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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: March 25, 2025

42 Photos

74 Ross Street, Simcoe, ON , MLS #40681253 , Image - 1

Unit-53, 74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® 40681253

Residential (Condo/Apartment Unit)

$449,000

Price drop by 6.3%

1 Beds
1 Baths
852 sq-ft

Charming 55+ Condo with Modern Upgrades – 852 Sq. Ft. – Utilities Included! This updated 1 bedroom Plus a Den unit features great accomodations for yo

2 Photos

1521 Mosley Street, Simcoe, ON , MLS #S12041751 , Image - 1

1521 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12041751

Residential Freehold (Vacant Land)

$289,000

Amazing potential to build on this commercially zoned property. Potential to buy neighbouring lots all together. Great opportunity to build a strip pl

33 Photos

163 7th Street, Simcoe, ON , MLS #S12041419 , Image - 1

163 7th Street Midland, Simcoe, ON MLS® S12041419

Residential Freehold (Detached)

$399,900

2 Beds
1 Baths
700-1100 sq-ft

Dreaming of owning your own home? This is a fantastic opportunity for first-time buyers, down sizers, or anyone seeking an affordable year-round resid

14 Photos

7866 Yonge Street, Simcoe, ON , MLS #40702407 , Image - 1

7866 Yonge Street Stroud, Innisfil, Simcoe, ON MLS® 40702407

Residential (Single Family Residence)

$430,000

2 Beds
1 Baths
1270 sq-ft

Looking for a property brimming with potential? Look no further than this 2-bedroom, 1-bathroom bungalow offering 1,270 square feet of above-grade liv

30 Photos

414 Blake Street, Simcoe, ON , MLS #40699884 , Image - 1

Unit-103, 414 Blake Street Codrington, Barrie, Simcoe, ON MLS® 40699884

Residential (Condo/Apartment Unit)

$389,900

2 Beds
1 Baths
800 sq-ft

Heat, hydro, water, inside underground parking and a secure storage locker are included in this affordable bright and clean freshly painted (Feb 2025)

2 Photos

27B Pine River Road, Simcoe, ON , MLS #N10404959 , Image - 1

27B Pine River Road Angus, Essa, Simcoe, ON MLS® N10404959

Residential Freehold (Vacant Land)

$159,888

Calling all Custom Home Builders and families looking to build your dream home Embrace The Undeniable Charm Of This Vacant Country Lot, Ideally Situat

46 Photos

140 Dunlop Street E, Simcoe, ON , MLS #40705485 , Image - 1

Unit-908, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® 40705485

Residential (Condo/Apartment Unit)

$449,900

1 Beds
1 Baths
855 sq-ft

Remarkable South East WATERVIEW Condo with All Utilities Included in the Maintenance Fee. Welcome to 140 Dunlop Street E, Unit #908, a stylish 1-bedro

28 Photos

1010 Division Road W, Simcoe, ON , MLS #40704306 , Image - 1

1010 Division Road W Rural Severn, Severn, Simcoe, ON MLS® 40704306

Residential (Single Family Residence)

$399,000

4 Beds
2 Baths
2020 sq-ft

Attention first-time buyers, investors, and renovators! This large estate lot is a rare find, offering privacy and beautiful scenery—a peaceful retrea

40 Photos

74 Ross Street, Simcoe, ON , MLS #S11106300 , Image - 1

74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® S11106300

Residential Condo & Other (Condo Apartment)

$449,000

Price drop by 6.3%

1 Beds
1 Baths
800-899 sq-ft

Charming 55+ Condo with Modern Upgrades 852 Sq. Ft. Utilities Included! This updated 1 bedroom Plus a Den unit features great accomodations for you

30 Photos

3 Lawndale Court, Simcoe, ON , MLS #N12030207 , Image - 1

3 Lawndale Court Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12030207

Residential Freehold (Detached)

Price On Request

3 +1 Beds
2 Baths

Rarely Offered, Beautiful Raised Bungalow In Sought After Neighborhood In Bradford Located On A Quiet Court W/ A Fantastic Ravine Lot Siding The Home.

36 Photos

500 Mapleview Drive W

500 Mapleview Drive W Holly, Barrie, Simcoe, ON MLS® S11895881

Residential Condo & Other (Condo Apartment)

$474,900

Price drop by 4.8%

2 Beds
2 Baths
800-899 sq-ft

Welcome to 500 Mapleview Dr! This bright and spacious 2-bedroom, 2-bathroom condo features an open-concept layout perfect for modern living. The prima

14 Photos

8934 County Rd 9 Road, Simcoe, ON , MLS #S11917667 , Image - 1

8934 County Rd 9 Road Rural Clearview, Clearview, Simcoe, ON MLS® S11917667

Residential Freehold (Detached)

$425,000

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming family home nestled just outside the picturesque village of Creemore! This delightful property offers a unique opportunity fo

6 Photos

68 Wozniak Road, Simcoe, ON , MLS #S9417667 , Image - 1

68 Wozniak Road Penetanguishene, Simcoe, ON MLS® S9417667

Residential Freehold (Vacant Land)

$199,999

Looking To Build your Dream home Or wanting to hold an investment in the vicinity of a lake? Look no further! Under 9 Minutes Away From Midland & Pene

30 Photos

19 Cheltenham Road, Simcoe, ON , MLS #S12041427 , Image - 1

19 Cheltenham Road Grove East, Barrie, Simcoe, ON MLS® S12041427

Residential Condo & Other (Condo Apartment)

$499,900

2 Beds
2 Baths
1000-1199 sq-ft

Beautiful Open Concept Premium Layout W/Over 1000 Sqft Of Living Space. Features: A Bright Kitchen, Combined Living & Dinning Floor plan W/Walk-Out To

34 Photos

4 Beck Boulevard, Simcoe, ON , MLS #S12040863 , Image - 1

4 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S12040863

Residential Condo & Other (Condo Apartment)

$439,900

1 Beds
2 Baths
900-999 sq-ft

ENJOY WESTERLY VIEWS & SUNSETS OVER PENETANG HARBOUR from your balcony, the rooftop patio, or the condo's lovely waterfront parkette. This 940 sq ft

22 Photos

45 Ferndale Drive S, Simcoe, ON , MLS #40698064 , Image - 1

Unit-107, 45 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® 40698064

Residential (Condo/Apartment Unit)

$445,900

Price drop by 0.9%

1 Beds
1 Baths
793 sq-ft

This beautiful 1-Bedroom, 1-Bathroom Condo Offers Just Under 800 sqft Of Well-Designed Living Space. Providing The Perfect Balance Of Comfort & Conven

Open House : Sat Mar 29, 02:00 PM to 04:00 PM

38 Photos

91 RAGLAN Street, Simcoe, ON , MLS #S11948674 , Image - 1

91 RAGLAN Street Collingwood, Simcoe, ON MLS® S11948674

Residential Condo & Other (Condo Apartment)

$499,000

2 +0 Beds
2 Baths
1000-1199 sq-ft

Welcome to Raglan Village Unit #411. This 2 bedroom 2 bathroom unit is located in the popular retirement community, steps to walking trails and public

4 Photos

2766 Ireton Street, Simcoe, ON , MLS #N12040598 , Image - 1

2766 Ireton Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12040598

Residential Freehold (Detached)

$499,900

2 Beds
1 Baths

Don't miss out on this chance to create the home of your dreams on an amazing lot just steps to one of the best beaches in Innisfil. Whether you're lo

39 Photos

70 MEADOW Lane, Simcoe, ON , MLS #S12041119 , Image - 1

70 MEADOW Lane Wasaga Beach, Simcoe, ON MLS® S12041119

Residential Freehold (Detached)

$424,900

2 +0 Beds
2 Baths

Welcome to 70 Meadow Lane - this affordable retirement living is in the highly sought-after Wasaga Meadows, one of Parkbridge Lifestyle 55+ Communitie

34 Photos

479 Oxbow Crescent, Simcoe, ON , MLS #S12041101 , Image - 1

479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12041101

Residential Condo & Other (Condo Townhouse)

$489,000

2 Beds
2 Baths
1000-1199 sq-ft

Your Collingwood lifestyle awaits! This remarkable condo townhome is located in Living Stone Resort (formerly Cranberry Resort) close to waterfront, t

27 Photos

25 MEADOW Lane, Simcoe, ON , MLS #S12026227 , Image - 1

25 MEADOW Lane Ardagh, Barrie, Simcoe, ON MLS® S12026227

Residential Condo & Other (Condo Apartment)

$425,000

2 +0 Beds
1 Baths
1000-1199 sq-ft

Welcome Home to 25 Meadow Lane Unit 307! This move-in ready bright and spacious 2-bedroom condo, offers a functional layout perfect for comfortable li

18 Photos

975 W Ridge Boulevard, Simcoe, ON , MLS #S12041034 , Image - 1

975 W Ridge Boulevard Orillia, Simcoe, ON MLS® S12041034

Commercial (Sale Of Business)

$349,000

2 Baths

Profitable Tahini's franchise available in the main box store area of Orillia. One of the biggest markets north of Barrie on Highway 11 and on the rou

39 Photos

140 Dunlop Street E

140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12016636

Residential Condo & Other (Common Element Condo)

$449,900

1 Beds
1 Baths
800-899 sq-ft

Remarkable South East WATERVIEW Condo with All Utilities Included in the Maintenance Fee. Welcome to 140 Dunlop Street E, Unit #908, a stylish 1-bedro

28 Photos

1010 Division Road W, Simcoe, ON , MLS #S12018187 , Image - 1

1010 Division Road W Rural Severn, Severn, Simcoe, ON MLS® S12018187

Residential Freehold (Detached)

$399,000

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

Attention first-time buyers, investors, and renovators! This large estate lot is a rare find, offering privacy and beautiful scenery - a peaceful retr

13 Photos

35 61st Street S, Simcoe, ON , MLS #S12039672 , Image - 1

35 61st Street S Wasaga Beach, Simcoe, ON MLS® S12039672

Residential Freehold (Cottage)

$425,000

2 Beds
1 Baths

25 Photos

63 Ferris Lane

63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S12038912

Residential Condo & Other (Condo Townhouse)

$424,900

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to 63 Ferris Lane, Barrie a charming home that seamlessly blends comfort and convenience. This property offers 3 bedrooms and 2 bathrooms, ma

33 Photos

335 RUSSELL Street, Simcoe, ON , MLS #S11959886 , Image - 1

335 RUSSELL Street Midland, Simcoe, ON MLS® S11959886

Residential Freehold (Semi-Detached )

$429,000

Price drop by 14.0%

2 +0 Beds
1 Baths
700-1100 sq-ft

***REDUCED $30,000*** Charming & Move-In Ready Home in Midland! Welcome to 335 Russell St, a beautifully updated and tastefully decorated home in a pr

43 Photos

49 Cabin Crescent, Simcoe, ON , MLS #S12031715 , Image - 1

49 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S12031715

Residential Freehold (Detached)

$489,900

3 +0 Beds
1 Baths

This beautiful 3 bedroom 1 bathroom home is located in the highly desirable Wasaga Country Life Resort! This 4-season chalet is a lakefront and allows

24 Photos

41 COULTER Street, Simcoe, ON , MLS #S12040578 , Image - 1

41 COULTER Street Sunnidale, Barrie, Simcoe, ON MLS® S12040578

Residential Condo & Other (Condo Apartment)

$499,900

2 Beds
1 Baths
900-999 sq-ft

Welcome to 41 Coulter Street, Suite 17, nestled within the desirable Sunnidale Vista condominium community. This charming second-floor suite offers 2

33 Photos

24 Fox Street, Simcoe, ON , MLS #S12037328 , Image - 1

24 Fox Street Penetanguishene, Simcoe, ON MLS® S12037328

Residential Freehold (Detached)

$425,000

2 Beds
1 Baths

*OPEN HOUSE - MAR 29 & 30 FROM 11AM-1PM* Move-in ready and full of potential, this charming 2-bedroom, 1-bath bungalow in the heart of Penetanguishene

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