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Houses for Sale in Simcoe Under $500K - P37

Showing results 1081 - 1093 of 1093
Last Updated: August 13, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
19 Photos
Last Updated : 163 Days ago
612 Bay Street, Simcoe, ON , MLS #S12839008 , Image - 1
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612 Bay Street Midland, Simcoe, ON MLS® S12839008

Residential Freehold (Duplex)

$449900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Charming semi-detached duplex with two fully self-contained units, offering a smart opportunity for investor
1 Photos
Last Updated : 163 Days ago
503 Margaret Street, Simcoe, ON
503 Margaret Street Port McNicoll, Tay, Simcoe, ON MLS® S12838214

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.
31 Photos
Last Updated : 166 Days ago
8869 Highway 93 Highway, Simcoe, ON , MLS #S12829730 , Image - 1

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8869 Highway 93 Highway Midland, Simcoe, ON MLS® S12829730

Residential Freehold (Vacant Land)

$350000.0
Exceptional high-exposure Highway 93 opportunity - approximately 0.59 acres (25,865 sq ft) of strategically positioned land in a growing Midland corri
2 Photos
Last Updated : 182 Days ago
55 Dock Lane, Simcoe, ON , MLS #S12776874 , Image - 1
Unit-28, 55 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12776874

Residential Freehold (Vacant Land)

$415000.0
Welcome to Port McNicoll's best-kept secret - an exclusive, serene peninsula community on Georgian Bay. This intimate and prestigious neighborhood off
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
14 Photos
Last Updated : 190 Days ago
15 Huron Circle, Simcoe, ON , MLS #S12702652 , Image - 1

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15 Huron Circle Wasaga Beach, Simcoe, ON MLS® S12702652

Residential Freehold (MobileTrailer)

$110000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Seasonal retreat in popular Countrylife Resort. (7 months April 26th-Nov 16th). Short walk to the Beach! Immaculately maintained 2004 Quailridge featu
21 Photos
Last Updated : 205 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S11931442 , Image - 1

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9 Harbour Street E
Unit-4109-41, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11931442

Residential Condo & Other (Timeshare)

$40000.0
price drop iconPrice drop by 33.3%
  • 2 Beds
  • 2 Baths
  • 0-499 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 4th floor of Living Water Resort, this unit offers amazing views o
37 Photos
Last Updated : 209 Days ago
15 Kenora Trail, Simcoe, ON , MLS #S12702762 , Image - 1

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15 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S12702762

Residential Freehold (MobileTrailer)

$165000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Golf cart included! Embrace the charm of a seasonal retreat in the coveted Countrylife Resort, where tranquility meets recreation from end of April to
5 Photos
Last Updated : 217 Days ago
6087 Sheba Drive, Simcoe, ON , MLS #S12677846 , Image - 1
6087 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12677846

Residential Freehold (Vacant Land)

$269000.0
Welcome To 6087 Sheba Dr, This Gorgeous Piece Of Land Is Ready for you. This 101.61 Ft. X 300 Ft. 30,000 Sq. Ft. Lot Is Minutes To Lake St John, Airpo
7 Photos
Last Updated : 220 Days ago
18 Brentwood Road W, Simcoe, ON , MLS #N12657668 , Image - 1

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18 Brentwood Road W Rural Essa, Essa, Simcoe, ON MLS® N12657668

Residential Freehold (Vacant Land)

$208888.0
Your Dream Home Awaits in Angus! Discover the perfect blend of convenience and tranquility with this exceptional property nestled in the heart of Angu
23 Photos
Last Updated : 285 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

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Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0
price drop iconPrice drop by 40.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off
27 Photos
Last Updated : 290 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12478205 , Image - 1

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Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12478205

Residential Condo & Other (Other)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa
5 Photos
Last Updated : 297 Days ago
115 Nippissing Ridge Road, Simcoe, ON , MLS #S9416239 , Image - 1
115 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S9416239

Residential Freehold (Vacant Land)

$325000.0
End Unit/ Cul de Sac Forest Lot In Exclusive Cedar Ridge Community. Stunning 1.5 Acres Of Sprawling Forest, W/Access To 350Ft Of Waterfront (Priv.Park
6 Photos
Last Updated : 322 Days ago
2318 Sherwood Forest Lane, Simcoe, ON , MLS #S12427693 , Image - 1

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2318 Sherwood Forest Lane Rural Severn, Severn, Simcoe, ON MLS® S12427693

Residential Freehold (Vacant Land)

$499000.0
Easy Access To Your Private Waterfront Property Through A Year-Round Private Community Road. 99' Of Waterfrontage On The Trent Severn Waterway, Part O
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