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Houses for Sale in Orillia ON Under $5 Million - P8

Showing results 211 - 240 of 261
Last Updated: August 06, 2026
  • New Listings
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 51 Days ago
20 Mariposa Drive, Simcoe, ON , MLS #S13450248 , Image - 1
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20 Mariposa Drive Orillia, Simcoe, ON MLS® S13450248

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Presenting 20 Mariposa Drive, a stunning family home in the highly sought-after north end neighbourhood of Orillia. This beautiful 2 storey home is pe
3 Photos
Last Updated : 51 Days ago
256 Harvey Street, Simcoe, ON , MLS #S13446928 , Image - 1
256 Harvey Street Orillia, Simcoe, ON MLS® S13446928

Residential Freehold (Vacant Land)

$285000.0
Great development opportunity in Orillia's desirable West Ward. This vacant residential lot is ideally located on a public transit route and close to
48 Photos
Last Updated : 51 Days ago
1 & 2 Ivy Lane, Simcoe, ON , MLS #S13129940 , Image - 1

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1 & 2 Ivy Lane Orillia, Simcoe, ON MLS® S13129940

Residential Freehold (Detached)

$1538000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour Fr
20 Photos
Last Updated : 52 Days ago
10 Argyle Avenue, Simcoe, ON , MLS #S13446110 , Image - 1

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10 Argyle Avenue Orillia, Simcoe, ON MLS® S13446110

Residential Freehold (Detached)

$405000.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Charming. Affordable. Full of Potential. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to get into the market in a matu
35 Photos
Last Updated : 54 Days ago
3025 Annalysse Drive, Simcoe, ON , MLS #S13440906 , Image - 1

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3025 Annalysse Drive Orillia, Simcoe, ON MLS® S13440906

Residential Freehold (Detached)

$1079990.0
  • 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
8 Photos
Last Updated : 54 Days ago
50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

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50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has
27 Photos
Last Updated : 56 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)

$599900.0
  • 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
50 Photos
Last Updated : 56 Days ago
120 DUNLOP Street, Simcoe, ON , MLS #S12999916 , Image - 1

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120 DUNLOP Street Orillia, Simcoe, ON MLS® S12999916

Residential Freehold (Detached)

$519900.0
price drop iconPrice drop by 8.0%
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 120 Dunlop Street, a charming 4-bedroom century home ideally situated on a corner lot in the heart of Orillia. This well-kept 2-storey resi
32 Photos
Last Updated : 56 Days ago
22 Churchlea Mews, Simcoe, ON , MLS #S13430238 , Image - 1

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22 Churchlea Mews Orillia, Simcoe, ON MLS® S13430238

Residential Freehold (Att/Row/Townhouse)

$588000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning Home Built In 2020 Featuring three Good size bedrooms and a bright open floor plan with 9-foot ceilings and laminate flooring . Additional fe
4 Photos
Last Updated : 56 Days ago
339 Gill Street, Simcoe, ON , MLS #S13185992 , Image - 1
339 Gill Street Orillia, Simcoe, ON MLS® S13185992

Residential Freehold (Detached)

$499990.0
  • < 700 sq-ft
Welcome To 339 Gill Street! This Corner Property Is One Of A Kind! Suitable For Many Uses Including An Apartment Building Or A Townhouse Project. R2 Z
9 Photos
Last Updated : 57 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$499000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
15 Photos
Last Updated : 57 Days ago
3195 Orion Boulevard, Simcoe, ON , MLS #S13416190 , Image - 1

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3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13416190

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Looking for the quality of a custom built home without all the decisions and wait time? Welcome to 3195 Orion Blvd in Orillia's sought after Trailsid
15 Photos
Last Updated : 58 Days ago
9 Bru-Lor Lane, Simcoe, ON , MLS #S12851440 , Image - 1

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9 Bru-Lor Lane Orillia, Simcoe, ON MLS® S12851440

Residential Freehold (Att/Row/Townhouse)

$750000.0
price drop iconPrice drop by 23.1%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Waterfront living in the desirable narrows of Lake Simcoe and Couchiching. Enjoy the luxury of cottage living without maintenance and steps from your
33 Photos
Last Updated : 61 Days ago
44 Tecumseth Street, Simcoe, ON , MLS #S13085952 , Image - 1

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44 Tecumseth Street Orillia, Simcoe, ON MLS® S13085952

Residential Freehold (Detached)

$869900.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 44 Tecumseth St., a grand 5-bedroom, 3-bathroom residence that perfectly captures the harmony between historic craftsmanship & contemporary
43 Photos
Last Updated : 61 Days ago
683 Glen Crescent, Simcoe, ON , MLS #S13410298 , Image - 1

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683 Glen Crescent Orillia, Simcoe, ON MLS® S13410298

Residential Freehold (Detached)

$1599999.0
  • 2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to Couch Point, one of Orillia's most coveted waterfront addresses on Lake Couchiching. This classic bungalow offers 82 ft of shoreline and an
29 Photos
Last Updated : 61 Days ago
585 Atherley Road, Simcoe, ON , MLS #S13125490 , Image - 1

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Unit-202, 585 Atherley Road Orillia, Simcoe, ON MLS® S13125490

Residential Condo & Other (Condo Townhouse)

$626000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lakefront Luxury at Invermara Bay Club where serene lakefront living meets effortless modern convenience. This spacious 1,332 sq. ft. condo
9 Photos
Last Updated : 61 Days ago
42 Frederick Street, Simcoe, ON , MLS #S13135202 , Image - 1

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42 Frederick Street Orillia, Simcoe, ON MLS® S13135202

Residential Freehold (Detached)

$689000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Well Here It Is!!! Renovated 2 storey home with separate unit and 2 driveways.Great location 1 block west of hospital and close to downtown. Home offe
40 Photos
Last Updated : 62 Days ago
376 Brewery Lane, Simcoe, ON , MLS #S13251518 , Image - 1

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376 Brewery Lane Orillia, Simcoe, ON MLS® S13251518

Residential Freehold (Detached)

$4499999.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o
28 Photos
Last Updated : 63 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and
40 Photos
Last Updated : 65 Days ago
84 Atlantis Drive W, Simcoe, ON , MLS #S13096246 , Image - 1

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84 Atlantis Drive W Orillia, Simcoe, ON MLS® S13096246

Residential Freehold (Detached)

$738000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CARPET-FREE HOME - Welcome to 84 Atlantis Dr., a beautifully maintained home that effortlessly combines modern elegance with everyday comfort. Only fo
26 Photos
Last Updated : 65 Days ago
58 Nottawasaga Street, Simcoe, ON , MLS #S13226650 , Image - 1

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58 Nottawasaga Street Orillia, Simcoe, ON MLS® S13226650

Residential Freehold (Duplex)

$595000.0
  • 6 Beds
  • 2 Baths
  • 1500-2000 sq-ft
What If Homeownership Cost Less Than Renting? Step Up To 58 Nottawasaga Street. This Legal Duplex Features Two Bright And Spacious 3-Bedroom Units, Bo
50 Photos
Last Updated : 66 Days ago
37 Laurentian Lane, Simcoe, ON , MLS #S13223588 , Image - 1

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37 Laurentian Lane Orillia, Simcoe, ON MLS® S13223588

Residential Freehold (Detached)

$739900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Offered for the first time by the original owner, this well cared for home showcases true pride of ownership throughout. Situated in an established ne
37 Photos
Last Updated : 66 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)

$777000.0
  • 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
47 Photos
Last Updated : 66 Days ago
10 Invermara Court, Simcoe, ON , MLS #S13222688 , Image - 1

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Unit-10, 10 Invermara Court Orillia, Simcoe, ON MLS® S13222688

Residential Freehold (Detached)

$1040000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to a magnificent home in Sophie's Landing. A gated waterfront community nestled on the shores of Lake Simcoe. This luxurious freehold home was
31 Photos
Last Updated : 67 Days ago
34 Pearl Drive, Simcoe, ON , MLS #S13219102 , Image - 1

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34 Pearl Drive Orillia, Simcoe, ON MLS® S13219102

Residential Freehold (Detached)

$679000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 34 Pearl Drive in West Orillia. This home was built by Mariposa Homes, and is The Craftsman Model. This home Features an open concept main
26 Photos
Last Updated : 67 Days ago
1 Olive Crescent, Simcoe, ON , MLS #S12888010 , Image - 1

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Unit-5, 1 Olive Crescent Orillia, Simcoe, ON MLS® S12888010

Residential Condo & Other (Condo Townhouse)

$699900.0
price drop iconPrice drop by 2.7%
  • 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
1 Photos
Last Updated : 69 Days ago
22 Olive Crescent, Simcoe, ON
22 Olive Crescent Orillia, Simcoe, ON MLS® S13160936

Residential Freehold (Fourplex)

$1245000.0
  • 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
35 Photos
Last Updated : 70 Days ago
90 Orchard Point Road, Simcoe, ON , MLS #S13169368 , Image - 1

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Unit-207, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S13169368

Residential Condo & Other (Condo Apartment)

$1549900.0
  • 3 Beds
  • 2 Baths
  • 1800-1999 sq-ft
Welcome to Orillia's most coveted waterfront address at 90 Orchard Point Road. This rare corner unit is one of the largest in the building at just und
28 Photos
Last Updated : 71 Days ago
56 Wyn Wood Lane, Simcoe, ON , MLS #S13074974 , Image - 1

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56 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13074974

Residential Freehold (Att/Row/Townhouse)

$555000.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
NEW CONSTRUCTION! BENEFIT FROM THE HST REBATE! Full Tarion New Home Warranty!! Lakeside community in Orillia, equipped with a PRIVATE Rooftop Terrace!
40 Photos
Last Updated : 71 Days ago
59 Wyn Wood Lane, Simcoe, ON , MLS #S13078670 , Image - 1

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59 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13078670

Residential Freehold (Att/Row/Townhouse)

$550000.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! BENEFIT FROM THE HST REBATE! Full Tarion New Home Warranty!! Lakeside community in Orillia, equipped with a PRIVATE Rooftop Terrace!
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