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Orillia Single Family Homes for Sale - P4

Showing results 91 - 120 of 154
Last Updated: November 12, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 27 Days ago
326 Lucy Lane, Simcoe, ON , MLS #S13780772 , Image - 1
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326 Lucy Lane Orillia, Simcoe, ON MLS® S13780772

Residential Freehold (Att/Row/Townhouse)

$824999.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy low-maintenance living in this executive bungalow townhome, ideally situated in the sought-after North
20 Photos
Last Updated : 27 Days ago
295 Crawford Street, Simcoe, ON , MLS #S14086378 , Image - 1

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295 Crawford Street Orillia, Simcoe, ON MLS® S14086378

Residential Freehold (Detached)

$519900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home! 295 Crawford Street is the one you've been waiting for. This Orillia backsplit has been meticulously maintained and all of the major upd
44 Photos
Last Updated : 27 Days ago
2 Vanessa Drive, Simcoe, ON , MLS #S13752982 , Image - 1

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2 Vanessa Drive Orillia, Simcoe, ON MLS® S13752982

Residential Freehold (Detached)

$999999.0
  • 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
16 Photos
Last Updated : 27 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13865626 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13865626

Residential Freehold (Detached)

$699999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren
46 Photos
Last Updated : 27 Days ago
390 Mississaga Street W, Simcoe, ON , MLS #S13775546 , Image - 1

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390 Mississaga Street W Orillia, Simcoe, ON MLS® S13775546

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 7.1%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
390 Mississauga St W, Orillia - Oversized R2 Lot with Severance & Value-Add Upside. An opportunity built for investors, builders, and value-add buyers
28 Photos
Last Updated : 27 Days ago
246 Gill Street, Simcoe, ON , MLS #S13854364 , Image - 1

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246 Gill Street Orillia, Simcoe, ON MLS® S13854364

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention first-time home buyers, retirees, growing families, and savvy contractors! This charming, freehold 3-bedroom home located at 246 Gill St. in
36 Photos
Last Updated : 27 Days ago
364 Arthur Street, Simcoe, ON , MLS #S13772556 , Image - 1

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364 Arthur Street Orillia, Simcoe, ON MLS® S13772556

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Don't Miss This Extensively Updated & Renovated Bungalow In Orillia's West Ward. Absolutely Perfect For First-Time Homebuyers, Investors Or Those Loo
32 Photos
Last Updated : 28 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S14084680 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S14084680

Residential Freehold (Detached)

$804900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Client Remarks*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home co
4 Photos
Last Updated : 28 Days ago
339 Gill Street, Simcoe, ON , MLS #S14081404 , Image - 1
339 Gill Street Orillia, Simcoe, ON MLS® S14081404

Residential Freehold (Detached)

$449990.0
  • < 700 sq-ft
Attention Builders, Developers And Investors! Excellent Residential Redevelopment Opportunity At 339 Gill Street In Orillia! Situated On A Corner Lot
32 Photos
Last Updated : 29 Days ago
173 Barrie Road, Simcoe, ON , MLS #S13886574 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S13886574

Residential Freehold (Detached)

$379900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 173 Barrie Road in Orillia. This vacant, move-in ready 2-storey home sits on a 50-foot lot in Orillia's West Ward and is a great option for
2 Photos
Last Updated : 30 Days ago
15 carlton Street, Simcoe, ON , MLS #S14020664 , Image - 1
15 carlton Street Orillia, Simcoe, ON MLS® S14020664

Residential Freehold (Detached)

$869000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
***Home to Be Built***MODERN STYLE. TIMELESS APPEAL. WELCOME HOME TO CARLTON STREET!Discover the perfect blend of contemporary design, upscale finishe
30 Photos
Last Updated : 30 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)

$539000.0
price drop iconPrice drop by 2.0%
  • 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
28 Photos
Last Updated : 30 Days ago
93 Westmount Drive S, Simcoe, ON , MLS #S13996452 , Image - 1

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93 Westmount Drive S Orillia, Simcoe, ON MLS® S13996452

Residential Freehold (Detached)

$725000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fantastic investment opportunity at 93 Westmount Drive S in Orillia! This versatile two-unit income property sits on a huge lot and offers ample parki
37 Photos
Last Updated : 33 Days ago
35 Ruby Crescent, Simcoe, ON , MLS #S13222730 , Image - 1

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35 Ruby Crescent Orillia, Simcoe, ON MLS® S13222730

Residential Freehold (Att/Row/Townhouse)

$800000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover Resort-Style living and enjoy the wonderful lifestyle at Sophie's Landing! A Gated waterfront community! Welcome to this stunning, bright, an
11 Photos
Last Updated : 34 Days ago
150 West Street N, Simcoe, ON , MLS #S13883358 , Image - 1

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150 West Street N Orillia, Simcoe, ON MLS® S13883358

Residential Freehold (Detached)

$599800.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Ideal for first-time buyers and investors, this versatile 5-bedroom, 2-bathroom home offers space, flexibility, and strong income or multi-generationa
49 Photos
Last Updated : 34 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
12 Photos
Last Updated : 35 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)

$479000.0
price drop iconPrice drop by 4.2%
  • 4 +0 Beds
  • 2 Baths
  • 2000-2500 sq-ft
An exciting opportunity at 43 Fittons Road West in Orillia, offering plenty of potential for homeowners, renovators and investors alike! Full of chara
43 Photos
Last Updated : 35 Days ago
4 Kehoe Court, Simcoe, ON , MLS #S13795260 , Image - 1

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4 Kehoe Court Orillia, Simcoe, ON MLS® S13795260

Residential Freehold (Detached)

$629900.0
price drop iconPrice drop by 3.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming raised bungalow nestled on a quiet cul-de-sac in a highly sought-after Orillia neighborhood. Offering over 2,000 square feet of finished, fle
19 Photos
Last Updated : 36 Days ago
331 Linwood Avenue, Simcoe, ON , MLS #S13780420 , Image - 1

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331 Linwood Avenue Orillia, Simcoe, ON MLS® S13780420

Residential Freehold (Detached)

$475000.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood in Orillia! Featuring neutral décor throughout, t
37 Photos
Last Updated : 36 Days ago
48 Wyn Wood Lane, Simcoe, ON , MLS #S12973708 , Image - 1

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48 Wyn Wood Lane Orillia, Simcoe, ON MLS® S12973708

Residential Freehold (Att/Row/Townhouse)

$1050000.0
price drop iconPrice drop by 4.5%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to Premium Water-View Living at Its Best! This stunning, newly built 3-storey townhome is situated in the exclusive Orillia Fresh community, o
32 Photos
Last Updated : 36 Days ago
109 Elgin Street, Simcoe, ON , MLS #S13864522 , Image - 1

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109 Elgin Street Orillia, Simcoe, ON MLS® S13864522

Residential Freehold (Detached)

$499900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Zoned C4i, this charming two-storey brick home offers exceptional flexibility for residential, commercial, rental income, or mixed-use possibilities.
35 Photos
Last Updated : 36 Days ago
3025 Annalysse Drive, Simcoe, ON , MLS #S13872730 , Image - 1

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3025 Annalysse Drive Orillia, Simcoe, ON MLS® S13872730

Residential Freehold (Detached)

$1049990.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Dimanor Home! Former model home.Thousands in upgrades! Finished basement complete with full finished bathroom and wet bar. Oak stairs, hardwood, pot l
23 Photos
Last Updated : 38 Days ago
382 West Street N, Simcoe, ON , MLS #S13860604 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13860604

Residential Freehold (Detached)

$325000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
23 Photos
Last Updated : 40 Days ago
102 West Street N, Simcoe, ON , MLS #S13771100 , Image - 1

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102 West Street N Orillia, Simcoe, ON MLS® S13771100

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 0.0%
  • 5 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
A rare opportunity to own a legal, income-producing triplex in the heart of Orillia. Set on a generous lot with ample surface parking, this property o
13 Photos
Last Updated : 41 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13857866 , Image - 1

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292 MILLARD Street Orillia, Simcoe, ON MLS® S13857866

Residential Freehold (Detached)

$499900.0
  • 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
33 Photos
Last Updated : 41 Days ago
192 John Street, Simcoe, ON , MLS #S13751758 , Image - 1

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192 John Street Orillia, Simcoe, ON MLS® S13751758

Residential Freehold (Detached)

$750000.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Exceptional Quality and Value! A Worry Free, immaculate, well maintained century home. Renovated and restored creating the perfect blend of original
50 Photos
Last Updated : 41 Days ago
41 Laurentian Lane, Simcoe, ON , MLS #S13854462 , Image - 1

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41 Laurentian Lane Orillia, Simcoe, ON MLS® S13854462

Residential Freehold (Detached)

$694500.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spacious, Functional, And Full Of Possibility-This 4+2 Bedroom, 4 Bathroom Two-Storey Home Offers Incredible Value For Families Looking For Space To G
50 Photos
Last Updated : 41 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
24 Photos
Last Updated : 42 Days ago
40 Michelle Drive, Simcoe, ON , MLS #S13833682 , Image - 1

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40 Michelle Drive Orillia, Simcoe, ON MLS® S13833682

Residential Freehold (Att/Row/Townhouse)

$519500.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Client RemarksThe RIGHT MOVE starts here! If you've been waiting for an affordable 3-bedroom home that doesn't come with monthly condo fees, this upda
47 Photos
Last Updated : 42 Days ago
94 Fittons Road E, Simcoe, ON , MLS #S13842688 , Image - 1

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94 Fittons Road E Orillia, Simcoe, ON MLS® S13842688

Residential Freehold (Detached)

$609900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 94 Fittons Road East, a beautifully maintained family home in Orillia's highly sought-after North Ward. Set on a beautifully landscaped lot
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