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Houses for Sale in Orillia ON Under $5 Million - P7

Showing results 181 - 210 of 261
Last Updated: August 06, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 33 Days ago
405 FOREST Avenue S, Simcoe, ON , MLS #S13411676 , Image - 1
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405 FOREST Avenue S Orillia, Simcoe, ON MLS® S13411676

Residential Freehold (Duplex)

$519000.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Motivated seller. Flexible possession available in time for the school year.Side-by-side duplex in Orillia offering practical options for home ownersh
50 Photos
Last Updated : 34 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 : 35 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 : 35 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
17 Photos
Last Updated : 35 Days ago
107 Bond Street, Simcoe, ON , MLS #S13512384 , Image - 1

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Unit-208, 107 Bond Street Orillia, Simcoe, ON MLS® S13512384

Residential Condo & Other (Condo Apartment)

$319900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Bright and freshly painted 2-bedroom, 1-bathroom condo in Orillia, located on the second floor.This well-designed unit features a functional layout, h
36 Photos
Last Updated : 37 Days ago
37 Julia Crescent, Simcoe, ON , MLS #S13503282 , Image - 1

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37 Julia Crescent Orillia, Simcoe, ON MLS® S13503282

Residential Freehold (Link)

$629900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 37 Julia Crescent! This lovely 3 bedroom, 4 bathroom home is located in the desirable community of West Ridge Orillia, and is close to scho
23 Photos
Last Updated : 37 Days ago
492 Laclie Street, Simcoe, ON , MLS #S13504794 , Image - 1

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Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13504794

Residential Condo & Other (Condo Apartment)

$325000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Just minutes away you'll find the sparkling waterfront at Couchiching Beach Park, scenic walking and cycling trails, marinas, and golf at the nearby C
24 Photos
Last Updated : 37 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13430058 , Image - 1

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3118 Emperor Drive Orillia, Simcoe, ON MLS® S13430058

Residential Freehold (Duplex)

$799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l
16 Photos
Last Updated : 37 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13430180 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13430180

Residential Freehold (Duplex)

$799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren
1 Photos
Last Updated : 37 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 : 38 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 : 40 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 : 41 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 : 41 Days ago
371 Barrie Road, Simcoe, ON , MLS #S13464316 , Image - 1

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371 Barrie Road Orillia, Simcoe, ON MLS® S13464316

Residential Freehold (Duplex)

$1098000.0
  • 8 +2 Beds
  • 9 Baths
  • 2500-3000 sq-ft
Investor Alert! Seize a rare, high-yield opportunity with this modern, purpose-built legal duplex at 371 Barrie Street, Orillia. Constructed in 2018,
26 Photos
Last Updated : 41 Days ago
107 Bond Street, Simcoe, ON , MLS #S13491718 , Image - 1

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Unit-304, 107 Bond Street Orillia, Simcoe, ON MLS® S13491718

Residential Condo & Other (Condo Apartment)

$350000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
This well-maintained 2-bedroom, 2-bathroom condo offers excellent value for investors, first-time home buyers, and downsizers alike. The bright and in
1 Photos
Last Updated : 43 Days ago
61 Front Street S, Simcoe, ON
61 Front Street S Orillia, Simcoe, ON MLS® S12921296

Residential Freehold (Vacant Land)

$199000.0
price drop iconPrice drop by 43.1%
Welcome to 61 Front Street in the heart of Orillia-where charm, convenience, and opportunity come together. Ideally located just steps from the vibran
21 Photos
Last Updated : 43 Days ago
486 Laclie Street, Simcoe, ON , MLS #S13450842 , Image - 1

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Unit-Unit 111, 486 Laclie Street Orillia, Simcoe, ON MLS® S13450842

Residential Condo & Other (Condo Apartment)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Maple Arbour Condominiums, one of Orillia's most sought-after communities. This bright and spacious ground-floor unit offers convenient, lo
40 Photos
Last Updated : 44 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
35 Photos
Last Updated : 44 Days ago
90 Orchard Point Road, Simcoe, ON , MLS #S13120214 , Image - 1

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Unit-401, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S13120214

Residential Condo & Other (Condo Apartment)

$638888.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience elevated waterfront living in this stunning 1-bedroom plus den condo with breathtaking panoramic views of Lake Simcoe. Nestled in one of So
15 Photos
Last Updated : 47 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 : 48 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 : 48 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 : 48 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
22 Photos
Last Updated : 48 Days ago
246 Mary Street, Simcoe, ON , MLS #S13115594 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13115594

Residential Freehold (Detached)

$525000.0
price drop iconPrice drop by 9.5%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
32 Photos
Last Updated : 48 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S13466150 , Image - 1

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Unit-313, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13466150

Residential Condo & Other (Condo Apartment)

$639900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to The Elgin Bay Club, a sought-after waterfront condominium community, just steps from downtown Orillia's shops, restaurants, waterfront trai
28 Photos
Last Updated : 49 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
26 Photos
Last Updated : 49 Days ago
467 High Street, Simcoe, ON , MLS #S13463386 , Image - 1

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467 High Street Orillia, Simcoe, ON MLS® S13463386

Residential Freehold (Detached)

$524900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
RARE OPPORTUNITY ON HIGH STREET! Set on an impressive 50 x 160 ft lot, this updated century home offers something increasingly difficult to find in Or
1 Photos
Last Updated : 49 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 : 49 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
30 Photos
Last Updated : 51 Days ago
493 Bay Street, Simcoe, ON , MLS #S13449814 , Image - 1

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493 Bay Street Orillia, Simcoe, ON MLS® S13449814

Residential Freehold (Detached)

$799997.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to a rare nature oasis on the prestigious North End of Orillia's Bay Street. This beautifully maintained residence presents a lifestyle of un
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