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Houses for Sale in Simcoe Under $500K - P26

Showing results 751 - 780 of 1094
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
46 Photos
Last Updated : 45 Days ago
78 Vernon Street, Simcoe, ON , MLS #N13442328 , Image - 1
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78 Vernon Street Angus, Essa, Simcoe, ON MLS® N13442328

Residential Freehold (MobileTrailer)

$360000.0
  • 1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Opportunity to get into the Market!!! Own this beauty at such an affordable price, shows to perfection! Welcome to this sweet community with the pride
32 Photos
Last Updated : 45 Days ago
4101 Wesley Street, Simcoe, ON , MLS #S13501806 , Image - 1

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4101 Wesley Street Rural Severn, Severn, Simcoe, ON MLS® S13501806

Residential Freehold (MobileTrailer)

$349900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Client RemarksWelcome to 4101 Wesley Street in the peaceful Silver Creek Estates community in Severn. This well-maintained and inviting modular home i
5 Photos
Last Updated : 45 Days 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
12 Photos
Last Updated : 45 Days ago
81 Bayshore Drive, Simcoe, ON , MLS #S13502404 , Image - 1

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81 Bayshore Drive Brechin, Ramara, Simcoe, ON MLS® S13502404

Residential Freehold (Vacant Land)

$450000.0
An incredible opportunity to build your dream home or cottage in this sought-after Bayshore Village Community. This premium vacant lot offers stunning
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
23 Photos
Last Updated : 45 Days ago
4 Spice Way, Simcoe, ON , MLS #S13419520 , Image - 1

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4 Spice Way
Unit-312, 4 Spice Way Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13419520

Residential Condo & Other (Condo Apartment)

$399900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to this beautifully upgraded 1 bedroom plus den condo in Barrie's sought-after south end, offering smart design, quality finishes, and everyda
30 Photos
Last Updated : 45 Days ago
111 Worsley Street, Simcoe, ON , MLS #S12939722 , Image - 1

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Unit-#503, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S12939722

Residential Condo & Other (Condo Apartment)

$409000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo living never looked so good! Tucked privately away this unit boasts tons of natural light from almost every angle with an abundance more window
28 Photos
Last Updated : 45 Days ago
1 Paradise Boulevard, Simcoe, ON , MLS #S13501932 , Image - 1

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Unit-Unit 29, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13501932

Residential Condo & Other (Condo Townhouse)

$379649.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Great Opportunity To Be A Part of a Wonderful Established Waterfront Community Located In Lagoon City On The Shores of Lake Simcoe. This Two Bedroom,
38 Photos
Last Updated : 45 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13501928 , Image - 1

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Unit-1, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13501928

Residential Condo & Other (Condo Townhouse)

$459649.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Woodland Shores Waterfront 3 Bedroom End Unit With Lots Of Windows And Bright Open Concept. Lagoon City Is A Vibrant, Active Community With A Beautifu
13 Photos
Last Updated : 45 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S12841324 , Image - 1

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63 Ferris Lane
Unit-E3, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S12841324

Residential Condo & Other (Common Element Condo)

$409900.0
price drop iconPrice drop by 8.7%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Excellent First-time buyer or downsizing opportunity. Immediate Occupancy. COMPLETELY REFURBISHED UNIT including, when installed; new windows, wall an
48 Photos
Last Updated : 46 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S12759234 , Image - 1

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Unit-401, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12759234

Residential Condo & Other (Condo Apartment)

$363000.0
price drop iconPrice drop by 6.4%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
TURN-KEY recently renovated condo ideally located downtown Barrie, steps to the sparkling waterfront. Full size stainless steel fridge, stove and SS m
14 Photos
Last Updated : 46 Days ago
10B Coulter Street, Simcoe, ON , MLS #S13456952 , Image - 1

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Unit-211, 10B Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13456952

Residential Condo & Other (Condo Apartment)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
BRIGHT 2-BEDROOM GROUND-FLOOR SUITE OFFERING STAIR-FREE ACCESS, A PRIVATE PATIO, & COMFORTABLE, LOW-MAINTENANCE LIVING! This ground-floor condo offers
35 Photos
Last Updated : 46 Days ago
46 Garden Grove Crescent, Simcoe, ON , MLS #S13421340 , Image - 1

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46 Garden Grove Crescent Wasaga Beach, Simcoe, ON MLS® S13421340

Residential Freehold (Att/Row/Townhouse)

$499500.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Amazing opportunity to own a beautifully appointed all-brick bungalow in Country Meadows, one of Wasaga Beach's premier retirement Land-Lease Communit
9 Photos
Last Updated : 47 Days ago
Lot 35 Lily Drive, Simcoe, ON , MLS #S13497180 , Image - 1

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Lot 35 Lily Drive Wasaga Beach, Simcoe, ON MLS® S13497180

Residential Freehold (Vacant Land)

$425000.0
Build Your Dream in Wasaga Beach!An exceptional opportunity awaits with this impressive 112.77' x 162' residential building lot in one of Wasaga Beach
14 Photos
Last Updated : 48 Days ago
593 Lakeshore Road E, Simcoe, ON , MLS #S13496680 , Image - 1

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593 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13496680

Residential Freehold (Vacant Land)

$320000.0
Rare opportunity to own a large corner lot at 593 Lakeshore Road East in beautiful Oro-Medonte, ideally positioned near Lake Simcoe and surrounded by
48 Photos
Last Updated : 48 Days ago
36 Tecumseth Pines Drive, Simcoe, ON , MLS #N13496326 , Image - 1

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36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13496326

Residential Freehold (Detached)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu
32 Photos
Last Updated : 48 Days ago
21 Dawson Drive, Simcoe, ON , MLS #S13493492 , Image - 1

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Unit-80, 21 Dawson Drive Collingwood, Simcoe, ON MLS® S13493492

Residential Condo & Other (Condo Townhouse)

$429000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to Unit 80 at 21 Dawson Drive, a beautifully updated two-bedroom, two-bathroom condo designed for easy, year-round living. Thoughtful renovati
42 Photos
Last Updated : 48 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13495654 , Image - 1

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Unit-1409, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13495654

Residential Condo & Other (Condo Apartment)

$394800.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Unit 1409 at 140 Dunlop Street East, where beautiful views of Kempenfelt Bay are part of everyday life. This bright & beautifully updated 1
15 Photos
Last Updated : 48 Days ago
Lot 32 Mighton Court, Simcoe, ON , MLS #S12455545 , Image - 1

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Unit-PT 101, Lot 32 Mighton Court Rural Clearview, Clearview, Simcoe, ON MLS® S12455545

Residential Freehold (Vacant Land)

$150000.0
Looking for a wonderful property to enjoy nature in a quiet area on your own land, and a long term investment opportunity? Here is your chance to own
29 Photos
Last Updated : 48 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13490852 , Image - 1

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Unit-5, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13490852

Residential Freehold (MobileTrailer)

$349900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to Candlelight Village, one of the area's most sought-after adult lifestyle communities! If you're looking for a friendly retirement setting w
9 Photos
Last Updated : 48 Days ago
11325 26 Highway, Simcoe, ON , MLS #S13495060 , Image - 1

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11325 26 Highway Collingwood, Simcoe, ON MLS® S13495060

Residential Freehold (Vacant Land)

$300000.0
Developers take note. R-3 zoning allows a number of possibilities to build a multi-unit building. Close to skiing, bus route, golf, and hiking trails.
34 Photos
Last Updated : 48 Days ago
112 Escarpment Crescent, Simcoe, ON , MLS #S13494828 , Image - 1

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112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13494828

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 4 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu
6 Photos
Last Updated : 48 Days ago
LT 49 Whispering Pine Circle E, Simcoe, ON , MLS #S13246422 , Image - 1

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LT 49 Whispering Pine Circle E Rural Tiny, Tiny, Simcoe, ON MLS® S13246422

Residential Freehold (Vacant Land)

$260000.0
price drop iconPrice drop by 5.5%
Treed building cul-de-sac lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of
18 Photos
Last Updated : 48 Days ago
40 Ferndale Drive S, Simcoe, ON , MLS #S12814600 , Image - 1

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Unit-402, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12814600

Residential Condo & Other (Condo Apartment)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
RARE TOP-FLOOR CORNER PENTHOUSE OFFERING SUN-FILLED LIVING, MODERN COMFORTS, & NATURE AT YOUR DOORSTEP IN DESIRABLE ARDAGH! Welcome to this top-floor
6 Photos
Last Updated : 48 Days ago
LOT 66 WHISPERING PINE Circle, Simcoe, ON , MLS #S11957244 , Image - 1

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LOT 66 WHISPERING PINE Circle Rural Tiny, Tiny, Simcoe, ON MLS® S11957244

Residential Freehold (Vacant Land)

$165000.0
price drop iconPrice drop by 22.4%
Build your dream home here on this mature lot in the beautiful Toanche Settlement area of Tiny Township. Located minutes from a marina, boat launch, p
10 Photos
Last Updated : 48 Days ago
LOT 65 Whispering Pine Circle, Simcoe, ON , MLS #S11957124 , Image - 1

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LOT 65 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S11957124

Residential Freehold (Vacant Land)

$165000.0
price drop iconPrice drop by 22.4%
Well treed building lot located in the Toanche Settlement within minutes to a marina, boat launch, park & playground. Build your dream home here in th
8 Photos
Last Updated : 48 Days ago
Lot 59 Whispering Pine Circle, Simcoe, ON , MLS #S12076638 , Image - 1

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Lot 59 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12076638

Residential Freehold (Vacant Land)

$195000.0
price drop iconPrice drop by 7.1%
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
4 Photos
Last Updated : 48 Days ago
Lot 48 Whispering Pine Circle, Simcoe, ON , MLS #S12457053 , Image - 1
Lot 48 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12457053

Residential Freehold (Vacant Land)

$185000.0
price drop iconPrice drop by 7.0%
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
29 Photos
Last Updated : 48 Days ago
48 Northland Drive, Simcoe, ON , MLS #S12752522 , Image - 1

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48 Northland Drive Midland, Simcoe, ON MLS® S12752522

Residential Freehold (MobileTrailer)

$269900.0
price drop iconPrice drop by 14.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLER! A great opportunity to downsize your home and move into this clean and comfortable mobile home in Midland. Located in Smith's Camp,
24 Photos
Last Updated : 49 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S13492132 , Image - 1

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Unit-2, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S13492132

Residential Condo & Other (Condo Townhouse)

$469999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome Home! This Beautifully Updated and Maintained 2 Story Stacked Town Home Screams Pride of Ownership. This Home Nestled in a Quiet Friendly Comm
26 Photos
Last Updated : 49 Days ago
107 Bond Street, Simcoe, ON , MLS #S13491718 , Image - 1

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Unit-304, 107 Bond Street Orillia, Simcoe, ON MLS® S13491718

Residential Condo & Other (Condo Apartment)

$350000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
This well-maintained 2-bedroom, 2-bathroom condo offers excellent value for investors, first-time home buyers, and downsizers alike. The bright and in
Shortlisted Properties
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