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Orillia Single Family Homes for Sale - P5

Showing results 121 - 150 of 182
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 25 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 : 25 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 : 25 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
38 Photos
Last Updated : 26 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
32 Photos
Last Updated : 26 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
49 Photos
Last Updated : 27 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 : 27 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
42 Photos
Last Updated : 28 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
41 Photos
Last Updated : 32 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 : 32 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
4 Photos
Last Updated : 32 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 : 32 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 : 33 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 : 33 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
50 Photos
Last Updated : 34 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 : 35 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 : 35 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 : 37 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
48 Photos
Last Updated : 39 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 : 40 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 : 40 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 : 40 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
10 Photos
Last Updated : 42 Days ago
32 Ruby Crescent, Simcoe, ON , MLS #S13682426 , Image - 1

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32 Ruby Crescent Orillia, Simcoe, ON MLS® S13682426

Residential Freehold (Att/Row/Townhouse)

$788000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Enjoy the lakefront lifestyle in this beautiful freehold townhouse located in a gated community on Lake Simcoe. This home features 2 bedrooms, 2 full
32 Photos
Last Updated : 45 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 : 45 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 : 46 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 : 46 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 : 47 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 : 47 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 : 48 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
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