| 36 WILLIAM STREET, Caledon (Bolton West), Ontario L7E4V2 | L7E | | $4,299,000 | 5/10/2025 | |
| 15316 MOUNT WOLFE ROAD, Caledon, Ontario L7E3N7 | L7E | | $4,250,000 | 5/10/2025 | |
| 17366 MOUNT PLEASANT ROAD, Caledon (Caledon East), Ontario L7E3M8 | L7E | | $3,800,000 | 5/22/2025 | |
| 52 MCGUIRE TRAIL, Caledon (Palgrave), Ontario L7E0E3 | L7E | | $3,500,000 | 5/28/2025 | |
| 134 AMOS DRIVE AMOS DRIVE, Caledon (Palgrave), Ontario L7E4L7 | L7E | | $3,399,000 | 5/29/2025 | |
| 6 OAK KNOLL DRIVE, Caledon (Palgrave), Ontario L7E4C9 | L7E | | $3,199,000 | 5/13/2025 | |
| 14929 MOUNT PLEASANT ROAD, Caledon, Ontario L7E3N1 | L7E | | $2,990,000 | 6/10/2025 | |
| 395 KING STREET E, Caledon (Bolton North), Ontario L7E3K2 | L7E | | $2,699,999 | 6/14/2025 | |
| 14766 HIGHWAY 50 AVENUE, Caledon, Ontario L7E3E3 | L7E | | $2,499,000 | 5/29/2025 | |
| 6 OVERLOOK RIDGE, Caledon (Palgrave), Ontario L7E0C1 | L7E | | $2,379,000 | 5/30/2025 | |
| 10 COSTNER PLACE, Caledon (Palgrave), Ontario L7E0C7 | L7E | | $2,369,000 | 6/9/2025 | |
| 6 DOBSON COURT, Caledon (Palgrave), Ontario L7E0B2 | L7E | | $2,300,000 | 5/23/2025 | |
| 1 FARMER'S LANE, Caledon (Bolton East), Ontario L7E3K1 | L7E | | $2,299,000 | 5/26/2025 | |
| 211 PINE AVENUE, Caledon (Palgrave), Ontario L7E3S7 | L7E | | $2,250,000 | 5/29/2025 | |
| 10 WALTON DRIVE, Caledon (Palgrave), Ontario L7E0A2 | L7E | | $2,219,000 | 6/10/2025 | |
| 7 GOLFDALE COURT, Caledon (Palgrave), Ontario L7E0B3 | L7E | | $2,149,000 | 6/13/2025 | |
| 8 HUMBER TRAIL, Caledon (Palgrave), Ontario L7E0A8 | L7E | | $2,098,000 | 6/14/2025 | |
| 14467 MOUNT PLEASANT Road, Caledon, Ontario L7E3M9 | L7E | | $2,000,000 | 6/7/2025 | |
| 37 MCCAULEY DRIVE, Caledon, Ontario L7E0B6 | L7E | | $1,999,999 | 5/12/2025 | |
| 12591 HUMBER STATION ROAD, Caledon (Caledon East), Ontario L7E0Z6 | L7E | | $1,950,000 | 5/29/2025 | |
| 17292 MOUNT HOPE ROAD, Caledon (Palgrave), Ontario L7E3K9 | L7E | | $1,900,000 | 5/29/2025 | |
| 104 GRAY PARK STREET W, Caledon (Bolton North), Ontario L7E2N5 | L7E | | $1,899,900 | 5/14/2025 | |
| 16258 HUMBER STATION ROAD, Caledon, Ontario L7E0Y9 | L7E | | $1,895,000 | 5/24/2025 | |
| 19 STEELE HOME COURT, Caledon (Palgrave), Ontario L7E0B1 | L7E | | $1,849,999 | 5/10/2025 | |
| 22 MATSON DRIVE, Caledon (Palgrave), Ontario L7E0A9 | L7E | | $1,775,000 | 5/4/2025 | |
| 22 MATSON Drive, Caledon, Ontario L7E0A9 | L7E | | $1,775,000 | 5/3/2025 | |
| 16786 MOUNT WOLFE ROAD, Caledon (Palgrave), Ontario L7E3P1 | L7E | | $1,749,200 | 6/13/2025 | |
| 16030 HUMBER STATION ROAD W, Caledon, Ontario L7E0Y9 | L7E | | $1,680,000 | 5/13/2025 | |
| 16030 Humber Station ROAD, Not Available, Ontario L7E0Y9 | L7E | | $1,680,000 | 5/13/2025 | |
| 29 SIR LANCELOT COURT, Caledon (Bolton East), Ontario L7E1N3 | L7E | | $1,649,900 | 5/24/2025 | |
| 254 MAIDSTONE COURT, Caledon (Bolton North), Ontario L7E3V2 | L7E | | $1,599,999 | 5/23/2025 | |
| 28 STRAWBERRY HILL COURT, Caledon (Bolton East), Ontario L7E1S1 | L7E | | $1,599,000 | 6/14/2025 | |
| 4 GRAY PARK DRIVE NE, Caledon (Bolton West), Ontario L7E2N3 | L7E | | $1,599,000 | 5/19/2025 | |
| 117 MARTHA STREET N, Caledon (Bolton West), Ontario L7E4X5 | L7E | | $1,548,000 | 5/27/2025 | |
| 60 TAYLORWOOD AVENUE, Caledon (Bolton North), Ontario L7E1J5 | L7E | | $1,519,000 | 5/29/2025 | |
| 15667 DUFFYS LANE, Caledon, Ontario L7E3C8 | L7E | | $1,499,000 | 5/27/2025 | |
| 69 PALMER CIRCLE, Caledon (Palgrave), Ontario L7E0A5 | L7E | | $1,499,000 | 5/10/2025 | |
| 255 BELL AIR DRIVE, Caledon (Bolton East), Ontario L7E1Z9 | L7E | | $1,499,000 | 6/7/2025 | |
| 36 BERRYDOWN DRIVE, Caledon (Bolton East), Ontario L7E1P9 | L7E | | $1,489,900 | 5/29/2025 | |
| 17522 MOUNT HOPE ROAD, Caledon (Palgrave), Ontario L7E3L1 | L7E | | $1,450,000 | 5/29/2025 | |
| 9 PEMBROOK STREET, Caledon (Bolton East), Ontario L7E1N6 | L7E | | $1,419,000 | 6/13/2025 | |
| 13 TARQUINI CRESCENT, Caledon (Bolton West), Ontario L7E2V8 | L7E | | $1,399,999 | 5/29/2025 | |
| 13 SUNKIST VALLEY ROAD, Caledon (Bolton East), Ontario L7E1S9 | L7E | | $1,395,000 | 5/10/2025 | |
| 36 COUNTRY STROLL CRESCENT, Caledon (Bolton West), Ontario L7E2H4 | L7E | | $1,388,800 | 5/20/2025 | |
| 5 BOWES COURT, Caledon (Bolton West), Ontario L7E1A5 | L7E | | $1,379,900 | 5/13/2025 | |
| 61 ST. MICHAELS CRESCENT, Caledon (Bolton North), Ontario L7E5Y9 | L7E | | $1,369,000 | 5/7/2025 | |
| 44 EDGAR ROAD, Caledon (Bolton East), Ontario L7E2J9 | L7E | | $1,359,999 | 6/13/2025 | |
| 11 FOUNTAINBRIDGE DRIVE, Caledon (Bolton East), Ontario L7E1P6 | L7E | | $1,349,999 | 6/9/2025 | |
| 38 ESPOSITO DRIVE, Caledon (Bolton East), Ontario L7E1T4 | L7E | | $1,349,900 | 6/13/2025 | |
| 32 STRAWBERRY HILL CRT, Caledon (Bolton East), Ontario L7E1S1 | L7E | | $1,349,000 | 6/13/2025 | |
| 17554 MT HOPE ROAD, Caledon (Palgrave), Ontario L7E3L1 | L7E | | $1,349,000 | 5/27/2025 | |
| 82 COOLSPRING CRESCENT, Caledon (Bolton East), Ontario L7E2J5 | L7E | | $1,339,000 | 5/6/2025 | |
| 11 RIVERWOOD TERRACE, Caledon (Bolton East), Ontario L7E1S2 | L7E | | $1,300,000 | 6/12/2025 | |
| 36 ST MICHAELS CRESCENT, Caledon (Bolton North), Ontario L7E5Y8 | L7E | | $1,299,900 | 6/9/2025 | |
| 7 SOUTHBURY MANOR DRIVE, Caledon (Bolton East), Ontario L7E1X7 | L7E | | $1,299,000 | 5/6/2025 | |
| 119 CONNAUGHT CRESCENT, Caledon (Bolton West), Ontario L7E2S3 | L7E | | $1,299,000 | 5/10/2025 | |
| 15 BRAWTON DRIVE, Caledon (Palgrave), Ontario L7E0C9 | L7E | | $1,295,000 | 6/9/2025 | |
| 285 GLENWOOD CRESCENT, Caledon (Bolton East), Ontario L7E1Z5 | L7E | | $1,288,888 | 5/10/2025 | |
| 49 DE ROSE AVENUE, Caledon (Bolton West), Ontario L7E1A9 | L7E | | $1,275,000 | 5/12/2025 | |
| 73 HEADWATER ROAD, Caledon (Bolton West), Ontario L7E2W4 | L7E | | $1,274,900 | 5/19/2025 | |
| 43 HUMBERSHED CRESCENT, Caledon (Bolton West), Ontario L7E2X3 | L7E | | $1,270,000 | 5/10/2025 | |
| 43 HUMBERSHED Crescent, Bolton, Ontario L7E2X3 | L7E | | $1,270,000 | 5/10/2025 | |
| 267 BELL AIR DRIVE, Caledon (Bolton East), Ontario L7E2A2 | L7E | | $1,259,000 | 5/21/2025 | |
| 36 HEADWATER ROAD, Caledon (Bolton West), Ontario L7E2W2 | L7E | | $1,249,900 | 5/13/2025 | |
| 126 MELLOW CRESCENT, Caledon (Bolton East), Ontario L7E1Z2 | L7E | | $1,249,900 | 5/29/2025 | |
| 57 GRAY PARK DRIVE, Caledon (Bolton East), Ontario L7E2N8 | L7E | | $1,249,000 | 5/21/2025 | |
| 57 GRAY PARK DRIVE, Caledon (Bolton North), Ontario L7E2N8 | L7E | | $1,249,000 | 5/22/2025 | |
| 20 BOLTONVIEW CRESCENT, Caledon (Bolton West), Ontario L7E2H2 | L7E | | $1,238,000 | 6/13/2025 | |
| ON - 15775 DUFFYS LANE, Caledon, Ontario L7E3C8 | L7E | | $1,200,000 | 5/27/2025 | |
| 23 CEDARGROVE ROAD, Caledon (Bolton West), Ontario L7E2L7 | L7E | | $1,179,000 | 6/12/2025 | |
| 175 CONNAUGHT CRESCENT, Caledon (Bolton West), Ontario L7E2S8 | L7E | | $1,179,000 | 5/23/2025 | |
| 26 SHADY GLEN CRESCENT, Caledon (Bolton East), Ontario L7E2K4 | L7E | | $1,169,900 | 6/11/2025 | |
| 13 HUMBERSHED CRESCENT, Caledon (Bolton West), Ontario L7E2X2 | L7E | | $1,169,900 | 5/13/2025 | |
| 17145 HIGHWAY 50 HIGHWAY, Caledon (Palgrave), Ontario L7E0E1 | L7E | | $1,150,000 | 5/15/2025 | |
| 48 CROSS COUNTRY BOULEVARD, Caledon (Bolton West), Ontario L7E2N6 | L7E | | $1,150,000 | 6/11/2025 | |
| 4 CULPEPPER COURT, Caledon (Bolton North), Ontario L7E5V7 | L7E | | $1,149,999 | 5/10/2025 | |
| 330 ELLWOOD DRIVE W, Caledon (Bolton West), Ontario L7E2G9 | L7E | | $1,099,880 | 5/10/2025 | |
| 103 FOUNTAINBRIDGE DRIVE, Caledon (Bolton East), Ontario L7E1V7 | L7E | | $1,099,000 | 5/4/2025 | |
| 95 HARVEST MOON DRIVE, Caledon (Bolton West), Ontario L7E2K8 | L7E | | $1,099,000 | 6/9/2025 | |
| 199 ELLWOOD DRIVE W, Caledon (Bolton West), Ontario L7E4W6 | L7E | | $1,089,000 | 5/22/2025 | |
| 134 QUEEN STREET, Caledon (Bolton West), Ontario L7E2M7 | L7E | | $1,088,000 | 5/10/2025 | |
| 45 TERRASTONE COURT, Caledon (Bolton West), Ontario L7E2G7 | L7E | | $1,065,000 | 6/13/2025 | |
| 203 LANDSBRIDGE STREET, Caledon (Bolton East), Ontario L7E2J6 | L7E | | $1,050,000 | 5/27/2025 | |
| 40 EMILY CARR CRESCENT, Caledon (Bolton West), Ontario L7E2K9 | L7E | | $1,049,000 | 6/13/2025 | |
| 124 GRAPEVINE ROAD, Caledon (Bolton West), Ontario L7E2M6 | L7E | | $1,029,000 | 5/27/2025 | |
| 143 CONNAUGHT CRESCENT, Caledon (Bolton West), Ontario L7E2S5 | L7E | | $999,900 | 6/9/2025 | |
| 12 EWART STREET, Caledon (Bolton North), Ontario L7E2T3 | L7E | | $999,000 | 5/14/2025 | |
| 17 BOLTON CAMP WAY, Caledon (Bolton North), Ontario L7E2Y9 | L7E | | $999,000 | 5/21/2025 | |
| 20 HIGHMORE AVENUE, Caledon (Bolton East), Ontario L7E1V7 | L7E | | $975,000 | 5/21/2025 | |
| 338 WHITEHEAD CRESCENT, Caledon (Bolton North), Ontario L7E3Y4 | L7E | | $965,000 | 5/8/2025 | |
| 338 WHITEHEAD Crescent, Bolton, Ontario L7E3Y4 | L7E | | $965,000 | 5/8/2025 | |
| 282 WHITEHEAD CRESCENT, Caledon (Bolton North), Ontario L7E3Y2 | L7E | | $947,000 | 5/27/2025 | |
| 91 KING STREET W, Caledon (Bolton West), Ontario L7E1A2 | L7E | | $945,000 | 5/8/2025 | |
| 18 HUMBERSHED CRESCENT, Caledon (Bolton West), Ontario L7E2X2 | L7E | | $939,999 | 5/16/2025 | |
| 13 SENATOR WAY, Caledon (Bolton North), Ontario L7E2R9 | L7E | | $938,000 | 6/7/2025 | |
| 103 GRAPEVINE ROAD, Caledon (Bolton West), Ontario L7E2M6 | L7E | | $909,000 | 5/19/2025 | |
| 4 DOWNEY DRIVE, Caledon (Bolton East), Ontario L7E2C2 | L7E | | $899,900 | 6/14/2025 | |
| 118 MARTHA CRESCENT, Caledon (Bolton West), Ontario L7E4X4 | L7E | | $829,000 | 5/10/2025 | |