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Houses for Sale in Simcoe Under $500K - P17

Showing results 481 - 510 of 1116
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)
50 Photos
Last Updated : 19 Days ago
31 Laguna Parkway, Simcoe, ON , MLS #S13692354 , Image - 1
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Unit-3, 31 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13692354

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Waterfront living without the renovation list. This beautifully renovated 2-bedroom, 2-bathroom home offers direct water access, private boat parking,
19 Photos
Last Updated : 19 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l
36 Photos
Last Updated : 19 Days ago
121 Mary Street, Simcoe, ON , MLS #S13459324 , Image - 1

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Unit-322, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13459324

Residential Condo & Other (Condo Apartment)

$415999.0
price drop iconPrice drop by 29.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the best of Creemore living in this inviting and move-in-ready condominium, perfectly positioned within walking distance of the village's v
45 Photos
Last Updated : 19 Days ago
3 St James Place, Simcoe, ON , MLS #S13753620 , Image - 1

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3 St James Place Wasaga Beach, Simcoe, ON MLS® S13753620

Residential Freehold (Modular Home)

$335000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience tranquil, low-maintenance living in this charming two bedroom bungalow located in the highly desi
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
21 Photos
Last Updated : 19 Days ago
25 Meadow Lane, Simcoe, ON , MLS #S13753590 , Image - 1

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25 Meadow Lane
Unit-206, 25 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S13753590

Residential Condo & Other (Condo Apartment)

$319000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Incredible Opportunity for First-Time Buyers , Downsizers or Investors! Located in Barrie's desirable south-west end, close to shopping, Hwy 400, and
1 Photos
Last Updated : 19 Days ago
503 Margaret Street, Simcoe, ON
503 Margaret Street Port McNicoll, Tay, Simcoe, ON MLS® S13753440

Residential Freehold (Vacant Land)

$129900.0
  • < 700 sq-ft
Turn your vision into reality on this great residential building lot in Port McNicoll, a charming waterfront community on the shores of Georgian Bay.
16 Photos
Last Updated : 19 Days ago
9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

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Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr
45 Photos
Last Updated : 19 Days ago
181 COLLIER Street, Simcoe, ON , MLS #S13752228 , Image - 1

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Unit-305, 181 COLLIER Street North Shore, Barrie, Simcoe, ON MLS® S13752228

Residential Condo & Other (Condo Apartment)

$449900.0
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 181 Collier St., where comfort, space, and an exceptional lifestyle come together. This very well-maintained 2-bedroom, 2-bathroom condo of
36 Photos
Last Updated : 19 Days ago
54 The Boardwalk N/A, Simcoe, ON , MLS #S13720920 , Image - 1

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54 The Boardwalk N/A Wasaga Beach, Simcoe, ON MLS® S13720920

Residential Freehold (Detached)

$350000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Extensively renovated inside and out in 2023, this beautifully updated home offers comfortable, low-maintenance living in a welcoming adult land-lease
14 Photos
Last Updated : 20 Days ago
267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

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267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$225900.0
price drop iconPrice drop by 5.4%
Vacant Land For Sale! Seller Financing Available. A great opportunity to build on a large ~1/4 acre lot in a convenient downtown Orillia location.
26 Photos
Last Updated : 20 Days ago
177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

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177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
DON'T JUDGE THIS BOOK BY ITS COVER - THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income property or
1 Photos
Last Updated : 21 Days ago
98 King Street, Simcoe, ON
98 King Street Angus, Essa, Simcoe, ON MLS® N13477384

Residential Freehold (Vacant Land)

$150000.0
  • < 700 sq-ft
Why fit your life into someone else's floor plan when you can start from scratch? This vacant lot in Angus is a true blank canvas, set in an establish
20 Photos
Last Updated : 21 Days ago
54 Koda Street, Simcoe, ON , MLS #S13604976 , Image - 1

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Unit-314, 54 Koda Street Holly, Barrie, Simcoe, ON MLS® S13604976

Residential Condo & Other (Condo Apartment)

$454900.0
price drop iconPrice drop by 2.2%
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Rarely available premium 1-Bed + Den model boasting an impressive 869 sq ft of open-concept luxury! This exceptionally spacious turn-key condo at Bear
16 Photos
Last Updated : 22 Days ago
5493 Mcmann Side Road, Simcoe, ON , MLS #S13745814 , Image - 1

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5493 Mcmann Side Road Rural Tay, Tay, Simcoe, ON MLS® S13745814

Residential Freehold (Vacant Land)

$469900.0
  • 700-1100 sq-ft
A rare opportunity to create your own private rural retreat in beautiful Tay Township! Set on approximately 45 acres, this property offers a wonderful
31 Photos
Last Updated : 22 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13740378 , Image - 1

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Unit-168, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13740378

Residential Freehold (Detached)

$110000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on a quiet dead-end street within Wasaga CountryLife Resort, Unit 168 offers exceptional privacy and a rare waterfront lot perfect for relaxed
67 Photos
Last Updated : 22 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13538924 , Image - 1

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Unit-92, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13538924

Residential Freehold (MobileTrailer)

$115000.0
price drop iconPrice drop by 4.1%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Hear the waves of Georgian Bay. Seasonal retreat in popular Countrylife Resort. (7 months May1st-Nov 15th). 38x14 ft Northlander Cottage Classic with
28 Photos
Last Updated : 22 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13620612 , Image - 1

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4 Kimberly Lane
Unit-404, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13620612

Residential Condo & Other (Condo Apartment)

$395000.0
price drop iconPrice drop by 7.1%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to effortless four-season living at The Marquis at Royal Windsor-a beautifully designed 700 sq. ft. one-bedroom suite that combines comfort, c
9 Photos
Last Updated : 22 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$174900.0
price drop iconPrice drop by 7.9%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior w
33 Photos
Last Updated : 22 Days ago
37 Hawthorne Drive, Simcoe, ON , MLS #N13676338 , Image - 1

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37 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13676338

Residential Freehold (MobileTrailer)

$369000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Impeccably maintained and move-in ready, this 2019-built home delivers modern comfort, stylish finishes, and
4 Photos
Last Updated : 22 Days ago
Lot 130 Plan 1197 N/A, Simcoe, ON , MLS #N13675738 , Image - 1
Lot 130 Plan 1197 N/A Alcona, Innisfil, Simcoe, ON MLS® N13675738

Residential Freehold (Vacant Land)

$79000.0
Rare opportunity to acquire a generously sized vacant residential lot in the heart of Alcona, Innisfil. Measuring approximately 131' x 134' and offeri
4 Photos
Last Updated : 22 Days ago
Lot 131 Plan 1197 N/A, Simcoe, ON , MLS #N13675802 , Image - 1
Lot 131 Plan 1197 N/A Alcona, Innisfil, Simcoe, ON MLS® N13675802

Residential Freehold (Vacant Land)

$79000.0
Rare opportunity to acquire a generously sized vacant residential lot in the heart of Alcona, Innisfil. Measuring approximately 131' x 134' andofferin
41 Photos
Last Updated : 23 Days ago
8 Maple Leaf Terrace, Simcoe, ON , MLS #N13059046 , Image - 1

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8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N13059046

Residential Freehold (Detached)

$199900.0
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac wit
42 Photos
Last Updated : 23 Days ago
7465 East River Road, Simcoe, ON , MLS #S13725464 , Image - 1

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7465 East River Road Rural Ramara, Ramara, Simcoe, ON MLS® S13725464

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Tucked among mature trees along the peaceful Black River, this charming year-round waterfront property offers the perfect balance of classic cottage c
32 Photos
Last Updated : 23 Days ago
201 Sunnidale Street, Simcoe, ON , MLS #S13536946 , Image - 1

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201 Sunnidale Street Stayner, Clearview, Simcoe, ON MLS® S13536946

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 7.4%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention investors, builders, and opportunity seekers! This 3-bedroom, 1-bathroom home sits on an exceptional corner lot in Stayner, complete with an
10 Photos
Last Updated : 23 Days ago
LT 147 PILON Road, Simcoe, ON , MLS #S13679636 , Image - 1

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LT 147 PILON Road Rural Tiny, Tiny, Simcoe, ON MLS® S13679636

Residential Freehold (Vacant Land)

$499900.0
Welcome to the heart of Balm Beach, this expansive 163 x 183-foot corner lot is the perfect setting to build your custom dream home or vacation cottag
2 Photos
Last Updated : 23 Days ago
Lot 25 Robinson Road, Simcoe, ON , MLS #S13747204 , Image - 1
Unit-Part 1, Lot 25 Robinson Road Wasaga Beach, Simcoe, ON MLS® S13747204

Residential Freehold (Vacant Land)

$264900.0
Location ! Location ! Prime Vacant Lot in Wasaga Beach measuring 50 x 150 ft Excellent Opportunity to Build Your Custom Home or Cottage in a Growing,
12 Photos
Last Updated : 23 Days ago
170 Berczy Street, Simcoe, ON , MLS #S13734634 , Image - 1

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170 Berczy Street Wellington, Barrie, Simcoe, ON MLS® S13734634

Residential Freehold (Vacant Land)

$314900.0
Build your dream home or investment property on a 51 x 92 ft lot in the heart of Barrie! For those planning to build, Ontario's current Enhanced New H
15 Photos
Last Updated : 23 Days ago
Lot 80 McMann Side Road, Simcoe, ON , MLS #S13745812 , Image - 1

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Lot 80 McMann Side Road Rural Tay, Tay, Simcoe, ON MLS® S13745812

Residential Freehold (Vacant Land)

$349900.0
Location, privacy, and opportunity await! Discover the freedom to design your dream home on this recently severed, mostly cleared parcel nestled in th
10 Photos
Last Updated : 23 Days ago
3 Owen Road, Simcoe, ON , MLS #S13745160 , Image - 1

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3 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13745160

Residential Freehold (Vacant Land)

$249900.0
Top 5 Reasons You Will Love This Property: 1) Build the home you've always wanted, this vacant parcel delivers the opportunity to start with a blank c
23 Photos
Last Updated : 23 Days ago
382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$350000.0
price drop iconPrice drop by 6.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
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