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Orillia Single Family Homes for Sale - P2

Showing results 31 - 60 of 154
Last Updated: November 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 3 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
50 Photos
Last Updated : 3 Days ago
3 Rosemary Road, Simcoe, ON , MLS #S14083344 , Image - 1

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3 Rosemary Road Orillia, Simcoe, ON MLS® S14083344

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 3 Rosemary Road, a 3 plus 1 bedroom all brick custom built bungalow with finished walk out lower level and attached double car garage. The
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
32 Photos
Last Updated : 3 Days ago
105 Cedar Street, Simcoe, ON , MLS #S14163010 , Image - 1

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105 Cedar Street Orillia, Simcoe, ON MLS® S14163010

Residential Freehold (Detached)

$429000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Opportunity awaits at 105 Cedar Street, situated on a huge lot in a great location close to the water, this estate sale offers plenty of potential for
40 Photos
Last Updated : 3 Days ago
8 Vanessa Drive, Simcoe, ON , MLS #S14123398 , Image - 1

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8 Vanessa Drive Orillia, Simcoe, ON MLS® S14123398

Residential Freehold (Detached)

$599900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Charming, inviting, and full of potential! Welcome to 8 Vanessa Drive in Orillia, a lovely 2-bedroom home with spaces to relax, entertain, and make yo
30 Photos
Last Updated : 3 Days ago
37 Toboggan Hill Drive, Simcoe, ON , MLS #S14031846 , Image - 1

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37 Toboggan Hill Drive Orillia, Simcoe, ON MLS® S14031846

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 4.4%
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 37 Toboggan Hill Drive, an immaculately maintained home on one of Orillia's most highly desired streets. Recent updates include a newer roo
50 Photos
Last Updated : 4 Days ago
15 Walker Avenue, Simcoe, ON , MLS #S14144196 , Image - 1

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15 Walker Avenue Orillia, Simcoe, ON MLS® S14144196

Residential Freehold (Detached)

$599000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completele remodelled, 2 storey 1150 sq ft brick and aluminum above grade home with 27' x 10' carport, paved driveway, large 101.71' x 149.87' irregul
Open House : Sun Nov 15, 02:00 PM to 04:00 PM
28 Photos
Last Updated : 6 Days ago
148 Coldwater Road W, Simcoe, ON , MLS #S14099924 , Image - 1

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148 Coldwater Road W Orillia, Simcoe, ON MLS® S14099924

Residential Freehold (Detached)

$369000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 148 Coldwater Rd W. Excellent location with amenities at your fingertips & Victoria Park down the street. Endless potential awaits inthis s
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
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)

$649900.0
price drop iconPrice drop by 8.5%
  • 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
34 Photos
Last Updated : 7 Days ago
383 High Street, Simcoe, ON , MLS #S14112002 , Image - 1

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383 High Street Orillia, Simcoe, ON MLS® S14112002

Residential Freehold (Detached)

$529900.0
  • 6 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Raised bungalow 1152 Square feet 3+3 bedrooms. Two kitchens two bathrooms. Few updates plumbing, electrical, most fixtures are original. A seniors
32 Photos
Last Updated : 7 Days ago
535 High Street N, Simcoe, ON , MLS #S14155156 , Image - 1

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535 High Street N Orillia, Simcoe, ON MLS® S14155156

Residential Freehold (Detached)

$639900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Where VINTAGE CHARM meets MODERN LUXURY - Welcome to 535 High Street - from the moment you arrive you will be captivated by the stunning curb appeal o
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
30 Photos
Last Updated : 7 Days ago
12 Francis Road, Simcoe, ON , MLS #S13549548 , Image - 1

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12 Francis Road Orillia, Simcoe, ON MLS® S13549548

Residential Freehold (Detached)

$1079900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
What makes a property truly rare? A beautifully updated, move-in-ready home on an exceptional mature lot in one of Orillia's most sought-after neighbo
50 Photos
Last Updated : 7 Days ago
1 Mariners Pier Way, Simcoe, ON , MLS #S14146206 , Image - 1

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1 Mariners Pier Way Orillia, Simcoe, ON MLS® S14146206

Residential Freehold (Att/Row/Townhouse)

$739950.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
YOUR HOME. YOUR COTTAGE. YOUR WATERFRONT ESCAPE. Welcome to an incredible opportunity to bring your home, cottage and love of the water together for u
20 Photos
Last Updated : 7 Days ago
233 West Street N, Simcoe, ON , MLS #S14133180 , Image - 1

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233 West Street N Orillia, Simcoe, ON MLS® S14133180

Residential Freehold (Detached)

$549000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
One Property, Endless Possibilities! Discover an exceptional opportunity in Orillia with this detached raised bungalow offering two self-contained res
49 Photos
Last Updated : 7 Days ago
10 Invermara Court, Simcoe, ON , MLS #S13846104 , Image - 1

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Unit-36, 10 Invermara Court Orillia, Simcoe, ON MLS® S13846104

Residential Freehold (Detached)

$949000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 10 - 36 Invermara Court a stunning bungaloft nestled within the exclusive gated waterfront community of Sophie's Landing on the shores of L
12 Photos
Last Updated : 8 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)

$329900.0
price drop iconPrice drop by 10.6%
  • 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
46 Photos
Last Updated : 8 Days ago
28 Borland Street W, Simcoe, ON , MLS #S14146938 , Image - 1

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28 Borland Street W Orillia, Simcoe, ON MLS® S14146938

Residential Freehold (Detached)

$599999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in the North Ward of Orillia this brick bungalow sits on a fully fenced lot. Close to schools, downtown, shopping and transit. This charming b
28 Photos
Last Updated : 9 Days ago
275 Harvey Street, Simcoe, ON , MLS #S14145494 , Image - 1

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275 Harvey Street Orillia, Simcoe, ON MLS® S14145494

Residential Freehold (Detached)

$469900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Inviting & Thoughtfully Maintained Detached 2-Storey Family Home Nestled On Large 60 x 165Ft Lot Just Under 0.25 Acres, In Friendly Community Of Orill
48 Photos
Last Updated : 9 Days ago
127 Isabella Drive, Simcoe, ON , MLS #S13839684 , Image - 1

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127 Isabella Drive Orillia, Simcoe, ON MLS® S13839684

Residential Freehold (Att/Row/Townhouse)

$615000.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to the sought-after Westridge community in Orillia. This immaculate Bradley Homes Lightfoot bungalow delivers comfortable single-level living
41 Photos
Last Updated : 9 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)

$774900.0
price drop iconPrice drop by 8.8%
  • 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
45 Photos
Last Updated : 9 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)

$649900.0
price drop iconPrice drop by 9.7%
  • 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
41 Photos
Last Updated : 9 Days ago
137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

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137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0
price drop iconPrice drop by 12.3%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu
39 Photos
Last Updated : 9 Days ago
182 Isabella Drive, Simcoe, ON , MLS #S14142106 , Image - 1

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182 Isabella Drive Orillia, Simcoe, ON MLS® S14142106

Residential Freehold (Att/Row/Townhouse)

$569900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 182 Isabella Drive, a beautifully maintained brick/stone bungalow townhome nestled in a peaceful and highly desirable Orillia neighbourhood
13 Photos
Last Updated : 9 Days ago
24 rose Avenue, Simcoe, ON , MLS #S14086326 , Image - 1

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24 rose Avenue Orillia, Simcoe, ON MLS® S14086326

Residential Freehold (Att/Row/Townhouse)

$659000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern luxury. Light, volume, and a kitchen that actually cooks.This residence is built around height and light: soaring 9-foot ceilings, oversized wi
11 Photos
Last Updated : 9 Days ago
3183 Orion Boulevard, Simcoe, ON , MLS #S13855950 , Image - 1

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3183 Orion Boulevard Orillia, Simcoe, ON MLS® S13855950

Residential Freehold (Detached)

$989900.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Premier Location, Premium Lot, and Luxury Finishes! Nothing cookie cutter in this brand new home built by Mariposa Homes. With unique architectural d
15 Photos
Last Updated : 9 Days ago
3195 Orion Boulevard, Simcoe, ON , MLS #S13855942 , Image - 1

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3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13855942

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BRAND NEW and READY FOR OCCUPANCY! Premier location in Orillia's sought after Trailside Community close to schools, shopping, and trails. Premium land
50 Photos
Last Updated : 10 Days ago
3046 Monarch Drive, Simcoe, ON , MLS #S14140308 , Image - 1

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3046 Monarch Drive Orillia, Simcoe, ON MLS® S14140308

Residential Freehold (Detached)

$918000.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional raised bungalow with a unique loft design, offering an impressive blend of luxury, functionality, and versatility. Set on
21 Photos
Last Updated : 10 Days ago
15 Watson Court, Simcoe, ON , MLS #S14110208 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S14110208

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BANKS ARE PREDICTING HOUSE PRICES TO GO UP IN 2027. BUY NOW BEFORE THAT HAPPENS! 15 watson Court is an all Brick Family Home on a Quiet Cul-de-Sac! Si
50 Photos
Last Updated : 10 Days ago
104 WOODSIDE Drive, Simcoe, ON , MLS #S13795118 , Image - 1

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104 WOODSIDE Drive Orillia, Simcoe, ON MLS® S13795118

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 2.9%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless/Move In ready/Freshly painted main & second floo
50 Photos
Last Updated : 10 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
37 Photos
Last Updated : 11 Days ago
57 Wyn Wood Lane, Simcoe, ON , MLS #S13673224 , Image - 1

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57 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13673224

Residential Freehold (Att/Row/Townhouse)

$569990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! HST REBATE IN EFFECT! FULL TARION NEW HOME WARRANTY! Welcome To 57 Wyn Wood In The Thriving Orillia Fresh Towns Community! Be The Fi
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