37
$1,595,000
38 West Village Drive, Caledon, ON L7C 1H3
Inglewood
2+3 bd
5 ba
1,500 sf
8
1 months on marketMLS® W13678286
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
- $1.64M
- Price range
- $899K – $10.90M
- Avg. price / sq ft
- $939
- Avg. days on market
- 57
Listings
70 listings
70 listings
36
$1,849,900
4314 Beech Grove Side Road, Caledon, ON L7K 0M4
Caledon Village
4+1 bd
3 ba
3,500 sf
20
1 months on marketMLS® W13665840
Listing courtesy of ROYAL LEPAGE RCR REALTY
40
$899,000
249 Leavens Court, Caledon, ON L7E 2A8
Bolton East
3 bd
3 ba
1,100 sf
5
1 months on marketMLS® W13658350
Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD.
37
$4,750,000
446 The Grange Side Road, Caledon, ON L7K 1G4
Rural Caledon
3+1 bd
5 ba
3,000 sf
6
1 months on marketMLS® W13646518
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED
15
$1,349,999
40 Victoria Crescent, Caledon, ON L7K 0A1
Mono Mills
3 bd
2 ba
2,500 sf
12
1 months on marketMLS® W13633632
Listing courtesy of KING REALTY INC.
37
$1,349,900
25 Mccandless Court, Caledon, ON L7C 3R6
Caledon East
4 bd
4 ba
3,000 sf
4
1 months on marketMLS® W13632512
Listing courtesy of RE/MAX EXPERTS
20
$1,357,777
12 Meadow Drive, Caledon, ON L7K 1A3
Caledon Village
3+1 bd
4 ba
1,500 sf
12
1 months on marketMLS® W13617900
Listing courtesy of PG DIRECT REALTY LTD.
36
$999,900
1510 Station Road, Caledon, ON L7C 3M2
Cheltenham
4 bd
2 ba
1,500 sf
6
1 months on marketMLS® W13612054
Listing courtesy of RE/MAX MILLENNIUM REAL ESTATE
40
$1,499,000
12806 Mississauga Road, Caledon, ON L7C 1W2
Rural Caledon
4 bd
3 ba
3,000 sf
10
1 months on marketMLS® W13606962
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
37
$5,499,000
18250 Duffy's Lane, Caledon, ON L7E 3C4
Palgrave
3+1 bd
4 ba
5,000 sf
17
1 months on marketMLS® W13601824
Listing courtesy of COLDWELL BANKER RONAN REALTY
37
$10,900,000
4780 Escarpment Side Road, Caledon, ON L7C 2S1
Rural Caledon
4+3 bd
5 ba
3,000 sf
13
1 months on marketMLS® W13589386
Listing courtesy of RE/MAX NOBLECORP REAL ESTATE
52
$1,199,000
17 Shangrila Terrace, Caledon, ON L7E 2N2
Bolton North
4+1 bd
4 ba
2,000 sf
6
2 months on marketMLS® W13577488
Listing courtesy of CENTURY 21 HERITAGE GROUP LTD.
42
$1,399,900
22 Ashbury Crescent, Caledon, ON L7E 1X6
Bolton East
4+2 bd
4 ba
2,000 sf
7
2 months on marketMLS® W13570778
Listing courtesy of WEB MAX REALTY INC.
39
$3,299,999
1 Flaherty Lane, Caledon, ON L7K 2P2
Rural Caledon
6+1 bd
6 ba
5,000 sf
15
2 months on marketMLS® W13569080
Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY
37
$6,399,000
9 Flaherty Lane, Caledon, ON L7K 2P2
Rural Caledon
6 bd
10 ba
5,000 sf
17
2 months on marketMLS® W13565682
Listing courtesy of SAM MCDADI REAL ESTATE INC.
38
$5,399,000
15520 Horseshoe Hill Road, Caledon, ON L7C 2N3
Rural Caledon
4+1 bd
6 ba
3,500 sf
13
2 months on marketMLS® W13558786
Listing courtesy of MOFFAT DUNLAP REAL ESTATE LIMITED
38
$2,199,000
9 Moraine Place, Caledon, ON L7E 0E5
Palgrave
3 bd
4 ba
2,500 sf
13
2 months on marketMLS® W13549302
Listing courtesy of COLDWELL BANKER RONAN REALTY
111
$1,639,000
19 Jean Street, Caledon, ON L7C 1P7
Caledon East
4 bd
3 ba
2,500 sf
12
2 months on marketMLS® W13548102
Listing courtesy of PROPERTY.CA INC.
38
$1,349,900
19211 Mountainview Road, Caledon, ON L7K 2G6
Rural Caledon
4 bd
5 ba
2,500 sf
15
2 months on marketMLS® W13533608
Listing courtesy of CENTURY 21 MILLENNIUM INC.
38
$3,490,000
16609 Mount Wolfe Road, Caledon, ON L7E 3P6
Palgrave
3+2 bd
5 ba
3,500 sf
13
2 months on marketMLS® W13512124
Listing courtesy of RE/MAX SPECIALISTS TEAM SUKHVINDER
37
$1,099,900
53 Marilyn Street, Caledon, ON L7C 1H5
Caledon East
3+1 bd
3 ba
1,500 sf
6
2 months on marketMLS® W13509378
Listing courtesy of REAL BROKER ONTARIO LTD.
39
$2,500,000
57 Kennedy Road, Caledon, ON L7C 2M7
Cheltenham
4 bd
6 ba
3,500 sf
12
2 months on marketMLS® W13505786
Listing courtesy of KELLER WILLIAMS EDGE REALTY
46
$2,829,000
4 Woodlot Court, Caledon, ON L7E 0C2
Palgrave
8 bd
7 ba
5,000 sf
20
2 months on marketMLS® W13496264
Listing courtesy of RE/MAX EXPERTS
33
$959,999
32 Caledon Street, Caledon, ON L7K 0E2
Alton
3+2 bd
3 ba
1,100 sf
6
2 months on marketMLS® W13489596
Listing courtesy of RE/MAX REALTY SERVICES INC.
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 $1,639,000 and an average of $939 per square foot. Listings here are sitting longer than the regional average, which typically means more negotiating room on price and terms.
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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.