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Houses for Sale in Orillia ON Under $5 Million - P5

Showing results 121 - 150 of 261
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
49 Photos
Last Updated : 15 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S13593936 , Image - 1
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Unit-109, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13593936

Residential Condo & Other (Condo Apartment)

$747000.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Wake up to breathtaking, unobstructed views of Lake Couchiching from the comfort of your own home at the highly sought-after Elgin Bay Club. Perfectly
45 Photos
Last Updated : 15 Days ago
403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

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403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0
price drop iconPrice drop by 3.6%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o
45 Photos
Last Updated : 16 Days ago
43 OLIVE Crescent, Simcoe, ON , MLS #S13485652 , Image - 1

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Unit-201, 43 OLIVE Crescent Orillia, Simcoe, ON MLS® S13485652

Residential Condo & Other (Condo Townhouse)

$694900.0
price drop iconPrice drop by 0.7%
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking sunrises on the shores of lake Simcoe in this beautiful waterfront home! Let the peaceful rhythm of the lapping waves carry you off to dr
10 Photos
Last Updated : 16 Days ago
406, 410 Gill & 152 Oxford Street, Simcoe, ON , MLS #S12668446 , Image - 1

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406, 410 Gill & 152 Oxford Street Orillia, Simcoe, ON MLS® S12668446

Residential Freehold (Vacant Land)

$1999700.0
price drop iconPrice drop by 14.5%
Attention Builders! Draft Site Plan Approved for 20 Townhouses, this 1.28 Acre in-fill development site offers exactly what New Home buyers are lookin
8 Photos
Last Updated : 16 Days ago
65 Front Street S, Simcoe, ON , MLS #S13469612 , Image - 1

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65 Front Street S Orillia, Simcoe, ON MLS® S13469612

Residential Freehold (Multiplex)

$849900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rare Opportunity! Legal triplex bungalow in the heart of Orillia. Steps to shopping, dining, library, trails, and the Lake Couchiching waterfront. Loc
36 Photos
Last Updated : 16 Days ago
10 Karen Crescent, Simcoe, ON , MLS #S13466504 , Image - 1

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10 Karen Crescent Orillia, Simcoe, ON MLS® S13466504

Residential Freehold (Detached)

$659000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Move-in ready and beautifully updated, this bright bungalow showcases a modern open-concept layout, four spa
20 Photos
Last Updated : 16 Days ago
90 Orchard Point Road, Simcoe, ON , MLS #S12833604 , Image - 1

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Unit-604, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S12833604

Residential Condo & Other (Condo Apartment)

$949000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Perched at the north end of Lake Simcoe and just minutes from downtown Orillia and Casino Rama, this luxurious 2-bedroom, 2-bath waterfront condo offe
32 Photos
Last Updated : 16 Days ago
173 Barrie Road, Simcoe, ON , MLS #S13486552 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S13486552

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-timebuyers or investors, located in the heart of Orillia
38 Photos
Last Updated : 16 Days ago
117 Isabella Drive, Simcoe, ON , MLS #S13532400 , Image - 1

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117 Isabella Drive Orillia, Simcoe, ON MLS® S13532400

Residential Freehold (Att/Row/Townhouse)

$639888.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this stunning turn-key 3 bedroom, 3 bathroom, freehold bungalow townhome in Orillia's sought-after Westridge neighbourhood - a beautifully
49 Photos
Last Updated : 16 Days ago
27 Heyden Avenue, Simcoe, ON , MLS #S12951264 , Image - 1

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27 Heyden Avenue Orillia, Simcoe, ON MLS® S12951264

Residential Freehold (Detached)

$1650000.0
price drop iconPrice drop by 5.7%
  • 3 +3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
27 Heyden Avenue, a magnificent 2460 sq ft bungalow home perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prime Orill
43 Photos
Last Updated : 17 Days ago
3075 Orion Boulevard, Simcoe, ON , MLS #S13426546 , Image - 1

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3075 Orion Boulevard Orillia, Simcoe, ON MLS® S13426546

Residential Freehold (Detached)

$919999.0
price drop iconPrice drop by 4.2%
  • 3 +2 Beds
  • 7 Baths
  • 2500-3000 sq-ft
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, des
50 Photos
Last Updated : 17 Days ago
45 ALBERT Street N, Simcoe, ON , MLS #S13551244 , Image - 1

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45 ALBERT Street N Orillia, Simcoe, ON MLS® S13551244

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Great Price Adjustment! Tour this property before its gone! WOW! That's the first impression you'll have when you step inside this beautifully main
50 Photos
Last Updated : 17 Days ago
34 Ruby Crescent, Simcoe, ON , MLS #S13160266 , Image - 1

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34 Ruby Crescent Orillia, Simcoe, ON MLS® S13160266

Residential Freehold (Att/Row/Townhouse)

$849000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 34 Ruby Crescent in Sophie's Landing, a sought after waterfront community offering an exceptional lifestyle on the shores of Lake Simcoe. B
34 Photos
Last Updated : 17 Days ago
100 Laclie Street, Simcoe, ON , MLS #S13530638 , Image - 1

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100 Laclie Street Orillia, Simcoe, ON MLS® S13530638

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 100 Laclie Street - a charming, immaculately maintained home that's been thoughtfully updated throughout. The standout rear addition opens
24 Photos
Last Updated : 17 Days ago
275 Barrie Road, Simcoe, ON , MLS #S12994962 , Image - 1

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275 Barrie Road Orillia, Simcoe, ON MLS® S12994962

Residential Freehold (Detached)

$850000.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Uncover the enchanting allure of one of Orillia's most sought-after neighbourhoods, where charm and beauty converge! This breathtaking all-brick Victo
25 Photos
Last Updated : 17 Days ago
486 Laclie Street, Simcoe, ON , MLS #S13542112 , Image - 1

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Unit-109, 486 Laclie Street Orillia, Simcoe, ON MLS® S13542112

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 2.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Rarely offered main floor corner condo, an exceptional opportunity at 486 Laclie Street Unit 109 in Orillia's desirable north end. This spacious two b
30 Photos
Last Updated : 17 Days ago
69 Calverley Street, Simcoe, ON , MLS #S13559892 , Image - 1

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69 Calverley Street Orillia, Simcoe, ON MLS® S13559892

Residential Freehold (Detached)

$639900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This raised bungalow should be on your must-see list. Great north-ward location, tasteful decor, beautifully presented and offering a layout that work
30 Photos
Last Updated : 17 Days ago
90 Atlantis Drive, Simcoe, ON , MLS #S13132760 , Image - 1

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90 Atlantis Drive Orillia, Simcoe, ON MLS® S13132760

Residential Freehold (Detached)

$750000.0
price drop iconPrice drop by 3.2%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
GREAT OPPORTUNITY! 4-bedroom, 3-bathroom home built in 2022, perfectly situated close to all the amenities of Orillia's sought-after Westridge communi
41 Photos
Last Updated : 17 Days ago
23 Penetang Street, Simcoe, ON , MLS #S13576224 , Image - 1

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Unit-2, 23 Penetang Street Orillia, Simcoe, ON MLS® S13576224

Residential Freehold (Detached)

$549900.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Step into a rare opportunity to own a beautifully maintained legal duplex that perfectly blends historic charm with modern convenience. This impressiv
28 Photos
Last Updated : 18 Days ago
580 West Street S, Simcoe, ON , MLS #S13549080 , Image - 1

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Unit-Lot 209, 580 West Street S Orillia, Simcoe, ON MLS® S13549080

Residential Freehold (MobileTrailer)

$189900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to easy, carefree living in the Lakeside Estates community! This Charming 2-bedroom mobile home offers a warm and inviting atmosphere. The Din
24 Photos
Last Updated : 18 Days ago
3149 Monarch Drive, Simcoe, ON , MLS #S13580486 , Image - 1

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3149 Monarch Drive Orillia, Simcoe, ON MLS® S13580486

Residential Freehold (Detached)

$848000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Visit the REALTOR website for further information about this Listing. 50-Ft Walkout Lot in the Highly Sought-After Westridge Community! This beautifu
48 Photos
Last Updated : 19 Days ago
305 Park Street, Simcoe, ON , MLS #S13579812 , Image - 1

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305 Park Street Orillia, Simcoe, ON MLS® S13579812

Residential Freehold (Detached)

$714900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated 5-bedroom, 2-bathroom bungalow in Orillia's sought-after North Ward, ideally located close to excellent schools, n
23 Photos
Last Updated : 20 Days ago
356 West Street N, Simcoe, ON , MLS #S13577842 , Image - 1

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356 West Street N Orillia, Simcoe, ON MLS® S13577842

Residential Freehold (Detached)

$474900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-time buyers,
50 Photos
Last Updated : 20 Days ago
354 Atherley Road, Simcoe, ON , MLS #S13576902 , Image - 1

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Unit-213, 354 Atherley Road Orillia, Simcoe, ON MLS® S13576902

Residential Condo & Other (Condo Apartment)

$589900.0
  • 2 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Enjoy maintenance-free living where every day feels like a getaway! Welcome to Panoramic Point, a sought-after waterfront community backing onto beaut
35 Photos
Last Updated : 20 Days ago
354 Atherley Road, Simcoe, ON , MLS #S13574618 , Image - 1

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Unit-303, 354 Atherley Road Orillia, Simcoe, ON MLS® S13574618

Residential Condo & Other (Condo Apartment)

$599888.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome To This 2-Bedroom, 2-Bathroom Corner Suite At Panoramic Point, One Of Orillia's Most Desirable Waterfront Condominium Communities. Offering Ap
18 Photos
Last Updated : 20 Days ago
391 Grenville Avenue, Simcoe, ON , MLS #S13132210 , Image - 1

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391 Grenville Avenue Orillia, Simcoe, ON MLS® S13132210

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 2.3%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This fabulous, one-owner bungalow has been lovingly maintained and offers a perfect blend of comfort and style. The sun-filled front verandah welcomes
43 Photos
Last Updated : 21 Days ago
3112 Emperor Drive, Simcoe, ON , MLS #S13512556 , Image - 1

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3112 Emperor Drive Orillia, Simcoe, ON MLS® S13512556

Residential Freehold (Detached)

$759000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your dream home in Orillia's highly desirable West Ridge community! This very well maintained 3 bedroom 3 bath home perfectly blends modern
43 Photos
Last Updated : 21 Days ago
3015 Annalysse Drive, Simcoe, ON , MLS #S13572418 , Image - 1

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3015 Annalysse Drive Orillia, Simcoe, ON MLS® S13572418

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 3015 Annalysse Drive in Orillia. This immaculate brick-and-stone 4 bedroom, two-storey home was completed in 2020 and is ideally located in
47 Photos
Last Updated : 21 Days ago
94 Fittons Road E, Simcoe, ON , MLS #S13565012 , Image - 1

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94 Fittons Road E Orillia, Simcoe, ON MLS® S13565012

Residential Freehold (Detached)

$649900.0
  • 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
47 Photos
Last Updated : 21 Days ago
142 JULIA Crescent, Simcoe, ON , MLS #S13559848 , Image - 1

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142 JULIA Crescent Orillia, Simcoe, ON MLS® S13559848

Residential Freehold (Link)

$619900.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to 142 Julia Crescent, located in the highly sought-after West Ridge neighbourhood of Orillia! This beautifully maintained 3-bedroom, 4-bathro
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