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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 1030
Last Updated: November 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 1 Day ago
345 East Street, Simcoe, ON , MLS #S13696788 , Image - 1
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345 East Street Orillia, Simcoe, ON MLS® S13696788

Residential Freehold (Detached)

$424000.0
price drop iconPrice drop by 3.4%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A detached home in an established Orillia neighbourhood, offered under $450,000. A rare entry point into the market at this price, with room to add yo
20 Photos
Last Updated : 1 Day ago
4045 Ash Crescent, Simcoe, ON , MLS #S14168356 , Image - 1

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4045 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S14168356

Residential Freehold (Modular Home)

$179900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 4045 Ash Crescent in the well-managed Silver Creek Estates community! This model offers 2 bedrooms, 1 bathroom, and a comfortable, function
1 Photos
Last Updated : 1 Day ago
459 Ann Street, Simcoe, ON
459 Ann Street Port McNicoll, Tay, Simcoe, ON MLS® S14164592

Residential Freehold (Detached)

$459000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
EITHER YOU ARE A FIRST TIME BUYER OR A DOWNSIZER OR SIMPLY LOOKING FOR AN OPPORTUNITY TO OWN YOUR PRIVATE PARADISE, THIS HOME IS PERFECT FOR YOU. SITU
40 Photos
Last Updated : 1 Day ago
5 Dawson Drive, Simcoe, ON , MLS #S14031914 , Image - 1

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Unit-305, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S14031914

Residential Condo & Other (Condo Townhouse)

$435000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Beautifully renovated from top to bottom, this 2-bed, 1-bath end-unit townhouse condo offers a true turnkey opportunity. The bright, open-concept uppe
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
32 Photos
Last Updated : 1 Day ago
8 Shaw Street, Simcoe, ON , MLS #S13523534 , Image - 1

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8 Shaw Street Wasaga Beach, Simcoe, ON MLS® S13523534

Residential Freehold (Detached)

$179900.0
price drop iconPrice drop by 24.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
8 Shaw Street offers an exceptional opportunity for easy, affordable, year round and active retirement living within vibrant 55+ Hometown Park land le
27 Photos
Last Updated : 1 Day ago
4059 Ash Crescent, Simcoe, ON , MLS #S14153882 , Image - 1

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4059 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S14153882

Residential Freehold (Modular Home)

$179000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Great value, low-maintenance living, spacious modular home with 247.5 square foot deck and lot size of 24.6 feet X 87.6 feet in highly sought after Si
24 Photos
Last Updated : 1 Day ago
2165 TOWN Line, Simcoe, ON , MLS #S14167788 , Image - 1

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2165 TOWN Line Rural Severn, Severn, Simcoe, ON MLS® S14167788

Residential Freehold (Detached)

$489988.0
  • 2 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to your piece of paradise! Cozy 2 bedroom home, just minutes to Orillia or Coldwater, with a .61 acre treed private backyard. Renovated and re
5 Photos
Last Updated : 1 Day ago
315 Sunnidale Road S, Simcoe, ON , MLS #S14104022 , Image - 1
315 Sunnidale Road S Wasaga Beach, Simcoe, ON MLS® S14104022

Residential Freehold (Vacant Land)

$219000.0
  • < 700 sq-ft
BUILD YOUR DREAM HOME! An excellent opportunity to build in an established neighbourhood in the heart of town! This spacious 85 x 100 ft lot offers ma
29 Photos
Last Updated : 1 Day ago
89 GEORGIAN GLEN Drive, Simcoe, ON , MLS #S14110796 , Image - 1

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89 GEORGIAN GLEN Drive Wasaga Beach, Simcoe, ON MLS® S14110796

Residential Freehold (Modular Home)

$270000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Georgian Glen Estates, a well-maintained Parkbridge community with no age restrictions and a convenient location close to shopping, dining,
50 Photos
Last Updated : 1 Day ago
172 Eighth Street, Simcoe, ON , MLS #S13880490 , Image - 1

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Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13880490

Residential Condo & Other (Condo Apartment)

$334900.0
price drop iconPrice drop by 1.5%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
There is still time to get in and settled before winter UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with un
41 Photos
Last Updated : 1 Day ago
19 Meadow Lane, Simcoe, ON , MLS #S14126492 , Image - 1

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19 Meadow Lane Wasaga Beach, Simcoe, ON MLS® S14126492

Residential Freehold (Other)

$384500.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
AMAZING VALUE!!! This two-bedroom bungalow is located in the ever-popular retirement (age 55+) community of Wasaga Meadows. This home has NO STAIRS AN
Open House : Sat Nov 14, 01:00 PM to 04:00 PM
24 Photos
Last Updated : 1 Day ago
12 Beverly Street, Simcoe, ON , MLS #S13763452 , Image - 1

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12 Beverly Street Elmvale, Springwater, Simcoe, ON MLS® S13763452

Residential Freehold (Att/Row/Townhouse)

$499990.0
price drop iconPrice drop by 7.2%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Elmvale Village Townhomes, a Perfect Blend of Comfort, Style and Convenience! This Beautifully Designed Townhome Offers Spacious Open-Conce
Open House : Sat Nov 21, 11:00 AM to 01:00 PM
42 Photos
Last Updated : 1 Day ago
19 Adelaide Street, Simcoe, ON , MLS #S13828988 , Image - 1

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19 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13828988

Residential Freehold (Detached)

$474999.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 19 Adelaide Street, a charming 2-storey home offering an excellent opportunity for first-time buyers looking to enter the Barrie market whi
48 Photos
Last Updated : 1 Day ago
7 Victory Crescent, Simcoe, ON , MLS #S13799972 , Image - 1

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7 Victory Crescent Penetanguishene, Simcoe, ON MLS® S13799972

Residential Freehold (Detached)

$435000.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 7 Victory Crescent in beautiful Penetanguishene! This bright, cozy, newly renovated 1.5-storey detached home offers 3 bedrooms and is fille
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
12 Photos
Last Updated : 1 Day ago
98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

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98 Fourth Street Midland, Simcoe, ON MLS® S13768056

Residential Freehold (Duplex)

$349900.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sel
21 Photos
Last Updated : 1 Day ago
397 William Street, Simcoe, ON , MLS #S13683720 , Image - 1

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397 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13683720

Residential Freehold (Detached)

$479000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Do you have a large family? This classic family home on an impressive sized lot in Victoria Harbour could easily be a 5 bedroom home making it ideal
9 Photos
Last Updated : 1 Day ago
798 Coral Springs Lane, Simcoe, ON , MLS #S13790194 , Image - 1

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798 Coral Springs Lane Midland, Simcoe, ON MLS® S13790194

Residential Freehold (Att/Row/Townhouse)

$475000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn-key brick townhome in a family-friendly Midland neighbourhood, offering the space, comfort, and convenience first-time buyers have been waiting f
37 Photos
Last Updated : 1 Day ago
40 Ferndale Drive S, Simcoe, ON , MLS #S14106196 , Image - 1

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Unit-408, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S14106196

Residential Condo & Other (Condo Apartment)

$435900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 40 Ferndale Drive South, Unit 408! This bright and spacious top-floor condo offers 1,102 sq. ft. of carpet-free living, featuring 2 bedroom
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
48 Photos
Last Updated : 1 Day 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
44 Photos
Last Updated : 1 Day ago
200 Collier Street, Simcoe, ON , MLS #S14152508 , Image - 1

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Unit-303, 200 Collier Street Codrington, Barrie, Simcoe, ON MLS® S14152508

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Third Floor 2 bedroom unit, located in the well maintained, quiet Roxborough building. A stunning bright, open-concept condo with water views of Kempe
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
12 Photos
Last Updated : 1 Day ago
22 Wasaga Woods Circle, Simcoe, ON , MLS #S14160284 , Image - 1

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Unit-B7, 22 Wasaga Woods Circle Wasaga Beach, Simcoe, ON MLS® S14160284

Residential Condo & Other (Condo Townhouse)

$429000.0
  • 3 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Walk straight to the beach from this updated 3 bedroom, 3 bathroom townhouse. The direct beach walk makes it feel like you're living down south, with
43 Photos
Last Updated : 1 Day ago
403 Thomas Street S, Simcoe, ON , MLS #S14164750 , Image - 1

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Unit-8, 403 Thomas Street S Stayner, Clearview, Simcoe, ON MLS® S14164750

Residential Condo & Other (Condo Townhouse)

$409900.0
  • 3 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Spacious 3-Bedroom Condo in the Heart of Stayner - $409.900.00 Welcome to this spacious and inviting condo located in the heart of Stayner! Featuring
23 Photos
Last Updated : 1 Day ago
492 Laclie Street, Simcoe, ON , MLS #S13841544 , Image - 1

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Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13841544

Residential Condo & Other (Condo Apartment)

$320000.0
price drop iconPrice drop by 1.5%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Just minutes away you'll find the sparkling waterfront at Couchiching Beach Park, scenic walking and cycling trails, marinas, and golf at the nearby C
8 Photos
Last Updated : 1 Day ago
17 Spooner Crescent S, Simcoe, ON , MLS #S14167036 , Image - 1

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Unit-107, 17 Spooner Crescent S Collingwood, Simcoe, ON MLS® S14167036

Residential Condo & Other (Condo Apartment)

$444900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to The View on Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, and 2 bathrooms in the desirable Blue Fai
35 Photos
Last Updated : 1 Day ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$469900.0
price drop iconPrice drop by 27.6%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
46 Photos
Last Updated : 1 Day ago
9 Westmount Drive S, Simcoe, ON , MLS #S14103362 , Image - 1

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Unit-Unit 302, 9 Westmount Drive S Orillia, Simcoe, ON MLS® S14103362

Residential Condo & Other (Condo Apartment)

$483900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Enjoy the ease and comfort of condo living at 9 Westmount Drive in Orillia. Set back from the street and surrounded by trees and beautifully landscape
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
16 Photos
Last Updated : 1 Day ago
24 Lee Avenue, Simcoe, ON , MLS #N14158866 , Image - 1

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24 Lee Avenue Angus, Essa, Simcoe, ON MLS® N14158866

Residential Freehold (Detached)

$400000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
REIMAGINE THE POSSIBILITIES AT THIS 5-BEDROOM BUNGALOW WITH TWO SELF-CONTAINED LIVING AREAS ON AN EXPANSIVE 86 X 174 FT CORNER LOT! Situated in an est
25 Photos
Last Updated : 1 Day ago
31 Broadway Avenue, Simcoe, ON , MLS #N14166578 , Image - 1

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31 Broadway Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N14166578

Residential Freehold (Modular Home)

$209000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Affordable living in Sandycove Acres! Located on the desirable North Side, this 2-bedroom, 2-bathroom home offers a fantastic opportunity to enjoy the
34 Photos
Last Updated : 1 Day ago
140 Cedar Island Road, Simcoe, ON , MLS #S14113014 , Image - 1

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Unit-311, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S14113014

Residential Condo & Other (Condo Apartment)

$498700.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 311 at the prestigious Elgin Bay Club - one of Orillia's most desirable waterfront condominium communities. This spacious and beautifu
Open House : Sun Nov 15, 01:00 PM to 03:00 PM
30 Photos
Last Updated : 1 Day ago
2721 Cumberland Road, Simcoe, ON , MLS #S14166220 , Image - 1

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2721 Cumberland Road West Shore, Severn, Simcoe, ON MLS® S14166220

Residential Freehold (Detached)

$499999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Embrace the relaxed Cumberland Beach lifestyle from this charming bungalow, ideally positioned just a five-m
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