Houses for Sale in Sandy Hollow Barrie Under $5 Million

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Looking for houses under $5m for sale in Sandy Hollow, Barrie? With Square Yards Canada, discover a vast range of properties within your budget in Sandy Hollow across Toronto. If you plan to buy houses under $5m in Sandy Hollow, Barrie, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Sandy Hollow houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: September 25, 2026

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91 Benson Drive, Simcoe, ON , MLS #S13766700 , Image - 1

91 Benson Drive Sandy Hollow, Barrie, Simcoe, ON MLS® S13766700

Residential Freehold (Detached)

$849900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 91 Benson Drive! This immaculately maintained & beautifully updated 3-bedroom bungalow is set on a stunning, private, landscaped lot w no n

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38 Photos

19 Ralph Dalton Boulevard, Simcoe, ON , MLS #S13417586 , Image - 1

19 Ralph Dalton Boulevard Victoria Harbour, Tay, Simcoe, ON MLS® S13417586

Residential Freehold (Detached)

$739900.0

Price drop by 10.8%

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

Visit the REALTOR website for further information about this listing. NEW PRICE! STUNNING RAISED BUNGALOW WITH BACKYARD OASIS IN SOUGHT-AFTER VICTORIA

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1327 Monck Road, Simcoe, ON , MLS #S13746958 , Image - 1

1327 Monck Road Rural Ramara, Ramara, Simcoe, ON MLS® S13746958

Residential Freehold (Vacant Land)

$149900.0

Located in a secluded countryside setting, this prime 1.57-acre wooded lot offers the perfect canvas to build your dream home or rural retreat. Featur

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6736 Second Line, Simcoe, ON , MLS #N13814200 , Image - 1

6736 Second Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13814200

Residential Freehold (Detached)

$1999999.0

3 Beds
3 Baths
2500-3000 sq-ft

Space to live, work and explore on 10.4 beautiful acres. Built in 2019, this custom all-brick bungalow offers approximately 2,800 sq. ft. of main-floo

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7262 12/13 Side Road, Simcoe, ON , MLS #S13831200 , Image - 1

7262 12/13 Side Road Creemore, Clearview, Simcoe, ON MLS® S13831200

Residential Freehold (Detached)

$1459000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to Clearview Station Bed & Breakfast, affectionately known as The Creemore Caboose -a truly unique country property just minutes from Creemore

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