🔑 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 - 6 Bed, 2 Bath Home at 13946 Mclaughlin Road Caledon ON listed at $1,069,000 (MLS# W14131588)
Added 21 hours ago
$1,069,000Est. $3,558/mo
6bd
2ba
Residential Freehold

13946 Mclaughlin Road, Caledon

Oct 30, 2026
DOM: 1

Stunning Bungalow on half Acre in Prime Caledon Location! Private Lot On Paved Road, 10 Mins To Bram...

MLS#: W14131588
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 102 Grapevine Road Caledon ON listed at $794,990 (MLS# W14132288)
Added 21 hours ago
$794,990Est. $2,646/mo
4bd
3ba
Residential Freehold

102 Grapevine Road, Caledon

Oct 30, 2026
DOM: 1

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

MLS#: W14132288
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 3 Cliffcrest Court Caledon ON listed at $1,499,000 (MLS# W14127396)
Added 1 day ago
$1,499,000Est. $4,990/mo
4bd
5ba
Residential Freehold

3 Cliffcrest Court, Caledon

Oct 29, 2026
DOM: 2

Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in th...

MLS#: W14127396
For Sale
Residential Freehold for sale - 6 Bed, 3 Bath Home at 7930 Mayfield Road Caledon ON listed at $1,750,000 (MLS# W14128298)
Added 1 day ago
$1,750,000Est. $5,825/mo
6bd
3ba
Residential Freehold

7930 Mayfield Road, Caledon

Oct 29, 2026
DOM: 2

Welcome to 7930 Mayfield Rd. This exceptional development opportunity is now available in this rapid...

MLS#: W14128298
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 4 Tranquility Court Caledon ON listed at $1,868,600 (MLS# W14129324)
Added 1 day ago
$1,868,600Est. $6,220/mo
6bd
5ba
Residential Freehold

4 Tranquility Court, Caledon

Oct 29, 2026
DOM: 2

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

MLS#: W14129324
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 186 Landsbridge Street Caledon ON listed at $1,199,900 (MLS# W14128928)
Added 2 days ago
$1,199,900Est. $3,994/mo
4bd
4ba
Residential Freehold

186 Landsbridge Street, Caledon

Oct 28, 2026
DOM: 3

Featuring 3 Bedrooms And 4 Bathrooms On A Family-Friendly Street, This Unique, Owner-Built Home Offe...

MLS#: W14128928
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 7 Penhurst Place Caledon ON listed at $1,449,000 (MLS# W14122290)
Added 3 days ago
$1,449,000Est. $4,823/mo
5bd
4ba
Residential Freehold

7 Penhurst Place, Caledon

Oct 27, 2026
DOM: 4

Location, Location!! Fully renovated main and upper floors New kitchen, bathrooms, and flooring thro...

MLS#: W14122290
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 12821 Heritage Road Caledon ON listed at $1,199,000 (MLS# W14122374)
Added 3 days ago
$1,199,000Est. $3,991/mo
5bd
3ba
Residential Freehold

12821 Heritage Road, Caledon

Oct 27, 2026
DOM: 4

More than Half A Acre Lot (125ft *185ft) Great Country Living only Minutes F/ Brampton, Georgetown &...

MLS#: W14122374
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 3742 Mayfield Road Caledon ON listed at $2,450,000 (MLS# W14114716)
Added 6 days ago
$2,450,000Est. $8,155/mo
4bd
3ba
Residential Freehold

3742 Mayfield Road, Caledon

Oct 24, 2026
DOM: 7

EXCELLENT Custom Built Home, with Investment and Future development opportunity on the Caledon-Bramp...

MLS#: W14114716
For Sale
Residential Freehold for sale - 7 Bed, 7 Bath Home at 152 Newhouse Boulevard Caledon ON listed at $1,449,900 (MLS# W14110734)
Added 7 days ago
$1,449,900Est. $4,826/mo
7bd
7ba
Residential Freehold

152 Newhouse Boulevard, Caledon

Oct 23, 2026
DOM: 8

//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detac...

MLS#: W14110734
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 17 Autumn Drive Caledon ON listed at $1,877,900 (MLS# W14111574)
Added 7 days ago
$1,877,900Est. $6,251/mo
5bd
3ba
Residential Freehold

17 Autumn Drive, Caledon

Oct 23, 2026
DOM: 8

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

MLS#: W14111574
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 1 Cedar Drive Caledon ON listed at $1,849,999 (MLS# W14112204)
Added 7 days ago
$1,849,999Est. $6,158/mo
4bd
4ba
Residential Freehold

1 Cedar Drive, Caledon

Oct 23, 2026
DOM: 8

Your golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and pl...

MLS#: W14112204
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 142 King Street Caledon ON listed at $1,499,999 (MLS# W14112412)
$1,499,999Est. $4,993/mo
0bd
1ba
Commercial

142 King Street, Caledon

Oct 23, 2026
DOM: 8

Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments!Welco...

MLS#: W14112412
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 142 King Street Caledon ON listed at $1,499,999 (MLS# W14112426)
$1,499,999Est. $4,993/mo
4bd
4ba
Residential Freehold

142 King Street, Caledon

Oct 23, 2026
DOM: 8

Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments! Welc...

MLS#: W14112426
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 1 Flaherty Lane Caledon ON listed at $2,999,999 (MLS# W14104730)
Added 9 days ago
$2,999,999Est. $9,986/mo
7bd
6ba
Residential Freehold

1 Flaherty Lane, Caledon

Oct 21, 2026
DOM: 10

Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophist...

MLS#: W14104730
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 62 Wright Crescent Caledon ON listed at $1,039,000 (MLS# W14098216)
Price Change
$1,039,000Est. $3,458/mo
4bd
4ba
Residential Freehold

62 Wright Crescent, Caledon

Oct 20, 2026
DOM: 11

Welcome to this beautifully maintained family home in desirable Bolton North! Reflecting true pride ...

MLS#: W14098216
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 30 Spinland Street Caledon ON listed at $1,190,000 (MLS# W14099282)
Added 10 days ago
$1,190,000Est. $3,961/mo
5bd
4ba
Residential Freehold

30 Spinland Street, Caledon

Oct 20, 2026
DOM: 11

Beautifully Designed Executive Home In The Highly Sought-After Community Of Rural Caledon Offering A...

MLS#: W14099282
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 27 Stratford Drive Caledon ON listed at $1,848,933 (MLS# W14100640)
Added 10 days ago
$1,848,933Est. $6,154/mo
5bd
7ba
Residential Freehold

27 Stratford Drive, Caledon

Oct 20, 2026
DOM: 11

Discover the impressive Dualhaven Elevation C at 27 Stratford Drive! This brand-new 41-foot detached...

MLS#: W14100640
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 4 Tomel Court Caledon ON listed at $1,269,000 (MLS# W14092574)
Added 11 days ago
$1,269,000Est. $4,224/mo
5bd
4ba
Residential Freehold

4 Tomel Court, Caledon

Oct 19, 2026
DOM: 12

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

MLS#: W14092574
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 73 Hutton Crescent Caledon ON listed at $1,099,900 (MLS# W14095220)
Added 11 days ago
$1,099,900Est. $3,661/mo
5bd
4ba
Residential Freehold

73 Hutton Crescent, Caledon

Oct 19, 2026
DOM: 12

Show with confidence! Beautiful Fantastic 4 Bedroom with 4 bathrooms Home in the sought-after neighb...

MLS#: W14095220
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 68 Stowmarket Street Caledon ON listed at $1,399,900 (MLS# W14090078)
Added 13 days ago
$1,399,900Est. $4,660/mo
5bd
6ba
Residential Freehold

68 Stowmarket Street, Caledon

Oct 17, 2026
DOM: 14

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

MLS#: W14090078
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 55 John Street Caledon ON listed at $928,000 (MLS# W14081100)
$928,000Est. $3,089/mo
5bd
2ba
Residential Freehold

55 John Street, Caledon

Oct 15, 2026
DOM: 16

Welcome to 55 John St! Totally renovated bungalow finished from top to bottom on a 66x160 ft mature ...

MLS#: W14081100
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 3 Natureview Court Caledon ON listed at $1,649,000 (MLS# W14029196)
$1,649,000Est. $5,489/mo
5bd
4ba
Residential Freehold

3 Natureview Court, Caledon

Oct 13, 2026
DOM: 18

Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a...

MLS#: W14029196
For Sale
Residential Freehold for sale - 12 Bed, 6 Bath Home at 15685 Innis Lake Road Caledon ON listed at $899,900 (MLS# W13883578)
$899,900Est. $2,995/mo
12bd
6ba
Residential Freehold

15685 Innis Lake Road, Caledon

Oct 9, 2026
DOM: 22

Welcome to a truly unique property offering an exceptional blend of investment potential, versatilit...

MLS#: W13883578
For Sale
Residential Freehold for sale - 7 Bed, 7 Bath Home at 30 Brookwater Crescent Caledon ON listed at $1,549,990 (MLS# W13875746)
$1,549,990Est. $5,159/mo
7bd
7ba
Residential Freehold

30 Brookwater Crescent, Caledon

Oct 8, 2026
DOM: 23

Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!!...

MLS#: W13875746
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 15481 Mount Wolfe Road Caledon ON listed at $1,699,000 (MLS# W13877788)
$1,699,000Est. $5,655/mo
6bd
6ba
Residential Freehold

15481 Mount Wolfe Road, Caledon

Oct 8, 2026
DOM: 23

Multigenerational Home with 2 In-Law Suites, or, in home business, income potential sitting on over ...

MLS#: W13877788
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 61 William Street Caledon ON listed at $949,000 (MLS# W13878060)
$949,000Est. $3,159/mo
4bd
3ba
Residential Freehold

61 William Street, Caledon

Oct 8, 2026
DOM: 23

Discover this beautifully renovated modern country bungalow, nestled on a private, tree-lined lot in...

MLS#: W13878060
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 115 Meadowvale Court Caledon ON listed at $949,900 (MLS# W13873808)
$949,900Est. $3,162/mo
4bd
2ba
Residential Freehold

115 Meadowvale Court, Caledon

Oct 7, 2026
DOM: 24

Tucked away on a quiet, family-friendly court just steps from downtown Bolton and its walking trails...

MLS#: W13873808
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 172 Bell Air Drive Caledon ON listed at $1,899,000 (MLS# W13864098)
$1,899,000Est. $6,321/mo
5bd
4ba
Residential Freehold

172 Bell Air Drive, Caledon

Oct 5, 2026
DOM: 26

Welcome to 172 Bell Air Drive, a one of a kind fully renovated, turnkey home offering resort-style l...

MLS#: W13864098
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 34 Boyces Creek Court Caledon ON listed at $1,379,999 (MLS# W13864934)
$1,379,999Est. $4,594/mo
5bd
4ba
Residential Freehold

34 Boyces Creek Court, Caledon

Oct 5, 2026
DOM: 26

Welcome home to this beautifully designed 2-storey residence, offering the perfect blend of comforta...

MLS#: W13864934
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 38 Marilyn Street Caledon ON listed at $1,569,900 (MLS# W13856054)
$1,569,900Est. $5,226/mo
4bd
4ba
Residential Freehold

38 Marilyn Street, Caledon

Oct 2, 2026
DOM: 29

Over an acre in the village of Caledon East. Set on a 100 x 495 ft lot (1.14 acres) with mature tree...

MLS#: W13856054
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 5 Southbury Manor Drive Caledon ON listed at $1,389,000 (MLS# W13858304)
$1,389,000Est. $4,623/mo
6bd
4ba
Residential Freehold

5 Southbury Manor Drive, Caledon

Oct 2, 2026
DOM: 29

Welcome to 5 Southbury Manor Drive, an impressive family residence situated in the highly sought-aft...

MLS#: W13858304
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 66 McEchearn Crescent Caledon ON listed at $999,999 (MLS# W13852596)
$999,999Est. $3,329/mo
5bd
4ba
Residential Freehold

66 McEchearn Crescent, Caledon

Oct 1, 2026
DOM: 30

Beautifully Upgraded Bungalow Featuring Approx. $200K In Upgrades! This exceptional well-maintained ...

MLS#: W13852596
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 93 Connaught Crescent Caledon ON listed at $959,000 (MLS# W13855630)
$959,000Est. $3,192/mo
4bd
2ba
Residential Freehold

93 Connaught Crescent, Caledon

Oct 1, 2026
DOM: 30

Charming 3-Bedroom Bungalow with a Separate Basement Apartment! Welcome to this fantastic opportunit...

MLS#: W13855630
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 38 Gentle Fox Drive Caledon ON listed at $2,188,000 (MLS# W13841560)
$2,188,000Est. $7,283/mo
5bd
5ba
Residential Freehold

38 Gentle Fox Drive, Caledon

Sep 29, 2026
DOM: 32

Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of beautif...

MLS#: W13841560
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 95 Pembrook Street Caledon ON listed at $1,649,999 (MLS# W13830262)
$1,649,999Est. $5,492/mo
5bd
5ba
Residential Freehold

95 Pembrook Street, Caledon

Sep 25, 2026
DOM: 36

Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-f...

MLS#: W13830262
For Sale
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Frequently Asked Questions

Homes with Separate Entrance / In-Law Suite in Caledon FAQs

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