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New Listings in Caledon, ON - P2

Showing results 31 - 60 of 121
Last Updated: September 30, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 2 Days ago
28 Crestridge Drive, Peel, ON , MLS #W13652306 , Image - 1
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28 Crestridge Drive Bolton North, Caledon, Peel, ON MLS® W13652306

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 28 Crestridge Drive, a beautifully maintained detached home tucked away on a quiet cul-de-sac in one of Bolton's most sought-after neighbou
21 Photos
Last Updated : 2 Days ago
7191 Castlederg Side Road, Peel, ON , MLS #W13836708 , Image - 1

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7191 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W13836708

Residential Freehold (Detached)

$3488000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to an exceptional 10 acre property offering the perfect blend of residential comfort and versatile workspace. This spacious 4 bedroom bungalow
50 Photos
Last Updated : 2 Days ago
17711 Humber Station Road, Peel, ON , MLS #W13808446 , Image - 1

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17711 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W13808446

Residential Freehold (Detached)

$3399999.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAI
Open House : Sun Oct 04, 12:00 PM to 03:00 PM
6 Photos
Last Updated : 2 Days ago
7 King Street W, Peel, ON , MLS #W13571222 , Image - 1

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7 King Street W Alton, Caledon, Peel, ON MLS® W13571222

Residential Freehold (Detached)

$700000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
$700,000. ALTON VILLAGE, DOUBLE + LOT, 3 BEDROOM DETACHED HOME, AFFORDABLE TAXES!
44 Photos
Last Updated : 2 Days ago
11 Pembrook Street, Peel, ON , MLS #W13810542 , Image - 1

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11 Pembrook Street Bolton East, Caledon, Peel, ON MLS® W13810542

Residential Freehold (Detached)

$999000.0
price drop iconPrice drop by 11.6%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
$$$ Spent in upgrades inside and out, Welcome to 11 Pembrook St! Beautifully renovated from top to bottom, this exceptional home offers approximately
50 Photos
Last Updated : 2 Days ago
70 Stratford Drive, Peel, ON , MLS #W13836286 , Image - 1

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70 Stratford Drive Rural Caledon, Caledon, Peel, ON MLS® W13836286

Residential Freehold (Detached)

$1644161.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully upgraded Rosehaven Homes residence, ideally situated in one of Caledon's highly desirable communities. Offering approximat
1 Photos
Last Updated : 2 Days ago
13199 Centreville Creek Road, Peel, ON
13199 Centreville Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13789142

Residential Freehold (Detached)

$1600000.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
**RARE CALEDON COUNTRY PROPERTY WITH EXCEPTIONAL GARAGE & PARKING CAPACITY!** Renovated bungalow in south Caledon offering exceptional space for famil
48 Photos
Last Updated : 2 Days ago
16112 The Gore Road, Peel, ON , MLS #W13835832 , Image - 1

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16112 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13835832

Residential Freehold (Detached)

$1788000.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this exquisite custom-built Raised Bungalow offering approximately 2,545 sq. ft. on the main level, plus an additional 2,465 sq. ft. of fin
39 Photos
Last Updated : 2 Days ago
65 Royalton Drive, Peel, ON , MLS #W13835814 , Image - 1

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65 Royalton Drive Bolton East, Caledon, Peel, ON MLS® W13835814

Residential Freehold (Detached)

$1089000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully maintained bungalow in Bolton's desirable South Hill, showcasing pride of ownership from the moment you arrive. Inviting landscaping and b
50 Photos
Last Updated : 2 Days ago
124 Royal Valley Drive, Peel, ON , MLS #W13694024 , Image - 1

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124 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13694024

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-
1 Photos
Last Updated : 2 Days ago
40 Waterbury Street, Peel, ON
40 Waterbury Street Bolton East, Caledon, Peel, ON MLS® W13813594

Residential Freehold (Att/Row/Townhouse)

$839999.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Where modern sophistication meets effortless family living. Welcome to this exceptional 3-bedroom, 4-bathroom end-unit townhome, perfectly positioned
Open House : Sat Oct 03, 01:00 PM to 03:00 PM
30 Photos
Last Updated : 2 Days ago
310 Newlove Drive, Peel, ON , MLS #W13828962 , Image - 1

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310 Newlove Drive Bolton East, Caledon, Peel, ON MLS® W13828962

Residential Freehold (Detached)

$935000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
OPEN HOUSE SUNDAY SEP 27 - 1-3 PM! Welcome to Newlove! This is the perfect family home, set on an oversized pie-shaped lot along a quiet, friendly, si
38 Photos
Last Updated : 2 Days ago
60 Stowmarket Street, Peel, ON , MLS #W13814774 , Image - 1

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60 Stowmarket Street Rural Caledon, Caledon, Peel, ON MLS® W13814774

Residential Freehold (Detached)

$1449000.0
  • 5 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to 60 Stowmarket Street, Caledon! This stunning upgraded 5-bedroom, 6-bathroom detached home offers exceptional space, style, and functionalit
50 Photos
Last Updated : 2 Days ago
67 Sherin Court, Peel, ON , MLS #W13713240 , Image - 1

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67 Sherin Court Bolton North, Caledon, Peel, ON MLS® W13713240

Residential Freehold (Detached)

$954900.0
price drop iconPrice drop by 1.5%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Tucked away on a quiet court in Bolton's highly desirable North Hill community, this beautifully renovated 4 bedrooms home sits on an impressive overs
14 Photos
Last Updated : 2 Days ago
12481 Kennedy Road, Peel, ON , MLS #W13652382 , Image - 1

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12481 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13652382

Residential Freehold (Att/Row/Townhouse)

$800000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained family home in the highly sought-after Southfields Village community. Designed for modern family living, the br
50 Photos
Last Updated : 2 Days ago
21 Birchview Drive, Peel, ON , MLS #W13795234 , Image - 1

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21 Birchview Drive Rural Caledon, Caledon, Peel, ON MLS® W13795234

Residential Freehold (Detached)

$1329000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Set on 2.52 private acres in sought-after Tamarack Estates, this beautifully updated bungalow offers over 3200 sq ft of living space, serenity & the n
40 Photos
Last Updated : 2 Days ago
20 Flemington Drive, Peel, ON , MLS #W13772824 , Image - 1

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20 Flemington Drive Rural Caledon, Caledon, Peel, ON MLS® W13772824

Residential Freehold (Att/Row/Townhouse)

$734000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Valleywood! This lovely community in Caledon is conveniently located just off the 410 highway and Hurontario Street. Tucked away from the h
48 Photos
Last Updated : 2 Days ago
92 Ellwood Drive, Peel, ON , MLS #W13718858 , Image - 1

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92 Ellwood Drive Bolton West, Caledon, Peel, ON MLS® W13718858

Residential Freehold (Detached)

$729999.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bring your dreams to life! Imagine the possibilities! Welcome to 92 Ellwood Drive, nestled in one of Bolton's most family-friendly and established nei
44 Photos
Last Updated : 2 Days ago
27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

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27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13822806

Residential Freehold (Detached)

$2225000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Magnificent Georgian Estate in Prestigious Caledon! Welcome to an extraordinary 5-bedroom, 3-bathroom Georgian fieldstone estate on 2.6 private acres,
Open House : Sat Oct 03, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
8 Castlewood Court, Peel, ON , MLS #W13212734 , Image - 1

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8 Castlewood Court Rural Caledon, Caledon, Peel, ON MLS® W13212734

Residential Freehold (Detached)

$1398000.0
price drop iconPrice drop by 4.8%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built brick bungalow has a partly finished basemen
46 Photos
Last Updated : 2 Days ago
3 Losino Street, Peel, ON , MLS #W13833894 , Image - 1

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3 Losino Street Rural Caledon, Caledon, Peel, ON MLS® W13833894

Residential Freehold (Detached)

$999900.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to Your Ideal Home in Sought-After Southfield Village! Perfectly nestled in the highly desirable Southfield Village community, this stunning p
45 Photos
Last Updated : 2 Days ago
23 Granite Stones Drive, Peel, ON , MLS #W13670564 , Image - 1

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23 Granite Stones Drive Rural Caledon, Caledon, Peel, ON MLS® W13670564

Residential Freehold (Detached)

$2150000.0
price drop iconPrice drop by 4.4%
  • 4 Beds
  • 6 Baths
  • 3000-3500 sq-ft
A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned within its natural surroundings, well back from t
50 Photos
Last Updated : 2 Days ago
5 Valleygreen Crescent S, Peel, ON , MLS #W13805668 , Image - 1

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5 Valleygreen Crescent S Caledon East, Caledon, Peel, ON MLS® W13805668

Residential Freehold (Detached)

$1489000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to a home that truly elevates everyday living. Set on a beautifully private almost half-acre lot in one of Caledon East's most desirable encla
38 Photos
Last Updated : 2 Days ago
19555 Shaws Creek Road, Peel, ON , MLS #W13760370 , Image - 1

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19555 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13760370

Residential Freehold (Detached)

$1849000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A f
Open House : Sun Oct 04, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 3 Days ago
174 Royal Valley Drive, Peel, ON , MLS #W13476706 , Image - 1

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174 Royal Valley Drive Rural Caledon, Caledon, Peel, ON MLS® W13476706

Residential Freehold (Detached)

$1199999.0
price drop iconPrice drop by 5.1%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Beautifully updated detached family home in the quiet, sought-after community of Valleywood within a single-entry enclave, close to parks, top-rated s
32 Photos
Last Updated : 3 Days ago
9 Sheardown Trail, Peel, ON , MLS #W13832130 , Image - 1

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9 Sheardown Trail Bolton East, Caledon, Peel, ON MLS® W13832130

Residential Freehold (Detached)

$1080000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 9 Sheardown Trail, an elegant and beautifully updated detached residence nestled in one of Bolton's most desirable family-friendly communit
50 Photos
Last Updated : 3 Days ago
5812 Beech Grove Side Road, Peel, ON , MLS #W13729158 , Image - 1

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5812 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13729158

Residential Freehold (Detached)

$1399999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in
50 Photos
Last Updated : 3 Days ago
50 North Riverdale Drive, Peel, ON , MLS #W13805026 , Image - 1

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50 North Riverdale Drive Inglewood, Caledon, Peel, ON MLS® W13805026

Residential Freehold (Detached)

$1599000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80' wide lot backing onto ravine and Caledo
14 Photos
Last Updated : 3 Days ago
Lot 29 Con. 8 Highway 9 N/A, Peel, ON , MLS #W13832504 , Image - 1

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Lot 29 Con. 8 Highway 9 N/A Palgrave, Caledon, Peel, ON MLS® W13832504

Residential Freehold (Vacant Land)

$1689000.0
  • < 700 sq-ft
Rare opportunity to build your dream home on a stunning ~14.4-acre lot in the prestigious Palgrave community, surrounded by luxurious multi-million-do
41 Photos
Last Updated : 3 Days ago
15 Esposito Drive, Peel, ON , MLS #W13711374 , Image - 1

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15 Esposito Drive Bolton East, Caledon, Peel, ON MLS® W13711374

Residential Freehold (Detached)

$899900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
One of Bolton's best values! If you've been waiting for the right opportunity to own in South Hill, this is it! Solidly built, this raised bungalow of
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