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Detached properties in Caledon
Smith Court
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Buyers negotiated 3.08% off asking
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Smith Court
Listed:
$
779,000
Sold:
$
755,000
28
Smith Court, Caledon , Bolton East
3 Beds
2 Baths
1 Garage
Indiana Drive
Sold
Sold in Jan 2026
Detached
Buyers negotiated 6.50% off asking
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Indiana Drive
Listed:
$
1,999,999
Sold:
$
1,870,000
16
Indiana Drive, Caledon , Palgrave
5 Beds
4 Baths
Ann Street
Sold
Sold in Jan 2026
Condo Apt
Buyers negotiated 1.33% off asking
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Ann Street
Listed:
$
749,999
Sold:
$
740,000
106 - 50
Ann Street, Caledon , Bolton West
2 + 1 Beds
2 Baths
Chinguacousy Road
Sold
Sold in Jan 2026
Detached
Buyers negotiated 4.03% off asking
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Chinguacousy Road
Listed:
$
1,688,000
Sold:
$
1,620,000
14582
Chinguacousy Road, Caledon , Rural Caledon
5 Beds
4 Baths
Melbrit Lane
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Sold at full asking price
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Melbrit Lane
Listed:
$
699,999
Sold:
$
715,000
2
Melbrit Lane, Caledon , Rural Caledon
3 Beds
2 Baths
Eberly Woods Drive
Sold
Sold in Jan 2026
Detached
Buyers negotiated 4.26% off asking
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Eberly Woods Drive
Listed:
$
1,149,000
Sold:
$
1,100,000
25
Eberly Woods Drive, Caledon , Rural Caledon
4 Beds
4 Baths
Mccabe Crescent
Sold
Sold in Jan 2026
Detached
Buyers negotiated 2.42% off asking
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Mccabe Crescent
Listed:
$
1,234,900
Sold:
$
1,205,000
31
Mccabe Crescent, Caledon , Bolton North
4 Beds
3 Baths
Whitehead Crescent E
Sold
Sold in Jan 2026
Detached
Buyers negotiated 3.42% off asking
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Whitehead Crescent E
Listed:
$
849,000
Sold:
$
820,000
370
Whitehead Crescent E, Caledon , Bolton North
3 Beds
3 Baths
Main Street
Sold
Sold in Jan 2026
Detached
Buyers negotiated 6.38% off asking
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Main Street
Listed:
$
988,000
Sold:
$
925,000
19980
Main Street, Caledon , Alton
3 Beds
2 Baths
Reddington Drive
Sold
Sold in Jan 2026
Det Condo
Buyers negotiated 3.86% off asking
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Reddington Drive
Listed:
$
1,269,000
Sold:
$
1,220,000
3 - 14
Reddington Drive, Caledon , Rural Caledon
2 + 1 Beds
3 Baths
Mckee Drive
Sold
Sold in Jan 2026
Detached
Buyers negotiated 5.82% off asking
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Mckee Drive
Listed:
$
1,099,000
Sold:
$
1,035,000
5
Mckee Drive, Caledon , Caledon East
4 + 1 Beds
3 Baths
Westview Crescent
Sold
Sold in Jan 2026
Detached
Buyers negotiated 5.73% off asking
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Westview Crescent
Listed:
$
1,448,000
Sold:
$
1,365,000
39
Westview Crescent, Caledon , Palgrave
5 Beds
3 Baths
Lot 331-4 Tim Manley Avenue
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Sold at full asking price
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Lot 331-4 Tim Manley Avenue
Listed:
$
799,990
Sold:
$
799,990
Lot
331-4 Tim Manley Avenue, Caledon , Rural Caledon
3 Beds
4 Baths
Ann Street
Sold
Sold in Jan 2026
Condo Apt
Buyers negotiated 3.85% off asking
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Ann Street
Listed:
$
774,800
Sold:
$
745,000
403 - 60
Ann Street, Caledon , Bolton West
2 Beds
2 Baths
Lot 325-3 Damara Road
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Sold at full asking price
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Lot 325-3 Damara Road
Listed:
$
809,990
Sold:
$
809,990
Lot
325-3 Damara Road, Caledon , Rural Caledon
3 Beds
4 Baths
Shaws Creek Road
Sold
Sold in Jan 2026
Rural Resid
Buyers negotiated 13.04% off asking
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Shaws Creek Road
Listed:
$
1,495,000
Sold:
$
1,300,000
16249
Shaws Creek Road, Caledon , Rural Caledon
2 + 2 Beds
2 Baths
Abigail Crescent N
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Buyers negotiated 6.71% off asking
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Abigail Crescent N
Listed:
$
849,000
Sold:
$
792,000
50
Abigail Crescent N, Caledon , Rural Caledon
3 Beds
3 Baths
Havencrest Drive
Sold
Sold in Jan 2026
Detached
Buyers negotiated 12.61% off asking
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Havencrest Drive
Listed:
$
1,888,000
Sold:
$
1,650,000
19
Havencrest Drive, Caledon , Palgrave
4 + 1 Beds
3 Baths
Reddington Drive
Sold
Sold in Jan 2026
Det Condo
Buyers negotiated 4.92% off asking
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Reddington Drive
Listed:
$
1,525,000
Sold:
$
1,450,000
4 - 1
Reddington Drive, Caledon , Rural Caledon
2 + 1 Beds
3 Baths
Caledon Mountain Drive
Sold
Sold in Jan 2026
Detached
Buyers negotiated 3.61% off asking
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Caledon Mountain Drive
Listed:
$
1,659,900
Sold:
$
1,600,000
20
Caledon Mountain Drive, Caledon , Rural Caledon
3 + 1 Beds
3 Baths
Kennedy Road
Sold
Sold in Jan 2026
Detached
Buyers negotiated 19.10% off asking
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Kennedy Road
Listed:
$
1,675,000
Sold:
$
1,355,000
14399
Kennedy Road, Caledon , Rural Caledon
3 + 5 Beds
4 Baths
Mountainview Road
Sold
Sold in Jan 2026
Rural Resid
Buyers negotiated 15% off asking
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Mountainview Road
Listed:
$
999,999
Sold:
$
850,000
16695
Mountainview Road, Caledon , Rural Caledon
1 Beds
1 Baths
Lyonsview Lane
Sold
Sold in Jan 2026
Detached
Buyers negotiated 2.94% off asking
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Lyonsview Lane
Listed:
$
2,549,900
Sold:
$
2,475,000
50
Lyonsview Lane, Caledon , Cheltenham
4 + 1 Beds
4 Baths
Alderbrook Place
Sold
Sold in Jan 2026
Att/Row/Twnhouse
Buyers negotiated 4.05% off asking
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Alderbrook Place
Listed:
$
799,900
Sold:
$
767,500
6
Alderbrook Place, Caledon , Bolton North
3 Beds
3 Baths
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