🔑 In-Law Suites in Caledon

Homes with Separate Entrance in Caledon

Multi-generational living and potential rental income basements. 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 - 5 Bed, 3 Bath Home at 17 Autumn Drive Caledon ON listed at $1,959,000 (MLS# W13781438)
Added 2 days ago
$1,959,000
5bd
3ba
Residential Freehold

17 Autumn Drive, Caledon

Sep 14, 2026
DOM: 3

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 2 days ago
$1,999,900
6bd
5ba
Residential Freehold

6425 Old Church Road, Caledon

Sep 14, 2026
DOM: 3

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 150 Royal Valley Drive Caledon ON listed at $959,000 (MLS# W13772718)
Added 5 days ago
$959,000
4bd
4ba
Residential Freehold

150 Royal Valley Drive, Caledon

Sep 11, 2026
DOM: 6

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 - 6 Bed, 6 Bath Home at 84 Kennedy Road Caledon ON listed at $2,899,000 (MLS# W13771530)
Added 5 days ago
$2,899,000
6bd
6ba
Residential Freehold

84 Kennedy Road, Caledon

Sep 11, 2026
DOM: 6

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

MLS#: W13771530
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 34 Kirkwood Crescent Caledon ON listed at $954,000 (MLS# W13768978)
Added 6 days ago
$954,000
4bd
3ba
Residential Freehold

34 Kirkwood Crescent, Caledon

Sep 10, 2026
DOM: 7

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

MLS#: W13768978
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 6 days ago
$1,599,000
7bd
6ba
Residential Freehold

1 Breckonwood Street, Caledon

Sep 10, 2026
DOM: 7

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

MLS#: W13768250
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 7 days ago
$1,299,900
6bd
4ba
Residential Freehold

15 Speckled Alder Street, Caledon

Sep 9, 2026
DOM: 8

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, 4 Bath Home at 1 Cedar Drive Caledon ON listed at $1,899,999 (MLS# W13757944)
Added 8 days ago
$1,899,999
4bd
4ba
Residential Freehold

1 Cedar Drive, Caledon

Sep 8, 2026
DOM: 9

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 - 6 Bed, 5 Bath Home at 4 Tranquility Court Caledon ON listed at $2,049,000 (MLS# W13753596)
Added 8 days ago
$2,049,000
6bd
5ba
Residential Freehold

4 Tranquility Court, Caledon

Sep 8, 2026
DOM: 9

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

MLS#: W13753596
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 58 Petch Avenue Caledon ON listed at $1,479,000 (MLS# W13752624)
Added 8 days ago
$1,479,000
7bd
6ba
Residential Freehold

58 Petch Avenue, Caledon

Sep 8, 2026
DOM: 9

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 11 Prince Andrew Drive Caledon ON listed at $2,144,000 (MLS# W13747140)
Added 12 days ago
$2,144,000
5bd
4ba
Residential Freehold

11 Prince Andrew Drive, Caledon

Sep 4, 2026
DOM: 13

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

MLS#: W13747140
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 7 Salt Creek Terrace Caledon ON listed at $1,050,000 (MLS# W13744300)
Added 12 days ago
$1,050,000
6bd
4ba
Residential Freehold

7 Salt Creek Terrace, Caledon

Sep 4, 2026
DOM: 13

Welcome to 7 Salt Creek Terrace-an exceptional East-facing detached home that perfectly blends sophi...

MLS#: W13744300
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 7 Maple Meadow Court Caledon ON listed at $5,250,000 (MLS# W13744042)
Added 13 days ago
$5,250,000
5bd
7ba
Residential Freehold

7 Maple Meadow Court, Caledon

Sep 3, 2026
DOM: 14

A rare offering in Caledon Mountain Estates on 2.8 acres, this newly built contemporary estate pairs...

MLS#: W13744042
For Sale
Residential Freehold for sale - 8 Bed, 8 Bath Home at 44 Daisy Meadow Crescent Caledon ON listed at $1,899,000 (MLS# W13744232)
Added 13 days ago
$1,899,000
8bd
8ba
Residential Freehold

44 Daisy Meadow Crescent, Caledon

Sep 3, 2026
DOM: 14

Welcome to this exceptional approximately 4400 square foot luxury residence, plus a legal two bedroo...

MLS#: W13744232
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 94 Sackville Street Caledon ON listed at $898,000 (MLS# W13740624)
Added 13 days ago
$898,000
5bd
3ba
Residential Freehold

94 Sackville Street, Caledon

Sep 3, 2026
DOM: 14

Attention investors! Rare investment opportunity in prime Bolton! Well-maintained bungalow on prime ...

MLS#: W13740624
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 65 Royalton Drive Caledon ON listed at $1,139,000 (MLS# W13731794)
$1,139,000
4bd
3ba
Residential Freehold

65 Royalton Drive, Caledon

Sep 1, 2026
DOM: 16

Beautifully kept bungalow in Bolton's desirable South Hill, showcasing pride of ownership from the m...

MLS#: W13731794
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 104 Larson Peak Road Caledon ON listed at $1,099,000 (MLS# W13723164)
$1,099,000
4bd
5ba
Residential Freehold

104 Larson Peak Road, Caledon

Aug 28, 2026
DOM: 20

BRIGHT & SPACIOUS 3-STOREY DETACHED HOME with a RARE THIRD-FLOOR LOFT, 4 BEDROOMS, 5 BATHROOMS, and ...

MLS#: W13723164
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
$729,999
3bd
2ba
Residential Freehold

92 Ellwood Drive, Caledon

Aug 27, 2026
DOM: 21

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, 4 Bath Home at 90 Coolspring Crescent Caledon ON listed at $1,150,000 (MLS# W13713210)
$1,150,000
4bd
4ba
Residential Freehold

90 Coolspring Crescent, Caledon

Aug 26, 2026
DOM: 22

Welcome to 90 Coolspring Crescent, tucked away on a quiet, highly sought-after crescent in Bolton's ...

MLS#: W13713210
For Sale
Commercial for sale - 0 Bed, 5 Bath Home at 14190 Mount Hope Road Caledon ON listed at $1,799,900 (MLS# W13708236)
$1,799,900
0bd
5ba
Commercial

14190 Mount Hope Road, Caledon

Aug 24, 2026
DOM: 24

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 $1,649,000 (MLS# W13705594)
$1,649,000
8bd
6ba
Residential Freehold

48 Edmund Street, Caledon

Aug 24, 2026
DOM: 24

Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It bo...

MLS#: W13705594
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 27 Terrastone Court Caledon ON listed at $980,000 (MLS# W13704412)
$980,000
5bd
4ba
Residential Freehold

27 Terrastone Court, Caledon

Aug 23, 2026
DOM: 25

Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desir...

MLS#: W13704412
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 51 Learmont Avenue Caledon ON listed at $1,550,000 (MLS# W13701870)
$1,550,000
5bd
5ba
Residential Freehold

51 Learmont Avenue, Caledon

Aug 21, 2026
DOM: 27

Location! Location! Location! Welcome to this stunning, fully upgraded 4-bedroom detached home in th...

MLS#: W13701870
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 28 Billy Court Caledon ON listed at $1,675,000 (MLS# W13700374)
$1,675,000
4bd
5ba
Residential Freehold

28 Billy Court, Caledon

Aug 21, 2026
DOM: 27

Welcome home to 28 Billy Court, a spectacular luxury residence in Caledon East, nestled in a family-...

MLS#: W13700374
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 8 Evans Ridge Caledon ON listed at $1,499,900 (MLS# W13694682)
$1,499,900
3bd
3ba
Residential Freehold

8 Evans Ridge, Caledon

Aug 20, 2026
DOM: 28

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 - 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: 29

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

MLS#: W13697100
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 15553 The Gore Road Caledon ON listed at $1,329,000 (MLS# W13693898)
$1,329,000
5bd
4ba
Residential Freehold

15553 The Gore Road, Caledon

Aug 19, 2026
DOM: 29

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

MLS#: W13693898
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 124 Royal Valley Drive Caledon ON listed at $1,299,000 (MLS# W13694024)
$1,299,000
5bd
5ba
Residential Freehold

124 Royal Valley Drive, Caledon

Aug 19, 2026
DOM: 29

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off High...

MLS#: W13694024
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: 30

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 - 5 Bed, 4 Bath Home at 4 Tomel Court Caledon ON listed at $1,299,000 (MLS# W13686316)
$1,299,000
5bd
4ba
Residential Freehold

4 Tomel Court, Caledon

Aug 18, 2026
DOM: 30

Pride of ownership shines throughout this beautiful home, offered for sale for the very first time! ...

MLS#: W13686316
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 16 Mccoll Drive Caledon ON listed at $2,380,000 (MLS# W13682252)
$2,380,000
3bd
4ba
Residential Freehold

16 Mccoll Drive, Caledon

Aug 17, 2026
DOM: 31

Set on a Gorgeous 2.5-acre property, this fully gated, 3 bedroom estate home offers privacy & sereni...

MLS#: W13682252
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 102 Grapevine Road Caledon ON listed at $864,990 (MLS# W13683146)
$864,990
4bd
3ba
Residential Freehold

102 Grapevine Road, Caledon

Aug 17, 2026
DOM: 31

This Well Maintained Home Is Located near a Quiet Cul De Sac In A Desirable Neighbourhood. Its exten...

MLS#: W13683146
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 68 Stowmarket Street Caledon ON listed at $1,449,900 (MLS# W13680564)
$1,449,900
5bd
6ba
Residential Freehold

68 Stowmarket Street, Caledon

Aug 16, 2026
DOM: 32

Absolutely Stunning Detached Home In Highly Desirable SouthFields Village, Caledon! This Immaculate ...

MLS#: W13680564
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 10 Rougebank Avenue Caledon ON listed at $1,199,000 (MLS# W13675982)
$1,199,000
6bd
6ba
Residential Freehold

10 Rougebank Avenue, Caledon

Aug 14, 2026
DOM: 34

Welcome to this stunning 4-bedroom home in the desirable Southfield Village community with legal bas...

MLS#: W13675982
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 43 Flemington Drive Caledon ON listed at $849,900 (MLS# W13671388)
$849,900
4bd
2ba
Residential Freehold

43 Flemington Drive, Caledon

Aug 13, 2026
DOM: 35

Beautiful, bright, spacious, and well-laid-out 2+2 raised bungalow in the desirable Valleywood neigh...

MLS#: W13671388
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: 35

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

MLS#: W13670624
For Sale
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Homes with Separate Entrance / In-Law Suite in Caledon FAQs

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