🏰 Detached Homes in Caledon

Detached Homes for Sale in Caledon

Spacious single-family detached houses with private yards and garages. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
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Residential Freehold for sale - 3 Bed, 2 Bath Home at 6923 Highway 9 Highway Caledon ON listed at $899,900 (MLS# W13782926)
Added 1 day ago
$899,900
3bd
2ba
Residential Freehold

6923 Highway 9 Highway, Caledon

Sep 14, 2026
DOM: 2

*ATTENTION RENOVATORS, INVESTORS, CONTRACTORS & FIRST TIME BUYERS. WELCOME TO 6923 HIGHWAY #9 CALEDO...

MLS#: W13782926
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 92 Headwater Road Caledon ON listed at $1,299,000 (MLS# W13782704)
Added 1 day ago
$1,299,000
4bd
4ba
Residential Freehold

92 Headwater Road, Caledon

Sep 14, 2026
DOM: 2

Welcome to this stunning, fully renovated two-storey family home in the heart of Bolton, where moder...

MLS#: W13782704
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 52 Speers Avenue Caledon ON listed at $1,199,990 (MLS# W13782702)
Added 1 day ago
$1,199,990
4bd
4ba
Residential Freehold

52 Speers Avenue, Unit Lot 99, Caledon

Sep 14, 2026
DOM: 2

Purchase Price is Net Price of HST Rebate ** If applicable and qualified. Zancor Built Magna Model E...

MLS#: W13782702
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 26 Shady Glen Crescent Caledon ON listed at $1,026,000 (MLS# W13782610)
Added 1 day ago
$1,026,000
5bd
4ba
Residential Freehold

26 Shady Glen Crescent, Caledon

Sep 14, 2026
DOM: 2

Welcome to this meticulously maintained home nestled on a quiet, family-friendly cresent in Bolton's...

MLS#: W13782610
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 17 Autumn Drive Caledon ON listed at $1,959,000 (MLS# W13781438)
Added 1 day ago
$1,959,000
5bd
3ba
Residential Freehold

17 Autumn Drive, Caledon

Sep 14, 2026
DOM: 2

Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 ...

MLS#: W13781438
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 6425 Old Church Road Caledon ON listed at $1,999,900 (MLS# W13780834)
Added 1 day ago
$1,999,900
6bd
5ba
Residential Freehold

6425 Old Church Road, Caledon

Sep 14, 2026
DOM: 2

Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w...

MLS#: W13780834
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 216 Waterbury Street Caledon ON listed at $1,299,800 (MLS# W13779920)
Added 1 day ago
$1,299,800
4bd
4ba
Residential Freehold

216 Waterbury Street, Caledon

Sep 14, 2026
DOM: 2

Turnkey Bolton showpiece with over 2,700 sq. ft. above grade, a custom entertaining kitchen featurin...

MLS#: W13779920
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 18 Filton Road Caledon ON listed at $1,799,900 (MLS# W13783274)
Added 1 day ago
$1,799,900
4bd
4ba
Residential Freehold

18 Filton Road, Caledon

Sep 14, 2026
DOM: 2

Welcome to 18 Filton Road, a custom-built executive home in the heart of Caledon East. This 4-bedroo...

MLS#: W13783274
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 2814 Forks Of The Credit Road Caledon ON listed at $2,468,000 (MLS# W13776868)
Added 3 days ago
$2,468,000
5bd
6ba
Residential Freehold

2814 Forks Of The Credit Road, Caledon

Sep 12, 2026
DOM: 4

Discover a truly unique and breathtaking country estate where nature, privacy, and exceptional desig...

MLS#: W13776868
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 14 Atchison Drive Caledon ON listed at $1,249,888 (MLS# W13775844)
Added 3 days ago
$1,249,888
4bd
4ba
Residential Freehold

14 Atchison Drive, Caledon

Sep 12, 2026
DOM: 4

Welcome to 14 Atchison Drive, a spacious 4-bedroom detached home offering the perfect blend of comfo...

MLS#: W13775844
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 150 Royal Valley Drive Caledon ON listed at $959,000 (MLS# W13772718)
Added 4 days ago
$959,000
4bd
4ba
Residential Freehold

150 Royal Valley Drive, Caledon

Sep 11, 2026
DOM: 5

Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable comm...

MLS#: W13772718
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 43 Crestridge Drive Caledon ON listed at $1,089,000 (MLS# W13771608)
Added 4 days ago
$1,089,000
4bd
4ba
Residential Freehold

43 Crestridge Drive, Caledon

Sep 11, 2026
DOM: 5

Beautiful, recently restyled, one of the BIGGEST houses on the street - 2304 sq.ft.- perfectly nestl...

MLS#: W13771608
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 84 Kennedy Road Caledon ON listed at $2,899,000 (MLS# W13771530)
Added 4 days ago
$2,899,000
6bd
6ba
Residential Freehold

84 Kennedy Road, Caledon

Sep 11, 2026
DOM: 5

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, th...

MLS#: W13771530
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 14902 Mount Pleasant Road Caledon ON listed at $2,800,000 (MLS# W13771366)
Added 4 days ago
$2,800,000
5bd
5ba
Residential Freehold

14902 Mount Pleasant Road, Caledon

Sep 11, 2026
DOM: 5

Set on approximately 15.8 picturesque acres in scenic Caledon, this exceptional multi-residential co...

MLS#: W13771366
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 34 Kirkwood Crescent Caledon ON listed at $954,000 (MLS# W13768978)
Added 5 days ago
$954,000
4bd
3ba
Residential Freehold

34 Kirkwood Crescent, Caledon

Sep 10, 2026
DOM: 6

Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sough...

MLS#: W13768978
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 16072 The Gore Road Caledon ON listed at $1,499,000 (MLS# W13766052)
Added 5 days ago
$1,499,000
4bd
3ba
Residential Freehold

16072 The Gore Road, Caledon

Sep 10, 2026
DOM: 6

Welcome To Your Forever Home with 3650 Sq.ft total living space. Discover The Perfect Blend Of Count...

MLS#: W13766052
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 1537 Queen Street Caledon ON listed at $899,900 (MLS# W13765474)
Added 5 days ago
$899,900
3bd
2ba
Residential Freehold

1537 Queen Street, Caledon

Sep 10, 2026
DOM: 6

Welcome to 1537 Queen St E, a charming mid-1860s home in the heart of Alton on a 10,495 square-foot ...

MLS#: W13765474
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 15 Caledon Mountain Drive Caledon ON listed at $2,795,000 (MLS# W13768664)
Added 5 days ago
$2,795,000
4bd
3ba
Residential Freehold

15 Caledon Mountain Drive, Caledon

Sep 10, 2026
DOM: 6

Welcome to 15 Caledon Mountain Drive, a one-of-a-kind, turn-key, country retreat set on 3.3 private ...

MLS#: W13768664
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 13905 Kennedy Road Caledon ON listed at $2,499,000 (MLS# W13768554)
Added 5 days ago
$2,499,000
4bd
4ba
Residential Freehold

13905 Kennedy Road, Caledon

Sep 10, 2026
DOM: 6

Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this c...

MLS#: W13768554
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 1 Breckonwood Street Caledon ON listed at $1,599,000 (MLS# W13768250)
Added 5 days ago
$1,599,000
7bd
6ba
Residential Freehold

1 Breckonwood Street, Caledon

Sep 10, 2026
DOM: 6

Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 S...

MLS#: W13768250
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 8 Schaefer Place Caledon ON listed at $829,000 (MLS# W13766884)
Added 5 days ago
$829,000
3bd
2ba
Residential Freehold

8 Schaefer Place, Caledon

Sep 10, 2026
DOM: 6

Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly cour...

MLS#: W13766884
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19555 Shaws Creek Road Caledon ON listed at $1,849,000 (MLS# W13760370)
Added 6 days ago
$1,849,000
4bd
3ba
Residential Freehold

19555 Shaws Creek Road, Caledon

Sep 9, 2026
DOM: 7

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built ...

MLS#: W13760370
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 19 Birch Avenue Caledon ON listed at $1,329,900 (MLS# W13763252)
Added 6 days ago
$1,329,900
4bd
3ba
Residential Freehold

19 Birch Avenue, Caledon

Sep 9, 2026
DOM: 7

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

MLS#: W13763252
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 15 Speckled Alder Street Caledon ON listed at $1,299,900 (MLS# W13759952)
Added 6 days ago
$1,299,900
6bd
4ba
Residential Freehold

15 Speckled Alder Street, Caledon

Sep 9, 2026
DOM: 7

2697 Sq Ft As Per Mpac!! Come & Check Out This Fully Detached Luxurious Home Built On 36 Ft Wide Lot...

MLS#: W13759952
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 12 Damara Road Caledon ON listed at $979,990 (MLS# W13768340)
Added 6 days ago
$979,990
4bd
3ba
Residential Freehold

12 Damara Road, Unit Lot 80, Caledon

Sep 9, 2026
DOM: 7

LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE ** If Qualified and applicable. Inventory Ho...

MLS#: W13768340
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 336 Dingle Court Caledon ON listed at $1,208,000 (MLS# W13765494)
Added 6 days ago
$1,208,000
4bd
3ba
Residential Freehold

336 Dingle Court, Caledon

Sep 9, 2026
DOM: 7

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

MLS#: W13765494
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 13 Doctor Reynar Road Caledon ON listed at $2,299,999 (MLS# W13762806)
Added 6 days ago
$2,299,999
4bd
5ba
Residential Freehold

13 Doctor Reynar Road, Caledon

Sep 9, 2026
DOM: 7

A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies t...

MLS#: W13762806
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 9 Elite Road Caledon ON listed at $1,769,000 (MLS# W13760726)
Added 6 days ago
$1,769,000
5bd
4ba
Residential Freehold

9 Elite Road, Caledon

Sep 9, 2026
DOM: 7

Fully upgraded home on a stunning 3.6-acre lot offering beautifully finished living space throughout...

MLS#: W13760726
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 25 Hilltop Drive Caledon ON listed at $1,199,000 (MLS# W13758914)
Added 6 days ago
$1,199,000
4bd
2ba
Residential Freehold

25 Hilltop Drive, Caledon

Sep 9, 2026
DOM: 7

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

MLS#: W13758914
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 43 Strawberry Hill Court Caledon ON listed at $1,399,900 (MLS# W13755670)
Added 7 days ago
$1,399,900
4bd
4ba
Residential Freehold

43 Strawberry Hill Court, Caledon

Sep 8, 2026
DOM: 8

Rarely does a property of this calibre become available, where traditional elegance and contemporary...

MLS#: W13755670
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 59 Paisley Green Avenue Caledon ON listed at $1,398,000 (MLS# W13757264)
Added 7 days ago
$1,398,000
5bd
4ba
Residential Freehold

59 Paisley Green Avenue, Caledon

Sep 8, 2026
DOM: 8

Your DREAM home awaits you! Welcome to 59 Paisley Green Avenue, a true masterpiece, nestled on a sou...

MLS#: W13757264
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 63 Humbershed Crescent Caledon ON listed at $1,399,000 (MLS# W13755100)
Added 7 days ago
$1,399,000
6bd
4ba
Residential Freehold

63 Humbershed Crescent, Caledon

Sep 8, 2026
DOM: 8

Welcome to this beautifully upgraded family home, perfectly positioned on a premium corner lot in on...

MLS#: W13755100
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 18387 The Gore Road Caledon ON listed at $5,995,000 (MLS# W13756116)
Added 7 days ago
$5,995,000
5bd
5ba
Residential Freehold

18387 The Gore Road, Caledon

Sep 8, 2026
DOM: 8

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorg...

MLS#: W13756116
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 1 Cedar Drive Caledon ON listed at $1,899,999 (MLS# W13757944)
Added 7 days ago
$1,899,999
4bd
4ba
Residential Freehold

1 Cedar Drive, Caledon

Sep 8, 2026
DOM: 8

Welcome to 1 Cedar Drive, an exceptional estate set on nearly 3 acres of mature forest with a pictur...

MLS#: W13757944
For Sale
Residential Freehold for sale - 2 Bed, 2 Bath Home at 1429 Queen Street Caledon ON listed at $779,900 (MLS# W13754344)
Added 7 days ago
$779,900
2bd
2ba
Residential Freehold

1429 Queen Street, Caledon

Sep 8, 2026
DOM: 8

Nestled in the heart of historic Alton, this charming home blends timeless character w/thoughtful mo...

MLS#: W13754344
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 4 Tranquility Court Caledon ON listed at $2,049,000 (MLS# W13753596)
Added 7 days ago
$2,049,000
6bd
5ba
Residential Freehold

4 Tranquility Court, Caledon

Sep 8, 2026
DOM: 8

Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space,...

MLS#: W13753596
For Sale
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Frequently Asked Questions

Detached Single-Family Homes in Caledon FAQs

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