Simcoe, ON Luxury Homes For Sale | SquareYards

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6100 Mackenzie Pioneer Road, Simcoe, ON , MLS #N13733948 , Image - 1

6100 Mackenzie Pioneer Road Alliston, New Tecumseth, Simcoe, ON MLS® N13733948

Residential Freehold (Vacant Land)

$9990000.0

6.62-acre Major Urban Commercial block in Alliston, zoned MC-13(H) under ZBA By-law 2024-109: high-rise residential, 524 units in two towers, plus 5 r

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9417 91 County Road, Simcoe, ON , MLS #S14087392 , Image - 1

9417 91 County Road Rural Clearview, Clearview, Simcoe, ON MLS® S14087392

Residential Freehold (Detached)

$2999000.0

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

Set on just over three acres close to Devil's Glen and Duntroon Highlands, this custom built two storey, 6 bedroom home has quality finishes throughou

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1 PIERCE Court, Simcoe, ON , MLS #S13428306 , Image - 1

1 PIERCE Court Midhurst, Springwater, Simcoe, ON MLS® S13428306

Residential Freehold (Detached)

$2499000.0

Price drop by 5.7%

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

Every once in a while, a property comes along that completely resets your expectations. Not because it sits on a breathtaking 4.33-acre estate lot. No

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4 Morrison Court, Simcoe, ON , MLS #N13794188 , Image - 1

4 Morrison Court Rural Essa, Essa, Simcoe, ON MLS® N13794188

Residential Freehold (Detached)

$2098000.0

4 Beds
4 Baths
3500-5000 sq-ft

Set on a private 1.56-acre lot at the end of a quiet cul-de-sac in Ridge Hill Estates, this executive 2-storey home offers open country views and a ba

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476 Champlain Road, Simcoe, ON , MLS #S14087544 , Image - 1

476 Champlain Road Penetanguishene, Simcoe, ON MLS® S14087544

Residential Freehold (Detached)

$2349900.0

4 Beds
4 Baths
3500-5000 sq-ft

Thoughtfully designed to follow the natural slope of the land, the home spans three levels, maximizing natural light, elevated water views and its con

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8418 Tosorontio 20th Side Road, Simcoe, ON , MLS #N13483456 , Image - 1

8418 Tosorontio 20th Side Road Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13483456

Residential Freehold (Detached)

$2888000.0

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

Top 5 Reasons You Will Love This Home: 1) Remarkable custom estate set on nearly 50 acres of private wooded land, offering an exceptional sense of sec

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687 Innisfil Beach Road, Simcoe, ON , MLS #N13768264 , Image - 1

687 Innisfil Beach Road Alcona, Innisfil, Simcoe, ON MLS® N13768264

Residential Freehold (Detached)

$2199000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover a once-in-a-lifetime opportunity on the shores of Lake Simcoe, offering an incredibly unique combin

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1450 Line 3 N/A N, Simcoe, ON , MLS #S13566402 , Image - 1

1450 Line 3 N/A N Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13566402

Residential Freehold (Detached)

$3699999.0

3 +3 Beds
5 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on 48 breathtaking acres in the highly sought-after Oro-Medonte, this exceptional custom-built ICF home

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5584 6th Line, Simcoe, ON , MLS #N13714214 , Image - 1

5584 6th Line Tottenham, New Tecumseth, Simcoe, ON MLS® N13714214

Residential Freehold (Detached)

$2098000.0

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

Top 5 Reasons You Will Love This Home: 1) Escape to your own private 10-acre retreat, where a long, picturesque driveway winds through the property, c

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1076 Beaver Lane, Simcoe, ON , MLS #S13682384 , Image - 1

1076 Beaver Lane Rural Springwater, Springwater, Simcoe, ON MLS® S13682384

Residential Freehold (Detached)

$2899999.0

4 Beds
3 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Rare opportunity to own an almost 100-acre hobby farm in the heart of Springwater, an incredibly unique offe

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6 Midves Court, Simcoe, ON , MLS #S13673582 , Image - 1

6 Midves Court Midhurst, Springwater, Simcoe, ON MLS® S13673582

Residential Freehold (Detached)

$3150000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Top 5 Reasons You Will Love This Home: 1) Prestigious Midhurst estate offering nearly two acres of beautifully landscaped property surrounded by matur

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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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301 Concession 4 Road E, Simcoe, ON , MLS #S13641492 , Image - 1

301 Concession 4 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13641492

Residential Freehold (Farm)

$2599900.0

4 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Expansive 44-acre estate offering immediate positive cash flow through a fully established and thriving dog

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3964 Guest Road, Simcoe, ON , MLS #N13845598 , Image - 1

3964 Guest Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13845598

Residential Freehold (Detached)

$5750000.0

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

Top 5 Reasons You Will Love This Home: 1) Experience an extraordinary Lake Simcoe lifestyle with 124' of pristine waterfront, a private dock and boat

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7 Duquette Court, Simcoe, ON , MLS #S13648816 , Image - 1

7 Duquette Court Rural Tiny, Tiny, Simcoe, ON MLS® S13648816

Residential Freehold (Detached)

$2250000.0

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

Top 5 Reasons You Will Love This Home: 1) Exceptional custom-built home offering over 3,800 square feet of beautifully finished living space, showcasi

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60 River Avenue Crescent, Simcoe, ON , MLS #S13628334 , Image - 1

60 River Avenue Crescent Wasaga Beach, Simcoe, ON MLS® S13628334

Residential Freehold (Detached)

$2299999.0

6 +1 Beds
5 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Exceptional riverfront property featuring four self-contained units, ideally located just minutes from the m

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8971 McKinnon Road, Simcoe, ON , MLS #N13737126 , Image - 1

8971 McKinnon Road Angus, Essa, Simcoe, ON MLS® N13737126

Residential Freehold (Vacant Land)

$2999900.0

Top 5 Reasons You Will Love This Property: 1) Encompassing just under 200-acres of mature forest across two distinct parcels in Essa Township, this ra

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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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4065 15th Line, Simcoe, ON , MLS #N13719490 , Image - 1

4065 15th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13719490

Residential Freehold (Farm)

$5499000.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Exceptional land banking and future development opportunity spanning approximately 137.5 acres of prime

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2140 Willard Avenue, Simcoe, ON , MLS #N13757958 , Image - 1

2140 Willard Avenue Alcona, Innisfil, Simcoe, ON MLS® N13757958

Residential Freehold (Detached)

$2049000.0

Price drop by 4.7%

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

Where elevated design meets effortless lakeside living. Set on a premium lot in the heart of Alcona, this exceptional custom-built home blends luxury,

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1814 Quantz Crescent, Simcoe, ON , MLS #N13881400 , Image - 1

1814 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13881400

Residential Freehold (Detached)

$2098000.0

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

OVER 4,600 FINISHED SQ FT ON 2.2+ TREED ACRES WITH AN IN-GROUND POOL, WALKOUT LOWER LEVEL & TRIPLE GARAGE! More than 4,600 finished sq ft unfolds acro

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21 Buckingham Boulevard, Simcoe, ON , MLS #S14080264 , Image - 1

21 Buckingham Boulevard Rural Clearview, Clearview, Simcoe, ON MLS® S14080264

Residential Freehold (Detached)

$2095000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to Buckingham Woodlands-a rarely offered property close to private ski clubs, Blue Mountain Village, and downtown Collingwood. Set on approxim

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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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4165 Concession 12 Road, Simcoe, ON , MLS #S14006766 , Image - 1

4165 Concession 12 Road Rural Ramara, Ramara, Simcoe, ON MLS® S14006766

Residential Freehold (Vacant Land)

$2499000.0

Rare opportunity to own just under 100 acres (approx. 99.47 acres) in Rural Ramara, on a year round municipally maintained road just minutes from Oril

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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

21 gated acres with serious infrastructure, exceptional versatility and multiple opportunities for home, horses, business and income. Set in highly de

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1029 Concession 3 Road, Simcoe, ON , MLS #N14028378 , Image - 1

1029 Concession 3 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N14028378

Residential Freehold (Detached)

$2200000.0

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

RARE 10.96-ACRE PRIVATE ESTATE! Exceptional custom-built all-brick residence offering approx. 2,700 sq. ft. above grade, combining luxury, privacy, an

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1036 River Road E, Simcoe, ON , MLS #S13786742 , Image - 1

1036 River Road E Wasaga Beach, Simcoe, ON MLS® S13786742

Residential Freehold (Detached)

$2399000.0

Price drop by 4.0%

4 Beds
3 Baths
2500-3000 sq-ft

MULTI-MILLION-DOLLAR VISTAS OF GEORGIAN BAY FROM THE BLUE MOUNTAINS TO CHRISTIAN ISLAND - imagine this and immediate access to the beautiful sandy sho

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13 Georgina Drive S, Simcoe, ON , MLS #S13801200 , Image - 1

13 Georgina Drive S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13801200

Residential Freehold (Detached)

$2995000.0

Price drop by 4.9%

3 Beds
4 Baths
2000-2500 sq-ft

THE OPPORTUNITY IS NOW!!! 13 Georgina Drive is ready for its next chapter-THIS IS THE WATERFRONT YOU'VE BEEN WAITING FOR! Secure 120 FEET OF PRISTINE

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2688 14th Line, Simcoe, ON , MLS #N14009758 , Image - 1

2688 14th Line Gilford, Innisfil, Simcoe, ON MLS® N14009758

Residential Freehold (Rural Residential)

$12500000.0

7 +0 Beds
8 Baths
5000 + sq-ft

Welcome to your private legacy - A breathtaking 107 acre estate once owned by Hollywood royalty. This majestic and fully self-sustained country estate

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247 Lakeshore Road W, Simcoe, ON , MLS #S13829078 , Image - 1

247 Lakeshore Road W Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13829078

Residential Freehold (Detached)

$5999500.0

4 Beds
5 Baths
3500-5000 sq-ft

If Lake Simcoe had a front row, this would be it. Set on 1.09 private acres along Lake Simcoe's prestigious North Shore, 247 Lakeshore Rd West pairs 9

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