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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307 377 Madison Avenue
Casa Loma Toronto M4V 3E1

$2,750
Residential Condo & Other beds: 1+1 baths: 2.0

Main Photo: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 1: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 2: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 3: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 4: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 5: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 6: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 7: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 8: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 9: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 10: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 11: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 12: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 13: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 14: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 15: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 16: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 17: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 18: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 19: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 20: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 21: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 22: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 23: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 24: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 25: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 26: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 27: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 28: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Photo 29: 307 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for lease (Toronto C02)  : MLS®# C12843304
Status:
For Lease
Prop. Type:
Residential Condo & Other
MLS® Num:
C12843304
Bedrooms:
1+1
Bathrooms:
2
Ideally situated on a quiet, tree-lined street just south of Casa Loma! 377 Madison Ave offers a rare blend of neighbourhood charm and urban convenience. This boutique building is nestled between Forest Hill and The Annex, a two-minute walk to Dupont Station, transit, cafés, and everyday essentials. Enjoy this beautifully appointed west-facing suite, featuring nearly 9' ceilings and laminate hardwood flooring throughout. There's an abundance of natural light flooding the suite and two west-facing balconies perfect for taking in the stunning Casa Loma scenery all year round. The kitchen is finished with quartz countertops, floor-to-ceiling cabinetry for ample storage, and premium Fulgar Milano and Blomberg appliances. A custom built-in banquette anchors the dining area. The primary bedroom includes direct access to one of the balconies, while the den provides an ideal work-from-home space. This suite features an exceptionally rare, extra-large walk-in laundry room with stackable Blomberg washer and dryer and ample storage surrounding. Building amenities include 24-hour concierge, a gym, party room, pet spa, and visitor parking!
Lease Term:
12 Months
Lease Agreement:
Yes
Property Portion Lease:
Entire Property
Payment Frequency:
Monthly
Property Type:
Residential Condo & Other
Property Sub Type:
Condo Apartment
Home Style:
Apartment
Approx. Age:
6-10
Total Approx Floor Area:
600-699
Exposure:
West
Bedrooms:
1+1
Bathrooms:
2.0
Kitchens:
1
Bedrooms Above Grade:
1
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
3
Heating type:
Forced Air
Heating Fuel:
Gas
Storey:
3
Balcony:
Open
Basement:
None
Fireplace/Stove:
No
Garage:
Underground
Garage Spaces:
1.0
Parking Features:
Underground
Parking Type:
Owned
Parking Spaces:
0
Total Parking Spaces:
1.0
Locker Level:
A
Locker Unit:
78
Locker:
Owned
Family Room:
No
Payment Method:
Cheque
Security Deposit Required:
Yes
References Required:
Yes
Rental Application Required:
Yes
Credit Check:
Yes
Employment Letter:
Yes
Assessment:
$- / -
Toronto
Toronto C02
Casa Loma
Clear View
Carpet Free
Alarm System, Concierge/Security, Security Guard
Yes-with Restrictions
None
1 Parking Spot & 1 Locker Included in the rental rate! See Schedule A for Full List of Includes.
See Schedule A
Concrete
Gym, Party Room/Meeting Room, Concierge, Visitor Parking, Recreation Room
Yes
No
City, Skyline
No
Floor
Type
Size
Other
Main
Foyer
6'3" × 1'6"
Hardwood Floor, Closet, Closet Organizers
Main
Kitchen
12' × 8'3"
Hardwood Floor, Quartz Counter, Combined w/Dining
Main
Dining Room
12' × 8'3"
Hardwood Floor, Open Concept, Combined w/Kitchen
Main
Living Room
12' × 8'3"
W/O To Balcony, Open Concept, West View
Main
Bedroom
10'10" × 5'11"
W/O To Balcony, Closet Organizers, 4 Pc Ensuite
Main
Den
4'10" × 1'7"
Hardwood Floor
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Furnished:
Unfurnished
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Access:
Ensuite
Laundry Level:
Main Level
Condo Corporation Number:
2681
Property Management Company:
ICC Property Management
Building Name:
South Hill on Madison
Date Listed:
Mar 04, 2026
Original Price:
Previous Price:
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Listed by KELLER WILLIAMS EMPOWERED REALTY
Data was last updated March 5, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
28
Avg list price:
$1,536,500
Min list price:
$385,000
Max list price:
$6,349,000
Avg days on market:
31
Min days on market:
1
Max days on market:
154
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.