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Houses for Sale Under $500K in Simcoe ON

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Are you looking for houses under under $500k for sale in Simcoe ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Simcoe. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Simcoe. Whether you’re looking to buy houses under under $500k in Simcoe ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Simcoe houses for sale under under $500k, including freehold homes, condos, and commercial properties.


Last Updated: April 22, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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31 Photos
Last Updated : 2 Hours ago
181 Collier Street, Simcoe, ON , MLS #40719722 , Image - 1
Unit-104, 181 Collier Street North Shore, Barrie, Simcoe, ON MLS® 40719722

Residential (Condo/Apartment Unit)

$499,900
  • 2 Beds
  • 2 Baths
  • 1194 sq-ft
Welcome to the Bay Club. No need to take the elevator, this lovely unit is conveniently located just down the hall from the main Lobby. Spacious, brig
Open House : Sun Apr 27, 01:00 PM to 03:00 PM
37 Photos
Last Updated : 2 Hours ago
36 Loggers Run, Simcoe, ON , MLS #40709619 , Image - 1
36 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® 40709619

Residential (Condo/Apartment Unit)

$498,888
  • 3 Beds
  • 2 Baths
  • 1816 sq-ft
Welcome to 36 Loggers Run, located in the amazing Timberwalk community with access to wonderful amenities such as outdoor pool, gym, sauna, basketball
27 Photos
Last Updated : 3 Hours ago
96 Ennerdale Street, Simcoe, ON , MLS #40716923 , Image - 1
96 Ennerdale Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® 40716923

Residential (Row/Townhouse)

$499,900
  • 3 Beds
  • 3 Baths
  • 1442 sq-ft
*OPEN HOUSE SAT APRIL 26TH FROM 11AM-1PM*Be The First To Live In This Beautiful 3-Bedroom, 2.5-Bath Brand New Freehold 3-Storey Townhouse, Located In
Open House : Sat Apr 26, 11:00 AM to 01:00 PM
35 Photos
Last Updated : 6 Hours ago
5263 ELLIOTT Side Road, Simcoe, ON , MLS #S12055312 , Image - 1
Unit-6, 5263 ELLIOTT Side Road Rural Tay, Tay, Simcoe, ON MLS® S12055312

Residential Freehold (MobileTrailer)

$289,900
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
WELCOME TO 5263 ELLIOT SIDEROAD, UNIT #6 - A CHARMING RETREAT NESTLED IN THE BRAMHALL COMMUNITY, A PARKBRIDGE FAMILY COMMUNITY. THIS SMALL ENCLAVE OF
18 Photos
Last Updated : 6 Hours ago
83 Goodwin Drive, Simcoe, ON , MLS #S12096320 , Image - 1
Unit-6, 83 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S12096320

Residential Condo & Other (Condo Townhouse)

$499,900
  • 3 Beds
  • 1 Baths
  • 900-999 sq-ft
Attention first-time buyers this is the one! This affordable and meticulously maintained 3-bedroom condo townhouse offers just under 1,000 sq ft of fu
1 Photos
Last Updated : 6 Hours ago
8 Mostar Court, Simcoe, ON
8 Mostar Court Midhurst, Springwater, Simcoe, ON MLS® S12069872

Residential Freehold (Vacant Land)

$299,900
  • < 700 sq-ft
Prime 11.83 Acre Vacant Land the Midhurst community of Springwater, Ontario. This is a rare land investment opportunity. You will find this location n
50 Photos
Last Updated : 7 Hours ago
415 SEA RAY Avenue, Simcoe, ON , MLS #N12096616 , Image - 1
Unit-352, 415 SEA RAY Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12096616

Residential Condo & Other (Condo Apartment)

$480,000
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to the exclusive High Point building at Friday Harbour Resort. This stunning 1-bedroom condo features a breathtaking waterfront community, mod
26 Photos
Last Updated : 8 Hours ago
10 South Boulevard, Simcoe, ON , MLS #N12096964 , Image - 1
10 South Boulevard Alcona, Innisfil, Simcoe, ON MLS® N12096964

Residential Freehold (Detached)

$439,999
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 10 South Blvd! This charming bungalow is nestled in the heart of Sandycove Acres Adult LifestyleCommunity. Residents here enjoy access to t
24 Photos
Last Updated : 8 Hours ago
96 Ennerdale Street, Simcoe, ON , MLS #S12082254 , Image - 1
96 Ennerdale Street Holly, Barrie, Simcoe, ON MLS® S12082254

Residential Freehold (Att/Row/Townhouse)

$499,900
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
*OPEN HOUSE SAT APRIL 26TH FROM 11AM-1PM** Be The First To Live In This Beautiful 3-Bedroom, 2.5-Bath Brand New Freehold 3-Storey Townhouse, Located I
12 Photos
Last Updated : 8 Hours ago
891 River Road W, Simcoe, ON , MLS #S11883305 , Image - 1
891 River Road W
Unit-1, 891 River Road W Wasaga Beach, Simcoe, ON MLS® S11883305

Residential Condo & Other (Condo Apartment)

$339,000
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
41 Photos
Last Updated : 8 Hours ago
252 Penetanguishene Road, Simcoe, ON , MLS #40702274 , Image - 1
Unit-14, 252 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® 40702274

Residential (Condo/Apartment Unit)

$399,900
price drop iconPrice drop by 20.0%
  • 4 Beds
  • 4 Baths
  • 1440 sq-ft
Welcome to 252 Penetanguishene Rd Unit 14. This well-maintained 4-bedroom property features ensuite bathrooms for each bedroom. Located near both Geor
30 Photos
Last Updated : 8 Hours ago
20 Koda Street, Simcoe, ON , MLS #S12096629 , Image - 1
Unit-309, 20 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12096629

Residential Condo & Other (Condo Apartment)

$474,900
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 20 Koda St, Unit 309 - a bright and spacious 1-bedroom, 1-bathroom condo nestled in one of Barrie's sought-after communities. This beautifu
45 Photos
Last Updated : 9 Hours ago
9 EVERGREEN Court, Simcoe, ON , MLS #S12096798 , Image - 1
9 EVERGREEN Court Ardagh, Barrie, Simcoe, ON MLS® S12096798

Residential Condo & Other (Condo Townhouse)

$499,900
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Presenting 9 Evergreen Court, a beautifully renovated townhome that is completely move-in ready, offering three generously sized bedrooms, 2.5 bathroo
11 Photos
Last Updated : 9 Hours ago
295 Cundles Road East, Simcoe, ON , MLS #40697478 , Image - 1
Unit-203, 295 Cundles Road East Alliance, Barrie, Simcoe, ON MLS® 40697478

Residential (Condo/Apartment Unit)

$469,900
  • 2 Beds
  • 1 Baths
  • 880 sq-ft
Immerse yourself in the refined living experience of this impeccably designed 2-bedroom, 1-bathroom condo nestled within a newer contemporary, constru
17 Photos
Last Updated : 9 Hours ago
585 CHAMPLAIN Road, Simcoe, ON , MLS #S11900321 , Image - 1
585 CHAMPLAIN Road Rural Tiny, Tiny, Simcoe, ON MLS® S11900321

Residential Freehold (Vacant Land)

$175,000
price drop iconPrice drop by 2.8%
Discover a fantastic opportunity to build your dream home or cottage on a serene, treed lot in Georgian Bay Estates. For your convenience, drawings of
50 Photos
Last Updated : 9 Hours ago
330 Hugel Avenue, Simcoe, ON , MLS #S12095909 , Image - 1
330 Hugel Avenue Midland, Simcoe, ON MLS® S12095909

Residential Freehold (Detached)

$400,000
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
You're going to fall in love with this charming, move-in ready home - small but mighty, and easy to maintain! The handy mudroom/laundry room serves as
6 Photos
Last Updated : 9 Hours ago
117 Yonge Street, Simcoe, ON , MLS #N12042497 , Image - 1
Unit-A-1, 117 Yonge Street Alliston, New Tecumseth, Simcoe, ON MLS® N12042497

Commercial (Sale Of Business)

$124,999
  • 2 Baths
Step into a thriving culinary venture with this exceptional Quesada business listing, a golden opportunity for aspiring entrepreneurs and seasoned res
26 Photos
Last Updated : 9 Hours ago
9704 Highway 93 N/A, Simcoe, ON , MLS #S12089747 , Image - 1
9704 Highway 93 N/A Midland, Simcoe, ON MLS® S12089747

Residential Freehold (Vacant Land)

$399,000
  • < 700 sq-ft
Opportunity to re build or start fresh on 25 Acres in Midland. Close to all amenities and the water this location cannot be beat. Home underwent a rec
33 Photos
Last Updated : 10 Hours ago
20 Mulligan Lane, Simcoe, ON , MLS #S12064097 , Image - 1
Unit-2, 20 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S12064097

Residential Condo & Other (Condo Apartment)

$429,000
price drop iconPrice drop by 3.8%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Nestled in the peaceful and sought-after Marlwood Golf Course community, this bright and spacious 1,243 sq. ft. corner unit is the perfect retreat for
26 Photos
Last Updated : 10 Hours ago
7 Nipagon Circle, Simcoe, ON , MLS #S12062740 , Image - 1
7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12062740

Residential Freehold (Detached)

$154,990
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featu
30 Photos
Last Updated : 10 Hours ago
72 Discovery Trail, Simcoe, ON , MLS #S12096371 , Image - 1
Unit-10, 72 Discovery Trail Midland, Simcoe, ON MLS® S12096371

Residential Condo & Other (Condo Townhouse)

$499,900
  • 2 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Welcome To This Beautifully Designed 1-bedroom + Loft (Apx 1,177 sq.ft). Townhouse, Offering Modern Comfort And Flexible Living. The Main Floor Featur
34 Photos
Last Updated : 11 Hours ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12090487 , Image - 1
Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12090487

Residential Condo & Other (Condo Apartment)

$468,800
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 2 Anchorage Crescent #200, this is a beautiful 1-bedroom, 1-bathroom corner unit that perfectly blends modern comfort with cozy charm. Enjo
19 Photos
Last Updated : 11 Hours ago
75 Ellen Street, Simcoe, ON , MLS #S12007014 , Image - 1
75 Ellen Street
Unit-712, 75 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S12007014

Residential Condo & Other (Condo Apartment)

$403,900
price drop iconPrice drop by 5.6%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
This charming one bedroom condo offers the perfect blend of comfort, convenience, and breathtaking views. Located by the beautiful shores of Kempenfel
40 Photos
Last Updated : 12 Hours ago
32 DAWSON Drive, Simcoe, ON , MLS #S12012741 , Image - 1
Unit-818, 32 DAWSON Drive Collingwood, Simcoe, ON MLS® S12012741

Residential Condo & Other (Condo Apartment)

$489,000
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 32 Dawson Drive, Unit 818, an elegant & spacious 2-bed, 2-bath condo in the heart of Collingwood's vibrant 4-season playground. This large
Open House : Thu Apr 24, 08:00 AM to 08:15 AM
21 Photos
Last Updated : 12 Hours ago
113 Douglas Street, Simcoe, ON , MLS #S12086007 , Image - 1
113 Douglas Street Orillia, Simcoe, ON MLS® S12086007

Residential Freehold (Detached)

$490,000
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This Legal Duplex offers a budget-friendly entry into the real estate market. You have the flexibility to occupy one unit while renting out the other
15 Photos
Last Updated : 12 Hours ago
173 Eighth Street, Simcoe, ON , MLS #S12020318 , Image - 1
173 Eighth Street
Unit-204, 173 Eighth Street Collingwood, Simcoe, ON MLS® S12020318

Residential Condo & Other (Condo Apartment)

$315,000
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Enjoy a carefree and affordable lifestyle in this 2-bedroom, 1 bathroom condo in downtown Collingwood. The extra window in the dining room allows for
22 Photos
Last Updated : 12 Hours ago
333 Moffat Street, Simcoe, ON , MLS #S12094727 , Image - 1
333 Moffat Street Orillia, Simcoe, ON MLS® S12094727

Residential Freehold (Detached)

$449,900
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
10 Photos
Last Updated : 13 Hours ago
485 Tiffin Street, Simcoe, ON , MLS #S8444988 , Image - 1
485 Tiffin Street 400 North, Barrie, Simcoe, ON MLS® S8444988

Residential Freehold (Detached)

$399,900
  • 3 Beds
  • 1 Baths
Attention Investors ! Excellent Opportunity with Large 120 x 200 lot on Tiffin! Huge lot with tone of Parking & plenty of potential ! Opportunity to o
44 Photos
Last Updated : 13 Hours ago
2 Toronto Street, Simcoe, ON , MLS #S12095489 , Image - 1
Unit-502, 2 Toronto Street Lakeshore, Barrie, Simcoe, ON MLS® S12095489

Residential Condo & Other (Condo Apartment)

$445,000
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
40 Photos
Last Updated : 13 Hours ago
252 Penetanguishene Road E, Simcoe, ON , MLS #S12000741 , Image - 1
Unit-14, 252 Penetanguishene Road E Georgian Drive, Barrie, Simcoe, ON MLS® S12000741

Residential Condo & Other (Condo Townhouse)

$399,900
price drop iconPrice drop by 20.0%
  • 4 Beds
  • 4 Baths
  • 1400-1599 sq-ft
Welcome to 252 Penetanguishene Rd Unit 14. This well-maintained 4-bedroom property features ensuite bathrooms for each bedroom. Located near both Geor
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