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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: June 29, 2026

30 Photos

111 Worsley Street, Simcoe, ON , MLS #S12939722 , Image - 1

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

11 Photos

5216 County 90 Road, Simcoe, ON , MLS #S13239712 , Image - 1

Unit-51, 5216 County 90 Road Rural Springwater, Springwater, Simcoe, ON MLS® S13239712

Residential Freehold (MobileTrailer)

$15000.0

1 Beds
1 Baths
< 700 sq-ft

Welcome to Unit #51 at 5216 County 90 Road a bright and cozy 1-bed, 1-bath. In a well-maintained seasonal park. Enjoy open-concept living, a private d

32 Photos

4101 Wesley Street, Simcoe, ON , MLS #S13501806 , Image - 1

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

22 Photos

101 Linden Lane, Simcoe, ON , MLS #N13500744 , Image - 1

101 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13500744

Residential Freehold (Detached)

$239900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to the sought-after Sandy Cove retirement community, an adult lifestyle neighborhood for residents 55+! This charming 2-bedroom, 1-bath Sandal

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

5 Photos

67 Wozniak Road, Simcoe, ON , MLS #S13104362 , Image - 1

67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S13104362

Residential Freehold (Vacant Land)

$79900.0

OPPORTUNITY KNOCKS! 50 X 149 FT CLEARED VACANT LOT STEPS FROM GEORGIAN BAY! Discover the perfect canvas for your dream home on this spacious parcel of

28 Photos

9 EARLDOM Boulevard, Simcoe, ON , MLS #S13498684 , Image - 1

9 EARLDOM Boulevard Port McNicoll, Tay, Simcoe, ON MLS® S13498684

Residential Freehold (Detached)

$415000.0

3 +0 Beds
1 Baths
700-1100 sq-ft

Steps from Grandview Beach! This charming 3-season cottage offers a wonderful opportunity to enjoy relaxed summer living just a short stroll from the

22 Photos

365 Robins Point Road, Simcoe, ON , MLS #S12995572 , Image - 1

365 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12995572

Residential Freehold (Other)

$474900.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Property: Unlock the incredible potential of this expansive 146'x170' lot in the heart of Victoria Harbour. This uniq

33 Photos

40 Ferndale Drive S, Simcoe, ON , MLS #S13229868 , Image - 1

Unit-210, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13229868

Residential Condo & Other (Condo Apartment)

$450000.0

2 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Newly reduced for enhanced value, experience effortless everyday living in this beautifully spacious 1,110

9 Photos

1052 Spruce Road, Simcoe, ON , MLS #N13237388 , Image - 1

1052 Spruce Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13237388

Residential Freehold (Vacant Land)

$299000.0

Price drop by 13.5%

Prime Building Lot Steps To Belle Aire Beach ! Seller has paid for the building permit, which is included with the purchase price. Property is permit-

16 Photos

331 Broward Way

Unit-144, 331 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13460976

Residential Condo & Other (Condo Apartment)

$399995.0

1 Beds
1 Baths
700-799 sq-ft

BOARDWALK FACING|SOUTH FACING|Fully Furnished and ready to go Harbour Facing In Friday Harbour Resort|relax Bbq Dine & Entertain On Your Grand Private

37 Photos

23 Maria Street, Simcoe, ON , MLS #S13251390 , Image - 1

23 Maria Street Penetanguishene, Simcoe, ON MLS® S13251390

Residential Freehold (Detached)

$419000.0

3 Beds
1 Baths
1100-1500 sq-ft

Endless Potential Meets Small-Town Charm On A Large Lot At 23 Maria Street In The Heart Of Penetanguishene. This 3-Bedroom, 1-Bathroom Home Presents A

22 Photos

415 Sea Ray Avenue, Simcoe, ON , MLS #N13497944 , Image - 1

Unit-306, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13497944

Residential Condo & Other (Condo Apartment)

$349990.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to the sought-after High Point building at Friday Harbour Resort! This beautifully designed 1-bedroom, 1-bathroom condo offers 530 sq. ft. of

15 Photos

68 Beauremi Road, Simcoe, ON , MLS #S13497970 , Image - 1

68 Beauremi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13497970

Residential Freehold (Vacant Land)

$289000.0

< 700 sq-ft

Available just in time for Summer! Spacious corner lot, spanning 112.50ft by 134.50ft - just a short walk from Cawaja Beach and the quaint General Sto

48 Photos

36 Tecumseth Pines Drive, Simcoe, ON , MLS #N13496326 , Image - 1

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

21 Photos

52 Adelaide Street, Simcoe, ON , MLS #S13081208 , Image - 1

Unit-32, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13081208

Residential Condo & Other (Condo Townhouse)

$475000.0

Price drop by 3.0%

3 Beds
3 Baths
1200-1399 sq-ft

Welcome to unit 32-52 Adelaide St. If you have been looking for a move-in ready home in one of Barrie's most connected neighborhoods, this is it. Offe

9 Photos

11325 26 Highway, Simcoe, ON , MLS #S13495060 , Image - 1

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.

6 Photos

LOT 66 WHISPERING PINE Circle, Simcoe, ON , MLS #S11957244 , Image - 1

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

Residential Freehold (Vacant Land)

$165000.0

Price 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

LOT 65 Whispering Pine Circle, Simcoe, ON , MLS #S11957124 , Image - 1

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

Residential Freehold (Vacant Land)

$165000.0

Price 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

Lot 59 Whispering Pine Circle, Simcoe, ON , MLS #S12076638 , Image - 1

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

Residential Freehold (Vacant Land)

$195000.0

Price 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

15 Photos

553 Tenth Street, Simcoe, ON , MLS #S13426260 , Image - 1

553 Tenth Street Collingwood, Simcoe, ON MLS® S13426260

Residential Condo & Other (Condo Townhouse)

$349900.0

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

24 Photos

13 Cheltenham Road, Simcoe, ON , MLS #S13492132 , Image - 1

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

33 Photos

65 Ellen Street, Simcoe, ON , MLS #S13174424 , Image - 1

Unit-610, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S13174424

Residential Condo & Other (Condo Apartment)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

WATERFRONT VALUE HAS NEVER LOOKED BETTER.Welcome to Suite 610 at 65 Ellen Street - an exceptional opportunity to own a beautifully updated waterfront

14 Photos

267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$238888.0

Vacant Land For Sale! Seller Financing AvailableA great opportunity to build on a large 1/4 acre lot in a convenient Orillia location. This property o

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

Approved Engineered Drawings For A Duplex. Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development

25 Photos

63 Ferris Lane

Unit-B11, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S13217864

Residential Condo & Other (Condo Townhouse)

$399000.0

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

25 Photos

7262 County Road 13 N/A, Simcoe, ON , MLS #N13142136 , Image - 1

7262 County Road 13 N/A Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13142136

Residential Freehold (Detached)

$479000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 7262 County Rd 13 - a great starter home located in a quiet rural location that is close to shopping and other amenities. This bungalow has

24 Photos

Lot 24 Voyageur Drive, Simcoe, ON , MLS #S12100692 , Image - 1

Lot 24 Voyageur Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12100692

Residential Freehold (Vacant Land)

$189000.0

Price drop by 3.6%

< 700 sq-ft

Level treed 3/4 acre re-sale lot located in the Settlement of Toanche in Tiny Township, offering the ideal building site for your new dream home. Natu

32 Photos

173 Barrie Road, Simcoe, ON , MLS #S13486552 , Image - 1

173 Barrie Road Orillia, Simcoe, ON MLS® S13486552

Residential Freehold (Detached)

$399000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-timebuyers or investors, located in the heart of Orillia

35 Photos

18 Cherrywood Lane, Simcoe, ON , MLS #N13235880 , Image - 1

18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13235880

Residential Freehold (Detached)

$389900.0

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

7 Photos

197 Kennedy Avenue, Simcoe, ON , MLS #S13172278 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13172278

Residential Freehold (Vacant Land)

$283000.0

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

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