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Orillia Real Estate & Houses for Sale - P6

Showing results 151 - 180 of 262
Last Updated: September 23, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 19 Days ago
46 Michelle Drive, Simcoe, ON , MLS #S13744744 , Image - 1
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46 Michelle Drive Orillia, Simcoe, ON MLS® S13744744

Residential Freehold (Att/Row/Townhouse)

$550000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained end-unit townhouse offering over 1,500sq. ft. of finished living space in one of Orillia's most convenient loca
39 Photos
Last Updated : 19 Days ago
54 Fittons Road W, Simcoe, ON , MLS #S13591736 , Image - 1

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Unit-306, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13591736

Residential Condo & Other (Condo Apartment)

$295000.0
price drop iconPrice drop by 7.8%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to effortless condo living. This well maintained 2 bedroom, 2 bath condo unit in the north ward is move in ready. Whether you're looking to d
40 Photos
Last Updated : 20 Days ago
59 Wyn Wood Lane, Simcoe, ON , MLS #S13673206 , Image - 1

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59 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13673206

Residential Freehold (Att/Row/Townhouse)

$564990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! HST REBATE IN EFFECT! FULL TARION NEW HOME WARRANTY! Welcome To 59 Wyn Wood In The Thriving Orillia Fresh Towns Community! Be The Fi
37 Photos
Last Updated : 20 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
41 Photos
Last Updated : 20 Days ago
5 INVERMARA Court, Simcoe, ON , MLS #S13743234 , Image - 1

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Unit-49, 5 INVERMARA Court Orillia, Simcoe, ON MLS® S13743234

Residential Freehold (Detached)

$998000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 49-5 Invermara, a beautifully maintained 3+1 bedroom, 3-bathroom home in the sought-after waterfront community of Sophie's Landing. Residen
25 Photos
Last Updated : 20 Days ago
336 Forest Avenue N, Simcoe, ON , MLS #S13742100 , Image - 1

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336 Forest Avenue N Orillia, Simcoe, ON MLS® S13742100

Residential Freehold (Detached)

$499000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Great quiet location close to Lake Couchiching. Large 4 level side split with over 2100 square feet above grade with 3 plus 2 bedrooms. 2 decks of bac
32 Photos
Last Updated : 20 Days ago
115 Bond Street, Simcoe, ON , MLS #S13626036 , Image - 1

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Unit-Unit 201, 115 Bond Street Orillia, Simcoe, ON MLS® S13626036

Residential Condo & Other (Condo Apartment)

$315000.0
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to this Well-Maintained Condominium Complex offering comfort, convenience, and easy living. This spacious Two-Bedroom Corner Unit features a d
38 Photos
Last Updated : 21 Days ago
129 Colborne Street E, Simcoe, ON , MLS #S13736878 , Image - 1

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129 Colborne Street E Orillia, Simcoe, ON MLS® S13736878

Residential Freehold (Att/Row/Townhouse)

$749900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to waterfront living at Orillia Fresh! This rare north/east-facing END UNIT combines Lake Couchiching views from both the front & side with so
5 Photos
Last Updated : 21 Days ago
117 Colborne Street E, Simcoe, ON , MLS #S13737780 , Image - 1
117 Colborne Street E Orillia, Simcoe, ON MLS® S13737780

Residential Freehold (Vacant Land)

$260000.0
Exceptional opportunity to secure a vacant parcel in the heart of Orillia. Located at 117 Colborne Street E, this property offers an exciting opportun
28 Photos
Last Updated : 21 Days ago
134 North Street W, Simcoe, ON , MLS #S13739102 , Image - 1

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134 North Street W Orillia, Simcoe, ON MLS® S13739102

Residential Freehold (Duplex)

$735000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Turnkey Investment or Live & Rent! Immaculate Legal Duplex in the Heart of OrilliaDiscover the perfect blend of steady rental income and premium livin
17 Photos
Last Updated : 21 Days ago
199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

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199 Nottawasaga Street Orillia, Simcoe, ON MLS® S13739074

Residential Freehold (Triplex)

$950000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-m
32 Photos
Last Updated : 21 Days ago
3135 Emperor Drive, Simcoe, ON , MLS #S13639144 , Image - 1

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3135 Emperor Drive Orillia, Simcoe, ON MLS® S13639144

Residential Freehold (Detached)

$739900.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and
1 Photos
Last Updated : 21 Days ago
116 Albert Street S, Simcoe, ON
116 Albert Street S Orillia, Simcoe, ON MLS® S13657948

Residential Freehold (Triplex)

$649000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Ideal investment or house-hack opportunity: Features a brand-new, vacant, renovated unit ready for immediat
34 Photos
Last Updated : 21 Days ago
44 Ruby Crescent, Simcoe, ON , MLS #S13619714 , Image - 1

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44 Ruby Crescent Orillia, Simcoe, ON MLS® S13619714

Residential Freehold (Att/Row/Townhouse)

$755000.0
price drop iconPrice drop by 0.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Have you ever imagined yourself living in a gated lakefront community on Lake Simcoe in? If you have then this beautiful private end-unit home is for
49 Photos
Last Updated : 22 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
8 Photos
Last Updated : 22 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
43 Photos
Last Updated : 22 Days ago
12 LANKIN Boulevard, Simcoe, ON , MLS #S13730198 , Image - 1

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Unit-31, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13730198

Residential Condo & Other (Condo Townhouse)

$405000.0
  • 3 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Discover the perfect blend of comfort, value, and lakeside living in this charming 3-bedroom townhome at the revitalized Lankin Shores community, just
1 Photos
Last Updated : 23 Days ago
66 Neywash Street, Simcoe, ON
66 Neywash Street Orillia, Simcoe, ON MLS® S12821260

Residential Freehold (Multiplex)

$3550000.0
price drop iconPrice drop by 5.3%
  • 18 Beds
  • 13 Baths
  • 5000 + sq-ft
Stately Built Brick Multi 12 Plex in Prime Downtown Orillia. 12 Units plus Owners Bachelor Unit. Consists of 7 one bedroom apartments, 4 two bedroom
42 Photos
Last Updated : 23 Days ago
3063 Stone Ridge Boulevard, Simcoe, ON , MLS #S13695548 , Image - 1

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3063 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13695548

Residential Freehold (Detached)

$1099000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom-built family bungalow offering a bright, open-concept layout with quality finishes throughout, built
48 Photos
Last Updated : 23 Days ago
174 Barrie Road, Simcoe, ON , MLS #S13099924 , Image - 1

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174 Barrie Road Orillia, Simcoe, ON MLS® S13099924

Residential Freehold (Duplex)

$478900.0
price drop iconPrice drop by 7.7%
  • 1 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
The Price is Right!!! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Dr
21 Photos
Last Updated : 24 Days ago
15 Watson Court, Simcoe, ON , MLS #S13726470 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S13726470

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
All Brick Family Home on a Quiet Cul-de-Sac! Situated on the second largest lot in sought after Rynard Estates, this home features a new stove, new mi
26 Photos
Last Updated : 24 Days ago
1 Olive Crescent, Simcoe, ON , MLS #S13668600 , Image - 1

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Unit-5, 1 Olive Crescent Orillia, Simcoe, ON MLS® S13668600

Residential Condo & Other (Condo Townhouse)

$649900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
LAKEFRONT LIVING! Don't miss this rare opportunity to own a meticulously maintained end-unit waterfront townhouse condo on Lake Simcoe at a very affor
41 Photos
Last Updated : 26 Days ago
1047 Mississaga Street W, Simcoe, ON , MLS #S13631396 , Image - 1

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Unit-307, 1047 Mississaga Street W Orillia, Simcoe, ON MLS® S13631396

Residential Condo & Other (Condo Apartment)

$329000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Simple Living Starts Here. Whether you're purchasing your first home, downsizing into a more manageable space, or simply looking for a low-maintenance
41 Photos
Last Updated : 27 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)

$274900.0
price drop iconPrice drop by 3.5%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
WOW! Check out this updated price! OPEN HOUSE Saturday, August 29th 1-3pm. Seller is motivated! Seller says, bring any reasonable Offer. Ideal
21 Photos
Last Updated : 27 Days ago
423 Mary Street, Simcoe, ON , MLS #S13662954 , Image - 1

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423 Mary Street Orillia, Simcoe, ON MLS® S13662954

Residential Freehold (Detached)

$565000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
CORNER LOT SIDESPLIT WITH BIG-TICKET UPDATES, A BACKYARD BUNKIE, FINISHED BASEMENT & OVERSIZED GARAGE! 423 Mary Street starts strong where buyers tend
1 Photos
Last Updated : 27 Days ago
22 Olive Crescent, Simcoe, ON
22 Olive Crescent Orillia, Simcoe, ON MLS® S13649236

Residential Freehold (Fourplex)

$1179000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nea
4 Photos
Last Updated : 27 Days ago
3001 Monarch Drive, Simcoe, ON , MLS #S13716950 , Image - 1
3001 Monarch Drive Orillia, Simcoe, ON MLS® S13716950

Residential Freehold (Detached)

$989900.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Dimanor Homes Built. Premium greenbelt lot! Home comes with thousands of upgrades and features including hardwood to main and upper hallway, central a
4 Photos
Last Updated : 27 Days ago
2999 Monarch Drive, Simcoe, ON , MLS #S13716902 , Image - 1
2999 Monarch Drive Orillia, Simcoe, ON MLS® S13716902

Residential Freehold (Detached)

$1089900.0
price drop iconPrice drop by 0.0%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Dimanor Homes Built. Premium greenbelt lot! Home comes with thousands of upgrades and features including hardwood to main and upper hallway, central
22 Photos
Last Updated : 28 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
22 Photos
Last Updated : 28 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
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