Simcoe, ON Luxury Homes For Sale | SquareYards

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3531 Crescent Harbour Road, Simcoe, ON , MLS #N12242986 , Image - 1

3531 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12242986

Residential Freehold (Detached)

$3799000.0

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

This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage c

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6280 County Rd 15 N/A, Simcoe, ON , MLS #N12228573 , Image - 1

6280 County Rd 15 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12228573

Residential Freehold (Farm)

$2395000.0

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

Nestled amongst the gently rolling countryside, this 98.25 acre farm is a testament to rural charm and agricultural opportunity. Located close to Alli

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1, 3, 5 Church Street, Simcoe, ON , MLS #N12084695 , Image - 1

1, 3, 5 Church Street Cookstown, Innisfil, Simcoe, ON MLS® N12084695

Residential Freehold (Store W Apartment/Office)

$2200000.0

6 Beds
5 Baths
5000 + sq-ft

Tremendous Investment Opportunity in the heart of Cookstown w/ 2 Buildings, a parking lot, 5 Apartments, a commercial space and a Restaurant! Located

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7528 County Road, Simcoe, ON , MLS #N12024509 , Image - 1

Unit-14, 7528 County Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12024509

Residential Freehold (Detached)

$2400000.0

3 Beds
2 Baths
1500-2000 sq-ft

Charming Raised Bungalow Sitting On 25 Acres, 7 Acres Trees & Meadows, 18 Acres Workable Farmland, Trout Stream (Bailey Creek), Walking & Riding Trail

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5239 7th Line, Simcoe, ON , MLS #N12008104 , Image - 1

5239 7th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12008104

Residential Freehold (Detached)

$8900000.0

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

47.66 acres of Hobby Farm and about 5 acres of residential area permit 2 additional buildings. Minutes To Bond Head Golf Course, 27& Hwy400.10 Mins To

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9792 Highway 9 N/A, Simcoe, ON , MLS #N11904819 , Image - 1

9792 Highway 9 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N11904819

Residential Freehold (Rural Residential)

$29999000.0

3 Beds
1 Baths

Rare Opportunity To Acquire & Develop Approximately 286 Picturesque Acres Just North of Caldon/Palgrave. Situated Just 45 Minutes North of Toronto (Hw

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3568 4 Line, Simcoe, ON , MLS #N11895803 , Image - 1

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N11895803

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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20 Tiny Beaches Road N, Simcoe, ON , MLS #S12391602 , Image - 1

20 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12391602

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 sq

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3886 East Shore Road, Simcoe, ON , MLS #S12406937 , Image - 1

3886 East Shore Road Coldwater, Severn, Simcoe, ON MLS® S12406937

Residential Freehold (Detached)

$4980000.0

5 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) From the striking polished concrete floors with radiant in-floor heating to the gourmet chefs kitchen and sl

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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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18 Edgewater Road, Simcoe, ON , MLS #S12400170 , Image - 1

18 Edgewater Road Wasaga Beach, Simcoe, ON MLS® S12400170

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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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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33 Edgecombe Terrace, Simcoe, ON , MLS #S12341912 , Image - 1

33 Edgecombe Terrace Rural Springwater, Springwater, Simcoe, ON MLS® S12341912

Residential Freehold (Detached)

$2095000.0

4 +1 Beds
6 Baths
3500-5000 sq-ft

Discover exceptional luxury in one of Springwater's premier and sought-after neighbourhoods. Situated on the largest and most private lot on the stree

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3712 Hwy 27 N/A, Simcoe, ON , MLS #N12397944 , Image - 1

3712 Hwy 27 N/A Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12397944

Residential Freehold (Detached)

$3999999.0

2 Beds
2 Baths
< 700 sq-ft

Welcome to 3712 Highway 27 - This stunning 4.75-acre parcel of land offers endless possibilities, with too many features to list! Nestled in a serene

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113 Minnetonka Road, Simcoe, ON , MLS #N12383459 , Image - 1

113 Minnetonka Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12383459

Residential Freehold (Detached)

$2495000.0

3 Beds
1 Baths
1100-1500 sq-ft

Beautiful Waterfront Property in Big Bay Point! Over 1/2 acre with unobstructed views of Lake Simcoe from almost every angle of the property. Owner wi

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0 County Road 89 Road, Simcoe, ON , MLS #N12366180 , Image - 1

0 County Road 89 Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12366180

Residential Freehold (Vacant Land)

$2200000.0

3000-3500 sq-ft

Investment or Farming Business Opportunity. 28.8 Acres, Farmland, location on one of the highest vehicle traffic transportation routes Cty. Rd. 89. A

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241 Eight Mile Point Road, Simcoe, ON , MLS #40736749 , Image - 1

241 Eight Mile Point Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40736749

Residential (Single Family Residence)

$2749900

Price drop by 5.1%

4 Beds
3 Baths
2170 sq-ft

Stunning Luxury Waterfront Retreat in Carthew BayWelcome to your dream home on prestigious Eight Mile Point! This completely turnkey, luxury-remodeled

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32 Gallagher Crescent, Simcoe, ON , MLS #40749833 , Image - 1

32 Gallagher Crescent Rural SpringWater, Springwater, Simcoe, ON MLS® 40749833

Residential (Single Family Residence)

$2225000

5 Beds
5 Baths
5419 sq-ft

OVER 1 ACRE OF LUXURY WITH A PRIVATE YARD, SALTWATER POOL, WALKOUT BASEMENT, TRIPLE GARAGE, & OVER 5400 SQ FT! Tucked away at the end of a winding, tr

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2653 Leonard Street, Simcoe, ON , MLS #40743260 , Image - 1

2653 Leonard Street Rural Innisfil, Innisfil, Simcoe, ON MLS® 40743260

Residential (Single Family Residence)

$3999000

4 Beds
3 Baths
2995 sq-ft

Rare Lake Simcoe Gem – 150' of Prime Waterfront!Welcome to an extraordinary waterfront opportunity featuring 150 feet of hard-packed sandy shoreline,

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3239 Crescent Bay Road, Simcoe, ON , MLS #40752233 , Image - 1

3239 Crescent Bay Road Rural Severn, Severn, Simcoe, ON MLS® 40752233

Residential (Single Family Residence)

$2749000

3 Beds
3 Baths
3610 sq-ft

Striking custom home on 100x200 cedar & treed line waterfront perched on dead end st (paved '25) 10 minutes to Orillia & 8 to Washago. Over 3610 sq ft

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752 County Road 90, Simcoe, ON , MLS #40696357 , Image - 1

752 County Road 90 Rural SpringWater, Springwater, Simcoe, ON MLS® 40696357

Land (Commercial)

$4200000

Prime Development Land - Barrie’s Targeted Growth Area.Almost 40 Acre site with approx. 23 acres of flat, useable land accessed off Highway 90/Dunlop

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2085 Warminster Road, Simcoe, ON , MLS #40715052 , Image - 1

2085 Warminster Road Rural Severn, Severn, Simcoe, ON MLS® 40715052

Residential (Single Family Residence)

$2149000

4 Beds
3 Baths
3940 sq-ft

EXTRAVAGANT BUNGALOW SET ON A TRANQUIL 61-ACRE LOT WITH A WORKSHOP & 3 CAR GARAGE! Bold, beautiful, and built for those who want it all, this luxury e

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3524 Isla Way, Simcoe, ON , MLS #40729116 , Image - 1

3524 Isla Way Rural Severn, Severn, Simcoe, ON MLS® 40729116

Residential (Single Family Residence)

$3895000

7 Beds
5 Baths
6785 sq-ft

An architectural masterpiece on Gloucester Pool, this stunning waterfront retreat is a seamless blend of modern luxury & natural beauty. Designed by a

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292 Trillium Place, Simcoe, ON , MLS #40751121 , Image - 1

292 Trillium Place Rural Innisfil, Innisfil, Simcoe, ON MLS® 40751121

Residential (Single Family Residence)

$4499000

8 Beds
6 Baths
5005 sq-ft

Escape to the lake without compromising on luxury. Nestled along 96 feet of pristine shoreline on Kempenfelt Bay, 292 Trillium Place is a rareand rema

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943 Barry Avenue, Simcoe, ON , MLS #40727919 , Image - 1

943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® 40727919

Residential (Single Family Residence)

$2229000

5 Beds
5 Baths
3405 sq-ft

Stunning fully renovated waterfront home on long private property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv

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4 Sycamore Circle, Simcoe, ON , MLS #40745770 , Image - 1

4 Sycamore Circle Rural SpringWater, Springwater, Simcoe, ON MLS® 40745770

Residential (Single Family Residence)

$3299000

5 Beds
5 Baths
4870 sq-ft

Welcome to 4 Sycamore Circle in picturesque Springwater. A stunning bunga-loft that blends luxury, craftsmanship, and thoughtful design on a beautiful

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8, 20, 30, 34 Hemlock Avenue, Simcoe, ON , MLS #40727926 , Image - 1

8, 20, 30, 34 Hemlock Avenue Waubaushene, Tay, Simcoe, ON MLS® 40727926

Land (Residential)

$5500000

ATTENTION INVESTORS, DEVELOPERS AND BUILDERS!! Once-in-a-lifetime opportunity to build on Georgian Bay! Currently 4 lots with steps taken to turn 3 of

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13 Georgina Drive, Simcoe, ON , MLS #40738386 , Image - 1

13 Georgina Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40738386

Residential (Single Family Residence)

$4500000

3 Beds
4 Baths
3620 sq-ft

Exceptional Shoreline. Prestigious Location. Welcome to 13 Georgina Drive — a rare opportunity to own one of the most coveted lakefront properties on

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68 Alana Drive, Simcoe, ON , MLS #40748777 , Image - 1

68 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® 40748777

Residential (Single Family Residence)

$2150000

6 Beds
7 Baths
6969 sq-ft

Welcome to this exceptional two-story brick estate designed with space, practicality, and flexibility in mind. Situated on a private, .859-acre lot in

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6 Midves Court, Simcoe, ON , MLS #40745041 , Image - 1

6 Midves Court Midhurst, Springwater, Simcoe, ON MLS® 40745041

Residential (Single Family Residence)

$3595000

5 Beds
6 Baths
8503 sq-ft

Welcome to one of Midhurst’s most prestigious addresses—Midves Court. This custom-built estate sits on nearly 2 acres of private, landscaped grounds w

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