240+ Detached Houses for Sale in Simcoe Under $500K

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4266 Canal Road, Simcoe, ON , MLS #S13700914 , Image - 1

4266 Canal Road Washago, Severn, Simcoe, ON MLS® S13700914

Residential Freehold (Detached)

$245000.0

2 Beds
1 Baths
700-1100 sq-ft

Escape to the water in this charming 2-bedroom, 1-bathroom cottage nestled on lease land in beautiful Washago. Enjoy direct waterfront on the Trent-Se

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18 Elm Drive, Simcoe, ON , MLS #S14007664 , Image - 1

18 Elm Drive Wasaga Beach, Simcoe, ON MLS® S14007664

Residential Freehold (Detached)

$390000.0

1 Beds
1 Baths
700-1100 sq-ft

LOCATION, LOCATION, LOCATION! Just steps from Beach One and Canada's longest freshwater beach, 18 Elm Drive is full of potential. Sitting on a great l

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328 Third Street, Simcoe, ON , MLS #S14007024 , Image - 1

328 Third Street Midland, Simcoe, ON MLS® S14007024

Residential Freehold (Detached)

$485000.0

3 Beds
1 Baths
1100-1500 sq-ft

Have you been dreaming of a character home in sought-after west end Midland? Well look no further than this well-appointed Third Street charmer betwee

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85 Theme Park Drive, Simcoe, ON , MLS #S13884748 , Image - 1

Unit-242, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13884748

Residential Freehold (Detached)

$52900.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to your own Wasaga Beach getaway at Wasaga CountryLife Resort, a sought-after gated seasonal community just minutes from the beautiful sandy s

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16 Hiawatha Road, Simcoe, ON , MLS #S13884272 , Image - 1

16 Hiawatha Road Rural Tiny, Tiny, Simcoe, ON MLS® S13884272

Residential Freehold (Detached)

$479000.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 16 Hiawatha Road in Tiny Township! Turnkey and move-in ready, this charming 3-bedroom, 1-bathroom bungalow is just a 5-minute walk to the c

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7465 East River Road, Simcoe, ON , MLS #S13884044 , Image - 1

7465 East River Road Rural Ramara, Ramara, Simcoe, ON MLS® S13884044

Residential Freehold (Detached)

$479900.0

2 Beds
1 Baths
700-1100 sq-ft

Tucked among mature trees along the peaceful Black River, this charming year-round waterfront property offers the perfect balance of classic cottage c

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9771 Beachwood Road, Simcoe, ON , MLS #S13684022 , Image - 1

9771 Beachwood Road Collingwood, Simcoe, ON MLS® S13684022

Residential Freehold (Detached)

$499900.0

Price drop by 5.7%

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 9771 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

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9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0

Price drop by 6.0%

5 Beds
2 Baths
700-1100 sq-ft

Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

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43 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13882012

Residential Freehold (Detached)

$425000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to Lagoon City-a unique community featuring a canal system and direct access to Lake Simcoe. Situated on a picturesque waterfront lot, this pr

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6571 Pioneer Village Lane, Simcoe, ON , MLS #S13879860 , Image - 1

6571 Pioneer Village Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13879860

Residential Freehold (Detached)

$249000.0

3 Beds
1 Baths
700-1100 sq-ft

Escape to tranquility in this charming 3-bedroom, seasonal cottage nestled along the scenic Head River. This peaceful country retreat offers the perfe

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46 Osborne Street, Simcoe, ON , MLS #S13879216 , Image - 1

46 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S13879216

Residential Freehold (Detached)

$449777.0

2 Beds
1 Baths
700-1100 sq-ft

Just Steps Away From The Water And Only 10 Minutes From Hwy 400, 46 Osborne Is The Perfect Home For Starting Out Or Downsizing. This Home Shows Beauti

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

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

Residential Freehold (Detached)

$479000.0

Price drop by 4.2%

4 +0 Beds
2 Baths
2000-2500 sq-ft

An exciting opportunity at 43 Fittons Road West in Orillia, offering plenty of potential for homeowners, renovators and investors alike! Full of chara

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15 Cherrywood Lane, Simcoe, ON , MLS #N13878572 , Image - 1

15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13878572

Residential Freehold (Detached)

$379900.0

2 Beds
1 Baths
700-1100 sq-ft

FULLY RENOVATED LOW-MAINTENANCE BUNGALOW WITH A PRIVATE TREED YARD & STYLISH INTERIOR! Your jaw might hit the floor the second you walk into this far-

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168 Anne Street S, Simcoe, ON , MLS #S13799074 , Image - 1

168 Anne Street S Allandale, Barrie, Simcoe, ON MLS® S13799074

Residential Freehold (Detached)

$430000.0

Price drop by 10.4%

2 Beds
1 Baths
700-1100 sq-ft

Opportunity knocks in Barrie. This RM1 / RM1(SP-528-HC) zoned property offers more than a typical residential purchase, with an approximately 66 ft. x

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242 Barnett Avenue, Simcoe, ON , MLS #S13799500 , Image - 1

242 Barnett Avenue Midland, Simcoe, ON MLS® S13799500

Residential Freehold (Detached)

$469000.0

Price drop by 8.0%

4 Beds
2 Baths
1100-1500 sq-ft

Exceptional opportunity in Midland! Situated on an expensive double lot with impressive 97.44' frontage by 123.50' depth, this 2-storey home offers in

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8410 11 Highway, Simcoe, ON , MLS #S13727848 , Image - 1

8410 11 Highway Ardtrea, Severn, Simcoe, ON MLS® S13727848

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

CAN'T BEAT THIS PRICE! Newly renovated from top to bottom, this move-in-ready property offers total peace of mind with a brand-new A/C unit, new kitch

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2 BIRCHWOOD Drive, Simcoe, ON , MLS #S13875044 , Image - 1

2 BIRCHWOOD Drive Cundles East, Barrie, Simcoe, ON MLS® S13875044

Residential Freehold (Detached)

$499900.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Looking for a winter project? Fully detached 3 level sidesplit ready for your vision. 3 bedrooms, 1.5 baths. Single garage. Needs work, but a great op

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91.5 KING Road, Simcoe, ON , MLS #S13538398 , Image - 1

91.5 KING Road Waubaushene, Tay, Simcoe, ON MLS® S13538398

Residential Freehold (Detached)

$119900.0

2 +0 Beds
1 Baths
< 700 sq-ft

TINY HOME ONLY! IT DOES NOT COME WITH THE LAND AND NEEDS TO BE MOVED TO YOUR OWN PROPERTY! Welcome to one of today's unique options for a year-round b

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331 Linwood Avenue, Simcoe, ON , MLS #S13780420 , Image - 1

331 Linwood Avenue Orillia, Simcoe, ON MLS® S13780420

Residential Freehold (Detached)

$475000.0

Price drop by 5.0%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood in Orillia! Featuring neutral décor throughout, t

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109 Elgin Street, Simcoe, ON , MLS #S13864522 , Image - 1

109 Elgin Street Orillia, Simcoe, ON MLS® S13864522

Residential Freehold (Detached)

$499900.0

4 Beds
2 Baths
1500-2000 sq-ft

Zoned C4i, this charming two-storey brick home offers exceptional flexibility for residential, commercial, rental income, or mixed-use possibilities.

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3322 Pleasant Road, Simcoe, ON , MLS #S13111484 , Image - 1

3322 Pleasant Road Rural Severn, Severn, Simcoe, ON MLS® S13111484

Residential Freehold (Detached)

$394900.0

Price drop by 1.3%

2 Beds
1 Baths
< 700 sq-ft

Exceptional Location Near Lake Couchiching; Just 200 yards from Lake Couchiching with convenient public access, this beautifully updated home offers t

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179 Seventh Street, Simcoe, ON , MLS #S13824824 , Image - 1

179 Seventh Street Midland, Simcoe, ON MLS® S13824824

Residential Freehold (Detached)

$369900.0

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

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60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0

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

BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea

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382 West Street N, Simcoe, ON , MLS #S13860604 , Image - 1

382 West Street N Orillia, Simcoe, ON MLS® S13860604

Residential Freehold (Detached)

$325000.0

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as

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327 Tiny Beaches Road N, Simcoe, ON , MLS #S13858212 , Image - 1

327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13858212

Residential Freehold (Detached)

$225000.0

< 700 sq-ft

Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s

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85 Maple Avenue, Simcoe, ON , MLS #S13726180 , Image - 1

85 Maple Avenue City Centre, Barrie, Simcoe, ON MLS® S13726180

Residential Freehold (Detached)

$449999.0

Price drop by 99.9%

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

Welcome to an exciting opportunity in the heart of Barrie City Centre! This detached concrete bungalow features 2+1 bedrooms and 2 full bathrooms, off