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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 409

Looking for houses under $500k for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $500k, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $500k in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.


Last Updated: December 19, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
24 Photos
Last Updated : 1 Day ago
86 Sixth Street, Simcoe, ON , MLS #S12638064 , Image - 1
Image With Blur overlay

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86 Sixth Street Midland, Simcoe, ON MLS® S12638064

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
CHARACTER-FILLED HOME WITH GEORGIAN BAY VIEWS, A 200 FT DEEP LOT, & READY TO BECOME YOUR PINTEREST DREAM HOME! Start your day on the enclosed front po
13 Photos
Last Updated : 1 Day ago
48 High Tide Drive, Simcoe, ON , MLS #S12449275 , Image - 1

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48 High Tide Drive Wasaga Beach, Simcoe, ON MLS® S12449275

Residential Freehold (Att/Row/Townhouse)

$465000.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To A New Way Of Living In This Bright And Beautiful 3-Bedroom Home. Located In A Master-Planned Community In The Heart Of Wasaga Beach's Four-
5 Photos
Last Updated : 1 Day ago
6 Tioga Boulevard, Simcoe, ON , MLS #N12167264 , Image - 1
6 Tioga Boulevard Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12167264

Residential Freehold (Vacant Land)

$365000.0
price drop iconPrice drop by 26.9%
  • < 700 sq-ft
Desirable 1.75 Acre Pie-Shaped Lot In An Established Estate Lot Neighbourhood. Trees Along Rear Boundary With Level Cleared Area To Build Your Dream H
7 Photos
Last Updated : 1 Day ago
210 Sutherland Street S, Simcoe, ON , MLS #S9242314 , Image - 1

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210 Sutherland Street S Stayner, Clearview, Simcoe, ON MLS® S9242314

Residential Freehold (Vacant Land)

$295000.0
  • < 700 sq-ft
Great opportunity for investors and builders in a developing Stayner community. This 66' x 165' lot is within walking distance to nearby amenities suc
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
27 Photos
Last Updated : 1 Day ago
157 Wellington Street E, Simcoe, ON , MLS #N12455637 , Image - 1

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Unit-109, 157 Wellington Street E Alliston, New Tecumseth, Simcoe, ON MLS® N12455637

Residential Condo & Other (Condo Apartment)

$429999.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Beautiful 1 Bedroom 1 Bathroom Main Floor Executive Condo in the Heart of Alliston.Bright & Updated with open concept main living & dining space with
1 Photos
Last Updated : 1 Day ago
217 Atherley Drive, Simcoe, ON
217 Atherley Drive Orillia, Simcoe, ON MLS® S12311275

Residential Freehold (Vacant Land)

$429999.0
price drop iconPrice drop by 14.0%
  • < 700 sq-ft
Premium Downtown Waterfront Building Lot with Approved Permits Ready to Build An exceptional opportunity to build a luxury side-by-side duplex in Ori
25 Photos
Last Updated : 1 Day ago
81 Corner Brook Trail, Simcoe, ON , MLS #N12585902 , Image - 1

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81 Corner Brook Trail Alcona, Innisfil, Simcoe, ON MLS® N12585902

Residential Freehold (Detached)

$440000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Located in an Adult Lifestyle community of Sandycove Acres this home offers thoughtfully selected upgrades t
1 Photos
Last Updated : 2 Days ago
36 Southview Dr R.R.#3, Brechin Drive S, Simcoe, ON
36 Southview Dr R.R.#3, Brechin Drive S Brechin, Ramara, Simcoe, ON MLS® S12425819

Residential Freehold (Vacant Land)

$325000.0
price drop iconPrice drop by 9.7%
This rare vacant lot is ready for your dream home! 100 x 200 dry building lot on a pond sits on a quiet street in Bayshore Village. Amenities galore!
21 Photos
Last Updated : 2 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12638754 , Image - 1

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Unit-205, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12638754

Residential Condo & Other (Condo Apartment)

$349900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Southern-Facing 2-Bedroom/2-Bathroom Condo Boasting Over 1,155 SqFt. Of Living Space!! Featuring Stunning Floor-To-Ceiling Windows With Water Views. T
7 Photos
Last Updated : 2 Days ago
1422 Maple Way, Simcoe, ON , MLS #N12638600 , Image - 1

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1422 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12638600

Residential Freehold (Vacant Land)

$299000.0
  • < 700 sq-ft
Excellent opportunity for end users, builders, or long-term investors to secure a registered residential vacant lot in one of Innisfil's most establis
11 Photos
Last Updated : 3 Days ago
LT 4 Glenn Howard Court, Simcoe, ON , MLS #S12331289 , Image - 1

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LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S12331289

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit
29 Photos
Last Updated : 3 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S12636426 , Image - 1

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Unit-7, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12636426

Residential Condo & Other (Condo Apartment)

$479900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully maintained 3-bedroom, 2-bath stacked condo in the sought-after Georgian Drive community. This sun-filled upper-level unit
48 Photos
Last Updated : 3 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S12405724 , Image - 1

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Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S12405724

Residential Condo & Other (Condo Apartment)

$439000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Bungalow style condo townhouse, main floor corner, with storage locker and walkout to patio. 2 bedroom, 2 bat
26 Photos
Last Updated : 4 Days ago
121 Mary Street, Simcoe, ON , MLS #S12235595 , Image - 1

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Unit-402, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S12235595

Residential Condo & Other (Condo Apartment)

$449900.0
price drop iconPrice drop by 10.0%
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Brand New Brix Condos, TOP FLOOR, ESCARPMENT VIEW, One bedroom plus den, North Facing 700 Sq Ft Unit. Open Concept Living Room, 9' Ceilings, Kitchen w
19 Photos
Last Updated : 4 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12469689 , Image - 1

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24 Ramblings Way
Unit-305, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12469689

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 305 in Bayview Tower at Ruperts Landing one of Collingwood's most desirable waterfront communities! This 2-bedroom, 2-bathroom condo o
14 Photos
Last Updated : 5 Days ago
8 Jonathan Court, Simcoe, ON , MLS #S12238697 , Image - 1

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8 Jonathan Court Stayner, Clearview, Simcoe, ON MLS® S12238697

Residential Freehold (Vacant Land)

$399000.0
Rare Opportunity to Secure a Prime Building Lot on a Quiet, Exclusive Court! Don't miss out on this incredible chance to invest in a future dream home
2 Photos
Last Updated : 5 Days ago
13 PT 2 Mapleside Drive, Simcoe, ON , MLS #S12556474 , Image - 1
13 PT 2 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556474

Residential Freehold (Vacant Land)

$239000.0
Cleared & ready to build 60'x93' lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wasaga Be
2 Photos
Last Updated : 5 Days ago
13 PT 1 Mapleside Drive, Simcoe, ON , MLS #S12556388 , Image - 1
13 PT 1 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556388

Residential Freehold (Vacant Land)

$249000.0
Cleared & ready to build 68'x91' corner lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wa
25 Photos
Last Updated : 6 Days ago
19 Wakunda Crescent, Simcoe, ON , MLS #S12505180 , Image - 1

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19 Wakunda Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12505180

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Placed on a quiet crescent just off Awenda Park, this home is perfectly located for outdoor lovers, just ste
13 Photos
Last Updated : 6 Days ago
891 River Road W, Simcoe, ON , MLS #S12380460 , Image - 1

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Unit-1, 891 River Road W Wasaga Beach, Simcoe, ON MLS® S12380460

Residential Condo & Other (Condo Apartment)

$339000.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Location, Lifestyle and Easy Living in Wasaga Beach! Just minutes from the sandy shores of Wasaga Beach and surrounded by endless recreational opportu
32 Photos
Last Updated : 6 Days ago
3 Courtland Street, Simcoe, ON , MLS #S12514032 , Image - 1

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3 Courtland Street Orillia, Simcoe, ON MLS® S12514032

Residential Freehold (Detached)

$389000.0
  • 2 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Zoned Village Commercial, this unique property offers endless flexibility to live comfortably, run a busines
1 Photos
Last Updated : 6 Days ago
Lot 35 Rue Eric N/A, Simcoe, ON
Lot 35 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450065

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your dream home, or take advantage of an excellent opportunity for a builder to develop multiple l
1 Photos
Last Updated : 6 Days ago
Lot 34 Rue Eric N/A, Simcoe, ON
Lot 34 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450016

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Design your ideal home or take advantage of a prime opportunity for builders with multiple lots ready fo
1 Photos
Last Updated : 6 Days ago
Lot 33 Rue Eric N/A, Simcoe, ON
Lot 33 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450119

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Create your ideal home or seize a fantastic opportunity for a builder to develop multiple lots, the oppo
1 Photos
Last Updated : 6 Days ago
Lot 32 Rue Eric N/A, Simcoe, ON
Lot 32 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450149

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to build your dream home or for a builder to develop multiple premium lots in a sought-
1 Photos
Last Updated : 6 Days ago
Lot 31 Rue Eric N/A, Simcoe, ON
Lot 31 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450102

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Prime opportunity to build your dream home or for a builder to develop multiple premium lots in a highly
1 Photos
Last Updated : 6 Days ago
Lot 30 Rue Eric N/A, Simcoe, ON
Lot 30 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450097

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to build your dream home or for a developer to create a stunning residential enclave in
1 Photos
Last Updated : 6 Days ago
Lot 29 Rue Eric N/A, Simcoe, ON
Lot 29 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450042

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Create the perfect dream home, or seize this fantastic opportunity to develop multiple lots 2) Fully ser
4 Photos
Last Updated : 6 Days ago
Lot 23 Rue Eric N/A, Simcoe, ON , MLS #S12450087 , Image - 1
Lot 23 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450087

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Incredible opportunity to build your dream home on a large lot or for builders to build on multiple lots
46 Photos
Last Updated : 6 Days ago
14 Dawson Drive, Simcoe, ON , MLS #S12185645 , Image - 1

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Unit-415, 14 Dawson Drive Collingwood, Simcoe, ON MLS® S12185645

Residential Condo & Other (Condo Townhouse)

$485000.0
price drop iconPrice drop by 8.3%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Beautifully Updated Townhome in Prime Collingwood Location.Tucked away among the trees for added privacy, this updated two-story townhome offers the p
Shortlisted Properties
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