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Orillia Real Estate & Houses for Sale - P4

Showing results 91 - 120 of 258
Last Updated: August 08, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
26 Photos
Last Updated : 9 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
41 Photos
Last Updated : 9 Days ago
3032 Monarch Drive, Simcoe, ON , MLS #S13436954 , Image - 1

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3032 Monarch Drive Orillia, Simcoe, ON MLS® S13436954

Residential Freehold (Detached)

$924999.0
price drop iconPrice drop by 0.5%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
BONUS: $15,000 CLOSING CREDIT INCLUDED FOR INTEREST RATE RELIEF! Welcome to this premium, 2,890 sq ft executive 4-bedroom, 4-bathroom family home in
30 Photos
Last Updated : 9 Days ago
124 MARY Street, Simcoe, ON , MLS #S13591868 , Image - 1

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124 MARY Street Orillia, Simcoe, ON MLS® S13591868

Residential Freehold (Detached)

$449900.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming bungalow, ideally located in an established neighbourhood just minutes from downtown Orillia, parks, shopping, restaurants, s
38 Photos
Last Updated : 9 Days ago
129 Colborne Street E, Simcoe, ON , MLS #S13159164 , Image - 1

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129 Colborne Street E Orillia, Simcoe, ON MLS® S13159164

Residential Freehold (Att/Row/Townhouse)

$789900.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to the Port of Orillia! Rare opportunity to live at the water's edge of Lake Couchiching in the brand-new community of Orillia Fresh. Stunning
22 Photos
Last Updated : 10 Days ago
54 Fittons Road W, Simcoe, ON , MLS #S13615614 , Image - 1

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Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13615614

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's desirable North Ward. Everything you
38 Photos
Last Updated : 10 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)

$749000.0
  • 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
29 Photos
Last Updated : 10 Days ago
325 West Street N, Simcoe, ON , MLS #S13453354 , Image - 1

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Unit-21, 325 West Street N Orillia, Simcoe, ON MLS® S13453354

Residential Condo & Other (Condo Townhouse)

$395000.0
price drop iconPrice drop by 2.5%
  • 3 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Townhouse located in the North Ward with single car attached garage with large green space and parking. This end unit has been recently renovated wait
40 Photos
Last Updated : 10 Days ago
275 Gill Street, Simcoe, ON , MLS #S13613218 , Image - 1

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275 Gill Street Orillia, Simcoe, ON MLS® S13613218

Residential Freehold (Duplex)

$699999.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace
27 Photos
Last Updated : 11 Days ago
14 Courtland Street, Simcoe, ON , MLS #S13451982 , Image - 1

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14 Courtland Street Orillia, Simcoe, ON MLS® S13451982

Residential Freehold (Detached)

$609900.0
price drop iconPrice drop by 6.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped property ideally located close to beaches, parks, and all amenities. Situated on a generous 200-foot lot, this brick and siding
46 Photos
Last Updated : 11 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13567678 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13567678

Residential Freehold (Detached)

$515000.0
price drop iconPrice drop by 2.8%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
45 Photos
Last Updated : 11 Days ago
21 Matchedash Street S, Simcoe, ON , MLS #S13611378 , Image - 1

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Unit-403L, 21 Matchedash Street S Orillia, Simcoe, ON MLS® S13611378

Residential Condo & Other (Condo Apartment)

$879000.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to the Matchedash Lofts, where urban style meets lakeside living in the heart of downtown Orillia. This rare two-storey condo offers 2 spaciou
32 Photos
Last Updated : 11 Days ago
424 Homewood Avenue, Simcoe, ON , MLS #S13610426 , Image - 1

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424 Homewood Avenue Orillia, Simcoe, ON MLS® S13610426

Residential Freehold (Detached)

$775000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a doub
41 Photos
Last Updated : 11 Days ago
354 Atherley Road, Simcoe, ON , MLS #S13544422 , Image - 1

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Unit-605, 354 Atherley Road Orillia, Simcoe, ON MLS® S13544422

Residential Condo & Other (Condo Apartment)

$729000.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience effortless waterfront living in this beautifully positioned 2-bedroom, 2-bathroom suite with direct views of Lake Couchiching. Located on t
49 Photos
Last Updated : 11 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,
40 Photos
Last Updated : 11 Days ago
82 Fourth Street, Simcoe, ON , MLS #S13609566 , Image - 1

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82 Fourth Street Orillia, Simcoe, ON MLS® S13609566

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 82 Fourth Street, a charming side-split home located in Orillia's highly sought-after North Ward. This beautifully maintained residence off
39 Photos
Last Updated : 11 Days ago
608 Moberley Avenue, Simcoe, ON , MLS #S13446696 , Image - 1

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608 Moberley Avenue Orillia, Simcoe, ON MLS® S13446696

Residential Freehold (Detached)

$1525000.0
price drop iconPrice drop by 4.4%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to refined waterfront living on the coveted shores of Lake Couchiching. Tucked into one of Orillia's most sought-after neighbourhoods, this fu
48 Photos
Last Updated : 12 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
29 Photos
Last Updated : 12 Days ago
59 Lankin Boulevard, Simcoe, ON , MLS #S13555798 , Image - 1

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59 Lankin Boulevard Orillia, Simcoe, ON MLS® S13555798

Residential Freehold (Detached)

$899000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 59 Lankin Blvd - an exceptional waterfront property where luxury, comfort, and lifestyle come together. This stunning home has been complet
34 Photos
Last Updated : 12 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)

$649000.0
price drop iconPrice drop by 5.9%
  • 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
46 Photos
Last Updated : 12 Days ago
27 BRANDON Crescent, Simcoe, ON , MLS #S13526992 , Image - 1

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27 BRANDON Crescent Orillia, Simcoe, ON MLS® S13526992

Residential Freehold (Detached)

$869900.0
price drop iconPrice drop by 2.2%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
LIVE WHERE YOU PLAY. Beautiful 2-storey family home with a backyard that steals the show! This private outdoor oasis was made for entertaining, featur
40 Photos
Last Updated : 13 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
40 Photos
Last Updated : 14 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S13596096 , Image - 1

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Unit-102, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13596096

Residential Condo & Other (Condo Apartment)

$1125000.0
  • 3 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Experience luxury waterfront living at Elgin Bay Club. This exceptional main-floor condo offers panoramic views of beautiful Lake Couchiching and an e
14 Photos
Last Updated : 14 Days ago
69 DIANA Drive, Simcoe, ON , MLS #S13040156 , Image - 1

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69 DIANA Drive Orillia, Simcoe, ON MLS® S13040156

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 6.7%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to a home that effortlessly blends opportunity with everyday comfort. This charming two-storey detached residence is ideally situated moments
43 Photos
Last Updated : 14 Days ago
90 Pearl Drive, Simcoe, ON , MLS #S13605318 , Image - 1

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90 Pearl Drive Orillia, Simcoe, ON MLS® S13605318

Residential Freehold (Detached)

$609900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your next chapter-a stylish, sun-filled 2-storey home offering 1,692 sq ft of thoughtfully designed living space with 3 bedrooms and 2.5 ba
44 Photos
Last Updated : 14 Days ago
10 Wyn Wood Lane, Simcoe, ON , MLS #S13487568 , Image - 1

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10 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13487568

Residential Freehold (Att/Row/Townhouse)

$749999.0
price drop iconPrice drop by 6.3%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
10 Wyn Wood Lane - A luxury townhome nestled in an exclusive lakeside community. Steps from the lake, this exceptional residence offers over 2000 sq.f
39 Photos
Last Updated : 14 Days ago
60 Museum Drive, Simcoe, ON , MLS #S13601636 , Image - 1

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Unit-518, 60 Museum Drive Orillia, Simcoe, ON MLS® S13601636

Residential Condo & Other (Condo Townhouse)

$699000.0
  • 2 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Located in the sought-after adult lifestyle community of Leacock Village, this charming two bedroom, three
50 Photos
Last Updated : 14 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
45 Photos
Last Updated : 15 Days ago
89 Lightfoot Drive, Simcoe, ON , MLS #S13210916 , Image - 1

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89 Lightfoot Drive Orillia, Simcoe, ON MLS® S13210916

Residential Condo & Other (Condo Townhouse)

$1199900.0
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Welcome to this stunning 3-storey end-unit townhome in the highly sought-after Sunshine Harbour community! Offering unobstructed views of Lake Couchic
50 Photos
Last Updated : 15 Days ago
571 High Street, Simcoe, ON , MLS #S13568890 , Image - 1

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571 High Street Orillia, Simcoe, ON MLS® S13568890

Residential Freehold (Triplex)

$750000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 571 High Street. This turn-Key Triplex is Ideal for Multi-Generational Living or Smart Investors. Located in the heart of Orillia, just a s
35 Photos
Last Updated : 15 Days ago
55 Laurentian Lane, Simcoe, ON , MLS #S13601612 , Image - 1

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55 Laurentian Lane Orillia, Simcoe, ON MLS® S13601612

Residential Freehold (Detached)

$725000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Low traffic area, original owners, established residential neighborhood. Steel roof, entirely fenced (6' height wood) rear yard, S.G.D. from dining ar
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