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Houses for Sale in Orillia ON Under $3 Million - P8

Showing results 211 - 240 of 262
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
21 Photos
Last Updated : 48 Days ago
107 Bond Street, Simcoe, ON , MLS #S13215402 , Image - 1
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Unit-202, 107 Bond Street Orillia, Simcoe, ON MLS® S13215402

Residential Condo & Other (Condo Apartment)

$342000.0
price drop iconPrice drop by 2.0%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to this bright and beautifully updated 2-bedroom, 1-bath end-unit condo that truly feels like home. With its open-concept layout, natural ligh
23 Photos
Last Updated : 49 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac
34 Photos
Last Updated : 49 Days ago
1095 Mississaga Street W, Simcoe, ON , MLS #S13222416 , Image - 1

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Unit-121, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S13222416

Residential Condo & Other (Condo Townhouse)

$425000.0
  • 3 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to 1095 Mississaga Street W., Unit 121, a bright and well-maintained end-unit townhome offering comfort, convenience, and exceptional value in
36 Photos
Last Updated : 51 Days ago
759 Broadview Avenue, Simcoe, ON , MLS #S12844718 , Image - 1

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759 Broadview Avenue Orillia, Simcoe, ON MLS® S12844718

Residential Freehold (Detached)

$2549000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most
15 Photos
Last Updated : 52 Days ago
430 Gill Street, Simcoe, ON , MLS #S13620104 , Image - 1

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430 Gill Street Orillia, Simcoe, ON MLS® S13620104

Residential Freehold (Detached)

$419900.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value
18 Photos
Last Updated : 52 Days ago
408 Regent Street, Simcoe, ON , MLS #S13142828 , Image - 1

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408 Regent Street Orillia, Simcoe, ON MLS® S13142828

Residential Freehold (Detached)

$475000.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached
12 Photos
Last Updated : 53 Days ago
105 Matchedash Street S, Simcoe, ON , MLS #S13620072 , Image - 1

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105 Matchedash Street S Orillia, Simcoe, ON MLS® S13620072

Residential Freehold (Vacant Land)

$349000.0
  • 5000 + sq-ft
Top 5 Reasons You Will Love This Property: 1) Situated on a 65'x105' corner lot at Matchedash Street South and Western Avenue, this property offers ou
14 Photos
Last Updated : 53 Days ago
416 Gill Street, Simcoe, ON , MLS #S13078240 , Image - 1

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416 Gill Street Orillia, Simcoe, ON MLS® S13078240

Residential Freehold (Fourplex)

$1199000.0
price drop iconPrice drop by 4.1%
  • 8 Beds
  • 4 Baths
  • 3500-5000 sq-ft
The Perfect Fourplex doesn't come around very often....Until Today!! 416 Gill Street is a purpose built, all brick fourplex with four 2 Bedroom , 1 Ba
44 Photos
Last Updated : 53 Days ago
2 Wyn Wood Lane, Simcoe, ON , MLS #S13566380 , Image - 1

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2 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13566380

Residential Freehold (Att/Row/Townhouse)

$799900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 2 Wyn Wood Lane, a rare rooftop terrace townhome steps away from the waterfront. This inviting property offers the perfect blend of comfort
47 Photos
Last Updated : 53 Days ago
3151 Monarch Drive, Simcoe, ON , MLS #S13565944 , Image - 1

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3151 Monarch Drive Orillia, Simcoe, ON MLS® S13565944

Residential Freehold (Detached)

$860000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 3151 Monarch Drive in Orillia, a beautifully maintained 2-storey detached home offering approximately 2700 sq. ft. of spacious and function
26 Photos
Last Updated : 53 Days ago
3196 Bass Lake Side Road, Simcoe, ON , MLS #S13503416 , Image - 1

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3196 Bass Lake Side Road Orillia, Simcoe, ON MLS® S13503416

Residential Freehold (Detached)

$749000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained home, perfectly suited for first time buyers, young families, or those looking to downsize without compromising
49 Photos
Last Updated : 55 Days ago
3019 SIERRA Drive, Simcoe, ON , MLS #S13609018 , Image - 1

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3019 SIERRA Drive Orillia, Simcoe, ON MLS® S13609018

Residential Freehold (Detached)

$1250000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Experience elevated living in this beautifully appointed three-bedroom residence in Orillia, showcasing exceptional craftsmanship, luxurious upgrades,
39 Photos
Last Updated : 55 Days ago
608 Moberley Avenue, Simcoe, ON , MLS #S13446696 , Image - 1

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608 Moberley Avenue Orillia, Simcoe, ON MLS® S13446696

Residential Freehold (Detached)

$1525000.0
price drop iconPrice drop by 4.4%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to refined waterfront living on the coveted shores of Lake Couchiching. Tucked into one of Orillia's most sought-after neighbourhoods, this fu
48 Photos
Last Updated : 55 Days ago
48 Courtland Street, Simcoe, ON , MLS #S13565858 , Image - 1

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48 Courtland Street Orillia, Simcoe, ON MLS® S13565858

Residential Freehold (Detached)

$689000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Imagine spending your summers walking to the beach, launching the boat from a nearby marina, exploring the trails at Mara Provincial Park, or enjoying
40 Photos
Last Updated : 57 Days ago
112 Borland Street E, Simcoe, ON , MLS #S13585146 , Image - 1

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112 Borland Street E Orillia, Simcoe, ON MLS® S13585146

Residential Freehold (Detached)

$565000.0
price drop iconPrice drop by 1.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable Nort
50 Photos
Last Updated : 59 Days ago
571 High Street, Simcoe, ON , MLS #S13568890 , Image - 1

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571 High Street Orillia, Simcoe, ON MLS® S13568890

Residential Freehold (Triplex)

$750000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 571 High Street. This turn-Key Triplex is Ideal for Multi-Generational Living or Smart Investors. Located in the heart of Orillia, just a s
8 Photos
Last Updated : 61 Days ago
65 Front Street S, Simcoe, ON , MLS #S13469612 , Image - 1

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65 Front Street S Orillia, Simcoe, ON MLS® S13469612

Residential Freehold (Multiplex)

$849900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rare Opportunity! Legal triplex bungalow in the heart of Orillia. Steps to shopping, dining, library, trails, and the Lake Couchiching waterfront. Loc
24 Photos
Last Updated : 63 Days ago
275 Barrie Road, Simcoe, ON , MLS #S12994962 , Image - 1

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275 Barrie Road Orillia, Simcoe, ON MLS® S12994962

Residential Freehold (Detached)

$850000.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Uncover the enchanting allure of one of Orillia's most sought-after neighbourhoods, where charm and beauty converge! This breathtaking all-brick Victo
25 Photos
Last Updated : 63 Days ago
486 Laclie Street, Simcoe, ON , MLS #S13542112 , Image - 1

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Unit-109, 486 Laclie Street Orillia, Simcoe, ON MLS® S13542112

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 2.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Rarely offered main floor corner condo, an exceptional opportunity at 486 Laclie Street Unit 109 in Orillia's desirable north end. This spacious two b
24 Photos
Last Updated : 64 Days ago
3149 Monarch Drive, Simcoe, ON , MLS #S13580486 , Image - 1

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3149 Monarch Drive Orillia, Simcoe, ON MLS® S13580486

Residential Freehold (Detached)

$848000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Visit the REALTOR website for further information about this Listing. 50-Ft Walkout Lot in the Highly Sought-After Westridge Community! This beautifu
43 Photos
Last Updated : 66 Days ago
3015 Annalysse Drive, Simcoe, ON , MLS #S13572418 , Image - 1

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3015 Annalysse Drive Orillia, Simcoe, ON MLS® S13572418

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 3015 Annalysse Drive in Orillia. This immaculate brick-and-stone 4 bedroom, two-storey home was completed in 2020 and is ideally located in
30 Photos
Last Updated : 67 Days ago
12 Francis Road, Simcoe, ON , MLS #S13549548 , Image - 1

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12 Francis Road Orillia, Simcoe, ON MLS® S13549548

Residential Freehold (Detached)

$1079900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
What makes a property truly rare? A beautifully updated, move-in-ready home on an exceptional mature lot in one of Orillia's most sought-after neighbo
4 Photos
Last Updated : 69 Days ago
221 Matchedash Street S, Simcoe, ON , MLS #S13560270 , Image - 1
221 Matchedash Street S Orillia, Simcoe, ON MLS® S13560270

Residential Freehold (Vacant Land)

$285000.0
  • < 700 sq-ft
Attention builders and investors! Partial VTB available for qualified purchaser! Vacant land for sale, corner lot on a quiet street. Building permit i
42 Photos
Last Updated : 69 Days ago
608 BROADVIEW Avenue, Simcoe, ON , MLS #S13520948 , Image - 1

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608 BROADVIEW Avenue Orillia, Simcoe, ON MLS® S13520948

Residential Freehold (Detached)

$699900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 608 Broadview Ave - Sitting on a quiet street surrounded by multi- million dollar homes, this unique property highlights the old adage that
33 Photos
Last Updated : 71 Days ago
8 GEORGE Street N, Simcoe, ON , MLS #S13552512 , Image - 1

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8 GEORGE Street N Orillia, Simcoe, ON MLS® S13552512

Residential Freehold (Detached)

$619900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Set on an impressive double-wide lot in a family-friendly neighbourhood, this well-maintained 3-bedroom, 2-bathroom home combines comfortable everyday
5 Photos
Last Updated : 71 Days ago
Lot 46 Orion Boulevard, Simcoe, ON , MLS #S13545302 , Image - 1
Lot 46 Orion Boulevard Orillia, Simcoe, ON MLS® S13545302

Residential Freehold (Detached)

$769900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
PRICE REFLECTS HST REBATE. Introducing the Stanley Model (Elevation A) in the highly sought-after West Ridge community on Orion Boulevard. This well-d
40 Photos
Last Updated : 75 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
24 Photos
Last Updated : 78 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 : 79 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
18 Photos
Last Updated : 84 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
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