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Detached properties in Caledon
Flemington Drive
Sold
Sold in Oct 2026
Att/Row/Twnhouse
Buyers negotiated 2.18% off asking
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Flemington Drive
Listed:
$
734,000
Sold:
$
718,000
20
Flemington Drive, Caledon , Rural Caledon
3 Beds
2 Baths
1 Garage
Cross Country Boulevard
Sold
Sold in Oct 2026
Detached
Buyers negotiated 9.46% off asking
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Cross Country Boulevard
Listed:
$
1,099,000
Sold:
$
995,000
46
Cross Country Boulevard, Caledon , Bolton North
3 Beds
3 Baths
Wishing Well Crescent N
Sold
Sold in Oct 2026
Detached
Buyers negotiated 4.26% off asking
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Wishing Well Crescent N
Listed:
$
1,269,000
Sold:
$
1,215,000
48
Wishing Well Crescent N, Caledon , Rural Caledon
5 + 1 Beds
5 Baths
Maple Cider Street
Sold
Sold in Oct 2026
Semi Detached
Buyers negotiated 4.43% off asking
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Maple Cider Street
Listed:
$
899,900
Sold:
$
860,000
64
Maple Cider Street, Caledon , Rural Caledon
3 Beds
4 Baths
Valleygreen Crescent S
Sold
Sold in Oct 2026
Detached
Buyers negotiated 4.30% off asking
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Valleygreen Crescent S
Listed:
$
1,489,000
Sold:
$
1,425,000
5
Valleygreen Crescent S, Caledon , Caledon East
4 + 1 Beds
4 Baths
Kennedy Road
Sold
Sold in Oct 2026
Att/Row/Twnhouse
Buyers negotiated 5% off asking
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Kennedy Road
Listed:
$
800,000
Sold:
$
760,000
12481
Kennedy Road, Caledon , Rural Caledon
3 Beds
3 Baths
Main Street
Sold
Sold in Oct 2026
Detached
Buyers negotiated 3.56% off asking
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Main Street
Listed:
$
699,900
Sold:
$
675,000
19774
Main Street, Caledon , Alton
3 Beds
2 Baths
Ann Street
Sold
Sold in Sep 2026
Condo Apt
Buyers negotiated 1.48% off asking
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Ann Street
Listed:
$
779,000
Sold:
$
767,500
313 - 60
Ann Street, Caledon , Bolton West
2 Beds
2 Baths
Flemington Drive E
Sold
Sold in Sep 2026
Detached
Buyers negotiated 2.93% off asking
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Flemington Drive E
Listed:
$
849,900
Sold:
$
825,000
43
Flemington Drive E, Caledon , Rural Caledon
2 + 2 Beds
2 Baths
Maple Trail Road
Sold
Sold in Sep 2026
Att/Row/Twnhouse
Buyers negotiated 3.39% off asking
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Maple Trail Road
Listed:
$
878,800
Sold:
$
849,000
45
Maple Trail Road, Caledon , Rural Caledon
3 Beds
3 Baths
Shangrila Terrace
Sold
Sold in Sep 2026
Detached
Buyers negotiated 5.75% off asking
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Shangrila Terrace
Listed:
$
1,199,000
Sold:
$
1,130,000
17
Shangrila Terrace, Caledon , Bolton North
4 + 1 Beds
4 Baths
Esposito Drive
Sold
Sold in Sep 2026
Detached
Buyers negotiated 11.10% off asking
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Esposito Drive
Listed:
$
899,900
Sold:
$
800,000
15
Esposito Drive, Caledon , Bolton East
3 + 1 Beds
3 Baths
Valleyscape Trail
Sold
Sold in Sep 2026
Detached
Buyers negotiated 7.36% off asking
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Valleyscape Trail
Listed:
$
1,495,000
Sold:
$
1,385,000
43
Valleyscape Trail, Caledon , Rural Caledon
4 + 2 Beds
5 Baths
Sparrowbrook Street
Sold
Sold in Sep 2026
Att/Row/Twnhouse
Buyers negotiated 2.34% off asking
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Sparrowbrook Street
Listed:
$
849,900
Sold:
$
830,000
33
Sparrowbrook Street, Caledon , Rural Caledon
3 Beds
3 Baths
Ambition Way
Sold
Sold in Sep 2026
Condo Townhouse
Sold at full asking price
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Ambition Way
Listed:
$
599,999
Sold:
$
599,990
29Z - 11
Ambition Way, Caledon , Rural Caledon
3 Beds
3 Baths
Jean Street
Sold
Sold in Sep 2026
Detached
Buyers negotiated 5.13% off asking
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Jean Street
Listed:
$
1,639,000
Sold:
$
1,555,000
19
Jean Street, Caledon , Caledon East
4 Beds
3 Baths
Shady Glen Crescent
Sold
Sold in Sep 2026
Detached
Buyers negotiated 2.83% off asking
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Shady Glen Crescent
Listed:
$
1,026,000
Sold:
$
997,000
26
Shady Glen Crescent, Caledon , Bolton East
4 + 1 Beds
4 Baths
Royal Valley Drive
Sold
Sold in Sep 2026
Detached
Buyers negotiated 5.21% off asking
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Royal Valley Drive
Listed:
$
959,000
Sold:
$
909,000
150
Royal Valley Drive, Caledon , Rural Caledon
3 + 1 Beds
4 Baths
Silvervalley Drive
Sold
Sold in Sep 2026
Detached
Buyers negotiated 5.27% off asking
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Silvervalley Drive
Listed:
$
1,689,000
Sold:
$
1,600,000
80
Silvervalley Drive, Caledon , Bolton North
4 Beds
4 Baths
Ewart Street
Sold
Sold in Sep 2026
Detached
Buyers negotiated 1.27% off asking
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Ewart Street
Listed:
$
1,185,000
Sold:
$
1,170,000
32
Ewart Street, Caledon , Bolton North
4 Beds
4 Baths
Escarpment Side Road
Sold
Sold in Sep 2026
Detached
Buyers negotiated 11.53% off asking
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Escarpment Side Road
Listed:
$
1,299,900
Sold:
$
1,150,000
3574
Escarpment Side Road, Caledon , Rural Caledon
3 + 2 Beds
4 Baths
Kennedy Road
Sold
Sold in Sep 2026
Detached
Buyers negotiated 6.60% off asking
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Kennedy Road
Listed:
$
1,499,000
Sold:
$
1,400,000
19976
Kennedy Road, Caledon , Rural Caledon
3 + 1 Beds
3 Baths
Larson Peak Road
Sold
Sold in Sep 2026
Detached
Sold 9.19% over asking
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Larson Peak Road
Listed:
$
1,099,000
Sold:
$
1,200,000
104
Larson Peak Road, Caledon , Rural Caledon
4 Beds
5 Baths
Sackville Street
Sold
Sold in Sep 2026
Detached
Buyers negotiated 5.90% off asking
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Sackville Street
Listed:
$
898,000
Sold:
$
845,000
94
Sackville Street, Caledon , Bolton West
3 + 2 Beds
3 Baths
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