975+ Houses for Sale in Simcoe Under $5 Million

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11 Avalon Drive, Simcoe, ON , MLS #S12712432 , Image - 1

11 Avalon Drive Wasaga Beach, Simcoe, ON MLS® S12712432

Residential Freehold (Att/Row/Townhouse)

$624990.0

3 Beds
3 Baths
1500-2000 sq-ft

Opportunity to own with just $20,000 down! BRAND NEW, NEVER BEEN LIVED IN *Sunnidale by RedBerry Homes, one of the newest master planned communities i

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40 Benjamin Lane, Simcoe, ON , MLS #S12761212 , Image - 1

40 Benjamin Lane Painswick South, Barrie, Simcoe, ON MLS® S12761212

Residential Freehold (Detached)

$800000.0

Price drop by 3.0%

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to the kind of home that doesn't come around often and when it does, it doesn't stay long! This bright and inviting 2-story beauty offers 1,96

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641 Bay Street, Simcoe, ON , MLS #S12516836 , Image - 1

641 Bay Street Midland, Simcoe, ON MLS® S12516836

Residential Freehold (Detached)

$659777.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your perfect family home, ideally situated in the heart of Midland. Just a short walk to shops, schools, trails, and the shores of beautifu

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37 Boyd Crescent, Simcoe, ON , MLS #S12847404 , Image - 1

37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S12847404

Residential Freehold (Detached)

$899900.0

2 +1 Beds
2 Baths
1500-2000 sq-ft

Stunning Bungalow in Sought-After Moonstone! Situated on just over an acre this immaculate bungalow features a spectacular glass-encased solarium and

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330 Third Street, Simcoe, ON , MLS #S12846692 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S12846692

Residential Freehold (Detached)

$499000.0

2 Beds
1 Baths
700-1100 sq-ft

Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c

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32 Amberwing Landing, Simcoe, ON , MLS #N12772682 , Image - 1

32 Amberwing Landing Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12772682

Residential Freehold (Detached)

$1119000.0

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

Welcome to 32 Amberwing Landing - a beautifully appointed home in the heart of Summerlyn Village in Bradford that seamlessly combines modern style wit

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331 Tornado Drive, Simcoe, ON , MLS #N12106179 , Image - 1

331 Tornado Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12106179

Residential Freehold (Farm)

$2900000.0

Price drop by 3.3%

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

Welcome to 331 Tornado Dr, Nestled in the Quiet Farming Community of Bradford West Gwillimbury. This residential farmland is a terrific opportunity fo

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6 Rainwater Lane, Simcoe, ON , MLS #S12844072 , Image - 1

6 Rainwater Lane Holly, Barrie, Simcoe, ON MLS® S12844072

Residential Freehold (Att/Row/Townhouse)

$630000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this stunning 3-storey townhome that perfectly blends style, functionality, and energy efficiency. With 3+1bedrooms and 2 bathrooms. Step i

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22 EAST JOHN Street, Simcoe, ON , MLS #N12827798 , Image - 1

22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12827798

Residential Freehold (Detached)

$1999999.0

3 +2 Beds
5 Baths
3000-3500 sq-ft

BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/lib

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68 Drury Lane, Simcoe, ON , MLS #S12665704 , Image - 1

68 Drury Lane Wellington, Barrie, Simcoe, ON MLS® S12665704

Residential Freehold (Detached)

$779900.0

Price drop by 8.1%

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

Welcome to your ideal retreat-a beautifully preserved brick bungalow that exudes classic elegance and thoughtful modern enhancements. Crafted with a d

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1 Sinclair Crescent, Simcoe, ON , MLS #S12842622 , Image - 1

1 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S12842622

Residential Freehold (Detached)

$569900.0

2 Beds
2 Baths
1500-2000 sq-ft

Motivated Sellers - Priced to Sell! This is a fantastic opportunity to own a beautifully maintained home in Lakepoint Village, an inviting adult lifes

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102 Henry Street, Simcoe, ON , MLS #S12841880 , Image - 1

102 Henry Street Wellington, Barrie, Simcoe, ON MLS® S12841880

Residential Freehold (Semi-Detached )

$689900.0

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

Perfect Opportunity for Investors or First-Time Buyers! Discover this well-maintained Adall Home semi-detached bungalow offering versatile living spac

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19 Cheslock Crescent, Simcoe, ON , MLS #S12655010 , Image - 1

19 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S12655010

Residential Freehold (Detached)

$1524999.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 19 Cheslock Crescent. This 5 year old bungalow located in the Kayley Estates in the quaint and safe community of Warminster is situated on

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101 River Road E, Simcoe, ON , MLS #S12797882 , Image - 1

101 River Road E Wasaga Beach, Simcoe, ON MLS® S12797882

Residential Freehold (Detached)

$559999.0

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

Charming Bungalow on a Prime Property - Just Steps from Wasaga Beach! Welcome to this beautiful & versatile bungalow, perfectly situated just a 5-minu

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750 Johnston Park Avenue, Simcoe, ON , MLS #S12786450 , Image - 1

Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12786450

Residential Condo & Other (Condo Apartment)

$499000.0

2 Beds
2 Baths
1000-1199 sq-ft

Step into resort-style living at Lighthouse Point, a coveted waterfront community set on over 125 acres of beautifully landscaped grounds. This sun-fi

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891 River Road W, Simcoe, ON , MLS #S12380460 , Image - 1

Unit-1, 891 River Road W Wasaga Beach, Simcoe, ON MLS® S12380460

Residential Condo & Other (Condo Apartment)

$339000.0

1 Beds
1 Baths
800-899 sq-ft

Location, Lifestyle and Easy Living in Wasaga Beach! Just minutes from the sandy shores of Wasaga Beach and surrounded by endless recreational opportu

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8137 4th Line, Simcoe, ON , MLS #N12598252 , Image - 1

8137 4th Line Rural Essa, Essa, Simcoe, ON MLS® N12598252

Residential Freehold (Detached)

$1600000.0

Price drop by 11.1%

4 Beds
1 Baths
2500-3000 sq-ft

Discover the perfect canvas for your dream home on over 66 acres of exceptional countryside, beautifully backed by the peaceful Nottawasaga River in A

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8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$3299000.0

4 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C

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3678 Kimberley Street, Simcoe, ON , MLS #N12840618 , Image - 1

3678 Kimberley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12840618

Residential Freehold (Detached)

$1199900.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

STUNNING 3,700+ SQ FT FAMILY RETREAT STEPS TO LAKE SIMCOE & FRIDAY HARBOUR, SHOWCASING MODERN UPGRADES, SUNLIT OPEN-CONCEPT LIVING, & A RESORT-INSPIRE

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1407 Flos 8 Road W, Simcoe, ON , MLS #S12838102 , Image - 1

1407 Flos 8 Road W Rural Springwater, Springwater, Simcoe, ON MLS® S12838102

Residential Freehold (Detached)

$899900.0

4 Beds
2 Baths
2000-2500 sq-ft

Welcome to Martingrove! One of springwaters designated Heritage homes. The handcrafted details are stunning, this home will call you... Built in 1906

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1424 Klondike Park Road, Simcoe, ON , MLS #S12839872 , Image - 1

1424 Klondike Park Road Rural Clearview, Clearview, Simcoe, ON MLS® S12839872

Residential Freehold (Detached)

$1050000.0

3 Beds
1 Baths
1100-1500 sq-ft

25 acre property and 1300 square foot home! Incredible hobby farm or homestead opportunity. This property offers nearly 25 acres minutes to Stayner an

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58 Shepherd Drive, Simcoe, ON , MLS #S12710630 , Image - 1

58 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12710630

Residential Freehold (Detached)

$1138000.0

Price drop by 2.6%

5 Beds
5 Baths
3000-3500 sq-ft

Step into this stunning 2-year-new home featuring a sleek modern elevation and over 3,000 sqft of thoughtfully designed living space. With 5+1 bedroom

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1152 Peelar Crescent, Simcoe, ON , MLS #N12803206 , Image - 1

1152 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12803206

Residential Freehold (Detached)

$899900.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Don't miss your chance on this impeccably maintained, FULLY FINISHED, MOVE-IN READY & Upgraded 4+1 Bedrooms, 4-Bathrooms Detached Walk-out Basement in

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2863 Concession Rd 3 N/A, Simcoe, ON , MLS #N12839524 , Image - 1

2863 Concession Rd 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12839524

Residential Freehold (Detached)

$1949000.0

4 Beds
3 Baths
2000-2500 sq-ft

This is more than a home-it's a lifestyle retreat where nature, comfort, and adventure come together. Set well back from the road and surrounded by ma

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17 Jamieson Drive, Simcoe, ON , MLS #N12833690 , Image - 1

17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12833690

Residential Freehold (Detached)

$775000.0

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

Welcome to Rosemont - where privacy, space, and lifestyle come together beautifully. Nestled on a stunning, private treed and professionally landscape

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53 SLALOM Drive, Simcoe, ON , MLS #S12839476 , Image - 1

53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12839476

Residential Freehold (Detached)

$779900.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

PRICED TO SELL! Welcome to 53 Slalom Dr in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie

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10 Joseph Street, Simcoe, ON , MLS #N12839408 , Image - 1

10 Joseph Street Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N12839408

Residential Freehold (Detached)

$925000.0

3 Beds
3 Baths
1100-1500 sq-ft

Beautifully updated and move-in ready, this charming 3 bedroom home is nestled in the heart of the quaint hamlet of Loretto - offering the perfect ble

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23 Crown Court, Simcoe, ON , MLS #S12595686 , Image - 1

23 Crown Court Rural Tiny, Tiny, Simcoe, ON MLS® S12595686

Residential Freehold (Detached)

$949000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome home to The Tiny Beaches: Your dream four season escape on the shores of Georgian Bay. This one of a kind custom built White Pine Log Home ble

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44 Lett Avenue, Simcoe, ON , MLS #S12805390 , Image - 1

44 Lett Avenue Collingwood, Simcoe, ON MLS® S12805390

Residential Freehold (Att/Row/Townhouse)

$675000.0

Price drop by 2.9%

2 Beds
4 Baths
1100-1500 sq-ft

Blue Fairways freehold townhome nestled near Cranberry Golf Course on a premium lot. Just a seven minute drive to the ski hills but yet a 10 minute dr

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203 Roy Drive, Simcoe, ON , MLS #S12835368 , Image - 1

203 Roy Drive Stayner, Clearview, Simcoe, ON MLS® S12835368

Residential Freehold (Detached)

$878888.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to 203 Roy Drive, nestled in the picturesque Town of Stayner. This newly constructed The Glen layout by Zancor Homes is situated on a serene c

Houses for Sale in Simcoe Under $5 Million - P17

Rosehaven Simcoe Woods