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Detached properties in Caledon
Valley Hill Drive
Sold
Sold in May 2026
Detached
Buyers negotiated 3.81% off asking
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Valley Hill Drive
Listed:
$
2,495,000
Sold:
$
2,400,000
2
Valley Hill Drive, Caledon , Palgrave
4 + 1 Beds
5 Baths
3 Garage
Massari Street
Sold
Sold in May 2026
Detached
Buyers negotiated 3.66% off asking
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Massari Street
Listed:
$
1,499,900
Sold:
$
1,445,000
6
Massari Street, Caledon , Caledon Village
4 + 1 Beds
4 Baths
James Walker Avenue
Sold
Sold in May 2026
Detached
Buyers negotiated 1.67% off asking
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James Walker Avenue
Listed:
$
1,433,990
Sold:
$
1,410,000
113
James Walker Avenue, Caledon , Caledon East
4 Beds
5 Baths
Mount Pleasant Road
Sold
Sold in May 2026
Detached
Buyers negotiated 10.20% off asking
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Mount Pleasant Road
Listed:
$
1,960,000
Sold:
$
1,760,000
15142
Mount Pleasant Road, Caledon , Rural Caledon
6 + 1 Beds
5 Baths
Larry Street
Sold
Sold in May 2026
Residential
Buyers negotiated 10.81% off asking
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Larry Street
Listed:
$
1,199,700
Sold:
$
1,070,000
47
Larry Street, Caledon , Caledon East
3 Beds
2 Baths
Carriage House Road
Sold
Sold in May 2026
Semi Detached
Buyers negotiated 1.52% off asking
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Carriage House Road
Listed:
$
889,999
Sold:
$
876,500
18
Carriage House Road, Caledon , Bolton East
3 Beds
3 Baths
Tim Manley Avenue
Sold
Sold in May 2026
Condo Townhouse
Sold 8.58% over asking
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Tim Manley Avenue
Listed:
$
543,354
Sold:
$
589,990
16F - 505
Tim Manley Avenue, Caledon , Rural Caledon
2 Beds
3 Baths
Innis Lake Road
Sold
Sold in May 2026
Rural Resid
Buyers negotiated 4.47% off asking
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Innis Lake Road
Listed:
$
1,648,750
Sold:
$
1,575,000
17888
Innis Lake Road, Caledon , Rural Caledon
2 Beds
1 Baths
Martha Street
Sold
Sold in May 2026
Detached
Buyers negotiated 2.49% off asking
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Martha Street
Listed:
$
799,900
Sold:
$
780,000
107
Martha Street, Caledon , Bolton West
3 Beds
2 Baths
Taylorwood Avenue
Sold
Sold in May 2026
Detached
Buyers negotiated 3.05% off asking
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Taylorwood Avenue
Listed:
$
1,475,000
Sold:
$
1,430,000
89
Taylorwood Avenue, Caledon , Bolton North
4 + 1 Beds
3 Baths
Headwater Road
Sold
Sold in May 2026
Semi Detached
Buyers negotiated 1.90% off asking
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Headwater Road
Listed:
$
839,999
Sold:
$
824,000
115
Headwater Road, Caledon , Bolton West
3 Beds
3 Baths
Thornvalley Terrace
Sold
Sold in May 2026
Detached
Buyers negotiated 2.77% off asking
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Thornvalley Terrace
Listed:
$
1,079,900
Sold:
$
1,050,000
35
Thornvalley Terrace, Caledon , Rural Caledon
4 Beds
3 Baths
Flemington Drive
Sold
Sold in May 2026
Att/Row/Twnhouse
Buyers negotiated 5.65% off asking
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Flemington Drive
Listed:
$
779,000
Sold:
$
735,000
26
Flemington Drive, Caledon , Rural Caledon
3 Beds
3 Baths
Hilltop Drive
Sold
Sold in May 2026
Detached
Buyers negotiated 3.81% off asking
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Hilltop Drive
Listed:
$
1,099,900
Sold:
$
1,058,000
28
Hilltop Drive, Caledon , Caledon East
4 Beds
3 Baths
Meadowcreek Road
Sold
Sold in May 2026
Detached
Buyers negotiated 4.23% off asking
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Meadowcreek Road
Listed:
$
1,179,900
Sold:
$
1,130,000
9
Meadowcreek Road, Caledon , Rural Caledon
4 + 2 Beds
4 Baths
Royalton Drive
Sold
Sold in May 2026
Detached
Sold at full asking price
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Royalton Drive
Listed:
$
1,150,000
Sold:
$
1,145,000
57
Royalton Drive, Caledon , Bolton East
3 + 1 Beds
3 Baths
Pine Avenue
Sold
Sold in May 2026
Detached
Sold at full asking price
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Pine Avenue
Listed:
$
1,748,800
Sold:
$
1,748,800
211
Pine Avenue, Caledon , Palgrave
3 Beds
3 Baths
Fountainbridge Drive
Sold
Sold in Apr 2026
Detached
Buyers negotiated 2.59% off asking
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Fountainbridge Drive
Listed:
$
1,349,900
Sold:
$
1,315,000
44
Fountainbridge Drive, Caledon , Bolton East
4 + 1 Beds
4 Baths
Mccandless Court
Sold
Sold in Apr 2026
Detached
Buyers negotiated 3.79% off asking
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Mccandless Court
Listed:
$
1,475,990
Sold:
$
1,420,000
8
Mccandless Court, Caledon , Caledon East
4 + 1 Beds
5 Baths
Hilltop Drive
Sold
Sold in Apr 2026
Detached
Buyers negotiated 8.49% off asking
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Hilltop Drive
Listed:
$
989,000
Sold:
$
905,000
11
Hilltop Drive, Caledon , Caledon East
2 + 1 Beds
2 Baths
Del Grappa Street
Sold
Sold in Apr 2026
Detached
Buyers negotiated 1.42% off asking
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Del Grappa Street
Listed:
$
1,049,900
Sold:
$
1,035,000
35
Del Grappa Street, Caledon , Rural Caledon
4 Beds
4 Baths
Whitbread Avenue
Sold
Sold in Apr 2026
Detached
Buyers negotiated 2.15% off asking
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Whitbread Avenue
Listed:
$
1,165,000
Sold:
$
1,140,000
64
Whitbread Avenue, Caledon , Bolton East
4 Beds
4 Baths
Vantagebrook Court
Sold
Sold in Apr 2026
Detached
Buyers negotiated 5.62% off asking
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Vantagebrook Court
Listed:
$
1,329,800
Sold:
$
1,255,000
4
Vantagebrook Court, Caledon , Bolton North
3 + 1 Beds
4 Baths
Hilltop Drive
Sold
Sold in Apr 2026
Detached
Buyers negotiated 3.92% off asking
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Hilltop Drive
Listed:
$
1,399,900
Sold:
$
1,345,000
40
Hilltop Drive, Caledon , Caledon East
4 Beds
3 Baths
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