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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: August 13, 2026

17 Photos

1053 Elm Road, Simcoe, ON , MLS #N13673310 , Image - 1

1053 Elm Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13673310

Residential Freehold (Detached)

$429999.0

2 Beds
1 Baths
700-1100 sq-ft

Attention First-Time Buyers, Cottage Seekers & Investors!? Dreaming of getting out of the city and owning an affordable, move-in-ready home near the w

Open House : Sun Aug 16, 01:30 PM to 03:00 PM

10 Photos

719 Sargeant Place, Simcoe, ON , MLS #N13647020 , Image - 1

719 Sargeant Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13647020

Residential Freehold (Att/Row/Townhouse)

$476903.0

2 Beds
3 Baths
1500-2000 sq-ft

Discover comfortable, easy living in the heart of Innisfil at Lakehaven. Our Gibson model provides a thoughtfully designed floorplan with LOFT offerin

43 Photos

232 Shannon Street, Simcoe, ON , MLS #S13511228 , Image - 1

232 Shannon Street Orillia, Simcoe, ON MLS® S13511228

Residential Freehold (Detached)

$472500.0

Price drop by 5.5%

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

Opportunity awaits at 232 Shannon Street in Orillia. This raised bungalow offers a practical layout with 2 bedrooms on the main level, 1 additional be

33 Photos

55 Georgian Glen Drive, Simcoe, ON , MLS #S13668444 , Image - 1

55 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13668444

Residential Freehold (MobileTrailer)

$175000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to your charming bungalow by the beach! This affordable home boasts 2 bedrooms, 1 bathroom, and ample parking space for 4 vehicles. With 800 s

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

9 Photos

1963 Lot 52 Tiny Beaches Road N, Simcoe, ON , MLS #S13673102 , Image - 1

1963 Lot 52 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13673102

Residential Freehold (Vacant Land)

$299900.0

Partially cleared 3/4 acre lot in desirable Georgian Highlands on the Great Lakes Waterfront Trail with exclusive community use of 3 private beaches o

3 Photos

2143 North Orr Lake Road, Simcoe, ON , MLS #S13668228 , Image - 1

2143 North Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S13668228

Residential Freehold (Vacant Land)

$300000.0

< 700 sq-ft

Create the family lake retreat you've always imagined on beautiful Orr Lake. Offering 97 feet of owned waterfront and a generous lot, this exceptional

4 Photos

2137 North Orr Lake Road N, Simcoe, ON , MLS #S13668206 , Image - 1

2137 North Orr Lake Road N Elmvale, Springwater, Simcoe, ON MLS® S13668206

Residential Freehold (Rural Residential)

$385000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to life on beautiful Orr Lake, where peaceful mornings begin with spectacular sunrises over the water and evenings are best spent watching the

34 Photos

157 WELLINGTON Street E, Simcoe, ON , MLS #N13673038 , Image - 1

Unit-404, 157 WELLINGTON Street E Alliston, New Tecumseth, Simcoe, ON MLS® N13673038

Residential Condo & Other (Condo Apartment)

$499999.0

1 +0 Beds
1 Baths
800-899 sq-ft

Welcome to easy, low-maintenance living in this bright and beautifully maintained top-floor condo! This spacious 1-bedroom, 1-bathroom unit features a

24 Photos

179 Seventh Street, Simcoe, ON , MLS #S13671900 , Image - 1

179 Seventh Street Midland, Simcoe, ON MLS® S13671900

Residential Freehold (Detached)

$389900.0

3 Beds
1 Baths
700-1100 sq-ft

Enjoy quiet mornings on the welcoming front porch or relaxing evenings on the private rear deck. With three bedrooms and 1 bath this century home is i

Open House : Sat Aug 15, 10:30 AM to 12:00 PM

20 Photos

2 Shamrock Crescent, Simcoe, ON , MLS #N13471164 , Image - 1

2 Shamrock Crescent Rural Essa, Essa, Simcoe, ON MLS® N13471164

Residential Freehold (MobileTrailer)

$333000.0

3 Beds
1 Baths
700-1100 sq-ft

Visit REALTOR website for additional information.1st Time Home Buyers - Great Opportunity to own your our place! Recently Renovated Double Wide Modula

25 Photos

375 Robins Point Road, Simcoe, ON , MLS #S13672776 , Image - 1

375 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13672776

Residential Freehold (Detached)

$489900.0

3 Beds
1 Baths
700-1100 sq-ft

Georgian Bay Views, Beach Access, and No Rear Neighbours! Welcome to 375 Robins Point Road, a Beautifully Renovated Bungalow Offering the Ultimate Lak

38 Photos

18 Prince Charles Avenue, Simcoe, ON , MLS #S13067922 , Image - 1

18 Prince Charles Avenue Rural Springwater, Springwater, Simcoe, ON MLS® S13067922

Residential Freehold (MobileTrailer)

$185000.0

Price drop by 2.6%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Wasaga Pines, with extended nine (9) months occupancy . This recreational lifestyle includes shared use of 2 pools, playground, volley ball

50 Photos

172 Eighth Street, Simcoe, ON , MLS #S13518098 , Image - 1

Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13518098

Residential Condo & Other (Condo Apartment)

$339900.0

Price drop by 2.9%

2 Beds
1 Baths
1000-1199 sq-ft

UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with underground parking. Next winter could be so much easier he

Open House : Sat Aug 15, 12:00 PM to 02:00 PM

15 Photos

3958 Parkside Drive, Simcoe, ON , MLS #S13672684 , Image - 1

3958 Parkside Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13672684

Residential Freehold (Vacant Land)

$295000.0

70 X 248 FT BUILDING LOT NEAR LAKE SIMCOE WITH WELL, SEPTIC & SHORELINE RESIDENTIAL ZONING! A future home or cottage near the water starts with the ri

1 Photos

40 Brennan Avenue South Shore, Barrie, Simcoe, ON MLS® S13671082

Residential Freehold (Detached)

$475000.0

3 Beds
1 Baths
1100-1500 sq-ft

LOCATION, LOCATION, LOCATION! Located in the Minet's Point area of prestigious South Shore Barrie, on a large 75' x 100' lot with a view of Kempenfelt

12 Photos

167 Edgehill Drive, Simcoe, ON , MLS #S13641080 , Image - 1

Unit-E9, 167 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13641080

Residential Condo & Other (Condo Apartment)

$329900.0

2 Beds
1 Baths
700-799 sq-ft

TOP FLOOR 2 BEDROOM CONDO WITH A FUNCTIONAL LAYOUT, PRIVATE BALCONY, PARKING, & QUICK ACCESS TO EVERYTHING! Maybe you're just starting out, maybe you'

41 Photos

19 Greenway Drive, Simcoe, ON , MLS #S13662790 , Image - 1

19 Greenway Drive Wasaga Beach, Simcoe, ON MLS® S13662790

Residential Freehold (Att/Row/Townhouse)

$459900.0

2 +0 Beds
2 Baths
1100-1500 sq-ft

Welcome to 19 Greenway Drive! A well-maintained 2-bedroom, 2-bathroom bungalow townhouse located in the desirable Country Meadows retirement community

Open House : Sat Aug 22, 11:00 AM to 01:00 PM

7 Photos

1 Chef Lane

Unit-205, 1 Chef Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13627396

Residential Condo & Other (Condo Apartment)

$499990.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to this beautifully maintained one bedroom, one bathroom suite offering modern finishes and a bright, functional layout. Designed with 9-foot

3 Photos

41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S13668732 , Image - 1

41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S13668732

Residential Freehold (Vacant Land)

$395000.0

ATTENTION BUILDERS & DEVELOPERS - GREAT DEVELOPMENT OPPORTUNITY! POSSIBILY APPROXIMATELY UP TO 7 BUILDING LOTS, in near future located at Al Concessio

22 Photos

1125 Ramara Road 47 Road, Simcoe, ON , MLS #S13672478 , Image - 1

1125 Ramara Road 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13672478

Residential Freehold (Detached)

$475000.0

3 Beds
1 Baths
700-1100 sq-ft

Escape to the relaxed Lake Simcoe lifestyle. Ideal for first-time buyers, downsizers, or investors, this three-bedroom raised bungalow offers multiple

Open House : Sun Aug 16, 12:00 PM to 02:00 PM

11 Photos

2 POPLAR Court, Simcoe, ON , MLS #N13647250 , Image - 1

2 POPLAR Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13647250

Residential Freehold (Modular Home)

$269000.0

2 Beds
1 Baths
1100-1500 sq-ft

LOVELY TWO BED + DEN HOME IN SANDYCOVE ACRES! Welcome to 2 Poplar Court, a well maintained and sun-filled home nestled in the desirable adult lifestyl

16 Photos

510 Essa Road, Simcoe, ON , MLS #S13663498 , Image - 1

Unit-44, 510 Essa Road Holly, Barrie, Simcoe, ON MLS® S13663498

Residential Condo & Other (Condo Apartment)

$499900.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome To 510 Essa Rd., Unit #44. This beautifully maintained 3-bedroom, 1.5-bathroom condo townhouse is in a highly desirable South Barrie Location!

16 Photos

5609 Line 4 N/A N, Simcoe, ON , MLS #S13672416 , Image - 1

5609 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672416

Residential Freehold (Vacant Land)

$399999.0

Top 5 Reasons You Will Love This Property: 1) Picturesque 3.16-acre building lot in the desirable Moonstone Mount St. Louis area, offering a peaceful

11 Photos

302 Essa Road, Simcoe, ON , MLS #S13620792 , Image - 1

Unit-203, 302 Essa Road Ardagh, Barrie, Simcoe, ON MLS® S13620792

Residential Condo & Other (Condo Apartment)

$464900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to The Gallery in Barrie, where comfort, convenience, and lifestyle come together. This beautifully appointed 2-bedroom, 2-bathroom suite offe

28 Photos

137 Fourth Street, Simcoe, ON , MLS #S13672094 , Image - 1

137 Fourth Street Midland, Simcoe, ON MLS® S13672094

Residential Freehold (Detached)

$389900.0

3 Beds
2 Baths
1500-2000 sq-ft

Set on an impressive 200-foot-deep lot, the property provides plenty of outdoor space to enjoy and tons of potential, along with parking for up to fiv

Open House : Sat Aug 15, 01:00 PM to 02:30 PM

1 Photos

Unit-14, 6047 HWY 89 N/A Alliston, New Tecumseth, Simcoe, ON MLS® N13671936

Residential Freehold (MobileTrailer)

$124900.0

1 Beds
1 Baths
< 700 sq-ft

A convenient location for affordable living. One bedroom mobile home located on leased land (monthly fee applied) in the Rolling Acres Campground, All

33 Photos

55 Elgin Street, Simcoe, ON , MLS #S13568470 , Image - 1

55 Elgin Street Orillia, Simcoe, ON MLS® S13568470

Residential Freehold (Detached)

$369900.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Would you live here? This 4-bedroom home offers space, flexibility, and value in a growing Orillia neighbourhood just minutes from downtown and beauti

2 Photos

14 Rogers Road, Simcoe, ON , MLS #N13671870 , Image - 1

14 Rogers Road Alliston, New Tecumseth, Simcoe, ON MLS® N13671870

Residential Freehold (Vacant Land)

$250000.0

Vacant Residential Lot for Sale - 50' x 91'Build your dream home on this beautiful vacant residential lot located in a lovely, welcoming town. Situate

5 Photos

6125 Second Concession Road, Simcoe, ON , MLS #S13671832 , Image - 1

6125 Second Concession Road Rural Clearview, Clearview, Simcoe, ON MLS® S13671832

Residential Freehold (Vacant Land)

$479000.0

If you're looking to locate ruraly be sure to check out this maturely treed 25 acres located 20 minutes from Barrie, 10 minutes from shopping, golfing

19 Photos

8 Culinary Lane

Unit-204, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13671726

Residential Condo & Other (Condo Apartment)

$497000.0

2 Beds
2 Baths
1000-1199 sq-ft

2 bed 2 bath Corner unit with an open concept layout, Chefs Kitchen with Granite countertops and Ceramic Backsplash, SS appliances, Amenities: Communi

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