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Orillia Single Family Homes for Sale - P5

Showing results 121 - 150 of 168
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
31 Photos
Last Updated : 31 Days ago
371 Millard Street, Simcoe, ON , MLS #S13545060 , Image - 1
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371 Millard Street Orillia, Simcoe, ON MLS® S13545060

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to a freehold townhouse with no monthly fees - a rare find at this price point. Inside, the layout feels warm, functional, and designed t
40 Photos
Last Updated : 36 Days ago
345 Brewery Lane, Simcoe, ON , MLS #S13229844 , Image - 1

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345 Brewery Lane Orillia, Simcoe, ON MLS® S13229844

Residential Freehold (Detached)

$1879000.0
  • 6 Beds
  • 3 Baths
  • 3500-5000 sq-ft
A rare waterfront opportunity on the shores of Lake Couchiching (Trent System), featuring nearly 98 feet of pristine shoreline with a private dock, be
43 Photos
Last Updated : 37 Days ago
185 Isabella Drive, Simcoe, ON , MLS #S13443388 , Image - 1

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185 Isabella Drive Orillia, Simcoe, ON MLS® S13443388

Residential Freehold (Att/Row/Townhouse)

$698000.0
price drop iconPrice drop by 4.3%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional opportunity in the sought-after West Ridge community! This bright and spacious end-unit townhouse features a legal second dwelling unit wi
34 Photos
Last Updated : 37 Days ago
10 Andrea Crescent, Simcoe, ON , MLS #S13526206 , Image - 1

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10 Andrea Crescent Orillia, Simcoe, ON MLS® S13526206

Residential Freehold (Detached)

$684900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 10 Andrea Crescent, a beautifully maintained home that perfectly blends comfort, style, and functionality, all complemented by charming cur
24 Photos
Last Updated : 39 Days ago
231 OXFORD Street, Simcoe, ON , MLS #S13522850 , Image - 1

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Unit-2, 231 OXFORD Street Orillia, Simcoe, ON MLS® S13522850

Residential Condo & Other (Detached Condo)

$569000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
great location for your first home Walk to parks, shopping and schools. Single car garage . All laminate is top of line waterproof. Good window
50 Photos
Last Updated : 40 Days ago
3 Rosemary Road, Simcoe, ON , MLS #S13519314 , Image - 1

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3 Rosemary Road Orillia, Simcoe, ON MLS® S13519314

Residential Freehold (Detached)

$779000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 3 Rosemary Road, a custom built all brick bungalow in great location. This 3 plus 1 bedroom home features a double car garage, fenced rear
43 Photos
Last Updated : 41 Days ago
3170 Monarch Drive W, Simcoe, ON , MLS #S13233132 , Image - 1

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3170 Monarch Drive W Orillia, Simcoe, ON MLS® S13233132

Residential Freehold (Detached)

$739900.0
price drop iconPrice drop by 2.6%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained bungalow in sought-after Westridge community. Backing onto the private, protected woodlands of Westridge Park,
50 Photos
Last Updated : 41 Days ago
401 Mississaga Street W, Simcoe, ON , MLS #S12482887 , Image - 1

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401 Mississaga Street W Orillia, Simcoe, ON MLS® S12482887

Residential Freehold (Detached)

$609000.0
price drop iconPrice drop by 3.3%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Close-to-everything location on Mississaga St. W. backing onto Grenville Park....easy Hwy and Westridge access, walk to Homewood park and on a bus rou
1 Photos
Last Updated : 44 Days ago
3139 Orion Boulevard, Simcoe, ON
3139 Orion Boulevard Orillia, Simcoe, ON MLS® S12953246

Residential Freehold (Detached)

$759900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Take advantage of new rebates with revised pricing! The appeal of Orillia living truly comes to life in communities like Westridge Trailside. Set on a
18 Photos
Last Updated : 44 Days ago
2 Mariner's Pier Way, Simcoe, ON , MLS #S13500124 , Image - 1

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2 Mariner's Pier Way Orillia, Simcoe, ON MLS® S13500124

Residential Freehold (Att/Row/Townhouse)

$829900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
The Perfect 3 Bedroom 3 Bathroom Lake Simcoe Waterfront End Unit Townhome! * Enjoy Year Round Living With Private Boat Slip, Exclusive Marina Clubhous
18 Photos
Last Updated : 47 Days ago
17 Walker Avenue, Simcoe, ON , MLS #S13496478 , Image - 1

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17 Walker Avenue Orillia, Simcoe, ON MLS® S13496478

Residential Freehold (Detached)

$659900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Modern Sophistication Meets Family Comfort in Prime Orillia. Experience an impeccably updated 2-storey residence designed for the discerning modern fa
26 Photos
Last Updated : 47 Days ago
77 June Drive, Simcoe, ON , MLS #S13440692 , Image - 1

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77 June Drive Orillia, Simcoe, ON MLS® S13440692

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home in Orillia's highly sought-after North Ward. Situated on a spacious corner lot with m
40 Photos
Last Updated : 50 Days ago
694 Broadview Avenue, Simcoe, ON , MLS #S12714326 , Image - 1

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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
15 Photos
Last Updated : 53 Days ago
81 Lightfoot Drive, Simcoe, ON , MLS #S13465452 , Image - 1

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81 Lightfoot Drive Orillia, Simcoe, ON MLS® S13465452

Residential Freehold (Att/Row/Townhouse)

$1049000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Waterfront lifestyle without the waterfront price. This sun-filled end-unit lives like a semi, featuring a wrap-around balcony, southern exposure, and
12 Photos
Last Updated : 54 Days ago
211 Westmount Drive S, Simcoe, ON , MLS #S13223862 , Image - 1

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211 Westmount Drive S Orillia, Simcoe, ON MLS® S13223862

Residential Freehold (Detached)

$429900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Affordable Renovation Opportunity in a Convenient West Ward Location!Bring your vision and unlock the potential of this 3+1 bedroom, 2-bathroom home s
39 Photos
Last Updated : 54 Days ago
199 Victoria Crescent, Simcoe, ON , MLS #S13446442 , Image - 1

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199 Victoria Crescent Orillia, Simcoe, ON MLS® S13446442

Residential Freehold (Detached)

$2299900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
ARCHITECTURAL WATERFRONT MASTERPIECE ON SHANNON BAY! 199 Victoria Crescent, an extraordinary 2,400 sq. ft. executive bungalow perfectly positioned on
38 Photos
Last Updated : 54 Days ago
465 Mooney Crescent, Simcoe, ON , MLS #S13464810 , Image - 1

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465 Mooney Crescent Orillia, Simcoe, ON MLS® S13464810

Residential Freehold (Detached)

$2490000.0
  • 3 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedr
28 Photos
Last Updated : 55 Days ago
93 Westmount Drive S, Simcoe, ON , MLS #S13464512 , Image - 1

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93 Westmount Drive S Orillia, Simcoe, ON MLS® S13464512

Residential Freehold (Detached)

$789000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fantastic investment opportunity at 93 Westmount Drive S in Orillia! This versatile two-unit income property sits on a huge lot and offers ample parki
1 Photos
Last Updated : 55 Days ago
69 Olive Crescent, Simcoe, ON
69 Olive Crescent Orillia, Simcoe, ON MLS® S13461502

Residential Freehold (Detached)

$899999.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your dream lakeside escape on the sparkling shores of Lake Simcoe, where comfort, style, and breathtaking southern lake views come together
6 Photos
Last Updated : 55 Days ago
243 Mckinnell Street, Simcoe, ON , MLS #S13460914 , Image - 1

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243 Mckinnell Street Orillia, Simcoe, ON MLS® S13460914

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Good starter or downsizing home with great potential. This bungalow is situated on a nice-sized lot. Two bedrooms on the main floor. (Current tenant u
50 Photos
Last Updated : 57 Days ago
20 Mariposa Drive, Simcoe, ON , MLS #S13450248 , Image - 1

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20 Mariposa Drive Orillia, Simcoe, ON MLS® S13450248

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Presenting 20 Mariposa Drive, a stunning family home in the highly sought-after north end neighbourhood of Orillia. This beautiful 2 storey home is pe
48 Photos
Last Updated : 58 Days ago
1 & 2 Ivy Lane, Simcoe, ON , MLS #S13129940 , Image - 1

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1 & 2 Ivy Lane Orillia, Simcoe, ON MLS® S13129940

Residential Freehold (Detached)

$1538000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour Fr
35 Photos
Last Updated : 61 Days ago
3025 Annalysse Drive, Simcoe, ON , MLS #S13440906 , Image - 1

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3025 Annalysse Drive Orillia, Simcoe, ON MLS® S13440906

Residential Freehold (Detached)

$1079990.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Dimanor Home! Former model home.Thousands in upgrades! Finished basement complete with full finished bathroom and wet bar. Oak stairs, hardwood, pot l
8 Photos
Last Updated : 61 Days ago
50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

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50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has
27 Photos
Last Updated : 62 Days ago
209 Atherley Road, Simcoe, ON , MLS #S13431730 , Image - 1

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209 Atherley Road Orillia, Simcoe, ON MLS® S13431730

Residential Freehold (Detached)

$599900.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This beautifully renovated and fully furnished 4-bedroom open-concept home is sure to impress even the most meticulous buyer! The spacious eat-in kitc
32 Photos
Last Updated : 62 Days ago
22 Churchlea Mews, Simcoe, ON , MLS #S13430238 , Image - 1

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22 Churchlea Mews Orillia, Simcoe, ON MLS® S13430238

Residential Freehold (Att/Row/Townhouse)

$588000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning Home Built In 2020 Featuring three Good size bedrooms and a bright open floor plan with 9-foot ceilings and laminate flooring . Additional fe
4 Photos
Last Updated : 63 Days ago
339 Gill Street, Simcoe, ON , MLS #S13185992 , Image - 1
339 Gill Street Orillia, Simcoe, ON MLS® S13185992

Residential Freehold (Detached)

$499990.0
  • < 700 sq-ft
Welcome To 339 Gill Street! This Corner Property Is One Of A Kind! Suitable For Many Uses Including An Apartment Building Or A Townhouse Project. R2 Z
9 Photos
Last Updated : 63 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$499000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
15 Photos
Last Updated : 63 Days ago
3195 Orion Boulevard, Simcoe, ON , MLS #S13416190 , Image - 1

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3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13416190

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Looking for the quality of a custom built home without all the decisions and wait time? Welcome to 3195 Orion Blvd in Orillia's sought after Trailsid
15 Photos
Last Updated : 64 Days ago
9 Bru-Lor Lane, Simcoe, ON , MLS #S12851440 , Image - 1

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9 Bru-Lor Lane Orillia, Simcoe, ON MLS® S12851440

Residential Freehold (Att/Row/Townhouse)

$750000.0
price drop iconPrice drop by 23.1%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Waterfront living in the desirable narrows of Lake Simcoe and Couchiching. Enjoy the luxury of cottage living without maintenance and steps from your
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