Simcoe, ON Luxury Homes For Sale | SquareYards

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8485 Highway 93 N/A, Simcoe, ON , MLS #S12558060 , Image - 1

8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S12558060

Residential Freehold (Farm)

$2170000.0

3 +2 Beds
5 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nearly 80-acres of income-producing land offering multiple revenue streams, including income from barn signa

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16 Wheelhouse Crescent, Simcoe, ON , MLS #S12700340 , Image - 1

16 Wheelhouse Crescent Collingwood, Simcoe, ON MLS® S12700340

Residential Condo & Other (Condo Townhouse)

$2395000.0

4 Beds
6 Baths
3000-3249 sq-ft

Beautiful Waterfront Townhome in The Shipyards! Welcome to 16 Wheelhouse Crescent, an exceptional waterfront residence in Collingwood's prestigious Sh

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18 Edgewater Road, Simcoe, ON , MLS #S12699728 , Image - 1

18 Edgewater Road Wasaga Beach, Simcoe, ON MLS® S12699728

Residential Freehold (Detached)

$2999000.0

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

Sitting majestically on one of the most spectacular riverfront lots on the Nottawasaga River in beautiful Wasaga Beach you will find this newly built

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13 Pemberton Lane, Simcoe, ON , MLS #S12689286 , Image - 1

13 Pemberton Lane Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12689286

Residential Freehold (Detached)

$3199999.0

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

Rare opportunity to own an original log home on one of Kempenfelt Bay's most prestigious private roads, neighbouring some of the area's most notable l

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155 Glenlake Boulevard, Simcoe, ON , MLS #S12662326 , Image - 1

155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12662326

Residential Freehold (Detached)

$2099000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.

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45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

***BUILD IN PROGRESS*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality local builder, this stunning custom

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2781 Sixth Line, Simcoe, ON , MLS #N12681098 , Image - 1

2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12681098

Residential Freehold (Detached)

$2699000.0

5 Beds
2 Baths
2000-2500 sq-ft

A prime investment opportunity to acquire 1.631 acres of land located at the main entrance of Bradford's largest upcoming residential subdivision with

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53 Dock Lane, Simcoe, ON , MLS #S12676364 , Image - 1

Unit-27, 53 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12676364

Residential Freehold (Detached)

$2299900.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to Port McNicoll's best - kept secret, Exclusive community, serene peninsula on Georgian Bay, offering an unparallel waterfront living. This s

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22 EAST JOHN Street, Simcoe, ON , MLS #N12454213 , Image - 1

22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12454213

Residential Freehold (Detached)

$2149000.0

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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7 Purple Hill Lane, Simcoe, ON , MLS #S12405373 , Image - 1

7 Purple Hill Lane Creemore, Clearview, Simcoe, ON MLS® S12405373

Residential Freehold (Detached)

$2190000.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

Discover your own private retreat in this 4,297 sqft resort-style home set on 1.84 acres of beautifully landscaped grounds. With a 3-car garage, 12 pe

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10 White Oaks Road, Simcoe, ON , MLS #S12651342 , Image - 1

10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12651342

Residential Freehold (Detached)

$3350000.0

5 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Welcome to an exceptional waterfront retreat, boasting over 91' of pristine sandy shoreline and a steel reta

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20 Tiny Beaches Road N, Simcoe, ON , MLS #S12647006 , Image - 1

20 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12647006

Residential Freehold (Detached)

$2199900.0

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

This exceptional 0.8-acre waterfront Georgian Bay estate offers 270-degree water views and breathtaking sunsets. The meticulously maintained 2,818 sqf

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1614 Ridge Road E, Simcoe, ON , MLS #S6142920 , Image - 1

1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142920

Residential Freehold (Multiplex)

$3299000.0

Price drop by 1.8%

6 Beds
5 Baths
5000 + sq-ft

Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U

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3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (Vacant Land)

$3500000.0

Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes

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6409 10th Line, Simcoe, ON , MLS #N12638922 , Image - 1

6409 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12638922

Residential Freehold (Farm)

$3150000.0

3 Beds
2 Baths
1500-2000 sq-ft

100 acre Farm for sale / 80 acres of workable land. Cash crop and livestock opportunities. Nicely maintained 4 bedroom, 2 bathroom farmhouse. Huge kit

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7475 Poplar Side Road, Simcoe, ON , MLS #S12383439 , Image - 1

7475 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12383439

Residential Freehold (Vacant Land)

$7500000.0

1 Baths
1100-1500 sq-ft

Future Development Opportunity on 84.6 acres on Poplar Sideroad with the Pretty River flowing through the land and abutting the Train Trail. A very bu

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4065 15th Line, Simcoe, ON , MLS #N12498630 , Image - 1

4065 15th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12498630

Residential Freehold (Farm)

$5499000.0

1 Baths
< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Exceptional land banking and future development opportunity with 137.5-acres of prime land adjacent to d

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150 Essa Road, Simcoe, ON , MLS #S12609246 , Image - 1

150 Essa Road Allandale, Barrie, Simcoe, ON MLS® S12609246

Residential Freehold (Detached)

$2700000.0

3 Beds
4 Baths
1500-2000 sq-ft

Development Opportunity for up to 12 story -120 unit residential building or possible commercial building. Prime corner location. Re-zoned urban trans

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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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57 Glenhuron Drive, Simcoe, ON , MLS #S12597102 , Image - 1

57 Glenhuron Drive Midhurst, Springwater, Simcoe, ON MLS® S12597102

Residential Freehold (Detached)

$4195000.0

4 +2 Beds
6 Baths
5000 + sq-ft

Brand new, jaw dropping custom estate located just steps to Barrie in ultra desirable Midhurst. No expense spared with over 10,000 square feet of fini

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1536 Tiny Beaches Road N, Simcoe, ON , MLS #S11896365 , Image - 1

1536 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S11896365

Residential Freehold (Detached)

$3399000.0

4 Beds
1 Baths
700-1100 sq-ft

For more information, please click Brochure button. Your opportunity to own an awesome four season waterfront beach house with 102 feet of sandy shore

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3328 4 Line N, Simcoe, ON , MLS #S12399041 , Image - 1

3328 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12399041

Residential Freehold (Detached)

$2495000.0

Price drop by 3.9%

4 +1 Beds
3 Baths
3000-3500 sq-ft

Wow! Welcome to *** 3328 4 Line N *** Prestigious horseshoe valley opportunity! Fabulous custom detached two story in the luxury residential area loca

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4 BUCKINGHAM Boulevard, Simcoe, ON , MLS #S12211234 , Image - 1

4 BUCKINGHAM Boulevard Collingwood, Simcoe, ON MLS® S12211234

Residential Freehold (Detached)

$2999990.0

Price drop by 1.6%

7 Beds
4 Baths
5000 + sq-ft

Experience unparalleled luxury and exceptional investment potential at 4 Buckingham Boulevard, an expansive estate offering over 5,000 sq. ft. of exqu

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7369 5th Side Road, Simcoe, ON , MLS #N12070247 , Image - 1

7369 5th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12070247

Residential Freehold (Farm)

$2875000.0

Price drop by 17.7%

5 Beds
3 Baths
2500-3000 sq-ft

This property offers a prime location, immediately abutting the border of New Tecumseth, with two road frontages for easy access. The 2610 sq.ft. farm

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215 Dock Road, Simcoe, ON , MLS #S12535710 , Image - 1

215 Dock Road South Shore, Barrie, Simcoe, ON MLS® S12535710

Residential Freehold (Detached)

$2995000.0

Price drop by 3.1%

4 +1 Beds
5 Baths
5000 + sq-ft

Welcome to your dream home, just steps from Kempenfelt Bay! This exceptional 4+1 bedroom detached home is nestled in one of Barrie's most exclusive ar

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75 Indian Trail, Simcoe, ON , MLS #S12533084 , Image - 1

75 Indian Trail Collingwood, Simcoe, ON MLS® S12533084

Residential Freehold (Detached)

$2300000.0

6 Beds
4 Baths
3500-5000 sq-ft

This dream waterfront estate home could be yours for the 2025/2026 Ski season. Spanning nearly 5,000 square feet of living space, this six-bedroom hom

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376 Brewery Lane, Simcoe, ON , MLS #S12432210 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S12432210

Residential Freehold (Detached)

$4799000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o

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201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0

3 Beds
4 Baths
2000-2500 sq-ft

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o

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7781 Poplar Side Road, Simcoe, ON , MLS #S12188211 , Image - 1

7781 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12188211

Residential Freehold (Detached)

$6499000.0

5 Beds
7 Baths
5000 + sq-ft

Welcome to one of the most spectacular properties you will find located on the Clearview/Collingwood border just 2hrs from Toronto and located minutes

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44-46 Gray Lane, Simcoe, ON , MLS #S12518308 , Image - 1

44-46 Gray Lane Innis-Shore, Barrie, Simcoe, ON MLS® S12518308

Residential Freehold (Detached)

$6499900.0

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

LUXURY WATERFRONT ESTATE HOME ON LAKE SIMCOE! ONE OF BARRIE'S MOST BEAUTIFUL HOMES! CUSTOM BUILT RETREAT WITH AN INGROUND POOL, FULL SIZE TENNIS/SPO

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