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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 195

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: February 13, 2026

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10 Stoddart Street, Simcoe, ON , MLS #N12673280 , Image - 1

10 Stoddart Street Thornton, Essa, Simcoe, ON MLS® N12673280

Residential Freehold (Vacant Land)

$274900.0

< 700 sq-ft

Transform your Architectural Dreams into Reality on this 57x164 Feet Building Lot On A Quiet Mature Street in The Quaint Village of Thornton! An Exist

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6 Tioga Boulevard, Simcoe, ON , MLS #N12167264 , Image - 1

6 Tioga Boulevard Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12167264

Residential Freehold (Vacant Land)

$365000.0

Price drop by 26.9%

< 700 sq-ft

Desirable 1.75 Acre Pie-Shaped Lot In An Established Estate Lot Neighbourhood. Trees Along Rear Boundary With Level Cleared Area To Build Your Dream H

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2438 Uhthoff Line, Simcoe, ON , MLS #S12784668 , Image - 1

2438 Uhthoff Line Rural Severn, Severn, Simcoe, ON MLS® S12784668

Residential Freehold (Detached)

$497000.0

4 Beds
1 Baths
1100-1500 sq-ft

Top 5 Reasons You'll Love This Home. 1 - Private quiet rural setting close to town Tucked away in a peaceful spot with a straight drive only 10 minute

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685 Reid Street, Simcoe, ON , MLS #N12731388 , Image - 1

685 Reid Street Alcona, Innisfil, Simcoe, ON MLS® N12731388

Residential Freehold (Detached)

$399900.0

1 Beds
1 Baths
< 700 sq-ft

* Permits are ready to build a second floor and a garage * This beautiful bungalow is located on a peaceful, low-traffic street with the added benefit

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

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426 Seventh Avenue, Simcoe, ON , MLS #S12784396 , Image - 1

426 Seventh Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12784396

Residential Freehold (Vacant Land)

$124900.0

< 700 sq-ft

READY TO QUIT THE RAT-RACE? Tay/Port McNicoll may just be the spot you've been looking for. The area offers a relaxed, small-town atmosphere for those

32 Photos

11 Laguna Parkway, Simcoe, ON , MLS #S12783962 , Image - 1

Unit-41, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12783962

Residential Condo & Other (Condo Townhouse)

$499000.0

3 Beds
2 Baths
1400-1599 sq-ft

Waterfront Townhome Living at Its Finest! Don't miss your chance to own this beautifully updated 3-bedroom, 2-bathroom waterfront townhome in one of t

39 Photos

11 Talsi Road, Simcoe, ON , MLS #N12705946 , Image - 1

11 Talsi Road Rural Essa, Essa, Simcoe, ON MLS® N12705946

Residential Freehold (Detached)

$285000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 11 Talsi Rd! As seen in the CBC Gem series Something Undone, this fully furnished 3-bedroom, 1-bathroom Viceroy Cedar Cottage offers the ul

37 Photos

60 Mulligan Lane, Simcoe, ON , MLS #S12673818 , Image - 1

Unit-318, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S12673818

Residential Condo & Other (Condo Apartment)

$445000.0

Price drop by 3.1%

2 Beds
2 Baths
1000-1199 sq-ft

PRICED TO SELL! SELLER IS MOTIVATED! Don't miss this attractive, 2-Bedroom, 2 bathroom, 3rd floor Condo in highly sought after Marlwood Golf Course Co

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12 Robin Court, Simcoe, ON , MLS #S12463861 , Image - 1

12 Robin Court Cundles East, Barrie, Simcoe, ON MLS® S12463861

Residential Freehold (Semi-Detached )

$490000.0

4 Beds
2 Baths
1100-1500 sq-ft

Bright And Spacious Home in Great Location! Property Is Tenanted. Kitchen With Extra Storage, Big Breakfast Area And Walk Out To Backyard. Living/Din

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111 Worsley Street, Simcoe, ON , MLS #S12527636 , Image - 1

Unit-#503, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S12527636

Residential Condo & Other (Condo Apartment)

$425000.0

Price drop by 2.3%

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

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22 Dawson Drive, Simcoe, ON , MLS #S12770934 , Image - 1

Unit-534, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S12770934

Residential Condo & Other (Condo Townhouse)

$375000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to this bright and inviting two-bedroom, two-bathroom townhouse featuring a distinctive reverse floor plan that blends comfort with character.

Open House : Sat Feb 14, 11:00 AM to 12:30 PM

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11 Pheasant Trail, Simcoe, ON , MLS #S12778286 , Image - 1

11 Pheasant Trail Ardagh, Barrie, Simcoe, ON MLS® S12778286

Residential Condo & Other (Condo Townhouse)

$459900.0

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

Spacious 1300 Sq Feet Townhouse With 3 Large Bedrooms, 2.5 Bathrooms + In-Law Suite! Recent Updates include New Laminate Flooring, and Baseboard Trim

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553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$367777.0

Price drop by 2.6%

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

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

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267 Barrie Road, Simcoe, ON , MLS #S12766256 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S12766256

Residential Freehold (Vacant Land)

$260000.0

9 Beds
< 700 sq-ft

Vacant Land FOR SALE! **SELLER FINANCING AVAILABLE** An exceptional development opportunity on a huge 1/4 acre lot offering the ability to Build A TRI

40 Photos

301 Sea Ray Avenue, Simcoe, ON , MLS #N12776464 , Image - 1

Unit-C305, 301 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12776464

Residential Condo & Other (Condo Apartment)

$460000.0

2 Beds
2 Baths
700-799 sq-ft

RESORT LIVING AT FRIDAY HARBOUR FAMILY-FRIENDLY & INVESTOR-SAVVY! Welcome to 301 Sea Ray Ave, where convenience meets ease in the heart of Friday Harb

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PART 1 Ron Jones Road, Simcoe, ON , MLS #S12776204 , Image - 1

PART 1 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12776204

Residential Freehold (Vacant Land)

$349900.0

Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre

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PART 2 Ron Jones Road, Simcoe, ON , MLS #S12776150 , Image - 1

PART 2 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12776150

Residential Freehold (Vacant Land)

$349900.0

Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre

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150 Dunlop Street E, Simcoe, ON , MLS #S12771172 , Image - 1

Unit-304, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12771172

Residential Condo & Other (Condo Apartment)

$389999.0

1 +1 Beds
1 Baths
800-899 sq-ft

Top 5 Reasons You Will Love This Home: 1) One of the most coveted suites in the building, this residence is positioned on the preferred side of the Ea

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5411 Elliott Side Road, Simcoe, ON , MLS #S12774758 , Image - 1

Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12774758

Residential Freehold (Modular Home)

$389000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to Candlelight Village, one of Simcoe County's most desirable adult-living communities, perfectly located just minutes from downtown Midland a

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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

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17 Private Drive, Simcoe, ON , MLS #N12626674 , Image - 1

17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12626674

Residential Freehold (Detached)

$288000.0

< 700 sq-ft

Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P

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250 Kingfisher Avenue, Simcoe, ON , MLS #S12654300 , Image - 1

250 Kingfisher Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12654300

Residential Freehold (Detached)

$299900.0

Price drop by 14.1%

700-1100 sq-ft

You've just arrived in Paradise Point! This Seasonal cottage sits on a 60' x 146' lot in the heart of this beloved community. Potential !!! Project to

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179 Edgehill Drive, Simcoe, ON , MLS #S12768584 , Image - 1

Unit-B6, 179 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S12768584

Residential Condo & Other (Condo Apartment)

$369000.0

2 Beds
1 Baths
800-899 sq-ft

Fall in Love with this Modern Condo for Sale in Beautiful Lake City of Barrie. Enjoy a care-free lifestyle in this bright and spacious 2-bedroom, 1-ba

50 Photos

247 Broward Way

Unit-31, 247 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12765522

Residential Condo & Other (Condo Townhouse)

$299000.0

0 +1 Beds
1 Baths
0-499 sq-ft

Bright, Beautifully Furnished Boardwalk Studio at Friday Harbour Experience effortless resort living in this beautifully furnished and fully equipped

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1041 Cook Drive, Simcoe, ON , MLS #S12688874 , Image - 1

1041 Cook Drive Midland, Simcoe, ON MLS® S12688874

Residential Freehold (Att/Row/Townhouse)

$490500.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhouse, ideally situated in one of Midland's most sought-after neighbourhoods. Move-in

35 Photos

1407 Fox Road, Simcoe, ON , MLS #S12741468 , Image - 1

1407 Fox Road Rural Severn, Severn, Simcoe, ON MLS® S12741468

Residential Freehold (MobileTrailer)

$479000.0

2 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled within the peaceful surroundings of Silver Creek Estates and backing onto tranquil forested greenspa

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23 DAWSON Drive, Simcoe, ON , MLS #S12761428 , Image - 1

Unit-113, 23 DAWSON Drive Collingwood, Simcoe, ON MLS® S12761428

Residential Condo & Other (Condo Apartment)

$365000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to this beautifully updated 2 bedroom, 2 bathroom, single floor condo in sought after Cranberry/Living Stone. Perfect as a full-time residence

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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,

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15 Huron Circle, Simcoe, ON , MLS #S12702652 , Image - 1

15 Huron Circle Wasaga Beach, Simcoe, ON MLS® S12702652

Residential Freehold (MobileTrailer)

$110000.0

2 Beds
1 Baths
< 700 sq-ft

Seasonal retreat in popular Countrylife Resort. (7 months April 26th-Nov 16th). Short walk to the Beach! Immaculately maintained 2004 Quailridge featu

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67 Wozniak Road, Simcoe, ON , MLS #S12757770 , Image - 1

67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S12757770

Residential Freehold (Vacant Land)

$79900.0

< 700 sq-ft

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

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