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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 1030

Looking for houses under $500k for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $500k, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $500k in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.

Last Updated: November 12, 2026

31 Photos

250 Penetanguishene Road, Simcoe, ON , MLS #S14172878 , Image - 1

Unit-14, 250 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S14172878

Residential Condo & Other (Condo Townhouse)

$364900.0

4 Beds
4 Baths
1400-1599 sq-ft

Turnkey Investment Opportunity or Growing family home. Ideally positioned at 250 Penetanguishene Road, these bright and spacious 4-bedroom, 4-bathroom

30 Photos

250 Penetanguishene Road, Simcoe, ON , MLS #S14172874 , Image - 1

Unit-7, 250 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S14172874

Residential Condo & Other (Condo Townhouse)

$359900.0

4 Beds
4 Baths
1200-1399 sq-ft

Turnkey Investment Opportunity or Growing family home. Ideally positioned at 250 Penetanguishene Road, these bright and spacious 4-bedroom, 4-bathroom

46 Photos

4174 Fountain Drive, Simcoe, ON , MLS #S13566116 , Image - 1

4174 Fountain Drive Atherley, Ramara, Simcoe, ON MLS® S13566116

Residential Freehold (Detached)

$449000.0

Price drop by 18.2%

2 Beds
1 Baths
700-1100 sq-ft

Ramara Beauty - this turn-key bungalow in sought after SIMCOE county, modern designer finishes throughout. Situated on a mature lot in a beautiful ru

35 Photos

30 Flora Court, Simcoe, ON , MLS #N13768382 , Image - 1

30 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13768382

Residential Freehold (Modular Home)

$220000.0

2 Beds
1 Baths
700-1100 sq-ft

Low-maintenance, move-in-ready, one-level living! This Royal model home offers 2 generously sized bedrooms & 1 bathroom. In 2025, approximately $20,00

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

1 Photos

0000 Tanager Crescent Wasaga Beach, Simcoe, ON MLS® S14172768

Residential Freehold (Vacant Land)

$159000.0

Build Your DREAM HOME in a very quiet, peaceful and Established neighbourhood of Wasaga Beach. This lot is conveniently located near Beach, Golf Cours

31 Photos

121 Mary Street, Simcoe, ON , MLS #S13048022 , Image - 1

Unit-210, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13048022

Residential Condo & Other (Condo Apartment)

$439900.0

Price drop by 26.7%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this newer built, well maintained condo building in the quaint town of Creemore! This second floor 2 Bed/2 Bath unit includes an open conce

30 Photos

69 Shoreline Road, Simcoe, ON , MLS #S14140588 , Image - 1

69 Shoreline Road Rural Tiny, Tiny, Simcoe, ON MLS® S14140588

Residential Freehold (Detached)

$250000.0

3 Beds
1 Baths
1100-1500 sq-ft

Here's your opportunity to own a home in an upscale community in Tiny Township. Situated on an approximately quarter-acre lot, this 1,300 sq. ft. home

35 Photos

12 Lankin Boulevard, Simcoe, ON , MLS #S14094722 , Image - 1

Unit-12, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S14094722

Residential Condo & Other (Condo Townhouse)

$374990.0

3 Beds
1 Baths
1000-1199 sq-ft

Freshly updated and move-in ready, this bright 3-bedroom condo townhouse offers outstanding value in a well-managed Orillia community. Featuring a fre

2 Photos

162 41st Street, Simcoe, ON , MLS #S14172608 , Image - 1

162 41st Street Wasaga Beach, Simcoe, ON MLS® S14172608

Residential Freehold (Vacant Land)

$159000.0

Build Your DREAM HOME or a Detached Pre-fabricated house in a very quiet, peaceful andEstablished neighbourhood of Wasaga Beach. This lot is fully pre

42 Photos

275 Huron Street, Simcoe, ON , MLS #S14172478 , Image - 1

Unit-Unit # 31, 275 Huron Street Stayner, Clearview, Simcoe, ON MLS® S14172478

Residential Freehold (Att/Row/Townhouse)

$499000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to Huron Meadows, an inviting 58-unit Adult Life Lease community designed for comfortable, low-maintenance living.This bright and well-kept ho

8 Photos

440 Gill Street, Simcoe, ON , MLS #S14172546 , Image - 1

440 Gill Street Orillia, Simcoe, ON MLS® S14172546

Residential Freehold (Detached)

$400000.0

4 Beds
1 Baths
1100-1500 sq-ft

Opportunity awaits. This classic brick 2-storey home is ideal for first time buyers, savvy rental investors or young families looking to move into a h

24 Photos

333 Sea Ray Avenue, Simcoe, ON , MLS #N14149004 , Image - 1

Unit-D315, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N14149004

Residential Condo & Other (Condo Apartment)

$339000.0

1 +1 Beds
1 Baths
600-699 sq-ft

Beautifully Maintained 1+1 Condo With An Oversized Private Terrace At Friday Harbour Resort! Discover the perfect blend of comfort, style, and resort

14 Photos

3340 Hawkins Drive, Simcoe, ON , MLS #S14172446 , Image - 1

3340 Hawkins Drive Rural Severn, Severn, Simcoe, ON MLS® S14172446

Residential Freehold (Detached)

$289900.0

3 Beds
1 Baths
1100-1500 sq-ft

A 150 X 120 FT CORNER LOT, DEEDED LAKE ST. GEORGE ACCESS & A HOME WAITING TO BE TRANSFORMED! Bring your contractor, grab your paint swatches and put t

25 Photos

415 Sea Ray Avenue, Simcoe, ON , MLS #N14172342 , Image - 1

Unit-354, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N14172342

Residential Condo & Other (Condo Apartment)

$399000.0

2 Beds
2 Baths
800-899 sq-ft

Experience refined living in this beautifully appointed suite in the newly built High Point building at Friday Harbour Resort. This 2-bedroom, 2-bathr

32 Photos

115 Bond Street, Simcoe, ON , MLS #S13875932 , Image - 1

Unit-Unit 201, 115 Bond Street Orillia, Simcoe, ON MLS® S13875932

Residential Condo & Other (Condo Apartment)

$299900.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this Spacious Two-Bedroom Corner Unit Condo! This Unit features a desirable floor plan with Extra Windows that fill the home with an abunda

37 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S14100118 , Image - 1

Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14100118

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
2 Baths
600-699 sq-ft

Welcome to Horseshoe Valley! Whether you're looking for a Year-Round Home or the Perfect Vacation Retreat, this inviting Condo in Copeland House offer

20 Photos

2245 Fourth Line, Simcoe, ON , MLS #N13821840 , Image - 1

2245 Fourth Line Churchill, Innisfil, Simcoe, ON MLS® N13821840

Residential Freehold (Vacant Land)

$389000.0

Welcome to Churchill, a friendly, close-knit community just minutes from Lake Simcoe. This vacant residential lot offers a level footprint, approximat

2 Photos

783-2 Katrina Street, Simcoe, ON , MLS #S14133076 , Image - 1

783-2 Katrina Street Wasaga Beach, Simcoe, ON MLS® S14133076

Residential Freehold (Att/Row/Townhouse)

$499990.0

3 Beds
2 Baths
1500-2000 sq-ft

New HST Rebate Pricing! To Be Built in 2028 - Affordable living in the Brightside at River's Edge community. The 'Cheer' townhouse provides 3 bedrooms

22 Photos

267 Robins Point Road, Simcoe, ON , MLS #S14171996 , Image - 1

267 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S14171996

Residential Freehold (Detached)

$469000.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy the beauty of waterfront living without the waterfront price tag, with convenient water access located

16 Photos

63 Ward Avenue, Simcoe, ON , MLS #S14100440 , Image - 1

63 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14100440

Residential Freehold (Detached)

$425000.0

3 +1 Beds
1 Baths
1100-1500 sq-ft

YOUR BASS LAKE LIFESTYLE STARTS HERE! Spacious Living, Exceptional Potential & Lake Access! ROOM FOR THE WHOLE FAMILY, SPACE TO GROW, AND A LIFESTYLE

34 Photos

31 Greenway Drive, Simcoe, ON , MLS #S14031410 , Image - 1

31 Greenway Drive Wasaga Beach, Simcoe, ON MLS® S14031410

Residential Freehold (Att/Row/Townhouse)

$409000.0

2 Beds
2 Baths
1100-1500 sq-ft

WASAGA BEACH!! Wasaga Beach is a popular resort town & home of the world's longest freshwater beach, spanning over 14 kilometers along the southern s

40 Photos

3031 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S14171542 , Image - 1

3031 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S14171542

Residential Freehold (Detached)

$499900.0

2 Beds
1 Baths
1100-1500 sq-ft

Your Lake & Links Retreat Awaits at 3031 South Sparrow Lake Road! Discover five things to love about this incredible countryside property. 1) Cozy & F

Open House : Sun Nov 15, 12:00 PM to 02:00 PM

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pt lt 47 MELROSE Avenue E Wasaga Beach, Simcoe, ON MLS® S13771550

Residential Freehold (Vacant Land)

$199900.0

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134 Sunnidale Road, Simcoe, ON , MLS #S13773138 , Image - 1

134 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13773138

Residential Freehold (Detached)

$399900.0

1 Beds
1 Baths
700-1100 sq-ft

Charming Cottage-Style Getaway with Development Potential! This delightful cottage-style retreat is ideally located within walking distance to the sou

48 Photos

2 Paradise Boulevard, Simcoe, ON , MLS #S13820718 , Image - 1

Unit-Unit 2, 2 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13820718

Residential Condo & Other (Common Element Condo)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Paradise Blvd. and this stunning turnkey condo nestled along the shores of Lake Simcoe, complete with your own private beach. This beautifu

37 Photos

711 Johnston Park Avenue, Simcoe, ON , MLS #S13836746 , Image - 1

711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13836746

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach,

24 Photos

19 Dawson Drive, Simcoe, ON , MLS #S14171026 , Image - 1

Unit-42, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S14171026

Residential Condo & Other (Condo Apartment)

$354900.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in an ideal Collingwood location. Freshly painted throughout with new vinyl laminate f

25 Photos

131 Clapperton Street, Simcoe, ON , MLS #S14151414 , Image - 1

Unit-201, 131 Clapperton Street Wellington, Barrie, Simcoe, ON MLS® S14151414

Residential Condo & Other (Condo Apartment)

$299900.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this spacious 2-bedroom condo offering over 1,000 sq. ft. of comfortable living in a quiet, well-maintained building tucked away in a peace