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Houses for Sale in Simcoe Under $500K

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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: May 15, 2026

33 Photos

40 Ferndale Drive S, Simcoe, ON , MLS #S13135210 , Image - 1

Unit-210, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13135210

Residential Condo & Other (Condo Apartment)

$470000.0

2 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Experience effortless everyday living in this beautifully spacious 1,110 square foot condo, featuring two g

49 Photos

6 Temagami Trail, Simcoe, ON , MLS #S12979704 , Image - 1

6 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S12979704

Residential Freehold (Detached)

$399000.0

Price drop by 9.1%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to the Ultimate Four Season Escape! A lifestyle that defies traditional categories in the heart of Wasaga Country Life Resort. Not just a week

Open House : Sun May 17, 01:00 PM to 03:00 PM

50 Photos

331 MARINERS Way, Simcoe, ON , MLS #S12931640 , Image - 1

331 MARINERS Way Collingwood, Simcoe, ON MLS® S12931640

Residential Condo & Other (Condo Apartment)

$499900.0

2 +0 Beds
2 Baths
800-899 sq-ft

This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom

24 Photos

1 Gidley Court, Simcoe, ON , MLS #S13121418 , Image - 1

1 Gidley Court Penetanguishene, Simcoe, ON MLS® S13121418

Residential Freehold (Detached)

$479900.0

2 Beds
2 Baths
1100-1500 sq-ft

** OPEN HOUSE SUN MAY 17TH 11:00 AM - 1:00 PM** Welcome to 1 Gidley Court in Penetanguishene, located in the desirable 55+ community of the Village of

Open House : Sun May 17, 10:00 AM to 12:00 PM

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

8 Photos

Lot 10 Spruce Street, Simcoe, ON , MLS #S13132770 , Image - 1

Lot 10 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13132770

Residential Freehold (Vacant Land)

$399900.0

STEPS FROM GEORGIAN BAY IN WOODLAND BEACH WITH 0.86 TREED ACRES READY FOR YOUR CUSTOM HOME PLANS! An incredible opportunity awaits in Tiny's coveted W

18 Photos

2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$257900.0

Price drop by 3.7%

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await

32 Photos

6 Toronto Street, Simcoe, ON , MLS #S13093190 , Image - 1

Unit-604, 6 Toronto Street City Centre, Barrie, Simcoe, ON MLS® S13093190

Residential Condo & Other (Condo Apartment)

$409999.0

1 Beds
2 Baths
800-899 sq-ft

Welcome to Water View Condominiums, perfectly situated on the waterfront of Kempenfelt Bay on Lake Simcoe. This beautiful Sandpiper model at 6 Toronto

20 Photos

415 SEA RAY Avenue, Simcoe, ON , MLS #N13117886 , Image - 1

Unit-105, 415 SEA RAY Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13117886

Residential Condo & Other (Condo Apartment)

$329900.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to your dream escape at the exclusive Friday Harbour Resort! Experience luxury in this generously sized one-bedroom retreat. Great living spac

46 Photos

1 Paradise Boulevard S, Simcoe, ON , MLS #S12983428 , Image - 1

Unit-Unit 27, 1 Paradise Boulevard S Rural Ramara, Ramara, Simcoe, ON MLS® S12983428

Residential Condo & Other (Condo Townhouse)

$459900.0

Price drop by 2.1%

3 Beds
2 Baths
1200-1399 sq-ft

PARADISE BEACH & BOAT RETREAT ~ Fall in LOVE with Summer Living at Harbour Village in Lagoon City. This Modern 3-Bedroom End-Unit Waterfront Condo Off

19 Photos

10 First Street, Simcoe, ON , MLS #S12752458 , Image - 1

10 First Street Orillia, Simcoe, ON MLS® S12752458

Residential Freehold (Vacant Land)

$294500.0

< 700 sq-ft

Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development Potential, Including A Single-Family Home,

47 Photos

333 Sea Ray Avenue, Simcoe, ON , MLS #N12978544 , Image - 1

Unit-D428, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12978544

Residential Condo & Other (Condo Apartment)

$499000.0

2 Beds
2 Baths
800-899 sq-ft

Offered with intention and value, this is one you won't want to miss! Welcome to penthouse living at its finest in the highly sought-after Black Cherr

25 Photos

63 Ferris Lane

Unit-B11, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S12880126

Residential Condo & Other (Condo Townhouse)

$399900.0

Price drop by 12.1%

3 Beds
2 Baths
1000-1199 sq-ft

Beautifully renovated 1,216 sq. ft. 3-bedroom townhome with 1.5 baths and a finished walk-out basement, backing onto a private, park-like setting with

15 Photos

553 Tenth Street, Simcoe, ON , MLS #S13125326 , Image - 1

553 Tenth Street Collingwood, Simcoe, ON MLS® S13125326

Residential Condo & Other (Condo Townhouse)

$299900.0

3 +1 Beds
3 Baths
1200-1399 sq-ft

Attention first time home buyers and investors!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few cosmetic upgrades, you could trans

14 Photos

8 Jonathan Court, Simcoe, ON , MLS #S13124070 , Image - 1

8 Jonathan Court Stayner, Clearview, Simcoe, ON MLS® S13124070

Residential Freehold (Vacant Land)

$299000.0

Rare Opportunity to Secure a Prime Building Lot on a Quiet, Exclusive Court! Don't miss out on this incredible chance to invest in a future dream home

29 Photos

13 Cheltenham Road, Simcoe, ON , MLS #S13124326 , Image - 1

Unit-7, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S13124326

Residential Condo & Other (Condo Apartment)

$424900.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to this beautifully maintained 3-bedroom, 2-bathroom stacked condo in Barrie's highly desirable Georgian Drive community. This bright and spac

20 Photos

2576 Champlain Road, Simcoe, ON , MLS #S13124306 , Image - 1

2576 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13124306

Residential Freehold (Detached)

$499900.0

2 Beds
1 Baths
700-1100 sq-ft

*** DON'T JUDGE THIS HOUSE BY ITS LOOKS *** 2 Separate lots, 1 House on 1.1 acres * Energy-efficient, custom-built with sustainability and safety in m

21 Photos

375 Sea Ray Avenue, Simcoe, ON , MLS #N13065640 , Image - 1

Unit-142, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13065640

Residential Condo & Other (Condo Apartment)

$299000.0

1 Beds
1 Baths
600-699 sq-ft

Wow! A huge 1 bedroom! Perfect for living it large! Step into a sun-filled 1-bedroom retreat thoughtfully designed for effortless living and everyday

21 Photos

415 Sea Ray Avenue, Simcoe, ON , MLS #N12828766 , Image - 1

Unit-126, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12828766

Residential Condo & Other (Condo Apartment)

$424900.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to resort-style living at Friday Harbour Resort! This beautifully designed 525 sq ft, 1-bedroom, 1-bathroom ground-floor condo offers the perf

2 Photos

6117 Bluebird Street, Simcoe, ON , MLS #S13123724 , Image - 1

6117 Bluebird Street Rural Ramara, Ramara, Simcoe, ON MLS® S13123724

Residential Freehold (Vacant Land)

$195900.0

Fantastic opportunity to build your dream cottage or year-round home on this generous 99.98 ftx 149.97 ft treed lot, ideally located just steps from L

3 Photos

41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S9364458 , Image - 1

41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S9364458

Residential Freehold (Vacant Land)

$499000.0

Price drop by 9.1%

Excellent opportunity for a builder or investor for future development. Residential building lot measuring 100 x 150 ft. lot in beautiful sought after

35 Photos

18 Cherrywood Lane, Simcoe, ON , MLS #N13021056 , Image - 1

18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13021056

Residential Freehold (Detached)

$399900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo

Open House : Sun May 17, 10:00 AM to 12:00 PM

8 Photos

7 Smallman Drive, Simcoe, ON , MLS #S12870740 , Image - 1

7 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S12870740

Residential Freehold (Vacant Land)

$399000.0

Rare Opportunity Prime Corner Lot in Quiet, Established Area - Build your dream home or explore the potential for severance with this exceptional 100

8 Photos

465 SILVER BIRCH Drive, Simcoe, ON , MLS #S13121232 , Image - 1

465 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13121232

Residential Freehold (Vacant Land)

$419777.0

Build your dream home on this cleared lot located at 465 Silver Birch Drive in Tiny, situated in the prestigious Thunder Beach area. Ready for constru

7 Photos

197 Kennedy Avenue, Simcoe, ON , MLS #S13121132 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13121132

Residential Freehold (Vacant Land)

$325000.0

A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real

32 Photos

25 Hawthorne Drive, Simcoe, ON , MLS #N13119442 , Image - 1

25 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13119442

Residential Freehold (Modular Home)

$349500.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to your new home located in the vibrant adult community of Sandycove Acres South. This extensively improved home is a bright and spacious 2 be

22 Photos

415 Sea Ray Avenue, Simcoe, ON , MLS #N13117836 , Image - 1

Unit-306, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13117836

Residential Condo & Other (Condo Apartment)

$378800.0

1 Beds
1 Baths
500-599 sq-ft

Experience resort-style living and flexible ownership with this beautifully upgraded one-bedroom suite at Friday Harbour, one of Ontario's premier fou

3 Photos

5 Foyston Gate, Simcoe, ON , MLS #S12733316 , Image - 1

5 Foyston Gate Minesing, Springwater, Simcoe, ON MLS® S12733316

Residential Freehold (Vacant Land)

$499999.0

< 700 sq-ft

Vendor Take-Back (VTB) financing available for qualified purchasers. Welcome to Your Potential Dream Home In One of Springwater's Most Coveted Enclave

1 Photos

199 Tunbridge Road Georgian Drive, Barrie, Simcoe, ON MLS® S13002748

Residential Freehold (Att/Row/Townhouse)

$459000.0

3 Beds
2 Baths
700-1100 sq-ft

Freehold brick townhome in high demand location minutes to RVH, Johnson Beach and Georgian College. 3 bedrooms, 2 washroom home with partially finishe

24 Photos

15 Cherrywood Lane, Simcoe, ON , MLS #N13116388 , Image - 1

15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13116388

Residential Freehold (Detached)

$399000.0

2 Beds
1 Baths
700-1100 sq-ft

FULLY RENOVATED LOW-MAINTENANCE BUNGALOW WITH A PRIVATE TREED YARD & STYLISH INTERIOR! Your jaw might hit the floor the second you walk into this far-

8 Photos

86 Doran Road, Simcoe, ON , MLS #S13116208 , Image - 1

86 Doran Road Midhurst, Springwater, Simcoe, ON MLS® S13116208

Residential Freehold (Detached)

$499999.0

2 Beds
1 Baths
700-1100 sq-ft

Are you a first time buyer waiting for the right time to buy? Has living in Midhurst only been a dream? Well this diamond in the rough may be the

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