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714 - 377 MADISON AVENUE
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Beds
2
Baths
2
Sqft
—
Year
—
Type
Single Family
On market
28d
Welcome To South Hill On Madison - One Of Casa Loma's Most Sought-After Boutique Buildings. This Beautifully Upgraded 2 Bedroom, 2 Bathroom Suite Blends Contemporary Design With Effortless Midtown Living. Bright And Sun-Filled, The Thoughtfully Designed Layout Features Expansive East-Facing Views, Hardwood Floors Throughout, And A Sleek Modern Kitchen With Stone Countertops, Integrated Appliances, And Oversized Island Seating Perfect For Entertaining. Located On The Penthouse Floor With No Neighbours Above, The Suite Offers A Rare Sense Of Privacy And Quiet.The Generous Primary Bedroom Features A Large Walk-In Closet And 4 Piece Ensuite Bathroom, While The Well-Proportioned Second Bedroom Offers Incredible Flexibility For Guests, A Home Office, Or Additional Living Space. The Open-Concept Living Area Walks Out To A Private Balcony Overlooking The Neighbourhood Treetops.Enjoy Boutique Condo Living With Premium Amenities Including 24 Hour Concierge, Fitness Centre, Party Room, Visitor Parking, Pet Spa, And More. A Short Walk To Dupont Subway Station And Steps To The Vibrant Dupont Strip - Home To Some Of Toronto's Best Cafés, Restaurants, Cocktail Bars, And Local Shops. Ideally Positioned Between Yorkville, The Annex, And St. Clair West, With Easy Access To Winston Churchill Park, Scenic Walking Trails, And Some Of The City's Best Green Space For Dog Owners And Outdoor Enthusiasts Alike. An Exceptional Opportunity To Live In One Of Toronto's Most Coveted Neighbourhoods. (id:65958)
Main level
| Room | Dimensions | Features |
|---|---|---|
| Living room | 5.94 × 3.9 meters | |
| Kitchen | 5.94 × 3.9 meters | |
| Primary Bedroom | 3.17 × 3.69 meters | |
| Bedroom 2 | 3.63 × 2.47 meters | |
| Foyer | 2.4 × 1.3 meters |
10-item due-diligence checklist. We can pre-flight most of these for you on a CMA call.
Comparable sales
Ask for 3–5 recent solds within ~1 km and the same beds/baths so the list price has context.
Property condition
Roof age, furnace age, hot-water tank age, electrical panel size, windows. Cosmetic vs structural.
Zoning
Confirm zoning matches your intent (single-family vs duplex vs secondary suite vs commercial).
Suite legality / potential
If suited or being marketed as suited: confirm permits, separate entrance, ceiling height, egress windows.
Monthly carrying cost
Mortgage + property tax + insurance + condo fee (if any) + utilities. Compare to your max budget.
Property taxes
Confirm the annual tax amount on the current assessment — and whether a reassessment is pending.
Insurance estimate
Get a same-day quote. Older homes, knob-and-tube wiring, polybutylene plumbing, flood plains all change the number.
Commute
Drive it (or transit it) at the actual time of day you'd commute. Map ETA lies during peak hours.
Deposit and financing conditions
Deposit size, financing condition window, condition removal date, possession date — all negotiable.
Inspection considerations
Budget for a home inspector ($500–700) and any specialty inspections (sewer scope, mould, asbestos for pre-1990 builds).
Rough ballpark only. Pick a down-payment option, then tap any underlined number below to plug in your real numbers — tax, condo fee, insurance, utilities. Total updates live. Confirm with a mortgage broker before writing an offer.
Cost lines (tax, condo, insurance, utilities) are editable inline above. These two control the mortgage payment math.
Approximation only. CMHC default insurance is included when down payment is under 20%. Property tax and condo fees come from MLS when listed and may not reflect the current billing year. Suite rental income depends on permits, market rent, and vacancy — confirm with a property manager. Always validate your scenario with a mortgage broker and your insurance provider before writing an offer.
We'll reply by text within a few hours. Comparable sales, condition flags, things worth checking — sent before you book a showing.
Listing brokerage
Listing brokerage on file
Listing data via CREA DDF®. Information is deemed reliable but not guaranteed accurate by CREA. Last updated May 12, 2026.
Nearby school, halal, mosque, grocery, park, and transit layers are still being built for Toronto (Casa Loma). The listing facts above are live; the neighborhood-intelligence layer needs POI coverage before it can score this address properly.