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Orillia Detached Houses for Sale - P2

Showing results 31 - 60 of 157
Last Updated: August 08, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 3 Days ago
120 Matchedash Street N, Simcoe, ON , MLS #S13620340 , Image - 1
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120 Matchedash Street N Orillia, Simcoe, ON MLS® S13620340

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in Orillia's coveted North Ward, just two blocks from vibrant downtown & two blocks from the sparkling shores of Lake Couchiching, this remark
33 Photos
Last Updated : 3 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
32 Photos
Last Updated : 4 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
40 Photos
Last Updated : 4 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
36 Photos
Last Updated : 4 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
38 Photos
Last Updated : 4 Days ago
364 Mary Street, Simcoe, ON , MLS #S13626850 , Image - 1

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364 Mary Street Orillia, Simcoe, ON MLS® S13626850

Residential Freehold (Detached)

$569000.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Some homes tell their story the moment you arrive. Lovingly maintained by the same owner for more than 35 years, this split-entry bungalow sits on a r
49 Photos
Last Updated : 5 Days ago
424 JAMIESON Drive, Simcoe, ON , MLS #S13596634 , Image - 1

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424 JAMIESON Drive Orillia, Simcoe, ON MLS® S13596634

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to 424 Jamieson Drive - This immaculate 3 bedroom and 1 1/2 bathroom sidesplit is conveniently located in Orillia's sought after north wa
29 Photos
Last Updated : 5 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 : 5 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 : 5 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
13 Photos
Last Updated : 6 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
44 Photos
Last Updated : 7 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 : 7 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 : 7 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 : 8 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 : 8 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
25 Photos
Last Updated : 8 Days ago
230 Shannon Street, Simcoe, ON , MLS #S13625126 , Image - 1

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230 Shannon Street Orillia, Simcoe, ON MLS® S13625126

Residential Freehold (Detached)

$599900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this charming 3-level backsplit nestled in a family-friendly neighbourhood, ideally located close to schools, parks, shopping, and everyday
15 Photos
Last Updated : 8 Days ago
430 Gill Street, Simcoe, ON , MLS #S13620104 , Image - 1

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430 Gill Street Orillia, Simcoe, ON MLS® S13620104

Residential Freehold (Detached)

$419900.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value
8 Photos
Last Updated : 8 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)

$539000.0
  • 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
18 Photos
Last Updated : 8 Days ago
408 Regent Street, Simcoe, ON , MLS #S13142828 , Image - 1

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408 Regent Street Orillia, Simcoe, ON MLS® S13142828

Residential Freehold (Detached)

$475000.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached
48 Photos
Last Updated : 8 Days ago
25 Atlantis Drive, Simcoe, ON , MLS #S13623488 , Image - 1

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25 Atlantis Drive Orillia, Simcoe, ON MLS® S13623488

Residential Freehold (Detached)

$849900.0
  • 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
50 Photos
Last Updated : 8 Days ago
243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

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243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$325000.0
price drop iconPrice drop by 13.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Price Just Reduced. Motivated Seller! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' lot. Nestled o
49 Photos
Last Updated : 9 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0
  • 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
39 Photos
Last Updated : 9 Days ago
39 Orma Drive, Simcoe, ON , MLS #S13619188 , Image - 1

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39 Orma Drive Orillia, Simcoe, ON MLS® S13619188

Residential Freehold (Detached)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Every home is like a book, filled with stories of family, character and adventure. At 39 Orma Drive, you can feel the chapters that have already been
15 Photos
Last Updated : 9 Days ago
194 Mississaga Street W, Simcoe, ON , MLS #S13620420 , Image - 1

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194 Mississaga Street W Orillia, Simcoe, ON MLS® S13620420

Residential Freehold (Detached)

$299900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
HIGH-VISIBILITY ORILLIA PROPERTY WITH HC2 ZONING, MULTI-USE POTENTIAL & SOLDIERS' MEMORIAL HOSPITAL ACROSS THE STREET! Bring your contractor, pull out
46 Photos
Last Updated : 9 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)

$1050000.0
  • 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
16 Photos
Last Updated : 9 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)

$399000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable Turnkey Detached Home In Orillia! This beautifully updated 2 bedroom 1 bathroom home is perfectly suited for first-time buyers, working pro
22 Photos
Last Updated : 9 Days ago
386 Peter Street N, Simcoe, ON , MLS #S13616160 , Image - 1

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386 Peter Street N Orillia, Simcoe, ON MLS® S13616160

Residential Freehold (Detached)

$849900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
FULLY RENOVATED BUNGALOW WITH OVER 3,100 SQ FT, DETACHED GARAGE & 64 X 202 FT LOT BACKING ONTO COUCHICHING GOLF & COUNTRY CLUB! This is the fully reno
26 Photos
Last Updated : 9 Days ago
434 Highland Avenue, Simcoe, ON , MLS #S13615610 , Image - 1

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434 Highland Avenue Orillia, Simcoe, ON MLS® S13615610

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
LOCATION, LOCATION. Orillia's desirable North Ward. Set on one of the area's beautiful tree-lined streets, this 4-level backsplit offers the kind of
47 Photos
Last Updated : 9 Days ago
3151 Monarch Drive, Simcoe, ON , MLS #S13565944 , Image - 1

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3151 Monarch Drive Orillia, Simcoe, ON MLS® S13565944

Residential Freehold (Detached)

$860000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 3151 Monarch Drive in Orillia, a beautifully maintained 2-storey detached home offering approximately 2700 sq. ft. of spacious and function
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