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Detached Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 240

Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $500K in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $500K in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.

Last Updated: November 04, 2026

28 Photos

375 Horrell Avenue, Simcoe, ON , MLS #S13674652 , Image - 1

375 Horrell Avenue Midland, Simcoe, ON MLS® S13674652

Residential Freehold (Detached)

$409777.0

Price drop by 8.9%

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

Welcome to 375 Horrell Avenue in Midland, a great opportunity for first-time buyers, investors, or those looking for an affordable home in a convenien

25 Photos

30 St James Place, Simcoe, ON , MLS #S13812694 , Image - 1

30 St James Place Wasaga Beach, Simcoe, ON MLS® S13812694

Residential Freehold (Detached)

$469900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 30 St. James Place, offering a peaceful pond-side setting in Park Place, Wasaga Beach's popular 55+ adult lifestyle community. Enjoy relax

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

39 Photos

1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$399999.0

Price drop by 6.3%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw

30 Photos

308 Russell Street, Simcoe, ON , MLS #S14094584 , Image - 1

308 Russell Street Midland, Simcoe, ON MLS® S14094584

Residential Freehold (Detached)

$349900.0

3 Beds
1 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Bright, custom-designed kitchen thoughtfully crafted for both style and functionality, with an abundance of

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

4 Photos

341 Hickling Trail, Simcoe, ON , MLS #S14147306 , Image - 1

341 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S14147306

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Under Power of Sale. An opportunity awaits for renovators, contractors, and investors looking to unlock the potential of this property! Offering 1,481

22 Photos

762 Ottawa Street, Simcoe, ON , MLS #S14147138 , Image - 1

762 Ottawa Street Midland, Simcoe, ON MLS® S14147138

Residential Freehold (Detached)

$429900.0

2 Beds
1 Baths
700-1100 sq-ft

Check out this affordable 2 bedroom home in Midland's desirable West End! This cozy property offers a great combination of comfort, convenience, and v

20 Photos

36 Sanford Street, Simcoe, ON , MLS #S13808718 , Image - 1

36 Sanford Street Sanford, Barrie, Simcoe, ON MLS® S13808718

Residential Freehold (Detached)

$459900.0

Price drop by 6.1%

3 Beds
1 Baths
700-1100 sq-ft

BARRIE BUNGALOW! Welcome to this charming move-in ready 3-bedroom, 1-bath bungalow in a desirable Barrie neighbourhood. Bright and inviting, this well

Open House : Sat Nov 07, 12:00 PM to 04:00 PM

8 Photos

440 Gill Street, Simcoe, ON , MLS #S13845032 , Image - 1

440 Gill Street Orillia, Simcoe, ON MLS® S13845032

Residential Freehold (Detached)

$425000.0

4 Beds
1 Baths
1100-1500 sq-ft

Opportunity awaits. This classic brick 2-storey home is ideal for first time buyers, savvy rental investors or young families looking to move into a

25 Photos

515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$423000.0

Price drop by 11.7%

2 Beds
1 Baths
700-1100 sq-ft

Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde

42 Photos

47 CABIN Crescent, Simcoe, ON , MLS #S13750686 , Image - 1

47 CABIN Crescent Wasaga Beach, Simcoe, ON MLS® S13750686

Residential Freehold (Detached)

$432500.0

3 Beds
1 Baths
700-1100 sq-ft

Year-Round Living on the Pond in Wasaga CountryLife! Welcome to this inviting 3-bedroom, 1,084 sq. ft. cottage in Wasaga CountryLife, beautifully situ

28 Photos

275 Harvey Street, Simcoe, ON , MLS #S14145494 , Image - 1

275 Harvey Street Orillia, Simcoe, ON MLS® S14145494

Residential Freehold (Detached)

$469900.0

4 Beds
1 Baths
1100-1500 sq-ft

Inviting & Thoughtfully Maintained Detached 2-Storey Family Home Nestled On Large 60 x 165Ft Lot Just Under 0.25 Acres, In Friendly Community Of Orill

28 Photos

68 Tiny Beaches Road S, Simcoe, ON , MLS #S13745562 , Image - 1

68 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13745562

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

If you are looking for a simple cottage offering a private setting and postcard perfect views then you've just found it. This three bedroom cottage is

34 Photos

2 Tamarack Court, Simcoe, ON , MLS #N13886052 , Image - 1

2 Tamarack Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13886052

Residential Freehold (Detached)

$299900.0

2 Beds
2 Baths
1100-1500 sq-ft

Located on the sought-after north side of Sandycove Acres on a quiet court, this spacious Argus model offers almost 1,400 sq. ft. with 2 bedrooms, 2

15 Photos

11 Hawthorne Drive, Simcoe, ON , MLS #N13827572 , Image - 1

11 Hawthorne Drive Alcona, Innisfil, Simcoe, ON MLS® N13827572

Residential Freehold (Detached)

$189900.0

Price drop by 5.0%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Sandycove Acres, a sought-after Parkbridge adult lifestyle land lease community!This well-maintained 2bedroom, 1-bath bungalow offers comfo

9 Photos

552 Yonge Street, Simcoe, ON , MLS #S14144512 , Image - 1

552 Yonge Street Midland, Simcoe, ON MLS® S14144512

Residential Freehold (Detached)

$499000.0

4 Beds
2 Baths
2000-2500 sq-ft

Built in 1900, this charming home is full of character and boasts great bones, sitting on a premium lot in an unbeatable location. Enjoy walking dista

19 Photos

318 Percy Street, Simcoe, ON , MLS #S14034080 , Image - 1

318 Percy Street Waubaushene, Tay, Simcoe, ON MLS® S14034080

Residential Freehold (Detached)

$474900.0

3 Beds
2 Baths
1100-1500 sq-ft

3-BEDROOM BUNGALOW ON A 100 X 150 FT LOT WITH A FULLY FENCED BACKYARD, ATTACHED GARAGE & POTENTIAL TO MAKE IT YOUR OWN! Set along a quiet, tree-lined

41 Photos

137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0

Price drop by 12.3%

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

WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu

19 Photos

2511 Talbot Lane, Simcoe, ON , MLS #S13839872 , Image - 1

2511 Talbot Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13839872

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 2511 Talbot Lane, a charming 3-bedroom waterfront retreat nestled along the Talbot River in Ramara. Completely renovated and truly turn-key

Open House : Sun Nov 08, 10:00 AM to 12:00 PM

31 Photos

7 Tamarack Court, Simcoe, ON , MLS #N14142418 , Image - 1

7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14142418

Residential Freehold (Detached)

$404900.0

2 Beds
2 Baths
700-1100 sq-ft

A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou

8 Photos

1 KENORA Trail, Simcoe, ON , MLS #S14134090 , Image - 1

1 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S14134090

Residential Freehold (Detached)

$127500.0

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

DESIRABLE WASAGA COUNTRY Life. * Rare 14'wide by 45 Plus 23' x 10' bonus room, Possibly largest Park Model Upgraded, Renovated, Waterfront (mini Lake

39 Photos

231 Superior Street, Simcoe, ON , MLS #S14085392 , Image - 1

231 Superior Street Stayner, Clearview, Simcoe, ON MLS® S14085392

Residential Freehold (Detached)

$415000.0

Price drop by 11.3%

2 Beds
1 Baths
700-1100 sq-ft

Check out this very affordable, charming 2-bedroom, 1-bath home in the heart of Stayner, situated on a HUGE 66 x 158 ft lot! This inviting bungalow of

28 Photos

148 Coldwater Road W, Simcoe, ON , MLS #S14099924 , Image - 1

148 Coldwater Road W Orillia, Simcoe, ON MLS® S14099924

Residential Freehold (Detached)

$369000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 148 Coldwater Rd W. Excellent location with amenities at your fingertips & Victoria Park down the street. Endless potential awaits inthis s

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

41 Photos

8 Maple Leaf Terrace, Simcoe, ON , MLS #N14142522 , Image - 1

8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N14142522

Residential Freehold (Detached)

$199900.0

3 Beds
1 Baths
700-1100 sq-ft

Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac with

30 Photos

2721 Cumberland Road, Simcoe, ON , MLS #S13861216 , Image - 1

2721 Cumberland Road West Shore, Severn, Simcoe, ON MLS® S13861216

Residential Freehold (Detached)

$499999.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Embrace the relaxed Cumberland Beach lifestyle from this charming bungalow, ideally positioned just a five-m

Open House : Sun Nov 08, 12:00 PM to 01:30 PM

29 Photos

1059 Glen Mhor Crescent, Simcoe, ON , MLS #S13703630 , Image - 1

1059 Glen Mhor Crescent Midland, Simcoe, ON MLS® S13703630

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 1059 Glen Mhor Crescent, a home that offers something buyers are always searching for but rarely find at this price point: space, privacy,

42 Photos

23 Downsview Drive, Simcoe, ON , MLS #S13875850 , Image - 1

23 Downsview Drive Codrington, Barrie, Simcoe, ON MLS® S13875850

Residential Freehold (Detached)

$499000.0

Price drop by 19.4%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this thoughtfully renovated and beautifully maintained 3-bedroom detached bungalow, blending timeless charm with tasteful modern updates. A

22 Photos

14177 12 Highway, Simcoe, ON , MLS #S14115422 , Image - 1

14177 12 Highway Rural Tay, Tay, Simcoe, ON MLS® S14115422

Residential Freehold (Detached)

$489000.0

2 Beds
1 Baths
700-1100 sq-ft

Your First Home Could Be This Charming Little Riverfront Bungalow!Looking for a home with charm, character and a little something special? This adorab

Open House : Sun Nov 08, 11:00 AM to 01:00 PM

38 Photos

202 Scott Street, Simcoe, ON , MLS #S14105908 , Image - 1

202 Scott Street Stayner, Clearview, Simcoe, ON MLS® S14105908

Residential Freehold (Detached)

$498000.0

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

Welcome home to this charming, fully finished 4-bedroom, 2-bathroom home situated on an impressive deep lot. Backing directly onto the rail trail whe

50 Photos

62 Osborne Street, Simcoe, ON , MLS #S13794382 , Image - 1

62 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S13794382

Residential Freehold (Detached)

$374900.0

Price drop by 9.7%

4 Beds
2 Baths
1100-1500 sq-ft

Renovation opportunity with a large backyard in Victoria Harbour! Bring your vision and transform this property into something special. Located on Osb

16 Photos

63 Ward Avenue, Simcoe, ON , MLS #S14100440 , Image - 1

63 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14100440

Residential Freehold (Detached)

$425000.0

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

YOUR BASS LAKE LIFESTYLE STARTS HERE! Spacious Living, Exceptional Potential & Lake Access! ROOM FOR THE WHOLE FAMILY, SPACE TO GROW, AND A LIFESTYLE

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