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Orillia Detached Houses for Sale - P2

Showing results 31 - 60 of 164
Last Updated: September 22, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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8 Photos
Last Updated : 4 Days ago
600 West Street S, Simcoe, ON , MLS #S13561268 , Image - 1
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600 West Street S Orillia, Simcoe, ON MLS® S13561268

Residential Freehold (Detached)

$349000.0
price drop iconPrice drop by 12.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi
49 Photos
Last Updated : 4 Days ago
144 Jarvis Street, Simcoe, ON , MLS #S13798166 , Image - 1

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144 Jarvis Street Orillia, Simcoe, ON MLS® S13798166

Residential Freehold (Detached)

$589900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 144 Jarvis Street, a truly special piece of Orillia history in the sought-after North Ward, just steps from the main beach waterfront of La
27 Photos
Last Updated : 4 Days ago
381 Forest Avenue S, Simcoe, ON , MLS #S13797666 , Image - 1

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381 Forest Avenue S Orillia, Simcoe, ON MLS® S13797666

Residential Freehold (Detached)

$379900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 381 Forest Avenue, South! This bright and cozy 3-bedroom, 1-bath bungalow is located in a peaceful and friendly neighbourhood. Bright and i
41 Photos
Last Updated : 4 Days ago
24 Ashton Street, Simcoe, ON , MLS #S13721122 , Image - 1

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24 Ashton Street Orillia, Simcoe, ON MLS® S13721122

Residential Freehold (Detached)

$599900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your dream home! This sturdy, detached brick bungalow in Orillia offers the ultimate in single-level living, perfectly blending daily conve
29 Photos
Last Updated : 4 Days ago
3 Lawson Avenue, Simcoe, ON , MLS #S13783890 , Image - 1

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3 Lawson Avenue Orillia, Simcoe, ON MLS® S13783890

Residential Freehold (Detached)

$572900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn the key and move into this clean, beautifully maintained home. This nicely renovated 3-bedroom side split has plenty to offer. The open-concept
4 Photos
Last Updated : 4 Days ago
3151 Orion Boulevard, Simcoe, ON , MLS #S13802446 , Image - 1
3151 Orion Boulevard Orillia, Simcoe, ON MLS® S13802446

Residential Freehold (Detached)

$825900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Take advantage of NEW HST REBATES with revised pricing! The appeal of Orillia living truly comes to life in communities like Westridge Trailside. Set
32 Photos
Last Updated : 4 Days ago
424 Homewood Avenue, Simcoe, ON , MLS #S13610426 , Image - 1

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424 Homewood Avenue Orillia, Simcoe, ON MLS® S13610426

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a doub
37 Photos
Last Updated : 4 Days ago
2970 Monarch Drive, Simcoe, ON , MLS #S13770714 , Image - 1

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2970 Monarch Drive Orillia, Simcoe, ON MLS® S13770714

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exquisite pond views and breathtaking sunsets from a gorgeous cul-de-sac: this modern, beautifully finished 4-bedroom home located at 2970 Monarch Dri
8 Photos
Last Updated : 4 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
50 Photos
Last Updated : 4 Days ago
4 Karen Crescent, Simcoe, ON , MLS #S13752718 , Image - 1

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4 Karen Crescent Orillia, Simcoe, ON MLS® S13752718

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 3.4%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious Family Home with an In-Law Suite. Over 3,000 sq. ft. of finished living space! This beautifully maintained 4-bedroom home offers generous roo
35 Photos
Last Updated : 5 Days ago
88 Pearl Drive, Simcoe, ON , MLS #S13768630 , Image - 1

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88 Pearl Drive Orillia, Simcoe, ON MLS® S13768630

Residential Freehold (Detached)

$658900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this well-maintained, first-owner home in the desirable Westridge community! Offering approximately 1,730 sq. ft. of living space, this spa
14 Photos
Last Updated : 5 Days ago
8 Edna Street, Simcoe, ON , MLS #S13670930 , Image - 1

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8 Edna Street Orillia, Simcoe, ON MLS® S13670930

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 13.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this 3-bedroom, 2-bathroom bungalow offering 1,517 sq ft above grade in a convenient location close to highway access, shopping, schools, p
50 Photos
Last Updated : 5 Days ago
390 Arthur Street, Simcoe, ON , MLS #S13546356 , Image - 1

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390 Arthur Street Orillia, Simcoe, ON MLS® S13546356

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 3.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central lo
47 Photos
Last Updated : 5 Days ago
16 Frontier Avenue, Simcoe, ON , MLS #S13710710 , Image - 1

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16 Frontier Avenue Orillia, Simcoe, ON MLS® S13710710

Residential Freehold (Detached)

$889000.0
price drop iconPrice drop by 3.4%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
2 storey, 6 bedroom home. Great finishings, brick and aluminum sided. Many quality features, new upgraded custom kitchen, features with center island.
23 Photos
Last Updated : 5 Days ago
17 Hughes Road E, Simcoe, ON , MLS #S13752344 , Image - 1

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17 Hughes Road E Orillia, Simcoe, ON MLS® S13752344

Residential Freehold (Detached)

$599900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Set on a quiet street in a fantastic North ward neighbourhood, this well-cared-for home sits on a beautiful mature lot surrounded by towering trees an
41 Photos
Last Updated : 5 Days ago
2997 Stone Ridge Boulevard, Simcoe, ON , MLS #S13559916 , Image - 1

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2997 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13559916

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Whether you're searching for a spacious single-family home, a true multigenerational property with a private in-law suite, or an investment opportunit
34 Photos
Last Updated : 6 Days ago
10 Andrea Crescent, Simcoe, ON , MLS #S13787772 , Image - 1

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10 Andrea Crescent Orillia, Simcoe, ON MLS® S13787772

Residential Freehold (Detached)

$649900.0
  • 3 +1 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
28 Photos
Last Updated : 6 Days ago
337 Nottawasaga Street, Simcoe, ON , MLS #S13772072 , Image - 1

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337 Nottawasaga Street Orillia, Simcoe, ON MLS® S13772072

Residential Freehold (Detached)

$524900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the best of in-town convenience with easy access to downtown Orillia, the beautiful waterfront, Highwa
49 Photos
Last Updated : 6 Days ago
49 Bond Street, Simcoe, ON , MLS #S13646500 , Image - 1

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49 Bond Street Orillia, Simcoe, ON MLS® S13646500

Residential Freehold (Detached)

$625000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well-maintained, updated bungalow in a desirable Orillia neighbourhood! Offering over 1,100 sq. ft. above grade plus a finished lower
39 Photos
Last Updated : 6 Days ago
238 Mary Street, Simcoe, ON , MLS #S13675522 , Image - 1

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238 Mary Street Orillia, Simcoe, ON MLS® S13675522

Residential Freehold (Detached)

$589000.0
price drop iconPrice drop by 5.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Ranch-style bungalow with in-law apartment. This neat, clean and well-maintained home is located on a quiet residential street west of the hospital an
50 Photos
Last Updated : 6 Days ago
8 Dunn Avenue, Simcoe, ON , MLS #S13791572 , Image - 1

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8 Dunn Avenue Orillia, Simcoe, ON MLS® S13791572

Residential Freehold (Detached)

$459900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming West Ward bungalow is proof that great things come in small packages! Set on a surprisingly deep, private lot surrounded by mature trees
45 Photos
Last Updated : 6 Days ago
64 Vanessa Drive, Simcoe, ON , MLS #S13696376 , Image - 1

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64 Vanessa Drive Orillia, Simcoe, ON MLS® S13696376

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully finished and move-in ready, this 3-bedroom, 3-bathroom home is located in Orillia's popular West Ridge community. Bright and airy, it offe
48 Photos
Last Updated : 6 Days ago
109 Brant Street E, Simcoe, ON , MLS #S13790002 , Image - 1

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109 Brant Street E Orillia, Simcoe, ON MLS® S13790002

Residential Freehold (Detached)

$749900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a quiet, treelined street just steps from Lake Couchich
45 Photos
Last Updated : 6 Days ago
67 Vanessa Drive, Simcoe, ON , MLS #S13687440 , Image - 1

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67 Vanessa Drive Orillia, Simcoe, ON MLS® S13687440

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 2.8%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped ranch bungalow with a walkout basement, offering spacious living areas and quality finishes throughout. A high stone walkway le
27 Photos
Last Updated : 6 Days ago
14 Courtland Street, Simcoe, ON , MLS #S13451982 , Image - 1

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14 Courtland Street Orillia, Simcoe, ON MLS® S13451982

Residential Freehold (Detached)

$609900.0
price drop iconPrice drop by 6.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped property with a newly paved driveway is ideally located close to beaches, parks, and all amenities. Situated on a generous 200-
26 Photos
Last Updated : 6 Days ago
23 Carter Crescent, Simcoe, ON , MLS #S13721598 , Image - 1

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23 Carter Crescent Orillia, Simcoe, ON MLS® S13721598

Residential Freehold (Detached)

$769900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Bright and spacious brick 3+1 bedroom, 3-bathroom raised bungalow located in a desirable, family-friendly Orillia neighborhood. The ideal location off
49 Photos
Last Updated : 6 Days ago
426 Highland Avenue, Simcoe, ON , MLS #S13675538 , Image - 1

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426 Highland Avenue Orillia, Simcoe, ON MLS® S13675538

Residential Freehold (Detached)

$684900.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This updated 3-bedroom bungalow in sought after North Ward sits on a generous 68' x 125' lot. The main floor features bright open-concept living with
38 Photos
Last Updated : 7 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
4 Photos
Last Updated : 7 Days ago
79 Frederick Street, Simcoe, ON , MLS #S13655208 , Image - 1
79 Frederick Street Orillia, Simcoe, ON MLS® S13655208

Residential Freehold (Detached)

$399900.0
price drop iconPrice drop by 19.9%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly
46 Photos
Last Updated : 7 Days ago
390 Mississaga Street W, Simcoe, ON , MLS #S13775546 , Image - 1

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390 Mississaga Street W Orillia, Simcoe, ON MLS® S13775546

Residential Freehold (Detached)

$645000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
390 Mississauga St W, Orillia - Oversized R2 Lot with Severance & Value-Add Upside. An opportunity built for investors, builders, and value-add buyers
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