Collections · Caledon

Homes with an in-law suite in Caledon

8 for sale in Caledon right now, updated from the TRREB feed through the day. A separate entrance, a basement apartment, or a second kitchen — a second self-contained space under one roof.

8For sale now
$950,000Median sold · Sep 2026
65Homes sold · Sep 2026
27Days on market · Sep 2026
96.5%Sold vs asking · Sep 2026
Caledon market reportTrends & data →

A second self-contained space changes what a house can do. It houses a parent without putting them in a bedroom down the hall, or it carries part of the mortgage, and in Durham it is one of the hardest things to search for — the big portals have no filter for it.

How we picked these: These are homes whose listing describes a separate entrance, in-law suite or basement apartment. That wording comes from the listing brokerage and is not a statement about whether the space is a legal second unit. Retrofit status, fire separation and zoning all have to be confirmed with the municipality before you count on rental income — ask us and we'll check before you write an offer.

See every one across the GTA → · All homes for sale in Caledon →

Popular neighbourhoods:Rural CaledonBolton EastBolton WestCaledon EastPalgraveBolton NorthCaledon VillageAltonCheltenhamAll Caledon neighbourhoods ↓
Ways to browse:Walk-out basements 95Bungalows 93Homes with an in-law suite 84Luxury homes ($2M+) 75Just reduced 73Homes with a pool 64Detached under $1M 54New this week 39

Bolton East · Homes with an in-law suite for sale

8 in Caledon
56 Fountainbridge Drive, Caledon, ON L7E 1N4
$1,249,000
56 Fountainbridge DriveCaledon, ON L7E 1N4
Caledon · Bolton East
4 + 2 bed4 bath6 parking
3 weeks ago
Renavu EstimateMedium
13% above our estimate
Estimated value: $1,109,000
MLS® W13874110CENTURY 21 RED STAR REALTY INC.
186 Landsbridge Street, Caledon, ON L7E 2A3
⚡ NEW
$1,199,900
186 Landsbridge StreetCaledon, ON L7E 2A3
Caledon · Bolton East
3 + 1 bed4 bath4 parking
Yesterday
Renavu EstimateHigh
6% above our estimate
Estimated value: $1,136,000
MLS® W14128928RE/MAX PREMIER INC.
115 Meadowvale Court, Caledon, ON L7E 3H3
$949,900
115 Meadowvale CourtCaledon, ON L7E 3H3
Caledon · Bolton East
4 bed2 bath6 parking
3 weeks ago
Renavu EstimateLow
In line with our estimate
Estimated value: $933,000
MLS® W13873808ROYAL LEPAGE RCR REALTY
172 Bell Air Drive, Caledon, ON L7E 2A2
$1,899,000
172 Bell Air DriveCaledon, ON L7E 2A2
Caledon · Bolton East
3 + 2 bed4 bath10 parking
2 weeks ago
MLS® W13864098Billion Realty Inc.
5 Southbury Manor Drive, Caledon, ON L7E 1X7
$1,389,000
5 Southbury Manor DriveCaledon, ON L7E 1X7
Caledon · Bolton East
4 + 2 bed4 bath6 parking
3 weeks ago
Renavu EstimateLow
12% above our estimate
Estimated value: $1,238,000
MLS® W13858304RE/MAX PREMIER THE OP TEAM
90 Coolspring Crescent, Caledon, ON L7E 1W7
$1,150,000
90 Coolspring CrescentCaledon, ON L7E 1W7
Caledon · Bolton East
3 + 1 bed4 bath6 parking
2 months ago
Renavu EstimateHigh
8% above our estimate
Estimated value: $1,067,000
MLS® W13713210RE/MAX EXPERTS
95 Pembrook Street, Caledon, ON L7E 2K1
$1,649,999
95 Pembrook StreetCaledon, ON L7E 2K1
Caledon · Bolton East
5 bed5 bath4 parking
1 month ago
MLS® W13830262NEST SEEKERS INTERNATIONAL REAL ESTATE
10 RIVERWOOD Terrace, Caledon, ON L7E 1S1
$1,699,998
10 RIVERWOOD TerraceCaledon, ON L7E 1S1
Caledon · Bolton East
3 + 2 bed4 bath8 parking
1 month ago
MLS® W13814672RIGHT AT HOME REALTY

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