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Orillia Detached Houses for Sale - P5

Showing results 121 - 150 of 164
Last Updated: September 22, 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 : 28 Days ago
401 Mississaga Street W, Simcoe, ON , MLS #S13709598 , Image - 1
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401 Mississaga Street W Orillia, Simcoe, ON MLS® S13709598

Residential Freehold (Detached)

$579000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You'll Love This Home. 1- A Huge 55' x 204' Lot Backing Onto Grenville Park. Enjoy a backyard that's hard to find in town. With plenty o
38 Photos
Last Updated : 28 Days ago
58 Atlantis Drive, Simcoe, ON , MLS #S13611344 , Image - 1

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58 Atlantis Drive Orillia, Simcoe, ON MLS® S13611344

Residential Freehold (Detached)

$739000.0
price drop iconPrice drop by 1.3%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Stunning 3-Year-Old 3-Bedroom Detached Home with Double-Car GarageMove right into this beautifully maintained, open-concept home designed for modern l
30 Photos
Last Updated : 29 Days ago
21 KORLEA Crescent, Simcoe, ON , MLS #S13681852 , Image - 1

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21 KORLEA Crescent Orillia, Simcoe, ON MLS® S13681852

Residential Freehold (Detached)

$549900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This well maintained raised bungalow is one of those homes that feels inviting the moment you arrive. Tucked away on a quiet street just minutes from
47 Photos
Last Updated : 30 Days ago
3020 Sierra Drive, Simcoe, ON , MLS #S13703806 , Image - 1

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3020 Sierra Drive Orillia, Simcoe, ON MLS® S13703806

Residential Freehold (Detached)

$1089000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This home is 4,200 square feet of thoughtfully finished living space. It's difficult to know which feature will stand out the most for you. The kitche
16 Photos
Last Updated : 32 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)

$382000.0
price drop iconPrice drop by 4.3%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Owner relocating overseas: nice home priced for a fast sale. This 2 bedroom 1 bathroom home has undergone a complete renovation (2022). Features and U
48 Photos
Last Updated : 33 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
41 Photos
Last Updated : 34 Days ago
92 Quinn Avenue, Simcoe, ON , MLS #S13672550 , Image - 1

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92 Quinn Avenue Orillia, Simcoe, ON MLS® S13672550

Residential Freehold (Detached)

$789999.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This is the backyard people move for. At 92 Quinn Avenue, a heated above-ground pool wrapped in expansive decking, a hot tub beneath its own covered p
50 Photos
Last Updated : 34 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)

$619900.0
price drop iconPrice drop by 3.0%
  • 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
27 Photos
Last Updated : 34 Days ago
209 Atherley Road, Simcoe, ON , MLS #S13431730 , Image - 1

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209 Atherley Road Orillia, Simcoe, ON MLS® S13431730

Residential Freehold (Detached)

$550000.0
price drop iconPrice drop by 8.3%
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This beautifully renovated and fully furnished 4-bedroom open-concept home is sure to impress even the most meticulous buyer! The spacious eat-in kitc
12 Photos
Last Updated : 34 Days ago
43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

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43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
A unique opportunity at 43 Fittons Road West in Orillia, with options for today and exciting possibilities for the future. The existing home is full o
23 Photos
Last Updated : 35 Days ago
356 West Street N, Simcoe, ON , MLS #S13686360 , Image - 1

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356 West Street N Orillia, Simcoe, ON MLS® S13686360

Residential Freehold (Detached)

$449900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-timebuyers, o
32 Photos
Last Updated : 39 Days ago
636 Mississaga Street W, Simcoe, ON , MLS #S13676916 , Image - 1

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636 Mississaga Street W Orillia, Simcoe, ON MLS® S13676916

Residential Freehold (Detached)

$575000.0
  • 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
50 Photos
Last Updated : 39 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)

$1380000.0
price drop iconPrice drop by 13.2%
  • 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
35 Photos
Last Updated : 40 Days ago
8 Gaudaur Court, Simcoe, ON , MLS #S13670304 , Image - 1

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8 Gaudaur Court Orillia, Simcoe, ON MLS® S13670304

Residential Freehold (Detached)

$774900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover this beautifully maintained raised bungalow just steps from the lake in one of Orillia's charming lakeside communities. Tucked away on a quie
18 Photos
Last Updated : 40 Days ago
17 Walker Avenue, Simcoe, ON , MLS #S13671826 , Image - 1

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17 Walker Avenue Orillia, Simcoe, ON MLS® S13671826

Residential Freehold (Detached)

$635000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Modern Sophistication Meets Family Comfort in Prime Orillia. Experience an impeccably updated 2-storey residence designed for the discerning modern fa
34 Photos
Last Updated : 41 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
39 Photos
Last Updated : 41 Days ago
45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

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45 Ivy Lane Orillia, Simcoe, ON MLS® S13595768

Residential Freehold (Detached)

$998000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage
34 Photos
Last Updated : 42 Days ago
70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

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70 Ivy Lane Orillia, Simcoe, ON MLS® S13641462

Residential Freehold (Detached)

$630000.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from
50 Photos
Last Updated : 43 Days ago
3046 Monarch Drive, Simcoe, ON , MLS #S13650796 , Image - 1

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3046 Monarch Drive Orillia, Simcoe, ON MLS® S13650796

Residential Freehold (Detached)

$981000.0
  • 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
13 Photos
Last Updated : 45 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
23 Photos
Last Updated : 50 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
36 Photos
Last Updated : 53 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
15 Photos
Last Updated : 53 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
18 Photos
Last Updated : 53 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
47 Photos
Last Updated : 54 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
26 Photos
Last Updated : 54 Days ago
3196 Bass Lake Side Road, Simcoe, ON , MLS #S13503416 , Image - 1

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3196 Bass Lake Side Road Orillia, Simcoe, ON MLS® S13503416

Residential Freehold (Detached)

$749000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained home, perfectly suited for first time buyers, young families, or those looking to downsize without compromising
49 Photos
Last Updated : 57 Days ago
3019 SIERRA Drive, Simcoe, ON , MLS #S13609018 , Image - 1

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3019 SIERRA Drive Orillia, Simcoe, ON MLS® S13609018

Residential Freehold (Detached)

$1250000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Experience elevated living in this beautifully appointed three-bedroom residence in Orillia, showcasing exceptional craftsmanship, luxurious upgrades,
48 Photos
Last Updated : 57 Days ago
48 Courtland Street, Simcoe, ON , MLS #S13565858 , Image - 1

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48 Courtland Street Orillia, Simcoe, ON MLS® S13565858

Residential Freehold (Detached)

$689000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Imagine spending your summers walking to the beach, launching the boat from a nearby marina, exploring the trails at Mara Provincial Park, or enjoying
40 Photos
Last Updated : 58 Days ago
112 Borland Street E, Simcoe, ON , MLS #S13585146 , Image - 1

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112 Borland Street E Orillia, Simcoe, ON MLS® S13585146

Residential Freehold (Detached)

$565000.0
price drop iconPrice drop by 1.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable Nort
24 Photos
Last Updated : 64 Days ago
275 Barrie Road, Simcoe, ON , MLS #S12994962 , Image - 1

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275 Barrie Road Orillia, Simcoe, ON MLS® S12994962

Residential Freehold (Detached)

$850000.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Uncover the enchanting allure of one of Orillia's most sought-after neighbourhoods, where charm and beauty converge! This breathtaking all-brick Victo
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