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Orillia Detached Houses for Sale

Showing results 1 - 19 of 19

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Last Updated: March 23, 2026

29 Photos

106 Diana Drive, Simcoe, ON , MLS #S12906166 , Image - 1

106 Diana Drive Orillia, Simcoe, ON MLS® S12906166

Residential Freehold (Detached)

$599800.0

3 Beds
3 Baths
1500-2000 sq-ft

MUST BE SOLD. Welcome to 106 Diana Dr. This detached home offers 2.5 baths, a primary bedroom with a 4-pc ensuite and walk-in closet, second-floor lau

39 Photos

45 Ivy Lane, Simcoe, ON , MLS #S12892830 , Image - 1

45 Ivy Lane Orillia, Simcoe, ON MLS® S12892830

Residential Freehold (Detached)

$1350000.0

5 Beds
5 Baths
1500-2000 sq-ft

233 ft of waterfront double lot! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage andboathouse an

38 Photos

66 Pearl Drive, Simcoe, ON , MLS #S12871696 , Image - 1

66 Pearl Drive Orillia, Simcoe, ON MLS® S12871696

Residential Freehold (Detached)

$699500.0

5 Beds
2 Baths
1500-2000 sq-ft

Stylish & Spacious 3+2 Bedroom Home in Sought-After West Ridge, Orillia. Welcome to this beautifully updated and move-in ready detached home, ideally

49 Photos

80 Woodside Drive, Simcoe, ON , MLS #S12887672 , Image - 1

80 Woodside Drive Orillia, Simcoe, ON MLS® S12887672

Residential Freehold (Detached)

$756000.0

3 Beds
2 Baths
1100-1500 sq-ft

IMMACULATE and beautifully maintained in a safe, family-friendly neighbourhood in Orillia! This move-in ready detached sidesplit offers 3 generous bed

21 Photos

249 Harvey Street, Simcoe, ON , MLS #S12770544 , Image - 1

249 Harvey Street Orillia, Simcoe, ON MLS® S12770544

Residential Freehold (Detached)

$533800.0

4 Beds
3 Baths
1500-2000 sq-ft

Step Into A Piece Of Orillia's History, Updated For Modern Living. This Full Brick, Century Home Is Nestled On A Quiet Street, Offering The Perfect Bl

32 Photos

3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0

2 Beds
1 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov

43 Photos

10 INVERMARA Court, Simcoe, ON , MLS #S12838068 , Image - 1

Unit-28, 10 INVERMARA Court Orillia, Simcoe, ON MLS® S12838068

Residential Freehold (Detached)

$899000.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Nestled within an exclusive gated community on the shores of Lake Simcoe in the heart of Orillia, this beautifully updated executive home offers more

29 Photos

2968 Monarch Drive, Simcoe, ON , MLS #S12732820 , Image - 1

2968 Monarch Drive Orillia, Simcoe, ON MLS® S12732820

Residential Freehold (Detached)

$879900.0

3 Beds
3 Baths
1500-2000 sq-ft

This is the move people are making when they want more space and less chaos. This brand-new bungalow by the award-winning Dreamland Homes, is tucked i

20 Photos

439 Sundial Drive, Simcoe, ON , MLS #S12491190 , Image - 1

439 Sundial Drive Orillia, Simcoe, ON MLS® S12491190

Residential Freehold (Detached)

$499999.0

Price drop by 4.8%

3 Beds
1 Baths
700-1100 sq-ft

Situated on a generous 0.49-acre lot (approximately 60' x 330'), this raised bungalow offers a perfect blend of space and location. The home features

40 Photos

694 Broadview Avenue, Simcoe, ON , MLS #S12714326 , Image - 1

694 Broadview Avenue Orillia, Simcoe, ON MLS® S12714326

Residential Freehold (Detached)

$1999900.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basm

32 Photos

2974 Monarch Drive, Simcoe, ON , MLS #S12762830 , Image - 1

2974 Monarch Drive Orillia, Simcoe, ON MLS® S12762830

Residential Freehold (Detached)

$904900.0

4 Beds
4 Baths
2000-2500 sq-ft

Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many features including upgraded

49 Photos

27 Heyden Avenue, Simcoe, ON , MLS #S12223834 , Image - 1

27 Heyden Avenue Orillia, Simcoe, ON MLS® S12223834

Residential Freehold (Detached)

$1875000.0

Price drop by 14.8%

3 +3 Beds
5 Baths
2000-2500 sq-ft

27 Heyden Avenue, a magnificent 2460 sq ft Viceroy-style bungalow perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prim

32 Photos

173 Barrie Road, Simcoe, ON , MLS #S12746702 , Image - 1

173 Barrie Road Orillia, Simcoe, ON MLS® S12746702

Residential Freehold (Detached)

$399999.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli

28 Photos

147 Dufferin Street, Simcoe, ON , MLS #S12739156 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S12739156

Residential Freehold (Detached)

$359000.0

1 Beds
2 Baths
< 700 sq-ft

Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f

49 Photos

1 Mariposa Drive, Simcoe, ON , MLS #S12672214 , Image - 1

1 Mariposa Drive Orillia, Simcoe, ON MLS® S12672214

Residential Freehold (Detached)

$749900.0

3 +2 Beds
3 Baths
1100-1500 sq-ft

Amazing Investment!! Completely renovated 5 Bedroom LEGAL DUPLEX in Orillia close to all amenities, walking trails and easy access from Hwy 11!! This

40 Photos

345 Brewery Lane, Simcoe, ON , MLS #S12612172 , Image - 1

345 Brewery Lane Orillia, Simcoe, ON MLS® S12612172

Residential Freehold (Detached)

$1890000.0

6 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perfectly positioned along the scenic shores of Old Brewery Bay, this charming 1.5-storey home showcases nea

40 Photos

376 Brewery Lane, Simcoe, ON , MLS #S12432210 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S12432210

Residential Freehold (Detached)

$4799000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o

46 Photos

201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0

3 Beds
4 Baths
2000-2500 sq-ft

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o

40 Photos

84 Atlantis Drive W, Simcoe, ON , MLS #S12456892 , Image - 1

84 Atlantis Drive W Orillia, Simcoe, ON MLS® S12456892

Residential Freehold (Detached)

$789900.0

4 Beds
3 Baths
2000-2500 sq-ft

**NO CARPET IN HOUSE** New Flooring Installed in July 2025. Welcome To 84 Atlantis Dr. A Home That Truly Checks All The Right Boxes. This Elegant, Mod

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