🔥 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, 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: 20

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, 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: 22

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

MLS#: W13713462
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: 25

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: 25

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

MLS#: W13704160
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: 26

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

MLS#: W13699758
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: 27

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: 28

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

MLS#: W13697100
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: 29

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: 34

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: 34

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

MLS#: W13670624
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: 35

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 - 5 Bed, 4 Bath Home at 1 Goodfellow Crescent Caledon ON listed at $1,010,000 (MLS# W13656606)
Price Change
$1,010,000
5bd
4ba
Residential Freehold

1 Goodfellow Crescent, Caledon

Aug 10, 2026
DOM: 37

Welcome to 1 Goodfellow Crescent, a spacious family home situated on a premium corner lot in one of ...

MLS#: W13656606
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 15135 Rockside Road Caledon ON listed at $1,899,900 (MLS# W13659008)
Price Change
$1,899,900
4bd
2ba
Residential Freehold

15135 Rockside Road, Caledon

Aug 10, 2026
DOM: 37

A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique proper...

MLS#: W13659008
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: 37

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: 40

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 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: 40

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 $2,399,999 (MLS# W13650024)
Price Change
$2,399,999
3bd
3ba
Residential Freehold

20 Buckstown Trail, Caledon

Aug 7, 2026
DOM: 40

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 - 3 Bed, 4 Bath Home at 26 Del Grappa Street Caledon ON listed at $989,000 (MLS# W13644680)
Price Change
$989,000
3bd
4ba
Residential Freehold

26 Del Grappa Street, Caledon

Aug 6, 2026
DOM: 41

Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Ca...

MLS#: W13644680
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: 43

Welcome To 25 McCandless Court, A Stunning 4-Bedroom, 4-Bathroom Home In One Of Caledon East's Most ...

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: 47

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 - 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: 48

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 - 3 Bed, 1 Bath Home at 74 Downey Drive Caledon ON listed at $779,000 (MLS# W13622252)
Price Change
$779,000
3bd
1ba
Residential Freehold

74 Downey Drive, Caledon

Jul 30, 2026
DOM: 48

Welcome to 74 Downey Drive, an excellent opportunity to own a detached home in a convenient and fami...

MLS#: W13622252
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: 50

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 - 7 Bed, 5 Bath Home at 14190 Mount Hope Road Caledon ON listed at $1,799,000 (MLS# W13620646)
Price Change
$1,799,000
7bd
5ba
Residential Freehold

14190 Mount Hope Road, Caledon

Jul 28, 2026
DOM: 50

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 - 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: 52

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

MLS#: W13608084
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 76 North Riverdale Drive Caledon ON listed at $1,599,990 (MLS# W13603620)
Price Change
$1,599,990
6bd
4ba
Residential Freehold

76 North Riverdale Drive, Caledon

Jul 24, 2026
DOM: 54

Set on a generous 80-foot-wide lot in one of Inglewood's most sought-after enclaves, this beautifull...

MLS#: W13603620
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 12792 Humber Station Road Caledon ON listed at $2,450,000 (MLS# W13597554)
Price Change
$2,450,000
5bd
3ba
Residential Freehold

12792 Humber Station Road, Caledon

Jul 23, 2026
DOM: 55

Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over ...

MLS#: W13597554
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 146 Landsbridge Street Caledon ON listed at $1,099,999 (MLS# W13596442)
Price Change
$1,099,999
4bd
4ba
Residential Freehold

146 Landsbridge Street, Caledon

Jul 23, 2026
DOM: 55

Absolutely Gorgeous Executive Townhome in Desirable and Convenient Neighborhood, Within Walking Dist...

MLS#: W13596442
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 31 Richmond Street Caledon ON listed at $975,000 (MLS# W13581202)
Price Change
$975,000
4bd
2ba
Residential Freehold

31 Richmond Street, Caledon

Jul 18, 2026
DOM: 60

Escape the hustle without sacrificing convenience in this 3 bed + office, 2 bath family home, ideall...

MLS#: W13581202
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 5112 King Street Caledon ON listed at $1,474,999 (MLS# W13578380)
Price Change
$1,474,999
4bd
2ba
Residential Freehold

5112 King Street, Caledon

Jul 17, 2026
DOM: 61

Welcome to this beautifully renovated century home, perfectly situated on a picturesque and private ...

MLS#: W13578380
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 17 Shangrila Terrace Caledon ON listed at $1,199,000 (MLS# W13577488)
Price Change
$1,199,000
5bd
4ba
Residential Freehold

17 Shangrila Terrace, Caledon

Jul 17, 2026
DOM: 61

This two-storey, 4-bedroom, 4-bathroom home with a finished walkout basement is a real crowd-pleaser...

MLS#: W13577488
For Sale
Residential Freehold for sale - 6 Bed, 2 Bath Home at 13946 Mclaughlin Road Caledon ON listed at $1,129,000 (MLS# W13575648)
Price Change
$1,129,000
6bd
2ba
Residential Freehold

13946 Mclaughlin Road, Caledon

Jul 17, 2026
DOM: 61

Stunning Bungalow On Half Acre In Prime Caledon Location! Private Lot On Paved Road, 10 Mins To Bram...

MLS#: W13575648
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 12538 Kennedy Road Caledon ON listed at $985,000 (MLS# W13572904)
Price Change
$985,000
0bd
0ba
Commercial

12538 Kennedy Road, Unit 101, Caledon

Jul 16, 2026
DOM: 62

Retail Unit for Sale - 1,169 SF Rare opportunity to own a 1,169 SF retail/commercial unit in a high-...

MLS#: W13572904
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 7 Dolan Drive Caledon ON listed at $2,375,000 (MLS# W13570924)
Price Change
$2,375,000
5bd
7ba
Residential Freehold

7 Dolan Drive, Caledon

Jul 16, 2026
DOM: 62

Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offe...

MLS#: W13570924
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 66 Holmes Drive Caledon ON listed at $1,327,000 (MLS# W13569124)
Price Change
$1,327,000
4bd
3ba
Residential Freehold

66 Holmes Drive, Caledon

Jul 15, 2026
DOM: 63

Tucked into one of Mono Mills most sought-after enclaves, this beautifully updated home offers the r...

MLS#: W13569124
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 28 Emeline Street Caledon ON listed at $859,000 (MLS# W13560700)
Power of Sale
members only
Price Change
$859,000
3bd
3ba
Residential Freehold

28 Emeline Street, Caledon

Jul 14, 2026
DOM: 64

P-O-W-E-R O-F S-A-L-E! POWER OF SALE!, 1468 SQ.', 3 BEDROOMS, 3 BATHS,SERVICE ENTRANCE FROM MAIN FLO...

MLS#: W13560700
For Sale
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