Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Houses for Sale in Caledon ON Under $5 Million - P2

Showing results 31 - 60 of 151
Last Updated: December 20, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 15 Days ago
50 Lyonsview Lane, Peel, ON , MLS #W12330251 , Image - 1
Image With Blur overlay

Like What you see?

50 Lyonsview Lane Cheltenham, Caledon, Peel, ON MLS® W12330251

Residential Freehold (Detached)

$2549900.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To The Village Of Cheltenham! This Stunning Executive Estate Sits At The End Of The Coveted Lyonsview Lane Cul-De-Sac. Luxuriously Renovated,
34 Photos
Last Updated : 16 Days ago
8 Elite Road, Peel, ON , MLS #W12419012 , Image - 1

Like What you see?

8 Elite Road Rural Caledon, Caledon, Peel, ON MLS® W12419012

Residential Freehold (Detached)

$1499000.0
  • 4 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Set on 4.08 acres in a sought-after estate community, this family home blends elegance, comfort, and modern upgrades. With 4 bedrooms, main floor laun
40 Photos
Last Updated : 16 Days ago
12 Heathrow Lane, Peel, ON , MLS #W12350895 , Image - 1

Like What you see?

12 Heathrow Lane Bolton East, Caledon, Peel, ON MLS® W12350895

Residential Freehold (Att/Row/Townhouse)

$955000.0
price drop iconPrice drop by 13.1%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 12 Heathrow Lane, a beautifully maintained and spacious corner-unit townhouse nestled in the heart of Caledon. Built by the prestigious Tre
3 Photos
Last Updated : 17 Days ago
Part Lot 27, Conc 7 N/A, Peel, ON , MLS #W12594272 , Image - 1
Part Lot 27, Conc 7 N/A Palgrave, Caledon, Peel, ON MLS® W12594272

Residential Freehold (Vacant Land)

$3800000.0
  • < 700 sq-ft
9.056 Acre corner lot abutting the Palgrave Equestrian Park. This parcel of land is in phase two of a development with an application submitted to sub
46 Photos
Last Updated : 18 Days ago
203 Landsbridge Street, Peel, ON , MLS #W12593106 , Image - 1

Like What you see?

203 Landsbridge Street Bolton East, Caledon, Peel, ON MLS® W12593106

Residential Freehold (Detached)

$969900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Sun-Drenched 3 Bedroom All-Brick Home in Prime South Bolton A True Entertainers Delight! Pride of ownership in this well-maintained, move-in ready fam
38 Photos
Last Updated : 18 Days ago
2766 Highpoint Side Road, Peel, ON , MLS #W12504606 , Image - 1

Like What you see?

2766 Highpoint Side Road Rural Caledon, Caledon, Peel, ON MLS® W12504606

Residential Freehold (Detached)

$989000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To Your Peaceful Garden Filled Escape In The Country, Only A Few Minutes From The Charming Town Of Orangeville. Imagine Having The Tranquility
50 Photos
Last Updated : 18 Days ago
211 Pine Avenue, Peel, ON , MLS #W12506994 , Image - 1

Like What you see?

211 Pine Avenue Palgrave, Caledon, Peel, ON MLS® W12506994

Residential Freehold (Detached)

$2049900.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 211 Pine Avenue - a stunning, brand new custom-built bungalow offering over 3,600 sq ft of finished living space on a premium lot with a pr
50 Photos
Last Updated : 19 Days ago
2 Ann Mckee Street, Peel, ON , MLS #W12148197 , Image - 1

Like What you see?

2 Ann Mckee Street Caledon East, Caledon, Peel, ON MLS® W12148197

Residential Freehold (Detached)

$1900000.0
price drop iconPrice drop by 11.6%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Nestled in the heart of Caledon, this breathtaking corner ravine lot boasts 4015 sq ft of living space with 5 spacious bedrooms with ample closet spa
1 Photos
Last Updated : 19 Days ago
6 Bellasera Way, Peel, ON
6 Bellasera Way Rural Caledon, Caledon, Peel, ON MLS® W12588772

Residential Freehold (Att/Row/Townhouse)

$849900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Experience Luxury and Convenience in Prime Caledon! This stunning 2000+ sq. ft. freehold townhouse boasts modern elegance and thoughtful design. Featu
50 Photos
Last Updated : 20 Days ago
55 William Crisp Drive, Peel, ON , MLS #W12587690 , Image - 1

Like What you see?

55 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12587690

Residential Freehold (Detached)

$1999900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Elegant Estate Home in Prestigious Community. Welcome to this Premium Estate home, offering the perfect blend of luxury, comfort, and convenience. Thi
41 Photos
Last Updated : 20 Days ago
7 Southbury Manor Drive, Peel, ON , MLS #W12587648 , Image - 1

Like What you see?

7 Southbury Manor Drive Bolton East, Caledon, Peel, ON MLS® W12587648

Residential Freehold (Detached)

$1299000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Beautifully upgraded home in Bolton's highly sought-after South Hill community, featuring 4+2 bedrooms and 4 bathrooms.This stunning property showcase
50 Photos
Last Updated : 21 Days ago
36 Country Stroll Crescent, Peel, ON , MLS #W12548400 , Image - 1

Like What you see?

36 Country Stroll Crescent Bolton West, Caledon, Peel, ON MLS® W12548400

Residential Freehold (Detached)

$1298880.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Your pool dream home has arrived! Located in one of Boltons most sought-after, family-friendly neighbourhoods, this stunning property sits on an expan
50 Photos
Last Updated : 22 Days ago
508 King Street E, Peel, ON , MLS #W12583534 , Image - 1

Like What you see?

508 King Street E Bolton North, Caledon, Peel, ON MLS® W12583534

Residential Freehold (Detached)

$2598000.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
An Architectural Masterpiece Nestled On An Expansive 0.84- Acre Lot In The Prestigious Valley of Bolton. This Opulent Estate Embodies Unparalleled Ele
16 Photos
Last Updated : 23 Days ago
11 Maple Lane, Peel, ON , MLS #W12577188 , Image - 1

Like What you see?

11 Maple Lane Palgrave, Caledon, Peel, ON MLS® W12577188

Residential Freehold (Detached)

Price On Request
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience the perfect blend of cozy charm and functional living. The bright, open main floor is designed for modern flow, featuring a stunning kitche
42 Photos
Last Updated : 23 Days ago
1551 Queen Street E, Peel, ON , MLS #W12396965 , Image - 1

Like What you see?

1551 Queen Street E Alton, Caledon, Peel, ON MLS® W12396965

Residential Freehold (Detached)

$749000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just imagine having your address in Alton! This charming little gem is priced to sell! Located in the Village of Alton, in the northwest corner of Cal
40 Photos
Last Updated : 23 Days ago
52 Daisy Meadow Crescent, Peel, ON , MLS #W12574876 , Image - 1

Like What you see?

52 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W12574876

Residential Freehold (Detached)

$1649999.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 52 Daisy Meadow Cres situated in the quaint Pathways community of Caledon East. This newer executive home was built by Countrywide Homes an
1 Photos
Last Updated : 24 Days ago
1677 Vaughan Drive, Peel, ON
1677 Vaughan Drive Caledon Village, Caledon, Peel, ON MLS® W12574724

Residential Freehold (Detached)

$1150000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This property is an Entertainers Dream set on 0.87 acres in Caledon Village! Enjoy summer days by the heated saltwater inground pool and evenings on t
11 Photos
Last Updated : 25 Days ago
26 Antrim Court, Peel, ON , MLS #W12457516 , Image - 1

Like What you see?

26 Antrim Court Caledon East, Caledon, Peel, ON MLS® W12457516

Residential Freehold (Detached)

$1649900.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
2,803SF (4,181SF - Living Space) Move-in Ready. One of 23 exclusively built executive homes on quiet cul-de-sac beside court house and town hall. No.2
9 Photos
Last Updated : 25 Days ago
7 Spinland Street, Peel, ON , MLS #W12573482 , Image - 1

Like What you see?

7 Spinland Street Rural Caledon, Caledon, Peel, ON MLS® W12573482

Residential Freehold (Semi-Detached )

$1039000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 7 Spinland St, a stunning 4-bedroom, 3-bathroom semi-detached home in the sought-after Caledon Trails community. With over 2,000 sq. ft. of
37 Photos
Last Updated : 29 Days ago
34 Bellasera Way, Peel, ON , MLS #W12562686 , Image - 1

Like What you see?

34 Bellasera Way Rural Caledon, Caledon, Peel, ON MLS® W12562686

Residential Freehold (Att/Row/Townhouse)

$799000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
2025 Built Move-In Ready Freehold Townhome with 4-Bedroom, 4-Washroom **No Maintenance/POTL Fees ** This stunning home features a rare main-level bedr
50 Photos
Last Updated : 29 Days ago
61 William Street E, Peel, ON , MLS #W12168304 , Image - 1

Like What you see?

61 William Street E Rural Caledon, Caledon, Peel, ON MLS® W12168304

Residential Freehold (Detached)

$1074900.0
price drop iconPrice drop by 6.5%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern renovated country bungalow on a private lot surrounded by nature and mature trees. Step inside to modern efficient, clean and bright on a large
14 Photos
Last Updated : 30 Days ago
17130 The Gore Road, Peel, ON , MLS #W12543206 , Image - 1

Like What you see?

17130 The Gore Road Caledon East, Caledon, Peel, ON MLS® W12543206

Residential Freehold (Detached)

$2299000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
JUST ONE WORD !! WOW !! Nestled on 48 acres of picturesque countryside, this property is a sanctuary of endless possibilities. The original barn, boas
3 Photos
Last Updated : 30 Days ago
0 Castlederg Side Road, Peel, ON , MLS #W12540290 , Image - 1
0 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12540290

Residential Freehold (Vacant Land)

$1999999.0
Premium 10-acre lot in a sought-after Caledon location, just minutes from Bolton and surrounded by luxury estate homes. Building permits are approved
39 Photos
Last Updated : 30 Days ago
98 William Crisp Drive, Peel, ON , MLS #W12558298 , Image - 1

Like What you see?

98 William Crisp Drive Alton, Caledon, Peel, ON MLS® W12558298

Residential Freehold (Detached)

$2099900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Client RemarksLuxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft M
50 Photos
Last Updated : 32 Days ago
7062 Castlederg Side Road, Peel, ON , MLS #W12413789 , Image - 1

Like What you see?

7062 Castlederg Side Road Rural Caledon, Caledon, Peel, ON MLS® W12413789

Residential Freehold (Detached)

$1399000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Nearly 10 acres of scenic countryside in Caledon offer the ultimate in privacy and tranquility, nestled among towering mature trees just minutes from
50 Photos
Last Updated : 32 Days ago
16 Indiana Drive, Peel, ON , MLS #W12541416 , Image - 1

Like What you see?

16 Indiana Drive Palgrave, Caledon, Peel, ON MLS® W12541416

Residential Freehold (Detached)

$1999999.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 2-storey custom built estate home, perfectly nestled on a private and mature treed 4.83 acre lot. The kitchen is surrounde
50 Photos
Last Updated : 35 Days ago
17397 Humber Station Road, Peel, ON , MLS #W12480591 , Image - 1

Like What you see?

17397 Humber Station Road Rural Caledon, Caledon, Peel, ON MLS® W12480591

Residential Freehold (Detached)

$2389900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a
50 Photos
Last Updated : 35 Days ago
14766 Highway 50 Avenue, Peel, ON , MLS #W12546364 , Image - 1

Like What you see?

14766 Highway 50 Avenue Rural Caledon, Caledon, Peel, ON MLS® W12546364

Residential Freehold (Detached)

$2365000.0
  • 4 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A rare opportunity on the edge of Bolton! Set on a sprawling 1.16-acre lot this completely renovated gem offers the ultimate blend of privacy, functio
31 Photos
Last Updated : 36 Days ago
53 Holly Lane, Peel, ON , MLS #W12542906 , Image - 1

Like What you see?

53 Holly Lane Alton, Caledon, Peel, ON MLS® W12542906

Residential Freehold (Detached)

$2099999.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury Executive Detached Estate Home in the prestigious Osprey Mills community, situated on a spacious 3/4 acre lot. Offering 3,252 sq. ft. above gra
32 Photos
Last Updated : 36 Days ago
4 Daisy Meadow Crescent, Peel, ON , MLS #W12518608 , Image - 1

Like What you see?

4 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W12518608

Residential Freehold (Detached)

$1729900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 4 Daisy Meadow an extraordinary executive residence that represents the pinnacle of luxury living, where timeless elegance seamlessly blend
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!