Living in Bridle Path–Sunnybrook–York Mills
Toronto's most expensive ground: 91 homes for sale at a $5,995,000 median — the city's highest — behind gates and hedges along the ravines.
Live feed, pulled November 10, 2026 at 12:35 a.m. ET. Active listings and asking prices only.
The neighbourhood
Bridle Path–Sunnybrook–York Mills is really three neighbourhoods wearing one name, and the famous one comes first. The Bridle Path itself — the streets around Post Road, north of Lawrence — is where some of Canada’s largest homes stand: mansions on lots measured in acres, set far back from the road behind gates, hedges and old trees. The name dates to the 1930s, when the area was laid out as an exclusive enclave with bridle paths for horses. The horses left; the scale stayed.
Walk it today and two eras sit side by side: the original stone and brick houses of the thirties, forties and fifties, many of them grand in their own right, and the far larger new builds that have replaced their neighbours lot by lot. A modest house on the Bridle Path would be a big house almost anywhere else in Toronto; the street’s standard for large is set by some of the largest private homes in the country.
East of the Bridle Path, Sunnybrook brings the neighbourhood down to the valley: Sunnybrook Park’s open fields and playing grounds, and the ravine lands along the West Don, with Edwards Gardens at the corner of Lawrence and Leslie marking the enclave’s eastern side. North of Lawrence, York Mills is the quieter third — gracious family streets off York Mills Road, served by its own small plaza, with big lots and mature trees but without quite the Bridle Path’s fortress scale. The three parts share the same bones: ravine edges, deep lots, and a canopy dense enough to hide the houses it shades.
That privacy is the neighbourhood’s defining feature, and it is architectural as much as social. Drive the Bridle Path and you will see remarkably little — a gate, a hedge, a long drive curving out of sight. The homes turn inward, toward their ravines and gardens. The enclave sits minutes from Yonge and Lawrence and feels deliberately elsewhere, which, for the people who buy here, is precisely the point.
The market right now
The numbers match the reputation. There are 91 homes for sale in Bridle Path–Sunnybrook–York Mills tonight, at a median asking price of $5,995,000 — the highest median of any neighbourhood in this series, and the top of Toronto’s ladder. The stock is what you would expect: 71 of the 91 are detached houses, most of them very large ones, and only 8 are condo apartments, in the low-rise buildings at the enclave’s edges. The lease market, at 18 listings, is small — as it is everywhere at this level — but it is a real way in for families who want the address, and the school run, before committing to a purchase. Against its prestige peers, the enclave stands alone: about $2,000,000 above Forest Hill South at the median, and roughly triple Rosedale-Moore Park.
| Neighbourhood | For sale | Median ask |
|---|---|---|
| Banbury-Don Mills | 196 | $1,100,000 |
| St. Andrew-Windfields | 121 | $2,995,000 |
| Rosedale-Moore Park | 118 | $1,998,000 |
| Bedford Park-Nortown | 111 | $2,495,000 |
| Bridle Path-Sunnybrook-York Mills | 91 | $5,995,000 |
| Casa Loma | 89 | $1,998,000 |
| Forest Hill South | 86 | $3,999,000 |
| Lawrence Park South | 77 | $2,795,000 |
Counts and medians from the same live feed, pulled November 10, 2026 at 12:35 a.m. ET.
Note the spread inside the table: the gap between Bridle Path’s median and Banbury-Don Mills’ $1,100,000 is nearly $4,900,000 — the distance, within a few kilometres, between Toronto’s top rung and its merely expensive ones.
What it means
Buyers: at this level you are buying land, frontage and privacy first, and a house second — the ravine lots and acre-scale parcels are the assets that cannot be replicated anywhere else in the city. With 91 listings there is more choice than the enclave’s mystique suggests, but the best streets trade quietly, and the median home still asks just under $6,000,000: patience and local knowledge matter more here than speed.
Sellers: your competition is real. Ninety-one listings is a deep shelf for a buyer pool this thin, and several of them will be newer, larger or better-lotted than yours. The enclave rewards pricing that acknowledges the alternatives in the table above — ask as if yours were the only mansion for sale, and the market will correct you slowly.
Keep exploring
See every home for sale in Bridle Path-Sunnybrook-York Mills — the live listings, photos and prices behind this guide.
Toronto homes for sale — the full city hub: 12,517 listings tonight, median $780,000.
More in this series: Living in Forest Hill South · Living in Rosedale-Moore Park
Source note: every figure in this guide comes from the live MLS feed as active listings and asking prices, pulled at the time shown. Sold prices are VOW data and are never published on HomesFound.
