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Orillia Detached Houses for Sale

Showing results 1 - 27 of 27

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Last Updated: December 05, 2025

49 Photos

183 Cedar Island Road, Simcoe, ON , MLS #S12557800 , Image - 1

183 Cedar Island Road Orillia, Simcoe, ON MLS® S12557800

Residential Freehold (Detached)

$1798000.0

4 Beds
3 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover this rare opportunity to own a stunning home on prestigious Cedar Island, right in the heart of Ori

Open House : Sat Dec 06, 02:00 PM to 04:00 PM

21 Photos

249 Harvey Street, Simcoe, ON , MLS #S12580912 , Image - 1

249 Harvey Street Orillia, Simcoe, ON MLS® S12580912

Residential Freehold (Detached)

$538800.0

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

28 Photos

147 Dufferin Street, Simcoe, ON , MLS #S12172960 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S12172960

Residential Freehold (Detached)

$359000.0

Price drop by 5.5%

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

50 Photos

389 High Street, Simcoe, ON , MLS #S12589482 , Image - 1

389 High Street Orillia, Simcoe, ON MLS® S12589482

Residential Freehold (Detached)

$699900.0

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

Looking for a great, updated family home in Orillia? Look no further, as this 3+1 bedroom, 2 full bathroom home could be just what you're looking for!

39 Photos

9 Dancy Drive, Simcoe, ON , MLS #S12569004 , Image - 1

9 Dancy Drive Orillia, Simcoe, ON MLS® S12569004

Residential Freehold (Detached)

$599000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Tucked away on a quiet, family-friendly dead-end street, this charming 3+1 bedroom, 2-bath gem blends comfort, efficiency, and opportunity-all in one

29 Photos

106 Diana Drive, Simcoe, ON , MLS #S12573034 , Image - 1

106 Diana Drive Orillia, Simcoe, ON MLS® S12573034

Residential Freehold (Detached)

$599999.0

3 Beds
3 Baths
1500-2000 sq-ft

!! PRICED TO SELL !! Experience the charm of this newly built, meticulously crafted three- bedroom, three-bathroom detached home and showcasing modern

46 Photos

29 Quinn Avenue, Simcoe, ON , MLS #S12571198 , Image - 1

29 Quinn Avenue Orillia, Simcoe, ON MLS® S12571198

Residential Freehold (Detached)

$549900.0

2 +1 Beds
2 Baths
700-1100 sq-ft

Welcome to this well-maintained two-bedroom bungalow located in a mature West Orillia neighbourhood. Situated on a fully fenced 70' x 189' lot, this p

23 Photos

132 Dunedin Street, Simcoe, ON , MLS #S12406088 , Image - 1

132 Dunedin Street Orillia, Simcoe, ON MLS® S12406088

Residential Freehold (Detached)

$299900.0

Price drop by 11.8%

2 Beds
1 Baths
< 700 sq-ft

Earn sweat equity. Perfect for a handyman. Steps to hospital, park, restaurants. Terrific starter for young ambitious couple. There is a garage but us

6 Photos

3153 Monarch Drive, Simcoe, ON , MLS #S12221776 , Image - 1

3153 Monarch Drive Orillia, Simcoe, ON MLS® S12221776

Residential Freehold (Detached)

$759000.0

Price drop by 6.9%

3 Beds
2 Baths
1500-2000 sq-ft

Dreamland Bungalow with Stunning City Views in Prime Westridge Location! Welcome to 3153 Monarch Drive, a rare gem perched atop a gentle hillside in

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

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

49 Photos

1 Mariposa Drive, Simcoe, ON , MLS #S12237649 , Image - 1

1 Mariposa Drive Orillia, Simcoe, ON MLS® S12237649

Residential Freehold (Detached)

$774900.0

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!! Thi

32 Photos

3 Courtland Street, Simcoe, ON , MLS #S12514032 , Image - 1

3 Courtland Street Orillia, Simcoe, ON MLS® S12514032

Residential Freehold (Detached)

$389000.0

2 Beds
1 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Zoned Village Commercial, this unique property offers endless flexibility to live comfortably, run a busines

43 Photos

10 INVERMARA Court, Simcoe, ON , MLS #S12503218 , Image - 1

Unit-28, 10 INVERMARA Court Orillia, Simcoe, ON MLS® S12503218

Residential Freehold (Detached)

$949900.0

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

Nestled in a private, gated community on the shores of Lake Simcoe in the heart of Orillia, this beautifully updated executive home offers over 2,250

26 Photos

264 Diana Drive, Simcoe, ON , MLS #S12502266 , Image - 1

264 Diana Drive Orillia, Simcoe, ON MLS® S12502266

Residential Freehold (Detached)

$749900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 264 Diana Dr! Beautiful Detached Home Located In Orillia. Comes with 4 Bedrooms & 3 Bathrooms. Functional Layout, Eat-In Kitchen With W/O T

47 Photos

35 Argyle Avenue, Simcoe, ON , MLS #S12377364 , Image - 1

35 Argyle Avenue Orillia, Simcoe, ON MLS® S12377364

Residential Freehold (Detached)

$569000.0

Price drop by 8.1%

3 +1 Beds
1 Baths
700-1100 sq-ft

Welcome to 35 Argyle Ave. This recently renovated Home has 3 Bedrooms and 1 full Bathroom on the main floor and a Basement Apartment with a full Bathr

20 Photos

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

439 Sundial Drive Orillia, Simcoe, ON MLS® S12491190

Residential Freehold (Detached)

$525000.0

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

39 Photos

45 Ivy Lane, Simcoe, ON , MLS #S12446597 , Image - 1

45 Ivy Lane Orillia, Simcoe, ON MLS® S12446597

Residential Freehold (Detached)

$1450000.0

5 Beds
5 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover this extraordinary 1.2-acre compound on Grape Island, offering 233' of pristine waterfront on Lake

40 Photos

345 Brewery Lane, Simcoe, ON , MLS #S12469897 , Image - 1

345 Brewery Lane Orillia, Simcoe, ON MLS® S12469897

Residential Freehold (Detached)

$1999000.0

6 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perfectly set along the scenic shores of Old Brewery Bay, this charming 1.5-storey home offers nearly 98' of

32 Photos

2974 Monarch Drive, Simcoe, ON , MLS #S12273368 , Image - 1

2974 Monarch Drive Orillia, Simcoe, ON MLS® S12273368

Residential Freehold (Detached)

$924900.0

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

4 Photos

Lot 1 Monarch Drive, Simcoe, ON , MLS #S12273328 , Image - 1

Lot 1 Monarch Drive Orillia, Simcoe, ON MLS® S12273328

Residential Freehold (Detached)

$984900.0

4 Beds
4 Baths
2000-2500 sq-ft

Offering the Denali Model (elevation A) by Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. 2,440 SF 2 storey

32 Photos

173 Barrie Road, Simcoe, ON , MLS #S12122130 , Image - 1

173 Barrie Road Orillia, Simcoe, ON MLS® S12122130

Residential Freehold (Detached)

$424999.0

Price drop by 9.6%

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

38 Photos

66 Pearl Drive, Simcoe, ON , MLS #S12381721 , Image - 1

66 Pearl Drive Orillia, Simcoe, ON MLS® S12381721

Residential Freehold (Detached)

$709000.0

Price drop by 2.9%

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 l

23 Photos

382 West Street N, Simcoe, ON , MLS #S12397748 , Image - 1

382 West Street N Orillia, Simcoe, ON MLS® S12397748

Residential Freehold (Detached)

$385000.0

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as

40 Photos

223 Laclie Street, Simcoe, ON , MLS #S12366114 , Image - 1

223 Laclie Street Orillia, Simcoe, ON MLS® S12366114

Residential Freehold (Detached)

$599000.0

Price drop by 7.8%

4 Beds
4 Baths
1500-2000 sq-ft

This beautifully renovated 5-bedroom, 4-bathroom home is move-in ready and packed with over $200K in upgrades. Every inch has been thoughtfully update

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