New
40
$1,799,900
18 Filton Road, Caledon, ON L7C 1R5
Caledon East
3+2 bd
4 ba
2,000 sf
6
Listed todayMLS® W13783274
Listing courtesy of RE/MAX REALTY SERVICES INC.
Homes with a Pool in Caledon
Pool homes in Caledon, filtered from the board's own pool field rather than guessed from the photos. Inground, above-ground and indoor are all included — the listing says which.
- Active listings
- 70
- Median price
- $1.80M
- Price range
- $970K – $6.00M
- Avg. price / sq ft
- $828
- Avg. days on market
- 12
Listings
70 listings
70 listings
New
38
$1,299,000
92 Headwater Road, Caledon, ON L7E 2Z3
Bolton West
4 bd
4 ba
2,000 sf
6
Listed todayMLS® W13782704
Listing courtesy of RE/MAX PREMIER INC.
New
43
$1,026,000
26 Shady Glen Crescent, Caledon, ON L7E 2K4
Bolton East
4+1 bd
4 ba
2,000 sf
4
Listed todayMLS® W13782610
Listing courtesy of RE/MAX WEST REALTY INC.
New
38
$2,468,000
2814 Forks Of The Credit Road, Caledon, ON L7K 2H5
Rural Caledon
4+1 bd
6 ba
2,000 sf
7
2 days on marketMLS® W13776868
Listing courtesy of SAM MCDADI REAL ESTATE INC.
New
38
$2,795,000
15 Caledon Mountain Drive, Caledon, ON L7K 0G1
Rural Caledon
4 bd
3 ba
1,500 sf
12
4 days on marketMLS® W13768664
Listing courtesy of REVEL REALTY INC.
New
38
$3,200,000
15668 Shaws Creek Road, Caledon, ON L7C 1V6
Rural Caledon
4 bd
3 ba
3,500 sf
10
4 days on marketMLS® W13766840
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED
New
47
$2,498,000
4845 Escarpment Side Road, Caledon, ON L7C 0A7
Rural Caledon
4+1 bd
3 ba
2,500 sf
8
5 days on marketMLS® W13764100
Listing courtesy of CENTURY 21 MILLENNIUM INC.
New
45
$1,329,900
19 Birch Avenue, Caledon, ON L7E 0K1
Palgrave
3+1 bd
3 ba
1,100 sf
12
5 days on marketMLS® W13763252
Listing courtesy of ROYAL LEPAGE RCR REALTY
New
37
$1,199,000
25 Hilltop Drive, Caledon, ON L7C 1H6
Caledon East
4 bd
2 ba
1,500 sf
8
6 days on marketMLS® W13758914
Listing courtesy of ONE PERCENT REALTY LTD.
New
32
$5,995,000
18387 The Gore Road, Caledon, ON L7E 0X8
Rural Caledon
3+2 bd
5 ba
5,000 sf
24
6 days on marketMLS® W13756116
Listing courtesy of THE AGENCY
New
37
$1,399,900
43 Strawberry Hill Court, Caledon, ON L7E 2M4
Bolton East
4 bd
4 ba
2,500 sf
6
6 days on marketMLS® W13755670
Listing courtesy of CENTURY 21 PEOPLE`S CHOICE REALTY INC.
41
$5,250,000
7 Maple Meadow Court, Caledon, ON L7K 0G2
Rural Caledon
4+1 bd
7 ba
5,000 sf
13
1 weeks on marketMLS® W13744042
Listing courtesy of HOUSESIGMA INC.
2
$1,999,000
35 Brawton Drive, Caledon, ON L7E 0E1
Palgrave
3 bd
5 ba
2,000 sf
8
1 weeks on marketMLS® W13736076
Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC.
Open Thu 3:00 p.m.
37
$1,259,000
23 Deer Valley Drive, Caledon, ON L7E 2E3
Bolton West
4 bd
4 ba
2,000 sf
6
1 weeks on marketMLS® W13732340
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
65
$1,599,000
14812 Centreville Creek Road, Caledon, ON L7C 3B1
Rural Caledon
3+2 bd
4 ba
1,500 sf
12
2 weeks on marketMLS® W13726484
Listing courtesy of RE/MAX EXCELLENCE REAL ESTATE
37
$2,250,000
4 Ingleview Drive, Caledon, ON L7C 1P3
Inglewood
4 bd
4 ba
5,000 sf
13
2 weeks on marketMLS® W13722256
Listing courtesy of EXP REALTY
38
$1,399,000
18 Mccabe Crescent, Caledon, ON L7E 5W9
Bolton North
4 bd
3 ba
2,500 sf
7
2 weeks on marketMLS® W13719478
Listing courtesy of ROYAL LEPAGE RCR REALTY
37
$2,299,000
6 Country Lane Drive, Caledon, ON L7E 0B4
Palgrave
5+1 bd
6 ba
5,000 sf
19
2 weeks on marketMLS® W13715192
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
40
$969,900
67 Sherin Court, Caledon, ON L7E 3T6
Bolton North
4 bd
3 ba
1,500 sf
10
2 weeks on marketMLS® W13713240
Listing courtesy of RE/MAX HALLMARK REALTY LTD.
74
$1,550,000
51 Learmont Avenue, Caledon, ON L7C 3N3
Rural Caledon
4+1 bd
5 ba
3,000 sf
6
3 weeks on marketMLS® W13701870
Listing courtesy of RE/MAX SKYWAY REALTY INC.
39
$1,675,000
28 Billy Court, Caledon, ON L7C 3X3
Caledon East
4 bd
5 ba
3,500 sf
9
3 weeks on marketMLS® W13700374
Listing courtesy of ROYAL LEPAGE RCR REALTY
37
$1,359,000
6 Maple Grove Road, Caledon, ON L7K 0Z3
Caledon Village
3+2 bd
2 ba
2,000 sf
8
3 weeks on marketMLS® W13699698
Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC.
43
$1,939,900
4 Wolf Crescent, Caledon, ON L7E 0A7
Palgrave
4 bd
3 ba
3,500 sf
15
4 weeks on marketMLS® W13686572
Listing courtesy of Royal LePage Real Estate Associates
37
$2,380,000
16 Mccoll Drive, Caledon, ON L7C 1J4
Rural Caledon
3 bd
4 ba
2,500 sf
12
4 weeks on marketMLS® W13682252
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Other searches in Caledon
Caledon neighbourhoods
With a pool in nearby cities
About Caledon
Peel Region's rural north — estate lots, the Niagara Escarpment, and a fast-growing housing pipeline in Bolton and Southfields Village.
There are currently 70 active listings matching homes with a pool in Caledon, with a median asking price of $1,799,900 and an average of $828 per square foot. Properties here are moving quickly, so be ready to view within a day or two of a listing going live and expect competing offers.
Thinking of selling in Caledon?
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Free home evaluationFrequently asked questions
How many homes with a pool are there in Caledon right now?
The count at the top of this page is live from the MLS® System and updates throughout the day, so it reflects current inventory rather than a cached snapshot.
What is the buying process in Caledon?
Get a mortgage pre-approval, agree on representation with a brokerage, then start viewing. When you find the right property we prepare an Agreement of Purchase and Sale with the conditions that protect you — typically financing, home inspection, and status certificate review on a condo. Ontario has no statutory cooling-off period on resale homes, so conditions are the protection.
Can I find out what homes in Caledon actually sold for?
Yes, with a free account. TRREB's VOW rules require registration before sold and leased prices can be displayed, and that data cannot be indexed by search engines.
Can I see a property that isn't on this site?
Yes. This site shows the board's public IDX inventory, and I can also arrange showings for exclusive listings and properties represented by any other brokerage.
Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.