| 12031 THE GORE ROAD, Caledon, Ontario L7E0W5 | L7E | Bolton | $5,699,000 | 3/30/2025 | |
| 15 MULLOY COURT, Caledon (Palgrave), Ontario L7E4J1 | L7E | Bolton | $5,499,900 | 3/29/2025 | |
| 8185 17TH SIDE ROAD, King (Nobleton), Ontario L7E5R7 | L7E | Bolton | $4,600,000 | 3/11/2025 | |
| 16158 MOUNT PLEASANT ROAD, Caledon (Palgrave), Ontario L7E3M6 | L7E | Bolton | $4,199,000 | 3/19/2025 | |
| 8026 MAYFIELD ROAD, Caledon, Ontario L7E0W2 | L7E | Bolton | $3,500,000 | 3/21/2025 | |
| 134 AMOS DRIVE AMOS DRIVE DRIVE, Caledon (Palgrave), Ontario L7E4L7 | L7E | Bolton | $3,499,000 | 4/3/2025 | |
| 52 STINSON STREET, Caledon (Palgrave), Ontario L7E4L6 | L7E | Bolton | $3,200,000 | 3/28/2025 | |
| 14902 MOUNT PLEASANT Road, Caledon, Ontario L7E3M3 | L7E | Bolton | $3,190,000 | 4/12/2025 | |
| 9797 HUNSDEN SIDE ROAD, Caledon (Palgrave), Ontario L7E0J8 | L7E | Bolton | $3,150,000 | 4/17/2025 | |
| 395 KING STREET E, Caledon (Bolton North), Ontario L7E3K2 | L7E | Bolton | $2,988,800 | 3/22/2025 | |
| 359 PEARL STREET, Caledon (Bolton West), Ontario L7E4Z2 | L7E | Bolton | $2,898,000 | 4/22/2025 | |
| 508 KING STREET E, Caledon (Bolton North), Ontario L7E0B9 | L7E | Bolton | $2,840,000 | 4/15/2025 | |
| 13397 CENTREVILLE CREEK ROAD, Caledon, Ontario L7E5T3 | L7E | Bolton | $2,599,000 | 3/27/2025 | |
| 10 COSTNER PLACE, Caledon (Palgrave), Ontario L7E0C7 | L7E | Bolton | $2,579,000 | 3/27/2025 | |
| 17 HIGHCREST ROAD, Caledon (Palgrave), Ontario L7E0C2 | L7E | Bolton | $2,469,999 | 4/15/2025 | |
| 3 VALLEY HILL DRIVE, Caledon (Palgrave), Ontario L7E0B8 | L7E | Bolton | $2,399,000 | 4/6/2025 | |
| 11433 HIGHWAY 9, Caledon (Palgrave), Ontario L7E0G6 | L7E | Bolton | $2,349,900 | 4/3/2025 | |
| 19 HAVENCREST DRIVE, Caledon (Palgrave), Ontario L7E0A8 | L7E | Bolton | $2,299,000 | 4/2/2025 | |
| 42 MCCAULEY DRIVE, Caledon, Ontario L7E0B3 | L7E | Bolton | $2,280,000 | 3/28/2025 | |
| 45 HUMBER TRAIL, Caledon (Palgrave), Ontario L7E0B2 | L7E | Bolton | $2,245,000 | 4/4/2025 | |
| 46 MCCAULEY DRIVE, Caledon, Ontario L7E0B3 | L7E | Bolton | $2,198,000 | 4/6/2025 | |
| 15240 12TH CONCESSION, King, Ontario L7E5R7 | L7E | Bolton | $1,950,000 | 3/27/2025 | |
| 110 PALMER CIRCLE, Caledon (Palgrave), Ontario L7E0A5 | L7E | Bolton | $1,949,900 | 4/22/2025 | |
| 22 MATSON DRIVE, Caledon (Palgrave), Ontario L7E0A9 | L7E | Bolton | $1,875,000 | 3/11/2025 | |
| 22 MATSON Drive, Caledon, Ontario L7E0A9 | L7E | Bolton | $1,875,000 | 3/11/2025 | |
| 14242 MT. PLESANT ROAD, Caledon (Bolton North), Ontario L7E3M2 | L7E | Bolton | $1,800,000 | 4/7/2025 | |
| 28 STRAWBERRY HILL COURT, Caledon (Bolton East), Ontario L7E1S1 | L7E | Bolton | $1,728,800 | 4/3/2025 | |
| 9213 CASTLEDERG SIDE ROAD, Caledon, Ontario L7E0S8 | L7E | Bolton | $1,695,000 | 4/15/2025 | |
| 2 STRATTONVALE COURT, Caledon (Bolton North), Ontario L7E1J2 | L7E | Bolton | $1,688,800 | 3/27/2025 | |
| 16771 ALBION TRAIL, Caledon (Palgrave), Ontario L7E3R1 | L7E | Bolton | $1,599,999 | 4/3/2025 | |
| 9 CHAPLIN COURT, Caledon (Bolton North), Ontario L7E5Y1 | L7E | Bolton | $1,529,000 | 4/6/2025 | |
| 258 LANDSBRIDGE STREET, Caledon (Bolton East), Ontario L7E1W8 | L7E | Bolton | $1,499,900 | 3/11/2025 | |
| 17145 HIGHWAY 50 HIGHWAY, Caledon (Palgrave), Ontario L7E0E1 | L7E | Bolton | $1,488,000 | 4/6/2025 | |
| 54 KINGSVIEW DRIVE, Caledon (Bolton North), Ontario L7E5V5 | L7E | Bolton | $1,469,000 | 3/29/2025 | |
| 77 EMILY CARR CRESCENT, Caledon (Bolton West), Ontario L7E2K9 | L7E | Bolton | $1,449,999 | 3/29/2025 | |
| 77 ESPOSITO DRIVE, Caledon (Bolton East), Ontario L7E1T5 | L7E | Bolton | $1,449,000 | 4/11/2025 | |
| 36 ST MICHAELS CRESCENT, Caledon (Bolton North), Ontario L7E5Y8 | L7E | Bolton | $1,448,800 | 4/8/2025 | |
| 67 TAYLORWOOD AVENUE, Caledon (Bolton North), Ontario L7E1J6 | L7E | Bolton | $1,439,000 | 4/15/2025 | |
| 5 BOWES COURT, Caledon (Bolton West), Ontario L7E1A5 | L7E | Bolton | $1,399,900 | 4/17/2025 | |
| 138 CEDARGROVE ROAD, Caledon (Bolton West), Ontario L7E2X5 | L7E | Bolton | $1,399,000 | 4/6/2025 | |
| 94 HARVEST MOON DRIVE W, Caledon (Bolton West), Ontario L7E2K7 | L7E | Bolton | $1,399,000 | 4/3/2025 | |
| 15 DEER VALLEY DRIVE, Caledon (Bolton West), Ontario L7E2E3 | L7E | Bolton | $1,399,000 | 4/4/2025 | |
| 8 WESTVIEW CRESCENT, Caledon (Palgrave), Ontario L7E0C3 | L7E | Bolton | $1,398,800 | 4/2/2025 | |
| 21 TRAILVIEW LANE, Caledon (Bolton West), Ontario L7E2V7 | L7E | Bolton | $1,389,000 | 3/18/2025 | |
| 10 ESPOSITO DRIVE, Caledon (Bolton East), Ontario L7E1V4 | L7E | Bolton | $1,385,000 | 3/13/2025 | |
| 150 TAYLORWOOD AVENUE, Caledon (Bolton North), Ontario L7E1H8 | L7E | Bolton | $1,385,000 | 3/29/2025 | |
| 46 EMILY CARR CRESCENT, Caledon (Bolton West), Ontario L7E2K9 | L7E | Bolton | $1,360,000 | 4/4/2025 | |
| 84 CASTELLI COURT, Caledon (Bolton North), Ontario L7E2T8 | L7E | Bolton | $1,349,999 | 3/24/2025 | |
| 7 SOUTHBURY MANOR DRIVE, Caledon (Bolton East), Ontario L7E1X7 | L7E | Bolton | $1,319,000 | 3/16/2025 | |
| 1 SHADY GLEN CRESCENT, Caledon (Bolton East), Ontario L7E2K4 | L7E | Bolton | $1,299,900 | 3/17/2025 | |
| 16986 ALBION TRAIL ROAD, Caledon (Palgrave), Ontario L7E3P8 | L7E | Bolton | $1,299,000 | 4/5/2025 | |
| 49 DE ROSE AVENUE, Caledon (Bolton West), Ontario L7E1A9 | L7E | Bolton | $1,299,000 | 3/27/2025 | |
| 22 EMILY CARR CRESCENT, Caledon (Bolton West), Ontario L7E2L1 | L7E | Bolton | $1,299,000 | 4/10/2025 | |
| 20 BOLTONVIEW CRESCENT, Caledon (Bolton West), Ontario L7E2H2 | L7E | Bolton | $1,297,800 | 3/27/2025 | |
| 12 ERNEST BIASON Boulevard, Bolton, Ontario L7E2J4 | L7E | Bolton | $1,275,000 | 3/21/2025 | |
| 12 ERNEST BIASON BOULEVARD, Caledon (Bolton East), Ontario L7E2J4 | L7E | Bolton | $1,275,000 | 3/21/2025 | |
| 76 CONNAUGHT CRESCENT, Caledon (Bolton West), Ontario L7E2S1 | L7E | Bolton | $1,269,999 | 3/11/2025 | |
| 9 SHEARDOWN TRAIL, Caledon (Bolton East), Ontario L7E1Y5 | L7E | Bolton | $1,249,999 | 3/28/2025 | |
| 2 ST MICHAELS CRESCENT, Caledon (Bolton North), Ontario L7E5Z6 | L7E | Bolton | $1,249,000 | 3/21/2025 | |
| 12 EWART STREET, Caledon (Bolton North), Ontario L7E2T3 | L7E | Bolton | $1,248,000 | 3/16/2025 | |
| 40 CASTELLI COURT, Caledon (Bolton North), Ontario L7E2T6 | L7E | Bolton | $1,244,000 | 3/21/2025 | |
| 23 CEDARGROVE ROAD, Caledon (Bolton West), Ontario L7E2L7 | L7E | Bolton | $1,239,000 | 3/17/2025 | |
| 16 SHADY GLEN CRESCENT, Caledon (Bolton East), Ontario L7E2K4 | L7E | Bolton | $1,228,800 | 4/10/2025 | |
| 9 ENGLISH ROSE LANE, Caledon (Bolton West), Ontario L7E2N5 | L7E | Bolton | $1,216,500 | 3/28/2025 | |
| 3 FRUSTAC TRAIL, Caledon (Bolton East), Ontario L7E2A9 | L7E | Bolton | $1,199,999 | 3/22/2025 | |
| 63 ROYALTON DRIVE, Caledon (Bolton East), Ontario L7E2G1 | L7E | Bolton | $1,199,999 | 3/29/2025 | |
| 13 HUMBERSHED CRESCENT, Caledon (Bolton West), Ontario L7E2X2 | L7E | Bolton | $1,199,900 | 3/29/2025 | |
| 26 SHADY GLEN CRESCENT, Caledon (Bolton East), Ontario L7E2K4 | L7E | Bolton | $1,189,000 | 4/12/2025 | |
| 21 TERRASTONE COURT, Caledon (Bolton West), Ontario L7E2G7 | L7E | Bolton | $1,185,000 | 3/9/2025 | |
| 36 HICKMAN STREET, Caledon (Bolton West), Ontario L7E2N1 | L7E | Bolton | $1,178,000 | 4/9/2025 | |
| 67 BIRCHVIEW CRESCENT, Caledon (Bolton North), Ontario L7E3X2 | L7E | Bolton | $1,169,000 | 4/9/2025 | |
| 163 BIRCHLAWN ROAD, Caledon (Bolton North), Ontario L7E3W3 | L7E | Bolton | $1,159,000 | 4/3/2025 | |
| 11 ROYALTON DRIVE, Caledon (Bolton East), Ontario L7E1W8 | L7E | Bolton | $1,150,000 | 3/16/2025 | |
| 329 ELLWOOD DRIVE, Caledon (Bolton West), Ontario L7E2G9 | L7E | Bolton | $1,100,000 | 4/11/2025 | |
| 51 STACKVILLE STREET, Caledon (Bolton West), Ontario L7E1B8 | L7E | Bolton | $1,100,000 | 4/16/2025 | |
| 51 SACKVILLE STREET, Caledon (Bolton West), Ontario L7E1B8 | L7E | Bolton | $1,100,000 | 4/16/2025 | |
| 12 WHITBREAD AVENUE, Caledon (Bolton East), Ontario L7E1L4 | L7E | Bolton | $1,099,900 | 4/3/2025 | |
| 215 RIDGE ROAD, Caledon (Bolton West), Ontario L7E4W2 | L7E | Bolton | $1,099,900 | 4/4/2025 | |
| 49 HILLTOP COURT, Caledon (Bolton West), Ontario L7E2P8 | L7E | Bolton | $1,097,000 | 3/26/2025 | |
| 14 PLUMMER ROAD, Caledon (Bolton West), Ontario L7E1V1 | L7E | Bolton | $1,050,000 | 3/25/2025 | |
| 103 FOUNTAINBRIDGE DRIVE, Caledon (Bolton East), Ontario L7E1V7 | L7E | Bolton | $999,999 | 4/16/2025 | |
| 12 RICHELIEU COURT, Caledon (Bolton East), Ontario L7E2M3 | L7E | Bolton | $999,900 | 3/13/2025 | |
| 37 WHITBREAD AVENUE, Caledon (Bolton East), Ontario L7E1L7 | L7E | Bolton | $999,000 | 4/8/2025 | |
| 354 WHITEHEAD CRESCENT, Caledon (Bolton North), Ontario L7E3Y9 | L7E | Bolton | $999,000 | 3/21/2025 | |
| 137 BEAVER COURT, Caledon (Bolton North), Ontario L7E3W6 | L7E | Bolton | $989,000 | 4/11/2025 | |
| 338 WHITEHEAD CRESCENT, Caledon (Bolton North), Ontario L7E3Y4 | L7E | Bolton | $985,000 | 4/22/2025 | |
| 338 WHITEHEAD Crescent, Bolton, Ontario L7E3Y4 | L7E | Bolton | $985,000 | 4/22/2025 | |
| 18 CARRIAGE HOUSE ROAD, Caledon (Bolton East), Ontario L7E2H1 | L7E | Bolton | $979,900 | 3/11/2025 | |
| 31 NORTON BOULEVARD, Caledon (Bolton North), Ontario L7E2C6 | L7E | Bolton | $950,000 | 3/11/2025 | |
| 34 HIGHMORE AVENUE, Caledon (Bolton East), Ontario L7E1V9 | L7E | Bolton | $948,800 | 3/25/2025 | |
| 75 GRAPEVINE ROAD, Caledon (Bolton West), Ontario L7E2R3 | L7E | Bolton | $944,900 | 4/10/2025 | |
| 41 IRONHORSE CRESCENT, Caledon (Bolton West), Ontario L7E2K6 | L7E | Bolton | $944,800 | 4/2/2025 | |
| 11 CARRIAGE HOUSE ROAD, Caledon (Bolton East), Ontario L7E2H6 | L7E | Bolton | $929,000 | 4/6/2025 | |
| 108 GRAPEVINE ROAD, Caledon (Bolton West), Ontario L7E2M6 | L7E | Bolton | $928,000 | 3/18/2025 | |
| 11 MAPLE LANE, Caledon (Palgrave), Ontario L7E0L3 | L7E | Bolton | $899,900 | 4/12/2025 | |
| 104 HANTON CRESCENT, Caledon (Bolton East), Ontario L7E2E4 | L7E | Bolton | $899,900 | 4/8/2025 | |
| 81 KING STREET W, Caledon (Bolton West), Ontario L7E1A2 | L7E | Bolton | $849,000 | 4/9/2025 | |
| 9850 COLUMBIA WAY, Caledon, Ontario L7E0T2 | L7E | Bolton | $799,000 | 4/22/2025 | |