🔑 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
Residential Freehold for sale - 3 Bed, 2 Bath Home at 93 North Street Orillia ON listed at $569,900 (MLS# S13779350)
Added 2 days ago
$569,900
3bd
2ba
Residential Freehold

93 North Street, Orillia

Sep 14, 2026
DOM: 3

Opportunity meets versatility in Orillia's highly sought-after North Ward. This legal duplex present...

MLS#: S13779350
For Sale
Residential Freehold for sale - 5 Bed, 7 Bath Home at 3075 Orion Boulevard Orillia ON listed at $879,999 (MLS# S13779894)
Added 2 days ago
$879,999
5bd
7ba
Residential Freehold

3075 Orion Boulevard, Orillia

Sep 14, 2026
DOM: 3

Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfec...

MLS#: S13779894
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 331 Linwood Avenue Orillia ON listed at $499,900 (MLS# S13780420)
Added 2 days ago
$499,900
3bd
2ba
Residential Freehold

331 Linwood Avenue, Orillia

Sep 14, 2026
DOM: 3

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 - 4 Bed, 4 Bath Home at 377 MARY Street Orillia ON listed at $699,900 (MLS# S13770980)
Added 5 days ago
$699,900
4bd
4ba
Residential Freehold

377 MARY Street, Orillia

Sep 11, 2026
DOM: 6

Welcome to this beautifully maintained two story home that's ready for its next family. Offering 4 s...

MLS#: S13770980
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 337 Nottawasaga Street Orillia ON listed at $524,900 (MLS# S13772072)
Added 5 days ago
$524,900
3bd
1ba
Residential Freehold

337 Nottawasaga Street, Orillia

Sep 11, 2026
DOM: 6

Top 5 Reasons You Will Love This Home: 1) Enjoy the best of in-town convenience with easy access to ...

MLS#: S13772072
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 27 Brandon Crescent Orillia ON listed at $839,900 (MLS# S13774908)
Added 5 days ago
$839,900
5bd
4ba
Residential Freehold

27 Brandon Crescent, Orillia

Sep 11, 2026
DOM: 6

Welcome to 27 Brandon Crescent - a beautifully renovated 2-storey family home tucked into a friendly...

MLS#: S13774908
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 192 John Street Orillia ON listed at $774,999 (MLS# S13751758)
Added 8 days ago
$774,999
3bd
2ba
Residential Freehold

192 John Street, Orillia

Sep 8, 2026
DOM: 9

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

MLS#: S13751758
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 17 Hughes Road Orillia ON listed at $599,900 (MLS# S13752344)
Added 8 days ago
$599,900
3bd
2ba
Residential Freehold

17 Hughes Road, Orillia

Sep 8, 2026
DOM: 9

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

MLS#: S13752344
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 4 Karen Crescent Orillia ON listed at $725,000 (MLS# S13752718)
Added 8 days ago
$725,000
5bd
3ba
Residential Freehold

4 Karen Crescent, Orillia

Sep 8, 2026
DOM: 9

Spacious Family Home with an In-Law Suite. Over 3,000 sq. ft. of finished living space! This beautif...

MLS#: S13752718
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 3063 Emperor Drive Orillia ON listed at $784,900 (MLS# S13756380)
Added 8 days ago
$784,900
4bd
3ba
Residential Freehold

3063 Emperor Drive, Orillia

Sep 8, 2026
DOM: 9

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 - 6 Bed, 5 Bath Home at 354 Brewery Lane Orillia ON listed at $3,799,000 (MLS# S13744674)
Added 12 days ago
$3,799,000
6bd
5ba
Residential Freehold

354 Brewery Lane, Orillia

Sep 4, 2026
DOM: 13

Top 5 Reasons You Will Love This Home: 1) Experience executive waterfront living in one of Orillia's...

MLS#: S13744674
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 354 Arthur Street Orillia ON listed at $669,000 (MLS# S13745886)
Added 12 days ago
$669,000
4bd
3ba
Residential Freehold

354 Arthur Street, Orillia

Sep 4, 2026
DOM: 13

Well Here It Is!! Great Location and well maintained 2 storey home with 3 plus 1 bedrooms. Perfect f...

MLS#: S13745886
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 195 North Street Orillia ON listed at $549,990 (MLS# S13741282)
$549,990
4bd
3ba
Residential Freehold

195 North Street, Orillia

Sep 3, 2026
DOM: 14

Welcome to 195 North Street E, a fantastic opportunity nestled in Orillia's coveted North End! This ...

MLS#: S13741282
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 134 North Street Orillia ON listed at $735,000 (MLS# S13739102)
Added 14 days ago
$735,000
4bd
2ba
Residential Freehold

134 North Street, Orillia

Sep 2, 2026
DOM: 15

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

MLS#: S13739102
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 38 Louise Lane Orillia ON listed at $599,900 (MLS# S13730202)
$599,900
4bd
2ba
Residential Freehold

38 Louise Lane, Orillia

Sep 1, 2026
DOM: 16

Welcome to this Inviting Raised Bungalow, thoughtfully designed with plenty of space for a Growing F...

MLS#: S13730202
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 247 Diana Drive Orillia ON listed at $899,000 (MLS# S13723606)
$899,000
5bd
4ba
Residential Freehold

247 Diana Drive, Orillia

Aug 28, 2026
DOM: 20

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

MLS#: S13723606
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 8 Lavallee Crescent Orillia ON listed at $595,000 (MLS# S13720482)
$595,000
3bd
2ba
Residential Freehold

8 Lavallee Crescent, Orillia

Aug 27, 2026
DOM: 21

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 $675,000 (MLS# S13714740)
$675,000
4bd
2ba
Residential Freehold

315 Oxford Street, Orillia

Aug 26, 2026
DOM: 22

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)
$579,000
5bd
2ba
Residential Freehold

401 Mississaga Street, Orillia

Aug 25, 2026
DOM: 23

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)
$649,000
4bd
2ba
Residential Freehold

10 Karen Crescent, Orillia

Aug 25, 2026
DOM: 23

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 - 5 Bed, 4 Bath Home at 104 WOODSIDE Drive Orillia ON listed at $725,000 (MLS# S13702042)
$725,000
5bd
4ba
Residential Freehold

104 WOODSIDE Drive, Orillia

Aug 21, 2026
DOM: 27

***MORTGAGE HELPER Possibility *** 3 BEDROOMS + 2.5 BATHROOMS + FULLY FINISHED BASEMENT! The spac...

MLS#: S13702042
For Sale
Residential Freehold for sale - 8 Bed, 4 Bath Home at 102 Dunlop Street Orillia ON listed at $759,900 (MLS# S13699162)
$759,900
8bd
4ba
Residential Freehold

102 Dunlop Street, Orillia

Aug 19, 2026
DOM: 29

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 $499,999 (MLS# S13684472)
$499,999
5bd
2ba
Residential Freehold

25 Simcoe Street, Orillia

Aug 17, 2026
DOM: 31

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 - 4 Bed, 2 Bath Home at 238 Mary Street Orillia ON listed at $589,000 (MLS# S13675522)
Price Change
$589,000
4bd
2ba
Residential Freehold

238 Mary Street, Orillia

Aug 14, 2026
DOM: 34

Ranch-style bungalow with in-law apartment. This neat, clean and well-maintained home is located on ...

MLS#: S13675522
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 426 Highland Avenue Orillia ON listed at $684,900 (MLS# S13675538)
Price Change
$684,900
3bd
2ba
Residential Freehold

426 Highland Avenue, Orillia

Aug 14, 2026
DOM: 34

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)
$774,900
3bd
2ba
Residential Freehold

8 Gaudaur Court, Orillia

Aug 13, 2026
DOM: 35

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)
$1,179,000
7bd
4ba
Residential Freehold

22 Olive Crescent, Orillia

Aug 7, 2026
DOM: 41

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)
$981,000
7bd
5ba
Residential Freehold

3046 Monarch Drive, Orillia

Aug 7, 2026
DOM: 41

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

MLS#: S13650796
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 3135 Emperor Drive Orillia ON listed at $739,900 (MLS# S13639144)
$739,900
5bd
4ba
Residential Freehold

3135 Emperor Drive, Orillia

Aug 5, 2026
DOM: 43

Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, off...

MLS#: S13639144
For Sale
Residential Freehold for sale - 4 Bed, 1 Bath Home at 321 Park Street Orillia ON listed at $625,000 (MLS# S13631232)
$625,000
4bd
1ba
Residential Freehold

321 Park Street, Orillia

Aug 3, 2026
DOM: 45

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 $775,000 (MLS# S13610426)
$775,000
4bd
2ba
Residential Freehold

424 Homewood Avenue, Orillia

Jul 27, 2026
DOM: 52

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

MLS#: S13610426
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 3015 Annalysse Drive Orillia ON listed at $999,900 (MLS# S13572418)
$999,900
4bd
3ba
Residential Freehold

3015 Annalysse Drive, Orillia

Jul 16, 2026
DOM: 63

Welcome to 3015 Annalysse Drive in Orillia. This immaculate brick-and-stone 4 bedroom, two-storey ho...

MLS#: S13572418
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 2997 Stone Ridge Boulevard Orillia ON listed at $799,999 (MLS# S13559916)
$799,999
5bd
3ba
Residential Freehold

2997 Stone Ridge Boulevard, Orillia

Jul 13, 2026
DOM: 66

Whether you're searching for a spacious single-family home, a true multigenerational property with a...

MLS#: S13559916
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 270 JAMES Street Orillia ON listed at $599,000 (MLS# S13492702)
Price Change
$599,000
4bd
3ba
Residential Freehold

270 JAMES Street, Orillia

Jun 26, 2026
DOM: 83

Immaculate 3+1 bedroom detached home on 50'x120' treed lot minutes to Lake Simcoe, Tudhope Park publ...

MLS#: S13492702
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 93 Westmount Drive Orillia ON listed at $749,900 (MLS# S13464512)
Price Change
$749,900
5bd
2ba
Residential Freehold

93 Westmount Drive, Orillia

Jun 18, 2026
DOM: 91

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

MLS#: S13464512
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 9 Westmount Drive Orillia ON listed at $529,900 (MLS# S13438926)
$529,900
2bd
2ba
Residential Condo & Other

9 Westmount Drive, Unit Unit 302, Orillia

Jun 12, 2026
DOM: 97

Welcome to Westmount Condos in Orillia! Opportunities to own in this highly sought-after complex are...

MLS#: S13438926
For Sale
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Homes with Separate Entrance / In-Law Suite in Orillia FAQs

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