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Houses for Sale in Orillia ON Under $2 Million - P3

Showing results 61 - 90 of 217
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
41 Photos
Last Updated : 8 Days ago
137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1
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137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0
price drop iconPrice drop by 12.3%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu
39 Photos
Last Updated : 8 Days ago
182 Isabella Drive, Simcoe, ON , MLS #S14142106 , Image - 1

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182 Isabella Drive Orillia, Simcoe, ON MLS® S14142106

Residential Freehold (Att/Row/Townhouse)

$569900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 182 Isabella Drive, a beautifully maintained brick/stone bungalow townhome nestled in a peaceful and highly desirable Orillia neighbourhood
13 Photos
Last Updated : 8 Days ago
24 rose Avenue, Simcoe, ON , MLS #S14086326 , Image - 1

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24 rose Avenue Orillia, Simcoe, ON MLS® S14086326

Residential Freehold (Att/Row/Townhouse)

$659000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern luxury. Light, volume, and a kitchen that actually cooks.This residence is built around height and light: soaring 9-foot ceilings, oversized wi
11 Photos
Last Updated : 8 Days ago
3183 Orion Boulevard, Simcoe, ON , MLS #S13855950 , Image - 1

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3183 Orion Boulevard Orillia, Simcoe, ON MLS® S13855950

Residential Freehold (Detached)

$989900.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Premier Location, Premium Lot, and Luxury Finishes! Nothing cookie cutter in this brand new home built by Mariposa Homes. With unique architectural d
15 Photos
Last Updated : 8 Days ago
3195 Orion Boulevard, Simcoe, ON , MLS #S13855942 , Image - 1

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3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13855942

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BRAND NEW and READY FOR OCCUPANCY! Premier location in Orillia's sought after Trailside Community close to schools, shopping, and trails. Premium land
50 Photos
Last Updated : 9 Days ago
3046 Monarch Drive, Simcoe, ON , MLS #S14140308 , Image - 1

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3046 Monarch Drive Orillia, Simcoe, ON MLS® S14140308

Residential Freehold (Detached)

$918000.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional raised bungalow with a unique loft design, offering an impressive blend of luxury, functionality, and versatility. Set on
1 Photos
Last Updated : 9 Days ago
61 Front Street S, Simcoe, ON
61 Front Street S Orillia, Simcoe, ON MLS® S12921296

Residential Freehold (Vacant Land)

$129000.0
price drop iconPrice drop by 63.1%
Welcome to 61 Front Street in the heart of Orillia-where charm, convenience, and opportunity come together. Ideally located just steps from the vibran
22 Photos
Last Updated : 9 Days ago
54 Fittons Road W, Simcoe, ON , MLS #S13780956 , Image - 1

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Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13780956

Residential Condo & Other (Condo Apartment)

$279000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's popular North Ward. Everything you n
36 Photos
Last Updated : 9 Days ago
67 Fittons Road E, Simcoe, ON , MLS #S14131128 , Image - 1

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Unit-28, 67 Fittons Road E Orillia, Simcoe, ON MLS® S14131128

Residential Condo & Other (Condo Townhouse)

$329900.0
  • 4 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Fittons Mews in Orillia's desirable North Ward! This four-bedroom, two-bathroom townhome offers low-maintenance living with room to grow an
21 Photos
Last Updated : 9 Days ago
15 Watson Court, Simcoe, ON , MLS #S14110208 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S14110208

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BANKS ARE PREDICTING HOUSE PRICES TO GO UP IN 2027. BUY NOW BEFORE THAT HAPPENS! 15 watson Court is an all Brick Family Home on a Quiet Cul-de-Sac! Si
50 Photos
Last Updated : 9 Days ago
104 WOODSIDE Drive, Simcoe, ON , MLS #S13795118 , Image - 1

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104 WOODSIDE Drive Orillia, Simcoe, ON MLS® S13795118

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 2.9%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless/Move In ready/Freshly painted main & second floo
50 Photos
Last Updated : 9 Days ago
677 Broadview Avenue, Simcoe, ON , MLS #S14104318 , Image - 1

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677 Broadview Avenue Orillia, Simcoe, ON MLS® S14104318

Residential Freehold (Detached)

$1199900.0
  • 1 +4 Beds
  • 5 Baths
  • 1500-2000 sq-ft
**LIVE WHERE YOU PLAY!** Welcome to waterfront living on the beautiful Dougall Canal, offering 82 feet of deep-water frontage with direct access to La
37 Photos
Last Updated : 10 Days ago
57 Wyn Wood Lane, Simcoe, ON , MLS #S13673224 , Image - 1

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57 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13673224

Residential Freehold (Att/Row/Townhouse)

$569990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! HST REBATE IN EFFECT! FULL TARION NEW HOME WARRANTY! Welcome To 57 Wyn Wood In The Thriving Orillia Fresh Towns Community! Be The Fi
22 Photos
Last Updated : 10 Days ago
580 West Street S, Simcoe, ON , MLS #S13814274 , Image - 1

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Unit-33, 580 West Street S Orillia, Simcoe, ON MLS® S13814274

Residential Freehold (MobileTrailer)

$199900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Renovated three-bedroom in Lakeside Estates with the big-ticket items already handled. A high-efficiency gas furnace and central air system were both
22 Photos
Last Updated : 12 Days ago
246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0
  • 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
27 Photos
Last Updated : 12 Days ago
21 Matchedash Street S, Simcoe, ON , MLS #S14132868 , Image - 1

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Unit-502, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S14132868

Residential Condo & Other (Condo Apartment)

$649000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Perched on the top floor of the desirable Matchedash Lofts, this never-lived-in condo offers a rare opportu
27 Photos
Last Updated : 12 Days ago
381 Forest Avenue S, Simcoe, ON , MLS #S14132336 , Image - 1

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381 Forest Avenue S Orillia, Simcoe, ON MLS® S14132336

Residential Freehold (Detached)

$369900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the charm of 381 Forest Avenue South! This welcoming 3-bedroom, 1-bathroom bungalow offers comfortable living in a quiet, established neighbo
42 Photos
Last Updated : 12 Days ago
3063 Stone Ridge Boulevard, Simcoe, ON , MLS #S14132038 , Image - 1

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3063 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S14132038

Residential Freehold (Detached)

$999000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom-built family bungalow offering a bright, open-concept layout with quality finishes throughout, built
47 Photos
Last Updated : 12 Days ago
3020 Sierra Drive, Simcoe, ON , MLS #S14131116 , Image - 1

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3020 Sierra Drive Orillia, Simcoe, ON MLS® S14131116

Residential Freehold (Detached)

$989000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover exceptional quality and craftsmanship in this beautifully designed home, thoughtfully customized wi
29 Photos
Last Updated : 12 Days ago
321 Park Street, Simcoe, ON , MLS #S13631232 , Image - 1

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321 Park Street Orillia, Simcoe, ON MLS® S13631232

Residential Freehold (Detached)

$595000.0
price drop iconPrice drop by 4.8%
  • 3 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Brick bungalow in Orillia's sought-after North Ward - where mature trees, walkable streets, and everyday convenience meet. The fully fenced backyard i
14 Photos
Last Updated : 13 Days ago
93 Bond Street, Simcoe, ON , MLS #S14099028 , Image - 1

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93 Bond Street Orillia, Simcoe, ON MLS® S14099028

Residential Freehold (Detached)

$379000.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
CHARMING BUNGALOW WITH BEAUTIFUL FINISHES ON A MASSIVE 239-FT-DEEP LOT WITH A DETACHED OUTBUILDING IN A PRIME ORILLIA LOCATION! The backyard stretches
26 Photos
Last Updated : 13 Days ago
11 Churchlea Mews, Simcoe, ON , MLS #S14129834 , Image - 1

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11 Churchlea Mews Orillia, Simcoe, ON MLS® S14129834

Residential Freehold (Att/Row/Townhouse)

$637500.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover comfortable, low-maintenance living in this newer three-bedroom townhome, featuring numerous builde
34 Photos
Last Updated : 13 Days ago
270 JAMES Street E, Simcoe, ON , MLS #S13492702 , Image - 1

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270 JAMES Street E Orillia, Simcoe, ON MLS® S13492702

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 13.2%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Immaculate 3+1 bedroom detached home on 50'x120' treed lot minutes to Lake Simcoe, Tudhope Park public transport & city centre. Living/dining room wit
43 Photos
Last Updated : 13 Days ago
269 Cedarmere Road, Simcoe, ON , MLS #S13147574 , Image - 1

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269 Cedarmere Road Orillia, Simcoe, ON MLS® S13147574

Residential Freehold (Detached)

$1259000.0
price drop iconPrice drop by 2.4%
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offe
50 Photos
Last Updated : 13 Days ago
407 Bay Street, Simcoe, ON , MLS #S12515842 , Image - 1

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407 Bay Street Orillia, Simcoe, ON MLS® S12515842

Residential Freehold (Detached)

$1299000.0
price drop iconPrice drop by 18.3%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-s
32 Photos
Last Updated : 14 Days ago
453 Mooney Crescent, Simcoe, ON , MLS #S14104466 , Image - 1

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453 Mooney Crescent Orillia, Simcoe, ON MLS® S14104466

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 2.1%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tucked away near the end of a quiet dead-end street and just steps from the canal, this bright and welcoming home is located in one of Orillia's most
45 Photos
Last Updated : 14 Days ago
5 Argyle Avenue, Simcoe, ON , MLS #S14125192 , Image - 1

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5 Argyle Avenue Orillia, Simcoe, ON MLS® S14125192

Residential Freehold (Detached)

$555000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Recently renovated, well built raised bungalow in the heart of Orillia. Nestled on a quiet street, 5 Argyle Ave offers a large, fenced backyard with m
49 Photos
Last Updated : 14 Days ago
3046 Stone Ridge Boulevard, Simcoe, ON , MLS #S14122074 , Image - 1

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3046 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S14122074

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained home in Orillia's West Ridge community. This property offers over 2,500 sq. ft. of finished living space, 9-foo
50 Photos
Last Updated : 15 Days ago
347 Macisaac Drive, Simcoe, ON , MLS #S14117720 , Image - 1

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347 Macisaac Drive Orillia, Simcoe, ON MLS® S14117720

Residential Freehold (Detached)

$975000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 347 MacIsaac Drive, a waterfront sidesplit bungalow on Smiths Bay, Lake Simcoe, offering direct water access, a private dock and beautiful
26 Photos
Last Updated : 15 Days ago
42 Dancy Drive, Simcoe, ON , MLS #S14079936 , Image - 1

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42 Dancy Drive Orillia, Simcoe, ON MLS® S14079936

Residential Freehold (Detached)

$619900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Pride of ownership shines throughout this beautifully maintained family home, offering a warm and welcoming
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