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Orillia Single Family Homes for Sale - P2

Showing results 31 - 60 of 168
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 4 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1
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292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 8.4%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers
36 Photos
Last Updated : 4 Days ago
89 Carter Crescent, Simcoe, ON , MLS #S13511748 , Image - 1

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89 Carter Crescent Orillia, Simcoe, ON MLS® S13511748

Residential Freehold (Detached)

$769900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 89 Carter Cres - a move-in ready family home in one of the area's most established neighbourhoods. This beautifully maintained 3+1 bedroom
20 Photos
Last Updated : 5 Days ago
10 Argyle Avenue, Simcoe, ON , MLS #S13446110 , Image - 1

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10 Argyle Avenue Orillia, Simcoe, ON MLS® S13446110

Residential Freehold (Detached)

$405000.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Charming. Affordable. Full of Potential. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to get into the market in a matu
25 Photos
Last Updated : 5 Days ago
38 North Street W, Simcoe, ON , MLS #S13620062 , Image - 1

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38 North Street W Orillia, Simcoe, ON MLS® S13620062

Residential Freehold (Detached)

$569999.0
  • 2 +2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Functional. Inviting. Well-Located. Set in Orillia's North Ward, this all-brick bungalow offers a thoughtful layout and versatile living spaces, ideal
22 Photos
Last Updated : 5 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0
  • 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
48 Photos
Last Updated : 5 Days ago
258 Bay Street, Simcoe, ON , MLS #S13511876 , Image - 1

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258 Bay Street Orillia, Simcoe, ON MLS® S13511876

Residential Freehold (Detached)

$1499900.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
This premium waterfront property offers an exceptional location just minutes from Orillia's downtown core and Couchiching Beach Park. Situated on a d
32 Photos
Last Updated : 5 Days ago
173 Barrie Road, Simcoe, ON , MLS #S13486552 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S13486552

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-timebuyers or investors, located in the heart of Orillia
22 Photos
Last Updated : 5 Days ago
313 John Street, Simcoe, ON , MLS #S13100194 , Image - 1

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313 John Street Orillia, Simcoe, ON MLS® S13100194

Residential Freehold (Detached)

$329000.0
price drop iconPrice drop by 17.7%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Bungalow on large lot in excellent area. 50' feet X 171' feet as per MPAC. Great curb appeal beautiful front and rear decks, shrubs, bushes, flowers a
50 Photos
Last Updated : 5 Days ago
97 Atlantis Drive, Simcoe, ON , MLS #S13630014 , Image - 1

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97 Atlantis Drive Orillia, Simcoe, ON MLS® S13630014

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this charming all-brick bungalow in the highly desirable Westridge neighbourhood, perfectly positioned on a generous 50-foot frontage lot.
36 Photos
Last Updated : 5 Days ago
29 KORLEA Crescent, Simcoe, ON , MLS #S13501662 , Image - 1

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29 KORLEA Crescent Orillia, Simcoe, ON MLS® S13501662

Residential Freehold (Detached)

$575000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 29 Korlea Crescent. A raised bungalow offering space, versatility, and plenty of opportunity. With 3 bedrooms on the main level and 2 addit
24 Photos
Last Updated : 5 Days ago
329 James Street E, Simcoe, ON , MLS #S13517662 , Image - 1

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329 James Street E Orillia, Simcoe, ON MLS® S13517662

Residential Freehold (Detached)

$529900.0
price drop iconPrice drop by 7.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
3 Br Brick Bungalow + 2Br off KIT/Living room in lower level,Note lots of parking spaces, and R2 Zoning across for Tudhope Park Large corner lot with
33 Photos
Last Updated : 5 Days ago
375 Parkhurst Crescent, Simcoe, ON , MLS #S13548614 , Image - 1

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375 Parkhurst Crescent Orillia, Simcoe, ON MLS® S13548614

Residential Freehold (Detached)

$529900.0
price drop iconPrice drop by 6.2%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
There is only one North Ward. This 3-bedroom bungalow sits on a quiet 65' X 127' mature lot and is available for immediate possession. Main level has
36 Photos
Last Updated : 5 Days ago
153 Matchedash Street N, Simcoe, ON , MLS #S13626142 , Image - 1

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153 Matchedash Street N Orillia, Simcoe, ON MLS® S13626142

Residential Freehold (Detached)

$795000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Located in one of Orillia's most established neighborhoods in the prestigious area known as the old north ward Orillia. A desirable historic area sou
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
50 Photos
Last Updated : 6 Days ago
70 North Street W, Simcoe, ON , MLS #S13645738 , Image - 1

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70 North Street W Orillia, Simcoe, ON MLS® S13645738

Residential Freehold (Detached)

$639000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 70 North Street West,-a spacious all-brick bungalow situated on an extra-deep lot in the highly sought-after North Ward. Offering 3 generou
26 Photos
Last Updated : 6 Days ago
467 High Street, Simcoe, ON , MLS #S13463386 , Image - 1

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467 High Street Orillia, Simcoe, ON MLS® S13463386

Residential Freehold (Detached)

$524900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
RARE OPPORTUNITY ON HIGH STREET! Set on an impressive 50 x 160 ft lot, this updated century home offers something increasingly difficult to find in Or
50 Photos
Last Updated : 6 Days ago
28 Maple Drive, Simcoe, ON , MLS #S13582762 , Image - 1

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28 Maple Drive Orillia, Simcoe, ON MLS® S13582762

Residential Freehold (Detached)

$3999900.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of
35 Photos
Last Updated : 7 Days ago
4261 Huronia Road, Simcoe, ON , MLS #S13479718 , Image - 1

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4261 Huronia Road Orillia, Simcoe, ON MLS® S13479718

Residential Freehold (Detached)

$659900.0
price drop iconPrice drop by 5.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Spacious Family Home with Excellent Highway Access. Welcome to this spacious and well-maintained family home, ideally located close to major highway a
32 Photos
Last Updated : 7 Days ago
3135 Emperor Drive, Simcoe, ON , MLS #S13639144 , Image - 1

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3135 Emperor Drive Orillia, Simcoe, ON MLS® S13639144

Residential Freehold (Detached)

$739900.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and
47 Photos
Last Updated : 7 Days ago
143 Victoria Crescent, Simcoe, ON , MLS #S13536316 , Image - 1

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143 Victoria Crescent Orillia, Simcoe, ON MLS® S13536316

Residential Freehold (Detached)

$1699999.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional Lakefront Living on Lake Simcoe. Rarely offered, this stunning waterfront split-level bungalow presents 70+ feet of prime shoreline on Lak
33 Photos
Last Updated : 8 Days ago
55 Elgin Street, Simcoe, ON , MLS #S13568470 , Image - 1

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55 Elgin Street Orillia, Simcoe, ON MLS® S13568470

Residential Freehold (Detached)

$369900.0
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Would you live here? This 4-bedroom home offers space, flexibility, and value in a growing Orillia neighbourhood just minutes from downtown and beauti
40 Photos
Last Updated : 8 Days ago
220 Belmoral Drive, Simcoe, ON , MLS #S13570628 , Image - 1

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220 Belmoral Drive Orillia, Simcoe, ON MLS® S13570628

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this 4 Bedroom family home nestled in Orillia's highly sought-after North Ward. Thoughtfully designed with spacious living areas, this home
29 Photos
Last Updated : 9 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)

$625000.0
  • 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
23 Photos
Last Updated : 10 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac
29 Photos
Last Updated : 10 Days ago
26 South Street S, Simcoe, ON , MLS #S13606072 , Image - 1

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26 South Street S Orillia, Simcoe, ON MLS® S13606072

Residential Freehold (Detached)

$460000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 26 South Street, a move-in ready home located in Orillia's desirable North Ward. Situated on an oversized, fenced lot, this property offers
44 Photos
Last Updated : 11 Days ago
2 Vanessa Drive, Simcoe, ON , MLS #S13628384 , Image - 1

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2 Vanessa Drive Orillia, Simcoe, ON MLS® S13628384

Residential Freehold (Detached)

$1099000.0
  • 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
48 Photos
Last Updated : 11 Days ago
119 Emily Street, Simcoe, ON , MLS #S13620058 , Image - 1

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119 Emily Street Orillia, Simcoe, ON MLS® S13620058

Residential Freehold (Detached)

$599900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated home offering over 1,300 sq ft of thoughtfully designed living space, ideally located close to all of Orillia's am
25 Photos
Last Updated : 11 Days ago
398 Old Muskoka Road, Simcoe, ON , MLS #S13619696 , Image - 1

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398 Old Muskoka Road Orillia, Simcoe, ON MLS® S13619696

Residential Freehold (Detached)

$529900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Tucked along a quiet, mature stretch of Old Muskoka Rd, this 1968-built sidesplit sits on one of the area's most established, tree-lined streets - the
36 Photos
Last Updated : 12 Days ago
759 Broadview Avenue, Simcoe, ON , MLS #S12844718 , Image - 1

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759 Broadview Avenue Orillia, Simcoe, ON MLS® S12844718

Residential Freehold (Detached)

$2549000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most
43 Photos
Last Updated : 12 Days ago
232 Shannon Street, Simcoe, ON , MLS #S13511228 , Image - 1

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232 Shannon Street Orillia, Simcoe, ON MLS® S13511228

Residential Freehold (Detached)

$472500.0
price drop iconPrice drop by 5.5%
  • 2 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Opportunity awaits at 232 Shannon Street in Orillia. This raised bungalow offers a practical layout with 2 bedrooms on the main level, 1 additional be
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