🔥 Price Drops in Caledon

Price Drops & Reduced Homes for Sale in Caledon

Motivated sellers and recent price reductions. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
🔥 Price Drops🏡 Bungalows🏘️ Townhouses🏰 Detached Homes🏢 Condos💰 Under $800k🏷️ Under $750k🎯 Under $1M✨ Luxury ($2M+)🔑 In-Law Suites🔨 Fixer-Uppers🏊 Inground & Heated Pools🌊 Waterfront & Views🏢 Multi-Family & Duplex🏗️ New Construction
Residential Freehold for sale - 3 Bed, 4 Bath Home at 69 Senator Way Caledon ON listed at $869,999 (MLS# W13794412)
Price Change
$869,999
3bd
4ba
Residential Freehold

69 Senator Way, Caledon

Sep 16, 2026
DOM: 10

Beautifully updated and move-in ready, this inviting home features bright living spaces and a great ...

MLS#: W13794412
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 21 Waterbury Street Caledon ON listed at $859,999 (MLS# W13772864)
Price Change
$859,999
3bd
3ba
Residential Freehold

21 Waterbury Street, Caledon

Sep 11, 2026
DOM: 15

Welcome to this 2-storey freehold townhouse in the highly sought-after Bolton East community. Featur...

MLS#: W13772864
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 65 Ironhorse Crescent Caledon ON listed at $875,000 (MLS# W13758970)
Price Change
$875,000
3bd
4ba
Residential Freehold

65 Ironhorse Crescent, Caledon

Sep 9, 2026
DOM: 17

Welcome to 65 Ironhorse, an exceptional family home nestled on a quiet, tree-lined crescent in one o...

MLS#: W13758970
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 25 Hilltop Drive Caledon ON listed at $1,179,000 (MLS# W13758914)
Price Change
$1,179,000
4bd
2ba
Residential Freehold

25 Hilltop Drive, Caledon

Sep 9, 2026
DOM: 17

***PUBLIC OPEN HOUSE - SATURDAY OCTOBER 3rd, 2:00-4:00pm*** Welcome to Hilltop Drive. One of Caledo...

MLS#: W13758914
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 114 Kennedy Road Caledon ON listed at $1,049,000 (MLS# W13740006)
Price Change
$1,049,000
3bd
2ba
Residential Freehold

114 Kennedy Road, Caledon

Sep 3, 2026
DOM: 23

PUBLIC OPEN HOUSE Sunday September 27, 1-3 PM. Welcome to this beautifully maintained bungalow offer...

MLS#: W13740006
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19834 Airport Road Caledon ON listed at $125,000 (MLS# W13731160)
Price Change
$125,000
0bd
0ba
Commercial

19834 Airport Road, Unit 1, Caledon

Aug 31, 2026
DOM: 26

Fully Equipped Restaurant Opportunity In The Heart Of Caledon! Currently Operating As Pizza Time & A...

MLS#: W13731160
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 92 Ellwood Drive Caledon ON listed at $729,999 (MLS# W13718858)
Price Change
$729,999
3bd
2ba
Residential Freehold

92 Ellwood Drive, Caledon

Aug 27, 2026
DOM: 30

Welcome to 92 Ellwood Drive, nestled in one of Bolton's most family-friendly and established neighbo...

MLS#: W13718858
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 156 Cedargrove Road Caledon ON listed at $1,038,000 (MLS# W13716774)
Price Change
$1,038,000
4bd
4ba
Residential Freehold

156 Cedargrove Road, Caledon

Aug 27, 2026
DOM: 30

Welcome to 156 Cedargrove Road, a beautifully maintained, move-in-ready family home in one of Bolton...

MLS#: W13716774
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 15626 Mclaughlin Road Caledon ON listed at $1,099,999 (MLS# W13713462)
Price Change
$1,099,999
4bd
3ba
Residential Freehold

15626 Mclaughlin Road, Caledon

Aug 25, 2026
DOM: 32

Inglewood gem that truly needs to be experienced in person to appreciate. A rare opportunity to own ...

MLS#: W13713462
For Sale
Commercial for sale - 0 Bed, 5 Bath Home at 14190 Mount Hope Road Caledon ON listed at $1,899,900 (MLS# W13708236)
Price Change
$1,899,900
0bd
5ba
Commercial

14190 Mount Hope Road, Caledon

Aug 24, 2026
DOM: 33

ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCAT...

MLS#: W13708236
For Sale
Residential Freehold for sale - 8 Bed, 6 Bath Home at 48 Edmund Street Caledon ON listed at $1,869,000 (MLS# W13705594)
Price Change
$1,869,000
8bd
6ba
Residential Freehold

48 Edmund Street, Caledon

Aug 24, 2026
DOM: 33

Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It bo...

MLS#: W13705594
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 11 Falling Leaf Drive Caledon ON listed at $949,900 (MLS# W13704702)
Price Change
$949,900
4bd
3ba
Residential Freehold

11 Falling Leaf Drive, Caledon

Aug 22, 2026
DOM: 35

Welcome To 11 Falling Leaf Drive A Beautifully Maintained Family Home Nestled In One Of Caledon's Fr...

MLS#: W13704702
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 15954 Airport Road Caledon ON listed at $1,599,000 (MLS# W13704160)
Price Change
$1,599,000
0bd
1ba
Commercial

15954 Airport Road, Caledon

Aug 22, 2026
DOM: 35

Once-in-a-lifetime opportunity in the heart of Caledon East! Prime high-visibility corner location w...

MLS#: W13704160
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 18 King Street Caledon ON listed at $189,000 (MLS# W13704886)
Price Change
$189,000
0bd
0ba
Commercial

18 King Street, Caledon

Aug 21, 2026
DOM: 36

Turnkey optical Boutique & clinic- King st East, Bolton location. Exceptional high visibility optica...

MLS#: W13704886
For Sale
Residential Freehold for sale - 2 Bed, 1 Bath Home at 7 Chapel Street Caledon ON listed at $699,000 (MLS# W13699758)
Price Change
$699,000
2bd
1ba
Residential Freehold

7 Chapel Street, Caledon

Aug 21, 2026
DOM: 36

Step into the charm and character of this beautiful downtown century home, where historic Bolton cha...

MLS#: W13699758
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 6 Maple Grove Road Caledon ON listed at $1,269,000 (MLS# W13699698)
Price Change
$1,269,000
5bd
2ba
Residential Freehold

6 Maple Grove Road, Caledon

Aug 21, 2026
DOM: 36

Welcome to this beautifully and extensively renovated bungalow situated in the desirable, family-fri...

MLS#: W13699698
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 53 Ellwood Drive Caledon ON listed at $1,065,000 (MLS# W13695946)
Price Change
$1,065,000
4bd
3ba
Residential Freehold

53 Ellwood Drive, Caledon

Aug 20, 2026
DOM: 37

Welcome to one of Bolton's most charming turn-key bungalows, perfectly situated in the heart of town...

MLS#: W13695946
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 48 Wishing Well Crescent Caledon ON listed at $1,269,000 (MLS# W13697100)
Price Change
$1,269,000
6bd
5ba
Residential Freehold

48 Wishing Well Crescent, Caledon

Aug 19, 2026
DOM: 38

Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Vill...

MLS#: W13697100
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 15553 The Gore Road Caledon ON listed at $1,313,000 (MLS# W13693898)
Price Change
$1,313,000
5bd
4ba
Residential Freehold

15553 The Gore Road, Caledon

Aug 19, 2026
DOM: 38

Prime Location!!!!**MOTIVATED SELLERS** Welcome to this exceptional, extensively upgraded bungalow n...

MLS#: W13693898
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 21170 Shaws Creek Road Caledon ON listed at $2,389,000 (MLS# W13687636)
Price Change
$2,389,000
3bd
2ba
Residential Freehold

21170 Shaws Creek Road, Caledon

Aug 18, 2026
DOM: 39

Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just ...

MLS#: W13687636
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 25 Mccardy Court Caledon ON listed at $824,777 (MLS# W13672902)
Price Change
$824,777
4bd
3ba
Residential Freehold

25 Mccardy Court, Caledon

Aug 13, 2026
DOM: 44

Finally! A modern 4 bed, End-unit Townhouse backing onto protected greenery and on quiet cul-de-sac!...

MLS#: W13672902
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 70 Tarquini Crescent Caledon ON listed at $825,000 (MLS# W13670624)
Price Change
$825,000
3bd
3ba
Residential Freehold

70 Tarquini Crescent, Caledon

Aug 13, 2026
DOM: 44

Rare Opportunity - Premium Lot Semi-Detached in High-Demand Bolton West!Welcome to this beautifully ...

MLS#: W13670624
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 23 Granite Stones Drive Caledon ON listed at $2,150,000 (MLS# W13670564)
Price Change
$2,150,000
4bd
6ba
Residential Freehold

23 Granite Stones Drive, Caledon

Aug 13, 2026
DOM: 44

A rare offering on Granite Stones. Set on 2.5 acres, this updated log home is beautifully positioned...

MLS#: W13670564
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 15637 McLaughlin Road Caledon ON listed at $899,000 (MLS# W13666250)
Price Change
$899,000
3bd
2ba
Residential Freehold

15637 McLaughlin Road, Caledon

Aug 12, 2026
DOM: 45

Welcome to this beautifully crafted custom-built home nestled in the heart of the charming village o...

MLS#: W13666250
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 82 William Crisp Drive Caledon ON listed at $2,225,000 (MLS# W13659944)
Price Change
$2,225,000
4bd
4ba
Residential Freehold

82 William Crisp Drive, Caledon

Aug 10, 2026
DOM: 47

Featuring one of Osprey Mills' most desirable bungalow design, this exceptional ranch-style residenc...

MLS#: W13659944
For Sale
Residential Freehold for sale - 7 Bed, 4 Bath Home at 32 Brawton Drive Caledon ON listed at $1,398,000 (MLS# W13659096)
Price Change
$1,398,000
7bd
4ba
Residential Freehold

32 Brawton Drive, Caledon

Aug 7, 2026
DOM: 50

Welcome to 32 Brawton Drive in Caledon (Palgrave)-a beautifully newly renovated two-storey home offe...

MLS#: W13659096
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 415 Dougall Avenue Caledon ON listed at $730,000 (MLS# W13654744)
Price Change
$730,000
3bd
3ba
Residential Freehold

415 Dougall Avenue, Caledon

Aug 7, 2026
DOM: 50

Better Than New - Southfields Village Executive Townhome! Just 1 year young, this beautifully upgrad...

MLS#: W13654744
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 28 Crestridge Drive Caledon ON listed at $939,000 (MLS# W13652306)
Price Change
$939,000
3bd
3ba
Residential Freehold

28 Crestridge Drive, Caledon

Aug 7, 2026
DOM: 50

Welcome to 28 Crestridge Drive, a beautifully maintained detached home tucked away on a quiet cul-de...

MLS#: W13652306
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 20 Buckstown Trail Caledon ON listed at $2,199,999 (MLS# W13650024)
Price Change
$2,199,999
3bd
3ba
Residential Freehold

20 Buckstown Trail, Caledon

Aug 7, 2026
DOM: 50

First time offered! Nestled in one of Palgrave's most sought-after enclaves, this exceptional 3-bedr...

MLS#: W13650024
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 25 Mccandless Court Caledon ON listed at $1,349,900 (MLS# W13632512)
Price Change
$1,349,900
4bd
4ba
Residential Freehold

25 Mccandless Court, Caledon

Aug 4, 2026
DOM: 53

Welcome To 25 McCandless Court, A Stunning 3000+ sq ft plus finished basement 4-Bedroom, 4-Bathroom ...

MLS#: W13632512
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 13143 Heart Lake Road Caledon ON listed at $1,845,000 (MLS# W13625882)
Price Change
$1,845,000
5bd
3ba
Residential Freehold

13143 Heart Lake Road, Caledon

Jul 31, 2026
DOM: 57

Welcome to this beautifully maintained 4+1-bedroom home nestled on a picturesque 1-acre mature lot i...

MLS#: W13625882
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 23 Boyces Creek Court Caledon ON listed at $1,299,900 (MLS# W13627786)
Price Change
$1,299,900
5bd
4ba
Residential Freehold

23 Boyces Creek Court, Caledon

Jul 30, 2026
DOM: 58

Welcome to this spacious Ironstone model, ideally located in the desirable Pathways community. This ...

MLS#: W13627786
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 46 Ingleview Drive Caledon ON listed at $1,649,000 (MLS# W13619938)
Price Change
$1,649,000
6bd
5ba
Residential Freehold

46 Ingleview Drive, Caledon

Jul 30, 2026
DOM: 58

Spacious 4,340 square feet dwelling (as per MPAC) on a 1.5 acre lot with 3-car garage and a self-con...

MLS#: W13619938
For Sale
Residential Freehold for sale - 7 Bed, 5 Bath Home at 14190 Mount Hope Road Caledon ON listed at $1,899,900 (MLS# W13620646)
Price Change
$1,899,900
7bd
5ba
Residential Freehold

14190 Mount Hope Road, Caledon

Jul 28, 2026
DOM: 60

ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCAT...

MLS#: W13620646
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 307 Pearl Street Caledon ON listed at $829,999 (MLS# W13612494)
Price Change
$829,999
4bd
2ba
Residential Freehold

307 Pearl Street, Caledon

Jul 28, 2026
DOM: 60

Welcome to this charming brick bungalow nestled in the heart of sought-after Bolton West, where comf...

MLS#: W13612494
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 15 Emma Street Caledon ON listed at $899,000 (MLS# W13608084)
Price Change
$899,000
3bd
2ba
Residential Freehold

15 Emma Street, Caledon

Jul 26, 2026
DOM: 62

Welcome to 15 Emma Street in Caledon East. This beautiful century home, built in 1879 in the Victori...

MLS#: W13608084
For Sale
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