Simcoe, ON Luxury Homes For Sale | SquareYards

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8562/8587 6th Line, Simcoe, ON , MLS #N13529158 , Image - 1

8562/8587 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13529158

Residential Freehold (Farm)

$2900000.0

4 Beds
2 Baths
1500-2000 sq-ft

Discover an exceptional opportunity to own 99 acres of prime agricultural land in the heart of Essa Township, offered as two separately deeded parcels

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38 Willow Drive, Simcoe, ON , MLS #S13539616 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13539616

Residential Freehold (Detached)

$2799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Perched majestically on the stunning shores of Georgian Bay this 37' Waterfront custom built all brick home with 4+ bedroom is calling your name. The

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

331 Tornado Drive Rural Bradford West Gwillimbury, 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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2533 Ridge Road W, Simcoe, ON , MLS #S13123868 , Image - 1

2533 Ridge Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13123868

Residential Freehold (Detached)

$15995000.0

5 Beds
6 Baths
3500-5000 sq-ft

Welcome to 2533 Ridge Road West - A Private Waterfront Sanctuary on Lake Simcoe. Discover an extraordinary opportunity to own a 17.5-acre private reso

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99 Creighton Street, Simcoe, ON , MLS #S13548536 , Image - 1

99 Creighton Street Atherley, Ramara, Simcoe, ON MLS® S13548536

Residential Freehold (Detached)

$3295000.0

1 +2 Beds
3 Baths
2500-3000 sq-ft

206 feet of west-facing private shoreline on Lake Simcoe. A custom round-log home built in 2005 by Moonstone Timberframe. Nearly 5,000 square feet of

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6474 Hwy. 93 Highway Waverley, Tay, Simcoe, ON MLS® S13230050

Residential Freehold (Other)

$5999000.0

5 Beds
2 Baths
2000-2500 sq-ft

Attention Developers and Builders, This Property is Ready to Go Draft Plan Approved 46 acre parcel, consisting of 53 Premium Sized Building Lots with

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10 Hiawatha Avenue, Simcoe, ON , MLS #S13081470 , Image - 1

10 Hiawatha Avenue Wasaga Beach, Simcoe, ON MLS® S13081470

Residential Freehold (Detached)

$2950000.0

Price drop by 7.8%

6 Beds
5 Baths
3000-3500 sq-ft

Welcome to an extraordinary custom-built waterfront residence in one of Wasaga Beach's most prestigious and rapidly evolving enclaves. Featuring 6 bed

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2726 10 Nottawasaga Concession S, Simcoe, ON , MLS #S13536500 , Image - 1

2726 10 Nottawasaga Concession S Rural Clearview, Clearview, Simcoe, ON MLS® S13536500

Residential Freehold (Detached)

$3295000.0

3 Beds
3 Baths
2500-3000 sq-ft

Set on 98.6 acres of rolling fields and mature woods, Wishing Tree Farm is a private country retreat near Creemore where a beautifully renovated bunga

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6643 3rd Line, Simcoe, ON , MLS #N13242614 , Image - 1

6643 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13242614

Residential Freehold (Detached)

$2999000.0

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

This stunning 6-bedroom, 6-bathroom bungalow on 10 acres just north of King offers luxurious living with the convenience of nearby amenities. The prop

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95 Spruce Street, Simcoe, ON , MLS #S13452718 , Image - 1

95 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13452718

Residential Freehold (Detached)

$2999900.0

Price drop by 14.3%

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

Set on a beautifully private one-acre estate surrounded by mature forest, this exceptional custom-built 2023 residence offers a rare combination of mo

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8 Lloyd Cook Drive W, Simcoe, ON , MLS #S13542434 , Image - 1

8 Lloyd Cook Drive W Snow Valley, Springwater, Simcoe, ON MLS® S13542434

Residential Freehold (Detached)

$2174900.0

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

Welcome to 8 Lloyd Cook Drive W, where modern luxury meets natural serenity in an exclusive enclave of estate homes. This exceptional 4,600 sq. ft. bu

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13 Parkland Drive, Simcoe, ON , MLS #S12979534 , Image - 1

13 Parkland Drive Rural Clearview, Clearview, Simcoe, ON MLS® S12979534

Residential Freehold (Detached)

$2250000.0

4 Beds
4 Baths
2500-3000 sq-ft

Your Dream Home Awaits in Prestigious Collingwoodlands. Discover the essence of refined country living in this truly exquisite 4-bedroom custom-built

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58 White Oaks Road, Simcoe, ON , MLS #S13063796 , Image - 1

58 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13063796

Residential Freehold (Detached)

$2125000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to a truly one of a kind opportunity to own a prime piece of waterfront real estate nestled along the sandy shores of Kempenfelt Bay. This lar

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262 Trillium Place, Simcoe, ON , MLS #N13520652 , Image - 1

262 Trillium Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13520652

Residential Freehold (Detached)

$4699900.0

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

Welcome to 262 Trillium Place on Kempenfelt Bay, a rare year-round waterfront cottage set on a deep 1.41 acre lot with about 125 feet of private shore

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1836 Quantz Crescent, Simcoe, ON , MLS #N13517384 , Image - 1

1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13517384

Residential Freehold (Detached)

$2299900.0

5 Beds
5 Baths
3000-3500 sq-ft

Surrounded by lush greenery and mature trees, this exceptional custom-built residence located in an exclusive enclave minutes from Barrie, feels like

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4412 124 COUNTY Road, Simcoe, ON , MLS #S13444740 , Image - 1

4412 124 COUNTY Road Rural Clearview, Clearview, Simcoe, ON MLS® S13444740

Residential Freehold (Vacant Land)

$3600000.0

Rare 55.8-Acre Investment & Development Opportunity Near Collingwood......Exceptional opportunity to acquire a 55.8-acre land parcel ideally situated

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4 Walter James Parkway, Simcoe, ON , MLS #S13227528 , Image - 1

4 Walter James Parkway Snow Valley, Springwater, Simcoe, ON MLS® S13227528

Residential Freehold (Detached)

$2699000.0

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

Stunning custom executive bungalow with loft in prestigious Cameron Estates, offering a refined blend of luxury living, modern design, resort-style am

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237 West Shore Drive, Simcoe, ON , MLS #S13506046 , Image - 1

237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13506046

Residential Freehold (Detached)

$2250000.0

5 Beds
3 Baths
2000-2500 sq-ft

Set Within The Highly Coveted Thunder Beach Enclave, This Exceptional Georgian Bay Waterfront Home Offers A Seamless Blend Of Refined Design And Effor

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2683 Lakeshore Road E, Simcoe, ON , MLS #S13137936 , Image - 1

2683 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13137936

Residential Freehold (Detached)

$2100000.0

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

Welcome to your private lakeside retreat on the serene shores of Carthew Bay. Perfectly positioned to capture Muskoka-like views, this exceptional wat

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21 Pemberton Lane, Simcoe, ON , MLS #S13502654 , Image - 1

21 Pemberton Lane Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13502654

Residential Freehold (Other)

$24000000.0

5000 + sq-ft

* APPROVED REDEVELOPMENT *WATERFRONT*EQUESTRIAN Set Within The Coveted Stretch Known As Millionaires Row. Unlock The Full Potential Of Casa Lago Estat

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53 Dock Lane E, Simcoe, ON , MLS #S13510042 , Image - 1

Unit-27, 53 Dock Lane E Port McNicoll, Tay, Simcoe, ON MLS® S13510042

Residential Freehold (Detached)

$2099900.0

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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209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0

5 Beds
5 Baths
3000-3500 sq-ft

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on

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1519 Nursery Road, Simcoe, ON , MLS #S13507544 , Image - 1

1519 Nursery Road Rural Springwater, Springwater, Simcoe, ON MLS® S13507544

Residential Freehold (Detached)

$3390000.0

2 +1 Beds
3 Baths
2500-3000 sq-ft

Custom Cedar Log Home On Almost 32 Acres Secluded Forested Estate Property Yet 10 Mins To Georgian Mall (Barrie). Simcoe County Forest To North & Acro

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7028 Pine Plains Road, Simcoe, ON , MLS #N13117818 , Image - 1

7028 Pine Plains Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13117818

Residential Freehold (Detached)

$2259000.0

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

This custom-built home offers over 4,000 sq ft of beautifully finished living space on a peaceful 1.98-acre lot at the end of a quiet road. Every deta

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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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142 Sixth Street, Simcoe, ON , MLS #S13496616 , Image - 1

142 Sixth Street Collingwood, Simcoe, ON MLS® S13496616

Residential Freehold (Detached)

$2075000.0

4 Beds
3 Baths
2500-3000 sq-ft

Thoughtfully designed and custom built in 2024, this contemporary residence brings together refined architecture, timeless finishes, and an exceptiona

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4227 5 Line, Simcoe, ON , MLS #N13495092 , Image - 1

4227 5 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13495092

Residential Freehold (Vacant Land)

$8999999.0

1500-2000 sq-ft

This 53 acre parcel is located close to Hwy 400 southbound between Highways 88 & 89 offering an exceptional chance to build your own vision. Located

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4268 Sideroad 5 Line S, Simcoe, ON , MLS #N13495076 , Image - 1

4268 Sideroad 5 Line S Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13495076

Residential Freehold (Vacant Land)

$11500000.0

Whether you're looking for a peaceful retreat, a development opportunity, or a long-term investment, this land is ready for your plans.102.93 acres of

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4357 Penetanguishene Road, Simcoe, ON , MLS #S13495026 , Image - 1

4357 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13495026

Residential Freehold (Farm)

$2199000.0

3 +0 Beds
3 Baths
1500-2000 sq-ft

Approx. 118.8 acres located within town boundaries and designated Urban Residential (buyer to verify). Property features approx. 1,000 ft frontage on

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7874 10th Line, Simcoe, ON , MLS #N13492744 , Image - 1

7874 10th Line Rural Essa, Essa, Simcoe, ON MLS® N13492744

Residential Freehold (Farm)

$3699000.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Premium 106- Acre Country Estate & Farm Just West of Barrie. The Perfect blend of Modern Luxury, Fertile Land , and Investment Potential. Escape to th

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