474+ Houses for Sale in Caledon Under $5 Million

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7 Rolling Meadow Drive, Peel, ON , MLS #W13824702 , Image - 1

7 Rolling Meadow Drive Caledon East, Caledon, Peel, ON MLS® W13824702

Residential Freehold (Detached)

$1850000.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq

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46 Cross Country Boulevard, Peel, ON , MLS #W13719880 , Image - 1

46 Cross Country Boulevard Bolton North, Caledon, Peel, ON MLS® W13719880

Residential Freehold (Detached)

$1099000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained home nestled in a family-friendly Bolton neighbourhood, offering a wonderful combination of comfort, functional

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

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62 Fallview Circle, Peel, ON , MLS #W13548028 , Image - 1

62 Fallview Circle Rural Caledon, Caledon, Peel, ON MLS® W13548028

Residential Freehold (Detached)

$1255800.0

Price drop by 8.0%

4 Beds
5 Baths
3000-3500 sq-ft

WELCOME TO THIS 3444SQFT EXECUTIVE HOME IN CALEDON'S HIGHLY DESIRABLE SOUTHFIELDS COMMUNITY. THIS SPACIOUS 4 BEDROOM RESIDENCE OFFERS AN EXCEPTIONAL L

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114 Kennedy Road, Peel, ON , MLS #W13740006 , Image - 1

114 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13740006

Residential Freehold (Detached)

$1049000.0

Price drop by 5.8%

3 Beds
2 Baths
1100-1500 sq-ft

PUBLIC OPEN HOUSE Sunday September 27, 1-3 PM. Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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34 Lipscott Drive, Peel, ON , MLS #W13822748 , Image - 1

34 Lipscott Drive Rural Caledon, Caledon, Peel, ON MLS® W13822748

Residential Freehold (Semi-Detached )

$969900.0

3 Beds
3 Baths
1500-2000 sq-ft

//East Facing// **Rare To Find Newer Semi-Detached With High Ceilings , Extremely Well Maintained Modern Brick Elevation 3 Bedrooms & 3 Washrooms Hous

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45 Maple Trail Road, Peel, ON , MLS #W13778720 , Image - 1

45 Maple Trail Road Rural Caledon, Caledon, Peel, ON MLS® W13778720

Residential Freehold (Att/Row/Townhouse)

$878800.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 45 Maple Trail Road, a beautiful freehold end-unit townhome in Caledon, proudly built by Rosehaven Homes. Offering an impressive 1,919 squa

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20909 Shaws Creek Road, Peel, ON , MLS #W13455320 , Image - 1

20909 Shaws Creek Road Alton, Caledon, Peel, ON MLS® W13455320

Residential Freehold (Detached)

$1125000.0

4 Beds
2 Baths
2000-2500 sq-ft

A Storybook Country Escape in the Heart of Caledon! Tucked among mature trees and rolling hills, this one-of-a-kind country retreat offers the perfect

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28 Reddington Drive, Peel, ON , MLS #W13823282 , Image - 1

Unit-1, 28 Reddington Drive Rural Caledon, Caledon, Peel, ON MLS® W13823282

Residential Condo & Other (Condo Townhouse)

$799000.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to Legacy Pines in Palgrave, one of Caledon's most sought-after communities, surrounded by conservation lands, rolling hills, majestic pine fo

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12 Heathrow Lane, Peel, ON , MLS #W13747164 , Image - 1

12 Heathrow Lane Bolton East, Caledon, Peel, ON MLS® W13747164

Residential Freehold (Att/Row/Townhouse)

$879000.0

3 Beds
3 Baths
2000-2500 sq-ft

Introducing 12 Heathrow Lane, a distinguished townhome offering more than 2,000 sq. ft. of well-appointed living space in the heart of Bolton. This th

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27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

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 : Sun Sep 27, 01:00 PM to 03:00 PM

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25 Hilltop Drive, Peel, ON , MLS #W13758914 , Image - 1

25 Hilltop Drive Caledon East, Caledon, Peel, ON MLS® W13758914

Residential Freehold (Detached)

$1179000.0

Price drop by 1.7%

4 Beds
2 Baths
1500-2000 sq-ft

***PUBLIC OPEN HOUSE - SATURDAY OCTOBER 3rd, 2:00-4:00pm*** Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifu

Open House : Sat Oct 03, 01:00 PM to 03:00 PM

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1537 Queen Street E, Peel, ON , MLS #W13765474 , Image - 1

1537 Queen Street E Alton, Caledon, Peel, ON MLS® W13765474

Residential Freehold (Detached)

$899900.0

3 Beds
2 Baths
1100-1500 sq-ft

Detached House with over 10,000 square feet of land in the village of Alton. A character home with 3 bedrooms plus a den, and 2 baths. a main-floor pr

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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4 Tranquility Court, Peel, ON , MLS #W13753596 , Image - 1

4 Tranquility Court Palgrave, Caledon, Peel, ON MLS® W13753596

Residential Freehold (Detached)

$2049000.0

4 +2 Beds
5 Baths
2500-3000 sq-ft

Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby

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19982 Kennedy Road, Peel, ON , MLS #W13822200 , Image - 1

19982 Kennedy Road Rural Caledon, Caledon, Peel, ON MLS® W13822200

Residential Freehold (Detached)

$1299000.0

3 Beds
3 Baths
2000-2500 sq-ft

Imagine coming home to space, and privacy of 1.03 acres - welcome to 19982 Kennedy Rd - surrounded by mature trees, this beautifully maintained 3-bedr

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18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically

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20855 Shaws Creek Road, Peel, ON , MLS #W13577360 , Image - 1

20855 Shaws Creek Road Rural Caledon, Caledon, Peel, ON MLS® W13577360

Residential Freehold (Detached)

$2395000.0

Price drop by 14.3%

3 +1 Beds
3 Baths
2500-3000 sq-ft

50 acres - Exceptional country farm and retreat in the Heart of Caledon. Set along picturesque Shaws Creek Road, this beautifully renovated country pr

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1380 Queen Street W, Peel, ON , MLS #W13821972 , Image - 1

1380 Queen Street W Rural Caledon, Caledon, Peel, ON MLS® W13821972

Residential Freehold (Detached)

$1098000.0

3 Beds
2 Baths
2000-2500 sq-ft

Elegantly perched on the hill, overlooking the lower Mill Pond, is this charming 3-bed, 1.5 bath, stone residence, known as the Algie Family House, wi

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20 Glassford Court, Peel, ON , MLS #W13020788 , Image - 1

20 Glassford Court Caledon Village, Caledon, Peel, ON MLS® W13020788

Residential Freehold (Detached)

$3850000.0

Price drop by 3.7%

6 +1 Beds
6 Baths
5000 + sq-ft

This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Compl

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9 Tormore Road, Peel, ON , MLS #W13802370 , Image - 1

9 Tormore Road Bolton East, Caledon, Peel, ON MLS® W13802370

Residential Freehold (Att/Row/Townhouse)

$929900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome home! Located in a highly sought after community in Bolton East, this freehold end unit townhouse emulates the perfect combination of style, c

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39 Paisley Green Avenue, Peel, ON , MLS #W13455188 , Image - 1

39 Paisley Green Avenue Caledon East, Caledon, Peel, ON MLS® W13455188

Residential Freehold (Detached)

$1399900.0

Price drop by 9.7%

4 +1 Beds
5 Baths
3000-3500 sq-ft

Welcome to 39 Paisley Green Avenue, a beautifully maintained home offering approximately 3,330 sq. ft. above grade plus a finished walkout basement ap

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222 Albert Street, Peel, ON , MLS #W13821184 , Image - 1

222 Albert Street Bolton East, Caledon, Peel, ON MLS® W13821184

Residential Freehold (Detached)

$1325000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome To 222 Albert Street, A Beautifully Renovated Side-Split In The Heart Of Bolton Showcasing Designer Finishes And True Pride Of Ownership Throu

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922 The Grange Side Road, Peel, ON , MLS #W13611036 , Image - 1

922 The Grange Side Road Rural Caledon, Caledon, Peel, ON MLS® W13611036

Residential Freehold (Detached)

$1099000.0

Price drop by 4.4%

3 +1 Beds
2 Baths
1100-1500 sq-ft

On a quiet stretch of The Grange Side Road, this renovated Caledon retreat sits on 1.12 acres, offering privacy, light-filled living, and space to slo

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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69 Senator Way, Peel, ON , MLS #W13794412 , Image - 1

69 Senator Way Bolton North, Caledon, Peel, ON MLS® W13794412

Residential Freehold (Link)

$869999.0

Price drop by 5.4%

3 Beds
4 Baths
1100-1500 sq-ft

Beautifully updated and move-in ready, this inviting home features bright living spaces and a great backyard for enjoying the outdoors. The main floor

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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 : Sun Sep 27, 01:00 PM to 03:00 PM

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7 Walton Drive, Peel, ON , MLS #W13819302 , Image - 1

7 Walton Drive Palgrave, Caledon, Peel, ON MLS® W13819302

Residential Freehold (Detached)

$2999995.0

5 +2 Beds
6 Baths
3000-3500 sq-ft

Welcome to 7 Walton Drive in Palgrave Estates on Over 2 Acres, This House has 7 Bedrooms, 6 Bathroom, Finish Walkout Basement, Stunning Panoramic View

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5 Borland Crescent, Peel, ON , MLS #W13808498 , Image - 1

5 Borland Crescent Caledon East, Caledon, Peel, ON MLS® W13808498

Residential Freehold (Semi-Detached )

$1089000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to 5 Borland Crescent, where thoughtful updates, modern finishes, & comfortable living come together in the heart of Caledon East. This home o

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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7 Chapel Street, Peel, ON , MLS #W13699758 , Image - 1

7 Chapel Street Bolton North, Caledon, Peel, ON MLS® W13699758

Residential Freehold (Detached)

$699000.0

Price drop by 9.1%

2 Beds
1 Baths
1100-1500 sq-ft

Step into the charm and character of this beautiful downtown century home, where historic Bolton character meets incredible modern-day versatility. Wi