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Orillia Detached Houses for Sale - P2

Showing results 31 - 60 of 140
Last Updated: November 06, 2026
  • New Listings
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50 Photos
Last Updated : 4 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
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
49 Photos
Last Updated : 4 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S14118302 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S14118302

Residential Freehold (Detached)

$789000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
49 Photos
Last Updated : 5 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)

$669900.0
price drop iconPrice drop by 4.3%
  • 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
48 Photos
Last Updated : 5 Days ago
406 Peter Street N, Simcoe, ON , MLS #S13849866 , Image - 1

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406 Peter Street N Orillia, Simcoe, ON MLS® S13849866

Residential Freehold (Detached)

$795000.0
price drop iconPrice drop by 2.9%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
WELCOME TO 406 PETER STREET NORTH - WHERE CLASSIC CHARM MEETS MODERN COMFORT, AND THE BACKYARD JUST KEEPS GOING! Nestled in Orillia's desirable North
38 Photos
Last Updated : 6 Days ago
2 Leach Street, Simcoe, ON , MLS #S14128350 , Image - 1

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2 Leach Street Orillia, Simcoe, ON MLS® S14128350

Residential Freehold (Detached)

$649000.0
  • 2 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
An extremely well-maintained raised bungalow in one of the most sought-after pockets of Orillia's North Ward. Approximately 1,300 sq ft above grade pl
22 Photos
Last Updated : 7 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 : 7 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 : 7 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 : 7 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 : 7 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
30 Photos
Last Updated : 8 Days ago
24 Goldie Drive, Simcoe, ON , MLS #S14093900 , Image - 1

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24 Goldie Drive Orillia, Simcoe, ON MLS® S14093900

Residential Freehold (Detached)

$549000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
24 Goldie Dr in Orillia's desirable North Ward offers a great combination of comfort, convenience, and thoughtful updates, all within walking distance
14 Photos
Last Updated : 8 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
34 Photos
Last Updated : 8 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 : 8 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
Open House : Sat Nov 07, 12:00 PM to 02:00 PM
50 Photos
Last Updated : 8 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 : 9 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 : 9 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 : 9 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
43 Photos
Last Updated : 9 Days ago
13 Grace Avenue, Simcoe, ON , MLS #S14124188 , Image - 1

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13 Grace Avenue Orillia, Simcoe, ON MLS® S14124188

Residential Freehold (Detached)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
TOP 5 REASONS YOU'LL LOVE THIS HOME! 1. INCREDIBLE LOT: Situated on a beautiful, oversized 86 ft x 174 ft lot in Orillia's desirable North Ward, this
38 Photos
Last Updated : 9 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
50 Photos
Last Updated : 10 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 : 10 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
8 Photos
Last Updated : 10 Days ago
321 Franklin Street, Simcoe, ON , MLS #S13599742 , Image - 1

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321 Franklin Street Orillia, Simcoe, ON MLS® S13599742

Residential Freehold (Detached)

$529000.0
price drop iconPrice drop by 1.9%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautifully maintained bungalow is nestled on a picturesque, family-friendly street in one of Orillia's most desirable neighbourhoods. Offering 3
49 Photos
Last Updated : 10 Days ago
144 Jarvis Street, Simcoe, ON , MLS #S14119954 , Image - 1

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144 Jarvis Street Orillia, Simcoe, ON MLS® S14119954

Residential Freehold (Detached)

$549900.0
  • 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
48 Photos
Last Updated : 10 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)

$679900.0
price drop iconPrice drop by 9.3%
  • 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
47 Photos
Last Updated : 13 Days ago
3151 Monarch Drive, Simcoe, ON , MLS #S14109792 , Image - 1

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3151 Monarch Drive Orillia, Simcoe, ON MLS® S14109792

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Bright and beautiful detached home with a double garage is situated on a spacious 50-ft lot and features a welcoming open-concept layout with 4 bedroo
15 Photos
Last Updated : 14 Days ago
3019 Monarch Drive, Simcoe, ON , MLS #S14112046 , Image - 1

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3019 Monarch Drive Orillia, Simcoe, ON MLS® S14112046

Residential Freehold (Detached)

$1149900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 3019 Monarch Dr in Orillia's sought-after West Ridge community! This impressive new build by Mariposa Homes offers over 3,000 sq. ft. of li
23 Photos
Last Updated : 14 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13856932 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13856932

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 6.7%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This fully vacant legal duplex offers the perfect blend of comfortable living and income poten
35 Photos
Last Updated : 15 Days ago
88 Pearl Drive, Simcoe, ON , MLS #S14091740 , Image - 1

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88 Pearl Drive Orillia, Simcoe, ON MLS® S14091740

Residential Freehold (Detached)

$638900.0
  • 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
32 Photos
Last Updated : 15 Days ago
636 Mississaga Street W, Simcoe, ON , MLS #S14107772 , Image - 1

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636 Mississaga Street W Orillia, Simcoe, ON MLS® S14107772

Residential Freehold (Detached)

$564900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated brick ranch bungalow in Orillia's desirable West Ward. Offering a convenient location just minutes from highway ac
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