Simcoe, ON Luxury Homes For Sale | SquareYards

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197 Nottingham Forest Road, Simcoe, ON , MLS #N13210752 , Image - 1

197 Nottingham Forest Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13210752

Residential Freehold (Detached)

$3199000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Discover unparalleled estate living in this magnificent executive residence, gracefully positioned on a commanding 1.14-acre lot in the prestigious Sh

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925A Church Drive, Simcoe, ON , MLS #N13140282 , Image - 1

925A Church Drive Lefroy, Innisfil, Simcoe, ON MLS® N13140282

Residential Freehold (Vacant Land)

$3880000.0

This is A rare opportunity to acquire a prime 2.14-acre parcel of development land in an exceptional location in Innisfil, offering a unique blend of

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58 Sydenham Trail W, Simcoe, ON , MLS #S13090320 , Image - 1

58 Sydenham Trail W Rural Clearview, Clearview, Simcoe, ON MLS® S13090320

Residential Freehold (Detached)

$3825000.0

4 Beds
5 Baths
3500-5000 sq-ft

Exceptional Scottish Longhouse custom-built by Scot-Build Developments on 4+ acres features award-winning interiors by White Elk Interiors. This nearl

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10 White Oaks Road, Simcoe, ON , MLS #S13070218 , Image - 1

10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13070218

Residential Freehold (Detached)

$3350000.0

5 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Experience true waterfront living with over 91 feet of pristine sandy shoreline, enhanced by a steel retaini

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18 Raintree Court, Simcoe, ON , MLS #S13175748 , Image - 1

18 Raintree Court Rural Clearview, Clearview, Simcoe, ON MLS® S13175748

Residential Freehold (Detached)

$3995000.0

7 +2 Beds
6 Baths
3500-5000 sq-ft

Experience elegance and timeless luxury in this stunning custom-built residence, situated in the prestigious WindRose Estates community. Set on a priv

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1301 County Road 50 Road, Simcoe, ON , MLS #N13175162 , Image - 1

1301 County Road 50 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13175162

Residential Freehold (Detached)

$3999000.0

7 +3 Beds
9 Baths
5000 + sq-ft

Welcome to a rare offering where luxury meets privacy, nestled on approximately 2.5 acres of fully gated land just minutes from Caledon. This exceptio

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49 Melissa Lane, Simcoe, ON , MLS #S13169104 , Image - 1

49 Melissa Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13169104

Residential Freehold (Detached)

$2999000.0

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

2022-BUILT ARCHITECTURAL MASTERPIECE WITH OVER 7,400 FINISHED SQ FT ON 2.4 ACRES WITH PANORAMIC WEST-FACING VIEWS OF GEORGIAN BAY! Nestled within the

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1398 Old Second Road N, Simcoe, ON , MLS #S13154524 , Image - 1

1398 Old Second Road N Rural Springwater, Springwater, Simcoe, ON MLS® S13154524

Residential Freehold (Rural Residential)

$2495000.0

3 +0 Beds
2 Baths
2000-2500 sq-ft

Discover an extraordinary 78-acre equestrian estate in the heart of Springwater Township, perfectly positioned just minutes from Highway 400 for conve

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5376 County 15 Road, Simcoe, ON , MLS #N13117684 , Image - 1

5376 County 15 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13117684

Residential Freehold (Detached)

$2875000.0

4 Beds
2 Baths
2000-2500 sq-ft

52.9 Acres with a lovely farmhouse and drive shed located in Adjala-Tosorontio township, but adjacent to New Tecumseth with beautiful panoramic views

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11589 26 Highway, Simcoe, ON , MLS #S13135444 , Image - 1

11589 26 Highway Collingwood, Simcoe, ON MLS® S13135444

Residential Freehold (Vacant Land)

$5980000.0

Rare shovel-ready residential development opportunity in the heart of Collingwood. Cranberry Marsh Estates offers a conditionally approved executive f

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160 Tiny Beaches Road N, Simcoe, ON , MLS #S13138142 , Image - 1

160 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13138142

Residential Freehold (Detached)

$3795000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome To The Beach Life! Built In 2026, This Gorgeous Beachfront Home Is Completely Custom Finished From Top-To-Bottom With Luxury Upgrades & WOW Fa

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465 Ridge Road E, Simcoe, ON , MLS #S13100756 , Image - 1

465 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13100756

Residential Freehold (Detached)

$2150000.0

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

Experience the ultimate equestrian lifestyle in the heart of desirable Oro-Medonte. This stunning 20+ acre estate is perfectly positioned for the acti

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263 Canice Street Orillia, Simcoe, ON MLS® S13075776

Residential Freehold (Multiplex)

$2599000.0

12 Beds
12 Baths
2500-3000 sq-ft

Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable income from day one.The property generates approxi

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404 Cox Mill Road, Simcoe, ON , MLS #S13053964 , Image - 1

404 Cox Mill Road South Shore, Barrie, Simcoe, ON MLS® S13053964

Residential Freehold (Detached)

$2149000.0

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

Golden Sunsets And Expansive Lake Views Define This Custom-Built Modern Residence In Barrie's Sought-After South Shore. Designed With Intention, This

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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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22 Gooch Park Drive, Simcoe, ON , MLS #N13130500 , Image - 1

22 Gooch Park Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13130500

Residential Freehold (Detached)

$2399000.0

5 Beds
4 Baths
2500-3000 sq-ft

RARE Waterfront Home With Private Beach In One Of the Most Sought After Locations In Big Bay Point Innisfil! Sunset Facing Beach House Offers Unobstru

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687 Innisfil Beach Road, Simcoe, ON , MLS #N13127888 , Image - 1

687 Innisfil Beach Road Alcona, Innisfil, Simcoe, ON MLS® N13127888

Residential Freehold (Detached)

$2250000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Prime lakefront location directly across from Innisfil Beach Park with effortless access to the sparkling sh

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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)

$2295000.0

Price drop by 15.0%

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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29 Grandview Crescent, Simcoe, ON , MLS #S13039838 , Image - 1

29 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13039838

Residential Freehold (Detached)

$2650000.0

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

Enjoy the best of waterfront living at 29 Grandview with 100 ft of prime clean shoreline of Lake Simcoe. Located between Barrie and Orillia and near M

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607 Cedarvale Drive, Simcoe, ON , MLS #N13111730 , Image - 1

607 Cedarvale Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13111730

Residential Freehold (Detached)

$2150000.0

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

Big Cedar Point, Innisfil - Exceptional Lakefront Opportunity on Lake Simcoe. A rare offering at the very tip of sought-after Big Cedar Point. This pr

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1216 Wood Road, Simcoe, ON , MLS #S13106032 , Image - 1

1216 Wood Road Rural Tay, Tay, Simcoe, ON MLS® S13106032

Residential Freehold (Farm)

$2820000.0

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

One-of-a-kind estate opportunity set across 186 acres of forested landscape and open grounds, this exceptional property pairs privacy and scale with m

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358 Golf Course Road, Simcoe, ON , MLS #S13103748 , Image - 1

358 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13103748

Residential Freehold (Vacant Land)

$2350000.0

Over 6.7 acres in Wasaga Beach- a rare find! Only 2.5km to Beach 1/Downtown, soon to be revitalized. Located in a quiet and beautiful residential area

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29 W Dykie Court, Simcoe, ON , MLS #N13086544 , Image - 1

29 W Dykie Court Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13086544

Residential Freehold (Detached)

$2250000.0

5 +1 Beds
6 Baths
3500-5000 sq-ft

*Welcome To 29 W Dykie Court* Newly Built Custom Designed Home In Desirable Court Location* High Quality Custom Designer Finishes Throughout* Bright A

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1 Windrose Valley Boulevard, Simcoe, ON , MLS #S13065468 , Image - 1

1 Windrose Valley Boulevard Rural Clearview, Clearview, Simcoe, ON MLS® S13065468

Residential Freehold (Detached)

$2999000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Highly desirable location at the base of the escarpment, moments from Osler Bluff Ski Club and just minutes to downtown Collingwood, this extraordinar

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51 Balsam Road, Simcoe, ON , MLS #S13061400 , Image - 1

51 Balsam Road Atherley, Ramara, Simcoe, ON MLS® S13061400

Residential Freehold (Farm)

$2988000.0

5 Beds
2 Baths
2000-2500 sq-ft

This is the kind of opportunity that rarely comes along. A true turnkey farm paired with future development potential, this remarkable 53+ acre proper

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1820 10th Line & 0 10th Line, Simcoe, ON , MLS #N13085192 , Image - 1

1820 10th Line & 0 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13085192

Residential Freehold (Vacant Land)

$8950000.0

Excellent Land Banking Investment Property. Two abutting parcels of land being sold as a package. Assessment Roll #4316-010-037-01100-0000 & #4316-010

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235 Canice Street, Simcoe, ON , MLS #S12994258 , Image - 1

235 Canice Street Orillia, Simcoe, ON MLS® S12994258

Residential Freehold (Multiplex)

$2299000.0

8 +4 Beds
7 Baths
3500-5000 sq-ft

Exceptional opportunity to own a fully renovated 7-unit apartment building with high in-place income and excellent tenant profile. Completely occupied

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697 Lafontaine Road E, Simcoe, ON , MLS #S13072304 , Image - 1

697 Lafontaine Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13072304

Residential Freehold (Detached)

$2199900.0

3 +3 Beds
4 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Stunning custom-built post and beam ranch bungaloft that exudes rustic charm and timeless craftsmanship 2) A

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32 Tiny Beaches Road S, Simcoe, ON , MLS #S13071314 , Image - 1

32 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13071314

Residential Freehold (Detached)

$2195000.0

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

Welcome To The Beach Life! Nestled Along The Sandy Shores Of Georgian Bay, This Beautiful 5-Bedroom, 4-Bathroom Beachfront Property, With Boathouse &

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5653 7th Line, Simcoe, ON , MLS #N12942642 , Image - 1

5653 7th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12942642

Residential Freehold (Farm)

$3645000.0

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

Charming 10-Acre Horse Farm with Modern Home, In-Law Suite & Premium Equestrian Facilities Discover the perfect blend of rural charm and modern comfor

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