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Orillia Real Estate & Houses for Sale - P5

Showing results 121 - 150 of 262
Last Updated: September 23, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
44 Photos
Last Updated : 12 Days ago
10 Wyn Wood Lane, Simcoe, ON , MLS #S13770604 , Image - 1
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10 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13770604

Residential Freehold (Att/Row/Townhouse)

$699999.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
10 Wyn Wood Lane - A luxury townhome nestled in an exclusive lakeside community. Steps from the lake, this exceptional residence offers over 2000 sq.f
19 Photos
Last Updated : 13 Days ago
10 First Street, Simcoe, ON , MLS #S13736770 , Image - 1

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10 First Street Orillia, Simcoe, ON MLS® S13736770

Residential Freehold (Vacant Land)

$294500.0
  • < 700 sq-ft
Approved Engineered Drawings For A Duplex. Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development
32 Photos
Last Updated : 13 Days ago
89 Lightfoot Drive, Simcoe, ON , MLS #S13767480 , Image - 1

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89 Lightfoot Drive Orillia, Simcoe, ON MLS® S13767480

Residential Freehold (Other)

$1099900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this stunning 3-storey end-unit townhome in the highly sought-after Sunshine Harbour community! Offering unobstructed views of Lake Couchic
32 Photos
Last Updated : 13 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S13539430 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S13539430

Residential Freehold (Detached)

$826900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many
50 Photos
Last Updated : 13 Days ago
26 Dalton Crescent N, Simcoe, ON , MLS #S13687630 , Image - 1

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26 Dalton Crescent N Orillia, Simcoe, ON MLS® S13687630

Residential Freehold (Detached)

$674900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this spacious family home in Orillia's highly sought-after North Ward, situated on an impressive oversized lot adjacent to a park! Brimming
38 Photos
Last Updated : 13 Days ago
117 Isabella Drive, Simcoe, ON , MLS #S13663374 , Image - 1

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117 Isabella Drive Orillia, Simcoe, ON MLS® S13663374

Residential Freehold (Att/Row/Townhouse)

$619900.0
price drop iconPrice drop by 1.6%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity knocks-motivated sellers and an incredible turn-key property loaded with pristine upgrades make this a Westridge home you won't want to mi
46 Photos
Last Updated : 13 Days ago
408 Mooney Crescent, Simcoe, ON , MLS #S13620122 , Image - 1

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408 Mooney Crescent Orillia, Simcoe, ON MLS® S13620122

Residential Freehold (Detached)

$999900.0
price drop iconPrice drop by 4.8%
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover waterfront living in the highly sought-after Couchiching Point community! This spacious 3+1 bedroom bungalow is situated on a generous lot wi
27 Photos
Last Updated : 13 Days ago
21 Matchedash Street S, Simcoe, ON , MLS #S13764736 , Image - 1

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Unit-502, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S13764736

Residential Condo & Other (Condo Apartment)

$689000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Experience modern condo living at the sought-after Matchedash Lofts, ideally positioned in the heart of his
50 Photos
Last Updated : 13 Days ago
12 LANKIN Boulevard, Simcoe, ON , MLS #S13481748 , Image - 1

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Unit-#22, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13481748

Residential Condo & Other (Condo Townhouse)

$408000.0
price drop iconPrice drop by 2.8%
  • 3 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Experience lakeside living in this fully renovated, multi-level condo townhouse just a few hundred yards from Lake Simcoe. Unit 22, 12 Lankin Blvd, si
48 Photos
Last Updated : 14 Days ago
25 Atlantis Drive, Simcoe, ON , MLS #S13763122 , Image - 1

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25 Atlantis Drive Orillia, Simcoe, ON MLS® S13763122

Residential Freehold (Detached)

$840000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 25 Atlantis Drive, a beautifully maintained home built in 2020, nestled in Orillia's highly sought-after West Ridge community. Set in one o
25 Photos
Last Updated : 14 Days ago
328 Colborne Street W, Simcoe, ON , MLS #S13733786 , Image - 1

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328 Colborne Street W Orillia, Simcoe, ON MLS® S13733786

Residential Freehold (Detached)

$529900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 328 Colborne St W in Orillia-a charming 4-bedroom, 2-bathroom, 1.5-storey detached home offering a flexible layout, attached single-car gar
32 Photos
Last Updated : 14 Days ago
95 Matchedash Street N, Simcoe, ON , MLS #S13742958 , Image - 1

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Unit-202, 95 Matchedash Street N Orillia, Simcoe, ON MLS® S13742958

Residential Condo & Other (Condo Apartment)

$599000.0
  • 2 Beds
  • 2 Baths
  • 1800-1999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Set on the second level, this bright and welcoming condo is enhanced by large windows that invite an abunda
39 Photos
Last Updated : 14 Days ago
60 Museum Drive, Simcoe, ON , MLS #S13759538 , Image - 1

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Unit-518, 60 Museum Drive Orillia, Simcoe, ON MLS® S13759538

Residential Condo & Other (Condo Townhouse)

$649000.0
  • 2 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Located in the sought-after adult lifestyle community of Leacock Village, this charming two bedroom, three
13 Photos
Last Updated : 14 Days ago
26 rose Avenue, Simcoe, ON , MLS #S13759346 , Image - 1

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26 rose Avenue Orillia, Simcoe, ON MLS® S13759346

Residential Freehold (Semi-Detached )

$659900.0
  • 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
21 Photos
Last Updated : 15 Days ago
35 Canterbury Circle, Simcoe, ON , MLS #S13722500 , Image - 1

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35 Canterbury Circle Orillia, Simcoe, ON MLS® S13722500

Residential Freehold (Link)

$655000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautifully maintained 2 bedroom, 2 bathroom bungalow on a quiet cul-de-sac in highly desired development by Landen Homes in 2012. Main floor features
14 Photos
Last Updated : 15 Days ago
3063 Emperor Drive, Simcoe, ON , MLS #S13756380 , Image - 1

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3063 Emperor Drive Orillia, Simcoe, ON MLS® S13756380

Residential Freehold (Detached)

$784900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Located in the heart of the highly sought-after West Ridge community in Orillia, this exceptional 4-bedroom, 2.5-bathroom home is a true show-stopper!
33 Photos
Last Updated : 15 Days ago
192 John Street, Simcoe, ON , MLS #S13751758 , Image - 1

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192 John Street Orillia, Simcoe, ON MLS® S13751758

Residential Freehold (Detached)

$774999.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Exceptional Quality and Value! A Worry Free, immaculate, well maintained century home. Renovated and restored creating the perfect blend of original
14 Photos
Last Updated : 15 Days ago
93 Bond Street, Simcoe, ON , MLS #S13752114 , Image - 1

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93 Bond Street Orillia, Simcoe, ON MLS® S13752114

Residential Freehold (Detached)

$399900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
COZY BUNGALOW WITH TASTEFUL FINISHES ON A 239-FT-DEEP LOT, A DETACHED OUTBUILDING & A PRIME ORILLIA LOCATION! The backyard stretches far beyond the ho
39 Photos
Last Updated : 15 Days ago
506 West Street S, Simcoe, ON , MLS #S13755396 , Image - 1

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506 West Street S Orillia, Simcoe, ON MLS® S13755396

Residential Freehold (Detached)

$639000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 506 West Street South, Orillia! This beautifully fully renovated 1.5-storey home offers modern updates, comfortable living space, and an ex
43 Photos
Last Updated : 15 Days ago
90 Pearl Drive, Simcoe, ON , MLS #S13753364 , Image - 1

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90 Pearl Drive Orillia, Simcoe, ON MLS® S13753364

Residential Freehold (Detached)

$589900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your next chapter-a stylish, sun-filled 2-storey home offering 1,692 sq ft of thoughtfully designed living space with 3 bedrooms and 2.5 ba
43 Photos
Last Updated : 15 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
44 Photos
Last Updated : 15 Days ago
2 Vanessa Drive, Simcoe, ON , MLS #S13752982 , Image - 1

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2 Vanessa Drive Orillia, Simcoe, ON MLS® S13752982

Residential Freehold (Detached)

$999999.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in the heart of Orillia, this spacious legal duplex offers exceptional convenience, wal
31 Photos
Last Updated : 15 Days ago
396 Mary Street, Simcoe, ON , MLS #S13751738 , Image - 1

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396 Mary Street Orillia, Simcoe, ON MLS® S13751738

Residential Freehold (Detached)

$674999.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set in a welcoming, family-friendly neighbourhood and backing directly onto Homewood Park, this spacious fiv
14 Photos
Last Updated : 15 Days ago
267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

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267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$225900.0
price drop iconPrice drop by 5.4%
Vacant Land For Sale! Seller Financing Available. A great opportunity to build on a large ~1/4 acre lot in a convenient downtown Orillia location.
44 Photos
Last Updated : 16 Days ago
743 Broadview Avenue, Simcoe, ON , MLS #S13751444 , Image - 1

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743 Broadview Avenue Orillia, Simcoe, ON MLS® S13751444

Residential Freehold (Detached)

$1299800.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Desirable Couchiching Point 86' WATERFRONT All-Year Round 2+2 Raised Detached Bungalow on Premium Lot. **Over 2,500 Sq Ft Of Living Space. Recently Re
6 Photos
Last Updated : 16 Days ago
3119 Emperor Drive, Simcoe, ON , MLS #S13723024 , Image - 1

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3119 Emperor Drive Orillia, Simcoe, ON MLS® S13723024

Residential Freehold (Detached)

$849000.0
  • 6 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 3119 Emperor Drive, an extraordinary estate in Orillia's coveted Westridge community, where timeless elegance harmonizes with modern luxury
26 Photos
Last Updated : 16 Days ago
177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

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177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
DON'T JUDGE THIS BOOK BY ITS COVER - THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income property or
41 Photos
Last Updated : 19 Days ago
354 Arthur Street, Simcoe, ON , MLS #S13745886 , Image - 1

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354 Arthur Street Orillia, Simcoe, ON MLS® S13745886

Residential Freehold (Detached)

$669000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Well Here It Is!! Great Location and well maintained 2 storey home with 3 plus 1 bedrooms. Perfect family home close to amenities including hospital a
23 Photos
Last Updated : 19 Days ago
382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$350000.0
price drop iconPrice drop by 6.7%
  • 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
36 Photos
Last Updated : 19 Days ago
23A George Street, Simcoe, ON , MLS #S13110238 , Image - 1

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23A George Street Orillia, Simcoe, ON MLS® S13110238

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 7.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well kept brick bungalow located in a family-friendly neighbourhood close to schools, parks, and everyday amenities. With no rear neig
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