| 30 FIFESHIRE ROAD, Toronto (St. Andrew-Windfields), Ontario M2L2G6 | M2L | | $15,880,000 | 3/25/2025 | |
| 87 HIGHLAND CRESCENT, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1G7 | M2L | | $13,995,000 | 3/27/2025 | |
| 76 ARJAY CRESCENT, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1C7 | M2L | | $12,995,000 | 4/9/2025 | |
| 32 ARJAY CRESCENT, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1C7 | M2L | | $10,980,000 | 3/18/2025 | |
| 49 ROLLSCOURT DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L1X6 | M2L | | $8,995,000 | 3/21/2025 | |
| 148 HIGHLAND CRESCENT, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H3 | M2L | | $6,980,000 | 4/17/2025 | |
| 26 WILKET ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1N8 | M2L | | $6,950,000 | 3/21/2025 | |
| 29 JUNEWOOD CRESCENT, Toronto (St. Andrew-Windfields), Ontario M2L2C3 | M2L | | $6,880,000 | 4/11/2025 | |
| 16 WILKET ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1N6 | M2L | | $6,880,000 | 4/12/2025 | |
| 61 YORK ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H7 | M2L | | $6,800,000 | 4/18/2025 | |
| 82 YORK ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H8 | M2L | | $6,390,000 | 4/8/2025 | |
| 77 BANNATYNE DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L2P2 | M2L | | $5,999,900 | 4/5/2025 | |
| 32 TRUMAN ROAD, Toronto (St. Andrew-Windfields), Ontario M2L2L5 | M2L | | $5,995,000 | 3/27/2025 | |
| 151 HIGHLAND CRESCENT S, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H2 | M2L | | $5,495,000 | 4/15/2025 | |
| 6 STUBBS DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L2R1 | M2L | | $5,380,000 | 4/8/2025 | |
| 52 BERKINDALE DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L1Z8 | M2L | | $5,150,000 | 3/21/2025 | |
| 53 YORK ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H7 | M2L | | $4,995,000 | 3/11/2025 | |
| 15 OLD COLONY ROAD, Toronto (St. Andrew-Windfields), Ontario M2L2J7 | M2L | | $4,495,000 | 3/16/2025 | |
| 11 VERNHAM AVENUE, Toronto (St. Andrew-Windfields), Ontario M2L2B1 | M2L | | $4,480,000 | 3/18/2025 | |
| 1 CALDY COURT, Toronto (St. Andrew-Windfields), Ontario M2L2J5 | M2L | | $4,100,000 | 4/2/2025 | |
| 36 CHIEFTAIN CRESCENT, Toronto (St. Andrew-Windfields), Ontario M2L2H4 | M2L | | $3,995,000 | 4/23/2025 | |
| 76 YORK ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1H8 | M2L | | $3,788,000 | 3/27/2025 | |
| 32 BOBWHITE CRESCENT, Toronto (St. Andrew-Windfields), Ontario M2L2E1 | M2L | | $3,488,800 | 3/27/2025 | |
| 8 ORCHID COURT, Toronto (St. Andrew-Windfields), Ontario M2L2X8 | M2L | | $3,398,000 | 4/12/2025 | |
| 8 HONEYWELL PLACE, Toronto (St. Andrew-Windfields), Ontario M2L1Y3 | M2L | | $3,200,000 | 4/17/2025 | |
| 8 ELLIOTWOOD COURT, Toronto (St. Andrew-Windfields), Ontario M2L2P9 | M2L | | $3,180,000 | 4/3/2025 | |
| 56 MAGPIE CRESCENT, Toronto (St. Andrew-Windfields), Ontario M2L2E5 | M2L | | $2,890,000 | 4/11/2025 | |
| 56 MAGPIE CRESCENT E, Toronto (St. Andrew-Windfields), Ontario M2L2E5 | M2L | | $2,890,000 | 4/11/2025 | |
| 20 ELKPATH AVENUE, Toronto (St. Andrew-Windfields), Ontario M2L2W1 | M2L | | $2,880,000 | 4/17/2025 | |
| 236 YORK MILLS ROAD, Toronto (St. Andrew-Windfields), Ontario M2L1L1 | M2L | | $2,680,000 | 3/13/2025 | |
| 59 MELLOWOOD DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L2E4 | M2L | | $2,648,000 | 3/26/2025 | |
| 10 MELLOWOOD DRIVE, Toronto (St. Andrew-Windfields), Ontario M2L2E3 | M2L | | $2,599,000 | 3/13/2025 | |
| 19 MOSSGROVE TRAIL, Toronto (St. Andrew-Windfields), Ontario M2L2W2 | M2L | | $2,548,000 | 4/22/2025 | |
| 131 YORK MILLS ROAD, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L1K4 | M2L | | $1,998,000 | 3/21/2025 | |
| 335 WOODSWORTH ROAD, Toronto (St. Andrew-Windfields), Ontario M2L2T7 | M2L | | $1,180,000 | 4/18/2025 | |