Simcoe, ON Luxury Homes For Sale | SquareYards

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2224 Rainbow Valley Road W, Simcoe, ON , MLS #S13621878 , Image - 1

2224 Rainbow Valley Road W Rural Springwater, Springwater, Simcoe, ON MLS® S13621878

Residential Freehold (Farm)

$4739000.0

4 Beds
3 Baths
2500-3000 sq-ft

Set on 107 acres, this property offers a combination of productive farmland, mature bush, and a newly built custom home designed with attention to det

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12 Walker Road, Simcoe, ON , MLS #S13609324 , Image - 1

12 Walker Road Rural Tiny, Tiny, Simcoe, ON MLS® S13609324

Residential Freehold (Detached)

$2695500.0

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

Welcome to an extraordinary custom-built waterfront residence on the shores of Georgian Bay, where exceptional craftsmanship, timeless design, and the

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955 Big Bay Point Road, Simcoe, ON , MLS #N13555904 , Image - 1

955 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13555904

Residential Freehold (Vacant Land)

$4500000.0

Strategically located within the highly desirable Big Bay Point corridor, this exceptional 50-acre landholding offers a rare opportunity to acquire a

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6 Pinehurst Lane, Simcoe, ON , MLS #S13523312 , Image - 1

6 Pinehurst Lane Anten Mills, Springwater, Simcoe, ON MLS® S13523312

Residential Freehold (Detached)

$2600000.0

Price drop by 1.9%

6 +3 Beds
6 Baths
5000 + sq-ft

Experience the ultimate retreat in this stunning custom-built estate on a private 1.62-acre lot minutes from Barrie. Designed for discerning buyers se

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6920 Poplar Side Road, Simcoe, ON , MLS #S13602452 , Image - 1

6920 Poplar Side Road Collingwood, Simcoe, ON MLS® S13602452

Residential Freehold (Detached)

$2399900.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to 6920 Poplar Side Road, a stunning custom-built estate on nearly 1.8 acres in Collingwood. Offering 3430 sqft above grade plus an unfinished

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1031 Wisker Avenue, Simcoe, ON , MLS #N13595944 , Image - 1

1031 Wisker Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13595944

Residential Freehold (Detached)

$2888000.0

5 Beds
3 Baths
2500-3000 sq-ft

Unbelievable opportunity to own a stunning, fully renovated (2023) five-bedroom waterfront home on a massive 138' x 141' double lot in one of the most

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8058 20th Side Road, Simcoe, ON , MLS #N13580044 , Image - 1

8058 20th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13580044

Residential Freehold (Detached)

$2500000.0

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

Welcome to your ultimate rural investment opportunity! Nestled on 21 pristine gated acres in highly desirable equestrian country, the versatile estate

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3476 Garden Of Eden Road, Simcoe, ON , MLS #S12660608 , Image - 1

3476 Garden Of Eden Road Rural Clearview, Clearview, Simcoe, ON MLS® S12660608

Residential Freehold (Rural Residential)

$3499000.0

Price drop by 12.5%

7 Beds
7 Baths
5000 + sq-ft

Set on an extraordinary 50-acre parcel just minutes from the heart of Creemore, this exceptional executive home offers refined living surrounded by a

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18 Carrol Lane Waubaushene, Tay, Simcoe, ON MLS® S13492722

Residential Freehold (Vacant Land)

$11500000.0

This 26-acre property in the Town of Tay, located just 2 minutes from Highway 400 and offering convenient access (roughly an hour from Vaughan, 35 min

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168 Pine Hill Road, Simcoe, ON , MLS #N13557218 , Image - 1

168 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13557218

Residential Freehold (Detached)

$2348000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to 168 Pine Hill Road, an extraordinary executive estate nestled on a breathtaking 1.38 acre private lot in one of Bradford's most prestigious

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57 Alpine Drive, Simcoe, ON , MLS #S13576842 , Image - 1

57 Alpine Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13576842

Residential Freehold (Detached)

$2385000.0

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

Welcome to this stunning, new estate bungalow located in a quiet community just 5 minutes from a 36 slope ski resort and snowmobile trails. With quick

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3692 Ferretti Court, Simcoe, ON , MLS #N13521406 , Image - 1

3692 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13521406

Residential Freehold (Att/Row/Townhouse)

$2500000.0

Price drop by 13.8%

4 Beds
5 Baths
2500-3000 sq-ft

Step into this beautifully appointed corner townhome at Friday Harbour, fully furnished and enhanced with over $300,000 in custom upgrades. This water

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8464 6th Line, Simcoe, ON , MLS #N13561726 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13561726

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
3500-5000 sq-ft

TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse

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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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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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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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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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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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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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199 3 Concession Road W, Simcoe, ON , MLS #S13488764 , Image - 1

199 3 Concession Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13488764

Residential Freehold (Farm)

$2850000.0

4 Beds
2 Baths
1500-2000 sq-ft

Where open farmland, mature forest, and endless possibilities come together, this exceptional 140-acre property offers a rare opportunity in the heart

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1250 Frankland Lane, Simcoe, ON , MLS #S13473724 , Image - 1

1250 Frankland Lane Rural Severn, Severn, Simcoe, ON MLS® S13473724

Residential Freehold (Detached)

$4699000.0

5 Beds
3 Baths
5000 + sq-ft

Top Reasons You Will Love This Home: Experience the epitome of lakeside living in this breathtaking 5,348 square foot waterfront estate, gracefully se

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2707 Lakeside Drive, Simcoe, ON , MLS #S13460926 , Image - 1

2707 Lakeside Drive West Shore, Severn, Simcoe, ON MLS® S13460926

Residential Freehold (Detached)

$2950000.0

4 Beds
3 Baths
3000-3500 sq-ft

A striking statement in contemporary waterfront design, this custom-built residence seamlessly blends modern architecture with breathtaking lakefront

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