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.
About this home
Photos of 216 - 377 Madison Avenue
Facts and features of 216 - 377 Madison Avenue
| Type | Condo Apartment |
|---|---|
| Style | Apartment |
| Bedrooms | 1 |
| Bathrooms | 1 |
| Size | 0-499 sq ft |
| Garage | Underground |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | None |
| Exterior | Concrete |
| Days on market | 6 |
| Listing brokerage | EXP REALTY |
Around this home
What’s near 216 - 377 Madison Avenue
From 216 - 377 Madison Avenue, the nearest station is Dupont station (Line 1 Yonge-University), 5 minutes on foot; the nearest grocery store is New Forest Market, 5 minutes on foot; the nearest TDSB elementary school is Huron Street Junior Public School, 14 minutes on foot; and the nearest park is Glen Edyth Drive Parkette, 3 minutes on foot.
Transit
- Dupont station Line 1 Yonge-University 5 min walk
- Spadina station Line 1 Yonge-University · Line 2 Bloor-Danforth 13 min walk
- St George station Line 1 Yonge-University · Line 2 Bloor-Danforth 17 min walk 5 min drive
Groceries and pharmacies
- New Forest Market Grocery 5 min walk
- Shoppers Drug Mart Pharmacy 5 min walk
- Creeds Grocery 11 min walk
- Davenport Pharmacy Pharmacy 13 min walk
- Summerhill Market Grocery 15 min walk 4 min drive
Parks
- Glen Edyth Drive Parkette Park 3 min walk
- Boulton Drive Parkette Park 4 min walk
- Walmer Road Parkette Park 5 min walk
Schools
- Huron Street Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 79% · Gr 6 math 59% 14 min walk
- Hillcrest Community School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 91% · Gr 6 math 61% 13 min walk
- Winona Drive Senior Public School TDSB middle school · 7-8 28 min walk 5 min drive
- Holy Rosary Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 100% · Gr 6 math 55% 17 min walk 4 min drive
- Central Technical School TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 34% · Gr 10 literacy 74% 24 min walk 5 min drive
- Msgr Fraser Orientation Centre Catholic secondary · 9-12 21 min walk 5 min drive
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Hillcrest Community Centre Community centre 13 min walk
- Spadina Road Library Library 15 min walk
- William H. (Bill) Bolton Arena Pool or arena 16 min walk 4 min drive
Private schools
- Girls
- The Bishop Strachan School JK to Grade 12 23 min walk 6 min drive
- Branksome Hall JK to Grade 12 32 min walk 7 min drive
- Boys
- Royal St. George's College Grades 3 to 12 15 min walk
- St. Michael's College School Grades 7 to 12 21 min walk 5 min drive
- Upper Canada College JK to Grade 12 33 min walk 7 min drive
- Co-ed
- The Mabin School JK to Grade 6 5 min walk
- De La Salle College "Oaklands" Grades 5 to 12 13 min walk
- Howlett Academy JK to Grade 8 16 min walk 4 min drive
- Arrowsmith School Ages 6 and up 17 min walk 4 min drive
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- Casa Mezcal Google reviews 5 min walk
- The Backyard Smokehouse Google reviews 5 min walk
- Chilliy Pepper Tacos Google reviews 6 min walk
- Roti Cuisine of India Google reviews 6 min walk
- Playa Cabana Google reviews 7 min walk
Places: OpenStreetMap contributors, October 2026. Walking and driving times: openrouteservice. Schools: EQAO 2024-25, Ontario Ministry of Education.
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216 - 377 Madison Avenue
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216 - 377 Madison Avenue
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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MLS® C14110984 Data source: PropTx Listed October 23, 2026
