🔑 In-Law Suites in Orillia

Homes with Separate Entrance in Orillia

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 - 4 Bed, 2 Bath Home at 15 Watson Court Orillia ON listed at $699,900 (MLS# S14110208)
Added 1 day ago
$699,900Est. $2,330/mo
4bd
2ba
Residential Freehold

15 Watson Court, Orillia

Oct 23, 2026
DOM: 2

BANKS ARE PREDICTING HOUSE PRICES TO GO UP IN 2027. BUY NOW BEFORE THAT HAPPENS! 15 watson Court is ...

MLS#: S14110208
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 9 Westmount Drive Orillia ON listed at $483,900 (MLS# S14103362)
Added 3 days ago
$483,900Est. $1,611/mo
2bd
2ba
Residential Condo & Other

9 Westmount Drive, Unit Unit 302, Orillia

Oct 21, 2026
DOM: 4

Enjoy the ease and comfort of condo living at 9 Westmount Drive in Orillia. Set back from the street...

MLS#: S14103362
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 2997 Stone Ridge Boulevard Orillia ON listed at $749,900 (MLS# S14100464)
Added 4 days ago
$749,900Est. $2,496/mo
5bd
3ba
Residential Freehold

2997 Stone Ridge Boulevard, Orillia

Oct 20, 2026
DOM: 5

WELCOME TO 2997 STONE RIDGE BLVD - ONE PROPERTY, TWO LEGAL LIVING UNITS & ENDLESS POSSIBILITIES! Loc...

MLS#: S14100464
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 233 West Street Orillia ON listed at $499,000 (MLS# S14095782)
Added 5 days ago
$499,000Est. $1,661/mo
5bd
2ba
Residential Freehold

233 West Street, Orillia

Oct 19, 2026
DOM: 6

One Property, Endless Possibilities! Discover an exceptional opportunity in Orillia with this detach...

MLS#: S14095782
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 17 Hughes Road Orillia ON listed at $549,900 (MLS# S14086558)
$549,900Est. $1,830/mo
3bd
2ba
Residential Freehold

17 Hughes Road, Orillia

Oct 16, 2026
DOM: 9

Set on a quiet street in a fantastic North ward neighbourhood, this well-cared-for home sits on a be...

MLS#: S14086558
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 3 Rosemary Road Orillia ON listed at $749,000 (MLS# S14083344)
Added 9 days ago
$749,000Est. $2,493/mo
4bd
2ba
Residential Freehold

3 Rosemary Road, Orillia

Oct 15, 2026
DOM: 10

Welcome to 3 Rosemary Road, a 3 plus 1 bedroom all brick custom built bungalow with finished walk ou...

MLS#: S14083344
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 93 Westmount Drive Orillia ON listed at $725,000 (MLS# S13996452)
Added 11 days ago
$725,000Est. $2,413/mo
5bd
2ba
Residential Freehold

93 Westmount Drive, Orillia

Oct 13, 2026
DOM: 12

Fantastic investment opportunity at 93 Westmount Drive S in Orillia! This versatile two-unit income ...

MLS#: S13996452
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 442 Sundial Drive Orillia ON listed at $599,000 (MLS# S13871512)
$599,000Est. $1,994/mo
3bd
2ba
Residential Freehold

442 Sundial Drive, Orillia

Oct 7, 2026
DOM: 18

Located on a sought-after North Ward street, this inviting backsplit is set on an impressive 300-foo...

MLS#: S13871512
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 247 Diana Drive Orillia ON listed at $865,000 (MLS# S13863610)
$865,000Est. $2,879/mo
5bd
4ba
Residential Freehold

247 Diana Drive, Orillia

Oct 5, 2026
DOM: 20

RAISED BUNGALOW WITH A LEGAL SECOND SUITE, OVER 3,000 FINISHED SQ. FT. & A TREED WESTRIDGE BACKDROP!...

MLS#: S13863610
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 292 MILLARD Street Orillia ON listed at $499,900 (MLS# S13857866)
$499,900Est. $1,664/mo
5bd
2ba
Residential Freehold

292 MILLARD Street, Orillia

Oct 2, 2026
DOM: 23

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South War...

MLS#: S13857866
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 3111 Emperor Drive Orillia ON listed at $745,000 (MLS# S13838964)
$745,000Est. $2,480/mo
3bd
3ba
Residential Freehold

3111 Emperor Drive, Orillia

Sep 29, 2026
DOM: 26

Pride of ownership abounds in this 3-bedroom bungalow in Orillia's sought-after Westridge neighbourh...

MLS#: S13838964
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 3046 Stone Ridge Boulevard Orillia ON listed at $825,000 (MLS# S13837252)
Price Change
$825,000Est. $2,746/mo
3bd
4ba
Residential Freehold

3046 Stone Ridge Boulevard, Orillia

Sep 28, 2026
DOM: 27

Welcome to this beautifully maintained home in Orillia's West Ridge community. This property offers ...

MLS#: S13837252
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 354 Brewery Lane Orillia ON listed at $2,950,000 (MLS# S13827334)
$2,950,000Est. $9,819/mo
6bd
5ba
Residential Freehold

354 Brewery Lane, Orillia

Sep 25, 2026
DOM: 30

Top 5 Reasons You Will Love This Home: 1) Wake up to the beauty of Lake Couchiching from this except...

MLS#: S13827334
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 25 Lankin Boulevard Orillia ON listed at $725,000 (MLS# S13802712)
$725,000Est. $2,413/mo
4bd
3ba
Residential Freehold

25 Lankin Boulevard, Orillia

Sep 18, 2026
DOM: 37

Here is an opportunity that is all about location, potential and a lifestyle that is difficult to du...

MLS#: S13802712
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 740 Broadview Avenue Orillia ON listed at $1,649,990 (MLS# S13804092)
$1,649,990Est. $5,492/mo
6bd
5ba
Residential Freehold

740 Broadview Avenue, Orillia

Sep 18, 2026
DOM: 37

Beautifully updated waterfront bungalow with incredible Lake Couchiching views and exceptional space...

MLS#: S13804092
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 109 Brant Street Orillia ON listed at $699,900 (MLS# S13790002)
Price Change
$699,900Est. $2,330/mo
5bd
3ba
Residential Freehold

109 Brant Street, Orillia

Sep 16, 2026
DOM: 39

Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a qui...

MLS#: S13790002
For Sale
Residential Freehold for sale - 1 Bed, 1 Bath Home at 167 Laclie Street Orillia ON listed at $349,900 (MLS# S13794736)
Price Change
$349,900Est. $1,165/mo
1bd
1ba
Residential Freehold

167 Laclie Street, Orillia

Sep 16, 2026
DOM: 39

Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvement...

MLS#: S13794736
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 104 WOODSIDE Drive Orillia ON listed at $699,900 (MLS# S13795118)
$699,900Est. $2,330/mo
5bd
4ba
Residential Freehold

104 WOODSIDE Drive, Orillia

Sep 16, 2026
DOM: 39

LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless...

MLS#: S13795118
For Sale
Commercial for sale - 3 Bed, 4 Bath Home at 80 Coldwater Road Orillia ON listed at $699,000 (MLS# S13792000)
$699,000Est. $2,327/mo
3bd
4ba
Commercial

80 Coldwater Road, Orillia

Sep 15, 2026
DOM: 40

Position your business in one of Orillia's most visible and accessible locations. Situated directly ...

MLS#: S13792000
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 331 Linwood Avenue Orillia ON listed at $475,000 (MLS# S13780420)
Price Change
$475,000Est. $1,581/mo
3bd
2ba
Residential Freehold

331 Linwood Avenue, Orillia

Sep 14, 2026
DOM: 41

Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood...

MLS#: S13780420
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 192 John Street Orillia ON listed at $750,000 (MLS# S13751758)
Price Change
$750,000Est. $2,496/mo
3bd
2ba
Residential Freehold

192 John Street, Orillia

Sep 8, 2026
DOM: 47

Exceptional Quality and Value! A Worry Free, immaculate, well maintained century home. Renovated and...

MLS#: S13751758
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 3063 Emperor Drive Orillia ON listed at $784,900 (MLS# S13756380)
$784,900Est. $2,613/mo
4bd
3ba
Residential Freehold

3063 Emperor Drive, Orillia

Sep 8, 2026
DOM: 47

Located in the heart of the highly sought-after West Ridge community in Orillia, this exceptional 4-...

MLS#: S13756380
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 134 North Street Orillia ON listed at $735,000 (MLS# S13739102)
$735,000Est. $2,447/mo
4bd
2ba
Residential Freehold

134 North Street, Orillia

Sep 2, 2026
DOM: 53

Turnkey Investment or Live & Rent! Immaculate Legal Duplex in the Heart of OrilliaDiscover the perfe...

MLS#: S13739102
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 8 Lavallee Crescent Orillia ON listed at $585,000 (MLS# S13720482)
Price Change
$585,000Est. $1,947/mo
3bd
2ba
Residential Freehold

8 Lavallee Crescent, Orillia

Aug 27, 2026
DOM: 59

Beautiful, bright, and cheerful home located on one of the best and quietest neighborhoods in Orilli...

MLS#: S13720482
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 315 Oxford Street Orillia ON listed at $649,900 (MLS# S13714740)
Price Change
$649,900Est. $2,163/mo
4bd
2ba
Residential Freehold

315 Oxford Street, Orillia

Aug 26, 2026
DOM: 60

Welcome to 315 Oxford Street, a turnkey legal duplex offering an excellent combination of income pot...

MLS#: S13714740
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 401 Mississaga Street Orillia ON listed at $579,000 (MLS# S13709598)
$579,000Est. $1,927/mo
5bd
2ba
Residential Freehold

401 Mississaga Street, Orillia

Aug 25, 2026
DOM: 61

Top 5 Reasons You'll Love This Home. 1- A Huge 55' x 204' Lot Backing Onto Grenville Park. Enjoy a b...

MLS#: S13709598
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 10 Karen Crescent Orillia ON listed at $649,000 (MLS# S13715082)
$649,000Est. $2,160/mo
4bd
2ba
Residential Freehold

10 Karen Crescent, Orillia

Aug 25, 2026
DOM: 61

Top 5 Reasons You Will Love This Home: 1) Move-in ready and beautifully updated, this bright bungalo...

MLS#: S13715082
For Sale
Residential Freehold for sale - 8 Bed, 4 Bath Home at 102 Dunlop Street Orillia ON listed at $759,900 (MLS# S13699162)
$759,900Est. $2,529/mo
8bd
4ba
Residential Freehold

102 Dunlop Street, Orillia

Aug 19, 2026
DOM: 67

Well built three unit investment property offering a great opportunity for investors or owner occupi...

MLS#: S13699162
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 25 Simcoe Street Orillia ON listed at $485,000 (MLS# S13684472)
Price Change
$485,000Est. $1,614/mo
5bd
2ba
Residential Freehold

25 Simcoe Street, Orillia

Aug 17, 2026
DOM: 69

Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfor...

MLS#: S13684472
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 426 Highland Avenue Orillia ON listed at $669,900 (MLS# S13675538)
Price Change
$669,900Est. $2,230/mo
3bd
2ba
Residential Freehold

426 Highland Avenue, Orillia

Aug 14, 2026
DOM: 72

This updated 3-bedroom bungalow in sought after North Ward sits on a generous 68' x 125' lot. The ma...

MLS#: S13675538
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 8 Gaudaur Court Orillia ON listed at $774,900 (MLS# S13670304)
$774,900Est. $2,579/mo
3bd
2ba
Residential Freehold

8 Gaudaur Court, Orillia

Aug 13, 2026
DOM: 73

Discover this beautifully maintained raised bungalow just steps from the lake in one of Orillia's ch...

MLS#: S13670304
For Sale
Residential Freehold for sale - 7 Bed, 4 Bath Home at 22 Olive Crescent Orillia ON listed at $1,179,000 (MLS# S13649236)
$1,179,000Est. $3,924/mo
7bd
4ba
Residential Freehold

22 Olive Crescent, Orillia

Aug 7, 2026
DOM: 79

RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTI...

MLS#: S13649236
For Sale
Residential Freehold for sale - 7 Bed, 5 Bath Home at 3046 Monarch Drive Orillia ON listed at $981,000 (MLS# S13650796)
$981,000Est. $3,265/mo
7bd
5ba
Residential Freehold

3046 Monarch Drive, Orillia

Aug 7, 2026
DOM: 79

Welcome to this exceptional raised bungalow with a unique loft design, offering an impressive blend ...

MLS#: S13650796
For Sale
Residential Freehold for sale - 4 Bed, 1 Bath Home at 321 Park Street Orillia ON listed at $625,000 (MLS# S13631232)
$625,000Est. $2,080/mo
4bd
1ba
Residential Freehold

321 Park Street, Orillia

Aug 3, 2026
DOM: 83

Brick bungalow in Orillia's sought-after North Ward - where mature trees, walkable streets, and ever...

MLS#: S13631232
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 424 Homewood Avenue Orillia ON listed at $649,900 (MLS# S13610426)
Price Change
$649,900Est. $2,163/mo
4bd
2ba
Residential Freehold

424 Homewood Avenue, Orillia

Jul 27, 2026
DOM: 90

Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of s...

MLS#: S13610426
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 390 Arthur Street Orillia ON listed at $625,000 (MLS# S13546356)
Price Change
$625,000Est. $2,080/mo
3bd
2ba
Residential Freehold

390 Arthur Street, Orillia

Jul 9, 2026
DOM: 108

Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, f...

MLS#: S13546356
For Sale
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Frequently Asked Questions

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

How often are homes with separate entrance / in-law suite updated for Orillia?

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