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Orillia Single Family Homes for Sale - P2

Showing results 31 - 60 of 182
Last Updated: September 28, 2026
  • New Listings
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36 Photos
Last Updated : 4 Days ago
195 North Street E, Simcoe, ON , MLS #S13741282 , Image - 1
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195 North Street E Orillia, Simcoe, ON MLS® S13741282

Residential Freehold (Detached)

$549990.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 195 North Street E, a fantastic opportunity nestled in Orillia's coveted North End! This spacious and versatile home offers the perfect com
23 Photos
Last Updated : 4 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)

$574900.0
price drop iconPrice drop by 4.2%
  • 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
50 Photos
Last Updated : 5 Days ago
37 Ashton Street, Simcoe, ON , MLS #S13820152 , Image - 1

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37 Ashton Street Orillia, Simcoe, ON MLS® S13820152

Residential Freehold (Detached)

$599000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 37 Ashton Street, a charming bungalow in a desirable Orillia neighbourhood, just steps from Homewood Park and conveniently close to local g
40 Photos
Last Updated : 5 Days ago
82 Fourth Street, Simcoe, ON , MLS #S13767062 , Image - 1

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82 Fourth Street Orillia, Simcoe, ON MLS® S13767062

Residential Freehold (Detached)

$679000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 82 Fourth Street, a charming side-split home located in Orillia's highly sought-after North Ward. This beautifully maintained residence off
43 Photos
Last Updated : 5 Days ago
3112 Emperor Drive, Simcoe, ON , MLS #S13778062 , Image - 1

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3112 Emperor Drive Orillia, Simcoe, ON MLS® S13778062

Residential Freehold (Detached)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
NEW PRICE & MOTIVATED SELLER! Exceptional value in Orillia's highly desirable West Ridge community. This very well maintained 3 bedroom, 3 bathroom de
Open House : Wed Sep 30, 04:00 PM to 06:00 PM
48 Photos
Last Updated : 5 Days ago
139 Borland Street E, Simcoe, ON , MLS #S13471808 , Image - 1

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139 Borland Street E Orillia, Simcoe, ON MLS® S13471808

Residential Freehold (Detached)

$534900.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
North Ward Charm with Inground Pool & Covered Verandah! Welcome to this well-maintained 1 storey home nestled in Orillia's sought-after North Ward, j
28 Photos
Last Updated : 5 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
16 Photos
Last Updated : 5 Days ago
239 Front Street S, Simcoe, ON , MLS #S13619760 , Image - 1

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239 Front Street S Orillia, Simcoe, ON MLS® S13619760

Residential Freehold (Detached)

$374900.0
price drop iconPrice drop by 6.0%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Incredible Investment Opportunity & Modern Turn-Key Home in the Heart of Orillia. Welcome to this beautifully updated 2-bedroom, 1-bathroom detached h
9 Photos
Last Updated : 6 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$359000.0
price drop iconPrice drop by 28.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
45 Photos
Last Updated : 6 Days ago
403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

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403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1378000.0
price drop iconPrice drop by 5.0%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o
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)

$669900.0
price drop iconPrice drop by 6.9%
  • 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
21 Photos
Last Updated : 6 Days ago
800 West Ridge Boulevard, Simcoe, ON , MLS #S13798050 , Image - 1

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Unit-125, 800 West Ridge Boulevard Orillia, Simcoe, ON MLS® S13798050

Residential Freehold (Att/Row/Townhouse)

$419999.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully 3-bedroom, 3-bathroom end-unit townhome, offering a bright, spacious, and inviting layout. Featuring an open-concept desig
14 Photos
Last Updated : 6 Days ago
69 DIANA Drive, Simcoe, ON , MLS #S13725978 , Image - 1

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69 DIANA Drive Orillia, Simcoe, ON MLS® S13725978

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 5.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to a home that effortlessly blends opportunity with everyday comfort. This charming two-storey , Four Bedroom detached residence with a 2 car
41 Photos
Last Updated : 6 Days ago
4090 Wainman Line, Simcoe, ON , MLS #S13706262 , Image - 1

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4090 Wainman Line Orillia, Simcoe, ON MLS® S13706262

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 5.9%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this spacious and versatile home featuring a welcoming foyer with a large closet, convenient access to the accessory apartment, and a gener
29 Photos
Last Updated : 6 Days ago
65 Pearl Drive, Simcoe, ON , MLS #S13813638 , Image - 1

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65 Pearl Drive Orillia, Simcoe, ON MLS® S13813638

Residential Freehold (Detached)

$629900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
If you've been waiting for the right house in the right location, 65 Pearl belongs at the top of your list. There's plenty of room to spread out, a la
45 Photos
Last Updated : 6 Days ago
32 Carter Crescent, Simcoe, ON , MLS #S13810230 , Image - 1

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32 Carter Crescent Orillia, Simcoe, ON MLS® S13810230

Residential Freehold (Detached)

$745000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well-kept, all-brick bungalow in Orillia's sought-after Rynard Estates, offering a comfortable floor plan, generous finished living space and a privat
24 Photos
Last Updated : 7 Days ago
8 Lavallee Crescent, Simcoe, ON , MLS #S13720482 , Image - 1

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8 Lavallee Crescent Orillia, Simcoe, ON MLS® S13720482

Residential Freehold (Detached)

$595000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful, bright, and cheerful home located on one of the best and quietest neighborhoods in Orillia. Located right on the 160 km multi-use trail sys
46 Photos
Last Updated : 7 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13684472 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13684472

Residential Freehold (Detached)

$499999.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
25 Photos
Last Updated : 7 Days ago
22 Creighton Street S, Simcoe, ON , MLS #S13735156 , Image - 1

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22 Creighton Street S Orillia, Simcoe, ON MLS® S13735156

Residential Freehold (Detached)

$549000.0
price drop iconPrice drop by 2.8%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
A charming bungalow with a massive heated shop, two driveways and steps away from the lake. Welcome to this lovely home in the Hamlet of Atherley, ide
1 Photos
Last Updated : 7 Days ago
3139 Orion Boulevard, Simcoe, ON
3139 Orion Boulevard Orillia, Simcoe, ON MLS® S13771404

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 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
24 Photos
Last Updated : 7 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13752688 , Image - 1

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3118 Emperor Drive Orillia, Simcoe, ON MLS® S13752688

Residential Freehold (Detached)

$774999.0
  • 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 : 7 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13752824 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13752824

Residential Freehold (Detached)

$774999.0
  • 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
40 Photos
Last Updated : 7 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
29 Photos
Last Updated : 7 Days ago
40 Lily Drive, Simcoe, ON , MLS #S13789470 , Image - 1

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40 Lily Drive Orillia, Simcoe, ON MLS® S13789470

Residential Freehold (Att/Row/Townhouse)

$619999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 40 Lily Drive, an end-unit bungalow townhome offering easy, no-stairs living in North Lake Village. Situated on a corner lot, this two-bedr
45 Photos
Last Updated : 7 Days ago
275 Nottawasaga Street, Simcoe, ON , MLS #S13791566 , Image - 1

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275 Nottawasaga Street Orillia, Simcoe, ON MLS® S13791566

Residential Freehold (Detached)

$499900.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome home to this inviting raised bungalow in the heart of Orillia! Offering a wonderful blend of comfort, space, and convenience, this thoughtfull
34 Photos
Last Updated : 7 Days ago
97 Laclie Street, Simcoe, ON , MLS #S13761742 , Image - 1

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97 Laclie Street Orillia, Simcoe, ON MLS® S13761742

Residential Freehold (Detached)

$889000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Great Opportunity To Move Into This Immaculate House Located In The Prime Orillia Area.Perfect for families, professionals or investors.Walking Distan
49 Photos
Last Updated : 7 Days ago
3192 BASS LAKE Side Road, Simcoe, ON , MLS #S13760816 , Image - 1

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3192 BASS LAKE Side Road Orillia, Simcoe, ON MLS® S13760816

Residential Freehold (Detached)

$695000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to 3192 Bass Lake Sideroad - This lovingly maintained brick 3 bedroom and 2 bathroom walkout bungalow is ideally situated in the desirabl
47 Photos
Last Updated : 8 Days ago
94 Fittons Road E, Simcoe, ON , MLS #S13565012 , Image - 1

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94 Fittons Road E Orillia, Simcoe, ON MLS® S13565012

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 3.8%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 94 Fittons Road East, a beautifully maintained family home in Orillia's highly sought-after North Ward. Set on a beautifully landscaped lot
12 Photos
Last Updated : 9 Days ago
167 Laclie Street, Simcoe, ON , MLS #S13794736 , Image - 1

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167 Laclie Street Orillia, Simcoe, ON MLS® S13794736

Residential Freehold (Detached)

$369000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvements and exciting value-add potential. Set in an esta
43 Photos
Last Updated : 9 Days ago
4 Kehoe Court, Simcoe, ON , MLS #S13795260 , Image - 1

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4 Kehoe Court Orillia, Simcoe, ON MLS® S13795260

Residential Freehold (Detached)

$649900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming raised bungalow nestled on a quiet cul-de-sac in a highly sought-after Orillia neighborhood. Offering over 2,000 square feet of finished, fle
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