🔥 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, 3 Bath Home at 326 Bonnieglen Farm Boulevard Caledon ON listed at $899,900 (MLS# W14031928)
Price Change
$899,900Est. $2,995/mo
3bd
3ba
Residential Freehold

326 Bonnieglen Farm Boulevard, Caledon

Oct 14, 2026
DOM: 10

Gorgeous & Immaculate Fully Upgraded Home In Caledon Village, 9 Ft Ceiling Main Floor, Wooden Floor ...

MLS#: W14031928
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 17 Heather Street Caledon ON listed at $699,999 (MLS# W13830506)
Price Change
$699,999Est. $2,330/mo
3bd
2ba
Residential Freehold

17 Heather Street, Caledon

Sep 25, 2026
DOM: 29

Here's Your opportunity to own a 3-bedroom bungalow on an impressive 100' x 150' corner lot in a qui...

MLS#: W13830506
For Sale
Residential Freehold for sale - 7 Bed, 5 Bath Home at 76 Cedarholme Avenue Caledon ON listed at $1,299,999 (MLS# W13826110)
Price Change
$1,299,999Est. $4,327/mo
7bd
5ba
Residential Freehold

76 Cedarholme Avenue, Caledon

Sep 24, 2026
DOM: 30

Exceptional Caledon Fernbrook Home With Luxurious Upgrades Throughout. Featuring 10-Ft Ceilings On T...

MLS#: W13826110
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19 Mcconachie Crescent Caledon ON listed at $1,450,000 (MLS# W13821904)
Price Change
$1,450,000Est. $4,827/mo
4bd
3ba
Residential Freehold

19 Mcconachie Crescent, Caledon

Sep 23, 2026
DOM: 31

Beautifully maintained raised bungalow set on a private 1.5-acre country lot, offering the perfect b...

MLS#: W13821904
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 193 Royal Valley Drive Caledon ON listed at $1,169,000 (MLS# W13811730)
Price Change
$1,169,000Est. $3,891/mo
4bd
3ba
Residential Freehold

193 Royal Valley Drive, Caledon

Sep 21, 2026
DOM: 33

Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a...

MLS#: W13811730
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 9 Brookstone Court Caledon ON listed at $798,500 (MLS# W13809368)
Price Change
$798,500Est. $2,658/mo
3bd
3ba
Residential Freehold

9 Brookstone Court, Caledon

Sep 21, 2026
DOM: 33

Tucked Away On A Quiet Court In The Sought-After Valleywood Community, This Spacious 3-Bedroom, 3-Ba...

MLS#: W13809368
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 50 North Riverdale Drive Caledon ON listed at $1,539,000 (MLS# W13805026)
Price Change
$1,539,000Est. $5,123/mo
3bd
4ba
Residential Freehold

50 North Riverdale Drive, Caledon

Sep 18, 2026
DOM: 36

Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spect...

MLS#: W13805026
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 74 Downey Drive Caledon ON listed at $749,000 (MLS# W13799788)
Price Change
$749,000Est. $2,493/mo
3bd
1ba
Residential Freehold

74 Downey Drive, Caledon

Sep 17, 2026
DOM: 37

Welcome to 74 Downey Drive, an excellent opportunity to own an affordable detached home in a conveni...

MLS#: W13799788
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 69 Senator Way Caledon ON listed at $849,999 (MLS# W13794412)
Price Change
$849,999Est. $2,829/mo
3bd
4ba
Residential Freehold

69 Senator Way, Caledon

Sep 16, 2026
DOM: 38

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

MLS#: W13794412
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 336 Dingle Court Caledon ON listed at $1,188,000 (MLS# W13790080)
Price Change
$1,188,000Est. $3,954/mo
4bd
3ba
Residential Freehold

336 Dingle Court, Caledon

Sep 16, 2026
DOM: 38

One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lot...

MLS#: W13790080
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19 Birch Avenue Caledon ON listed at $1,299,900 (MLS# W13763252)
Price Change
$1,299,900Est. $4,327/mo
4bd
3ba
Residential Freehold

19 Birch Avenue, Caledon

Sep 9, 2026
DOM: 45

Welcome to this masterfully designed property in the heart of Palgrave, where timeless character mee...

MLS#: W13763252
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
$1,179,000Est. $3,924/mo
4bd
2ba
Residential Freehold

25 Hilltop Drive, Caledon

Sep 9, 2026
DOM: 45

Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifully updated...

MLS#: W13758914
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 3 Manorwood Court Caledon ON listed at $869,000 (MLS# W13758850)
Price Change
$869,000Est. $2,893/mo
3bd
4ba
Residential Freehold

3 Manorwood Court, Caledon

Sep 9, 2026
DOM: 45

Tastefully updated and spacious 3-bedroom, 4-bathroom semi-detached home nestled in the sought-after...

MLS#: W13758850
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 58 Petch Avenue Caledon ON listed at $1,399,000 (MLS# W13752624)
Price Change
$1,399,000Est. $4,657/mo
7bd
6ba
Residential Freehold

58 Petch Avenue, Caledon

Sep 8, 2026
DOM: 46

Absolute gorgeous 5 Bedroom with finished legal basement with separate entrance .Near Mayfield/McLau...

MLS#: W13752624
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 8 Livingston Drive Caledon ON listed at $1,259,000 (MLS# W13747338)
Price Change
$1,259,000Est. $4,191/mo
5bd
4ba
Residential Freehold

8 Livingston Drive, Caledon

Sep 4, 2026
DOM: 50

Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood ...

MLS#: W13747338
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 11 Prince Andrew Drive Caledon ON listed at $1,944,000 (MLS# W13747140)
Price Change
$1,944,000Est. $6,471/mo
5bd
4ba
Residential Freehold

11 Prince Andrew Drive, Caledon

Sep 4, 2026
DOM: 50

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this state...

MLS#: W13747140
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19834 Airport Road Caledon ON listed at $125,000 (MLS# W13731160)
Price Change
$125,000Est. $416/mo
0bd
0ba
Commercial

19834 Airport Road, Unit 1, Caledon

Aug 31, 2026
DOM: 54

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
$729,999Est. $2,430/mo
3bd
2ba
Residential Freehold

92 Ellwood Drive, Caledon

Aug 27, 2026
DOM: 58

Bring your dreams to life! Imagine the possibilities! Welcome to 92 Ellwood Drive, nestled in one of...

MLS#: W13718858
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 156 Cedargrove Road Caledon ON listed at $999,900 (MLS# W13716774)
Price Change
$999,900Est. $3,328/mo
4bd
4ba
Residential Freehold

156 Cedargrove Road, Caledon

Aug 27, 2026
DOM: 58

Your next chapter in Bolton begins right here with an EXCEPTIONAL opportunity to own a beautifully m...

MLS#: W13716774
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 15626 Mclaughlin Road Caledon ON listed at $999,999 (MLS# W13713462)
Price Change
$999,999Est. $3,329/mo
4bd
3ba
Residential Freehold

15626 Mclaughlin Road, Caledon

Aug 25, 2026
DOM: 60

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 $1,749,000 (MLS# W13708236)
Price Change
$1,749,000Est. $5,822/mo
0bd
5ba
Commercial

14190 Mount Hope Road, Caledon

Aug 24, 2026
DOM: 61

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
$1,869,000Est. $6,221/mo
8bd
6ba
Residential Freehold

48 Edmund Street, Caledon

Aug 24, 2026
DOM: 61

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 $919,900 (MLS# W13704702)
Price Change
$919,900Est. $3,062/mo
4bd
3ba
Residential Freehold

11 Falling Leaf Drive, Caledon

Aug 22, 2026
DOM: 63

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
$1,599,000Est. $5,322/mo
0bd
1ba
Commercial

15954 Airport Road, Caledon

Aug 22, 2026
DOM: 63

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
$189,000Est. $629/mo
0bd
0ba
Commercial

18 King Street, Caledon

Aug 21, 2026
DOM: 64

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

MLS#: W13704886
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
$1,269,000Est. $4,224/mo
5bd
2ba
Residential Freehold

6 Maple Grove Road, Caledon

Aug 21, 2026
DOM: 64

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
$1,065,000Est. $3,545/mo
4bd
3ba
Residential Freehold

53 Ellwood Drive, Caledon

Aug 20, 2026
DOM: 65

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 - 3 Bed, 2 Bath Home at 50 Hilltop Court Caledon ON listed at $929,101 (MLS# W13694712)
Price Change
$929,101Est. $3,093/mo
3bd
2ba
Residential Freehold

50 Hilltop Court, Caledon

Aug 20, 2026
DOM: 65

Welcome to 50 Hilltop Court, tucked away on a quiet cul-de-sac in a sought-after Bolton neighborhood...

MLS#: W13694712
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 8 Evans Ridge Caledon ON listed at $1,474,000 (MLS# W13694682)
Price Change
$1,474,000Est. $4,906/mo
3bd
3ba
Residential Freehold

8 Evans Ridge, Caledon

Aug 20, 2026
DOM: 65

Welcome to 8 Evans Ridge - a beautifully maintained true bungalow offering over 1,700 sq ft of thoug...

MLS#: W13694682
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
$1,313,000Est. $4,370/mo
5bd
4ba
Residential Freehold

15553 The Gore Road, Caledon

Aug 19, 2026
DOM: 66

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

MLS#: W13693898
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 50 Ann Street Caledon ON listed at $619,999 (MLS# W13693714)
Price Change
$619,999Est. $2,064/mo
2bd
2ba
Residential Condo & Other

50 Ann Street, Unit 401, Caledon

Aug 19, 2026
DOM: 66

Welcome to 50 Ann Condos in the heart of Downtown Bolton! This well-maintained 4-year-old 2-bedroom,...

MLS#: W13693714
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 52 Autumn Drive Caledon ON listed at $999,000 (MLS# W13691666)
Price Change
$999,000Est. $3,325/mo
3bd
3ba
Residential Freehold

52 Autumn Drive, Caledon

Aug 19, 2026
DOM: 66

Lovely, immaculately kept home in prestigious Caledon Village, set on a spectacular lot with a 193-f...

MLS#: W13691666
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 7 Tiveron Avenue Caledon ON listed at $669,963 (MLS# W13688652)
Price Change
$669,963Est. $2,230/mo
3bd
3ba
Residential Freehold

7 Tiveron Avenue, Caledon

Aug 18, 2026
DOM: 67

Absolutely Stunning & Upgraded 3-Bedroom Townhome. A True Dream Home! Welcome to this exquisitly bui...

MLS#: W13688652
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
$2,389,000Est. $7,952/mo
3bd
2ba
Residential Freehold

21170 Shaws Creek Road, Caledon

Aug 18, 2026
DOM: 67

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
$824,777Est. $2,745/mo
4bd
3ba
Residential Freehold

25 Mccardy Court, Caledon

Aug 13, 2026
DOM: 72

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 $799,990 (MLS# W13670624)
Price Change
$799,990Est. $2,663/mo
3bd
3ba
Residential Freehold

70 Tarquini Crescent, Caledon

Aug 13, 2026
DOM: 72

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

MLS#: W13670624
For Sale
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Price Drops & Reduced Homes in Caledon FAQs

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Yes! Click the "Notify Me of Price Drops" bell icon on any property card or the alert button on this page to receive instant alerts the moment a seller reduces their asking price.