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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 1114

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: September 27, 2026

40 Photos

511 Oxbow Park Drive, Simcoe, ON , MLS #S13833198 , Image - 1

511 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13833198

Residential Freehold (Detached)

Price On Request

3 Beds
1 Baths
700-1100 sq-ft

Charming Renovated Bungalow on an Impressive Premium 100 x 105 Ft Lot Backing Onto Batteau Park! Whether you're a first-time buyer, retiree, investor,

4 Photos

9408 Provincial Hwy 11 Highway, Simcoe, ON , MLS #S13411058 , Image - 1

9408 Provincial Hwy 11 Highway West Shore, Severn, Simcoe, ON MLS® S13411058

Residential Freehold (Vacant Land)

$499500.0

Rare opportunity to own 52 acres of flat, well-treed land featuring established walking trails and approximately 10 acres of cleared area. The propert

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30 Golfdale Road, Simcoe, ON , MLS #S13798644 , Image - 1

30 Golfdale Road Sunnidale, Barrie, Simcoe, ON MLS® S13798644

Residential Freehold (Att/Row/Townhouse)

$399000.0

3 Beds
2 Baths
1100-1500 sq-ft

TOWNHOME WITH A FULLY FENCED YARD, ATTACHED GARAGE, GAS FIREPLACE & FINISHED BASEMENT WITH IN-LAW POTENTIAL! If you're buying your first home and want

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

44 Photos

4 Fairbirch Court, Simcoe, ON , MLS #N13758210 , Image - 1

4 Fairbirch Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13758210

Residential Freehold (Modular Home)

$419900.0

2 Beds
2 Baths
1100-1500 sq-ft

Loving the idea of an Adult Lifestyle Community but don't want to compromise on your privacy? 4 Fairbirch Court is for you! Situated on a quiet cul-de

Open House : Sun Sep 27, 12:00 PM to 02:00 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

37 Photos

31 Laguna Parkway, Simcoe, ON , MLS #S13722362 , Image - 1

Unit-Unit 33, 31 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13722362

Residential Condo & Other (Condo Townhouse)

$449649.0

3 Beds
2 Baths
1400-1599 sq-ft

Great Opportunity in Lagoon City as this Property Combines the Freedom of Waterfront Ownership With the Convenience of Condominium Living. The Canal P

Open House : Sat Oct 03, 01:00 PM to 03:00 PM

29 Photos

639 Dominion Avenue, Simcoe, ON , MLS #S13814788 , Image - 1

639 Dominion Avenue Midland, Simcoe, ON MLS® S13814788

Residential Freehold (Detached)

$424900.0

3 Beds
1 Baths
1100-1500 sq-ft

Timeless charm meets effortless in-town living on coveted Dominion Avenue. This beautifully maintained century home is a rare blend of character, comf

33 Photos

4 Spice Way

Unit-507, 4 Spice Way Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13633648

Residential Condo & Other (Condo Apartment)

$424999.0

Price drop by 5.6%

2 +1 Beds
1 Baths
900-999 sq-ft

Modern 2 Bedroom + Den Condo in South Barrie! Welcome to Unit 507 at 4 Spice Way, a beautifully designed condo in Barrie's sought-after Bistro 6 commu

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103 Mississaga Street W, Simcoe, ON , MLS #S13832824 , Image - 1

103 Mississaga Street W Orillia, Simcoe, ON MLS® S13832824

Residential Freehold (Detached)

$294500.0

2 Beds
1 Baths
< 700 sq-ft

This starter bungalow offers up main floor living composed of 2 bedrooms, an upgraded full bath, galley style kitchen with newer cabinets and counter,

32 Photos

39 Domar Road, Simcoe, ON , MLS #S13810732 , Image - 1

39 Domar Road Rural Tiny, Tiny, Simcoe, ON MLS® S13810732

Residential Freehold (Detached)

$495000.0

2 Beds
1 Baths
700-1100 sq-ft

Rare Opportunity to Own a Huge 100' x 150' Lot Just Steps from Georgian Bay. Tucked beneath mature trees on a private, generously sized lot, 39 Domar

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

13 Photos

36 SEGUIN Crescent, Simcoe, ON , MLS #S13484418 , Image - 1

36 SEGUIN Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13484418

Residential Freehold (Vacant Land)

$198000.0

Price drop by 9.6%

Cleared 100 X 150 ft. building lot for sale located minutes to a waterfront park and the inter-connecting Sunset Trail. Build your dream home or cotta

42 Photos

720 Yonge Street, Simcoe, ON , MLS #S13774806 , Image - 1

Unit-316, 720 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13774806

Residential Condo & Other (Condo Apartment)

$424900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this third-floor, 2-bedroom, 2-bathroom condo ideally located at Yonge Station in Barrie's desirable south end. Enjoy the convenience of be

30 Photos

20 Cameron Drive, Simcoe, ON , MLS #S13659590 , Image - 1

20 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659590

Residential Freehold (Modular Home)

$439900.0

Price drop by 6.4%

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 20 Cameron Drive, offering carefree living in Big Cedar Estates, a resident-owned community located just 10 minutes from Orillia with front

16 Photos

17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$325000.0

Price drop by 26.1%

2 Beds
1 Baths
800-899 sq-ft

Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c

Open House : Sun Sep 27, 08:00 AM to 10:00 AM

34 Photos

1402 Ridge Road E, Simcoe, ON , MLS #S13832270 , Image - 1

1402 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13832270

Residential Freehold (Detached)

$435000.0

3 Beds
1 Baths
1100-1500 sq-ft

First time available since 1959. Yes, you read that correctly. One family has owned this home and it's ready for the next chapter. The lot is full

5 Photos

2 Birchwood Trail, Simcoe, ON , MLS #S13830896 , Image - 1

2 Birchwood Trail Wasaga Beach, Simcoe, ON MLS® S13830896

Residential Freehold (Vacant Land)

$429000.0

Your Dream Lot Awaits in Sunward Estates, Wasaga Beach! This beautiful nearly 0.6-acre treed lot offers a perfect opportunity to build your dream cot

23 Photos

19 Dawson Drive, Simcoe, ON , MLS #S13832334 , Image - 1

Unit-53, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13832334

Residential Condo & Other (Condo Apartment)

$359900.0

2 Beds
2 Baths
600-699 sq-ft

Your Collingwood lifestyle starts here! Whether you're looking for a full-time home, weekend escape or an easy-care investment, this bright 2-bedroom,

29 Photos

2 Wasaga Pines Lane E, Simcoe, ON , MLS #S13080762 , Image - 1

2 Wasaga Pines Lane E Elmvale, Springwater, Simcoe, ON MLS® S13080762

Residential Freehold (MobileTrailer)

$115000.0

Price drop by 18.6%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Wasaga Pines, with Seasonal Site six (6) months occupancy. This recreational lifestyle includes shared us of 2 pools, playground, volleyba

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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)

$389900.0

Price drop by 8.2%

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

17 Photos

150 Dunlop Street E, Simcoe, ON , MLS #S13832090 , Image - 1

Unit-904, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13832090

Residential Condo & Other (Condo Apartment)

$300000.0

1 +1 Beds
1 Baths
700-799 sq-ft

9TH-FLOOR BAY-VIEW CONDO WITH NEARLY 800 SQ FT, PARKING, LOCKER, IN-SUITE LAUNDRY & DOWNTOWN BARRIE AT YOUR DOOR! Bayshore Landing puts you right wher

44 Photos

530 Tenth Street, Simcoe, ON , MLS #S13772254 , Image - 1

530 Tenth Street Collingwood, Simcoe, ON MLS® S13772254

Residential Condo & Other (Condo Townhouse)

$369900.0

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to easy living in Collingwood, where the updates are done, the yard is yours to enjoy, and low-maintenance living is actually easy. This beaut

22 Photos

323 William Street, Simcoe, ON , MLS #S13691574 , Image - 1

323 William Street Midland, Simcoe, ON MLS® S13691574

Residential Freehold (Detached)

$389000.0

Price drop by 8.0%

2 Beds
1 Baths
700-1100 sq-ft

Charming Midland Bungalow with Great Potential! Welcome to 323 William Street, a well cared for 2 bedroom, 1 bathroom bungalow situated on a generous

21 Photos

52 Adelaide Street, Simcoe, ON , MLS #S13696080 , Image - 1

Unit-32, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13696080

Residential Condo & Other (Condo Townhouse)

$474999.0

3 Beds
3 Baths
1200-1399 sq-ft

Welcome to Unit 32 at 52 Adelaide Street! This beautifully maintained 3-bedroom, 3-bathroom 3-bath townhome offers comfortable, move-in-ready living i

20 Photos

20 Mulligan Lane, Simcoe, ON , MLS #S13831766 , Image - 1

Unit-8, 20 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S13831766

Residential Condo & Other (Condo Apartment)

$399990.0

2 Beds
2 Baths
1200-1399 sq-ft

Completely renovated and beautifully upgraded 2-bedroom, 2-bathroom condo offering 1,200 sq. ft. of bright, open-concept living space in desirable Was

27 Photos

381 Forest Avenue S, Simcoe, ON , MLS #S13831684 , Image - 1

381 Forest Avenue S Orillia, Simcoe, ON MLS® S13831684

Residential Freehold (Detached)

$379900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 381 Forest Avenue, South! This bright and cozy 3-bedroom, 1-bath bungalow is located in a peaceful and friendly neighbourhood. Bright and i

22 Photos

54 Fittons Road W, Simcoe, ON , MLS #S13780956 , Image - 1

Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13780956

Residential Condo & Other (Condo Apartment)

$279000.0

2 Beds
2 Baths
1000-1199 sq-ft

This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's popular North Ward. Everything you n

27 Photos

29 Marsh Lane, Simcoe, ON , MLS #S13815908 , Image - 1

29 Marsh Lane Wyebridge, Tiny, Simcoe, ON MLS® S13815908

Residential Freehold (Detached)

$299900.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on approximately 0.67 acres, this property offers an exciting opportunity in the welcoming community of

33 Photos

4105 Spruce Road, Simcoe, ON , MLS #S13724734 , Image - 1

4105 Spruce Road Rural Severn, Severn, Simcoe, ON MLS® S13724734

Residential Freehold (MobileTrailer)

$234000.0

Price drop by 2.1%

2 Beds
1 Baths
700-1100 sq-ft

Well maintained 2 bedroom Mobile home in Silver Creek! New energy efficient fridge, new energy smart thermostat, Energy efficient washer and dryer wit

35 Photos

140 Dunlop Street E, Simcoe, ON , MLS #S13831572 , Image - 1

Unit-508, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13831572

Residential Condo & Other (Condo Apartment)

$349900.0

1 +1 Beds
1 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Wake up to beautiful sunrises and captivating views over Kempenfelt Bay, with expansive water vistas creati

12 Photos

43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

A unique opportunity at 43 Fittons Road West in Orillia, with options for today and exciting possibilities for the future. The existing home is full o

Open House : Sat Oct 03, 10:00 AM to 12:00 PM

22 Photos

580 West Street S, Simcoe, ON , MLS #S13814274 , Image - 1

Unit-33, 580 West Street S Orillia, Simcoe, ON MLS® S13814274

Residential Freehold (MobileTrailer)

$209900.0

3 Beds
1 Baths
1100-1500 sq-ft

Renovated three-bedroom in Lakeside Estates with the big-ticket items already handled. A high-efficiency gas furnace and central air system were both

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