dryer; heat, AC, building insurance, common elements, visitor parking.
Hydro is extra (approx $50 monthly), Air Fryer
Concrete
Yes
Yes
No
Special Designation:
Unknown
Furnished:
Partially
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Access:
Ensuite
Condo Corporation Number:
2681
Property Management Company:
ICC Property Management
Date Listed:
Oct 23, 2026
Original Price:
Previous Price:
  • Photo 1: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Kitchen built-ins: dining, desk, appliances
  • Photo 2: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged kitchen with desk and dining
  • Photo 3: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Sun-filled great room with balcony view
  • Photo 4: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged with portable dining island
  • Photo 5: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged great room with balcony view
  • Photo 6: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Kitchen with dedicated work from home station
  • Photo 7: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Balcony view
  • Photo 8: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Balcony view virtually staged
  • Photo 9: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Balcony
  • Photo 10: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    bedroom closet area
  • Photo 11: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtual staged closet area
  • Photo 12: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Defined bedroom area
  • Photo 13: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged bedroom area
  • Photo 14: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged bedroom/living area with daybed.
  • Photo 15: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged with convertible Murphy Bed Sofa
  • Photo 16: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Virtually staged with convertible Murphy Bed Sofa
  • Photo 17: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Bath marble details and glass-enclosed shower
  • Photo 18: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Laundry area at front entrance
  • Photo 19: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Laundry
  • Photo 20: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Entrance to suite
  • Photo 21: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Media Room
  • Photo 22: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Media Room Kitchenette
  • Photo 23: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Gym just off media room
  • Photo 24: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Gym/media room balcony
  • Photo 25: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Party Room
  • Photo 26: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Party Room with booth view
  • Photo 27: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Party room terrace
  • Photo 28: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Media room looking at balcony
  • Photo 29: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Street view
  • Photo 30: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Entrance
  • Photo 31: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Entrance Twilight virtually staged
  • Photo 32: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Art-Deco inspired Foyer leading to party room
  • Photo 33: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Street view
  • Photo 34: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Streetview at twilight
  • Photo 35: 216 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C14110984
    Streetview at twilight
Listed by EXP REALTY
Data was last updated November 1, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
39
Avg list price:
$1,489,000
Min list price:
$575,000
Max list price:
$6,350,000
Avg days on market:
47
Min days on market:
3
Max days on market:
97
These statistics are generated based on the current listing's property type and located in Casa Loma. Average values are derived using median calculations. This data is not produced by the MLS® system.
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.